Your best orgasm ever. How and where did it happen?

I was still in high school, back in the early-mid 70's, and in the summer between my junior and senior year I occasionally scampered over the backyard fence to the neighbor's pool, a single 50-year old woman. I always did this between 11:30 pm and midnight, as I knew she got back at 2 am or later and didn't want her to see the pool still sloshing water as it does after use. At first I swam with trunks, but knowing she didn't ever come home early I became a bit bolder and swam nude.

It was great. To be honest, I looked forward to the time I could sneak to her pool most nights. And weather permitting (rarely got too cold in June in so Calif), I was in the pool. But one night, just as I was finishing, the neighbor woman suddenly turned the light on, both the lamp and the pool light. I was standing buck naked looking at her, scared that she would tell my parents and essentially end my life! But when she saw me, she wasn't angry, a bit curious. I apologized to her, hoping to plead with her, but she looked at me. I still had a half-erection, one of those stupid-boy looks on my face, and she said, "Do you mind if I join you?"

I couldn't believe it! Now this sounds like one of those letters in Penthouse, the made-up encounters and events that sold a lot of magazines, but it happened. Now she was not at all pretty, but she was relatively small and thin, and had a nice body. But more to the point, being the mid-70's and never been sexual with anyone else, and in fact had never seen a woman naked, this was super exciting. As soon as she took her shirt and bra off, and dropped her dress and undies, she waded nude into the pool and walked to me.

I had gone from near-apocalyptic to sheer ecstasy in less than one minute! The thought of this nude woman approaching me energized me, and when she put her hand on my shoulder I couldn't hold back. I had the most explosive and, frankly, most memorable orgasm to date. I won't get too detailed, but suffice to say that propellant wouldn't have been needed to expend my orgasm over her shoulder to the fence!

I don't remember much what was said, but she and I swam together a few more minutes, then she took me to the deep end and we ended up treading water and making out, kissing, our bodies of course fused above our kicking legs. We ended up doing it for about 20 more minutes in the pool, then she took me inside to her bed where we spent another half hour. It was past 1:30 when I finally got home, but I was so excited that I couldn't think straight the rest of the night.

The next day I went over before her shift, just making sure what happened was cool. Not only was it cool, but we made arrangements to meet twice a week where we swam, then went to her bed where she taught me sexual etiquette. The age difference never came into play, and the entire summer I learned more than I would have as an adult in ten years.

She left for Oregon by the time school started, but I will always remember that summer, and in particular that first orgasm. Even though it happened almost fifty years ago, it sears on my mind like it was just last week.

The last one, far too long ago.

My very best and memorable orgasm was in my mid twenties. My wife and I were staying in a hotel and having a few drinks in the connected night club. I dared her to dance with another guy, her choice of course. She picked a good looking guy about our age and asked him to dance. After a couple of dances, she came back to the table where we had another drink and I told her how watching her dance was turning me on. The guy she was dancing with came over and asked if she wanted to dance again. She looked at me for approval and when I smiled and nodded my head she started to get up. I reached over to touch her hand and said "I dare you to kiss him". She just smiled as he lead her to the dance floor. While out on the floor, she looked over to see me watching and then leaned in to kiss her dance partner. It was incredibly arousing to watch this stranger kissing my wife and his hands move over her body. After the song ended and they broke their kiss, she came back to the table and asked if I liked it. I asked her if she liked it and she smiled and said yes. I told her I would be ok with it if she wanted to take him back to our room for more fun. She looked a bit shocked as she asked if I was serious. I simply pushed the room key over to her hand and said I would love for her to fuck him. She took the key and walked over to her new friend and I could see them talk for a minute. He looked over at me, I smiled and nodded my head in consent and then they walk out of the club. They returned about 45 minutes later, kissed goodbye and then I took my wife's hand and led her back to our room. I was so turned on that I could even undress her; I removed my clothes, her panties and pushed her back on the bed. Spreading her legs, I could see how rosy pink and wet her pussy was. There was no foreplay as I just wanted to fuck her. I could feel his cum in her as I slide my own cock deep into my wife. I asked her to tell me how he fucked her. She gave me the details of how he kissed, undressed her, then slide his cock into her and fucked her until she came and he came inside her, not once but twice. It felt amazing to thrusting deep into her while listening to her talk that I came so hard, filling her with my cum on top of his. That was the best orgasm I ever had and although I think of it often, I've never had another one that intense. My wife later said it was a one time thing and never did it again.

It was with my former brother-in-law by marriage. Totally unexpected. He came by with two bottles of champagne thinking my husband would also be home. He was away at a conference. After consuming the two bottles, one thing lead to another. He spent the night. Multiple intense orgasms.

It was a spectacularly messy night. The five of us were taking a girl's night out, a nice dinner and then a night of club dancing. We spent the early evening at a swanky seafood place mostly eating appetizers so we could share. I had lost the dare, so I had the two egg vibrators in me... one in my pussy and one up my ass, remotely controlled of course! They had a range of about 30 feet so whoever was torturing me had to be fairly close.

I am a cut-up, so I am always making trouble... redheads are like that... we have a reputation to uphold, so I was dripping pretty good by the time dinner was over. I felt sorry for the cleaning staff at the restaurant, they had a very wet chair to clean. I never knew who was using the remote as they passed it around frequently. Evey time I got close I would give it away by biting my lower lip and whimpering a bit... or stuffing the whole peeled shrimp into my mouth.

You would have thought I would have been completely out of pussy juices after almost two hours of being stimulated constantly...but no. I did have to take my panties off once we got to the club as the wet lace was starting to scratch and climb tight into my slit and ass crack. We were wild on the dance floor, kissing, rubbing our braless titties, groping each other... just having a good time. My juices were just running down my thighs and one girl commented my thighs glistened in the flashing club lights.

I pretty much knew when Elisabeth was using the remote. She was the owner of the eggs and I figured knew exactly how far she could push it. She would run me right up to the edge of orgasm, then pull back just enough to drive me crazy. She will get her turn with me at the controls very soon hehe.

Finally, they took pity on me and turned the vibrations up to maximum and then varied it quickly... probably just watching my lips and my hands. I danced by myself as the vibrations pushed me over the edge. The one in my ass was right against my g-spot and almost hurt soooo good. I wish the one in my pussy had a rabbit like tongue for my clitty but it was enough. Half the club must have know what was going on, I felt so many eyes on me... that added to the intensity of the orgasm.. my hands kneading my breasts and pulling my nipples while my hips gyrated wildly. Even my GFs wanted to rub against me.

My pussy muscles were almost cramping from all the spasms. It quivered like a rung bell. The waves of pleasure washing over my entire body over and over. I think my wrinkled inner labia were curling as much as my toes. My quivering pussy was drooling all over the lower half of my skirt and drenching my thighs, making the warm cleft of my ass so well lubricated that my ass cheeks slide by one another like warm butter.

I doubt many heard my squeals as I came. Thrashing about the dancefloor ...just like everyone else... I was hidden in plain sight...my pussy juices literally gushed down my thighs and legs. I looked like someone had spilled a drink where I stood enjoying the sensations of my orgasm spreading through me like an exploding spring suddenly unwinding.

I would relive that night again and again if I could.

My next best orgasm was in bed by myself with an e-stim. One lead on my left nipple and the other on my clitty with the e-stim set for a ramping up current with an alternating frequency. My next try will be with an anal ring and a 1" urethral lead.

Honestly, during sex, my wife and I smoked this weed with her friend. We fucked so good that night, the orgasm was amazing.

The best orgasm I had masterbating was when my wife left her Facebook open and saw a conversation were she sent a half naked picture to him.

They are all fabulous, but the one that stands out for me was my first anal experience. It happened by accident. I had gone to a friend's house to play around and suck cock like we used to do. Once I was comfortable on his sofa he knelt between my legs and began to suck and lick. Moving ever downwards until before I knew hit he was licking my perineum, and it felt amazing. I was definitely responding. So I have to take some of the blame for what happened afterwards.

As I squirmed and wriggled my hips, I lay on my back and opened my legs full as I pulled my legs to my chest. He could obviously see me open, clean and smooth. Before I could say anything his warm tongue was licking me out and he started to probe hard. I hadn't ever been rimmed like this before. It was like an awakening. I knew I wanted him, and it was like he read my mind. He gently repositioned himself and stood up to show me his huge cock. I knew I was ready. He knew I was ready. Next thing I knew he had my legs on his shoulders and he was gently pushing through my ring. I felt his thick head pop as it forced its way through. I thought I had died and gone to heaven.

He gently gave me his full length. Slowly. Lovingly. Fully. It was everything I had ever dreamed of. He gently pulled back and gave it to me again. Then again. He started to increase his speed. Faster and harder. we kissed as he ploughed me. I felt his chest against me as he gave me his full goodness. I had never imagined that being fucked like a slut would feel so good. How could I have know it would get even better.

I noticed his cock getting stiffer. I was being stretched as he gathered pace. I felt his breathing quicken and heard him begin to moan gently. I knew he was chasing his finish. His thickness, his relentless pounding, his moaning was all too much. I could feel myself cumming. I couldn't believe he had fucked me like this; this only happens in porn movies I thought. Oh my. "Fuck me babe" I called out, "cum in me!" He was trembling now and pushing desperately to get to the end. He spasmed violently and called out "you fucking whore!" I new I had done it. Finished him. Controlled him and made him mine for that moment, and as he emptied himself into me I held him close whispering gently in his ear "my sweet babe, when can you do that again?"

Not necessarily the best per say, as I've had stronger ones, but the most memorable:

It was with my wife. At the beginning of our relationship, I'd say about 6 or 7 months in, when we'd really got completely comfortable with each other, we had intercourse that saw us both cum within 10 seconds of actually getting to it, something which we'd never lived before and would never be able to reproduce afterwards...

We'd gone to the cinema that evening, but the film we'd picked wasn't up to its teasers at all, I'd go as far as saying they'd made the 30 seconds teaser out of all the interesting parts of the movie. So, being bored, we started to flirt with each other, to tease each other and got hornier and hornier. Basically, the whole length of the movie became a long foreplay session composed of lots of kissing, a long bout of me sucking on my wife's pinky, licking its tip, as if it'd been her clit and lots of caresses and groping through our clothes.

As the first lines of the credits appeared on the screen, we left and rushed back to the appartment we'd been renting for less than a month, having just recently decided to move together. We got in and were naked before we'd reached the bedroom. Only stopping our hungry kisses long enough to take off certain pieces of clothing.

We got on the bed and without further preliminaries we started to fuck. I had not pumped inside her more than a handful times before she came, feeling her pleasure pushed me over the edge a few seconds later.

I know I gave her better ones since, as she did for me. But we still end up mentionning this particular time regularly because it was just 'special'.

Well, the best one was edging by myself with my vibrator. I edged for three hours and I don't mean that play around for a bit and stop, I mean edging to the point where one more stroke will set you on fire and push you over the edge. Three hours of this, non-stop, a couple times I had to throw my vibrator across the room so I wouldn't stroke my clit again. When I finally did let go, I came 17 times in 10 minutes. It was a glorious mess. My legs would not stop twitching and it was just so decadent and brain scrambling.

Quote by Sandra47

Well, the best one was edging by myself with my vibrator. I edged for three hours and I don't mean that play around for a bit and stop, I mean edging to the point where one more stroke will set you on fire and push you over the edge. Three hours of this, non-stop, a couple times I had to throw my vibrator across the room so I wouldn't stroke my clit again. When I finally did let go, I came 17 times in 10 minutes. It was a glorious mess. My legs would not stop twitching and it was just so decadent and brain scrambling.

I can only imagine how good you must looked during those ten minutes and the time leading up to it. I am green with envy!

Quote by nancyrodgersxx

They are all fabulous, but the one that stands out for me was my first anal experience. It happened by accident. I had gone to a friend's house to play around and suck cock like we used to do. Once I was comfortable on his sofa he knelt between my legs and began to suck and lick. Moving ever downwards until before I knew hit he was licking my perineum, and it felt amazing. I was definitely responding. So I have to take some of the blame for what happened afterwards.

As I squirmed and wriggled my hips, I lay on my back and opened my legs full as I pulled my legs to my chest. He could obviously see me open, clean and smooth. Before I could say anything his warm tongue was licking me out and he started to probe hard. I hadn't ever been rimmed like this before. It was like an awakening. I knew I wanted him, and it was like he read my mind. He gently repositioned himself and stood up to show me his huge cock. I knew I was ready. He knew I was ready. Next thing I knew he had my legs on his shoulders and he was gently pushing through my ring. I felt his thick head pop as it forced its way through. I thought I had died and gone to heaven.

He gently gave me his full length. Slowly. Lovingly. Fully. It was everything I had ever dreamed of. He gently pulled back and gave it to me again. Then again. He started to increase his speed. Faster and harder. we kissed as he ploughed me. I felt his chest against me as he gave me his full goodness. I had never imagined that being fucked like a slut would feel so good. How could I have know it would get even better.

I noticed his cock getting stiffer. I was being stretched as he gathered pace. I felt his breathing quicken and heard him begin to moan gently. I knew he was chasing his finish. His thickness, his relentless pounding, his moaning was all too much. I could feel myself cumming. I couldn't believe he had fucked me like this; this only happens in porn movies I thought. Oh my. "Fuck me babe" I called out, "cum in me!" He was trembling now and pushing desperately to get to the end. He spasmed violently and called out "you fucking whore!" I new I had done it. Finished him. Controlled him and made him mine for that moment, and as he emptied himself into me I held him close whispering gently in his ear "my sweet babe, when can you do that again?"

Sounds like a soul-shaking experience—thanks for sharing!

Quote by SoftNibbles

My next best orgasm was in bed by myself with an e-stim. One lead on my left nipple and the other on my clitty with the e-stim set for a ramping up current with an alternating frequency. My next try will be with an anal ring and a 1" urethral lead.

Sounds perfectly wonderful 🥰

Probably the first complete orgasm I had without ejaculating. Id been edging for some months & managed to take it to the next level. This allowed me to stay erect, or go soft for a bit & become hard again consistently.

If I (or he) knew what happened, I'd recreate it! It started like most normal vanilla sex in the bedroom and turned quickly to orgasm... but even when it was over and he'd pulled out I kept orgasming. I remember vaguely wondering if I was going to be stuck that away but I was too far gone to care lol. I've had some insane orgasms, but that's the only one that kept going after dick was gone.

When my wife and I first started dating she had experienced some sexual abuse, so it was a slow go getting her to relax and enjoy sex. We went through touching, stroking to finally allowing me to enter her. We were dumb and did not use protection so it was fuck for awhile then pull out. One night while were engaged in foreplay she whispered she was on the pill and I could cum in her. It was awesome and she was a fabulous lover once she decided I was the one!

One of my best orgasms came from a woman I’d said no to repeatedly at a house party. I did not like her, but she pursued me with a determination bordering on mania. I’d said no at least three times, but in the early morning hours, she snuck into my bed. I pretended to be asleep. With movements almost imperceptible, she slid her hand onto my chest and down my belly. At no point did I break my act of being asleep, but by the time her hand reached my lower abdomen, my erection was raging. Her hand rested alongside my cock for a while before she slipped it under my boxer shorts. Still advancing by the iota, she eventually took hold of my cock. I was in a weird bind of not wanting her, not wanting to ‘awake’ and not wanting the sensations breaking over me to stop. She disappeared under the covers and took me into her mouth. This was my first deep-throating. My head spun as she worked the head of my cock with the back of her throat. After the exquisitely slow build-up, it felt like the orgasm, when it came, was never-ending. She didn’t let me free of her throat until she’d gulped down every last drop. 

Easy.

An ex and I went on a tantric massage course and we were each other's "practice dummy". I didn't so much see stars as become one with the stars. It was utterly mind-blowing. Never before and never since. I didn't ejaculate, it was a completely different experience. I couldn't stand up for about half an hour afterwards - I had no sense of balance and no strength in my legs at all. I think it took me about 20 minutes just to get up off my back onto all fours.

The first threesome we had together climaxed in the most incredible orgasm I had ever experienced. We were naked on the bed. My friend on her back, knees raised, and her fingers entwined in my hair as she pulled my face harder between her open thighs. I was kneeling above her with the full, rigid length of her boyfriend’s erection thrusting rapidly back & forth inside me. I was almost suffocating as she arched her hips, grinding the lips of her vagina against my tongue & lips, whilst the increasingly rapid thrusts of her boyfriend’s shaft drove my face harder between her thighs each time he slammed into me up to his balls. Both of them were gasping incredibly filthy and delicious obscenities as we approached an almost simultaneous climax.

My girlfriend exploded first, her hips arching high off the bed before collapsing back on the bed in a breathless heap. Her boyfriend was only a second later. With one last thrust, he held himself hard inside me. I have a very small and slim body and his erection felt so huge, I had never felt a boy penetrate me as deep as he did. As he impaled me up to the hilt of his shaft I reached between my legs and held his tight balls against me. He let out a loud groan, almost as if he were in pain as he shot his load.

I love, of course, the warm, fluid sensation when a man comes inside me, but what made my own orgasm so incredibly sweet this time was that he was so deep & tight inside me, I could feel each individual jerk & pulse along the length of his cock as he ejaculated. I could even feel the first three or four sharp spurts of his cum bursting repeatedly inside me as he shot his load & stimulating me to the most profound orgasm I have ever experienced.

Even writing about it makes me want to masturbate!

Some wonderful stories in this thread. My own might have been a little more mundane, but it sure was good. I'd spent the night in the dorm of my girlfriend, who was almost always up for a good romp. In the morning, we decided to take a shower together, something we often did even if we weren't having sex.

As we turned on the taps and started stripping, I was even more taken by her beauty than usual. There was just something that triggered me about the way her pink-capped boobs bounced back down into place after pulling off her sweatshirt and lowering her arms again. I pulled her close and started kissing her, my hands already on those wonderful mounds. We kept kissing as we pulled each other's clothes off, and we continued kissing as we stepped into the hot water. From there, things quickly progressed to tit-sucking on my part, and then dick-sucking on her part. She always gave really good head, but we almost always progressed on to the "main event" before I could cum in her mouth (not that she minded when I did that).

Although we'd seemingly had sex in nearly every position imaginable so far, we hadn't ever fucked standing up. Fortunately, she was taller than average, so as I pressed her against the already-warm shower wall, it wasn't too awkward for me to lift one of her legs and slip inside her. The angle worked really well for us, and we both moaned loudly right from the start. Good thing her roommate wasn't home. After just a couple of minutes, she started peaking (even though normally she had to be lying back to reach orgasm) and that set me off. The whole episode probably lasted barely five minutes, but out of hundreds of orgasms we had together I think this one was the best for both of us. And maybe my best ever.