“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