I had been playing with my ass before I even learned to jack off. Playing with my anus felt good and I liked it. When I learned to jack off, I did that for a while, but soon added anus play and fantasized about being fucked. First it was that I was going to get tricked into getting fucked, but then I was honest with myself. If a guy I could trust ever wanted to fuck me, I would do it.
I played with dildos, tried to hook up via Craigslist, but found mostly guys who would back out at the last minute. I tried gay bars, but I look so damned straight that I think I scared tops off. I'm 6'4", 230 lbs., and my look is not 'bottom'. So what's a guy supposed to do to get fucked?
I didn't know.
I had girlfriends off and on, currently without one. I like pussy, I like women. But I know that I like ass play too.
Then one night I was in a sports bar and getting laid was far from my mind. I was chatting with a guy next to me. At the half of the basketball game, we both got up to piss. The bathroom was down a dark hallway. He went first and I watched a commercial and then I went also. In the bathroom, we were the only two. There were two urinals. I pissed, turned and washed my hands.
"Top or bottom?" What? He was looking me right in the face. He was pointing to the paper towel dispensers. "You want the top or bottom?" There were two, one mounted above the other. He was smirking. "Top for me." He was reaching for the top one. I reached for the other one.
"What did you think I was talking about?"
"I didn't know."
"Didn't I see you at Nails last week?"
Fuck! He saw me at the gay bar.
"Yeah, you might have. I didn't see you."
He was my size, looking me right in the eyes.
Another guy came into the bathroom and went to the urinal. He opened the door for me and we walked into the darkened hallway.
"Top or bottom?" His hand was on my hip.
"We can talk about it."
"How about at my place?"
"What do you mean?"
"We can watch the rest of the game at my place." He was asking me to go to his place and presumably to have sex with him.
"Okay, sure."
We paid our bar bills and headed out. He lived a couple of blocks over. His name was Tom. I wondered if he was a long tom. I didn't ask. I was kind of shaking with excitement. I didn't want him to notice.
He lived in an apartment, sparsely furnished. He turned the game on and got us a couple of beers. We were sitting across from the television, me in a chair, him in a loveseat. We commented on the game. When a commercial came on, he said maybe we should talk about what we came here for. I said I came to talk about tops and bottoms. Why did he talk to me?
"I saw you the other day at Nails. Something about you caught my eye." I didn't see him. "I was with my girlfriend. By the back door." Now I remembered. There were two couples there.
"Wow, your girlfriend goes with you to gay bars."
"She knows that I like sex with guys, and we have a thing worked out. I'm in love with her, but I really like sex with men. I don't want to lose her, she doesn't want to lose me."
I could see that. He was a solid, handsome guy. Most women would want to hang onto him. "What's your story?"
"I'm trying to figure that out. I like women, but I like the idea of men also." There, I said it, face to face to another guy. I want to have sex with you.
"Have you ever talked to a woman about this?"
"Yes, I told my last girlfriend about it. I wanted to be honest. We played together a little bit, and then she shut down. That was that." And then she started screwing around.
"So, top or bottom?"
"Well, I guess you could call me versatile. How about you?"
"I figured you for a bottom. When I saw you in Nails, you were trying to catch another guy's eye and he was ignoring you." I remembered that. He looked like the kind of guy who knew how to fuck. "I'm a top."
"I guess then that I'm a bottom."
"It's okay to be a bottom. I like bottoms. Do you want to bottom for me?" Holy shit! This was really happening!
"Yeah, I guess so."
He slid over to make room for me. "Then come sit over here with me."