Most memorable masturbation moment

Or, as they call it, 4M. Do you have a special story of a special moment where you really got after it and experienced a moment of self-love unparalleled to any other sessions? I mean, you were clicking on all cylinders, the orgasm seemed to last forever, you completed the act and collapsed into a heap of self-satisfaction? Let's here it! Don't spare the details!

About 15 years ago, I read about figging and I decided to try it on myself.

So I stuck a piece of peeled ginger root up my ass and for a while nothing happened. But after a couple of minutes my asshole was overwhelmed by an extremely intense white hot heat

The heat radiated out and into my cock and balls. My cock was as hard as a granite statue and the sheer pressure of this enormous erection was uncomfortably painful.

I felt that I had to jerk off to relieve the pressure and when I came I was so dizzy that I almost passed out. The orgasm was almost akin to a small seizure because I actually bit through my lip.

Mmm… such loving memories…. I've had several monumental orgasm in my life but one does really stick with me. I had the apartment to myself for 6 full weeks and i wanted to make the best of it. I bought an enema bag and a vibrating butt plug. I'd never used a buttplug and really wanted to. That first nite I took a full 2 qt enema and then while still retaining, tried the plug. Apparently I misjudged my “capacity” and it took a bit to work it in but it finally did with a wince. I settled into it and started stroking…. I was really “in the zone” … then i turned on the vibration and melted…. it was like losing track of space and time…. I started to cum… and cum… and cum …. I was just a heap flesh as the orgasm went through me ….. yeah…. so that time. I had never experienced anything like that before…. and I wanted more…

HA! I did that as a kid and spread Old Spice after shave on my nuts during an masturbation session and it felt like they were on fire!, wicked heat ! My cum seemed to last forever!

Was traveling in Ireland a number of years back. Did a hike along the spectacular coast (Slieve League). Found a secluded spot with a beautiful view of the ocean. I hadn't cum in several days, so I pulled it out and started stroking. Nothing like cumming in the great outdoors.

I was once at doctor's appointment,and the wait,became long so I grabbed a specimen bottle and did the deed right there on the table waiting,It as the best one I ever had and the thrill of maybe being caught heightened the experience.

Mutual masturbation with my best friend and her older sister who taught us what to do. It was such an innocent thing, and I always wish I could repeat it.

@SouthernAnn How old were you?

I think mine just happened. I finished rubbing out a screamer for my wife and she tried to return the favor but had to stop due to the arthritis in her fingers. She went to the bathroom and I had begun finishing what she started. When she came back she asked what I was doing and I told her. She stood over me and watched me to the conclusion. In over 50 years of marriage she has never wanted to touch me and certainly not see me masturbating. I was looking at her intently watching what I did. It was great. Now that we're in our 80s maybe she's going to open up a bit after a lifetime of prudishness.

@roscoe “rubbing out a screamer” ?

Mutually masturbating with my girl friend's brother.

My knock out, best memorable masturbation session was the first time I brought myself to orgasm using a vibrator. I have used a Hitachi on my lady and she was hooked after the first time she finished. It's become a regular addition to our sex life, then I began thinking that if it worked wonders for her, could it work for me? I've always used my hand but figured I would give a vibrator a try. The first try really did nothing for me but I was still intrigued with the idea. Then I took some time for a long session on a lazy afternoon and it happened! I was feeling the arousal starting and kept moving with the vibrator until I shot a huge load and was pulsing like it was not going to stop. It took me by complete surprise that I did it and it was the most powerful orgasm I ever had! Now I was hooked. I bought myself a vibrator called Miracle Massager and the low speed does the job every time! It took some practice and a bit of time to achieve the result, but I'm sure glad I stayed with it and I haven't used my hand again!

My most memorable masturbation moment was probably being caught by my mother.

Lol..I might get banned if I answered this question..😃

@Amy93 I highly doubt that! 😉

Go for it @Amy93 . Inquiring minds want to know. 😃

I am a proud and addicted Masturbator/Edger. I play with my stiff cock for hours every single day. There are so many vivid memories of incredible solo orgasms but, since i am being asked to pick only one, i would have to say the first time i shot my load on a cam site where i was having fun and making money jacking off for strangers. there were about 100 guys watching me as i stroked my rock hard dick, when suddenly one of the viewers took me “private”, meaning he paid more to take me into a private room where i could jackoff just for him and he could direct me and chat with me. I had some toys handy because i thought i might get a chance to use them and this particular guy wanted me riding a dildo…just so happens i had a VERY large one that i hand never actually shoved up my butt. i was so horny from the first 3 hours of edging for the group of men that i was ready to do just about anything to blow a load. so, i greased it up, added some to my hole, and i proceeded to work it up my ass as my cock throbbed and dripped. the guy was going nuts and i couldn't believe that this actually fit up my butthole. when i shot my load it was like i was 12 years old all over again, it shot up into my hair and face, it was thick and hot and felt amazing, i opened my mouth and caught the ropes i could and started rubbing the rest all over my chest and nips. i didn't want to stop but finally just sat there, still impaled on the monster dildo while the guy chatted me up. i couldn't wait to get time every day on cam, trying to relive that very first performance orgasm. and that guy became my very first regular “customer”.

I might have to come back and tell you about the two men who jacked me off in the showers of a bathhouse i frequented….. Or the first I one did while driving with a buddy….I made him shoot all over himself while driving and shot my load up on the dashboard and windshield.

My most memorable masturbation was definitely my first successful masturbation when I was 17. My pediatrician gave me hormone injections between my age 14 till 17 because my puberty didn't start well, first time 2 shots in my bum weekly, later up to 1 or 2 shots monthly. When I became 17 he asked me whether I was able to ejaculate while masturbation. I still remember that I turned red in my face and said “no”. So he replied that he has to continue giving me these shots until I would reach the happy end. I have tried it before, but that statement was new motivation for me. It was kinda pressure, because the injection fluid burned madly in my bum cheeks for even couple of days. Additionally my pediatrician gave me the shots more often then, so up to 2 times a week I had to go to him and my bum felt sore and heavy. I wanted to get away from that injections, but with so much pressure I wasn't able to cum. Finally on Eid al-Fitr when my parents still were watching TV in the evening, I went into my room and had another try of masturbate. I was watching some queer movies like Broken Sky and others, especially the xxx scenes. It took maybe 4 hours, my penis was hurting, I sneaked a carrot to penetrate my bumhole, I just wanted to be successful. Then suddenly I new feeling overcame me, like being only millimetres away from getting a seizure, my hole body started tickling and shaking, I felt so hot inside, a fire started to burn, and finally me penis was shooting some gelatinous white fluid. My hole body was contracting, I didn't know whether I was screaming or not. I was so proud of me that I made it, that I just felt asleep. I got awake when I heard my parents doing something in the kitchen and woke up quickly. What a mess, my stomach was sticky, the carrot was still in me, my laptop was still on pause with a xxx scene, and some dvds surround. Hopefully my parents didn't see that chaos. So I cleaned up everything quickly and had a looooooong shower I can tell ya … 🤪 I received further more injections, and my pediatrician motivated me to masturbate more often, kjnda training for how to masturbate. The shots wer given less often then and finally it stopped. I made it. That was most memorable to me.

My most memorable wank well fleshlight fuck. was coming back from a rave high and fucking the hell out of my fleshlight for hours on end. i must have edged in it for about 4 hours. my cock hit a new level of sensation i had never experienced before. i cant describe it it was like a really sloppy feeling and i was just oozing cum. cum had leaked out of the fleshlight and created a wet patch the size of a football on the sheets. when. i spunked it was like a fountain i had a ten minute rest then fucked it again for another 2 hours and did another fountain cumshot.

that led me onto the best fuck i ever had in my life. again came back from a rave high but ended up fucking my mate bareback for hours on end. cum was oozing out of his asshole i had to keep mopping it up with a towel and the cum had gone frothy. cum sprayed his face then fucked him again and came in his face again.

some times when i was at raves i would get so horned up i would have to wank off in the toilet cubical about 3 times during the night.

Apart from the first time (obviously), one that really stands out was when I was 16-17. I'd been away on a long camping trip with friends from school. Nearly two weeks without enough privacy for a wank, and many days without a bath or shower. Heaven knows what I smelt like!

Once home, I ran a long hot bath, locked the bathroom door, started to soak and wash myself. I deliberately left my genitals till last, but needless to say that while soaping up my dick and balls, I got ragingly hard very quickly. Well, what else should a lad do in this situation? I enjoyed an increasingly rapid soapy wank, my dick feeling bigger and harder than ever. I was making a conscious effort not to splash too much and make noise, so I knelt in the bath and continued. When the orgasm came, it was immense, shooting high in the air before dropping back in the tub. My body felt like jelly, but I manoeuvred back under the water and finished bathing, got out and towelled off.

It wasn't the last masturbation session that day/night, but it was certainly the best!

The most memorable moment was when I first tried to stroke my head with a fluffy towel! I then lay in bed covering my face and body with towels, and wrapped my cock in a fluffy towel and masturbated slowly. At one point, the head touched the towel itself - it was very nice! Then I pulled out my foreskin and covered my head with a fluffy towel and began to stroke it slowly. At that moment I was so happy that I even felt dizzy and I could barely restrain myself! Since then I try to feel those sweet feelings again and again!

I recently started into anal play and using toys. I had a vibrator going on my penis, which you just grip around your shaft and stroke up and down with (basic but works!). I also had inserted a prostate massager that also had an extension for clit stimulation/stimulating the perineum. The toy also has a fingering motion too. I had to stop periodically to milk how pleasurable this was until I finally came, which squirted all over my chest. It was one of my strongest orgasms for sure from self play.

Many years ago I had discovered enema porn, Stonefox, The Collector, pictures, stories, and so much in one night. Combine that with talking to my girlfriend who was encouraging of my kinks and it lead to quite the explosion when I finally took care of myself. It went everywhere, pillows, all over my face and hair, chest, everywhere.

Most memorable ones are when you get caught by mom, sister, or cousin and die of embarrassment. “Doesn't anybody f'ing knock anymore?"

My most memorable masturbation moment was when my wife saw me fully naked for the first time and asked me to masturbate for her, as she watched every bit of it, starting from growing my erection till how I cum shagging my penis and again it becomes flacid and soft.

Later she gave me a kinky handjob and blowjob as well.

Another time was after I brought my car back from home to my army post. I went to the colonel's house to pick up his daughter. She jumped in and off we went. Not more than 200 feet away she had my boy out and was pumping him so I drove to the end of the road into some woods and parked there. That's when I discovered how much she loved giving me hand jobs. For the next year she really worked him over, usually getting 3 or 4 comes before he went limp, then she shoved me under the dash and showed me how she held her licker. I learned so much from that 15/16 y.o. girl. She certainly knew her way around a man.

Another time was after I brought my car back from home to my army post. I went to the colonel's house to pick up his daughter. She jumped in and off we went. Not more than 200 feet away she had my boy out and was pumping him so I drove to the end of the road into some woods and parked there. That's when I discovered how much she loved giving me hand jobs. For the next year she really worked him over, usually getting 3 or 4 comes before he went limp, then she shoved me under the dash and showed me how she held her licker. I learned so much from that 15/16 y.o. girl. She certainly knew her way around a man.

Amazing what young love/lust can teach us!

My most memorable masturbation moments have been when I was masturbated by someone else. While someone stood behind me as I stood with my hands tied behind my back was memorable because I had often fantasized about something like that happening that while masturbating. Another time was when I was tied spread eagle to someone's bed blindfolded and masturbated. Then I remember a time or two when a masseuse would have her breast to my mouth while masturbating me.

I do recall a time where I denied myself for a while to build up my load, and had my VHS camcorder set up to capture this unbelievable cum shot when i was in my early 30's. I wish I hadn't erased the footage, or at least could find it. It's been hard to top that volume and spurt distance.

So suppose this crosses over into bondage…but here goes. Guy advertised on Craigslist and I showed up at his basement apartment. Very tough looking guy, lightly bearded in tank top. Told me to first get off my shirt and evidently I passed cuz he then said to strip. Told me to sit naked on chair and quickly worked to tie me to chair. Hands tied behind and ankles to each chair leg which spread open my crotch. Clamps on my nips and he started grabbing me roughly enough to turn me on. Warned him my already hard cock couldn’t take much mor see but he told me not to cum but kept on. I shot all over vehicular spoiled his plan to tie me spreadeagle on the bed. So told me to leave. I would have liked more but was on a quick cum trigger then. Pretty hot even so.

It has to be the first time I tried Mr. Buzzy. https://www.lelo.com/smart-wand-2 It had me howling and cumming like a fountain in seconds. Love that thing.