Games

7

We were in Oliver's room in Matt's house, which was quite a large place in the nicer part of town. There were multiple rooms and two or three bathrooms, but it was nowhere near a mansion, of course. Matt's parents were simply well-off and trusted him enough to live in the house alone whilst they were on vacation, somewhere in the Caribbean.

That was where other Matt - or Matty - Lee, and Oliver were staying, each having a room of their own. At the moment Lee and Matty were at work while Matt and Dan were off meeting with Max and Chris. By this point everyone knew that Oliver and I had grown close - they just didn't think it was in a sexual way, although they did make jokes about it every so often. We were both gay, found each other insanely attractive, and we weren't doing anything? It sounded absurd to me too, so I knew they had suspicions.

That aside, we were in his room, the door locked just in case. We weren't going to repeat what happened with my mum - no thank you.

My hands were handcuffed together with fuzzy black cuffs that Oliver had for some reason - well, this exact reason. The chain between the cuffs went around a bar at the head of his bed frame, keeping me in place. Oliver was at the end of the bed, standing in only his boxers; I wore nothing, leaving myself completely exposed for him. It was amazing how comfortable I'd grown to be around him; just a few weeks ago and I would have been so shy doing something like this. But I had needs, and he fulfilled them.

Crouching down, Oliver began to rummage through things under his bed, pulling out a shoebox and setting it on the bed. I had absolutely no idea what was coming next, but I had a feeling it had something to do with what he whispered to me a couple of days ago. I hoped it was.

Opening up the shoebox, he pulled a bag from the inside, the familiar design of the sex shop downtown on the bag. My eyes widened, heart racing in anticipation for the upcoming events.

"Remember what I told you a few days ago?" He smirked, holding the bag up for me to see and raising his eyebrows suggestively, biting on his bottom lip. I nodded slowly, never taking my eyes off of his hands as they dove into the bag and pulled out what looked to be a small remote first. He set it on the bed and reached into the bag again, slowly drawing out what looked to be exactly what it was - a butt plug. And judging by the remote I knew that it was going to vibrate. Fuck.

"We're going to have some fun today, aren't we Joshie?" Oliver asked, basically repeating the words I was already thinking. I shook my head yes, feeling my dick harden at the thought of what was about to happen.

He crawled onto the bed on his knees, inching over to me with the plug and remote in hand. "Spread your legs further," he ordered, humming in approval when I did, the heels of my feet digging into the mattress for extra support. There was some strain on my upper thighs that I knew would get worse the longer I kept them like this, but I'd done it before.

"Have you ever heard of orgasm control?" He asked me as he opened a bottle of lube and began smearing it on his fingers.

"Mhm," I mumbled, not particularly paying attention to the words "orgasm" and "control", too busy focusing on Oliver's fingers now sliding in and out of me quickly, stopping sometimes to massage at the sweet spot inside of me.

"You know what's coming right?"

"Yes," I breathed, closing my eyes to savor the way his fingers prodded and rubbed at that particular spot. Almost immediately the blood rushed to my cock and I began to harden, his fingers brushing along my length only helping the process.

All too soon his fingers left me, leaving me feeling empty and craving for something to replace that feeling. I got what I asked for when he began to slick up the plug and slowly pressed the end of it against my entrance. He pushed it in slowly, letting me adjust to the way it felt inside of me. It was a weird feeling, with how smooth it was and the way the stopper (I guess you could call it that) at the end of it - that prevented it from basically disappearing - pressed against my skin somewhat, but it was also a comfortably full feeling and I found myself already enjoying it. The plug was definitely smaller than Oliver, but it did its job.