Since this is the first time telling a story about my sex life, I’d like to make a couple of things clear. First, I’m not really anything special. I’ve been told that I’m good looking, but I’m no model to be sure. I have carried too much weight for that. I’m of average endowment, that is around 5½ inches erect, decently thick and I’m circumcised. I’ve been told by men that I have nice balls because they are heavy and hang. And I’m really bisexual. I grew up fantasizing about women and girl parts. It wasn’t until I was at least 30, with two kids, that I really thought of men in a sexual way. But once started, it definitely took hold. Like some other bi men I have known, I would say that men, in general, are not much of a turn on for me. But a hard cock is something else entirely. There is something about a hard cock that is so mesmerizing for me and seeing another man’s erection was really a turn on. Touching led quickly to oral and I discovered that I’m pretty good at giving head (both ways!). And, of course, I found that men give amazing head. While I could only rarely orgasm from a blowjob from a woman, I always came for men. Partly, I’m sure, because men who are giving head WANT you to cum for them (I know that I do!), a feeling most women do not convey. And, of course, oral leads almost inevitably to anal explorations. Fingering, rimming and then penetration. I found that I loved it all. Not as much as I love sex with women, but I was definitely hooked.

Fast forward many years. I was in a very horny mood. The kind where you’re semi-erect all morning and just keep thinking about sex. This day, I was in the mood to bottom. A lot of my choices around sex really hinge on availability. I’m sure, in this mood, that I’d welcome sex with a woman, but that involves a lot more negotiation than sex with men. and I wasn’t in the mood for negotiation, just sex. So I reached out to a top that I knew. I’d met him off Craig’s List. The first time we hooked up I’d gone to his place, he’d fucked me pretty hard, then as soon as he was done, left me on his bed and went back to work (work from home). Not exactly the touchy-feely type. But he had a great cock. About 7 inches long, nicely thick with a really nice head. And today I wanted that cock. Fortunately, he was free and wanted me to come over. I prepped myself with a Fleets and showered. I put in my nicely sized silicone butt plug to make sure my internal sphincter was relaxed and headed over to his place. When I got there I excused myself to the bathroom where is pulled the butt plug and made sure there was no residual from the enema. Refreshed, I headed to the bedroom. He was already naked and semi-erect.

I quickly stripped down and knelt on the floor in front of him, taking his cock in my mouth. Just wrapping my lips around the head and tickling the spot on the underside of head with my tongue did the trick and he moaned softly as I felt him swell. This was not a long foreplay kind of hookup. He pulled his now hard cock from my mouth and pushed me onto all fours. Behind me, the spread my butt cheeks with both hands and plunged his tongue into my anus. Oh, the delicious sensation! But it didn’t last. He leaned back and I could hear the lube before I felt it, cool on my hot hole. Then the pressure of his cock as he eased into me. The fullness was amazing and he just kept going slowly in until I could feel his pelvis touch my ass, he was balls deep. I reached underneath and felt my own cock. Often soft when I bottom, but today I was rock hard and it felt amazing to touch my hard, hot cock. Then he started moving again, at first slowly, but definitely building.

I’m going to guess that the whole thing probably took about five minutes, but it seemed like time just stretched out. First he was moving slowly, then he started going a little faster and, at some point, he was absolutely pounding my ass. I am often vocal when I bottom and I’m sure I started with something like “yeah, fuck that ass”, but as he continued and picked up the pace, I realized that I was just moaning, one long, amazing moan. I felt a bit out of body, like I was losing some essential control of myself. I felt my arms and my legs shaking a bit as the moaning just continued and I seemed unable to stop it. The feeling was one of pure bliss. And then I felt him slam his cock home, fully inside me and I felt the spasms of his orgasm as he filled me with cum. And soon, he was gone, pulled out. He was standing, but I remained, on all fours, gaping I’m sure, and shaken. When I moved to a kneeling position I discovered that I, and the bed, were absolutely covered in cum. As I rule, I shoot a very decent load, but this was beyond imagining. It looked like 4 or 5 guys had creamed the bed. As I stared at it, I understood that it had all come from me. His cum was still in me and so the only explanation was that it had come from me. Slowly, I wiped myself with his thin blanket and then shakily got up. I used the bathroom again to empty his orgasm from me, then dressed and said my good byes. I had an appointment to meet a friend for coffee (who later became another lover, but that’s a different story) and during the drive and really the next several hours, I was in an amazing, blissful, post-orgasmic state where everything in my pelvis seemed to thrum with energy. I had never (and have never since) experienced anything like it.

Of course, I later came to understand that this was my first prostate orgasm and I was amazing lucky to have gotten there with anal sex without even knowing such a thing was possible.