Did Crazy Stuff With a Guy Again

He's about 20 years younger, in very good shape. A couple inches shorter than my 5' 9" self. He naturally has little body hair. I shave my crotch area. We're both semi-athletic, of average weight. I like him, he seems to like me, and that's all that matters:) Neither of us are gay. He has a girlfriend, and I've been happily married for the past 20+ years. He told me his Asian girlfriend, while beautiful, only consents to sex a couple of times a year. My wife, who used to be quite sexual, just turned off like a faucet several years ago as her hormones changed. She still seems to enjoy giving me nice hand jobs once every few days, however. I accept that, but do occasionally want something more. But, I'm not attracted to guys enough to want to be oral, anal, huggy, or kissy with them. (Yuck!) On the other hand, I really enjoy masturbatory activities with them. Go figure! He likes fisting. I like testicle massage and glans rubbing. It turns out, he does too. As I arrived, he greeted me totally naked at the door. I stepped in, and took all my clothes off, as we made a bit of small talk. He didn't offer a beer or anything, and I was happy. I'm really 'all about business,' so to speak. He did turn his TV and whatever it was hooked up to to some sort of set of porn channels, handed me the remote, and excused himself to go into the bathroom and finish flushing. He wanted his rectum clean, and I was glad for that. I stroked myself idly in front of the TV for a few minutes until he returned. His penis is a bit smaller than my average 6" cock, and he has an adhesion on one side. That's a place where the skin is attached to the side of the glans. It's rather common and harmless, but makes one kind of ashamed of the crazy torture so often given to children otherwise known as 'circumcision.' I don't remember being circumcised at 8 days of age, but I feel I'm a sometimes grouchy, sometimes cynical fellow, and I have often wondered if it is because I made a decision at that age that bad things out of one's control can happen, the effect being that I'm a less than ideally psychologically balanced adult, as are so many men. His peehole was intriguingly small also. (We'll have to play specifically with that someday.) I instructed him to lay on the floor, and very lightly tickled his scrotum for a few minutes. He really enjoyed that. Soon, I graduated to a very light touch on his frenulum - the little bit of loose skin on the underside of the penis, just below the head. He was in heaven, and started to harden, but not fully. I tried some other things to get him hard, such as light testicle massage and regular masturbation stroking, and more stroking. Instead of getting hard, he softened more. I asked whether he liked glans rubbing. He didn't know, not having ever had it done. So, I grabbed his soft dick with one hand, and lightly rubbed the dry palm of my other hand over the tip of his dick. He squirmed immediately, as expected with this technique. I inquired, and sure enough, he was happy and wanted more. So I obliged, eventually adding more pressure, and alternating between squeezing his penis in the hand holding it, and holding it more loosely. His squirming became more intense momentarily every time I changed the firmness of the grip. After a while I added some nice, slippery lube. You'd think this would lessen the sensation, but actually, it makes it more intense. As I was doing the palm rubbing, I explained that men all react differently. Some can't stand it. Some love it. Some men involuntarily let out a bit of pee, some cum. But most, enjoy the very intense sensation, which feels ilke a tickle you've got to get away from, and after a couple of minutes transmutes into a sort of intense 'gotta-cum' feeling, yet one generally doesn't ejaculate. The sensation can last quite a while. There is a danger of rubbing too much, causing irritation to the skin. Sure enough, his glans was starting to redden a bit, so we had to stop. He had me switch positions with him, and he did the same to me - a little light fondling, a little stroking, and then lots of glans rubbing, which sent me into an extremely squirmy, but concurrently blissful state. He also held my very erect penis by the frenulum, pinching it between his thumb and first finger. Just holding it like that could have sent me into ejaculation, if I had choosen to go that way. In time, it was his turn again. I looked at his glans, and fortunately, the redness had gone away. But it was now time for the thing he really wanted: Fisting. I had him lay on his back and draw up his knees, exposing his smooth, almost entirely hairless asshole. I applied some oil, and placed my index finger slowly all the way in. I curved it up, and stroked his prostate while stroking his still-limp dick. He enjoyed it very much, even though he didn't get hard. I added a second finger, then a third. More oil, and I started working my whole hand in. I had the bulk of my five fingers in, but not my fist, and he was quite tight. I waited for him to loosen up, and he did a bit, but not as much as I'd like. So I waited a bit more. I twisted a bit, pulled my hand out a bit, and then back in, and suddenly, his anus sucked my hand all the way in, accompanied by a gasp from him. We waited a bit until he stabilized. I didn't want to hurt him. Our plan was for me to get into him elbow-deep, all the way into the transverse colon, as we've seen in some videos. I wanted him on his back, because you can see the bump one's fist makes in the abdomen as one moves around. I figured it would be fun to try to identify his bladder, kidneys, and other organs as I felt around. I'm not particularly experienced at this, and neither is he. Fact is, it wasn't happening. I got in just a couple inches past my wrist, and couldn't find the passage to continue. Or, more specifically, I could feel my fingertips making it in past his rectum, but there was a big bump from the base of his spine, and pressing forward to get past that seemed to hurt him. I was patient, and just hung out, and waited, but nothing changed. I tried wiggling my fingers and pressing upward, and sure enough, I could make out the movement clearly under his skin in the area of his bladder. But, I couldn't get in any further. He was rather insisting that I could press on, but I just wasn't willing to risk causing damage. After a while, I pulled out. I had him turn over, getting on his hands and knees, and pushed my hand back in. It went in much easier this time, and again, I felt around for the passage, but couldn't get in more than about 8 inches. While I was doing this, I reached under him with my other hand, found his penis, and to my delight and surprise, it was now rock hard. When asked about it later, he said that what sets him off, seems to be that moment when the fattest part of my hand goes past his anal sphincter. When I'm suddenly fully into his body. And again when I pull it out. We decided that on another occasion, we'll experiment with "punch fisting," in which instead of trying for depth, we get him so loose from repeated entries and withdrawals, that I can quickly push my fist in an out, almost at punching speed. This too, we've seen in videos. But not today. After trying to feel around and find some organs, and failing entirely to identify anything except his spine, I finally, slowly, pulled out. After cleaning the lube off my hand, it was my turn again. More glans rubbing. After a very long time, it was becoming routine - although still wonderful - and he decided I should go ahead and have an orgasm. I had already had some close ones, where I had to ask him to stop for a moment and the continue. I could have cum much sooner. Now, he started stroking me in earnest while still rubbing my glans. He did a couple of other things that were absolutely great, too: He stopped a couple of times, and lightly slapped my balls. He also slapped the very tip of my dick - fairly firmly. No one has ever done that before, and it was great. Oh, it stung just a little bit, but I'd have him do it for an hour if he would. And perhaps he will another time. He also tried pressing his little finger in my peehole. My peehole is probably just about average size, or maybe a bit larger. It won't easily accept a pinkly, although a small, anorexic woman once did get her little finger in past the first knuckle. As soon as her finger slipped in past that knuckle, I ejaculated big time! Since her finger was in my urethra, my cum didn't come out. It built up delicious pressure inside, which caused the orgasmic contractions to last twice as long as usual. When she pulled her finger out, it stung quite a bit, and was followed by a small flood of cum. That was a great experience I hope to repeat, and expand on some day. But today, he was just occasionally pressing his finger in a little bit, actually quite a bit, and yes, it did sting somewhat, and it felt wonderful at the same time. Before I came, I asked him to see if we could keep up the stimulation after I ejaculated. It's something I really want to learn to do - to actept what's called "post-orgasm torture." I told him I needed a safeword - "stop" in case I couldn't stand it. Because, as you probably know, a man is usually very, very sensitive right after cumming. Well, I came, and he kept going. At first, it wasn't too bad. Then it became too intense as my penis started to soften. I panted, "stop," and he did. But, I kind of wish he hadn't. I'm sure I could have taken more. The mood changes, but I do believe a person can get past that - to transcend the want-to-quit feeling, and maybe even have a second orgasm. Again, it's something I've seen in videos. After I cleaned up, I was still keen on giving him some attention, so had him lay on his back again. I sat down facing his crotch with my legs spread out under his, and started more glans rubbing. He hardened up nicely - finally. I thought maybe the glans rubbing was too much, so I switched to stroking him with one hand in the ordinary way, while pressing the index finger of my other hand into his butt and against his prostate. He was remaining nicely hard, and moaning. But nothing happened. Maybe he even softened up a bit. So I resumed the glans rubbing, and he became super-hard, and was bucking, moaning. An ejaculation was imminent. But no. Nothing happened. We tried this and that for twenty minutes. He enjoyed it all, as did I, but he softened up, and never ejaculated. This was just like the other times I've been with him. He has a great time, but doesn't cum. I think he will eventually. My belief is that he is more straight than gay. We're all on that continuum somewhere, and probably shift around from day to day. But I think being with a guy isn't the same kind of turn-on for him, as with a woman. Maybe it makes him nervous, even, and so i can certainly understand not staying hard, and not ejaculating, until he gets more used to hanging with me. We talked about it a bit, and both of us know that the 'tantric' situation - lots of great sexual stimulation without cumming, is actually quite nice. Finally, we both knew the evening was over, and I went home. We're planning to get together again in the near future. We have a lot to practice and perfect. I'm especially appreciative of finding a friend who doesn't want to kiss, do oral or anal, and loves all the masturbatory stuff - just like me. Well, he likes the huge fisting experience, and I like doing it to him - very much, but I'm not interested in getting anything more than a finger or two in my butt. All and all, I'd say he and I are very compatible friends. The above picture is me.