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I was nineteen when my first with a man happened. It was with one of my best friends, and it was the kind of scenario that could only happen in gay porn. I should know, because I’ve watched a lot of it since then.
But at the time, I wasn’t even curious. Of course, that’s how it starts in some movies. Like I said, it was one of those scenarios.
Casey never gave me a reason to think he was anything other than straight. We shared stories of girlfriends, or girls we liked, and there was never any weird undertones to any of it. We were just two typical young guys who thought about women all the time, probably jerking off as we did it.
But that was something we never shared. Until that Saturday night in October.
It was 2014, and I still lived at home. My parents were away for the weekend, and since I had the house to myself, I’d invited Casey over. We had pizza delivered, watched a game, and spent the rest of the evening hanging out on the couch. I was channel surfing, and having no luck finding something to watch.
“All these channels and nothing on,” Casey muttered.
“Right? I could put a movie in.”
He nodded. “That works. Got any Kung Fu movies?”
“Jesus,” I said, “you and your Kung Fu movies.”
“Hey man, that’s high art you’re talking about.”
“If you say so,” I laughed. I moved to stand up, when the TV landed on two naked women making out.
“Woah,” Casey said. “Cinemax?”
“Yep.” I looked at him, and motioned toward the screen. “Are we watching this?”
“Sure. I pretend to have all the time, might as well watch other people do it too.”
I tossed the remote onto the coffee table and sat back. The scene featured two tanned blondes kissing and taking their clothes off, as generic hornheavy jazz played in the background.
“I thought you and Nikki were still dating,” I said.
“Eh,” he grumbled under his breath. “I mean, we are, I guess. But I haven’t seen her lately, and we’ve only fooled around anyway.”
“So you haven’t?”
“Nah. It’s cool that we haven’t, though. She’s a nice girl, and I like spending time with her.”
“Man,” I said with a smile, “big softie over here.”
He shot me a cold stare. “And I supposed you’re getting all the you can handle from Kate?”
I shrugged. “Yeah, good point. I mean, we have, but yeah, I just don’t know if it’s going anywhere. Plus, she’s heading to college soon. When that happens, I don’t know how we’ll make it work. If we can make it work, I should say.”
The softcore porn stars were in a , mimicking oral , as Casey spoke.
“Not bad,” he said. “At least they’re hot.”
I looked at him, and pointed through the wall toward my bedroom. “I’ve got the real thing, if you’d rather have that.”
“You’ve got two hot girls in your room? You been holding out on me?!”
I stood, and headed out of the room. “Real porn, asshole,” I said over my shoulder. I went to my room, opened my closet door, and grabbed a small cardboard box of DVDs down from the shelf. Casey had followed me in, and sat down on the bed behind me.
“What’s the selection,” he asked.
I held them up one by one, narrating the move as I did it. “s. y babysitters. y babysitters. Orgies. Casting couch.”
“Orgies,” he answered.
I tossed the DVD over my shoulder. “Heads up.”
Casey caught it, and glanced at the cover. “Damn. Hot.”
I checked my watch, and stood to face him. “I’m wiped out, man. I think I’m gonna crash.”
Casey nodded and headed for the door. “I’ll probably stay up for a bit.”
“Try to keep it down in there,” I said. “That one can get loud.”
……
By the time I’d brushed my teeth and rounded the corner back to my room, the hallway was dark. That meant Casey had turned off the lights in the living room. It also meant that maybe he didn’t have clothes on. The thought made me chuckle under my breath, and I decided to go check on him.
I stopped just at the edge of the living room, and contemplated shouting to scare him. After all, I was far enough from the back of the couch that he couldn’t see me. He was about fifteen minutes into the movie, and a fouronfour fuck session was happening on the screen. A fully clothed Casey had kicked his feet up onto the coffee table, his arms resting on top of the couch, as he watched.
I decided to leave him alone, and headed back to my room. I went in and cracked the door shut, stripping down to my underwear. I fell into bed and was asleep in no time.
……
I woke up to the sound of my door being closed, and immediately checked my alarm clock. It was three am, and I rolled over to go back to sleep. But a few minutes later, the urge to pee hit me. “Shit,” I mumbled.
I sat up, swung my legs over the side of the bed, and sat there for a moment. Had Casey come into my room? I clicked on my bedside lamp, and noticed the stack of DVDs was gone from my dresser.
I headed to the bathroom, and once I finished, I turned for my room. But for whatever reason, I stopped. I wondered for years afterward what made me do it. The TV was low enough that I could barely hear it, and I didn’t hear Casey at all. But I changed direction and quietly headed back to the living room anyway.
That single redirection changed everything.
I wasn’t prepared for what I saw, though I probably should’ve been. Casey’s clothes were on the floor, and he was on the couch, his legs spread on the table. I couldn’t see what he was doing, but the steady movement of his right shoulder gave it away, of course. But once again, I made the decision not to exit back to my room.
The orgy scene had changed, and there were several people in various different positions. It was near the end, as one by one, the guys pulled out and came on backs, on tits, on asses, and in mouths. Casey’s shoulder began to move a little faster, as he whispered, “Fuck yeah.”
I was hard as I watched, and as I watched him. I remember thinking it was more for the movie, but honestly, I couldn’t say that for sure. That fact alone maybe should’ve scared me. But I just kept standing there, watching.
At some point, I’d reached into my underwear and was stroking my cock. My heart was racing, and though I didn’t know what was happening, I didn’t care. The idea of Casey turning around didn’t even phase me. My eyes were fixed on the TV, and on him, at the same time. The orgy finally finished, and the screen went black for a moment before lighting up to the next scene.
Suddenly, Casey looked at me over his shoulder. The move was so quick we both cursed at the same time.
“Jesus,” he said. He sat up and scanned the floor for his clothes. “I’m sorry, man, I know this is fucked up.”
“It’s okay, dude. Hell, I gave you the porn, what were you supposed to do with it?”
“Well,” Casey laughed, “I can’t argue with that. Plus, I mean, you’re busy back there, too.”
I let go of my cock, and pulled my hand out of my briefs. “Yeah, well.”
“I can’t blame you.” He pointed to the TV. “This movie is great.”
“Oh, I know. I see you grabbed the other ones.”
“Yeah, I thought I’d go through them.”
We were both quiet for a long moment and eventually went back to the TV. The next scene was in full swing, as a gorgeous redhead was on her knees, deepthroating a cock that she couldn’t quite handle.
Casey made no move to put his clothes on, and I made no move to leave the room. It was awkward. But maybe not as awkward as it should’ve been. After all, we’d never been in a situation like that together before.
Just walk away, I thought. Walk away and go back to bed. Go to bed, jerk off, and go back to sleep. What was the problem?
“So,” Casey finally said, “I’d grab my clothes, but you know…I’d have to get up.”
“Right,” I laughed.
“Also,” he stammered, “I’ve got…well, I’ve got this too.” He motioned to his crotch and the hardon I couldn’t see.
The nearquiet moans from the TV got his attention again. The redhead was still sucking the first cock, but was stroking a second one, while she was being eaten out by a brunette with big tits.
“I mean, it is pretty great,” I said.
Without thinking, I moved closer. Casey grabbed a pillow and quickly covered himself, as I sat down on the opposite end of the couch. I was as far from him as I could be. We both watched the TV and didn’t look at each other.
After a few minutes, the awkwardness had faded. At least, it had for me. My erection, which never really left, was harder than before, as I watched both women kiss while getting fucked from behind. Out of the corner of my eye, I watched Casey stroke himself under the pillow. I slipped my hand into my underwear again and began doing the same.
We both continued through the entire scene, and the more I got into it, the less I realized what was happening. My heart was racing again, and the only thing I wanted to do was cum. Well, it wasn’t the only thing.
Fuck it, I thought, and slid my underwear off, revealing my hard cock. Casey noticed, and removed the pillow from his lap.
To say that he was big is an understatement. He was much bigger than me, both in length and width. His cock curved upward, the tip resting on his stomach. My heart threatened to pound out of my chest as I watched him touch it and for a moment, I thought about grabbing it.
What the fuck was going on?! What was I thinking? Was I gay?
I could hear his breathing, and when I finally got the nerve to look at him, he was staring at my cock. I kept stroking, matching his motions as I did it. I didn’t know how close he was, and I didn’t dare ask. But I knew it wouldn’t be long for me, unless I stopped.
That’s when I sat forward, took a DVD from the stack, and stood up. He stopped, and stared up at me.
“We could watch this one in the bedroom,” I said.
“Yeah, okay,” he said a little breathlessly. “I mean, if you’re sure.”
“Not sure of anything right now, but…” my voice trailed off as I looked at his cock. “Yeah, let’s go.”
Stay tuned for Part 2, coming soon!
