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Saturday night rolled around, and Jason, my straight 21 year old roommate and I (28 at the time) were both lounging in the living room. The TV was on mute, and the light from our glowing screens reflected off the darkened windows, giving us an eerie, blue-tinted glow. We were knee-deep in a cutthroat game of Halo, the controllers clutched in our hands like the reins of a wild horse.
"Hey," Jason said casually, not taking his eyes off the screen. "You planning on getting dicked down tonight?"
I paused, my thumb hovering over the B button, and glanced at him. "You really don't mind talking about this?"
He shrugged. "Why would I?"
"Well, some straight guys get weird about it."
"Some straight guys are weird," Jason said, popping off a headshot. "But I'm not. You're my roommate. You're cool. Why should I get weird?"
I couldn't argue with that. "Yeah, okay." I took a deep breath and told him, "I wasn't really planning on it tonight. Just thought I'd stay in, maybe chat with some folks online."
"Online?" Jason looked genuinely curious. "You mean like, looking for someone to come over?"
"Or just someone to chat with," I said, a little defensively. "It's not all about sex, you know."
But Jason was nodding, his eyes still glued to the game. "I get it," he said. "But if you are looking, maybe you should put something up. Gay.com or something. Just to see what's out there."
I raised an eyebrow. "You know about that?"
"You think I don't know how the internet works?" He smirked. "I have other gay friends, you know."
SUMMARY^1: (1) On a Saturday night, Jason and I played Halo in the living room. (2) Jason casually asked about my plans for sex that night. (3) I was surprised by his nonchalance. (4) He said he didn't get weird about it, being cool with my lifestyle. (5) I considered the idea. (6) He suggested I use the internet to find someone. (7) I felt slightly defensive, pointing out that I might just want to chat. (8) He knew about gay hookup sites, proving his openness and knowledge of my world.
So, with Jason's encouragement, I fired up the old desktop and went into a chat room. The usual - 6'6, 190, total bottom, with a face pic.
"You always bottom?" Jason called from the couch, his eyes never leaving the screen.
"What?" I was caught off-guard.
"When you hook up with randoms," he said. "You're always the one getting fucked?"
"Yeah," I said, clicking through profiles. "I mean, I've tried it both ways, but if it's someone I don't know, I just prefer it that way."
"Why?"
I took a moment to think. "I don't know," I said finally. "It's just easier. More comfortable. And with someone I know, it feels more...intimate."
Jason nodded. "Makes sense," he said. "So, you're basically saying, if some guy hits you up, you're down to get your ass pounded?"
I rolled my eyes. "You put it so eloquently."
He grinned. "Hey, I'm just making sure I get the gist of it."
We both laughed, and I couldn't help but feel a little more at ease. Maybe having a straight roommate who was cool with this kind of conversation was the best thing that had ever happened to me.
"Okay, okay," I said, navigating through the sea of profile pictures. "What do you think about this one?" I asked, pointing to a 20-year-old Puerto Rican guy named Manny. He had a smoldering look in his eyes that made me want to melt into the screen.
"Looks like he's packing," Jason said, leaning in to get a better look.
"That's what his profile says," I said with a smirk. "He claims to have a monster cock."
"Well, if he's lying, he's not going to get very far with you, is he?"
"True that," I said, sending a message.
Manny responded almost immediately. The chat was straightforward—no beating around the bush. He needed to fuck some ass, and he was happy to hear that I was down to bottom and suck him off."
"What's he say?" Jason asked, his curiosity piqued.
"Just the usual," I said, rolling my eyes. "Wants to know if I'm down to get fucked. You sure you're cool with this?" I asked.
"Yeah," Jason said, scrolling through the chat. "It's your business. I love how with you gays this is so much easier. As he read, his eyebrows shot up. "Damn, he's not shy, is he?"
"No," I said, smiling. "But that's what I like. No games."
"So, what's the plan?" Jason asked. "You're going to give him what he wants?"
"Yeah," I said, feeling a thrill run through me. "Why not?"
"Because," Jason said, "you know I'm going to want to hear every. Single. Detail."
I laughed. "Deal," I said, and gave Manny my address.
The anticipation grew with every ding of the message notification. We talked for a bit longer—Manny's messages growing more and more explicit as he described what he was going to do to me. I felt my cock thicken in my pants just thinking about it.
"You sure you're okay with this?" I asked Jason, who was now leaning over my shoulder, watching the conversation unfold.
"Yeah," he said, his voice a little tighter than usual. "Damn, he sounds like he's going to fuck you silly. And from behind like the slut you are!" he chuckled a little.
"Jason, seriously," I said, a hint of annoyance in my voice. "You don't have to get into this."
"What?" he said, playing dumb. "I'm just saying, I'm looking forward to hearing the show. Maybe it'll give me some inspiration for my own night."
"Fuck you," I said, swatting his arm, but the grin on his face didn't falter. I couldn't tell if he was joking or not, but the thought of him listening in was suddenly hot. It was like having an audience, and that was something I hadn't experienced in a while.
"Just kidding," Jason said, but the smirk didn't leave his lips. "But, for real, if you're going to be that loud, maybe we should talk about soundproofing."
I shot him a look. "I'm not going to be that loud," I lied.
"Oh, come on," he said. "You're going to be taking that big, cut dick like a champ. You're going to be screaming for more."
"Jason," I warned.
"Okay, okay," he said, holding up his hands. "But you can't blame me for hoping."
The banter continued as we both pretended like we weren't looking forward to the impending hookup. The tension in the room was palpable—like the air was thick with anticipation. And maybe it was the thought of Jason listening, or maybe it was just the thrill of a new conquest, but my body was practically humming with excitement.
Manny arrived exactly when he said he would—prompt and eager.
"Hey," he greeted us both, his gaze sliding over Jason with a hungry look before returning to me. "I'm Manny."
"This is Jason, my roommate," I introduced, gesturing to the couch.
Manny's eyes lit up with a devilish spark. "Nice to meet you," he said, extending a hand. "I'm Manny."
"Likewise," Jason said, taking his hand firmly. "So, you guys gonna...uh, you know, get busy?"
Manny nodded, a knowing smile playing on his lips. "That's the plan."
Jason leaned back, his eyes glinting with mischief. "You know sometimes it gets a little lonely in here. Would you mind leaving your door open? Just so I know you're okay."
Manny's smile grew wider. "I mean, I'm okay with an audience..."
"Audience?" I sputtered.
"I'm just saying, it could be fun," Jason said, waggling his eyebrows.
I stared at him in disbelief. "You're joking, right?"
"It's cool," Manny said, shrugging. "It turns me on knowing someone's watching."
My cheeks flushed. I was so confused. "I don't know..." I started to protest, but the excitement in my voice betrayed me. But why was I excited for my straight roommate to watch me get fucked in the ass?
"Come on," Jason urged. "It'll be like a little show. Live porn, right in my own home."
Manny's eyes were on me, eager and hopeful. "You into it?"
I took a deep breath, then nodded. "Fine. But if it's going to be a show, then let's make it worth watching."
Jason clapped his hands together, grinning. "Alright, I'll grab some popcorn." I didn't know if he was joking.
Manny and I headed to my bedroom, leaving the door side open. My heart was racing as we began to undress, the sound of our movements seemingly amplified in the quiet of the apartment. His eyes devoured me, and I could feel Jason's gaze from the living room. It was weird, but also thrilling. I figured Jason would call the bluff and come close the door? I didn't get any gay vibes from him!
"You ready for this?" Manny murmured, his hands tracing my waist and sliding down to my ass.
"More than you know," I said, pushing him onto the bed.
We kissed, and I could feel his excitement growing, his cock pressing into my thigh. The thrill of Jason watching us only made me want it more. I didn't look toward the open door. I got on all fours on my bed.
Manny grabbed the lube from the nightstand and slicked up his cock. "Ready for this?" he murmured, his breath warm against my ear. I nodded, my heart racing.
With one hand, he spread my cheeks apart, exposing my eager hole to the cool air of the room. The tip of his cock pressed against me, and I felt him hesitate for a moment, as if waiting for a sign. Then, with one swift, sure stroke, he was inside me. I gasped, my eyes watering with the sudden fullness.
He began to move, his thrusts starting off slow and gentle, but quickly growing more intense. Each time he pushed in, he whispered, "Your roommate's watching how good you take it, isn't he?"
I moaned, not caring if Jason heard. The thought of him watching, knowing that he knew I was a bottom, was oddly freeing. It was like I was finally letting go of any last shred of self-consciousness I had about my sexuality.
Manny's cock grew slick with lube and sweat as he pumped in and out of me. His hips slapped against my ass with a steady rhythm that echoed through the room. The sound was unmistakable, raw and carnally satisfying.
He leaned over, his breath hot against my skin. "You like that, don't you?" he whispered. "You like being watched."
I nodded, unable to form words. The heat of his body, the pressure of his cock inside me, and the knowledge that Jason was out there, hearing it all, was overwhelming.
Manny took my nod as encouragement and picked up his pace. I could feel him getting closer to his climax, his strokes growing more erratic. "You're so fucking tight," he groaned. "So perfect."
And then, through the haze of pleasure, I heard a voice—Jason's voice, clear as day. "You guys okay in there?"
Manny's rhythm didn't falter. "Oh, we're great," he called back, his voice thick with desire. "Couldn't be better."
I bit my lip, trying to hold back a moan. It was like Jason had a direct line to my brain, poking and prodding at my deepest desires. And here I was, living out a fantasy I hadn't even known I had.
"Good," came the response from the living room. "Just checking."
Manny didn't miss a beat. He grabbed my hips, pulling me back onto his cock, his thrusts growing more powerful with each one. I could feel his muscles tensing as he started to fuck me harder, his words becoming more urgent. "You like having my cock in you, don't you?"
"Yeah," I breathed, the word barely leaving my lips. "So much."
He leaned down, his chest pressing against my back. "Tell me how much you love it," he demanded, his breath hot against my neck.
"I love it," I moaned. "I love your big, hard cock filling me up."
"That's right," he murmured, his hands tightening on my hips. "You love it when a real man fucks you like a bitch."
The words sent a shock through my body, and I felt myself getting even wetter. It was crude, but it was exactly what I needed to hear in that moment. And knowing that Jason was out there, listening to every word, was making it even better.
Manny's strokes grew faster, his grunts getting louder. His hand reached around, wrapping around my cock and stroking me in time with his thrusts. "You're going to cum for me, aren't you?" he asked, his voice a mix of demand and seduction.
"Yes," I panted. "Oh, God, yes."
"I want to hear you scream," he said, his hips slamming into me. "I want Jason to hear how much you love it."
And so, with each thrust, I grew louder, my moans turning into cries of pleasure. The sound of skin slapping against skin filled the room, the headboard banging against the wall. And through it all, I could hear Jason's muffled voice from the couch, cheering us on.
"Fuck, yes," I screamed. "Harder, Manny, harder!"
He obliged, his grip on my hips tightening even more. The orgasm built in my belly, my balls tightening. "I'm going to cum," I warned.
"Cum for me," he said, his voice strained with his own need. "Cum with my cock deep in your ass."
And with that, I did. My body spasmed, my cock shooting ropes of cum onto the bed. Manny's strokes grew erratic, and then he was cumming too, filling the condom with a low, satisfied groan.
We collapsed onto the bed, both of us panting and sweaty. For a moment, we lay there, basking in the afterglow. Then, Manny leaned over and kissed me, his tongue probing my mouth. "Thanks for letting me fuck you," he said, his voice still thick with lust.
As he pulled out, I heard the rustle of fabric from the living room. "You're welcome," I murmured, my eyes on the open door. Manny chuckled, standing up to grab his clothes. "I'm pretty sure he enjoyed it," he said, winking at me.
As Manny dressed and left, Jason remained in the living room, giving us the illusion of privacy. But the moment the door clicked shut, he was there, his eyes alight with a mix of curiosity and something else I couldn't quite pinpoint. "Well," he said, "that was...interesting."
I rolled over, my ass still tender from the pounding it had just received. "Yeah, you could say that."
"So, what was it like?" Jason asked, his tone casual.
"It was good," I said, not quite meeting his gaze. "He knew what he was doing."
"I could tell," Jason said, his eyes dark. "You seemed really into it!"
"I didn't exactly hold back," I admitted.
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