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.”