The Best Sex You Ever *Had*…

[ohmalewhore]

Each man that's taken me has pretty much given me a little different take on gay sex. I've enjoyed nearly every moment, don't get me wrong. But some showed a more passionate side, some a more robotic side, some a very animalistic side and others have been a nice mix of several. I guess the one that will always be at the forefront of my mind is my first - two black men grabbing and tossing me into a van and driving me across state lines to rape me in the parking lot of an abandoned factory and making me like it so much I begged for it ...... and what just took place a week ago between my trucker Pimp Daddy and I in his rig when he made a very passionate love to me and we shared feelings to one another about how we were becoming attached and kind of committed to one another in ways we never thought possible. He's married. He lives in Missouri. I live in Ohio, but I am single. Neither of us ever had these feelings for a man - it was always just sex. But that night and since, it's been deeper.

[Guest]

Fascinating thought experiment.

I discussed a tangent of this the other day with a friend. I've been quite promiscous and was surprised how little bad sex I had. Just two events were unpleasant and compared to the thousands of other fucks that's a good ratio. I've always recognised that sex is a huge range of activities and approaches, so it's a bit like saying whether a bag of chips is better than a lemon ice cream.

I've had some good relationships where the deed has been quite vanilla, but full of warmth and connection in it's exploration. I've had loads of one off events with unknown partners that have been intense but short and pretty dirty. I have no expectations on the future as none of us are entitled to expect anything in any arena, let alone sex. However as a fit, hairy, slutty twenty something I used to enjoy the 60/70 year old guys in toilets and laybys, and they were often complimentary on my charms and abilities. As a less fit, middle aged guy covered in coarse body hair going grey, it does seem I'm getting those younger guys in a bit of a karma reward.

The only thing I perhaps am never going to get and miss because of changed behaviour is overnighters. Thirty odd years ago, there was little sex club activity in my part of the country, and as a consequence, I used to do my sex in hotels on overnighters. Then you often had a whole "relationship" in one day with someone from another country or town. Sex a few times, sharing of lives, finding a soul mate almost and move on in both sides (like the film Weekend). I remember some of those encounters vividly and think of them often, and in the days before social media had no way of maintaining real connections. The briefness of the experience sharpens it and gives it a specialness that preserves it beautifully.

[leatherpunk16]

16 hours ago, hntnhole said:

This ^ is how I understand this issue too.  Consider having sex like a piano keyboard:  most works are performed in the mid-range tessatura.  Maybe some very high-pitched keys used, maybe some very low keys used, but most of the body of the piece being performed lies in the middle 2 or 3 octaves.  This doesn't imply (obviously) that a score played beautifully in the middle range of octaves can't - merely by the fact that the extremities of the keyboard are absent - be beautifully conceived and performed.  All it means is that the beauty of the work lies in a more commonly used range.  

So it is with having sex with many men.  The best hottest most thrilling trilling heights may not be there, nor the lowest, most deeply, resonating within our chest, almost felt - not heard,  pitches are played.  Not every piece of music is Bachian in genius, Mozartian in uttermost grace, vs some of the current "artists" that lack these attributes.  Point:  There is a Universe of sexual activity, from the mundane to the magnificent.  Anytime one hears a new recording, goes to a concert, stageplay, whatever, there is always that chance that the experience will be stunning - spectacular.  Of course, the opposite may be the case as well.  Anyone hitting the tubs, gh's, backrooms, fuckjoints can and most likely will experience the same.  But indulging in the behavior - whether "high-minded" or base - is the key to whether or not we find thrilling, highly memorable experiences or less-than memorable ones. 

If we don't follow our instincts to share sex with multitudes of men, we definitely won't experience that "Bach" waiting in the next booth, or that "Mozart" with his Hole in the air right next to us.  It's the behavior, not the actual results, that counts most.  

As a highly trained professional musician, this speaks perfect sense to me. Bravo!

[alwaysready]

'cavalier jack'  he was all of 5'6". arrived wearing a cowboy hat and tight clothes. once past his ck briefs i offered him a viagra. he accepted happily. we talked made out until the viagra kicked in. then he put my legs on his shoulders and entered me. the whole time he fucked, very nicely i might add, hard but not too hard, he kept kissing me. so i felt, at least for that molment, that brief encounter, a real connection. he came, apologizing for coming too soon. actually i was just about to ask him if we could change positions. i noticed then that his ribs were showing.  ah. not sure if he was on meds, but he was def. poz. i tried to get him to leave his ck's which were a 26" waist but he declined. if only i had offeed him my bike 'jr jock' in return.  so he left. a while later i was lying on my bed head propped on the wall, and decided to release his load. it was absolutely clear, with one perfect drop of blood in the center. if only for a camera. i used his jiz to get myself off.  he said he would have stayed (we had promised to fuck and suck each other while waiting for the viagra to kick in) except he was the caregiver for his mother, who was not able to move around on his own. so i could hardly have wheedled. we talked a few times on gay.com (yes it was that long ago); i invited him back, but he never came back. maybe in this case, that one perfect evening was all i really wanted. it was, indeed, a brief encounter. best sex of my life.

[NWUSHorny]

At 52 I don't know if I've had the best sex of my life, or even if I could identify a single encounter that meets that definition. Thinking back, I have had dozens of encounters that I would consider contenders for the best sex of my life, with the most recent one occurring on the sexcation I took just before the pandemic shut things down. So there is still hope I will have more of these contenders for best sex of my life encounters.

[pnwboy18]

Easy. The first time I was able to take all of my dad and feel him cum inside of me. I was so proud and he had tears in his eyes.

[NYBBGUY58]

On 2/10/2022 at 11:39 AM, ErosWired said:

One day you are going to have the best sex of your life. You might have some good sex after that, but nothing will ever quite measure up to that one experience. I think we often go into each new sexual experience in the hope that that one will be the peak, not knowing what the view will look like from our personal orgasmic summit. We always imagine that even greater splendor awaits if we can just climb a little higher (or get a little kinkier) next time.

But what if you knew that you had already had the best sex you’ll ever have, that it’s behind you now, and nothing you’ll experience in the future will ever be as good? What if you know you’re never going to feel anything that good again, let alone anything better?

There comes a point, as a man gets older, that certain realities sink in. The car has 150,000 miles on it and it no longer has that new-car scent. It still drives great, but doesn’t accelerate the way it used to. Doesn’t get the mileage. Its better days are behind it.

Or, you might be a younger man who’s had an injury that limits future prospects.

 I don’t mean to cloud anybody’s day thinking about this kind of thing, but I’m curious how different men approach this philosophically. What kind of attitude do you take toward sex if you know you’ve already had the best you’re going to get?

Very interesting question, thought provoking. In some ways I had a couple of peak experiences in my 20s as a devoted little bottom boy. One left me so incredibly aroused that I freaked out and never saw him again (really stupid of me); the other was an intense sexual connection and the only guy I ever slept with comfortably, and that was in a 3/4 bed! There was also an older man who was partnered, so we only saw each other a few times - very hot dominant man.

Since then there have been a number (😘) of different men (I'm 63), some who approached the first kind of peak but never the second. Currently there's one FWB whose tastes are the perfect complement to my own. I feel satisfied and completely accepted by him, which isn't the kind of thing you have every day. But I never found a man I could sleep with so comfortably again.  The answer is yes and no in this regard for me I guess.

Then there was the period where I actually branched out and was more of a verse, which has changed because I had radiation treatment for prostate cancer, and sexual function ended up changing dramatically.  (Trimix helps a little, but not the same.) For that there's one guy with whom I had THE most intense orgasms, he is an incredible bottom.  He's very patient with me in our infrequent get-togethers now.

In my case I would say the answer is I'm content with what I've experienced in the past, and what I have now and find joy in learning who the guys I am with are sexually and what "does it" for them. Even as a top (I've experimented a little also with an FTM), the instinct to please carries over from my bottom-boy origins. Sex is a specialized form of play that can be a lot of fun, especially when taken as a a way to discover and share with another person.

Edited February 14, 2022 by NYBBGUY58