Do you have a particularly memorable masturbation session that you still like to think about?

Mine happened nearly 30 years ago. I was alone in my living room one night after everyone else had gone to bed and I decided to try writing an erotic story on my computer. I chose a real experience I had with one of my first girlfriends. We sat facing each other, completely naked, and took turns describing the most personal and intimate details of our masturbatory journey. We admitted how profoundly important the practice had become to the quality of our lives and ended up demonstrating for each other. We then had amazing sex fueled by the profound intimacy we had shared.

I became extremely turned on as I wrote the story using explicit language to describe the movement of her breasts and the changes in her vagina as she caressed herself. And the amazing feeling of vulnerability I experienced as I stroked myself and ejaculated for her.

I had no choice but to tear off my cloths, flop on the couch and take care of myself. I was in my early 40s at the time and usually squirted once or twice when I masturbated. However, this time my penis erupted in seven or eight powerful streams that shot semen everywhere. I remember thinking, “Oh my God where is all of this coming from!!” It felt like the sexual tension that had built up in my body over the years had finally been released. I laid back, totally spent, and savored the glorious feeling of complete satisfaction that I was experiencing.

I have had many amazing sessions, but none quite like that. I still think about it when I masturbate sometimes.

 

Great story when I get some time I will share mine a little busy today. I also love erotic writing.

 

Sessions are all great.....some just greater than others !!

 

Well for myself I would say the best session is when I think about my first time with a girl at age 17. Her and had been dating for awhile my parents were away for day her and got in bed naked with her on top. She said we are not going to have sex but it was sex to me. She began sliding Her pussy back and worth over my cock that felt so wonderful that I came right away. She panicked and quickly climbed out of bed. That is a memory I like to jackoff to.

 

I do that one maybe once a week......

 

To pick a few, there’s more than one.

driving on the highway and getting very horny thinking about sex, I took it out of my underwear but kept it in my pants and started stroking. I kept interrupting the masturbation because of other cars and continued once clear. I experienced a full body orgasm.

One evening at home, no GF, no FWB and not bothering seeing an escort, but horny and distracted. I masturbated to ejaculation and it stayed hard. I continued until it was going to go soft but instead I ejaculated again.
Still stayed hard so I continued, I shot again!
The ejaculations were far apart.
I didn’t bother trying for more, my arms were tired from the nonstop full speed stroking.

I used to visit the edging handjob lover.
Once, I got edged many times, brought close several times, it was intense.
I reached the point where I knew I was not going to be able to hold off one more time so I told her I was going to let it go.
I had enough strong orgasms that once I ejaculated it just poured out without shooting at all. I remember the feeling of complete lack of contractions, the muscles had done it so many times they could not do it anymore and stayed “opened”.

 

Once the come jetted out of me and hit the wall behind the sofa. I don't often build it up or shoot like that now. I need privacy to have a really enjoyable masturbation session. That's rare here, and I'm right now busting to blow this frustration right out the eye of my cock.

 

I think some of the most intense orgasms I had were when I did it in places that I shouldn't have, probably the biggest was when I was young and a guy I worked with took me to a park at lunch time, he started talking dirty and I got a hard on, he said he could see the bulge in my pants and started stroking it, I didn't stop him, we then went into a restroom and he undid my pants slipped his hand into my underwear and felt my cock, by this time I was in another world, he started masturbating my cock and his own at the same time, my orgasm was enormous.

He did this and gave me oral sex for a few weeks but I got a bit worried about where it was going to finish up so I left the job, later found a girlfriend and got married but I can understand why people enjoy same sex relationships but just not me.

 

Driving with my air force friend, in his car, I was horny for some reason. I suspected he was a bit Bi. My cock was down the side of my leg and my shorts barely covered it. I tried to not be obvious as I played with the tip with my fingers, pre come coming out, rubbing it in the head. I got close to coming. How to handle this discretely. I saw he noticed what I was doing and had a hard on bulging in his pants, which he rubbed. I got my handkerchief out and tried not to be obvious, held it in my hand at the head of my cock and 'NNNgghh", out came a huge load of come. He must have known I came, and he nearly swerved off the road. I wish we had parked and pulled each other off but everyone would probably find out.

 

All of my best and favorite have been this year. I really can't remember any pre-2024. I have many excellent ones this year especially while high on pot. The combination of erotic stories and videos online and a good buzz has led many memorable masturbation sessions. Also fantasizing being in a threesome with the couple in the videos always gives me a very happy ending.

 

Yes! In my final year of uni I had my own flat. An early 20s guy away from his gf all week, with access to the web. It's fair to say I did a lot of masturbating! I had long, long sessions edging along to online porn clips. And then I discovered prostate massage...

I remember being naked in my 1 bed flat living room, sat on my left hand with my fiddle finger up my arse gently stroking my prostate, whilst stroking my super stiff lived up cock with my right hand. This one time I had been edging for hours like this, never letting myself cum. I had probably been to the brink of orgasm 10 or more times, each time just letting the build up ebb away. I remember thinking that my dick had never been so hard! It was almost painfully hard, my cockhead throbbing away, massive ridge that I was just teasing.

When I finally gave in and let my body have what it wanted I had one of the stongest orgams of my life! I couldnt help but cry out loudly with relief!! Stroking my prostate gave me an incredibly strong ejaculation, my first couple of spurts literally travelled 4-5 feet, the strength tailed off after that, but I totally overshot my "landing strip" of tissues with most of it. Afterwards my balls felt empty like never before. Just a dragging feeling for the next day or so as they recharged. Definitely one of my best wanks ever!!!

 

It was prob the second time my wife masturbated for me. I had a ringside seat at her feet with her legs spreading increasingly wider as she got into it. Her one request was that I jack off as I watched her. As she rubbed that little clit with more and more energy, it was all I could do to not cum till after she started. Her back arched as she orgasmed and she told me to cum on her pussy. The openness about our masterbation made this session especially memorable

 

One that I have quoted before, probably also on these forums: met a girl at a student party, back to hers... we were both about 20. She was a virgin: clothes mostly on, get topless but that's it. I spent about two hours licking her nipples, God only knows what her pussy felt like, but eventually off she goes to her flatmate's bed - never spent the night with a boy before. I was so worked up that I just had to wank and my cock exploded, right up over my head in a huge stream and hit the wall and headboard. I'm lying there recovering when she comes back in - her flatmate told her not to be so silly and go back to me. She's wearing denim jeans in bed, don't touch below the waist... I'm nude, my damp cock smearing cum over her legs, you must have been able to smell it, and the cum is dripping off the wall above her. Thankfully by morning there was no trace.
It always makes me smile to think that within three months she was doing full sex, anal, oral and toys. She got an awful lot of cum out of me over the next three years.

 

I’ve always wanted to do something like this with my wife. It seems somehow more intimate than having sex. It’s so personal.

 

Incredible story. It’s amazing how much a vagina changes once she starts working it.

 

Would you ever share the full story?

 

One memorable time was when I was more flexible than I am now and I was able to stroke my hard cock with my toes…. The orgasm was very intense and pleasurable!

 

I remember one really great sessions I had was on holiday in Spain as a teen, I was in the shower and the warm water got me very hard as I was soaping it up, and I started stroking it till I shot my load in the shower.

 

One of my favorites was when I was videoing with an older gay couple (in their 60s). And I just jerked my cock while I watched them give each other blow jobs, and fuck each other in the ass. And theyd look at me every once in a while and encourage me to keep stroking my cock. It was so fucking hot.

 

There’s a couple that come to mind. I’ve had some mind blowing sessions over the years.
One was when I come across a dvd (dear fanny) that I’d watched many many times when I was much younger. I bought it and really set the world (and my penis) on fire.
The next one was 10 years ago maybe. I’d been bicurious for much of my life and therefore watched bi porn. One guy in a chat room said porn with only guys was better even for bi guys so I tried it and I think I may have passed out it was so intense.