A sexual moment that had you speechless?

My wife and I were pretty new to each other other years ago. I’d always wanted to get fucked by a woman with a strap on. She obliged me and went to a sex toy store and brought home a very large strap on. (The lady at the store said she should start larger, rather than smaller! 😂) so she did!

I was pretty intimidated, and once she got it in, and started thrusting, all this cum came out of my flaccid cock.

I was speechless and did not know what really happened. She didn’t either.

Several years later, I learned that I had had an ejaculatory prostate orgasm. It’s only happened once since then after many dozen pegging sessions, so I must’ve been pretty turned on!

Definitely a moment where we were both like “wow…”
 
Getting an amazing bj from a girlfriend and just as I started to cum, the door opens and my mom walks in. Nobody had anything to say whatsoever. I don't think my gf said anything for the rest of the day.
"How about those Yankees?!" probably even wouldn't have worked.
 
My first sex with a man. He slowly pushed me to my knees. I knew exactly what he wanted, and I wanted, and quickly opened his belt and jeans. I was so excited I was nearly trembling.
 
Last year in college, I was videotaping weddings to make ends meet and occasionally hired a woman in her 40s to help. After a wedding, back at my apartment while my roommate was home, she and I went to my bedroom just to meditate, I wasn’t expecting any sex. However, she had other plans and soon I’m on my back without pants, while this “older woman” is jerking me off with all her heart and soul. She starts sucking my cock like she was cock crazy, almost possessed, really cutting lose, being very vulnerable. I’d never seen anyone do that before or since. I held out for sometime until blowing off in her mouth and watching her suck my dry like she hadn’t eaten in a week!

After, we rested for a bit, and I stepped out to brag to my roommate who was disgusted I’d sleep with someone so old. I got embarrassed and when I walked her to her car I “broke up” with her. She got so angry she tried to run me over!
 
The first time I woke really early, spooning her with the morning wood emerging. Instead of the obvious, I wanted to pick up from previous evening...

Crawled under the sheets and began licking her tush and as she became aware of me- her hand came to the back of my head- I licked between her tiny cheeks and avoiding her rosebud, gently tongued her labia, not even opening, just teasing them with wet licks up and down, or in this case side on.

Of course I was gradually easing her leg flesh apart so I could reach further in, but clit was too far off as I'd have to lift her leg... after 10 or so minutes getting very warm, the musky scent and little shimmys of her body, I had to surface for air.
My erection was obvious as I spooned her gently, slightly prodding her ass but not deliberately forcing, and she whispered after "You're not going to leave me like this are you...?".
...decL
 
Despite many partners and a few years of practice no man was able to, or cared to, make me cum. I didn't orgasm with a man until I was like 20, didn't even think it was really an option.. I accepted sex was being used and getting off to it later, which had some fun downstream effects.

Met quite the pleaser at a local show, linked at the afters and oh my goooood. He took me out to my car and blew my fucking mind. We had already been dancing and teasing each other for awhile at the party. I was a biiit inebriated and informed later by others that we were very... indiscriminate that night.

Anyways, we get out to the car and it's all hands, mouths, and teeth everywhere. He strips me in a hurry and then himself, already moaning and I've barely touched him. I can feel his hot breath as he moans into my ear. Ugh, he sucked on my ear and licked down to my neck. Holy fucking shit. Chills. Sent a shock straight to my pussy.

In my naivete, I thought it was me who had the problem. Genuinely believed i was broken. So I prefaced with "I'm not gonna cum, I never do so know it's not you" and he just chuckled and said something like "we will see." Turned me on sm, gave such "shh, silly girl" energy.

I go into my usual routine of leaning over to suck cock and to my surprise he stops me and says "nah, your turn." I was on my period so I freaked and said, "noo its gross." He literally laughed before diving into my cunt. I was seeing stars, he had me fucking singing. It was also this night I discovered just how wet I could get.

His hands were all over me, gripping the fuck out of my ass, tits, hips, and waist. He's moaning how fucking delicious I taste. Halfway through he slips his fingers in me and it was over. Needless to say I had an explosive orgasm on his face. I was in genuine disbelief. He just smiled and started making out with me. Teased me saying, "what was that about 'not gonna be able to cum?'"

Head was in the clouds while I sucked him off. My god, I was buzzing. Didn't end there, he plowed me every position my little sedan/our flexibility would allow. It got so hot and foggy so we opened the door. My favorite memory of this part was as he was ramming me I was progressively being pushed further out the open door. At one point I'm practically hanging out of the car, he's sucking on my tits and I'm straight hollering. The neighbors hated our group already, I'm sure that didn't help.

God he was such a vocal man. Praise heavy, constantly moaning, super sensitive to every touch. He asked if he could finish in me, swore he was clean earlier in the night (he was thankfully truthful.) I had a very strict condom rule but felt like I could trust him and in my lust fueled state I agreed.

He really began to rut into me at this point, the sounds were just incredible. I'm rocking my hips in rhythm with his. Pressure is building and building. My cunt is fluttering around him which triggered him to buck his hips out of rhythm and it sent me over. I cum hard and long. Waves of pleasure rolling through me and within seconds he was next.

I had been creampied but never together, at the same time. Took me to mental and physical heights I didnt even know existed. Such a revolutionary encounter. He stayed inside me as we both tried to prolong it. He just chuckled, praised me, and took me to get food and bought me a Plan B after.

Eight years later, he's my fiance and to this day he's the only man to make me cum 😈

Another that cums to mind was my first orgasm from oxygen deprivation and edging combo. I could not stop convulsing and my thighs were trembling for god knows how long.
 
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Despite many partners and a few years of practice no man was able to, or cared to, make me cum. I didn't orgasm with a man until I was like 20, didn't even think it was really an option.....
I believe you.
Apart from one very inorgasmic lady, where nothing I did could make her cum or enjoy sex in any form. Sadly the opportunities died down- we could socialise, but sex was flat, despite her enjoying 2 guys, the ritual was unsatisfying.

Others however, same boat as you, needed the extra time and care to reach that high nirvana and not by means of drugs or alcohol btw...
 
Without going into specifics, the first time a certain someone came home with his girlfriend. I got up late that night to go to the kitchen for a glass of water, having tossed on a short black lace robe. I could clearly hear moaning down the hallway on the opposite side of the house. I carefully walked closer until I was just outside the door and I could hear them going at it, her especially, begging him , "fuck my pussy!!" I will admit to letting my robe fall open and rubbing myself until I orgasmed, but forcing myself to be quite as I did so.
 
It was after sucking my first cock and swallowing his load of cum. My mind was racing at what had happened. I had visited his place to receive a blowjob and not to give one. I had just done something I had had no intention of ever doing. And even more disturbing was that I had liked it and wanted more. My world had changed. I was now bi and a cock sucker. There was joy, guilt, fear, anxiety and a new taste in my mouth that would not go away no matter how many times I swallowed. I drove home from his house in a fog. I was having an anxiety attack that bordered on a panic attack. Even after rinsing with mouthwash I could still taste and smell his cum in my mouth. I guessed it was all in my head and imagination instead and forced myself to calm down. It scared me that I was so ready to suck more cocks. If there had been more men in his bedroom that day I would have done them all eagerly.
 
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We'd been married for a couple of years. She was always very sensitive, and could cum multiple times. The running joke was that she cums about 10 times more than I did. Being young and dumb, as a form of amusement we started counting hers just for kicks. It was always funny to hear her say a number out lout when she was mid orgasm.

One night we found a position in a big soft chair with her on top. She came almost instantly when she mounted me. I found a pattern that just seemed to work, couple thrusts one way and then a couple deep ones, etc. That night she just never stopped cumming. I was cycling between trying so hard not to cum in her, and trying to keep fucking her because she was so sensitive. This went on for a long time, but finally I couldn't fight it any more and roared up into her. That moment we were both done. Not a sound was made afterwords. She passed out on me almost instantly, and I passed out a few minutes later still inside her. I don't remember how or when we got up.

For some reason the stars aligned that night. She just kept cumming. In 26 years, we've never even come close to that again. We talk about that night once in a while, and the number is burned into our brains. That was a once in a lifetime experience, and I'm so lucky to have shared it with her.
 
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