For the past couple of months, Olly and I have been dating exclusively and it has been going really well. Not that either of us were going on dates with anyone else, except for when I was working but we both agreed they didn’t count.

Most nights when he hasn’t had some deadline or another for his course, we end up back at my place. It isn’t even always for sex, some nights we just love spending the evening curled up on the sofa, Olly in my arms, watching nature documentaries before falling asleep.

There are some evenings, after a long week of studying, that he’s fallen asleep almost the second he’s arrived. The first time I saw him laid out on my sofa, his messy curls squished up against its arm, he looked so adorable. I draped a blanket over him and just watched as he snored into the cushions beneath him. Maybe it was a little creepy, but I just love everything about him.

Since giving up being an escort, I’ve not yet found a steady job, but I have managed to pick up some freelance work. Some of my former colleagues at the agency needed someone to help with their accounts and it seems they find it a lot easier discussing how they earn their income, when it’s with someone that’s done it all before. I’m not sure if I’ve found my calling, but at least it was work and I was finally putting my degree to good use.

The income from being the accountant to a few prostitutes wasn’t going to be enough though. Combined with the not insignificant savings I’d been able to build up over the years, I’m managing to pay the bills, but I know that unless I can get a full time job soon, something will have to change. I’ve not told Olly yet, but I’ve already started looking for somewhere else to live. Although I own the flat, the maintenance fees each year will just keep rising, and moving to somewhere cheaper will free up some cash while I’m job hunting.

The biggest problem is that living in London is super-expensive. So far, it looks like unless I want to live in a rabbit hutch, I’ll need to move out of the city to afford anything decent. It would be nice to move closer to my Mum, back to Rochester, but I’m scared of what that would mean for me and Olly now that we are finally together.

Would he be ok with the distance? Would he follow me after he finishes uni? Maybe we’d be in a position where he’d want to move in with me by then? I have so many questions running through my head, but the thought of asking any of them yet, after everything we’ve gone through to get here, terrifies me. The biggest being, how would I survive if he leaves me, if the distance proved too much.

I couldn’t think of all that now though, Olly and I are sitting in a little coffee shop down the street from my flat, waiting for our brothers to arrive. With thoughts of Rochester running through my mind, I’d suggested to Olly that it was about time we met the family , as it were. We both agreed it would be best to start off easy, bringing our brothers together. The fact that it gave me a perfect opportunity to meddle in my little brother’s love life was just a bonus.

As we sit with our iced lattes in a corner facing the window, just enjoying being in each other’s company as always, a familiar boy with a mess of curls and ocean blue eyes walks in the door. I recognise him from our previous appointment, but seeing him now in the same room as my Olly, I really could see just how similar they were.

Olly waves Charlie over in our direction and after a brief and awkward hug, Olly gestures in my direction and says, “Charlie I’d like you to meet my boyfriend.”

Before Olly has a chance to say my name Charlie interrupts, “David? You’re dating, David?!”

“Wait, what? Do you two know each other?” Olly asks, clearly confused. Charlie looks nervous, he doesn’t know how much his brother knows and it’s clear he’s concerned that he’s put his foot in it.

To save him from trying to come up with a plausible lie, I decide that it’s best to be honest, “Charlie was one of my clients,” I say, bracing myself for a reaction from both brothers.

It seems neither of the brothers know where to look following my revelation, so spotting the perfect opportunity to break the tension, I announce, “and here’s another of my clients now.”

Charlie and Oliver both turn to face the door and see who’s just walked in.

“Nick,” Charlie gasps out, clearly still as spellbound by my younger brother as I suspected. “Wait, what do you mean client?” he adds.

“I thought we were meeting your brother,” Olly chips in.

As he gets closer, a look of confusion across his face, Nick speaks for the first time, “Charlie? Why are you all looking at me like I’ve grown a second head?” I can’t help the laugh that erupts from me.

Ignoring the questions from all three of them, I make some introductions, “Olly, I’d like you to meet my brother, Nick. Nick, this is my boyfriend Oliver, and I believe you already know his brother,” I say with a cheeky wink, causing his cheeks to flush a deep shade of red.

I get us all drinks and we settle around our little table in the corner, making sure that Nick and Charlie are sitting close to each other. Olly is the first to speak up, prodding my chest with his finger, “What do you mean they were both your clients?”

I start to smile but seeing the serious look on his face, I think better of it and start to explain, “Nick was actually one of my first after I moved to London. He’s always had a thing for curly dark hair,” I say with a cheeky wink in Charlie’s direction, “So it was a shock in more ones than one when I turned up in my pirate costume, sporting a wig of long, dark, curly hair, after he’d found my profile with the agency.”

“I can not believe you just told them that,” Nick said, looking almost crimson now.

“ Please say you didn’t do anything?” Olly asks, clearly disturbed by the thought.

“No, no, we just laughed about it and I headed home,” I reassured him.

“And he still charged me,” Nick whined, causing everyone to laugh, myself included.

“Ok, and what about Charlie?” Olly tentatively asks, I look down at the table. More embarrassed now, I knew I had to be completely honest with him. I just hoped that honesty wouldn’t scare him away, or ruin his relationship with his brother.

I look back up into his deep brown eyes, and take a deep breath before speaking, “I didn’t know at the start, I need you to know that.” I hoped he could see the sincerity in my eyes. Looking at Nick now too I added, “Neither of us knew who the other was related to.”

“Charlie was just another client, and I’m not going to lie, some… stuff did happen,” Olly’s face falls and I know I have to continue, but Charlie cuts me off.

“He called out your name, Olly.”

“What?” Olly asks.

“I was rimming him, and he moaned out your name. It was so weird,” Charlie adds.

“And…and then what happened?” Olly sounds so hesitant to ask.

“We stopped, I was worried we’d both booked the same guy and then David, he…” Charlie paused.

“I confessed my love for you, Olly. Before I’d even admitted it to myself,” I finished for him.

“And it was just that one time?” Oliver asks, looking hopeful.

“Yes, and it was just business, nothing more. I swear.”

Clearly pleased with my reply, Olly pulls me to him and kisses me deeply. I return the kiss until we’re both brought back to the room by our brothers clearing their throats to remind us we’re not alone.

I could leave it there, Olly seemed happy that it wasn’t anything more than my former life, but where would be the fun in that. As I’d already embarrassed my own brother, it was only fair to embarrass his too, right? So I continue, “Who would have thought both our brothers liked guys dressing up for them though,” I teased.

“Wait, what did he have you dress up as? Please tell me it was embarrassing,” Olly giggled, encouraging me to go on.

“It seems Charlie boy over here has a thing for rugby lads,” I nodded in Charlie’s direction before continuing, “I had to wear my old Glasgow rugby kit for him, because apparently a player from school he used to sit next to in form made quite the impression on him.” Charlie looked mortified and had his face in his hands.

Nick laughed before a look of shock crossed his face, “Wait, I used to sit next to you in form,” he said looking at Charlie.

“Yep,” I added unnecessarily, laughing to myself.

“Char?” Nick says in almost a question, with one hand on Charlie’s.

Looking up from his hands, Charlie looks at Nick and whispers, “Hi.”

“Hi,” Nick replies with a smile.

One month later…

Since our first date, Olly and I have been trying to take things slow. We’ve done the traditional date night ideas like bowling and pizza, dinner and a movie, and tonight we’ve had so much fun on our first double date with Heather and Lucy. It was karaoke night at one of the cocktail bars not far from my place.

Heather and Lucy sang The Time of My Life together from Dirty Dancing, complete with most of the moves, although they skipped the lift much to Lucy and Olly’s disappointment. Olly and I decided to pick out songs for each other.

For me, he picked Sex Bomb by Tom Jones. He thought it was hilarious watching me look like a deer in headlights as the song started. I have to admit though, by the time I got to the first chorus I was really getting into it, thrusting my hips and pointing at Olly as I sang along to the words.

For Olly I picked Troublemaker by Olly Murs, which definitely felt appropriate. Unlike me, he was really into it right from the start, moving and shaking as he sang, earning him a huge round of applause from around the room when the song came to an end.

A few guys and girls were buying Olly drinks after his performance. A couple even tried flirting with him while he literally sat in my lap with my arms around him. I mean we couldn’t have looked like more of a couple if we tried, but when Olly told them he only had eyes for me, my heart soared. At least for a moment, until it dawned on me that I couldn’t say the same. Sure Olly was the only one I wanted, but he wasn’t the only one I’d been with since we got together.

Olly saw my face drop slightly and turned my head so I was looking directly into his eyes, “Hey, what’s going on in there baby?” He asked me softly.

“Nothing, just tired I guess,” I lied.

I’m sure he knew I was lying, but thankfully he let it go.

Three months later…

Olly and I never talk about my work, he never asks and I never tell. So far it seems to be working. I’ve stopped seeing all of my regular clients and now just stick to those that book one-off sessions. It’s not as rewarding financially, since I don’t get the opportunity to tailor my service to their needs, but getting to know my clients feels somehow more like I’m cheating on Olly.

The only time my job comes up between us now is if I need to change our plans in order to see a client. Although more often than not, I’ll decline a booking if Olly and I have arranged to spend the time together. I’m earning less but it’s enough to pay my bills and it gives me more time to spend with Olly, which is always a bonus.

We’ve been having a ‘proper date night’, as he teasingly calls it, once a week, fitting it in around his studies and my work. It’s the one night that I’ve blocked out for any appointments so that I can focus entirely on him. We’re not just together that one night a week, in fact our friends have said we’re so like a married couple that it’s sickening, but I can’t help it, I just love to be around him.

We’re lounging around on the sofa, Olly resting against me as we watch something mindless on TV when the agency’s app pings on my phone. I pick it up to see what it is and my face must show my surprise because Olly asks, “Everything alright?”

“It’s umm, it’s work,” I stammer, not wanting to say too much. 

He places his hand on mine, “Talk to me, David,” he gently soothes.

I take a deep breath, “It’s just a name I hadn’t seen in a while.”

“Ok, is that bad?”

“I don’t know, I haven’t opened it to look.”

“Do you want some privacy?” He asks sweetly. I pull him closer to me and kiss the top of his head, taking the chance to breathe in his fancy shampoo. 

“No, it’s ok,” I confirm, opening the app and the message, from Paulo.

Liam,

I’m in town again next week and would like to see you again. Same terms as last time, are you available?

Paulo

Wow, Paulo definitely wasn’t a regular but also wasn’t a one off, as he now wanted to see me again. It was one of these grey areas that I hadn’t yet decided what to do about since it hadn’t come up so far. He was also the first client to want me for more than a few hours, or a night, since I got together with Olly.

I could tell that Olly was waiting for me to speak, but I didn’t know what to say. I know that if Paulo was even half as generous as he was before, that the numbers of bookings I was now losing would be more than made up for, at least for a couple of months.

I checked the booking details and saw it was for a few days’ time, as he was landing the day after tomorrow. Could I do it? Spend a week apart from Olly, a week being the plaything of another man, the only other man I’d truly felt comfortable allowing to fuck me.

It was just one week, the money really would come in handy. One week and then I could go back to my normal routine of a smattering of unimportant clients and time with my man.

Taking another breath I spoke, “I, I’m going to have to go away for work.”

“Ok,” he said simply, clearly needing more details but not wanting to press.

“For a whole week, from Monday,” I added.

I see a glimmer of something in his eyes, sadness perhaps, that he quickly shakes off before saying, “It’s ok David, I understand, it’s work,” smiling at me. 

“I don’t have to,” I rush to add, “I know it would mean missing our date night.”

“David, one of us has to work so that I don’t have to,” he joked, and the laugh that comes with it just fills me with so much joy.

“If you’re sure?” I nervously ask.

Taking hold of my hand in his, he confirms, “I’m sure.” So with his blessing, and knowing I could do with the extra money, I use my free hand to tap the accept button for the booking.

Monday

Recently my Monday mornings have consisted of waking up with Olly beside me. The two of us grabbing breakfast together before he heads off to his classes around 10am. This is the first Monday in weeks that I’ve woken up in bed alone. I’m seeing Paulo today and I didn’t want Olly to have to witness me preparing to go see a client.

That and I’m sure if he’d spent the night, we’d have ended up having sex and I know Paulo would want as much cum saved up inside as I could. In fact I’d been saving myself since I accepted his booking, only making Olly cum while he was here on Friday and Saturday. If he thought anything odd about that, he didn’t say anything.

Making sure I am thoroughly showered, and wearing what I’d been asked, I lock up my apartment and head out towards the hotel. I pass the coffee shop where Olly and I usually got breakfast, and a sense of sadness sweeps over me. Sure we hadn’t been together for very long, not really, but we’d developed on our little routine and it worked.

Now my job was getting in the way, just as I knew it would. How could I ever deserve someone as sweet, kind and sassy as Oliver Spring? How could he possibly be ok with what I do for a living? I always knew this job wouldn’t be for life, but I never really planned for what’s next or when I’d have to give it up.

As I reach the doors of the hotel, I notice for the first time where I am. I’m just a couple of roads over from Olly’s little flat. He’ll be waking up there about now, I wonder if he’s thinking about me. Missing me the way I’m missing him.

I reach for the handle of the hotel’s door and…I can’t do it. I can’t be this version of me any more. Olly deserves all of me and I want to give all of me to him. I turn away from the hotel, pull out my phone and send a polite but curt cancellation to Paulo and change my availability settings to None.

On instinct I make my way the short distance to Olly’s flat, the front door of the building is open so I head straight in and make my way up. On knock on his door and hear the beautiful tones of my Olly, swearing as makes his way to the door. I just hear him say from the other side, “Who’s bloody knocking at this time,” before the door opens and stunned he asks, “David? What are you…”

“I Love You!” I interrupt, I didn’t know that was what I was planning on saying before it was out, but I do. I love Oliver Spring and I need him and the world to know it.

“You, what?” He asks, clearly confused and half asleep.

“I love you, Olly,” I say again, more tenderly this time, pulling him into my arms and kissing him with everything I’ve got. He willingly returns the kiss, and when we pull apart he replies with tears in his eyes, “I love you too. But, aren’t you supposed to be with a client?”

I laugh, “I quit.”

“You,… you quit?”

“Yes, I quit, I can’t keep being with others and see you. You deserve so much more than that Olly, you deserve the world. You are my world.”

He stands there stunned, his hair a rumpled mess, his lips bitten from our kiss and his skimpy briefs leaving very little to the imagination. Until that is, he questions, “What are you wearing?”

I look down and realise I’m not in one of my usual sophisticated outfits that Olly is used to seeing. I dressed for Paulo, so I’m in just a T-shirt and trackies which clearly show the effect his body is having on my cock.

“Oh,” is all I manage before he’s pulling me inside his flat, kissing me and leading me to his bedroom.

I wake up feeling trapped the next morning, a heavy weight pressing across my chest. It takes me a moment to realise why, and where I am. I look down to see Olly’s beautiful curls resting against my chest, his naked chest rising and falling slowly as he breathes in his sleep. He looks so peaceful, I don’t want to disturb him but my bladder is demanding it’s morning release.

Trying to slide off his bed that is a little too small for the two of us without waking him isn’t easy. I manage to slip a pillow under his head and squeeze off the side without disturbing him. Treading gingerly across the floor to make my way towards his bedroom door, a floorboard creaks below me. It’s almost as if it has been perfectly positioned to alert the occupier of any movement in the room.

Before I have a chance to turn around and see if the sound has woken him, I hear Olly’s groggy voice speak, “Are you leaving?”

I look at his face, he looks so cute with his hair a tangled mess. I point at the door and confirm, “Just need the loo, back in a minute,” before I slip out and down the hall.

I try to be as quick as I can, not wanting to miss out on a second of my first morning waking up with Olly. Ok, so technically it’s my second, but the first was back when I thought all this could be, was a one night stand. This was the first time I was actually letting myself believe that maybe, just maybe this thing between us could be the start of a new chapter together.

It feels like the stream is never going to end, but when it eventually does as I’m washing my hands I spot a tube of toothpaste laying on the side. I haven’t got a toothbrush, but I squeeze a little on my finger and rub it around my mouth in the hope that it’ll do something about my morning breath which must be horrendous right now.

Slipping out of the bathroom, I walk down the hall back towards Olly’s room when another door opens and Olly’s roommate crashes into my side and falls to the ground in front of me.

“Oh my god, I’m so sorry, are you ok?” I rush to ask, holding out my hand to help him up. I hope he’s alright, I’m pretty sure injuring your date’s friend is probably not the best way to end a first date, or any date for that matter.

“I’m fine,” he says tersely, brushing his long fringe out of his eyes. Looking up at me and my outstretched hand, his head quickly turns to the side and he rushes to say, “Dude, Why are you naked?”

I look down and realise I forgot to put on my boxers before going to the loo, shit . I lower my hand to try and cover my cock, but most of it is still on show. “Sorry, I’m not really awake before I’ve had my coffee and I guess I forgot,” I apologise, squeezing past him as he lays on the ground. I slip into Olly’s room and stand with my back to the door, banging my head backwards a couple of times at my stupidity.

“Is everything ok?” Olly asks, looking confused.

“Yeah, I just managed to knock your friend to the ground and flash him all before breakfast,” I say, hiding my face in my hands. “Shall I let myself out,” I add, the sound now muffled.

I hear him giggling as he walks over to me. Taking hold of my hands, he lowers them so I’m looking into those amazing eyes. “Is Xay ok?”

“I mean I think so, apart from being scarred for life.”

He giggles again, I love that sound. “David, yours is definitely not the first cock Xay has seen, and I’m pretty sure it won’t be the last. Plus it’s not like it’s the first time he’s seen your cock either, and while, yes , it is pretty impressive,” he says as he moves his hand down to stroke my cock, “Seeing it again, is not going to scar him for life .”

My cock grows as Olly strokes it, his lips sucking into my neck making me forget not just Xavier but even my own name. Once I’m fully hard, he moves his hands to my hips and pulls away from my neck, “Come on, put some pants on and lets have breakfast.”

I groan at the loss, “Hey, that’s not fair, you can’t just do that.”

“What are you going to do about it,” he teases. With ease I lift him off the ground and carry him the short distance across the room to throw him down on the bed, just like I did the first night we slept together. I’m on top of him quickly and my mouth finds his, we go from zero to max in a heartbeat. Grinding my cock against his stomach as our tongues fight for dominance.

I nip at his lip as I stop the kiss and bark, “My turn,” before flipping him over onto his front.

“ Yes ,” he moans as my tongue finds his hole and starts to work on opening him up. I’m too horny to take my time but as gently as I can I grab the lube from the night stand and start working my fingers, one by one into his eager ass. His moans beneath me getting louder the closer I get to fucking him.

“I’m ready,” he breathes out once I’m scissoring three fingers inside him.

“You sure?” I ask.

“Yes…need…you,” he says through shaky breaths.

I pull my fingers out from inside him and see his ass winking at me while I grab another condom and coat it in even more lube once it’s over my dick. With a hand on his back, I push his chest down onto the bed and instinctively his ass raises in the air at the perfect angle for me.

Going as slow as I can, I feel my cock breach his outer ring as it slips inside him. I know I need to take it slow but every nerve ending is on fire inside me as I move deeper and deeper into his body. It feels like an excruciatingly long time before I bottom out and my balls are pressed against his ass.

I want to start moving, I need to start moving, but I restrain myself. I press my chest against his back and start to bite his neck, marking him, making him mine . He’s breathing hard now, his ass starts squeezing around me. “David,” he breathes.

“Baby,” I coo.

Pulling out slowly, I thrust back inside him causing him to moan my name, “ Da-v-id .”

I do it again and again, each time he moans louder and louder. The springs of the mattress are squealing below us in sync with Olly’s own. I pull him up so his back is against my chest, drawing his lips to mine as I take him from behind. Desperate to be as close to him as I possibly can, our two bodies entwined as one.

He’s moaning and groaning into my mouth, everything feels sooo good. I’ve had a lot of sex over the years, but something about this feels different. This connection between us, is making everything seem more intense, like we are drawn to one another. Neither of us wanting this to stop.

I can’t take it any more, I push him back down, pull his hips up and hammer his ass hard and fast. The bed is shaking beneath us as my balls slap against his cheeks. I can feel my orgasm building, “I’m so close,” I whisper loud enough for him to hear.

“Me..too,” he manages to reply.

A few more thrusts is all it takes and we’re both shooting our loads at the same time. I see stars as every drop I have erupts from me and fills the condom inside him. Finally, I collapse down on top of him. I know I must be crushing him, so I move to rise up on him but he places one of his hands on top of my ass and pleads, “Wait, don’t move, please.”

So I stay on top of him and place gentle kisses against any bare skin I can reach, they are light but I hope a sweet contrast to the weight of my body on top of him. As my cock starts to go soft inside the condom, I know I have to take it off before it gets stuck inside him. I start to rise off him and he whimpers at the loss.

“I know, baby, let me get rid of this and I’ll be right back,” I say, kissing his neck before climbing off the bed. I tie up the condom and dump it in a bin by his desk. I’m quickly climbing back onto the bed. I pull him on top of me and kiss his forehead, basking in the fact that I can let myself enjoy this and allow myself to open my heart to his amazing man.

“You called me baby,” he eventually speaks while nuzzling into my chest.

“Huh?”

“Twice, in fact,” he giggles.

“Sorry, I didn’t realise,” I say embarrassed.

“It’s ok, I liked it,” he places his hand over my heart.

“Now I’m never calling you it again,” I joke and we’re both laughing. We just lay on the bed, with me holding him for a while. I don’t know how long we actually stay here but neither of us is in a rush to get up.

I hear Olly’s stomach growl and I ask, “Should we get up?”

“Erm, no,” he definitely replies before his stomach growls again.

I laugh, “It sounds like your stomach doesn’t agree with you.”

“ Fine ,” he reluctantly agrees. He climbs off me and holds his hand out for me to take and asks, “Shower with me?”

“Definitely,” I smile and we both rush naked down the hall to shower together, laughing as we hear Xavier call out, “Put some damn clothes on you two!”

We travel on the tube to Olly’s flat, the whole journey Olly is sat in my lap and our mouths barely break apart for air as we kiss passionately. My hands are gripping his ass to keep him from falling to the floor as the train twists and turns under the capital. Despite my grip he’s still managing to grind against my crotch, making my cock swell inside my boxers. My growing erection will be difficult to hide when we have to get up, but right now I’m too lost in Olly to care.

We are so distracted by our make out session, that we almost miss our stop. Catching the station name over the automated tannoy just in time, Olly leaps off my lap and drags me up out of the seat to run onto the platform, the doors almost catching us as they close. We look at each other, my hair a mess from where his hands had been entwined in it and his lips red and swollen from our kissing, and we burst out laughing.

The passengers just arriving onto the platform look at us with a mix of confusion and probably contempt, having not seen our rushed efforts to alight.

“Clearly they are jealous of how fun we are,” Olly jokes, causing us to both laugh even harder.

He leads us up out of the depths of the station towards the street, not once releasing his grip on my hand. As we ascend on the escalators, Olly takes advantage of us being the same height for a change to kiss some more. When we reach the top, he skillfully steps off the escalator backwards without looking, ‘clearly this isn’t his first time’, I think to myself.

As soon as we escape the station through the exit barriers, we’re practically jogging the short distance to his place, desperate to reconnect. Arriving at his flat, we tumble through the front door and get our hands and lips on each other again. It all feels familiar, yet new at the same time.

Although we’ve been intimate with each other before, this is the first time I’ve allowed myself to embrace my growing feelings for Olly. Our lips don’t part as he starts to guide me backwards, neither of us wanting to break our connection for a second now that we are alone.

I feel the edge of the sofa collide against the back of my knees and I collapse down onto it, dragging him down on top of me with ease. There are limbs everywhere, but somehow we manage to fit together like missing pieces of a jigsaw puzzle. Our hands are trying to find their way under each other’s shirts and I’m now regretting wearing a button up.

I manage to get my hands up the back of his shirt first and start to dig my fingers into the bare skin of his back. The most delicious moan erupts from Olly, into my mouth. After struggling with my shirt while he’s on top of me, Olly’s hands move back up into my hair and he starts tugging on the strands.

Our hands and tongues are moving faster and becoming more erratic as we sink deeper into each other’s touch. We’re so lost in a cacophony of our moans and groans as we embrace, that we don’t notice we are no longer alone. From the other side of the room, an overdramatic clear of a throat, finally causes us to come up for air, Olly’s head snapping around to look towards our unexpected audience.

Olly’s friend, and roommate, Xavier is standing inside the doorway. “Guys, we eat on that sofa,” he chastises us.

“Xay, I didn’t know you were home,” Olly replies, still laying on top of me.

“ Clearly ,” he said dryly, glaring at us. I don’t know where to look.

My erection, which had been at full mast since we left the tube, has now deflated from the interruption and I’m starting to realise just how uncomfortable their sofa really is. The sharp springs inside are poking me in all the wrong places. Olly’s earlier description of it being ratty was pretty spot-on. After a brief stare-off between the two roommates, Olly climbs off me, his knee dangerously close to my balls as he does.

He holds out his hand to help me up, and I gladly take it to get off this painful three-seater. Continuing to hold my hand again, almost like he’s afraid I’m going to bolt, he leads me towards his bedroom. As we pass Xavier, Olly blows him a kiss with his free hand and gives him a wink, causing me to blush. We get to his room and as the door closes gently behind us, Olly seems sort of nervous now.

I squeeze his hand and he looks at me, “You okay?” I ask.

“Yeah, I’m sorry about that,” he replies looking down shyly. He seems so different from the confident man I am used to seeing.

“It’s fine,” I say gently, lifting his chin with a finger. “I wanted to get you back to your bed anyway,” I playfully add, with a wink.

I move my hand to his hip to pull him in close again. I look into his eyes to see if there’s any signs he doesn’t want to continue, hoping he can see the desire I have for him reflected in mine. I lean forward to touch my lips to his, a light, gentle touch at first. He returns the kiss and the heat between us builds quickly again.

I reach for the buttons of his shirt, deftly undoing each of them in turn so that I can finally get my hands underneath the thin material to wrap around his back. He tries to return the favour as his fingers fumble with the buttons on my shirt, but he’s not having much luck getting them undone. He breaks the kiss briefly and with barely a whisper says, “ Too many clothes ,” before his lips are back on mine. 

Reluctantly, I take my hands off his body to get my shirt undone and slip it off my shoulders. As soon as it’s fully off, my hands are back on him once more. I move them up from the base of his spine towards his shoulders, sliding his shirt up from the inside and off his body. Now both shirtless, I press closer to him so that we are skin-to-skin. It feels like sparks of electricity are exploding through me with the new contact between us.

I walk him backwards towards the bed, hoping it’s more comfortable than the sofa. As he reaches the foot of the mattress, I lift him up with ease and gently lay him down in front of me. 

Crawling up his body towards his waist, I reach the button of his skinny jeans and pop it open. I try to pull them off, struggling to get them down past his thighs. ‘ Damn these things look so good, but why are they so difficult to get off’ , I think to myself.

When I finally get them loose, I toss them to the floor and admire his gorgeous, lithe body. He’s laying there in a pair of skimpy black briefs and tiny socks to match and fuck does it turn me on.

Catching me enjoying the sight of him laid out in front of me, Olly smirks and teases, “You just going to stop and stare?”

I’m so enraptured by his body that I can’t think of a snappy comment to reply with. Instead, I jump up to stand above him, and in one move I pull my own trousers and boxers off, swiftly followed by my socks so that I’m naked above him.

Now he’s the one staring appreciatively, so I return his smirk with, “Now, who’s staring?”

Lost for words, Olly makes grabby hands in the air towards me, beckoning for me to come back down to his level. Climbing back on top of him, I kiss my way up from his waist until I’m back locking my lips with his. He squeezes the bare cheeks of my ass, pulling them apart. Sensing his desire to do more, I break the kiss to ask, “What do you want, Olly?”

Looking back up at me through his long lashes, he replies simply with, “I want to make you feel good.” Seeing the confusion on my face he continues, “I bet you spend so much of your time making sure everything is good for everyone else, so I want to make tonight all about you !”

Shocked, I climb off him and sit on the side of the bed with my back to him. I try to compose myself, but I must have been quiet too long. I feel Olly tentatively reach a hand out to rest on my arm.

“Sorry, did I…did I say something wrong?” he sounds nervous and uncertain again.

‘Fuck, I didn’t mean to do that’. Turning to face him I practically screech, “No!” before more calmly continuing, “No, I’m the one that should be sorry. It’s just…,” I take a breath, “No one has ever really cared about what I wanted before.”

He moves his other hand to my cheek and tentatively pulls me closer to him, placing the softest of kisses to my lips. There’s no heat in it, only, love? I know it’s far too soon to be thinking that, but I can certainly see myself falling hard and fast for this amazing man. Maybe a part of me already has, but I’m not ready to admit it to myself, let alone to him .

We break apart but stay close, looking into each other’s eyes. He asks me again, “So, David, what can I do to please you .” His voice is both seductive and caring at the same time.

Staring into his cocoa-coloured eyes, the answer slips from my lips, barely a whisper, before I even have a chance to think about it, “Will you fuck me?”

His face breaks out into a huge smile. If only he knew how big a deal my words really were. I’ve often resisted bottoming, it took a lot to give that sort of trust to anyone. With my clients, if I’d known them a while, or spent a lot of time with them, I was a bit more open to it, but if they were new, there was always the risk that they would be too rough. In my early days, some guys would think that just because they’d paid for my time, that they could do whatever they wanted.

Yet, here I was asking for it from him, offering myself to him so easily after getting together only a handful of times. Before I have a chance to get overwhelmed by all the thoughts running through me right now, I move in to embrace him again.

The passion between us is heating quickly, our hands freely exploring as much of our bodies as they can reach while our tongues are dancing between our mouths. Ready to take this further, Olly’s lips leave mine causing me to whimper but his lips are back on me as he starts licking a trail down my body, pecking at my skin as he goes. He sucks my nipples into his mouth one by one and I’m moaning with my fingers curled inside his hair.

He continues his downward path until he reaches my cock, which has been rock hard for what feels like a lifetime. Olly doesn’t waste any time though, in one move he’s not just gone down on my cock, but he’s pulled me all the way into his throat so that my pubes are tickling his nose. It feels so incredible that the noises I’m making no longer sound human.

The walls must be thin because after a few moves up and down my cock we hear from the other side, “Will you stop doing your party piece and fuck him already!”

Sliding off my cock, Olly calls back, “Xay, you know the rule. Put your headphones on and let me do what I do best.”

Before I have a chance to say anything, he’s going down on me again causing my head to roll back as I get lost in the sensations. I think he could even give me a run for my money with how good it feels. Just when I think he’s going to bring me over the edge, to spill down his throat, he pulls off and moves lower down to suck on my balls.

Reaching down, I start to stroke my cock, desperate for release. Olly quickly slaps my hand away, “Oh no, I’m not done with you yet,” he says in a sultry tone.

When Olly’s back between my legs, he guides them both up so that my feet are planted down on each side of his head. His tongue finds my hole, circling my entrance to get me ready for more. Swirling around the outside, occasionally dipping into me, teasing me to the point of begging for more.

“Need you, Olly,” I pant.

His tongue leaves my ass causing me to whine at the loss. He reaches for the bedside table, rummaging around inside and when he finally finds what he’s looking for he shouts, “Yes!”, holding his prize aloft like a trophy. I look to his hand and find he’s holding a bottle of lube.

The cap on the top pops as he flips it open to coat his fingers with a generous amount of the gooey substance. I feel the first of his fingers press inside me where his tongue had previously been. The initial sting makes me gasp, but I am quickly making other noises once Olly’s lips are wrapped back around my cock again.

His actions are skilled and efficient, he knows exactly what he is doing. It is just enough to keep me hard and horny, without pushing me over the edge. Each time he senses I am getting anywhere near to being close, he  eases off my cock while continuing to stretch my hole.

Once he has three fingers moving inside me with ease, we both know I am ready. Leaning across me to reach into the drawer by his bed again, he pulls out a condom and rolls it down his stiff length. Adding some more lube to my hole, and slathering a generous amount over his cock, he slowly guides himself inside me.

Feeling him slowly fill me up is like nothing I’d ever experienced. It isn’t that his cock is particularly different from any of the others I’ve had over the years. But looking up into his eyes, seeing all the possibilities of a future together, it seems to heighten every sensation in me.

Once he’s bottomed out inside me, he bends down to capture my lips with his while my body adjusts to him. Tentatively pulling out slightly and then thrusting back in to judge if I’ve become accustomed to his intrusion. Pulling out slightly more each time until only the head of his cock remains beyond my rim, he sits up and picks up the pace. Each time he pushes in, he uses his hips to angle himself slightly differently, grazing across my prostate at different angles.

I resist the urge to roll my head back and just get lost in the amazing electricity flowing through me, not wanting to miss any detail of our first proper time together. I noticed the way his curls are clinging damply to his forehead, the way his tongue was slightly poking out of his mouth as he concentrates on making me feel good and the way his chest is glistening with sweat that I just want to lick from his tanned skin.

Pounding me hard and fast now, the flare his hips had before is gone, replaced with a bed-shaking force. Each move is pressing against the button inside me with a constant instance now. I’m not going to last long, I don’t know how I’ve lasted this long already. With a few more plunges from his cock, he has me coating my stomach hands-free. This pushes Olly over the edge too and with one large push he’s grunting his own release, pulsing inside me and enhancing the after-shocks surging through my body.

Once he is totally spent, he collapses on top of me, breathing hard. I run my hand down his sweaty back, caressing him as he slowly comes down from the euphoria we’ve both just experienced. When he does, he gives me a quick peck on the lips before carefully pulling out, holding onto the end of the condom as he does.

He jumps off me to dispose of the condom, and grabs a t-shirt from the floor to wipe off the cum from my body before it completely dries on. Satisfied there’s no more he can do, he lays down next to me, nuzzling into my side as I wrap my arm around him. We lay in silence for a few minutes, just basking in the afterglow of the day.

When Olly finally speaks, his voice is quiet and slightly nervous, “Will you stay?” he asks.

I smile, ‘ he wants me to stay’ , I think to myself before I realise he’s waiting for an answer. “Of course, I’ll stay,” I say, planting a kiss on his forehead before we fall asleep with Olly where he belongs, in my arms.

“David, stop shaking your leg or I will stab you,” Heather berated me from the floor where she was making some adjustments to the trousers I was going to be modelling for her in a few weeks time.

“I can’t help it, I’ve never been on a date before.”

“Surely, with your job, you’ve been on hundreds of dates,” Lucy helpfully supplied.

“It’s hardly the same,” I sighed.

“Why not?”

“I was paid to be whatever they wanted, fulfilling a role like an actor in a play. But this , I just have to ‘be myself’, I mean, who even am I?”

“Oh sweetie,” Heather cooed.

“You’re not playing a role now, are you?” Lucy asked.

“Well…no, but…”

“No buts,” Lucy interrupted, “You can be yourself with us, just do the same with Olly.”

Huh, maybe she was right. I never thought about it like that.

“So what’s the plan for your date?” Heather asked.

“I was thinking Dinner and a Movie.”

“BORING!” Lucy declared.

“Lucy!” Heather chastised her girlfriend, “I mean, she’s not wrong though.”

I groaned, “Why is this so hard!”

“David, sweetie, this isn’t just a date. It’s yours and Olly’s first date, it should be memorable,” Heather continued.

“What should we do then…Help me,” I whined.

“Well I think a movie is a terrible idea! Sure it’s great if you just want to spend your time making out, but you can’t actually get to know each other in the cinema,” Lucy stated as she pulled out her phone, “How about this?” she added turning her phone towards me.

“I don’t know? Do you think he’ll like it?”

“It’s different, it’s original and it gives you loads of options in one place. Besides, it’ll give you a great chance to get to know each other.”

“Sounds perfect,” I exclaimed, “Ow!”

“I warned you not to move,” Heather smirked as one of the pins she was using slipped.

“This place is so beautiful,” Olly said, in awe at the surroundings of Kew Gardens in front of us. He turned to me to add, “There’s so much to see.”

“It’s not the only thing that’s beautiful here,” I replied shyly, earning me a blush from his tanned cheeks. This wasn’t my first date ever, but it was my first date with Olly. What I hoped would be the first of many, a chance to get to know him. Inside I am shaking like a leaf with nervous energy, I really want to get this right. My job alone should doom us from the start, but Olly wanted me anyway. So I owe it to him to try and not fuck this all up.

“Earth to David,” Olly was clicking his fingers in front of my face. 

“Huh.”

“You kinda zoned out on me there. Everything ok?” His beautiful, kind, dark eyes are staring up at me.

Shit- “Sorry, I guess I got lost in my thoughts.”

He takes hold of my hands in his, they feel so soft and gentle. He leads me to a nearby bench and guides me to sit down before he speaks, “Talk to me, David. Tell me what’s going on under those beautiful golden locks.”

Taking a breath to give myself a moment to compose myself, I reply, “I’m scared of screwing this up and that you’ll realise that I’m wrong for you after all.” I’m afraid to look him in the eyes, but when I hear him laughing, I look up to his face.

“David, I don’t need you to be perfect, I just need you to be you . I can’t promise you that everything will work out like we want.” My face falls at that, but Olly lifts it back up with one of his delicate fingers placed under my chin, “None of that. Life isn’t some story where everyone gets their happy ever after, but, we can try and we can hope. Besides,” he nudges me in the side, “This is only our first date, you might be a crap lay for all I know,” he says with a cheeky wink.

“Cheeky shit,” I smile back, “You already know I’m amazing at that.”

“ Well… ” he starts, but I give him a playful slap to his arm causing him to smile. “Yeah, okay.”

After sitting in companionable silence for a few minutes I decide it’s time to move on. Standing up from the bench, I hold out my hand to help him up. Of course Olly doesn’t miss the opportunity to rib me about being an old man and how he should be the one helping me up. But he says it all with the cutest smile so I forgive him immediately.

Once he’s up, I don’t let go of his hand as we return to walking through the gardens. Out of the corner of my eye I catch a little bashful smile when he notices, but neither of us says anything. With our free hands we both point out things we spot to show each other, venturing into the giant glass houses to marvel at the exotic varieties.

We walk up to the top of the treetop walkway, and enjoy the vast views overlooking the site. I’m not keen on being so high up, but not once does Olly let go of my hand or tease me when I won’t let go of the railing with my other hand.

Olly and I are laughing and joking as we go, mimicking some of the statues we see carved out, much to the annoyance of a few little old ladies. But Olly doesn’t care, he just flips them off and continues with his impressions making me laugh even harder. After he helped me get past my initial moment of doubt, everything has been so…wonderful.

There’s so much to see and do that we are both tired out from walking before we’ve even made it around half of the 30 plus acres of gardens and woodlands.

Taking a rest from all the exploring, I take Olly to The Botanical Brasserie, a beautiful restaurant within the grounds. Taking one look at the menu, Olly starts to protest when he sees the prices.

Grabbing it away from him I tell him, “None of that, this is my date, I’m paying.”

“But that’s not fair, I can’t ask you to do that and this place is sooo expensive, David.”

“You can pay next time,” he looks sceptical, so putting on my best attempt at my own pout, “Please, Olly, let me do this for you.”

With a huff he declares, “Fine! But if I’m paying next time don’t expect more than a takeaway pizza on my ratty old sofa. I’m just a poor student after all.”

“I don’t know, I think we can have a lot of fun on your ratty old sofa,” I tease with a seductive wink, making his cheeks flush an adorable shade of pink.

I already knew exactly what I was ordering for us, having looked at the menu when I booked the table. When the waitress comes over to take our order I speak up for both of us, “Hi, could we get two afternoon teas please?”

“Certainly,” she replies, writing on a pad, “Classic or vegetarian?”

“Vegetarian for me,” Olly requests. I look at him and smile before returning my eyes to the menu. 

I read the differences between the two options and make a decision that surprises me, “I’ll try that too, please.”

Now it is Olly who was smiling back at me. The waitress disappears but we just focus on looking into each other’s eyes.

“So you’re a vegetarian then?” I asked.

“Yeah, I tried being vegan for a while, but I missed real cheese too much,” he laughs. “How about you?”

“No, I like my meat.” I wink at him, “But I’m always up for trying something new.”

The waitress returns with a three tier tower filled with sandwiches, scones and miniature cakes for us to share. There are two of each delicacy on all the levels and Olly remarks, “It’s just like Noah’s ark, but for food.”

I was not expecting that, so when he just casually spoke, I burst out laughing so hard that the other diners all turned to stare at me. I don’t think I’d ever had so much fun.

As we are working our way down the stack, Olly and I talk about all sorts of things but soon the inevitable question comes up that I’d be dreading.

“So what made you choose afternoon tea?”

I took a breath before I reply, hoping I was able to speak with my voice cracking.

“I used to have this friend, her name was Dorothy.” I pause again. “She once told me her husband would take her for Afternoon Tea for their anniversary each year. But since he passed away, she’d not had anyone to go with, until she met me.”

“She showed me how to properly strain the tea when they provide it as loose leaves. And seeing the joy it brought to her to get to renew those memories of her happier times, it was wonderful to be a part of that.”

I have to pause again, I can feel tears starting to try and break free.

Olly gently places his hand on mine, “Do you still see her?”

I felt a tear drop down my cheek, “No, no she died, just before I moved to London,” I say in barely a whisper.

Olly reaches for my face to brush away another tear that has escaped, “I’m sorry to hear that, she clearly meant a lot to you.”

“She was a really good friend and had a wicked sense of humour. She would have loved you.” I smile, I really think they would have got up to so much mischief together if they’d met.

The rest of the afternoon tea goes by with much less emotion and much more laughing. Once we were done and I’d paid the bill, leaning across the table Olly smirked at me and in a low voice said, “Take me home, David.

I’d walked up to many hotels over the years, but this one was different to most. Usually they are a little bit more upmarket than this budget hotel I’d been booked to attend, something much more in keeping with the price tag that my services attracted. It didn’t matter to me though, I was just here to do a job.

I step inside and I’m immediately blocked from going any further by needing a key card to access the lifts. Standing out of the way, trying to blend in, I take out my phone to recheck the booking notes. Sure enough there are instructions with the booking telling me to text the client, who I only know as ‘Os’, so that they can let me up to the rooms.

I send off the text, and within a minute received a reply simply stating, ‘Down in a min, I’ll be the one in a baseball cap’.

So I wait, glancing around to see if any of the staff have clocked me and worked out why I am here. It seems I don’t have anything to worry about though, they don’t seem to be that fussed about who is hanging around, let alone what for.

The door to the lift lobby opens and a man in a red baseball cap appears from behind it, keeping his face turned down to the ground. At first I think he’s perhaps nervous or shy, but then as he raises his head, I feel my jaw drop like a character from Who Framed Roger Rabbit .

Finding my voice again, “Olly?” I gasp.

“Hi,” he says, looking nervous.

“Wh-, what’s going on?” I can’t believe he’s standing in front of me, I haven’t seen or spoken to him in weeks and all I want to do is wrap my arms around him.

A few days after I’d confessed everything to him, the messages started. It wasn’t too bad at first, Olly would ask me to at least give him a chance and I’d reply with the reasons why we couldn’t. But then the messages become more insistent, almost non-stop. No amount of explaining seemed to be getting through, so in the end, I’d had to block him. But now, here he was, and I don’t know how he even found me.

“I booked you… surprise !” he shrugs.

I’m completely lost for words, Olly booked me? Olly is my client? No, he can’t, I can’t, I need to get out of here.

“ No ” is all I manage to say as I turn and practically run out of the hotel. Olly is calling after me and it’s not long before he catches up to me. He stands in front of me, placing his hands on my chest to stop me.

“Please, David, can we at least talk?” He asks with a desperate look in his eyes.

“We can’t, I can’t,” I plead, I need to get out of here.

“I’ve paid for the hour! If you won’t come up to hear me out, then you can at least come up to fuck me. That’s why you’re here isn’t it?” He was playing dirty now. He knew that if I cancelled the booking, he could ruin me. He knew that I was basically his for the next hour, whether I liked it or not. But that was the trouble really; it is what I wanted. I wanted to spend time with him, so much time, but not like this.

Reluctantly accepting my fate, I nod and he lowers his hands from my chest. We walk in silence as we head back inside the hotel. Using his room key to let us into the lift, neither of us look at each other the entire way to his room.

Once inside, he moves to sit on the bed, placing his cap down next to him. I just stand there staring at him, now he’s got the cap off, his beautiful curls are flowing freely wherever they want to go. I want nothing more than to climb on top of him and run my fingers through them once more while I kiss his beautiful lips.

I see his lips start to move and I realise he’s talking, “I told you I wouldn’t give up on you David. I’m sorry for tricking you into this, but I didn’t know how else to get you to talk to me. Your profile wasn’t easy to track down, Liam , really?”

“I could hardly use my real name, could I?” I smile.

“So, David, is your real name then?” he asks, a hint of nerves in his voice.

Ouch that stung, “I suppose I deserved that.” I move to sit down next to him, “Yes, David is my real name, I never lied to you about that.”

He looks down at his hands in his lap for a beat before looking back up at me again, “I’ve had time to think since you told me, a lot of time, and…” he pauses and it feels like it lasts a lifetime.

“I don’t care, David, I want a chance to be with you, whatever that looks like.”

I sigh and look down before I reply, “I told you why we can’t, it would never work. I’ve been doing this job for 8 years , if I give it up, no one else will employ me. To them I’d just be a lazy university graduate, that’s been doing nothing ever since.

“And if I can’t give up the job, you’d just end up resenting me. Even if it wasn’t the fact that I have sex with strangers for money, you’d resent me for constantly disappearing, sometimes at very short notice, to go to see clients.”

“I wouldn’t,” he sounds like a petulant child.

I look at him, and he’s facing away from me now. I tentatively reach for his cheek and turn his head towards me. I need him to see the truth in my eyes as I tell him, “I really like you, Olly. The truth is, I can’t stop thinking about you. But I also couldn’t bear it if I hurt you.”

When he doesn’t say anything, I think this is it, he’s finally going to kick me out of his life for good. I try to memorise every part of him while I still can, hoping that the memories I already have will be enough to ease the inevitable heartbreak I feel is coming.

I brace myself as he takes a breath before he speaks, “Who says any of that would happen?”

I’m confused now as he continues.

“Who says you wouldn’t be able to get another job if you gave up this?” He gestures around the room, “Who says I would resent you if you didn’t give this up? Who says that we wouldn’t work, David?”

There’s so much hope in his eyes, I’m just stunned, lost for words. Olly takes hold of my hands in his and asks, “Please can we at least try?”

Before I have a chance to think about what he’s saying, I hear myself let out a breathy, “Okay,” before our lips crash together.

All I can think now is ‘ Finally!’

Getting back to work after everything that had happened with Olly felt like torture, I just wanted to pack it all in and beg Olly to give me a chance. But besides escorting, I had no real work experience. No one would hire me so I didn’t have a choice. I needed to make as much money as I could before I got too old for anyone to want me anymore.

Over the years, I’ve been able to help a number of my clients experience their first time. Sometimes it has been a woman who, for all sorts of reasons, wants their first time to be with someone they perhaps think of as safe. But more often than not it’s men, unsure of their sexuality, who want to experiment while still having control of the situation if they want to change what’s happening or stop altogether.

In an ideal world they’d come right out and say it in their bookings, being upfront is nothing to be ashamed of and I’m a professional after all. Thankfully it’s something I’ve come to get a feel for through their body language and behaviour when we first meet, even if they don’t come right out and say it, they are usually nervous and perhaps slightly uncertain about what to do.

I’ve always felt it was an honour to be trusted with such a personal milestone in people’s lives, and I try to make sure that it’s a pleasurable experience for them. Some clients just want to meet, have sex, and then leave – I’m sure sometimes all they really want is to brag to their mates that they’ve lost their virginity. While others, like tonight’s client, Abbie, want to make the whole evening special by making it more like a traditional date.

Unlike most of my first timers, Abbie was very clear in her booking that she wanted me to be her guide. We were meeting at a small Chinese restaurant, nothing fancy but it was nice. I recognise Abbie when I arrive, she’s in a distinctive dress that she’d told me she would wear. It’s knee length, printed with a pattern of autumnal leaves designed to look like they are falling down from her shoulders.

Abbie is fairly plain looking, she’s wearing large round glasses and is quite short compared to me. From what I can tell with her loose fitting dress her chest is also unremarkable, but her dark curly hair causes me to stare a moment too long. Even though they are a lot longer, those brown curls remind me so much of Olly, just what I need right now.

Olly and I haven’t spoken since he stormed out of my building two weeks ago and I’d been feeling like I’d lost something ever since. It’s ridiculous, we weren’t dating, we were barely hooking up, and yet I hadn’t gone a single night since without dreaming about him.

I need to focus, and shake Olly out of my head. I remember I’m here to give all my attention to my client, so I turn on the charm and greet her by kissing both her cheeks, making her blush. After our brief introductions, we were shown to a little table tucked away in the corner. When the waiter asked if we’d like anything to drink, Abbie ordered a double Vodka, neat. I’m guessing she might be nervous, so I strike up a casual conversation to put her at ease.

“Have you been here before?” I ask, steering clear any potentially awkward personal questions.

“A few times with friends, the food’s pretty good,” she confirms, seemingly relaxing a little.

The rest of the meal goes by pleasantly. I learned that we both went to the same university in Glasgow, albeit at different times as she was a few years younger than me, so we spend most of the meal chatting about the campus, our classes and the nightlife.

Once Abbie has paid the bill, we head out to grab a taxi back to her place.

It’s not too far to the generic tower block of apartments where she lives on the 3rd floor. It’s small but cosy, after leading me to the sofa she asks, “Can I get you something to drink?”

“Water would be great, thanks.” I tend not to drink when I’m working, so that I can keep a clear head.

She hands me a glass of water and takes a seat next to me, clutching a small glass of wine in both her hands. The nerves from earlier seem to be back now that we are another step closer to her first sexual experience.

I take the glass from her and place it down on the coffee table in front of us, along with my own. I brush a stray curl away from her face, and once again images of Olly are rushing through my mind. I’d done the same thing to him the morning he left after our first night together. For such a seemingly insignificant action, why could I still picture it so clearly?

Quickly shaking the memory from my mind, I speak softly to reassure her, “You have nothing to worry about, you’re in safe hands. If you don’t like anything, you just have to say, okay?”

“Okay,” she replies, nerves still peaking through in her voice.

“Tonight is all about you feeling good,” I smile before cautiously asking her, “Can I kiss you?”

When she nods in confirmation, I slowly lean forward until our lips meet. The kiss starts very chaste, not knowing how much she has done before, I don’t want to rush her. I tentatively brush my tongue along the outside of her mouth, seeking permission to enter. When her lips part to let me inside, I keep my movements slow but deliberate. Following my lead, her tongue starts curling around mine, and they begin to twist and turn switching between each of our mouths.

I’m holding her close to me as the pace of our kiss builds. Carefully easing her down so she’s laying against the sofa, I lay my body on top of her just enough that she can feel me without crushing her smaller frame. I feel her hands running up my back and into my hair, clients always love running their fingers through my hair. I deliberately kept it longer on top to give them something to feel or grab onto.

The kiss is getting more and more heated, and when we come up for air she dares to ask me, “Would you like to move to the bedroom?”

I climb off of her and hold out my hand, “Lead the way,” I smile. Taking my hand to help her up she guides me through to her bedroom. Much like the living area, her bedroom is small but comfortable with very little space between the bed and the wardrobes.

She climbs up on the bed and I make a show of kissing my way up her long, smooth legs as I crawl up her body. Reaching the hem of her dress, I guide it with both hands along her sides as I continue leaving a trail of kisses up her thighs. My lips follow my hands as I guide her dress up her body, kissing her navel, her abdomen, pausing to kiss both her breasts tenderly before slipping her dress up over her head.

I lean down and kiss her again as she’s laying underneath me, before I rise up to carefully sit back on my legs without sitting on her. I put on a show of slowly unbuttoning my black silk shirt from the top to the bottom. Letting her enjoy the slow reveal of my body before I threw the shirt to the floor. She leans forward and reaches for the clasp on my trousers, her shaky hands moving clumsily in her rush to get them undone. After a couple of failed attempts, she has the clasp open and slides the zip down to reveal the matching silk boxers I’d picked to compliment my discarded shirt.

I stand up on the bed, so she can see the full extent of my body as I let my trousers glide down my legs to pool at my feet. I step out of them with one foot and use my other foot to kick them off the bed to the floor before, in an action worthy of Magic Mike, I jump back down on top of her. I grind my hips as I allow my chest to rise and fall against her body.

I lavish her breasts with open-mouthed kisses, as I reach for the clasp on the back of her bra to snap it open. Fifteen year old David would be very proud of how much I’ve improved with undoing bras. I slide the straps out from under her as she lifts her body to help me, and I deposit it with the rest of our discarded clothes.

I take one of Abbie’s now exposed nipples into my mouth, licking and sucking on it, feeling it harden under my efforts and making her moan as I caress and squeeze her supple breast. Moving to her other nipple, I give it the same attention as she starts to weave her hands into my hair to toy with my locks.

Pulling slightly too hard on my hair, she drags me back to her lips so we can kiss again. While our tongues are battling for dominance, her hands go back to exploring my body again. Moving down my back to settle on the silk fabric separating her hands from my ass, squeezing my cheeks exploratively.

Taking a grip of the silky material, Abbie starts to slide my boxers down my ass exposing it to the air. I sit back above her once more as she reveals my hard cock for the first time. She reaches out tentatively to touch it, her grip soft, almost feather-like. Wrapping my hand around hers, I tighten her grip and guide her hand at a slow pace up and down my stiff prick.

As she gets more confident in her movements, she picks up the pace. I release my hands and allow her to practise her movements unaided. It feels good, she was a quick study, but tonight is about her and not me.

I carefully remove my cock from her grasp and start kissing a trail down between her breasts and over her flat stomach to reach the top of her lacy bikini. I gently grip the soft fabric between my teeth and shimmy it down her thighs, calves and over her feet one-by-one, maintaining eye contact, before discarding her underwear to one side and moving back up her body.

Shuffling down between her legs, I open her gently with my finger, pleased to feel her wetness in anticipation. I lick her for the first time, causing her to arch up off the bed in surprise. I use my mouth on her for a few minutes, licking, sucking and kissing her clit, feeling her writhing in the bed and panting.

I start to add one, and then another finger, drawing circles inside her, encouraging pleasure to crest across delicate bundles of nerves. She starts to moan, her breathing becoming more rapid. Her hands and feet are trembling, her eyes growing wilder, so I double down on my efforts, until she orgasms with a cry of “Oh god, that was….that was…holy fuck!”

I can tell she’s ready for more, so I ease back my tongue and fingers and ask, “Do you want to feel my cock inside you?” Making sure she knows the decision is entirely up to her.

“Please, yes, please,” she replies, hungrily now. I grab a condom and a small packet of lube from my trouser pocket, knowing that even having just come, she may need the extra help due to my size. I roll the condom on, and add some lube to the outside, as well as applying a small amount inside her to try and make it as comfortable an experience as I can. I remind her that it may sting a little as it’s her first time, reassuring her that I will take things slow and be gentle until all she feels is pleasure.

Lining myself up, I ease myself into her slowly, letting her get used to the unfamiliar sensation whilst keeping an eye on her face to watch for any signs of discomfort. It takes time, but once I’m pressed all the way in, I lean down to place tender kisses to her mouth while she gets used to me filling her up.

I tentatively raise my hip to guide my cock back out until just the tip is left inside. I keep the pace slow and steady at first, kissing her as I do. As my cock starts to slide more easily, I move faster, using my hips to twist my angle as I thrust over and over again.

“Yes, yes, yes,” she repeats as I pound her into the bed.

She’s so tight around my cock, the friction has my orgasm building, and before too long I’m shooting my load inside the condom as she pants below me, clinging onto my shoulders clearly still riding waves of pleasure from her orgasm and the continued attention.

I pull out carefully and dispose of the condom, before returning to the bed. We kiss a little more and I hold her as she comes down from the excitement of the evening. She starts to get sleepy from our exertions, so after ensuring she was satisfied, I gather up my clothes and wish her good night.

As I head home, my mind drifts back to the other curly haired beauty that has taken over my thoughts lately. The same questions I’d been asking myself since he left circling through my head, ‘Could we be together with my job? Could I give up my job for him? Would it really work?’

I’d been in London for a few months, and while I’d made a couple of new friends in Heather and Lucy, I was still feeling pretty lonely. So when Miles called and asked if he could come for a visit for a few days, I jumped at the chance.

Miles was going to arrive any time now, having got a cab from Euston station. I’d spent the morning getting the place ready. Unlike our apartment in Glasgow, I only had the one bedroom here but the sofa could fold out into a bed if I had anyone come to stay. Not that Miles and I hadn’t shared a bed before, and I was hoping that during his stay we might get to share it again, for old times’ sake.

When the buzzer rang to announce someone had arrived downstairs, I was expecting it to be Miles. I lifted the receiver, my finger hovering over the button to release the door, when I heard another familiar voice.

“Hi David, it’s me,” Olly’s chirpy voice came through the intercom. Once a week Olly had been dropping by unannounced to see me, it was getting a bit ridiculous. I think he was hoping to wear me down and quite honestly there were times when I really thought it might be working. But then I’d get home from a particularly rough client and I’d remember all the reasons for pushing him away.

“How many times Olly, go home, I’m not good for you,” I said, trying to hold my temper. He was a good kid, and I did like him, but I couldn’t allow myself to let him in. 

Our one-time only arrangement had already tipped into two-times when he’d turned up late one night. He’d made a really good argument about it not being safe for a ‘cute little twink like him’ to be roaming the streets late at night. It didn’t occur to him that he’d wandered those streets just to get to mine in the first place. I was feeling particularly lonely at the time, so I let him in and it was nice. It was better than nice, it was amazing.

In another life, I could really see us having our happily ever after, but it could never work. Not while I was an escort, and who else would hire me with my career history. I could hardly kiss him goodbye over our morning coffee and then go off and let some dirty old man pound me into next week before coming home to dinner.

“But David,” he whined.

“Look Olly, now is not a good time, just, just go home,” I sighed exasperated.

When I got no further response, I hoped he got the message and put down the receiver. I went back to tidying and when the intercom buzzed again, I let out a frustrated growl thinking it was him again. I lifted the receiver with a arsey, “Yes!”

But it wasn’t Olly, it was Miles who giggled, “You never were a morning person were you David.”

Laughing, I replied, “Sorry Miles, come on up.” Pressing the release to let him in. Taking one last look around, I opened the door just as he was stepping out of the lift. As he got nearer I held out my arms and we shared a bone-crushing hug, we’d both missed each other so much. After living together for eight years and seeing each other almost every day, it was such a difficult adjustment to suddenly not see each other at all.

I looked up over Miles shoulder and saw Olly, staring at us with his jaw dropped before he dashed off into the stairwell. “Shit,” I said, releasing Miles as I headed towards the lifts to try to beat Olly to the ground floor. I called back to Miles, “Make yourself at home, I’ve just got to sort something.”

Not hearing if he replied, as soon as the lift doors opened, I jumped inside and hammered the button for the ground floor. The ride down felt like it was taking forever and just as the doors opened I saw Olly running from the stairwell. “OLLY WAIT!” I called, “Damn you’re fast,” I said to myself, as I raced to catch him up.

I managed to grab hold of his arm just as he reached the front door, “Get off me,” he tried to shout through the tears that were now falling down his face.

“Olly, please let me explain,” I said softly, without letting go of his arm in case he tried to run again.

Muffled by his sobs, he looked at me, those big brown eyes full of sadness, and said, “You should have just told me you have a boyfriend.”

“ Boyfriend ? Oh,” I shook my head, “Olly, Miles isn’t my boyfriend. We’re just friends, that’s all. I wasn’t lying before when I told you I don’t have boyfriends Olly,” I said, trying to comfort him. He was shaking now as he sobbed, I tried to pull him into a hug but he shook me off.

“Can we go up to my apartment and talk, Olly. I’ll tell you anything you want to know, but can we talk,” I asked, hoping it wasn’t too late. I didn’t know what I was planning to say, but I needed him to know it truly was all to do with me and nothing to do with him.

“No, I can’t go up there, I can’t,” he cried.

“Okay, it’s okay,” I tried to say soothingly, “Look there’s a sofa over here, let’s sit down at least. Please.” He nodded and I guided him to the sofa that was in the corner of the lobby. I took a deep breath and hesitantly started, “Olly, I can’t really explain exactly why I don’t date. But I don’t date, anyone, ever. I know it’s going to sound like a cliche but it really isn’t you Olly, it’s all me. You are amazing, both times we were together I had so much fun with you. But that’s all we ever could be, some fun, Olly.”

“Then why can’t we just have fun then?” He asked, those gorgeous eyes filled with hope.

I looked down at my lap and sighed, “I can’t do that either, not to you Olly. I think I could really fall for you, and that wouldn’t be fair to you Olly.”

“Why not?” He pouted.

I rubbed the back of my neck, hoping it might relieve some of the tension that I could feel there. 

“It’s…complicated,” was the best response I could manage.

“BULLSHIT!” He shouted. “You say you think I’m amazing, you admit we are good together and that YOU could fall for ME. And when I ask why, all you’ll tell me is it’s FUCKING COMPLICATED!”

“My life, my work, Olly, it just…it would never work. I’d end up hurting you and I couldn’t bear to do that to you Olly,” I pleaded.

“What could your work have to do with it, it’s just an excuse. People have jobs and still manage to date, what could you possibly do that’s any different to them?”

“Olly, I…I, I can’t say. You’d look at me differently and…and I couldn’t bear that.”

Olly stood up, “Forget it, I’m out of here.”

I panicked, I didn’t want him to go, still thinking I didn’t want him. My mouth opened before my brain had a chance to catch-up and I shouted across the room between us, “I’M A PROSTITUTE!”

He stopped still, his back towards me. What have I done?

He turned slowly, walked back to the sofa and collapsed next to me, stunned into silence. Neither of us said anything, I didn’t know if I could even find the words to say anything. It felt like forever before he finally spoke again, his voice barely a whisper, “You’re a… prostitute ?”

I sighed, “Yes Olly, that’s why we can never be together. I don’t date, no , I can’t date. Because dating means commitment, and cherishing the one you’re with, and no matter how much I want to cherish you, Olly, and I hope you believe that I do, I can’t give you the commitment that you deserve.”

“What about what I want? You say a relationship is all about commitment, but not all relationships are. And who’s to say what commitment should look like for us? Why can’t we try, why can’t you let me in and let us try?”

I shook my head at how simple he was making it sound. He continued, “You don’t love the people that book you, do you? It’s just work right?”

I nodded, uncertain I could find my voice if I tried to speak.

“So why not let that be the distinction, let us be emotionally committed, but physically open?”

How did everything he say just sound so simple?  It wasn’t that simple. Was it? “You’d end up resenting me, and I couldn’t bear to do that to you.”

“So you’d rather just be sad and alone?” He asked, looking defeated.

He stood up, looked me straight in the eye and asserted, “I’m not giving up on you David,” before he strolled out of my apartment building.

Fulfilling fantasies was a big part of my job, adapting to whatever the client needed and making sure they were left satisfied at the end of our time together. Sometimes they would be very specific in their bookings, other times they would leave it more open giving me some room to get more creative.

This could be a double-edged sword though. Sure, being creative gave me the opportunity to have fun with a request, but if it wasn’t what the customer had imagined, then they would leave disappointed and could even leave me a bad review. I’d gotten pretty lucky so far, but it was always in the back of my mind when the requirements were less specific.

That worry creeped in when I read the details of my latest appointment, other than the standard time and location details, all that it said was ‘Rugby Kit’. It had been a long time since I’d worn it, but tucked away at the back of my wardrobe, which, honestly, was getting more and more like a costume store, was my old Glasgow University RFC kit. I’d played a little while I was a student and I just hoped it still fit.

Slipping it on to try it  for size, I looked at myself in the full length mirror. It was nice to see the black and yellow stripes of my old team. I hadn’t worn them in a while, but the memories they brought back were making me a little homesick.

The black shorts were slightly too tight, but they showed off my plump ass perfectly. Checking out the front, I hadn’t put on any underwear and the outline could only be described as obscene. The silky fabric clung to every curve of my soft cock, leaving nothing at all to the imagination. You could even tell that I was uncut through the way the fabric wrapped smoothly around the head.

If it wasn’t for the risk of getting arrested for public indecency, I’d consider wearing them just as they are. I’m sure the client would love the view when I arrived, but no, it wasn’t worth the risk when the client had only paid for a couple of hours.

I rummaged through my underwear drawer and found a black jockstrap with yellow bands that matched the kit perfectly and stuck this on underneath, before finishing the look with my team’s signature bright yellow rugby socks that came up to my knees. Taking a moment to myself to bathe in the memories of Miles and my other friends from back in Glasgow, I took one final look and was ready to go.

When the door opened and the client saw me for the first time, I think something may have shorted in his brain. I knew I was good looking, it was an asset that was an important part of my work, but it was always nice when I could see the appreciation on the clients’ faces.

Trying to surprise a giggle, not wanting to seem rude, I said “Hi, Charlie is it?”

“Hi,” was all he seemed to manage before his brain tried to re-engage itself. “Charlie, yes, Charlie, that’s me- sorry,” he spluttered, stepping aside for me to walk inside.

“Nice to meet you Charlie,” I smiled, trying to put him at ease. 

Looking me up and down, he suddenly blurted out, “You look like a bee.” Realising what he just said he quickly followed up with, “Sorry, I mean your shirt, it, it’s like a bee.”

“Urm, thanks,” I said with a smile, making him blush.

Trying to look anywhere but my face, I saw his eyes roaming appreciatively up and down my body. Deciding to let him enjoy more of the view, I did a slow and deliberate twirl to show off the full kit. As my ass came into view for him, I heard a whispered “wow” slip from his lips.

I’m glad I’d picked a jock to wear under my kit, I knew the outline of the straps would be showing through the fabric and nicely lifting my cheeks to make them look juicy and firm. If he hadn’t seemed like he was about to bolt any minute, I’d have teased him about liking what he could see, but instead I continued my turning until I was back to facing him. Keeping a reassuring smile on my face as I did.

He stood there just staring at me, not knowing what to do. So I tentatively stepped forward and placed my hand against his soft cheek. “Do you want to show me to your bed, Charlie?” I asked softly, almost like a parent might speak to a small child.

Perhaps not trusting his own voice, Charlie nodded and I held out my hand so he could lead the way. We walked through the spacious apartment with me following behind him. We got to his room and he let go of my hand before rubbing it on his jeans, “Sorry, I’m a little nervous.”

I smiled and gently cupped his face again, “You apologise a lot.”

“Sorry,” he looked so adorable standing there with his brown curls flopping over his face and his stunning eyes staring up at me. He reminded me of someone, but I couldn’t quite place who.

“May I?” I asked, hoping he’d let me take the lead as he was so nervous. Silently nodding his agreement, I leaned in and gently kissed his lips. They were soft and tasted like cherries. It was brief, but as we parted I could see the lust for more in his eyes.

“Was that ok?” I asked, checking in that I hadn’t freaked him out.

“Please,” was all he managed to whimper before he was pressing his lips to mine with much more intent than our previous embrace. It wasn’t aggressive, just determined, verging on passionate. I felt his tongue press against my lips and I willingly parted them to deepen our kiss.

On instinct my hand reached up into his curls and I started to lightly pull on them eliciting a moan that suddenly had me remembering who he reminded me of. Shocked that thoughts of Olly were seeping into my brain, I abruptly broke the kiss.

Charlie had a sad look in his eyes, “Sorry, was that…was that not ok,” he stammered out, looking like he’d done something wrong.

‘Get your head in the game David,’ I mentally scolded myself.

Cupping his cheek again, “No, no, I’m sorry, I loved that,” I hoped I was reassuring him. There was still doubt in his eyes, and I hated that I caused that. Placing my hands under his ass, I lifted him off the ground with ease and carried him over to the bed. Placing him down carefully, I climbed on top and hungrily pressed into his mouth once more, as I ground my crotch against him.

As the intensity built from the kiss, I felt him run his hands down my arms towards the bottom of my rugby shirt. He started to lift it up my chest slowly as we kissed. I eased my body up off of him just enough to give him room to undress me, not breaking the kiss until I had to.

Once my shirt was discarded to the floor, our lips were reconnecting with passion and fire. My fingers were once again in his curls, as he moaned into mouth more and more. His fingers scraped down my back and images of Olly once again flashed through my mind.

I tried to focus on the sweet man beneath me, letting his tongue swish and flick around my own. Now was not the time to get distracted and risk spooking Charlie again.

Coming up for air, Charlie sweetly asked, “Can I…Can I kiss you?”

“Erm, you know that’s what we were just doing right?”

Letting out a cute little giggle, “Oh, yeah…I just mean, you ,” he said, waving his hand in the direction of my chest.

Oh-

“Of course you can, I’m all yours to do whatever you want Charlie,” I reassured him.

Realising that I wasn’t going to say no, or stop him from exploring, Charlie made room for me to lay down so that he could get on top of me and start kissing his way around my body. Sweetly, little pecks were dotted over my neck, my chest, my arms. He took each of my nipples into his mouth in turn and sucked on them, lightly biting down causing a sting that had my cock bouncing inside my jock.

Charlie seemed to be working around my body in a clockwise motion, sometimes kissing, sometimes sucking, sometimes peppering my skin with soft little bites. Each action was electrifying and the mystery of what he would do next had my head rolling back onto the pillow in delight.

With his hands on my hips, he looked up at me again. Before he had a chance to ask, I raised my hips and allowed him to pull the tight shorts down my legs and off to the floor to join my discarded top.

“Oh wow,” he gasped seeing me in just my jock and socks, my cock clearly struggling to escape from inside its confines.

“Can you, erm….” Charlie started, but was clearly shy or unsure about what he wanted to ask.

Leaning forward to face him, I reminded him, “Whatever you want, just say the word.”

Covering his face so he didn’t have to look at me as he asked, “Can you get on all fours so I can rim you?” his voice slightly muffled by his hands.

I simply smiled, and flipped myself over so that my ass was on display right in front of him. I just stayed there for a few moments facing away from him with nothing happening. Then I felt it, Charlie’s tongue made tentative contact with the outside of my hole. For someone so shy, he certainly had a talented tongue when it came to everything else.

It didn’t take long before he was pressing inside me, licking me from the inside out with the same passion as when he was kissing my mouth just a few minutes ago. It felt amazing, I was so lost in the feeling and just letting Charlie enjoy himself behind me.

I was moaning, and groaning at all the sensations Charlie was eliciting in me. “Ohhh, don’t stop, that feels so good,” the praise caused his tongue to press deeper still, Charlie’s face right against my jock-clad cheeks.

“Ohhh, wow, oh, Olly!” I moaned. The motions inside me stopped and I felt the cool breeze of air against the moisture around my hole that now felt empty. I turned to look behind me, to see what happened.

Charlie sat back on his legs as he asked, “Did you just call me Olly?”

What- “What?”

“You moaned my brother’s name, while I was…” he didn’t finish his sentence, we both knew what he meant.

Shit, why did I scream Olly’s name, wait- “Brother? What?”

“My little brother, his name’s Olly. Wait, he didn’t book you too did he, that would be just…” he mocked shivering.

“It can’t be the same guy.”

“About my height, same curly hair, dark chocolate coloured eyes,”

“What!?”

Charlie pulled out his phone from the pocket of his skinny jeans and after searching showed me a picture of the two of them together. Sure enough, staring back at me was the trouble maker that had been popping into my dreams more and more recently.

“Oh shit,” I gasped.

“So is he?”

“Is he what?”

“One of your clients,” Charlie started to sound like he was panicking.

Carefully placing a hand on his arm, I replied as best I could, “Erm…no…no, not exactly.”

“Then, how do you know him?” Charlie demanded

I knew I didn’t have to answer him. I knew even if I did that I could keep the details limited, but I was feeling vulnerable. I needed to tell someone what was going on in my head, so before I knew what I wanted to say, the words were spewing out of me.

“We met at a bar and hooked up, and since then he’s been stopping by mine uninvited. Then we hooked up again and it was like sparks flew between us. I haven’t really been able to sleep without him appearing in my dreams, and then today…God, those curls. You seemed so familiar but I couldn’t quite place it. Then I realised you reminded me of him, but you’re a client, so I just tried to push him to the back of my mind. Shit,” I looked down at my hands, I just took over-sharing to a whole new level.

Charlie placed a hand on my shoulder and I looked up into his piercing blue gaze. “It’s ok, really Liam,”

“David.”

“Excuse me?”

“My name, it’s David, not Liam. That’s just what I use for the agency,” it seemed I wasn’t holding anything in any more.

“Huh,” he smiled, “You won’t believe this, the whole rugby thing,” he continued gesturing at what was left of my rugby kit, “is because I used to have a massive crush on a rugby player at school, and he had a brother called David. He was a bit of a dick apparently.”

“Clearly this rugby player left quite an impression on you, for you to request this,” I gestured to my discarded rugby kit on the floor.

“Yeah, we met in form at school and he was so sweet, but he was super straight so I just tried to…admire him from afar.”

“Wait, wait, wait, this is probably way off the mark, but…please, don’t tell me your crush was on a guy called Nick Nelson!”

His mouth flew open, “What!!! How did you? How do you? You know Nick?”

I burst out laughing, who’d have thought that today I would have been rimmed by a guy who was not only the brother of my…whatever Olly is…and was my brother’s bisexual awakening.

I pulled out my phone and searched for a photo of me and Nick from last Christmas and held it out for Charlie to see. “Nick’s my brother, surprise!”

Now it was Charlie’s turn to burst out laughing too.

When we both calmed down I pleaded, “Please don’t mention this to Olly, he…doesn’t know about what I do for a living, and I don’t want to hurt him.”

“Of course, I won’t say a thing.”

“Have you spoken to Nick since Truham?” I asked, already knowing the answer.

“No, we kinda drifted apart after he went to Leeds,” Charlie looked down-heartened again now.

“Maybe you should,” I hinted, feeling the mischievousness of Olly creeping into my words.

There were days when I wished I could just pack it all in, and live a normal life, just like everyone else. Especially when I got clients like Mr Daniels. For his booking, he requested I dress ‘appropriately’ to attend to his needs in his office.

I was dressed in a full business suit and heading to a fancy office block in Canary Wharf, the heart of London’s financial district. To everyone around me as I got off the Jubilee line, I probably just looked like one of them, but I felt so out of place.

I found the building amongst all the other glass towers, and checked in for my meeting with Mr Daniels. The receptionist shoved a visitor’s pass towards me, and told me his secretary would be down to collect me in a few minutes, gesturing towards a seating area that’s not near her desk. I took a seat on a chair shaped like a dolphin and tried not to fiddle with the lanyard around my neck while I waited.

Thankfully, it was only a few minutes before a petite lady with short grey hair was calling out my fake name, “Mr Simons.”

I stood up and gave her a polite little wave, and with a stern look she instructed, “Follow me please.” She definitely knew why I was here.

We entered a lift and after she inserted a key, we headed up to somewhere near the top of the 50 floor building, not stopping on any floors along the way. When the doors opened his secretary led me along a long corridor, instructing me to “Sit,” pointing to a chair outside a tall set of double doors.

I did as I was told and waited while she stepped inside. I couldn’t hear anything through the doors, which was a relief knowing why I was here. A few minutes later the woman returned, and with one final glare at me, disappeared back down the corridor without another word.

A few moments later the doors opened and a man from inside instructed me to enter with a deep, “Come.” I stood up and walked inside the large private office. Opposite the doors was a solid wooden desk placed in front of a large wall of floor to ceiling windows. The chair was placed so that its user had his back to the view, presumably to look more impressive to any visitors.

I took the opportunity to take in Mr Daniels as he walked back across to the desk, leaning against it to face me. He was an older man, slightly podgy with balding hair. His suit looked clean but certainly had seen better days.

Still, I knew the type. Closeted older business men, who liked to fuck any hole they could behind their wives back. It wasn’t my place to judge, I just knew that in a few minutes I was going to be bent over the man’s desk and receive a quick, probably rough, pounding for a few minutes and then, mercifully, be out of here.

Clearing his throat I braced myself for the inevitable instructions, “I’ll cut to the chase young man, my wife’s not as young as she used to be,” called it , “and she no longer has the stamina to give me everything I need.” How much stamina does it really take to just lie there and take it for a couple of minutes.

“And so with her blessing,” man this guy liked the sound of his own voice, “I want you to fuck me. But no kissing, I’m not into that gay shit.”

What! I was stunned, that was not what I was expecting at all. I stood there gawping, speechless from the surprise.

“Come on, I don’t have all day,” he said as he reached for his belt and dropped his trousers to the floor. He turned to face his desk and dropped his y-fronts to join his trousers around his ankles. Pointing to the side of his desk he added, “Lube and condoms are there, chop chop.”

Blinking myself back into the room, I moved forward and grabbed the travel size bottle of lube and after coating my index finger tentatively started to press into his ass. Hissing he said, “Don’t be so slow lad, I ain’t soft.”

I suppose they do say ‘the customer is always right’, so I pushed harder and picked up the pace, fucking his ass with my finger. When I felt him open up some more, I added a second finger, not easing it as gently this time earning a small yelp from the recipient. “That’s it lad, open me up good and proper.”

Rolling my eyes, I thought it would be a lot easier to do this if he would just shut up, but I kept that to myself as I continued my two-fingered assault. It wasn’t long before he was open enough for a third, but as I was about to press in a third he piped up again, “Don’t bother with another lad, just get it in me.”

He hadn’t seen it yet, and I knew from experience that my size was a struggle for even the most practised of holes. “I really think you should let me open you a bit more, I’m pretty big,” I tried to warn him.

“Nah, just do it, I ain’t got all day,” he reminded me.

I wasn’t going to argue with him, so after slipping my fingers out of him and wiping them on a rag on the desk. I unzipped my trousers and pulled my cock out through my fly. It’s a good job I’d slipped myself a little blue pill before entering the building, otherwise I’d have definitely had trouble getting it up for this guy.

Never before have I been so glad that the agency insists to all our clients that we must always use protection, than I am with this man right now. Slipping the condom over my erection, I add some more lube to both myself and his hole. With an internal sigh, I line myself up to enter him. I warn him, “Brace yourself,” watching as he plants both hands down on the desk in front of him before I press forward.

I took my time pushing my length inside him. From the sharp breaths and hissing he was making, I could tell he wasn’t really ready for my size, but he kept telling me to keep going until I was all the way in. It was an agonisingly long time before I bottomed out and once I did, I gave him a few moments to get used to the sensation of me filling him.

“Ok, move now,” he ordered once he loosened up a bit, so I did. I slowly eased a few inches out before pushing back in. With each thrust the hissing was gradually becoming a moan. As I pulled out more each time, I also picked up the pace. Building up a steady rhythm as I fucked him into his desk.

“Harder,” he barked.

Ay Ay , I thought to myself as I fucked him harder. I was now slamming him into his desk. Moans and groans of pleasure were escaping him loudly now, I’m glad I wouldn’t have to explain the sounds to the others on the floor after.

It didn’t take much more of this brutal invasion to tip him over the edge as he spilled his load over the papers on his desk in front of him. Once he was spent, without looking at me, he said, “You’re done now, you can go.”

I was still rock hard, no thanks to this prick, and I hadn’t got close to shooting my own load, but who was I to ignore such a polite request. I pull out of him dumping the condom into a bin next to his desk. Tucking my cock back in my trousers as best I could, and hoping no-one would notice the thick length bulging out the front of my trousers, I zip up and head out.

Back in the corridor, I look at my watch, all that had only taken 20 minutes, yet I still got paid for the whole hour. That was what made these types of clients worthwhile… even if I did now need to deal with this boner by myself.

🔊 Buzzzzzzz….Buzzzzzzzz 🔊

The sound of my apartment’s door buzzer woke me from my sleep. I looked at the clock on the bedside table and it was 2am. Who could possibly be here at this time of the morning?

🔊 Buzzzzzzz….Buzzzzzzzz 🔊

The noise continued as I trudged to the door in a haze, stubbing my toe on the corner of the sofa on the way. Grumbling, as I lifted the receiver on the intercom, I answered the rude awakening, “What!”

“David! It’s meeeeeeeeee ,” slurred the voice at the other end, I was too tired to recognise whose voice was there.

“Who?” I croaked out.

“It’s Olllyyy!”

What the f- “Olly? What are you doing here, it’s 2 o’clock in the morning!”

“Its earllyyyyyyyyyy , let us in! We can show you a good time.”

“ Us ? Olly, you’re drunk, go home!”

“There’s no tubes, pleeeeease David, I need you,” he begged. My hand was rubbing the back of my neck, I couldn’t send him home in this state, especially not on the night buses. Regretting it almost immediately, I pressed the button to release the door and let him and his friend up.

I unlatched the door and went to the kitchen to grab a couple of bottles of water which I was sure Olly and his friend were going to need. When I returned Olly stumbled in, falling into the wall just inside the door as he did. He put one finger on his beautiful lips and gave an exaggerated ssh to his friend behind him, who hadn’t actually made a noise at all.

When he turned and saw me standing there watching him, Olly held out his arms wide shouting, “DAVIDDDDDDDD!” While the door behind him was still wide open. I stepped forward, avoiding his arms, and shut the door.

“Olly keep it down, I have neighbours who will not be happy with you screaming my name at TWO in the morning,” I tried to tell him, unsure if he was even paying attention in his drunken state.

Squeezing my bicep he seductively said, “I bet you’d love me to be screaming your name right now.” I rolled my eyes at how he was still trying to seduce me with his friend right behind him. Despite me turning him down every time he’d turned up uninvited before.

“Let Xavier and Me show you a good time, I bet you’ve never shagged two guys at the same time,” he winked at me. “David this Xay, Xay, David,” he introduced while encouraging his friend, Xay apparently, to grab hold of my other bicep. How wrong he was though about me not having been with multiple men before, couples had often booked me to be a third to spice up their love life or for a special occasion, but I shouldn’t tell Olly that.

“Olly I’m not shagging either of you while you’re in this state, you can sleep on the sofa until the morning and then you have to go home,” I insisted.

“But we want you David,” he pouted.

“Tough! You are both too drunk,” I forcibly told him. Years of having to turn down clients who were too drunk to consent to anything when I arrived had taught me that I had to be firm. I showed the boys to the sofa, gave them a couple of blankets and the bottles of water and wished them goodnight.

After more pouting from that beautiful mouth that was so hard to resist, I went to my room, alone, and tried to get back to sleep while Olly and Xavier were making so much noise laughing just the other side of the door.

It took me a while to drift off back to sleep, with all the racket coming from the two drunken idiots next door. Several times I had to get up and tell them to keep it down. I didn’t want to sound like a grouchy old man, but it was the middle of the night.

I was woken from my slumber the next morning by a warm sensation wrapped around my morning wood. As I slowly opened my eyes, I saw Olly was sucking on my cock while his friend was sucking on my balls. The cheeky fuckers had pulled my boxers off and were helping themselves. I’d be mad if it didn’t feel so good.

I moaned without thinking and Olly pulled off my cock causing me to groan at the loss.

“Morning sleepyhead,” he smiled.

“Less talking, more sucking,” was all I was able to grunt out. Giggling, he returned to sliding down my cock, taking every inch like a pro. Each time he rose back up to the tip, he was swirling his tongue around it before going back down, causing my head to tip back on the pillows from the delicious motion.

Olly slipped off my cock and without missing a bit, his mouth was replaced by Xavier’s. Clearly, they both knew exactly what they were doing, I idly wondered if the two of them had done this together with someone before.

Olly crawled up my body and tentatively pressed his lips to mine, but it wasn’t enough. I pulled him deeper into the kiss, allowing our tongues to tangle and twist together. Olly didn’t put up any resistance, allowing me to dominate his mouth with one hand in those beautiful curls once more.

My free hand slid down his back to that perfect ass, this time causing him to moan as I squeezed the mounds of taught flesh. From the feeling of his body against mine, his tongue in my mouth and Xay sucking my cock, I was desperate for release. But there was only one place I wanted to do that, I needed to be inside him.

I pressed a finger against his hole and was pleasantly surprised to find it slipped in with ease. In fact, he was loose enough that it took very little time to prepare him at all. When he broke the kiss and started begging me to fuck him, I knew he was ready.

Without prompting, Olly’s friend slipped my cock from his mouth and helpfully slipped a condom over it instead. Pulling Olly so he was on top of me, our bodies pressed together, I lined up my cock and started to push inside. I don’t know if something had happened with him and Xavier before they joined me, or if he’d done his own prep first but it took hardly any time at all for me to bottom out inside of him.

As I reached the hilt, Olly captured my lips between his teeth and was ferociously kissing me again. Barely giving him any time to get used to my invasion, I started to pull out slowly before thrusting deep inside him in one quick hard touch. He moaned as he bit down on my lip, I’m sure he was going to draw blood but I didn’t care.

We are both like feral animals, pawing at each other, not able to get enough of each other’s bodies. I flipped him over so I was now on top of him, pounding his ass over and over. Both of us, chasing our own releases, forgetting about everything else, except each other, in the moment.

Adjusting my angle, I knew the exact moment I found his prostate as he started screaming my name in ecstasy. I pressed into that spot over and over, harder and harder as I picked up my pace. I wasn’t sure I could last much longer, but it was long enough. My repeated assault on his button had him shooting his release up and over his smooth body. The sight alone was enough to send me over the top, as I shot blast after blast of cum into the condom inside him.

I thought it was never going to end, the orgasm was so intense. When I finally finished, my body was like jelly. I collapsed on top of him, not caring that he was sticky from his own release. I took his mouth in mine and kissed him. This time it was gentle and sweet, almost romantic. I should have cared about that, but I was too blissed out to think of anything but the beautiful boy beneath me.

As I felt my cock start to deflate, I carefully pulled out and slid off of him to dispose of the used rubber. I collapsed on the bed next to him and started to drift back off to sleep, I’d barely slept last night after all. I was only vaguely aware of Olly slipping out of the room before I was out like a light.

Olly’s POV

As I walked out of the bedroom to retrieve my clothes that I’d discarded by the sofa I saw Xavier glaring at me from the seat.

“What’s up Xay?”

“I don’t appreciate warming them up for you and then being left naked and awkward in the corner of the bed Olly!”

“Sorry, we just sort of got caught up in the moment, I guess,” I replied sheepishly.

“Did you even notice me leave the room?” He asked.

I tried to think if I had, but, damn , I didn’t.

“I didn’t think so,” he answered his own question. My expression must have given me away. “Did you have a good time at least?” He asked with a smirk on his face.

“Xay, it was soooo good,” with a sigh I admit, “I think I’m in trouble!”

We travelled in a taxi together to the ball. I wore a long coat so as to appear somewhat normal in front of the driver. As soon as we arrived at the hotel, I checked this in, and we headed together into the impressive ballroom, Heather and Lucy hanging from each of my arms as we walked through the large double doors and down the stairs to the main floor below.

The dress code specified that outfits should be leather, it was a Leather Ball after all, but it didn’t specify how much anyone had to wear. Although my outfit wasn’t exactly conservative in its design, it certainly wasn’t the most revealing of those on display. There were some men walking around in as little as a leather jockstrap, while some of the women were in barely more than what can only be described as leather bikinis.

To the side was an open bar where we each grabbed some drinks and then made our way around the room to explore the entertainment that had been setup for everyone to enjoy. I thought I’d seen it all in this job, but even this was something new to me. There were people restrained to benches with leather straps being fucked openly; there were x shaped crosses with people attached to each of the four pieces while being spanked with leather whips and paddles; and there were a series of stalls with people selling all sorts of leather and bdsm pieces.

My eyes were drawn to a 6’3 god who seemed to be built like a tree. I’d never been ashamed of my body, I knew I looked good and I was pleased with the muscles I had, but this guy looked like he could wipe the floor with anyone in a bodybuilders competition. He was at one of the crosses whipping the bare ass of one of the guys in a leather jockstrap. His biceps rippled with each swing he made of the whip. He caught me staring and smirked in my direction, his eyes telling me he wanted me to be next.

I’d forgotten for a moment I wasn’t alone until Lucy touched my arm and said, “I think you’re in there,” a look of mischief behind her eyes.

“It’s too bad for him that I’m your date for the night then,” I smiled half-heartedly.

This time, Heather spoke, “You’re here to show off my designs: what better way than to show them in action,” her eyebrow raised as if daring me to say no to her.

I let out a sigh, “Fine,” and start walking over towards the stud who was just finishing his session with the jock-clad sub. Heather called out to me, as I walked, “Don’t forget to slip him my card!” I looked back to give her a thumbs up as I continued to walk, but then found myself crashing into a solid mass. I turned my head, hoping I was wrong, but no, of course it was Him I collided with.

“Sorry, I didn’t see you there,” I say , trying to play it cool.

He laughed, a deep but small belly laugh, “No problem, I’m Max,” he introduced himself holding out his hand for me to shake.

“David,” I reply , at a loss for words at being so close to this mountain of muscles. Max was very openly looking me up and down before he practically growled, “Hot!”

“Thanks,” I blush, “It’s one of a kind, like me,” I add, trying my best to flirt. Despite sex literally being 95% of my job, when it came to being smooth in ‘real life’, I really had no game at all.

He steps forward so our bodies are barely an inch apart and squeezing my ass whispers in my ear, “ Nice . See that cross over there,” nodding his head in the direction of the x-shaped frame I’d noticed when we walked in.

“Uh, huh,” was all I was able to reply now that I could feel the heat radiating from his body.

Still speaking so only I could hear, “I’m going to tie you to that and fuck you right here where everyone can see and hear how much you are enjoying it.”

I groaned .

“Would you like that, David?” he asked, causing me to whimper.

“Words David,” dipping his tongue into my ear as if he was trying to drain every last thought out of my body.

It took a few gulps of air for me to breathlessly reply, “Yes.” I could barely hear myself, but Max must have, as he was now guiding me forward to the cross.

Pressing his body up against me from behind as he tied my hands first to the two restraints at the top. Before he slid down my body to my ankles, forcing my legs apart to attach them to the straps on the lower part of the equipment.

Moving back up my body, making sure some part of us was always in constant contact, he took hold of the zip on the back of my shorts but before pulling it down he breathed into my ear again, “Comfortable?”

“Yes…please,” I pleaded with him. Without another word I felt the zip of my leather shorts being slid down to expose my ass. A soft breeze in the room grazing across my cheeks through the open slit. The restraints stopped me from seeing what Max was doing behind me, but there was no doubt that I could feel what he was doing.

The familiar cold sensation of fresh lube was being lightly brushed around my hole before the welcome intrusion of one of Max’s huge fingers. He went slow, maybe slower than I really needed, but it was deliberate and targeted, intentionally avoiding putting too much pressure on the button inside me. I’m sure it was forever before he was pressing a second of his sausage sized digits in to join his first and it felt like I was being taken apart from the inside.

While his fingers were stretching me from behind, his other hand came round to stroke the front of my shorts where my cock was hard and straining against the leather and the cold metal of the zip that was holding it inside. But he didn’t free me, no instead he chuckled as he just teased me from outside the pouch. It was torture, but it was delicious torture.

“Please,” I beg.

“Please, what? David.”

“Fuck me, please, fuck me,” the power of speech now a real struggle as all the blood in my body had pooled into my erection.

He chuckled again as I felt his fingers slide out of me, leaving me whimpering from the empty feeling. But I wasn’t empty for long, as he slowly pushed his cock into me and I’m sure it had to be the biggest I’d ever taken. It hurt, it really hurt, but I knew I needed to breathe through the pain and press out to help ease his passage into me.

Once he was fully seated inside me, he was pressing his tongue in my ear again. I think if it wasn’t for the restraints and his body against mine, I would have collapsed to the floor from the sensations coursing through me. He must have felt me relax against him because he started to pull out, slowly at first, but it wasn’t long before his pace was increasing.

Pounding me into the cross, he took hold of my hair and pulled my head back to meet his. The pain felt so good, and when his lips found mine the rest of the world seemed to disappear. Harder and harder he went, I was certain I would be sore in the morning. When his cock found the sweet spot inside me, he was relentlessly using it like a goal, hitting it with each thrust.

Still confined in the leather shorts, I felt my orgasm building. Powerless to stop it, my ass clenched as I filled them with cum, moaning through my orgasm. That’s all it took for Max to thrust inside me as hard as could, growling in my ear as he unleashed his load inside the condom deep in my ass. Collapsing on top of me when he was finally spent, I finally became aware of the crowd that had gathered around us who were whooping and cheering.

Gently pulling out of me, he tied up the condom and placed it down beside us so he could release my restraints. First untying my wrists, which were a little sore from where I’d pulled on them. He then undid the straps binding my ankles to the frame before pulling me into his strong arms.

My legs started to give way from the assault of being fucked, and he guided us both with ease down into a chair with me sat on his lap. Whispering soothing words that only I could hear as he held me tight while I came back down from our intense scene.

Talking as I was recovering, I found out Max was also into rugby and was part of a local amateur rugby club that wasn’t too far from where I lived. We exchanged numbers so he could send me the club’s details, and when I felt human again, he helped me off his lap so that I could find Heather & Lucy.

I didn’t have far to go, they’d been watching the whole thing, Heather telling me that Lucy had been one of the loudest ones cheering me on. Lucy also teased me, “I guess the shorts are ruined now then,” causing me to blush and look down at the front of the shorts. Thankfully there was no sign from the outside of what I’d just done, but I could certainly feel the cum starting to dry on between me and the shorts.

Giggling, “Let’s call it a night, you look exhausted,” Heather said to me with a genuine smile.

“Thanks, it’s certainly been, different,” I smiled back as we went to collect our coats.

“I came to return your t-shirt,” Olly said simply as I approached him on the steps of my building.

“You, what? Olly, I said you could keep that,” I was feeling very confused and a little groggy from a week of orgasms.

“But then I wouldn’t have got to see you again,” he said, sounding all sweet and innocent. If I wasn’t so tired, I’m sure I’d have been falling for his act.

“I told you, it was a one-time thing. There was no seeing me again Olly,” I rubbed my neck, this was the last thing I needed right now. Right now, I wanted to collapse into bed and sleep for several days.

“But I want to see you again,” he whined. Don’t snap, don’t snap, don’t snap, I repeated to myself in my head.

Through gritted teeth, I tried to sound firm when I told him, “Go home Olly.” But the cheeky shit didn’t even move away from the steps where he was perched. Then it occurred to me, “How did you even know I’d be here?” When he didn’t answer, I followed it up with a stern, “Olly?!”

Blushing, he looked down at the ground as he softly replied, “I’ve come by every day, for, like…the last week.”

Sighing, I step closer and lift his chin so that he’s looking at me, “Olly, I have had a ridiculously exhausting week. I just want to get up to my apartment and sleep for a week, okay.” Before quickly adding, “Alone,” stomping out any ideas he may have had about joining me. He looked so disappointed. I was already feeling vulnerable right now, I needed him to go before I accidentally said anything to give him hope of us having a future together.

“Please Olly,” I asked, putting on my best puppy dog impression.

Reluctantly stepping aside he said, “See you around,” with so much hope in his eyes. I don’t know how this boy got under my skin so quickly but I hated knowing I was going to break his heart.

“Bye Olly,” was all I managed to say before I let myself into the building, resisting the urge to look back.

After my week with Paulo, I decided to take a couple of days off work to recover, after all, I was unlikely to be able to perform to the best of my abilities until I let my body, and especially my cock, rest. My body probably needed more rest than that, but I was an exceptionally sociable guy. I liked being around other people, it was one of the things I loved most about this job.

About 3 days after I got back, I was going stir-crazy being on my own, so when an intriguing booking request came in, I jumped at the chance. The main booking wasn’t for a couple of weeks, but they had requested a pre-meet which wasn’t common, but not totally unheard of either. Pre-meets had a smaller extra charge, they were still taking up our time after all, but some clients liked them to discuss their needs in person first rather than via the messaging system.

I arranged to meet them for coffee about an hour after I got their request at a coffee shop near Victoria station. They’d told me to look out for a girl with fiery red hair sitting with a beautiful blonde and they weren’t wrong. Heather, certainly, was a beautiful blonde. Heather and Lucy had been a couple for years and were as gay as you could get. But, as they drank their coffee, Heather explained the reason they wanted to hire me.

Heather was starting a small side business making one-of-a-kind clothes for the BDSM market and they wanted a model to show off the menswear in her new range at an upcoming kink event called The Leather Ball. Heather seemed slightly shy about her creations but Lucy was feisty and insisted, “Her designs are incredible, you have to do it, please say yes.” Her enthusiasm was infectious and I jumped at the chance to help out.

I went to the flat that Heather & Lucy shared together a couple of times between that first meet and the day of the ball, so that Heather could take my measurements and do fittings of what she had planned for me. Not surprisingly, we got to know each other really well during those sessions. I found out they were Taylor Swift fans just like me, although I think I had them beat in my devotion to her. Lucy had a wicked sense of humour and Heather had to tell us both off a number of times when I kept moving while she was trying to make adjustments to my outfit.

At our second get-together, I told them my real name, it just felt weird when they kept calling me Liam. It had been so long since I’d made any new friends. I’d tried after university to meet new people other than Miles, but it would always get awkward when the inevitable question of ‘ what do you do for a living ’ came up. Despite being the oldest profession in the world , it was still very much looked down on by so many people.

I’d sometimes lie and tell them I did something boring like being an accountant, but how could I maintain a friendship that was built on so many lies? But since Heather & Lucy knew exactly what I did for a living, I didn’t have to hide from them, and more importantly they didn’t care. It was so nice to finally have people to talk to and spend time with again. We even started making plans to meet up outside of the booking, with Heather & Lucy insisting I join them at a Karaoke night at the end of the month they were planning on going to.

When the night of the Leather Ball came around, I met Heather & Lucy at their flat to get ready. I’d seen bits of what I would be wearing, when Heather was making adjustments at the fittings we’d done over the last couple of weeks, but finally seeing it all together, it was incredible.

The top half consisted of a bejewelled leather harness that ran over my shoulders, joined together by rings that perfectly framed my nipples. A leather strap ran between the rings and around my body joined to a leather corset that zipped up tightly at the back and emphasised my pecs by pushing them up and out.

While the bottom part of the piece consisted of a tight fitting pair of leather shorts with a golden zip that ran from the front around to the back. Dangling down from these were a number of leather straps that clipped onto the top of a pair of thigh high leather boots, which had the same dazzling decorations as the harness. The gems were translucent with a golden hue Heather had picked out to match my hair. It truly had been designed specifically for me.

For Lucy, Heather made a leather dress that hung from one shoulder with a strap that matched the straps of my harness. The jewels around her dress were a darker red than mine to complement her fiery locks that she had platted from the top of her head to run down her bare shoulder. Despite it being made of leather, Heather managed to make the dress still have an elegant flow to it as it hung down beyond Lucy’s hips.

Heather’s own costume had the same shoulder strap design to tie all over costumes together, although hers hung over the opposite shoulder to Lucy’s. Her golden studs were the same as mine and matched her own beautiful blonde hair that she had braided into a stunning fauxhawk, running from her forehead and all the way down between her shoulders. Unlike Lucy, Heather’s outfit was more form-fitting with skin-tight leather trousers decorated with more of the jewels that would make the collection stand out from the crowd.

Once we were all dressed, Lucy pulled me over to her and said, “Stand very still so I can add the finishing touches.” She pulled what looked like a pencil from inside a small bag and reached up to my face and carefully ran it underneath each of my eyes. Returning the pencil, she then pulled out a small box that looked like a paint palette and used a small brush to apply something from it beneath my eyes. Once she was satisfied with her work, she turned me to look in the mirror and I couldn’t believe what I was seeing.

Lucy had artfully applied a thick golden line below each of my eyes that then faded into a glittery sunset that ran down underneath. I’d never worn any makeup before, but the effect she created made my eyes pop and enhanced the overall look that Heather wanted to achieve.

Both ladies came to stand beside me in front of the mirror and it became very clear that while each of our outfits looked amazing on their own, when seen together they were something else. We looked hot and were going to get a lot of attention from guys and girls at the Leather Ball.

I awoke a few hours later, to a strange sensation surrounding my cock. As my eyes flitted open, I realised why. Paulo had attached some sort of milking machine to my cock that was now pulsing up and down building me up to yet another orgasm. I know we’d discussed this, and I’d consented, in our pre-meet discussions, but I hadn’t been prepared for how it would feel.

Paulo had asked, and paid a lot extra, for complete control of how and when I would orgasm this week. That included while I was asleep if he so desired. His goal was to send me home completely drained of cum, and clearly, he wasn’t messing around. The machine buzzed and pulsed and despite the massive double orgasm I’d had before I fell asleep, I could feel I was getting close again.

Seeing I was awake, Paulo reached out and started squeezing and tweaking my nipples. Combined with the effects of the machine, that’s all it took and I was filling the machine with a relatively small load. Paulo left the machine going a little past what was comfortable, clearly enjoying seeing the slight discomfort on my face again of being overstimulated. 

He brushed the stray hairs from my face and whispered, “Good boy, you can rest again now.” There was something about his soft and gentle voice that my body just reacted to, almost as if it was responding to his commands without my consent. I drifted back to sleep only waking to the sound of the shower running the next morning.

I stretched lazily in the bed, I have no idea how long it had been since I was last woken up to be milked. I reached down to scratch my balls and that’s when I felt something was different. I threw the covers off myself and looked down and that’s when I saw what was different. A shiny metal cage was now wrapped around my dick, enclosing it. Complete with a small metal padlock at the top to hold it in place.

I didn’t notice the sound of the shower shutting off, or the bathroom door opening, so I was startled when Paulo was standing next to me wrapped in just a towel, greeting me with, “Good morning my beautiful boy.” It was the first time I’d seen him out of his clothes, and god did he look good. “Do you like it?” He asked and it took me a few moments to realise he was talking about the cage, I was so distracted I’d forgotten it was there. 

Rather than answering his question, I asked one of my own, “I thought you wanted me to cum?”

“I do, my boy, I do. But only when I’m here. I have to go to work and this will keep your cum safe for me while I’m gone,” he replied matter of factly.

I nodded slowly, still not really taking it all in. “Is it ok?” He asked, checking in with me. I took a moment to really think about it and I liked trying out new things as part of my work, so I agreed. It was to control my orgasms after all, and that’s what he was paying extra for.

He smiled and allowed the towel around his waist to drop to the floor. My jaw dropped with what I saw, I thought I had a big cock, but this guy’s was huge ! I started to imagine him fucking me with it and having to muffle my moans from the intensity as he breached me for the first time.

My cock started to try and get hard, and suddenly I understood the effect of the cage. Paulo giggled, “Maybe if you’re a good boy, I’ll let you play with this when I get back,” he teased, lightly stroking his cock which seemed to be getting even bigger as he did.

I closed my eyes and tried to will my cock  not to try and inflate inside its new confines, causing Paulo to giggle again. Once he was dressed, he kissed my forehead and headed to work. Leaving me alone, naked and locked.

The rest of the week continued just like this, I spent my days naked and locked. Then as soon as he got back, I’d be unlocked and the milking would begin all over again. I lost count of the amount of times he made me cum over the course of the week. Occasionally, he’d give my cock a rest and have me suck his instead. I think it was the first cock I hadn’t managed to completely swallow, but he seemed to enjoy it just as much.

On our last night together, when he was holding me after another orgasm, he asked me, “You’ve been such a good boy this week, doing everything I’ve asked. Is there anything I can do for you?” Twirling the ends of my hair between his fingers.

I barely thought about it for a second before blurting out, “Will you fuck me?”

He chuckled, “Are you sure about that, most men struggle to take me and once I’m in, I don’t like to stop.” I shivered in anticipation, my cock again making the decision for me, “Yes!” I breathed out. 

“Ok boy, let’s get you prepared,” he agreed. So I jumped off the bed and went to my overnight bag to retrieve the lube and a condom. He laughed at how excited I was, but I’d been dreaming of this moment since the first morning when he was teasing me after his shower. Returning to the bed, I got on all fours so that he could start getting me ready to take him.

Applying a generous amount of lube, he slowly opened me first with one finger just swirling about to give him enough room to insert a second. With more lube, he slipped a second finger and started to scissor me open. When he felt he couldn’t do any more with the two fingers, even more lube was added and I felt a third digit press inside me. It felt good but it wasn’t what I needed, I needed his cock and I needed it now.

“Paulo, please,” I begged.

“Just a little longer, I don’t want to hurt you.”

Sure enough, when he didn’t think he could do any more to prepare me, he slipped his fingers out causing me to whimper at the loss. He made easy work of slipping on the condom and covering himself in lube before adding more of the cold goo to my entrance. Then finally, finally , he was pressing against me trying to push his way past the resistance my body made.

I tried to relax my muscles and with a satisfying pop, his head was inside me. He gave me a couple of minutes to get used to this new intrusion before he started to ease himself in inch-by-inch. He wasn’t just long, he was girthy too, almost like a tin can forcing its way inside me. But Paulo clearly, knew what he was doing, with some clients I needed to tell them to slow it down, but with Paulo, he was almost achingly slow.

Each new push was forcing me to groan at how full I felt. When he finally bottomed out, he released a sigh of relief and said, “Damn, look at you, you’ve taken all of me, I’m impressed.” I could hear the smile in his voice, and mixed with his praise I mewed, “Fuck me, please, please fuck me.”

Tentatively, he withdrew just a couple of inches before pushing them back in again. He repeated this slow and steady rhythm, building up in the number of inches he pulled back before pushing all the way in again. Once he was able to pull out so that just his head was left inside and could comfortably move all the way back in, he knew I was ready.

Holding onto my waist, he picked up the pace and was now thrusting in and out of me harder and harder. If it wasn’t for the strong grip he had on me, I think the force of it alone would have sent me flying down into the bed. It was rough, but I felt so alive. Each movement was now pounding into my prostate, taking me apart from the inside.

I felt my orgasm building inside me and I hadn’t even touched my cock, neither of us had. I didn’t even know if I had any cum left in me after the week we’d spent together. With a few more slams into my ass, I was cumming hands-free, shooting yet another load underneath me. Ok, it was a small load, but I somehow managed it.

Feeling me clench around him as I let go of my release had Paulo tipping over the edge too. He filled the condom inside me and the pulsing sensation felt incredible after the intensity of his pounding. Even after he was done, he continued to fuck me, teasing us both until he really couldn’t take the sensation any more. He carefully pulled out of me and guided me back to the bathroom, just as he did on our first night together. He disposed of the condom and set the water running in the bath.

When it was ready, he climbed in and told me to join him. It wasn’t a perfect fit, but it felt good. I was in his arms and he just held me in the warm water, telling me to relax into the feeling. Everything was sore, my ass, my muscles, even my throat was sore from all the moaning and screaming I had done.

Just as on the first night, he picked up the soap and started washing my body. It felt more like an exploration than an actual effort to get us clean like he was trying to commit my body to his memory before we parted tomorrow. It had been an intense week, and one I knew I would never forget.

The next morning, I woke up to an empty hotel room. Paulo had told me he had to leave early for his flight, so it wasn’t a surprise, but I was a little disappointed I didn’t get to say goodbye. I grabbed my clothes for the first time since I’d arrived and got dressed, I could shower back at home. I reached inside the pockets of my trackies and found a small envelope, which surprised me as the agency handled all of the money as a sort of escrow service.

I opened it up, and inside was cash, a lot of cash, and a note.

My dear boy,

Thank you for such a memorable week, I hope you aren’t too sore today.

Take care,

Paulo x

I slipped the note and cash away in my pocket and gathered up my toiletries. I took one last look around the room and smiled as I headed home.

The trip back to my apartment was uneventful until I got to the front steps of my building. There was someone sitting blocking the door, they heard me approach and looked up. Beautiful chocolate eyes stared at me as he exclaimed, “You’re alive!”

“Olly? What are you doing here?”

It took some time for me to start building up a new client base in London. They were slowly trickling in, mainly with pretty vanilla requests like dinner dates, suck and fucks, nothing really exciting. So when a lucrative request to have my company for a whole week came in, I couldn’t afford to pass it up. 

Back in Glasgow, I normally wouldn’t have accepted a week-long stay in a local hotel. I’d done the occasional overseas trip, as someone’s travel companion, but there’d been enough regular work that I didn’t need to spend a whole week shacked up with some tourist.

Fortunately for me, Paulo wasn’t like the regular tourists that would book. Most of them were looking for a tour guide, dinner date and late night fuck ( unless they picked someone up in a bar, then they wanted to stiff you because they had a better offer ). But Paulo’s needs were much simpler. He didn’t want a tour guide or someone to take to dinner, he just wanted someone to enjoy. His two rules were that once I arrived I was to remain naked at all times until the week was up, and I wasn’t to leave the hotel room while he was paying for my time.

We’d had some brief conversations over the agency’s messaging app and I learned that Paulo was from Italy and was in town on business. While sex was very much on the agenda, when he was at work he wanted to have a little camera setup in the room, so that he could watch me from his phone between meetings. Making sure I was doing as I was told. The thought of being watched like that, and not knowing exactly when he would be watching turned me on. It was new and exciting, and with the extra money he was offering, even after the agency’s cut , I was happy to accept.

I walked into the hotel on Sunday afternoon, an hour after he had confirmed he’d checked in and sent me his room number. My overnight bag, significantly lighter than normal, containing just my toiletries and a jumbo box of condoms and lube, it paid to be prepared . Even my clothes were lighter than normal, Paulo was very specific with what he wanted me to wear. It could best be described as the bare minimum.

Often, to blend in when I walked into fancy hotels like this, I’d be dressed in a nice suit, or at least a smart shirt and trousers, so to be wearing just my T-shirt, trackies and trainers today put me a little on edge–fearing that my appearance could alert the staff to why I’m here and promptly get me kicked out. Even dressed smartly, I’d sometimes have to find an amenable concierge to look the other way.

Trying to look as if I belonged, I strolled across to the lifts on the opposite side of the lobby. It wasn’t until the lift doors closed and it started to ascend that I let out a sigh of relief. There was a mirror on the back wall of the lift and I checked my appearance while we rose to the 9th floor. The look was quite obscene, Paulo had specifically told me not to wear underwear under my trackies and the outline my large cock was making, even soft, should have been enough to get me arrested on my way here.

The lift came to a halt and the doors opened. I stepped out into the corridor and found his room all the way down the end, the door tucked slightly out of sight. I knocked and when it opened the man in front of me looked rather nice. There was always a risk with clients, that I might not find them attractive but had to still put on a show. But fortunately for me, this time it wouldn’t all be an act.

Paulo was slightly shorter than me, with thick dark hair, broad shoulders and biceps that were bulging out of his white shirt that had slightly more buttons undone than was necessary for the time of the year. “Strip,” he commanded in a heavy but smooth accent. I started to move forward so I could enter the room and do as I was told, but he placed a hand on my chest to stop me, “No clothes in the room, strip.”

“ Out here?” My voice jumped higher in surprise. He didn’t say anything, just stood there with his arms now across his chest, stretching the fabric of his sleeves further against the tight muscles. I took a look round, checking the coast was clear, before I did as I was told. First, slipping off my trainers and feeling the rough corridor carpet against my bare feet, then lifting my thin T-shirt up and over my head. Finally, with another gulp of air, I dropped my trackies to the floor and stepped out of them.

He looked me up and down, as I stood there naked in the hotel corridor, appraising me before wordlessly stepping aside to allow me access to the room. I quickly bent down to pick up my discarded clothes and hurried inside. The room was nice, not quite a suite, but there was a small sofa and what looked like a little fridge. We hadn’t discussed our sleeping arrangements before but it came as no surprise to me that there was a soft-looking double bed in pride of place in the room.

Placing my clothes down carefully I turned and noticed that Paulo just seemed to be staring at my body, taking in the view that he’d be the only one to see for the next week. Not quite sure what to do with myself, I put my hands on my hips and puffed my chest out a little to show off for him.

Approving of my stance, Paulo stepped forward and touched me for the first time. Caressing my bicep before moving his hands around to feel my chest and run his hands down my body towards the base of my cock. I could feel myself growing under his appreciative gaze, but he didn’t touch me there. His hands ran back up my chest with the lightest graze over my nipples, causing my eyes to close instinctively.

He continued exploring my body with his hands. Each time I thought he was going for my now fully hard cock, he would avoid it. His hands got tantalisingly close so many times, despite my obvious arousal. Years of submitting to clients I learned not to ask for what I wanted, that I was just a plaything for them to enjoy as they wished, but right now, I really wished he would do more.

Being hard for so long, my cock was dripping precum onto the floor below. Paulo caught some of it on his finger and sucked it off slowly causing me to whimper and release even more from my throbbing cock.

“On the bed, on all fours,” he finally commanded. Complying quickly, I got into position on the bed with my ass on display for him, thinking he was now going to fuck me, to use me for his own release. I thought I was going to collapse from the shivers of pleasure it sent through my body when instead, he reached between my legs and started squeezing my cock after avoiding it for so long.

He was alternating between stroking and squeezing my cock to tease more and more precum from me and onto the bed below. When he sensed I was on the brink of cumming, he’d stop and hold my cock firmly at the base to stop me from chasing my release. Once I’d calmed down enough, he’d continue his assault, edging me over and over again. 

When he finally allowed me to cum, it was such an intense sensation, that I didn’t think my cock was ever going to stop shooting more and more of my seed onto the sheet below. Even when I couldn’t take any more, Paulo continued stroking me. I whimpered from the sensation as he pulled my foreskin across my sensitive head again and again. But still, he continued. 

I didn’t think there could be any cum left in me, but he somehow managed to find it. This time a much smaller load joined my previous release on the bed below me as a cooed, “Good Boy,” in my ear. I felt dazed after all that. He gently guided me off the bed, careful to avoid the wet patch I’d caused, and led me into the bathroom. Sitting me down on the lid of the toilet, he started running the water in the bath. When it was full and the temperature just right, he helped me in and said, “Relax now, I’ll be back in a few minutes,” before leaving the bathroom. 

I allowed the warm water to soothe my aching muscles and the tension that had built up from being in the same position for so long. I couldn’t tell you how long I just rested in the warm water. When Paulo returned, he topped up the water to add some extra heat and then started washing my body, being careful not to jostle me about too much as he did. He even shampooed my hair, gliding his fingers through my thick locks and massaging my scalp causing more moans to escape me from how good it felt.

When he was done, he helped me out of the water, towelled me off and took me back to the now remade bed. He tucked me in, kissed my forehead and whispered, “Rest now.” My body didn’t need telling twice, as I drifted off to sleep.

The next morning, I lay in bed longer than usual, not wanting to disturb Olly who was still wrapped around me. It felt so good to wake up in his arms, it was a small slice of normality that I could never have. When he started stirring, I looked down and saw those beautiful eyes open, “Morning sleepyhead,” I spoke gently as I ran a finger through his curls.

“Morning,” Olly replied as he started to uncurl himself from my body. I missed the warmth of his body instantly, but I tried not to let him see that. I wanted him to remember our night together as the happy and magical time it was, and not the loss that I knew I was going to feel never seeing this beautiful boy again.

“What’s the time?” Olly asked as he gradually woke up from his slumber. I looked at the clock on the table beside me, “9:30,” I replied as I turned back to look at him.

“Shit,” he said, “I’ve got class in an hour. Mind if I grab a quick shower?”

“Sure, it’s just through there,” I said pointing to the door of my en-suite. I watched his ass as he walked away, knowing I was going to have many nights finishing myself off to thoughts of what it felt like to be inside him. Once I heard the shower start running inside and the tell-tale sign he was under the water, I picked up my phone to check the details for my first client.

There weren’t very many details in the app, but it seems I was to dress up as a ‘sexy pirate’ and go to a London hotel tonight that actually wasn’t very far from my apartment. At least I wouldn’t have all the odd looks at my outfit while I was travelling. I mentally thought through my costume collection to see if I needed to pick anything up this afternoon ahead of the session.

I was pretty sure I had a couple of pirate costumes in my collection, not from client requests surprisingly, this would be a first, but from Halloween costumes from parties Miles and I attended. I’m sure I had a Captain Hook outfit, from the year I went with Miles dressed as Peter Pan, he looked amazing in green tights. Better yet, last year I’d gone as Captain Jack Sparrow, with that outfit I wouldn’t have to worry about the hook getting caught during anything. Yes, that would be a lot safer.

I heard the water shut off and a few minutes later Olly came out, wrapped in just a towel, and all I wanted was to pull him back into my bed and have my way with him all over again. “You look so sexy when you’re all wet,” I called from my spot on the bed where I was still lying naked, much to his appreciation if the tent growing under his towel was any indication. “Looks like you like what you see too,” I teased.

Olly glanced at the clock behind me, “No time for that, I’ve got to get to class. But I’d love to do this again,” he stated, and I felt my heart drop at the reminder that I couldn’t allow this to be more than a one-time thing. When I didn’t reply he asked, “Can I get your number?”

I sighed, “I don’t do that. I had a great time but,” I sighed again, “this was a one-time thing.” I saw a brief glimpse of something that looked like disappointment flash across his face before he put up that confident persona that he approached me with last night.

“Sure, it’s been great,” he said with a bravado that I’m sure was false as he dropped his towel to the floor and bent over to pick up those obscene skinny jeans, giving me another view of the amazing ass that I wish I could be inside again and again. Clearly, trying to tempt me to give in and exchange numbers with him and I wished that I could more than I had wished for anything before.

Once he was back in his jeans, he picked up his sheer top from the night before. It seemed that he was about to slip it back on but he held it out and with that confident smile said, “I can hardly wear this to class can I? Do you have something I could borrow?”

I rolled my eyes but couldn’t fight the grin that was forming on my face as I got up out of bed and walked naked across the room to my chest of drawers. I opened them up and pulled out a black t-shirt that was tight on me. It would still be too big on him, but I’m sure he could make anything look good, “Here, you can keep this, it’s too small for me.” A little pout appeared on his lips but it disappeared just as quickly. Thanking me, he pulled the tee over his head and gathered up his own top. I saw him out and let out a huge sigh to myself as I closed the door. It was fun while it lasted, I thought to myself.

I spent the rest of the day preparing for my client. It had been a few weeks since I met any clients, so I had a bit more grooming to do than I normally would. I didn’t need to worry about waxing or trimming when I wasn’t working. But now things were back to normal, I waxed most of my body, with the exception of under my arms and above the base of my cock. There I only trimmed so that I didn’t look like a ken doll.

After that, I showered to ensure any excess hair was washed off, discovering that Olly had used almost all of a practically new bottle of my fancy shower gel. Towelling dry, I styled my hair to fix it in place. Even though my costume came with a wig, I knew at some point it would likely be removed so it was always best to make sure my own hair looked the part underneath.

I had half an hour before I needed to leave to be at the hotel on time, so I needed to start getting ready. I pulled together all the parts of my costume, checking I had everything that the character wore in the film. My version of the costume consisted of brown trousers, knee length brown leather boots, a billowy white shirt that showed off the top of my pecs, a long brown coat that reached the top of my boots and a thick brown belt with a huge buckle. The whole thing was topped off with a tricorn hat and a wig of long black braids to complete the Jack Sparrow look.

To minimise any suspicion from hotel staff that I was working, I put a long plain coat over the top of my costume, and carried my hat and wig in a small duffle bag. At 6:45, I left my apartment and set off for the hotel, thankfully it wasn’t raining and I made it in good time.

From years of seeing clients in their hotels, I’d learned the trick was to act confident as soon as you walked in and head straight for the lifts to take you to the client’s room without drawing any unwanted attention to yourself from the hotel staff. That was straight forward if the hotel didn’t require a key card to access the other floors, which thankfully this one didn’t. Back in Glasgow, Miles and I had worked out which hotels were like this so that we could make arrangements with some of the staff. Although no hotels would admit to letting escorts in, if you tipped the right people, it could open many doors, literally. But I’d yet to make those connections down here.

When I got to the client’s floor, I located room 714 as shown on the booking request. Before I knocked on the door, I pulled the wig and hat out of my bag and put them on. The plain coat went back inside and slipped it to the side of the door so that the client could get the full effect of the costume on first sight without the duffel bag breaking the illusion.

Taking a deep breath to prepare myself, I puffed out my chest to make my pecs stand out, struck a pose and knocked on the door. I heard a noise that sounded like a crash from the inside, perhaps this was the first time for the client too. It took a few moments for him to reach the door, presumably while he picked up whatever he’d knocked over, and when the door swung open my jaw dropped. The client was looking down at my feet, his eyes slowly roaming up my body. I could tell the moment he realised what I already had as his jaw dropped matching mine.

“Hi Nicky,” I finally managed to say.

“D-d-David, you…you…you’re a…a…” Nick stammered so I finished his sentence for him, “An escort?”

“Yeah,” was all he managed to say, clearly still shocked.

“Can I come in?” I asked, knowing if I stayed out here dressed as a pirate too long that the hotel staff might start kicking up a fuss. Wordlessly, Nick moved aside to let me inside the room. The hotel room wasn’t much more than a bed and an armchair, when Nick collapsed on the bed staring up at the ceiling, I thought it best to take the armchair.

Nick took a few minutes to just stare at the ceiling, I gave him time to recover from the shock, as I sat  there waiting patiently. Still laying down, the first thing he managed to groan was, “I can’t believe I just got hard checking out my own brother.” I couldn’t help it, I let out an involuntary “Ha,” at this, startling Nick into sitting up right.

When it seemed like he wasn’t going to say anything more, I thought I’d try and steer the topic clear of the fact that he’d accidentally just hired his own brother for sex. “So…Nicky, you’re gay then?” I asked.

He folded his arms across his chest, and with a pout he declared, “I’m Bi, actually.”

Feeling my younger self bubbling up inside me, I mimicked him saying, “I’m Bi, actually,” before adding, “No need to get defensive, it’s not like it’s something we’ve ever talked about before.”

When he didn’t say anything further, I thought it only fair to share too, “I’m Bi, too, actually,” causing Nick’s posture to soften. “How long have you known?” I asked.

“Since year 11. I never really acted on it, but there was this cute guy in my form and he was sort of my bi-awakening,” Nick replied, “How about you?”

“Since university. Do you remember my roommate, Miles?” Nick nodded. “Yeah, well he was my bi-awakening.” I replied before adding, “And the one who got me into this job.” I thought I might as well get the truth out there, seeing as he knew exactly what I did as he’d booked me.

“Listen David, do you think you could lose the wig? Captain Jack is a massive turn on for me and it’s really confusing me right now to see you,” he gestured in my direction before continuing, “like that.”

Laughing, I removed the hat and wig and put them on the small table next to me, “Haha, yeah I’m sure you would much rather have gone to the grave without me knowing that little fact,” he joined me in laughing now, easing the tension in the room.

“I have to ask though, why this?” Nick asked me, and it was a fair question, one I’d asked myself a few times over the years.

“It all started when I was at uni, short of cash and needed something I could do around my studies.”

“But that was years ago!” Nick exclaimed, so I continued, “Well, I’m good at what I do, and I enjoy it. It’s good pay, even with the agency’s cut, and I’m pretty much my own boss.”

Nick took a moment to contemplate this, “I assume we can keep this between us?”

I laughed again, “Of course little bro, I don’t really fancy our friends and family finding out what I do, and I’m sure neither of us will ever speak of the fact that you found me irresistible again.” He rolled his eyes at this.

“How did you find me?” I asked.

“Google,” he said matter of factly.

“Of course, Google’s always your solution, isn’t it,” I replied, both of us bursting into laughter.

“You’re still going to charge me for this aren’t you?” Nick grumbled.

“Oh yeah,” I smiled.

“Fair.”

We got back to my place and as soon as we were in through the door, our hands and lips were all over each other again. Mentally I was now cursing his skin-tight clothes. It was impossible to get them off him while we were kissing and I didn’t want to stop kissing him. Without breaking our kiss, I carefully walked him backwards to my room before lifting him up and throwing him down on my bed as if he were a rag doll.

I crawled on top of him and my lips found his again, drawn together like magnets, teasing his lips between my teeth in between twirling our tongues around each other, not knowing where his mouth ended and mine began. Panting for air, I decided to try again at peeling his shirt off his body and with a bit of help from Olly, I finally had it up and over his head. I leaned into his neck and started sucking on the side of his smooth neck, as I had wanted to when he first exposed it back in the bar. The moans and groans coming out of this cute boy as I did so were going straight to my cock which was now fully hard and straining at my trousers.

Out of nowhere, Olly surprised me by flipping me on my back. I’m a pretty big guy and had quite a few pounds on him, so I was stunned with how effortlessly he managed to move us. He started unbuttoning my shirt as I ran my hands up and down his bare back, before moving down to cup his firm ass, squeezing his cheeks tightly. Once he had the buttons undone, I leaned up just enough for him to help me out of the shirt, our lips connecting once more. I pulled him down on top of me again, this time the bare skin of our chests finally touching each other.

But it wasn’t enough, we both needed more. I could feel his cock throbbing inside his skinny jeans as he ground his body against me, while my own wasn’t fairing much better inside my trousers. It was my turn to flip him over as I started kissing my way down his body, twisting my tongue around his nipple bars and gently pulling on them with my teeth causing Olly to growl in delight as he thrust his hips up towards me. I continued south towards the top of his jeans, peppering his body with marks to leave him with a reminder of this night for weeks to come.

Finally ready to reveal my prize, I popped the buttons of his jeans and started to pull them down. It wasn’t easy, they really were practically painted on. Perfect for attracting but not designed for easy access. As I got them down slightly it revealed Olly’s trimmed pubes, “No underwear? You naughty boy,” I teased.

“Less words, more naked,” Olly panted. I pulled tightly on his jeans, finally getting them down and off revealing his full naked body to me for the first time. Forgetting the fact that I was still in my jeans, I dived in and started teasing the tip of his cock, slowly taking more and more, not because I needed to, but because I knew it would drive him crazy. This is where I could truly shine, I was excellent at my job and my clients came back because I could make them feel good. When my nose was finally in his fine pubes, it still didn’t seem enough for Olly. His hips were thrusting up to meet my mouth, desperate to get as deep into my throat as he could. 

I picked up the pace, bobbing up and down on his dick, his thrusts meeting me each time as he chased his orgasm. I felt his fingers in my hair, clinging on, trying to last as long as he could. But I knew exactly what I was doing. With a few key swipes of my tongue at the underside of his sensitive head, and a teasing finger circling the entrance of his hole, it wasn’t much longer before he was spilling his seed deep into my throat. As I felt his orgasm subside, I slowly eased off of him, feeling very satisfied with myself.

I climbed back onto the bed next to him and we lazily kissed. Time no longer seemed to have any meaning. All that mattered was Olly and me at that moment. When we came up for air, Olly was hard again. “You’re wearing too many clothes,” he teased as he slid down the bed to reach for the top of my trousers.

“Well I was a little distracted by a certain little minx,” I replied as he undid my fly and made quick work of removing my trousers.

“Briefs, David? I wasn’t expecting that,” he teased.

“Got to keep the mystery going that little bit longer.” Olly made quick work of removing them too so that I was just as naked as him. “Wow, you’re big,” Olly declared before his mouth wrapped around my cock making me moan in delight. I wasn’t expecting how good he’d be at sucking cock, using the stud in his tongue to expertly caress around the head of my cock. It was a whole new experience for me, and I thought I’d experienced most things in my work.

He didn’t seem to struggle with my larger-than-average length, which had often been a struggle for my clients, although never too much for Miles. Olly just kept going, working as much of my length as he could manage with expert skill. I was cumming down his throat in an embarrassingly quick time from how good the blowjob was, but the way he kissed me after I could tell he didn’t mind.

Feeling our naked bodies pressed tightly together as we passionately made out with one another soon had us both hardening again. “Fuck me, David,” he breathed between kisses, “need you inside me.” I groaned at how good that sounded. I flipped him over so he was face down, causing Olly to laugh in surprise. I kissed my way down his back until I reached the most gorgeous ass I’d ever seen. I spread his cheeks to reveal my goal, dipping my head between them and swiping my tongue over his entrance. I swirled my tongue around the edge before tentatively pressing it inside, once I felt him relax around my tongue, I pulled out causing him to whine at the loss.

“Don’t worry baby, I’ll be inside you very soon,” I cooed while reaching for the lube I kept in my bedside table. I made quick work of coating my fingers before pushing inside him to open him up and prepare him for me. I wanted this experience to be as memorable for him as it already was for me. After circling inside him with one, two and then three fingers, I knew he was ready for me when he started bucking up to try and pull them into him even more.

When I pulled my fingers out, his pert ass reared up some more, desperate to be filled. I reached for the drawer again, pulled out a condom and slipped it on, coating it in more lube before lining myself up with his hole. “Ready, baby?” I asked.

“Yes…need…you…fuck,” he managed between ragged breaths. Now I had his consent, I pressed forward, easing myself gently inside him. Even with all the work I’d done to prepare him, he was so tight. “More,” was all Olly cooed each time I stopped to allow him time to get used to my size. Not wanting to hurt him, I took my time, moving in just an inch at a time. Once I was all the way in, I gave him time to get used to my cock filling him up.

Feeling him relax a little I started to slowly pull out, just a bit, then pushing back in. Repeating the motion over and over, each time a little bit faster until I was truly pounding him into the bed below us, spurred on by the delicious sounds he was making. Wanting to take in everything about Olly before this beautiful night was over, without removing my cock from inside him, I flipped him over with ease so that I could look into his beautiful chocolate-coloured eyes.

While I thrust into him again and again, I was taking in every detail of him. The way his curls looked when they were all sweaty, the way his lips were already starting to look bruised from our intense kissing and the way his balls bounced each time I slammed into him. I wanted a distraction and there was no one more distracting than Olly. I bent down, bending Olly with me so that I could kiss him as I was fucking him. With this new angle, I was hitting his prostate each time, feeling him moan straight into my mouth.

With a few more thrusts hitting that spot inside him, he was cumming hands-free and painting both our bodies between us. As his release spilt out over us, I felt his ass contracting around my cock and I was done. With one last deep push, I was filling the condom with my second load of the evening before collapsing on top of Olly’s now sticky body. When I started going soft inside him, I eased myself up and carefully pulled myself and the condom out. I went to the bathroom, disposing of the condom en route and grabbed a damp flannel before returning to Olly to wipe down the mess we’d made of his body.

If he’d been a client, I’d have normally kicked him out at this point, but tonight was different. He was different. As we both lay in the bed, Olly’s body wrapped around mine, an alert sounded on my phone. I picked it up off the side table, careful not to disturb Olly as he started to drift off to sleep. It was the agency’s app, my profile had been approved and I had my first booking. I clicked to open the request, ‘Please arrive dressed as a pirate’, it said in the special requests section. That was a sharp reminder that our lives were too different for anything more to happen between me and Olly. In the morning I’d have to say goodbye, but for now, for now I could enjoy this feeling and pretend that Olly was mine.

My new apartment in London is so much smaller than the home Miles and I built for ourselves in Glasgow. Everything is just so much more expensive down here. I’ve had to join a new agency for work, my old one only covered the Glasgow area, and now I’m waiting for them to approve my profile.

When setting up the account, I was much more conscious that there was a greater risk of being found by people who knew me on the app. I had friends and family who didn’t really know what I did for work but would be within the area that I’d potentially be working in. So, rather than using my real name, my account was now set up under the name Liam and no longer included a face pic. It was a risk, but I hoped the artistic shot I’d taken of my bare chest would still entice a few clients.

That was a week ago and when I checked the agency’s app, my account was still showing as ‘Pending approval’. Sitting in my new home, alone with my thoughts and no opportunity to be distracted by work wasn’t doing me any good. I missed having Miles around, he was my best friend and we’d spent almost every day together for 8 years. I also missed Dorothy and Nathan. They played such a big part in my life, sure they were clients, but the intimate bonds we built, especially with Dorothy, took our connection to another level.

I needed to get out of my tiny apartment and find a distraction. Without an agency, I couldn’t work, Miles’ voice ringing in my head, reminding me it wouldn’t be safe. But maybe I could find some fun; aside from Miles, it had been years since I met anyone just for fun rather than work. Dating in my line of work would never be fair to my partner, and with Miles also around, I never really needed to find anyone for a one-night stand.

Looking in my wardrobe, trying to decide what to wear, so many items inside brought back memories of my years in Glasgow. The sports kit I first wore when I worked with Miles, the suits I wore on dates with Dorothy, the uniforms some of my clients requested I wear, I’d built up quite the collection over the years and I’d been lucky that I’d managed to keep the same size as I was back when I was still a student. I picked out a pair of dark trousers and a black silk shirt that clung nicely to my biceps, styled my hair and grabbed my keys before heading out to find some fun.

Heading to Soho, I walked into a bar that seemed popular but not too busy. I wasn’t in the mood for the thumping beat of the clubs. I propped myself up on a stool at the bar and ordered a Tennent’s to which the barman replied, “Never heard of that mate.” I rubbed my neck in frustration, of course, this day was just going to get worse. “I’ll have a lager,” I sigh, resigning myself to having whatever they could offer. Tennent’s had been Miles and my lager of choice whenever we were hanging out in Glasgow.

The barman pulled one of the taps on the bar and passed me an overpriced drink that quite frankly tasted disgusting. I was trying to work out what it tasted like when I heard a voice behind me ask, “What you drinking sexy?” Without looking I replied, “It tastes like cat piss.”

With a hint of a cheeky smile in his voice, he replied, “And how do you know what cat piss tastes like?”

I turned my head to answer, but the second I saw him I lost the power of speech. I looked him up and down, he was wearing the skinniest jeans I had ever seen that looked like they were painted on, while the sheer top he was wearing was clearly designed to show off his lithe body and, are those nipple bars, fuck I’m in trouble. He must have caught me checking him out because he giggled, drawing my attention up to his beautiful lips that I wanted to see wrecked after hours of us kissing and his full head of dark curls that I imagined pulling on as I pounded him into the bed.

“Like what you see?” He wiggled his eyebrows at me as he leaned forward to take a sip of my drink. As he did his face contorted and he said, “God, that does taste like cat’s piss,” returning the monstrosity to the bar where he found it. He called the barman over and ordered, “2 Jameson’s, neat, he’s paying,” gesturing towards me.

“Cheeky fucker,” I replied, nodding for the barman to confirm I was indeed going to pay. This guy was pushing all the right buttons for me right now, and I knew right then I wanted to take him home and fuck him into tomorrow. The barman handed us our drinks and as I reached for the glass nearest me, the sexy guy reached forward for the same one so that our hands would touch. Sparks shot between our hands like electricity running between us, I looked into his gorgeous brown eyes and felt as if they were trying to bury deep into my soul.

Without releasing my hand the sexy guy spoke again, “Hi, I’m Olly,” in such a silky smooth voice that I almost missed it. Suddenly feeling like there was a frog in my throat, I coughed a little to clear it before meekly replying, “David.”

“Nice to meet you, David,” he purred, literally purred my name. Am I dreaming? If I am, nobody wake me up. He released my hand and went for his own glass, making a show of slowly bringing it to his sweet lips and letting it drip slowly into his waiting mouth and down his throat, exposing his smooth neck, almost daring me to lean in and start sucking at the soft skin to mark him and make him my own. I could tell Olly knew exactly what he was doing, he’d clearly set his sights on me and now his efforts to reel me in were working exactly as he planned.

I reached for my own glass, downing the drink in one go. Letting the sharp sting in my throat prove to me that I’m in the land of the living. I gestured to the barman for another and invited Olly to pull up a stool next to me, “Join me?” But instead of taking the vacant stool, the little minx climbed onto my lap, grinding his pert ass against my crotch as he ‘got comfortable’. I wrapped one arm around him to hold him in place, pulling him a little tighter so I could feel his body against mine, two can play at that game, you naughty boy.

“Comfortable?” I asked him.

“Very,” he replied, bringing his glass to his lips again and letting a few more drops of whiskey drip slowly onto his tongue. I leaned forward so that my lips were next to his ear and whispered, “I want to devour you and take you apart slowly for hours,” causing him to shiver in my lap.

Taking that as a good sign, I continued to whisper in his ear, “I want to take you back to my place, pry you out of those skin-tight clothes, and taste every inch of you from top to bottom while you writhe with pleasure underneath me.” He let out a little whimper, “Please,” was all he managed.

I didn’t need to hear any more, I inched my lips round to his face, we were just a breath apart from each other now. He made the final move and closed the gap between us, and those sparks were back. Our lips connected and it wasn’t long before our tongues were tussling for dominance inside each other’s mouths. For the first time, I discovered it wasn’t just his nipples that were pierced, the little slut had a tongue stud too and boy did it make the sensation of his tongue against mine even more electric.

I couldn’t resist biting on his lower lip and the noise he let out was like a jolt to my cock that I’m sure Olly could feel stiffening underneath him. When we finally broke apart it took a moment for me to remember where we were, our foreheads pressed together. “Shall we,” Olly said, but my mind was still hazy from the heat of our kiss.

“What?” I replied confused, causing him to let out the sweetest giggle.

“Go back to yours. If you still want to, that is,” the bold confidence he had before slipping slightly now that he was asking rather than just taking what he wanted. There wasn’t even a doubt in my mind that I wanted this man, no, I needed this man. I helped him off my lap, took hold of his hand and, trying to sound more casual than I felt, said, “Let’s go.”

As I looked around our apartment for one last time, I thought back to all the good times Miles and I shared there over the last few years. After we finished university 6 years ago, we bought a three-bedroom apartment together in the heart of the city in a modern new build complex. We fell in love with it because the ‘guest’ bedroom had its own suite and was located right next to the front door making it perfect if either of us wanted to host any clients. We were able to divide our personal and professional space and ensure privacy for each other if one of us was working.

Neither of us often did calls at home, but it paid to be as flexible as possible in our line of work. So much had changed since I was at university; I’d fully embraced my bisexuality, although I hadn’t yet come out to my family or anyone back home in Kent, and working for both men as well as women had given me some amazing opportunities to try new things that my clients requested that I definitely wouldn’t have considered before I became an escort. It was early on in my career that I learned I enjoyed pleasing my partners, making me especially popular with my clients as it meant I’d focus my efforts on fulfilling their desires to the best of my abilities.

While Dorothy was the first of my clients to introduce me to a little Dom/sub roleplay, she certainly wasn’t the last to expand my experiences into kink. It was odd the first time a client asked me to be dominant instead of submissive, being submissive just came naturally to me as it felt like an extension of giving the client exactly what they wanted.

When I was first asked to dominate a client, it was a complete switch in my thinking from doing what the client told me to telling the client what to do. Of course, they gave me some idea of what they were looking for, but it left the events a lot more open for me to try and interpret my client’s wishes. That first time the client seemed to be satisfied when they left, but I had found it incredibly awkward to take over the control in that way. I’d dominated a few times since then, but being submissive came much more naturally to me and my clients really enjoyed how easily I took to being controlled.

One client, a slender guy called Nathan, he’d really expanded my experience of being dominated more than any other. Our sessions would always start in the same way; As soon as I walked in and we’d dealt with the money, he would order me to strip while he watched and then get into what he called the ‘present position’ where I was down on my knees with my hands behind my back. He’d then circle around me to inspect me before ordering me to crawl into another room.

After that, it would depend on what mood he was in. Sometimes, he would get me to go on all fours so he could use me as a footrest, or he might get me to strip off his shoes and socks so that I could suck on his toes and worship his large size 10 feet, which I was worried about when he first told me but they actually tasted pretty good.

The first time he bent me over his knee to spank me though, that’s when I knew I was born to be submissive. It was like electric shocks ran from the point his palm connected with my ass to radiate all throughout my body in a way that was both painful and pleasurable at the same time.

Nathan was the first client who didn’t care, or even want, me to get off during our sessions. He took great pleasure in sending me home horny and needy for more. When I got home that night, I was so desperate for release that Miles and I fucked for the first time without another client being with us. It wasn’t anything romantic, it was more animalistic, two guys fucking the cum out of each other and releasing all of our pent-up frustrations. 

It was the first of many nights that either I or Miles would come home in need of release and we’d help each other out. It was always hot and horny, and it was never awkward afterwards. In our job, we knew that sex was just sex, and we knew not to get attached to our clients. But knowing it, and doing it, were two different things.

It was hard when Nathan’s bookings started to slow down and eventually stopped altogether. There’s a unique bond of trust between a Master and his sub that transcends the normal escort/client relationship and with what followed just a day later, it felt like it was time for a change.

Dorothy had remained a loyal and regular client of mine right from the start. Most of the time our meets would be for dinner and a catch-up, we’d grown to be very close friends over the years. Occasionally, she’d book me for a more sexual session, always saying that “even us old birds need a good rogering sometimes.” And I valued each and every time that we spent together. So  when, the day after Nathan told me he would no longer require my services, I got a letter from her solicitor informing me she had passed away in her sleep, I just felt lost.

I was asked to attend the reading of her will, which was a shock in itself, but what was the most surprising was that I was the only one that had been asked to attend. Once I was seated the solicitor handed me a handwritten letter.

My dearest David,

Thank you so much for making an old girl so happy in her final years. I have loved every minute of the time we shared together and cherished your company more than you could ever possibly know.

After my Edgar passed on, I never thought I would find happiness or joy again, but despite our age difference you always made me feel like a teenager again, just as he used to.

I hope you know you meant so much more to me than just a companion, I felt you truly cared what I had to say and listened even when I rambled on about my youth. 

I have no family left of my own except for you, my precious boy. I hope you will be lucky enough to find someone who will make every day worth waking up and that you live every day to the fullest as I always have. It’s been a good life and I’m so very happy that you were a part of it.

Be happy David, and please don’t make a fuss when my fuddy-duddy lawyer tells you what I’ve left you. 

All my love,

Dorothy x

I don’t know when I started crying, the solicitor told me something once I finished reading the letter but I didn’t really take it in. Everything after that was a bit hazy, I remember getting home and Miles holding me as I cried. Mourning the loss of not only Dorothy, but also Nathan too. Miles had warned me when I first started this job not to get too attached, and normally I was pretty good at that, but Dorothy was not just my client, she was my friend too.

Besides Miles and our apartment, there wasn’t anything really tying me to Glasgow, so after a couple of days I decided to do something that was long overdue. With the money Dorothy left me I decided it was time to go home.

It only took a couple of weeks to pack up my life in Glasgow, and after one last fuck for the road last night with Miles, today was the day I set off on my next adventure.

“David, are you home?” called my roommate Miles as he rushed into our flat late one evening, clearly out of breath from running. He barged into my room without knocking.

“Dude, I could have been naked in here,” I responded even though I didn’t really care about him seeing me naked, I wasn’t shy about my body. Since I started working for the agency I had decided to join the university gym. I hadn’t really done anything to stay in shape since coming to university, but as my body is one of my most important assets as an escort, I thought I best do what I could to maintain the strong physique that years of playing rugby had earned me.

“Like you care, I’ve seen you walk naked across the hall after your shower when you could have covered up,” Miles joked. He wasn’t wrong I liked to show off.

“Listen, are you doing anything tonight?” he asked.

“Tonight? Erm, no I don’t think so, why?”

“I need a massive, and I mean MASSIVE, favour from you, but it’s kind of a lot to ask,” he sounded nervous.

“Miles, as you just pointed out, you’ve literally seen me naked, ask away, I won’t be offended.” I was curious as to what sort of favour would make him seem so apprehensive to ask me.

Miles took a breath before he replied while looking down at his feet instead of at me. “So I have this regular client, and we’d arranged to meet tonight,” he paused. When it didn’t seem like he was going to start again, I asked the first thing I thought might be the reason he was hesitant to ask. “Right, so…what? Did you need me to clear out of here for the night?”

He looked up at me, “What? No…no it’s not that,” he took another deep breath and finally let out, “I need you to come with me.” I had no idea what he meant though, at first I thought he might need a lift because his car had broken down or something but the confusion must have been evident on my face because he sighed and clarified, “I had arranged for another guy to join us, my client wanted a meet with two guys, but the other guy just pulled out and I’m supposed to meet her in an hour. So…”

It didn’t seem like he was going to finish the sentence so I finished it for him in slight disbelief at what I was hearing, “So, you need me to…be…there…with…her, and y-you.”

“I know it sounds crazy, and if there was anyone else I could ask I would, but I’m begging you, David, please! You’ll be paid of course, and you’ll earn more than a normal 1 on 1 session,” he begged.

I rubbed my hand over my face as I tried to take in what he was saying. He wanted me to join him with a woman, the three of us, together. My mouth started to speak before my brain could catch up, “How would that work?”

Looking even more nervous now, Miles continued, “Well she wants us to both have sex with her, like one at each end and switching round so we take it in turns.” Thinking he was finished I replied, “That sounds doable,” but that wasn’t all that the client wanted. 

“Erm…she also…she wants to see us…together,” and with that, my jaw dropped to the floor just like it did when I first found out that Miles was an escort. “I know, it’s a lot to ask, I know you’re straight, but I wouldn’t ask if I wasn’t desperate. She makes regular bookings and she’s a really great tipper, I can’t afford to lose her David,” he begged. 

“What would we have to do?” my mouth running away from me again.

“Wait…you’re not horrified? You’re actually considering this?” Miles seemed taken aback and honestly, I was a little surprised that I was considering it. 

“Look, we’re friends, Miles. You need help, and I want to help you if I can. So, as time is running out and it seems you have no options, tell me what you need me to do.”

That’s how an hour later I found myself in the passenger seat of Miles’ car, pulling up outside a house wearing my England rugby shirt, gym shorts and my best friend’s underwear. It turned out this client had very specific instructions about what she wanted.

Part of her request was for both the men she booked to be in sports kit, which I had managed to cobble together, but she also wanted both men wearing jockstraps underneath. I’d never even worn, let alone owned, a jockstrap, so Miles had to lend me one of his to fulfil his client’s fantasy. When I was getting dressed, I struggled with getting the straps to sit comfortably and not dig into my ass, so Miles had to get very friendly, very quickly to help me get them seated just right. As we stepped out into the evening breeze, it was an odd sensation to feel the wind through the thin material of my shorts, reaching my bare ass underneath, but it wasn’t an unpleasant one. 

Miles came round to my side of the car and we walked side by side up to the front door of the old Victorian house, “you ready?” Miles asked me before ringing the doorbell. “Ha, we’re about to find out,” I scoffed just before the door opened to reveal a beautiful woman with long, dark, curls hanging down past her shoulders. She was maybe in her 40s and was wearing a dress that clearly was designed to show off her huge tits. 

Coughing to clear his throat, clearly, he’d caught me staring, Miles made the introductions, “Nancy, this is David. David, Nancy.”

“Nice to meet you,” I hoped I sounded calm because I certainly didn’t feel it. Sure this wasn’t my first time meeting a client, or my first time having sex with one, but it was my first threesome of any sort, let alone with another guy, and my best friend of all people. 

Nancy clearly had no such nerves as she looked me up and down, practically devouring me with her eyes. “Very nice pick Miles, I like him,” she cooed as she reached out and caressed my bicep. She waved for us to walk inside and as I walked past her Nancy squeezed my ass, just the fabric of the shorts between her hand and my otherwise bare cheeks.

Once the door was shut, Nancy discretely handed an envelope to Miles and announced, “Give me a few minutes and then meet me upstairs. Miles knows the way,” she winked at me before disappearing up the stairs.

I turned to look at Miles, my jaw dropped in shock causing Miles to quietly giggle. He came close to me and whispered in my ear, “She’s a lot, but she’s fun.” It felt odd feeling Miles breath on my ear, the anticipation of what could happen this evening amplified the innocent sensation. There wasn’t time to discuss the specifics of tonight, but Miles and I agreed to check in as things heated up to make sure I didn’t get overwhelmed by anything I wasn’t ready for. 

“I’m ready boys,” Nancy called seductively from upstairs. Miles gave me a look to confirm I was good to go, I nodded and he led the way up the stairs. I took the opportunity to check out Miles from behind, he didn’t have the same build as me that I’d built up through years of rugby, but he was nicely toned with just a hint of definition in his arms and legs. He was wearing white shorts through which I could clearly make out the straps of his jock as they tightly framed his sexy ass. I felt my cock starting to stir the more I looked, I feel like I should probably be concerned about that but it wasn’t my head that was doing the thinking any more. 

When we got to the bedroom, Nancy had changed out of her dress and was now lying on the bed wearing just her red lace lingerie. She looked so “hot”.

“Hee hee, thank you, David,” shit I didn’t mean to say that out loud. “Come up on the bed and kiss me, David,” she said in a sultry voice while patting the bed beside her. I crawled up the bed beside her and leaned in to kiss her, she kissed back with fire nipping at my lips and teasing me with her tongue. I felt the mattress dip towards the other side as Miles came up and joined us. She released my lips and pulled Miles down to make out with him too. Seeing the two of them kiss was so hot, if there was room in the jock for my cock to tent it I would be just from watching them together.

When they came up for air Nancy looked at the two of us, “Will you kiss Miles for me, David?” Miles was about to reply, probably about to say something like I’m not sure if David would be up for that, but I don’t give him the chance, I reach for the back of his neck and pull his lips to mine, I kiss him hard and passionately and it feels incredible. It takes Miles a moment to realise what’s happening but then he’s kissing me back just as fiercely. He’s moaning into my mouth, I’m moaning into his and Nancy is moaning below us just from the sight. 

Eventually, we had to break up for air, his lips looked swollen and red from the intensity of the kiss, I’m sure mine must look the same. We stare at each other, lost in the moment before we remember we aren’t alone and we’re here to do a job. We both look down at Nancy, “that was fucking hot boys,” she panted causing Miles to chuckle, “you’re telling me.”

I lean down to kiss Nancy some more, and it feels different from kissing Miles, not bad, just different. I have an idea, without breaking from my kiss with Nancy, I pull Miles in, encouraging him to slip his tongue in too so that the 3 of us are now all kissing together. Tongues darting in and out of each other’s mouths, not knowing or caring who was who’s.

We were shaking and breathless when the three of us came up for air. Miles and I both collapsed alongside Nancy to grab a moment to recover. Nancy sat up, “I think you two are both far too overdressed, why don’t you help each other out of those sexy kits,” she teased. Miles and I stepped off the bed and came round to the end to put on a good show for Nancy.

Miles pressed a button on his phone and some sexy music started playing, he grabbed my hips and started guiding me to move with him. As we were getting started, Miles pulled me in close so our bodies were pressed together and leaned forward to whisper close in my ear, “She loves a sexy strip tease, just down to our jocks.” He moved his head back and winked at me. I had an overwhelming desire to press my lips to his neck, to taste more of his skin. I resisted the urge for the moment, knowing what we were supposed to be doing. I reached for the bottom of his football shirt and lifted it slowly up his body, giving Nancy a teasing reveal before slipping it up and over his head.

I’d seen Miles naked before around the flat, but I’d never really allowed myself to truly look before. He was stunning, his chest was smooth with the only visible hairs leading a trail down into his shorts that I wanted to trace with my tongue. His pecs were nicely defined but still managed to look natural. But I couldn’t stop to enjoy the view for too long, maybe I’d have a chance to do that when we are back home. Miles was now reaching for the bottom of my rugby shirt and mimicked my moments of teasingly lifting it up and off my body.

We danced closely a little more before Miles reached for the top of my shorts and slowly slid himself down my body along with my shorts which I stepped out of. Once he rose back up to my eye level it was my turn to copy him and slide his shorts down his strong legs which were covered in a fine layer of hair contrasting with the rest of his smooth body.

We were both standing facing each other in our jocks, still touching and grinding to the music while Nancy touched herself on the bed. “Come here boys,” Nancy beckoned to us breathlessly. We climbed back up on the bed and went back to the three of us kissing, and running our hands all over each other. Exploring each other’s bodies now that we were all down to underwear.

As our kisses started to move further south, I worked my way licking and kissing every inch of  Nancy’s body, until my lips reached her crimson panties. With a singular focus, I loop the strings of the bikini around my thumbs swiftly pulling them down and begin to devour her.

That was when I realised what the jocks were for, I suddenly felt a tongue working its way in and out of my hole and it felt amazing. No one had ever rimmed me before and if it always felt this way then I wanted to feel it over and over again. We moved ourselves round so that Nancy could rim Miles too, giving the three of us easy access to explore each other with our tongues.

I guess it’s time to update my Artist’s profile with the agency…again

• Guy: Yes
• Multiple Partners: Open

It took a week for the agency to approve my profile, after which it didn’t take too long to get my very first client. She was an adorable little old lady called Dorothy. Her husband had died and she wanted someone to go out to dinner with her from time to time and keep her company. I remember her once telling me she was ‘too old for all the faffing about that goes with dating’ and that by hiring me she could both enjoy the view and avoid the constant discussions about dentures and her date’s latest ailments that the conversation inevitably descended into when she went out with men that others might deem as ‘age appropriate’. Her and her husband had never done anything appropriate for their age, and she had no intention of starting now.

The very first time we met, I was so nervous. We chatted through the agency a little to set up all the arrangements but I didn’t know what to expect. We met at The Ivy on Buchanan Street, a chic and stylish restaurant which I would never have even considered going to with my budget. Miles had given me some tips beforehand, so I’d dressed up in my best suit, styled my hair just right, and didn’t wear anything that might make me stand out or look out of place. Dorothy certainly appreciated it when she first saw me cooing, “My, my, you’re even more handsome than your profile picture.” I’m sure I was blushing, “You look beautiful yourself,” I replied trying to turn on all my charm.

She giggled as the maître d’ came over and asked for the name of our reservation. Dorothy and I had discussed this in our initial communications through the agency, so trying my hardest to sound confident I replied, “Nelson, table for two.” We were shown to our table and once we were alone with our menus, Dorothy passed me across a small envelope which I tucked into the inside of my jacket. Thankfully, Miles had warned me not to check it at the table where everyone could see as I’m sure would have been my first instinct.

We chatted about the menu while we were deciding and once we’d placed our order I excused myself to go to the toilets. Following Miles’ advice, I slipped into a cubicle and checked the contents of the envelope. Inside was the money Dorothy and I had agreed on for my services, plus money for tonight’s meal. I slipped the money for the meal into my wallet and left the rest in the envelope inside my jacket. Dorothy liked to appear traditional to the outside world so that she could really surprise them on her terms.

After I returned to the table, the dinner went really smoothly. We chatted and laughed, everything just felt easy and much to my surprise there were no awkward moments where neither of us knew what to say. I’d always been one to speak my mind and found this was something Dorothy and I had in common. She told me about all the cool things she’d done during her life, and she genuinely wanted to hear about mine too. I’d tell her about my studies, about my life growing up, even my practically nonexistent dating life which she seemed quite saddened about. As the meal came to an end and I paid the bill, I found myself hoping that Dorothy would want to see me again. Not just for the money, although that was certainly good, but also because I genuinely did have a good time.

A few days went by when I got another notification from the agency of a booking request. When I was between my classes, I logged in to my account and saw that Dorothy had requested a repeat booking, I guess I didn’t do a bad job after all. Bookings from Dorothy went on like this every couple of weeks, she would pick the restaurant, wanting to experience a wide variety of sometimes quite surprising delicacies, and I would show up playing the role of the perfect attentive gentleman.

Each time Dorothy would book my services, my rating on the agency’s website would improve and as it did I started getting requests for more bookings. Mostly, they were older women looking for company for dinners or the theatre. But I still made sure I made time for Dorothy when she would make a booking request, as without her giving me a chance, I don’t know if any of the others would have given my profile a glance. That’s why when Dorothy mentioned one night at dinner that she had a special request, I decided to give it some serious consideration.

When it came to our next booking, instead of a fancy restaurant I found myself in the lobby of a far too nice hotel heading straight for the lift to take me up to the 5th floor where Dorothy had a suite booked. When the lift doors opened, I stepped out, took a deep breath and walked to room 507 where she had told me to meet her. I knew exactly what was planned once I stepped inside this room, yet still, I was nervous. I’d never done anything like this before, and I think back then, if we hadn’t already built up such a great relationship with one another then I probably wouldn’t have considered it.

I knocked on the door and waited, time seemed to slow down in that moment. It felt like I was waiting hours for the door to open, but it was probably only seconds. When the door opened and Dorothy was standing in front of me, I greeted her as she’d requested, “Hello mistress.” 

“Hello my beautiful boy, come on inside,” she replied while making way for me to enter the room. I walked in and stood at the foot of the bed with my hands behind my back looking away from her as she’d instructed. I couldn’t see her from this angle, but I hadn’t heard her move from the door since it closed, so it came as quite a shock when I suddenly felt her whisper into my ear, “You’ve always looked so good in that suit,” which she emphasised by squeezing my ass.

I jumped at the action but it was all part of what we had agreed, so I was more excited than surprised when she next spoke in my ear, “Let’s take off this jacket and get you more comfortable,” after which she helped to slide my suit jacket off my arms and onto the floor at my feet. She took a step back and more firmly this time ordered, “Pick that up.” I quickly moved to comply and felt a sudden sting of her hand spanking my backside. “What do you say when I give you an order boy?”

I was still reeling from the spank to think what the correct answer was, but apparently, my thinking was taking too long because before I knew it I was being spanked again. “You are supposed to acknowledge each order with ‘Yes Mistress’ before you carry it out. Do you remember now boy?”

“Yes Mistress,” I quickly replied, still facing away from Dorothy.

“Good boy, now, pick the jacket up and hang it up nicely.”

“Yes Mistress,” I remembered to say this time before I bent down to retrieve my jacket and hung it in the wardrobe. Once this was done, ensuring it was as neat as possible, I returned back to my previous position at the foot of the bed with my hands behind my back.

“Good boy,” she cooed, before taking a seat in a chair at the side of the room, “Now turn around and face me.”

“Yes Mistress,” the response coming automatically before turning to face her.

“Remove the shirt and hang it up nicely,” she commanded. I acknowledged her order and unbuttoned my shirt while she watched. I hung it up next to my jacket and returned to face her once more. She was clearly looking me up and down to take in all of me. Part of me felt a little embarrassed, but more than that I was feeling horny. It felt nice to be looked at, to be desired and the praise she was showering me with felt good too.

Next to go were my shoes, socks and trousers all of which she had me put neatly in the wardrobe. Once I was standing before her in just my boxers, I’d picked a nice tight black pair that it was impossible to hide my obvious arousal in, she stood from the chair and came over and started running her hands over my arms and chest. I had a pretty good body from my days playing rugby at grammar school, I have my Papa to thank for that, it was something he had encouraged both me and my brother Nick to do because he thought it would make us ‘attractive to women’, it was certainly working for me right now.

Then there was a knock on the door and a man on the other side called “Room Service”. Dorothy called back, “Just a moment,” before she reached for the top of my boxers and gave a swift tug to send them down to the floor, causing my hard cock to spring up and hit my stomach. “Let the man in David,” she said calmly and for a moment I stood there shocked and lost for words. “He’s waiting boy,” she said more firmly this time. Knowing I had to do as I was told, I turned and walked across the suite to the door. That felt like the longest walk I’d ever done.

I took a deep breath and opened the door, completely naked and my hard cock pointing straight out at the man on the other side. I noticed his eyes snapped down to my cock and quickly returned back to my face. Blushing he repeated, “Room service”, almost like it was a question. “Bring it in please,” called Dorothy from inside the suite so I stepped to one side and held the door as the man brought the food Dorothy had ordered before I arrived into the room.

“Tip the nice man, David,” Dorothy said with a hint of a smirk on her face. I walked to the wardrobe and retrieved a £5 note from my jacket to hand to him. As I did this, with no shame at all, Dorothy said, “Good boy,” which caused my cock to twitch. Looking back now, this was definitely where my praise kink started. The man thanked me for the tip and hurriedly left the room. Dorothy picked up the plate she had ordered for me and placed it on the floor by her feet. “Down boy,” she grinned and being the good boy that I am, I did as I was told.

After that day, I updated my Artist’s profile with the agency.

• Sex: Open

My name is David Nelson, and I’m a male escort. A gigolo, a prostitute, whatever you want to call it, it all means the same thing: my job is getting paid to have sex for money…well mostly. It’s not all I do, sometimes I’m hired by lonely people wanting someone to go out to dinner with them, or act as arm candy at some fancy event. In fact, that’s how this all started back when I was a poor university student.

During my second year at Glasgow University, I shared a flat with my friend Miles. Miles was everyone’s friend; he was chatty, interesting and an all-round nice guy. As far as I knew, he didn’t have a job, but he never seemed to be struggling for money in the way I always seemed to be. Sure, I was fortunate that my Papa helped pay for my rent, but with my loans paying for my tuition, what little I had left didn’t really go very far each week. Miles would often spend his evenings out, but he never brought anyone back to the flat; I even told him it was fine with me if he did. It made sense if he was getting laid all the time, he was a good looking guy, even I could see that.

One day Miles came home with a very fancy new watch on his wrist, it literally glistened when the light caught it, so I had to ask, “How can you possibly afford a watch like that? Did you sell a kidney?”

“Ha, something like that,” Miles chuckled.

“Something like that?” I repeat, confused by his response. 

Miles paused, I guess he was considering how much to tell me, and what he told me next truly did shock me.

“It wasn’t my kidney I sold, but it was a part of my body. In fact this little beauty,” referring to his watch, “was paid for by this sexy ass,” at which he literally spanked himself for emphasis. I’m sure I must have looked like a cartoon character at that moment, completely lost for words and it felt as though my jaw dropped to the floor.

After I’d recovered enough to take in what he was telling me, Miles told me how he worked for an online agency that helped connect potential clients with the escorts they represented for dates, company and of course sex.

The pieces all started to fit into place in my head then. Why he never brought any of his ‘dates’ back to the flat. Why he never seemed to be struggling for money. Why he kept some pretty weird hours. He asked me if I wanted him to refer me to be added to his agency’s list of ‘staff’ but although I didn’t judge him for it at all, I didn’t think it was for me.

I didn’t think any more about it for another couple of weeks until a particularly disastrous attempt at dating made me question what was actually stopping me from doing it. I wasn’t a prude when it came to sex, besides Miles had even told me not all of his clients wanted or even expected sex, so I could just do the dinner date-for-hire part if I was really that concerned about it. I could at least look into the agency more before I decided, rather than dismissing it completely as I had when Miles first told me about it.

So I did, Miles referred me to his agency, which apparently got him an extra bonus, and sped up the vetting process they did for all their potential new ‘Artists’ as they called them. I provided them with a few basic details including my ID and a recent picture and within a couple of days, I received a form in my inbox asking me to provide some information for my ‘Artist profile’. It was a lot like a dating profile with sections like ‘About me’, ‘Hobbies’ and ‘Favourites’. It only started to differ when it got to the section titled ‘Do’s and Don’ts’.

I guess the best way to describe this section of the profile is the agency’s way of “managing expectations” and matching the most appropriate artist to a client. It was a list of services that I had to indicate if I was willing to provide them or not, with another option to leave it ‘open to discussion’. I worked my way down the list, which started pretty tamely. 

• Dinner: Yes
• Theatre: Yes
• Cinema: Yes
• Boyfriend Experience: Open
• Events: Yes
• Overnight: No
• Sex: No

With a number of follow-up options that were greyed out once I selected No to Sex. Artists could update their profile at any time, so I figured I’d start without the sex and see if I even liked being an escort first. 

The final section was on preferences:

• Girls: Yes
• Guys: No
• Age: Open
• OF/JFF: No

After completing the form, I hit submit before I thought too much about it. From there I just had to wait for my first client.