I had never thought of being with another man before. I guess you could say the idea of it repulsed me, but all of that changed in the spring four years ago. I was in a local chat room, when chat rooms were all the rage, and I wasn't finding much in the way of conversation when someone asked if anyone was from my hometown. Although I had not lived there in years, I felt a strange kinship, and answered quickly that I was. After I answered I checked the profile and realized I had answered a man much older than me. I was 23 at the time, and he was 48. I honestly didn't expect him to respond, but then he did.
"Hello," he said.
"Hi," I replied, following the usual chat protocol. He asked me what part of town I was from. I figured he was probably really bored too as the conversation continued on to favorite sport teams, best bars and restaurants, and what movies we had seen in the theatre. All in all it was a surprisingly entertaining chat, and I didn't find any awkwardness in it. And then he finally asked me a question.
"So do you want to get your cock sucked?"
"What?" I responded. I stared at my computer monitor in total shock.
"Do you want to get your cock sucked? You have to do nothing in return," he answered.
I sat there trying to think of how I would respond to this. I felt some strange obligation to act polite and turn him down without screaming at him or acting insulted. I liked to pretend I was open minded about those things when it came to other people, and now I was going to have to show that sort of liberal thinking here.
"No thanks. I'm not into guys like that. But it was a good conversation, and nice to meet you. Good luck in meeting up with someone," I finally replied.
"Sure, no problem," he responded. "Maybe we will talk again soon."
"Maybe. Take it easy." I said before signing off.
Over the next month anytime I was online he was online, and he would say hi and start up a conversation. For that first month he never again brought up doing anything sexual, it was just regular conversations. At first I balanced talking to a couple of girls while talking to him, and then I was only chatting with him. I never even noticed the transition, but I found myself getting completely caught up in our conversations, meanwhile a friendship was being built. And by the next month we were using our first names. And finally he broached the subject again.
"So Jay, why won't you try anything with guys?" he asked.
"I don't know Nick; I guess I've never been attracted to guys. It's just not my thing." I responded.
"It's a lot different than you think. Men can really suck cock better than women," he replied.
I found myself pondering this, and had to shake my mind free of it. What was I thinking? Had I just been considering doing things with Nick? He did seem like a great guy, but he was old, then again he did have a lot of experience. All of these thoughts were swirling around in my head and I finally blurted out.
"I'm not gay Nick."
"Neither am I. I enjoy both men and women. And I think you want to as well."
He had set me up. He had been gaining my confidence this whole time to try and seduce me. And the thought that he was trying to seduce me got me hard right away. I panicked and just signed off so I could think about things.
I didn't go in the chat rooms for quite awhile. I was questioning everything about myself and had started to feel uncomfortable with the fact that I had been talking to an older man and he had tried to seduce me. Everything was going pretty well when it came to women anyway, I was having sex with a limber girl named Emily, and the two of us seemed to be enjoying each other very much. And then one day she abruptly broke it off. And I did what every guy does when they lose a great sex partner, I got piss drunk. Lonely and horny I went on the chat rooms to find a girl that might want to hook up, but instead Nick was on.
I told him everything, and he just let me vent it all out, he never brought up sex with men once. And finally in an uninhibited moment I asked him.
"What's it like being with a man? I mean what's it like actually fucking one?"
"It depends. Are you asking what's it like to fuck a man, or to get fucked?"
I hadn't thought about this, but the whole time I already knew what I was thinking. He had always been the dominant one in the friendship, and I knew how it would go in the bedroom.
"How does it feel to get fucked?" I responded.
"It feels good. I've done it quite a few times when I was younger. Now that I'm older I'm the one that does the fucking. It's like feeling your body filled up with your lover, and every thrust in is pure pleasure. It does hurtt the first time for a bit. I'd have to be gentle with you."
"Yes you would," I said before I could catch myself.
"Should I drive up there tonight?" he asked.
"No. I have to work tomorrow. I should get to bed. Good night." I said quickly before signing off.