Had a few most memorable, one being with a prostitute which is crazy. But even more crazy, on a stag weekend in Benidorm with mates, I had a wank in bathroom of hotel room. I literally cummed and had the climax feeling for about 30 seconds. The cum came over and over. Never felt it since.
I think the first time I had someone pop a finger in my ass to make me cum was the most memorable. I was surprised and a little shocked but she left it in there as I started spurting and she got hosed. I felt like I wasn't going to stop and she even said that my cum was hot...like I had a fever or something. I even blasted a final rope on her tits as she pulled out of me. Now I know that a finger in the backside is a wonderful trigger for men and women and my FWB nearly always gets something back there while I go down on her. But that first time...wow...I could have put flames out with my cum just because she slid her finger in.
The only ones that really stand out to me are the times that I finally get some relief after not being able to masterbate for 7, 10, or 14 days. They have usually been quickies to get it done but have brought me to my knees.
Mid 20’s, bj in my car It was so good I screamed the entire time Full body orgasm. My first of only two Titfuck an escort with huge breasts, it was a deep and intense orgasm in my cock fwb grinding herself on top, orgasm was strong in the shaft, friction of the head deep in vagina felt so good
I think my most memorable climax was the first time I masturbated in front of (with) a group of people. There were three couples at my friends house and myself. My GF had stayed home. The three couples were getting horny and the girls started sucking their guys dicks. I was naked and watching when one of the girls said, "It's Ok if you want to watch and jack off." That was good enough for me. I came and my good friend (Female) got a wet towel and cleaned my mess up. It was at that moment that I knew how cool nudists were and I have been friends with all of them ever since. And...yes I told my GF. She was cool with it and glad that I didn't participate in other activities without her.
Back a few months ago I had my first p spot orgasm. I was really worked up and lubed up and decided to put my middle finger up my ass. I did that and found my prostate and started cumming and trembling and almost passed out. It has sent me on a journey seeking more of them.
My best remembered was at an apartment I rented 45 years ago. Instead of a full shower, it had a hand held shower spray. I had smoked pot and was taking a bath, was stroking and got super hard and started streaming the hand held on my cock. The sprays streams were so gentle but it felt sooo good with the streams on the tip and just below. It built up to a massive shaking orgasm.
Wish I did, hit or miss. I would say make sure you are relaxed and have time. I used some lube. You basically want to get your finger in. Once it’s in, make like you are using your finger to tell someone and come here. It was crazy! 7 inch dildo helped the other time, but that’s hard to work alone in my opinion.
SexysubWifee and I played a little office game last week. Wank at one. At one o’clock each day she wanked me off, each day had a different target. Monday – mouth · Tuesday – tits · Wednesday – body (belly/navel) · Thursday – pussy · Friday – lady’s choice Friday became one of my best ever orgasms. She got me to lie on the bed and worked a plug into my ass then put a leather ball stretcher on me. She slipped my balls into her hot wet pussy. I got a long slow teasing, edging handjob with her nails dragging over my glans and down the length of my cock. I was so sensitive. She slipped a metal sounding rod deep inside my cock and put a vibrator against the rod and the underside of my cock. She was slowly humping on my balls the walls of her pussy squeezing me. She varied the speed of the vibrator until I could not hold it back, I came with the rod blocking up my cum. It felt like my whole body was exploding from inside my cock. She pulled out the rod and my cum oozed out. SexysubWifee wasn’t finished, she kept wanking me, using my cum as lube. I was so sensitive as she tortured my cock but I couldn’t wriggle much with my balls lodged in her ****. She had my Fleshlight and started stroking me with it, painful pleasure, it seemed to go on forever until my sensitivity wore off and I got aroused again. She wanked me hard with it all the way to another explosive orgasm. It felt like she was draining my soul through my cock. She sucked my sensitive cock to clean me.
My most memorable was my first one too.,.. I was 13. I'm now 80 and still recall it! I'd played with my willy many times but never cum, then I went on a Boy's Brigade Camp to Mundesley in Norfolk, UK. This was back in 1968. We had 8 lads in our bell tent (appropriately), from different groups. I knew none of them. I found myself with my sleeping bag alongside a 14 yr old ginger haired lad. Not longer after lights out, I realised he was up to something and he clocked me.... He unzipped his bag and lit his torch. He was cut, quite long but skinny. He was happy to have me watching, I saw him cum (a new experience for me) in his hands and pubes. I was intrigued but a novice. We. chatted a bit and he offered to help so, On top of my sleeping bag, with JimJam trousers down, he stroked my penis. That was a first! He was fascinated with my foreskin and spent a good while manipulating it... Not surprisingly the others clocked what was going on and out came the torches.. Myself and 'Ginger' were the star attraction and I LOVED it! Despite being younger, my cock was about the same length but thicker, especially with him working it.... I'd had stiffies before but nothing like this, I was well impressed with my size! I was surprised at the juice he worked under my foreskin, no other lube needed... Being the centre of attention in front of a group of strangers, I was well turned on. It wasn't many minutes before I had this really weird feeling developing and lo and behold, I shot my load for the very first time. There was applause and muttered approval from the other lads which attracted one of the adult leaders. Fortunately, we were quick off the mark and in our bags. During the next 4 days, everyone of the lads had been wanked and cum, mostly by Ginger and I received a 2nd helping... I have to say, I've been hooked ever since. That set me on the exhibitionist route, and later in life, on more than one occasion I could be seen at Praia Grande in The Algarve, stood on the highest point in the dunes, wanking for all to see. As it was a largely gay area, audiences were easily come by!
Oh, I remember that one. Nothing special about the setting, just sex with my wife, but we were both extremely excited for some reason. We'd just come off a vacation, and hadn't done much because we had friends with us and, well, walls are thin. So when we got home, we got to it. Both ragingly horny. I don't recall how long it lasted. But when I hit orgasm it was the most intensely pleasurable, powerful ecstasy I'd ever felt in an orgasm. It completely blew my mind. I just slammed it into her hard, over and over, and she came at the same time, hers gripping mine, etc. Never before or since had we had such an incredible experience. Great ones, sure, but never hit that extreme peak again. Our son was born 9 months later.
So, using a rough, back-of-the-envelope calculation, I have nutted some 15,000+ times in my lifetime. I am sure they all were memorable...I just don't remember them all. There was my first BJ and I blew it in her mouth in the front seat of my car (I was 16). There were a handful of facials that are memorable. However, the three greatest climaxes of my life resulted in my three kids being born, I don't recall the actual circumstances of the three inseminations but i am sure they were fun. When we were in "Baby making mode" we'd **** 10-20 times a week. The entire, scientific reason for ***ing is to have kids. A baby crazed momma-to-be will **** you as many times as she thinks it will take to get pregnant. Those three baby-making periods of my life were my time to shine.