It was the early 90s in NYC. Worked downtown near City Hall. AOL was popular and I just discovered the chat rooms. I was killing time one day and I came across one about uniforms, men in suits and uniforms make me hard, and the guy was looking for a man in blue to play. I responded saying while I wasn’t a cop I had the same desire and if he found someone maybe we could all get together. At that time I had been married for 5 years. I fooled around a little on the side, mainly getting bjs from guys which honestly started earlier, no anal although I did want to try it. Meetings were far and few between. Sex at home was OK, but no bjs.
So, the guy said he like to role play. His apartment was near my office so one day I said I could stop by at lunch just to check things out. I go to his apartment at the schedule time. His door was ajar so I walked in and locked it. There was no one around. It was a NYC shotgun so I walked through the kitchen into the living room, then into a bedroom and there was no one around. I was just looking around when he came out from behind a door and grabbed my wrists and spun me around putting them on the wall. He was in full uniform, hat, belt, even baton – both hot but made me a little nervous. All but the magnum – although I was so wrong about that! So he started to talk me down, feeling me up like he was frisking me all over, spending enough time in the crotch area to get me hard. He was slightly shorter than my 5’9” height, seemed like similar weight (around 160#), nice face, and full hair. He spun me back around to face me and forced me down on my knees while spewing cop talk. I could feel he was stronger than I originally thought because it was no effort for him to manhandle me but it was hard to tell with the uniform. So I was down on my knees and he started to rub his crotch in my face. He pulled his baton out and started rubbing my crotch and up and down my ass, which felt good. He demanded I start to remove his clothes so I undid his shirt, and unzipped his pants. He sat down on the bed and forced his cock into my mouth. It was ~3" soft, I did my best. While I was sucking he started to take my clothes off. He stood up and fully undress and then I continued to suck his growing cock. Mine is average ~5.5" on a good day, his cock was growing into a beautiful, thick, long piece of meat that I could just no longer get into my mouth. I was very surprised, and was myself rock hard because of it, and kept on sucking and wetting his cock, up and down the growing shaft. He lifted me off my knees and he stood up and now I got the first look at his muscular body – the guy obviously spends time in the gym. Muscles everywhere so I could not help feeling up and down his body while still bent over wetting and sucking as much of his cock as I could fit in my mouth. He ass was tight, his proportions perfect, he has the gym body I aspire to, and a cock that now hung halfway down his thigh.
He turned me around and pushed me down on the bed face first. He grabbed some lube and roughly spread it on my hole, he put on a condom and lubed it up. He did not know this was my first anal sex - I’d had fingers up my ass but nothing more. After he worked a finger in, he just sunk his entire stiff cock all the way into my now burning ass. I let out a moan, of course, he asked if I was alright, which was surprisingly polite. I could just shake my head yes, and he continued to pound my tight hole. I was able to bury my face in the pillow so any noise I was making were muffled, his windows were all open but that didn’t stop him. He was pumping his rock hard, 8” thick hot cock deep into my ass with a steady rhythm and after a few minutes my hole opened up and adjusted nicely and that calming, wonderful sensation took over my entire body – wow, I thought if everyone could feel that sensation the world would be different! We were in that position for at least ten minutes, the guy had strength and stamina. When all of a sudden he just lifted my body off the bed with his cock still inside of me and turned me around so I was standing in front of a chair. He bent my body over the back and continued to pump his full cock into my hole. He slowly moved us to be in front of a full length mirror so he could see himself pounding my ass. So my wife and I have had sex in front of a mirror a few times and it is hot. Not surprised, my already hard dick got harder. I was mesmerized by how long his cock was and his ability to fully pump it in and out of my tight ass, and the rhythm of his deep strokes were honestly hypnotic. After about 15 minutes (no exaggeration) bent over the chair he pulled out and turned me around. He lifted me up and pinned me against the wall, my legs over his arms, and somehow managed to sink his cock deep into my ass again – this is when I realized how strong he was because he wasn’t even straining to keep my body off the ground. He fucked my tight ass in that position, holding me up for a while, before he let my legs hit the floor and ordered me back on the bed face down. He asked if I was ok, I said yes, feeling great I said, and asked if I had had enough. I told him he should do what he needs to do I was feeling very satisfied.
So, now fully laid out spread eagle face down on his (and his bf’s) bed he plunges deep into my ass again and starts fucking like a rabbit, deep and fast, and starts making these deep, low guttural sounds, very animalistic, and loud – I was just wondering what his neighbors must think. He kept pounding trying to get as deep as he could until he let out the sounds of satisfaction and unloaded into my ass. I could feel his cock pulsating while it spewed hot cum into the condom and was satisfied to hear his breathing and feel his muscles as he unloaded and was calming slowly down. He lay on top of me for a few minutes, asked me if I was ok, and I said yes, still rock hard pressed against his mattress. He got up – he was covered in sweat, his cock slowly getting soft, a full condom, a muscular beauty. For some reason I was expecting perhaps he’d give me a bj or hj so I could cum. I rolled over and slowly stood up fully hard, my legs were very shaky. He then just ordered me to get dressed and get going because his bf might be back any minute. I got dressed quickly not wanting a scene and went back to work. I am not exaggerating when I say I felt him in me for at least the next three days – not in a painful way like after a prostate exam from an angry Dr., but a very satisfying full feeling. Although there was pain it was a great way to be introduced to the joys of anal sex with a monster cock.
We met a few more times – I learned he was a TV extra actor (explains the uniform and body) and I actually saw him in some xmas show after that. During our other meetings we did different role plays, a commando jogger (wow – hard not to notice), boss, tutor, etc….all playing out the same way – he was a total top – serves himself, did not once touch my dick. The last time I visited he was pretty rushed which was odd but as I left the building I walked past who I expect was his boyfriend – who gave me a look. I felt bad because I had just cum tons all over the sheets and I expect he had some explaining to do.
