My straight roommate wanted to try it for the first time
It’s been a while since I last updated you on what’s been going on with my roommate, the one who was supposedly one hundred percent straight, and the truth is that a lot has changed in these past few months. But the important thing happened in January, so let me bring you up to speed, because I have quite a bit to tell you.
For anyone who doesn’t know the beginning, I’ll sum it up: we’ve been sharing a flat for almost two years, one random night something sparked between us and we ended up in bed. Bruno made it clear the next day that it meant nothing, that he was straight and didn’t want anything serious with me. I told him that sounded perfect to me, that when both of us were horny we could fuck and then keep being friends like nothing had happened.
The problem was doing it at home. We had a third roommate, Lorena, and one of the rules she set when renting the room was not to turn the flat into a fuckpad. So we made use of the afternoons when she wasn’t there. Sometimes we even warned each other when one of us was going to bring someone over, so we could line up: me fucking some guy in my room and him having a girl in his, listening to each other moan through the wall. I confess that part turned me on like crazy.
Other days, with nobody else involved, the afternoon would slip by with blowjobs, console games, and me getting on all fours for him. Bruno had really got the hang of me. He fucks with a force that’s scary, can last an incredible amount despite the pace he sets, and on top of that he makes sure I’m enjoying it. I don’t usually bottom, but I’d say my best fucks have been with him. I was starting to get a taste for having him shove it in me.
Because I’m versatile, and although I love being fucked, most days my need to get my cock into someone wins out. I know receiving is more pleasurable, but there’s something about being in control, setting the rhythm of the thrusts, knowing that with every movement I’m making another man come that drives me insane. Just imagining some guy on all fours waiting for my cock gets me hard. And if he lets me smack his ass a little while I’m pounding him, even better.
***
The thing is, one night we were both having dinner on the living room sofa. I was on my phone, chatting on an app with a guy I was planning to fuck that same night, and Bruno had a date with a girl. The conversation was heating me up, and since I was wearing pajama pants, my bulge started to show without any way to hide it.
“You bastard,” he said, staring straight at my crotch. He put his hand on me, held my gaze, and added, “they must really be getting you worked up for you to be like that.”
He started rubbing me over my clothes, slowly. I pushed his hand away.
“Stop, man, I want to save myself for the guy. Besides, didn’t you have a date too?”
“She just stood me up, the clever bitch,” he said, grabbing my balls over the pajama fabric. “Come on, you faggots are so filthy. I’ll fuck you now and then you can fuck the guy from the app, since that’s what you lot are, insatiable.”
I was almost ready to agree. But between how long Bruno takes to come, how badly I wanted to bury my cock somewhere, and the fact that I wanted to go to bed early, the math wasn’t working for two fucks. I didn’t even know if I’d have time to wait for the guy from the app, let alone fuck twice.
We spent a while joking around: I kept pushing his hand away, he pulled his cock out and jerked it a little, I took mine out, kept eating and didn’t let him touch me just to piss him off. Friend stuff, I guess. In the end I made it clear I wasn’t in the mood, that what I wanted was to stick it in someone and that, unless he was offering me his ass, I planned to keep going with my plan.
He went quiet. And that silence sounded really weird to me.
Is he actually thinking about it?
He didn’t answer, so I finished dinner. Just as I was about to clear up, the guy from the app texted me saying we’d better leave it for tomorrow. That wasn’t a drama for me: I could settle for Bruno’s cock and, at the same time, sell it to him as if I was doing it for him. I got up, went to the kitchen to throw away the leftovers, and when I came back to the living room, I found him still lost in thought.
“Fuck, you’re quiet as hell, bro. Are you thinking about letting me fuck you or what?” I said it half jokingly, but in a serious tone.
“Yeah, man. I don’t know whether I should dare.”
***
When I heard that, I went over and gave him a proper tongue kiss while running my hand over his chest. He pulled away a little.
“Look,” he said, “the last times we’ve fucked I’ve seen you enjoy it so much that I got curious about what it feels like. But if we do it, you have to promise me you’ll be gentle, because I’ve heard how you go at the guys you bring home.”
“Don’t worry,” I replied, winking at him, “I’ll be a perfect gentleman.”
Our mouths found each other again. I pulled his pants down to start touching him, he did the same to me, and between kisses we headed to his room. We lay down on the bed and kept making out, jerking each other off. I noticed his hand speeding up, and suddenly he stopped kissing me to take my cock in his mouth. Fuck, the bastard had really improved his technique over these months.
I enjoyed the blowjob for a while and then positioned him at the edge of the bed to return the favor and, at the same time, start working his ass with my fingers. I tried putting one in, but it bothered him. After all, he was a guy who had never explored that area; it was hard to open him up and I could feel how tense and nervous he was. So I changed tactics and went down on his ass.
That blew his mind. Not only could I feel him relaxing little by little, but he also started moaning in a way I’d only heard from him when he was about to come. I stayed like that for quite a while, eating his ass while he slowly jerked off, until I felt him become fully receptive.
I put my cock back in his mouth and tried again with one finger. This time it went in perfectly. I followed with a second, which took a bit more effort, but he finally gave in. I was sucking the tip while moving my fingers inside him.
“Bastard, I’m fucking loving it. If you keep this up, I’m going to come,” he told me between gasps.
I stopped sucking him and focused on opening him up properly, looking for his prostate until I managed to get a third finger in. I played with him a while longer and then reached for the lube. I squirted a good amount onto my cock and another onto his ass. Since he was already at the edge of the bed, all I had to do was lift his legs. I asked if he was ready, he said yes, and I started pushing into him very slowly.
When I was halfway in, I leaned down to kiss him until my balls were pressed against him. He was incredibly tight. Every brush against him sent me to the moon, and I had to consciously hold myself back, because if I let go I’d start pounding him like an animal.
“Tell me if it hurts,” I whispered.
***
I started pulling out and sliding back in very slowly. I kept that up several times, until I tried pulling out a little more and driving in a bit faster, which drew a moan from him. It was exactly what I needed to hear to know he was ready for more. Just in case there was any doubt, he looked at me and nodded.
“Do you want me to fuck you harder?” I asked, looking him in the eyes.
“Please,” he answered.
“Are you sure? Yes or…?”
“Yes, yes, I— aaah!” He couldn’t finish the sentence, because I was already really going at him.
I started fucking him much faster and deeper. I could feel my balls slap against him every time I buried myself to the hilt. I gradually picked up the pace and we were both moaning like crazy, him especially; I had never heard him like that. He was a different person, loose, surrendered, with no trace of the guy who two hours earlier swore that this wasn’t for him.
I kept pounding him for as long as I could, until I felt myself about to come. He hadn’t wanted me to touch his cock, because he said he didn’t know if he’d be able to hold out without coming too soon. But when I saw I only had a little left, I started jerking him off, and he came almost immediately. Between how tight he was and the contractions of his orgasm, I couldn’t stop myself from coming too. I pulled out in time and unloaded over his abdomen, mixing our two spurts together.
I collapsed beside him and we stayed lying there for a couple of minutes, recovering from the insane fuck.
“I guess I’m one of your faggots now,” he said suddenly.
“What?” I asked, not fully understanding.
“That I liked it, dummy. I think after this I can’t really consider myself very straight anymore.”
***
Since that night we’ve fucked many more times. Bruno discovered that he likes bottoming quite a lot, and I’m delighted with the discovery: when I feel like it, he fucks me; when I don’t, I fuck him. It all flows better than ever.
Lorena eventually found out and asked us to move out. Better for us, honestly: now we live alone together in a two-bedroom apartment that costs us the same and is much brighter. And, above all, without absurd rules about who we can bring home.
I’ve started to feel things for him, and I think he has for me too. But I don’t know if he’s ready to date another man and everything that comes with that. For now he’s only told a couple of friends that he’s bisexual. He’s still coming to terms with it.
A week ago he asked me for exclusivity. He told me he wanted to be with me, but that I should respect his timing, that for now he’d rather not call it a relationship. So now I have a… exclusive lover? Something like that. It’s only a matter of time before he fully accepts it. At first I thought about it, because I’m already old enough not to be escorting someone through their coming out, but the truth is I think I can give him a couple of months. For him, however long it takes.
And that’s it, you’re all caught up on what’s happened with my roommate. What do you think? Writing it has made me relive a lot of emotions from these months, and I admit I’m dying for night to come so I can fuck him and watch a movie on the sofa afterward.