Your Most Memorable Ejaculation

A girlfriend's

One of my oldest friends described her first orgasm with a guy to us one night over drinks. She was traveling with him back home one college break. Evidently he started drawing little love notes and symbols such as hearts on her hand and forearm. This was in the days before center consoles so she was sitting right next to him. It was a several hour trip so he just kept that up. She said she was fully clothed and no parts were touched but her hand and forearm. She finally came just from those touches. She said she thought she'd passed out as her orgasm washed over her. Obviously she was madly in love with him and she still is. I wanted to marry him after that description. I wonder what he'd be like in bed.

K84gal
 
But incest is cool, right?

Actually I will say that sex between consenting adults, even if it's incest, is far better than some whacko jacking off on a strangers door handle and then watching when she touches it. That's the equivalent of rape you idiot.
 
The most memorable one for me was my first awake orgasm. I'd gone to stay at my aunt's house and my aunt and uncle had gone out, leaving me watching tv.

I spotted a couple of art books and had a leaf through them: mostly nudes. Before I knew what I was doing I was naked. I found a pair of my aunt's panties and had a sniff, then settled down to look at the book some more.

I wasn't actually consciously masturbating, just having a stroke every now and then. The orgasm, when it approached, caught me by surprise; it was like a flood approaching from far off. I pinched my foreskin as that powerful, rhythmic jerking started, and ran to the bathroom, my heart hammering and my breathing out of control.

I never looked back!

;)
 
Probably the first time with my stepdaughter. The somewhat taboo scenario coupled with the sensation of what she was doing to me and her expertise at doing it really resulted in an eruption when it finally happened.
 
Several

I suppose the first one just because I didn't know what was coming, pardon the pun, and when it happened I thought that I was going to piss all over. I didn't. Just cum.
Several over the years standout. One with a working lady on top, my mouth fully engaged with her pussy and as she was cumming I let go into her mouth. Another, also with a provider, stroking across her face and mouth and cumming on her right cheek and hair.
Another, in high school, humping my GF and cumming all over her tummy. Oh what a mess that was! We were already wet with sweat.
With age I find that I don't have nearly the volume that I used to. Nor the "distance". I still have some pretty good ones, mostly self induced.
 
I enjoy exhibitionism and one night I was out near a county fair where people were walking from their cars to the fair and vice versa. I was completely naked but for my shoes and I spotted three young women walking back to their car. I moved out into the light of a street lamp and immediately one of them spotted me and alerted the other two. I was hard already and began stroking it as they watched and giggled. It was so fucking hot to be jacking off naked as not one but three beautiful women watched and admired. As you might imagine it didn't take long before I lost it. I came so hard I thought it was going to shoot all the way across the street onto the women watching. They waved and one of them yelled, "Thanks for the show!" Close second was the time I came on a car door handle and was then able to position myself so I could watch the beautiful woman from up close when she touched it while appearing to have just arrived. The look on her pretty face when she felt it and put her fingers up to her nose to smell as she looked right into my eyes was priceless. WOW!!

Disturbing on so many levels. So public, unsolicited flashing/masturbation and forcing someone to contact your body fluids is what you're into huh? You belong in jail. If anyone did that to me they better hope that they are more fit than I. I would fucking bash your head in.
 
Can't decide which one was the best

After some thought, I can't decide which of four was the MOST memorable so I'll describe all four in chronological order, one for each paragraph. You tell me which one you like best.

The first was the first time I came inside a woman I really cared about. I was a sophomore and she a junior in the same college and she had been dating one of my roommates for one school year. They broke up at the send of the second semester and for unrelated reasons we both stayed in the dorms the week between underclassmen leaving and the seniors' graduation. I had a suite with a living room and two bedrooms, and since she didn't want to stay by herself in a dorm that was 75% empty, she stayed in the opposite bedroom to mine. We had dinners together all week, and I began to fall for her big time. The last night I finally worked up the nerve to make a move. I came back to the suite late, after she was in bed, and turned to her room instead of mine. She was receptive and we had a blissful night. This was in the 70's so post birth control pill and before Herpes or AIDS were heard of, so bareback was the norm. The first time I came inside her I thought my nuts had dissolved and poured through my cock into her. We dated all the next year but she broke up with me when she graduated.

The second was with a secretary in the first law firm I worked for. It was customary for the twenty something singles in the firm to gather on Fridays after work at a nearby watering hole which had a dance floor. One of the women was a 5-11 blonde--small breasted, tight ass, long legs and gorgeous. We had been friendly toward each other for awhile but one of these Fridays I spent more time with her than usual and I offered to give her a ride home. She accepted and invited me in to the house she shared with three or four other women. I am 6-0 and I found it exciting to make love to a woman so close to the same height. The body match up when we were on top of each other face to face was so different. She had a wonderful soft giggle when she came. My most intense orgasm of the night was doggie style. Sliding into her pussy, while reaching around to stroke her clit, and gazing at that great ass was ecstasy. When her giggle began I exploded and lasted for what seemed like minutes.

The third was with an escort. Unlike other hookers I've been with she had a soft, gentle approach. We were in a lovely 69 position with her on top, and she sucked my cock with very light strokes, often lingering around the tip. When I began to come she engulfed me completely and swallowed it all. Wow, I still tremble when I think about it. I would have seen her again but she moved out to the West coast.

The fourth was my high school girlfriend with whom we each lost our virginity. That coupling was only memorable for its awkwardness and brevity. The good one was at a small class reunion 45 years later, a little over a year ago now. She's still beautiful, with brilliant blue and mischievous eyes. We were and still are married to other people, rather unhappily, and we both reveled in the remembered and rekindling affection we have for each other. The second night of the weekend, after the group dinner, the two of us went to a bar crowded with much younger people. We found two seats at the bar and because of the noisy crowd had to talk with our faces close together. It was like we were falling in love all over again. After awhile I said to her, "I need to ask you a question, but I'm afraid to ask." She replied with a smile, "You can ask me anything." I whispered in her ear, "Will you stay with me tonight?" She whispered in mine, "Yes, my God yes." When we got into bed I wanted to make up for my youthful haste and ineptitude so many years before. It was a slow but intense love making and when we finally came together it was heaven. We fucked twice more during the night and several more times when we got back together for another weekend, but that first lovemaking session was the most memorable.
 
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This is one of the best threads on here.
I have two especially memorable ejaculations. The first was with my fiancee, now wife of 30 yrs. I'd been out of the country for a month with work. We'd not long started having sex so it was a difficult period being apart. On my return I went straight to her house, she answered the door wearing my favourite dress, all summery and bare legged. I just took her in my arms and held her, then she led my directly upstairs to bed. I fumbled for a condom but she whispered I didn't need one - she'd used the month apart to good effect by going on the pill. We didn't need much foreplay, she was dripping wet and I was rampant. We joined our bodies missionary style and I gorged myself on feeling her bareback forthe first time. We proceeded to fuck ourselves senseless and within 5 mins both of us climaxed hard and noisily. I remember the feeling of shooting more than a week's worth of cum inside her and her delight in feeling it splatter her vagina. We fucked all afternoon and I probably left 3 or 4 loads inside her. In the evening we had to attend a family function and she had to keep popping off to the loo to clean herself up. She sometimes remarks on how messy she was that night.

My second most memorable one was just a few months ago, with my fuckbuddy, cumming heavily all over her foot, enjoying seeing ropes of semen from her pretty painted toes and all the way up to her ankle, decorating her sexy anklet in the process. We both loved the mess.
 
Female Ejaculation

I had a fuckbuddy or FWB about 5 years ago. We were together about 2 years.

One day we were on the bed playing around and I got the rabbit vibrator out. I had her lay naked face up on the bed and I gave her a light massage all over her breasts, legs, and stomach. I then turned on the vibrator and slowly inserted in to her pussy. She was very wet and the sound of the vibe along with her wet pussy was really hot. I lightly rubbed her tummy and legs while thrusting the vibrator into her. It did not take long and she had a nice orgasm.

I stopped the vibe for a while letting her recover and then started the vibrator again. But I was getting very horny and my mouth was watering wanting to taste her pussy. So I pulled out the vibrator and turned it off. I began to lick her clit and pussy. The taste was nice and she was very juicy. She began to moan louder and jerk about as she approached orgasm. I felt her hand on the back of my head pushing me hard into her pussy as her back arched lifting us off the bed as she came. Unbelievably, I felt three quick squirts into my mouth and face. I was shocked and turned on at the same time. Then her whole body went limp collapsing back onto the bed and her orgasm was over.

It was an awesome experience. Her squirts were small ones, not gushers like you see on XXX Videos.

ES
 
The first time I fucked my first proper bbw fuck buddy and came all over her enormous tits and belly after fucking her deep fat cunt.

The first bliw job my wife gave me.

The first time I was fucked in the arse by another guy.
 
Interesting. I've had a few men who wouldn't remember their most memorable ones. LOL.
 
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This is a good thread, but the females have be left out. Perhaps there should be another thread for them to describe their most memorable orgasm. :) Whaddya think?
 
Many years ago I hired a Pro to do some strapon play while I was in Nevada. She met me in my hotel room and brought a medium sized strapon with a flat base and a elastic strap to fit around her waist. I was very disappointed. It was the cheapest strapon I had ever seen, completely worthless I thought.

But she was a nice woman that I enjoyed talking to and had a great body so we decided to give it a try anyway. I positioned myself on the bed naked face up, legs spread so it was easy for her to enter me. She stood on the side of the bed and it was the perfect height for her to enter me without getting up on her toes or bending down.

Once she entered me it felt pretty good and I suggested that she discard the elastic strap and hold the strapon in place over her pussy as she fucked me. She liked that idea and began fucking me faster as her clit rubbed against the base of the dildo. I was amazed at how hot she looked. Her face was turning red, her nipples were rock hard and sticking out, and her hips moved in a nice rhythm. That is when it happened. She looked at me with shock on her face yelling, "I am going to cum!".

It was lovely to see her cum like that, but her orgasm triggered my own and as I came I looked down at my dick. It was hard as a rock spurting cum high into the air. I remember three large ropes of cum partially hitting her with most of it landing on my chest and chin. That was a record amount of cum for me at that time.

ES
 
- I actually have two memorable ejaculations! My first memorable one was the special morning when I learned how to pleasure myself and jack off for the first time. I am still grateful to this day, in I was home alone sitting nude inside the bathtub with the water running, while I was stroking myself for the first time! I was such a newbie in jacking off, I was pretty noisy with the slippery, and wet slapping sound of moving a lotioned hand up and down. I just remember the shock in how good it felt when I felt semen rushing up my urethra. I cried out and whimpered loudly from the pleasure when the first jet of white, ropey cum hit me right on my neck, then a second thick and less powerful spurt landed on my chest.
-My second memorable one was when I lost my virginity to a girlfriend. It's a miracle in I didn't knock her up. I knew I wasn't going to last long, the moment we were naked for the first time, and she laid down on her back and lifted her knees up. I felt the exquisite feeling of my cock head sliding inside a wet vaginal opening and penetrating a female for the first time. She was so slippery, hot and delicious, I couldn't help myself and plunged my erection as deep as I could, whimpered and exploded deep inside of a girl for the first time! I lasted about 30 seconds at most!
 
As with a lot of the guys here, my most memorable ejaculation was my first. Although it was many years ago, it still in some ways seems more recent. I was so impressed with the overwhelming great feeling when my cock started shooting the beautiful white-colored sticky fluid. I soon realized that I had enjoyed my first orgasm and I have been enjoying them ever since.
 
A few that come to mind...

Hard to say what the MOST memorable was, as there have been many that stand out:
- First time cumming with a girl present, as a teenager. Heavy make-out session in which I got her shirt off to play with her amazing tits (still among the best tits I've ever played with. Big, soft, and super perky, and she loved having them touched and licked, which is such a turn-on), she got my cock out and stroked it a bit, but didn't really know what she was doing, so I took over while she held her tits in my face and whispered encouragement in my ear. Didn't take long to cover both of us in thick creamy cum...
- Talk to my girlfriend (now my wife) over webcam when she was traveling for work. We had been exchanging erotic emails (stories about romantic places we'd fuck on future vacations) for days, but I had been avoiding cumming to save it up for her. I finally got her on cam and she just happened to be getting out of the shower in the hotel room, so it wasn't long before we were both playing and she asked to see me cum. I love being watched, and had been horny for days, so it was spectacular
- A mountain hike with the same girlfriend-now-wife. We made it up the trail to the top to a mountain lake nestled among the peaks. She was horny and started rubbing me through my clothes (which doesn't happen often, usually I'm the instigator and she usually wouldn't go for something quite so risky). It wasn't long before she was bent over a pile of rocks as we both looked out on an amazing view while I fucked her from behind. I'm a tit-lover so even though we still had most of our hiking clothes on I worked diligently to get one of her tits out to hold and had just managed it when she came, obviously sending me over the edge too. Not the best or biggest orgasm ever, but memorable for the view we had. We had just cleaned up and gotten ourselves put together when another pair of hikers rounded the bend down the trail from us. We smiled, but shared a good laugh about it all the way back down, and definitely fucked again that night remembering the whole experience.

-But one very recent amazing cum for me was just a simple handjob from my wife. Sex isn't as frequent lately, as we now have young kids, and any parent knows that makes things a little tough. I'm therefore constantly horny. It had been a couple of weeks since anything happened, for various reasons, and I was dying, but wasn't really expecting anything as my wife had been away with our littlest and had just gotten home and was exhausted. We finally got the kids down, and were just sitting on the bed cuddling a bit. I actually thought she had dozed off when she started rubbing my leg, moving closer and closer to my cock. In seconds (probably less) I was rock hard, straining at my jeans. As she moved to free me I tried to reciprocate but she stopped me, making it clear that this was just for me. She dragged the whole experience out (which is so wonderful, especially since sex often is a bit hurried for us, to get it done before the baby wakes up, or before we're too tired, etc.), taking her time, rubbing me through jeans, then boxers, so I was leaking precum like a faucet before she ever even touched skin to skin. She then took her time on me, using massage oil, stripping off her top, giving me one of the best, slowest, sensual handjobs I've ever had. When I finally came the first shot cleared my head and hit the head board, and the second got both of us in the face (she was licking my ear as I came). After I recovered we both burst out laughing over how big I came. It was amazing. Love that woman with everything I am, even during the tougher periods of our sex lives.
 
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