This is a matter of conjecture. Was it the first time I was sucked off by a guy? The first time I ever had another guy's dick in my mouth? The first time I ever fucked another guy? The first time I ever sucked another guy off to completion? Or the first time I ever got fucked in the ass?

Actually, it was kind of a progression, from the first question above to the last.

The first guy who ever sucked me off was a man who picked me up in his car as I was walking back to my Naval Base when I was in the Navy. Now, I had received blowjobs before from girls and whores, but I had to admit that the gay guy who blew me did a much better job of it and he seemed to enjoy it more than any of the girls ever did. I also got sucked off by other gay guys in similar scenarios at other times when I was in the Navy. There were a number of gays in both San Diego and Charleston, S. C. (two places where I was stationed) that made a specialty of picking up sailors and blowing them, then would sometimes try to get whatever else they could from their pick-ups.

That was what happened the first time I ever tasted a dick. A guy who had picked me before pick me up again one night. I remembered him as being nice and both of us really enjoying the experience. So, that night I did suck on his dick for a while, but he did not cum. I did though and afterward he took me back to my base. This went on, more or less the same way several times. I would get picked up, then suck on the other guy's dick in his car or motel room while he sucked me off, then it was over.

Then one night I was talking to another guy while waiting for a bus to take me back to my naval base (I think he might have been in the military, too, but whether another sailor or a marine, I don't know; we were both in "civies"). I yawned and he told me I ought to be in bed. My smart-assed answer to him was, "Yeah, but whose bed?" I had used that line to be picked up by several guys before. "How about mine?" was his reply, as it usually was. Well, that ended up with him getting a hotel room, where we ended up naked in bed together. He asked me if I liked to fuck and we were lying there kissing and fondling each others' dicks. I told him I had a problem with hemorrhoids (I did at the time) but he told me that was OK and that I could fuck him. So that is what I did. Afterwards, though, I just got up, cleaned myself up, got dressed and left. It was a phenomenon I had felt several times before when having a sex session; after I came, I seemed to lose the willingness to keep sucking on the other guy's dick.

Then several years went past. I got out of the Navy after serving my hitch and went back to civilian life. I dated girls primarily after that, even though one of them was a switch-hitter who took me to my first gay club. While there at the club, she was picked up by another woman and I ended up with a transvestite who took me to her house and let me fuck her. But I did have to suck her dick for a while before I did, yet she did not cum while I was doing so, but she did later as I was fucking her.

I later got married to my first wife and had a couple of kids. This went along well for a time but after a while things got boring, sexually, between us. I had a few affairs with other women during this time and occasionally found myself cruising through a city park near our home that had become a notorious hang-out for gays. It was much like it had been when I was in the Navy; I would meet a guy in the park, we would go to his place and I would suck his dick for a while while he would suck me off. But then, one night the other guy came first. I swallowed, like you should, but afterward the other guy had much the same reaction I usually had: he didn't want to suck on me anymore after he had cum. But later on, I found out I had overcome my prejudice to sucking another dick after orgasm as I did later get together with other guys and we would mutually suck each other off.

This type of bisexual behavior went on for several years after that. My first wife and I eventually divorced and afterwards I would date either women or gay guys, usually ending up in bed with that date. But if it was a date with another guy, it was only oral sex for both of us or me performing anal sex as a top. Then I remarried. But it wasn't until long afterwards that I had any more gay contact. My second wife and I had a great sex life for many years until she had to have a hysterectomy. We continued to have sex afterward but eventually she lost interest. She said penetration had become painful for her and she had never had much taste for oral sex with me.

So I then returned to the bisexual gay lifestyle I practiced while married to my first wife. I would meet other guys for mutual oral sex and occasionally fuck a guy as a top. But then one day, I was having a three-way with two other guys I had known for a while and had performed oral sex with on several occasions. But after one of the guys left (he was a typical "cum-then-go" type of guy) I was left with the other man from our threesome. I had fucked him before but as we lay there this time, he began fingering my asshole. Now, I had always had a very tight rectum previously, which always left me reluctant for anal sex as a bottom. But I had had several bouts of severe constipation previously that I knew had stretched out my rectum considerably: I remember the spots of blood that occasionally appeared when I did have a bowel movement as that rectum stretched itself out (don't worry, it was only tears or the rectum that caused the blood, not cancer--I had that checked). So I knew I would now be able to take a dick up that way. So after getting and applying some lube, I let him fuck me. WOW! That was great! Been loving to do that ever since.

So now, I have answered all five of those questions. None of them were really planned, they just happened that way.