An Unexpected Event at Company Conference

At a company conference last July, I shared a room with a really good workmate, Shane. He's very straight but we had love for each other and went out partying as friends often. Completely platonic.

When roommate selection came up for the 3-day conference, Shane and I decided to bunk together. It was going as expected until night two when after a night out, a group of us went to a bar for kick-ons and met a few other people. We ended up closing out the bar with Reagan and two other girls, so invited them all back to our room for minibar drinks. The girls bailed for McDonalds as we were waiting for a taxi, but Reagan was still keen. He seemed like a fun guy and we connected because he was from my hometown and supported the same AFL team as Shane.

After some further drinking, Shane ended up passing out on his bed and me and Reagan kept talking. While Reagan poured us another drink, I hopped onto my bed. Reagan passes me a drink and joins me on my bed. I feel a little awkward but we keep chatting.

I feel a shift in the mood when Reagan dims the lights and starts asking me about my sex life. After about 5 minutes he starts undressing me. I'm a little shocked because I had no intention of the night going this way. I assumed Reagan was straight.

At this point I'm fully naked and I remember feeling anxious about being the only one, but I didn’t resist. In fact I remember being especially turned on. Reagan was handsome and had the most beautiful green eyes.

He starts to slide fingers in my ass and pulls his boner out. He whispers in my ear, "Can I fuck you?" The idea of getting caught was exciting but scary. I nod and whisper back, "I'd love that". I grab his cock, it must be at least 8 inches although I'm more surprised by the volume of pre-cum spilling from it. He pushes his arm under my ass and lifts me on top of him. He's still fully clothed except for his raging boner at full attention.

I'm facing the ceiling with him under me. I feel his boner bounce between my thighs. I squeeze it between my thighs to get a feel the size of it. It's hefty. I wonder how he'll get it in me without lube, but am amazed at his skill. The buckets of pre-cum helps.

He slowly inserts his cock into my ass. I start to break a sweat, he spits in his hand and rubs it over my ass hole. He carefully pumps his cock, slowly going deeper in my ass. The pressure is incredible. Once it's all the way in I speed up my hip thrusts and I go unto a trance. I'm completely lost in the act. All I remember is they way his cock felt exerting so much pressure, and my hard cock flinging pre-cum everywhere as I bounced.

As I gyrate on his cock I notice Shane stirring in his bed but I'm so crazed I can't stop, so I keep bouncing while keeping an eye on him. I assume that if he sees us he'd just turn around, but he doesn't. He's watching us but before I stop out of embarrassment I notice Shane takes his phone out and positions the camera toward me. It's clear he's recording. I let it happen and keep going. Shane starts playing with himself over his clothes. I'm intrigued at his curiosity and I become even more turned on. I become a little more theatric while riding Reagan by spreading my legs so Shane can get a better view and lengthening my thrusts so Reagans cock head almost falls out at the top of each thrust.

Shane, still unaware I'm watching him, pulls his cock from his shorts and I see his boner for the first time EVER. I forget to breath. It's a modest 6 inches from what I see and I was impressed by his large balls and watching his foreskin wrap and unwrap his fat mushroom head while he stroked.

This is all so fucking crazy, like what the hell is going on. I'm overwhelmed because an attraction to Shane developed within seconds. I immediately feel myself getting harder and my asshole grip tighter. I momentarily forget that Reagan is balls deep until he grabs my hips and pulls me down hard.

I'm startled which makes me refocus on Reagan's cock thrusts, now so deep I feel a click and pop in my ass as he stretches me out. I groan, and feel his cock start to pulsate, so I bare down and grip my hole tighter. I can feel the pressure in my stomach. Reagan trembles while I feel my ass filling up with every cock pulse. He tries to keep his voice down but can't help letting out a moan as his body spasms. He lifts me off him and starts to make out with me for a minute before he passes out.

I notice Shane still watching me. I get up and pretend to stumble over to the couch. He hides himself. I fall on his bed and move my ass close to him, hoping he would stick his cock in. Nothing happens, he doesn't move. He thinks I'm drunk. After a minute I back my drenched ass onto his boner and finally he drives his cock in. I keep dead still.

Shane hardens and cums as soon as he's inside me. He then laughs under his breath saying, "holy fuck, I can't believe that just happened". I pretend to be passed out. He puts his hand on my shoulder and checks but I keep my eyes shut and don't respond. I want him to think I wasn't aware of what just happened because I don't want anything to change between us. He stays inside me, slowly and gently thrusting while breathing in my neck. I'm confused as to why he hasn't pulled out yet, still rock hard. He definitely came because I felt it.

After about 10 minutes of his slow trusts, he begins to spasms again and I feel his cock pulsate. He mumbles, "holy fuck" a few times under his breath.

I wait for him to sleep. I slip out and slink off the bed, desperate to empty my ass of their massive loads. I get back into bed with Reagan.

The next morning, Reagan and I go for breakfast while Shane sleeps. I say goodbye to Reagan in the lobby and head back to the room. I act how I normally would with Shane, saying that last night was a blackout for me. He seems relieved, "you don't remember anything" he asks. I assure him I don't. The rest of the conference is uneventful.

A year later Shane still thinks only he knows what happened that night.