Back in the late 90s I was in Chicago a lot for business. I got a temporary apartment there. I used to go on the north side where the adult bookstores were and go into the video booths and jack off for my sexual release. There were gay guys hanging around, I always stayed away from the booths with gloryholes. Things started gradually, first I went to one of the gloryhole booths and let the guys on either side watch me as I jacked off. I graduated to pulling my pants all the way down to my ankles and letting them see me half nude while I did it, then guys started reaching their hands in playing with my cock or my ass, even fingering my asshole. I gave in and let a guy suck me off through one of the holes. It was a big hole I could see he was young, too young to be in the store actually and I blasted in his mouth. The next time I saw him I let him in the booth with me while he blew me.

Then about a week later I saw a guy in a booth with the door open, he had his pants down under his butt and was jacking off to straight porn. I paused and he motioned me in and for some reason I went. I pulled my pants down to my ankles and he let his drop the rest of the way. I was feeling his ass and rubbing his asshole but when I tried to stick my finger in he pulled his ass away saying he didn't do that. He was rubbing my cock and his and pulled me behind him saying to rub up and down his ass. So I was dry humping him. We were both working up to it pretty good and I would let my cock linger at his entrance. I was jacking him and his precum was really flowing and so was mine, my cock accidentally; really accidentally, pushing into his asshole. Once the head got in the rest slipped all the way and I said "sorry" and started to pull out. DOn't move was all he said and I felt his ass working on my cock. He started moving back and forth on my cock and as I grabbed his cock to start jacking him more, he told me to jack him off as I fucked him. I got my first taste of male butthole and male to male fucking that day. He said he was married not to cum in him, I told him I was married too, and despite everything as he came, I started cumming and shot it up his asshole. He was moaning like a just fucked woman. He didn't seem to mind that he got a load of cum up his ass. I met him a few more times in the booths, I fucked him each time, he didn't suck and neither did I. Eventually we went to my nearby apartment for drinks and we started meeting there for our fuck sessions. Always after work sending him home to his wife with a butt loaded with my cum.

I was back at the booths and found an open one with a guy in a suit jacking himself off to tranny porn. I went in, locked the door and dropped my pants. I started feeling his ass in his pants, "No, I dont' do that. . . look at this" as he showed me the biggest cock I've ever seen. It was probably a full 2 and 1/2 if not 3 inches across, 10 inches long and was beautifully shaped with a small head growning the the width of the super thick shaft. I started jacking him off, noticing the wedding ring on his finger. "Don't you want to suck it?" he asked. I said that I didn't suck but I'd jack him. He kept asking if I wanted to suck it as he was getting close. He said he was a big cummer. I still don't know why, but I let him rub it between my ass cheeks for another few minutes, and the next time he asked if I wanted to suck it, I turned around got on my knees and sucked my first and only cock. I let him blow in my mouth and he wasn't lying. He came a LOT. I tried to swallow, it overflowed my mouth spilling on my shirt and on the floor. After he was done, he wiped his cock off on my face and hair, then immediately zipped up and walked out leaving me on the floor half naked with cum all over me and the door open. At least 8 other guys were gathered around watching. One started to pull his cock out and walk towards me and I motioned him off. For some reason I walked out with my ass and cock exposed and pulled up my pants in front of everyone. They could all see the cum on my face and on my shirt and chin. I tucked in my shirt and grabbed a paper towel to wipe off my face and hair and did the walk of shame back to my apartment.

I kept that sexual lifestyle for a while, not wanting to find a woman and cheat on my wife but needing sex of some kind while away. I haven't done anything like that since but I sure wish I'd sucked others even think about having my butt fucked. In the dark with my wife on the bed under me, or especially rolled over on her back with me up her asshole, it's those memories that get me the horniest to fuck her and let loose inside her.

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