During my junior year in college, I lived alone in a small city apartment. My entire social life consisted of short, random conversations with students in my classes, or coworkers at my warehouse night job.
I didn't mind. I was lonely, but not that lonely. I wanted a girlfriend. Someone to love. I played video games. I jerked off 2 or 3 times a day. It had been this way for some time. In the past year all my friends had graduated and moved away. My casual approach to my studies had held me back.
I drank and smoked pot. The pornography I sought out became more varied. Almost by accident, at first, I began to focus on cocks as I watched women get fucked. I discovered shemales and dickgirls. Feminine but hard. Written fantasies, especially, pushed the boundaries of what I found myself turned on by. Written porn made it easier to imagine, and I would find myself imagining the girl with a cock in her mouth. In my mouth. But I didn't think of myself as gay at all. I liked girls. Maybe a bit curious, at most.
The best stories would catch me off guard. The guy seduced into dressing like a girl with promises of sex. Then presented as a sorority pledge at a frat party, and resigned to grind and suck cock until the promise of pussy was fulfilled. The boyfriend lured into a potential swap, only to have his girlfriend gangbanged, and he, forced to clean up before taking his turn.
I recognized a slightly submissive, feminine disposition in myself. I still preferred girls, but something about letting someone forceful and confident direct the action appealed to me.
At this point I had only ever had sex twice. Both were prostitutes. I was terrible talking to girls. Making it explicitly about sex made things much easier. The conversation felt free and relaxed. Lonely as I was, I enjoyed the conversation as much as the sex. I would have kept doing that if I could have afforded it.
Then there was the day I needed a haircut. I can't remember if I found the place online, or if it was just a place I saw while doing something else. When I walked in it was just one guy, the barber, waiting for customers. He was older than me, in his early forties. Slightly taller than me, dark-haired, fit, solid. Maybe latino, maybe Italian. He had no accent, but got up as I walked in and approached me with a welcoming smile.
He asked what he could do for me. I told him I needed a haircut. His smile widened and he slapped a hand on my shoulder and pulled me over to a chair. I guess I was a little struck. Not in a romantic or sexual way. But I was immediately curious about him. He was being more forward than I was used to guys being, though again, not in an overtly sexual way. Some small part of me began to feel funny.
I was generally shy back then, but as he began to work, strolling confidently around me, I gave in to the impulse to ask if it was true that guys who cut hair tended to be gay. He thought that was funny, but it got us talking back and forth. At some point he asked me if I liked men. I said I don't think so, I've never tried. So, he asked if I'd ever wanted to try.
I was feeling comfortable with him at this point. We had been talking, laughing. It felt good. But, I hesitated. I wasn't gay, I wouldn't do anything with a guy. He saw me hesitate, then I felt his hand on my side, slipping under the barber's gown, sliding over my chest. I didn't stop him. I didn't say anything. He wrapped his other hand around my neck, feeling my cheek, and pulled closer. He brought his face near mine, and finally I reacted, telling him, uh, no. But I didn't push him away, or move his hands. He pulled away on his own and smiled at me, then finished the haircut.
When he finished I tried to pay him. He said he had enjoyed talking to me. Why not bring some beer by his place later instead? We'd just hang out for a bit. I took a second, then thought, fuck it, yeah why not? It had been ages since I had spoken so much to someone.
I was at his apartment later that night. We drank some beer, we laughed. A few drinks in I went for another round, and felt him behind me as I dug into the fridge. He has his hands on my waist as I stood up. I had almost forgotten that part of it all. But, I found myself leaning back into him, letting him run his hands over my waist and up my chest. I felt myself getting hard as he moved his hand down over my crotch.
He rubbed me a few times, then I turned around. I didn't look at him, but I began to feel his chest. I pulled up his shirt and felt his hard abs and the hair on his chest. I had no patience then. I began to unbuckle his belt. He stopped me only to lead me back to the den. Then I was pulling down his pants, and his boxers. When his cock was free, I grabbed it. It was big, heavy. His balls were swinging heavy beneath it. He wasn't fully hard, certainly not as hard as I was, so I could feel the weight of it. I touched it all over, stroking, cupping his balls. It felt amazing. Soft and hard at the same time.