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?’