Do You Remember Your Three Best Orgasms? Masturbating, Oral Sex, and Fucking?

[SmokingFap]

We all have unforgettable sexual encounters, memorable for a variety of reasons. But do you remember the single best ORGASM you ever had while masturbating, while getting your cock sucked or your pussy eaten, and while fucking? Please share your stories of the orgasms that you will never forget. Pic/video link examples of your experiences encouraged!

 

[SmokingFap]

My best orgasm ever from masturbating was about fifteen years ago, when I was in my mid to late 30s. I had started a new prescription medication for anxiety. It didn't really help, but it did make it nearly impossible to maintain an erection long enough to cum. So fucking frustrating! I didn't have a partner at the time, so it was just me trying to stroke out a load, but I couldn't for two or three months. So it was actually making my anxiety WORSE! I finally told my therapist about it, and he recommended that, since the medication was doing more harm than good, I could discontinue taking it.

A week after my last pill, I had a nice, long, relaxing jerk-off session with plenty of time, lotion, alcohol, cigarettes, and porn. After a couple hours, when I finally came, I thought I was going to faint, it was so powerful! A helluva load, too! I squirted all over my coffee table and carpet. Well worth the cleanup, though. Will never forget that orgasm!

And I never tried another anti-anxiety drug again. I figure jerking off is a much more effective and fun way to work my worries out...

 

[Ingenue844]

Anal while he fingered my clit.

 

[SmokingFap]

Anal while he fingered my clit.

How about a best one while you were just masturbating?

 

[Ingenue844]

How about a best one while you were just masturbating?

Hmmm…had an ongoing thing with one guy for a long time. Got to the point I was constantly wet and throbbing for him. We had cybered all the time but that particular time I remember cumming really hard over and over until I squirted. It was all very messy.

 

[SmokingFap]

Hmmm…had an ongoing thing with one guy for a long time. Got to the point I was constantly wet and throbbing for him. We had cybered all the time but that particular time I remember cumming really hard over and over until I squirted. It was all very messy.

That sounds fabulous! Made me ooze a little in my sweats here at the library...

 

[Ingenue844]

That sounds fabulous! Made me ooze a little in my sweats here at the library...

I like having that effect

 

[SmokingFap]

And it's nice to have a muse to rub off to...

 

[AspiringAuthor]

We all have unforgettable sexual encounters, memorable for a variety of reasons. But do you remember the single best ORGASM you ever had while masturbating, while getting your cock sucked or your pussy eaten, and while fucking? Please share your stories of the orgasms that you will never forget. Pic/video link examples of your experiences encouraged!

I'm going to sound like the most pathetic being on earth...

My only really great orgasms have come (cum?) at my own hand. My husband of 25 years... I'll just say that sex was not his forte. I've never been fucked (ever) and I can't remember ever having an orgasm from oral sex, though I've done more than my share for him. That's not the point here, though.

It might have been a year ago. I was alone out here in my recliner, and it had been a while since I'd even touched myself, much less orgasmed. The sensation was intense right away, but I tend to enjoy savoring these things, so I edged for a while. I couldn't tell you how many times, but it was more than I could count on all fingers and toes. When I finally decided I was ready, I let my toy run its most intense pre-made program and sat back. The feeling started as a tingle in the pit of my stomach, radiating outward. I'd really never felt pleasure quite like it before. The toy continued to run, increasing and slowing in pace and intensity at frustrating intervals until it finally hit a steady, powerful rhythm. If I could have screamed, I would have. It was a toe-curling, thigh-shaking, full body, I-think-I've-died-and-gone-to-heaven kind of feeling. The spasms came in waves, and though it was an intense orgasm, the waves of pleasure were gentle, like water lapping at your toes with an incoming tide. Just as I thought it was over, another one snuck up on me and started the spasms all over again. When I finally decided I'd had enough, I was literally trembling, soaked with sweat, and breathless.

I slept like a baby that night.

 

[SmokingFap]

I'm going to sound like the most pathetic being on earth...

My only really great orgasms have come (cum?) at my own hand. My husband of 25 years... I'll just say that sex was not his forte. I've never been fucked (ever) and I can't remember ever having an orgasm from oral sex, though I've done more than my share for him. That's not the point here, though.

It might have been a year ago. I was alone out here in my recliner, and it had been a while since I'd even touched myself, much less orgasmed. The sensation was intense right away, but I tend to enjoy savoring these things, so I edged for a while. I couldn't tell you how many times, but it was more than I could count on all fingers and toes. When I finally decided I was ready, I let my toy run its most intense pre-made program and sat back. The feeling started as a tingle in the pit of my stomach, radiating outward. I'd really never felt pleasure quite like it before. The toy continued to run, increasing and slowing in pace and intensity at frustrating intervals until it finally hit a steady, powerful rhythm. If I could have screamed, I would have. It was a toe-curling, thigh-shaking, full body, I-think-I've-died-and-gone-to-heaven kind of feeling. The spasms came in waves, and though it was an intense orgasm, the waves of pleasure were gentle, like water lapping at your toes with an incoming tide. Just as I thought it was over, another one snuck up on me and started the spasms all over again. When I finally decided I'd had enough, I was literally trembling, soaked with sweat, and breathless.

I slept like a baby that night.

Wow! I hope you can have another one like that again soon!

 

[AspiringAuthor]

Wow! I hope you can have another one like that again soon!

You and me both! Unfortunately, I haven't been able to duplicate that tingly feeling. I think that's what made it extraordinary.

 

[SoftToTouch]

Let's see...

Fucking: when he was fucking me doggy style and using a vibrator on my clit at the same time. I came so hard I nearly passed out.
Oral: Again, with a vibrator and his tongue. Between the 2, it was mind blowing
Masturbating: I always cum hard when masturbating with my vibrator...

 

[SmokingFap]

I'd love to be your vibrator for an evening.

 

[SmokingFap]

My best-ever orgasm (and also my worst) from a blowjob was the very first time a woman let me cum in her mouth. I was a senior in college (I know, right?) and was dating a cute, skinny blonde a couple years older who'd come back to finish her degree. We had been out a couple times, hadn't fucked yet. She took me to bed and proceeded to suck my soul out through my cock. When I finally came, she swallowed every drop gladly. The problem was that for years (since I was 16), I'd been trying mightily NOT to shoot my load when a girl was giving me head. I thought all girls/women thought it was disgusting. So when this woman finally swallowed my cum, I just about screamed. And my entire lower abdomen cramped up like a horrific gastrointestinal Charlie horse! I had to quickly get dressed, apologize, and leave ASAP. I literally thought I was going to shit the bed!

The next day, I apologized again and explained what had happened. She was relieved, thinking I had just used her for a blowjob. We ended up dating, with several less-devastating blowjobs and many very satisfying fucks, until we graduated and moved back to our home towns. But that orgasm will live in infamy in my brain forever.

 

[Oshkosh60]

I had always had a thing for women's panties. When staying at my grandmothers house I had found a pair of her silky underthings. That evening after she had gone to bed I put them on and moments later it was all over....I hadn't even stroked myself yet.

There came a time when I wanted to show someone else that I liked to wear women's undergarments and I went to an ABS. There was a window where the person in the next booth could see in. In the next booth was an dapper gentleman who must have been twice my age (he was probably 70). He motioned that he wanted to come into my booth. I nodded. He gently touched me and then asked if he could put it in his mouth. I nodded. It was so erotic that it didn't last long. I was happy and he was very happy.

I had been making love to a woman past her 70th birthday who turned out to be very adventuresome. She liked toys and finger play on her backside, but I sometimes found it difficult to have an orgasm while penetrating her. So she liked me to pull out and masturbate onto her breasts. So I was making love to her, I pull out to finish off on her breasts and unexpectantly, she takes a vibrator and enters me. I was shocked....but it felt great and my whole body trembled as I finished on her.

 

[TallGlassOfSarcasm]

Let's see...

Fucking: when he was fucking me doggy style and using a vibrator on my clit at the same time. I came so hard I nearly passed out.

God I love doing that. From behind, reaching around with the bullet vibe....

I have very much enjoyed the results of that

 

[SmokingFap]

I had always had a thing for women's panties. When staying at my grandmothers house I had found a pair of her silky underthings. That evening after she had gone to bed I put them on and moments later it was all over....I hadn't even stroked myself yet.

There came a time when I wanted to show someone else that I liked to wear women's undergarments and I went to an ABS. There was a window where the person in the next booth could see in. In the next booth was an dapper gentleman who must have been twice my age (he was probably 70). He motioned that he wanted to come into my booth. I nodded. He gently touched me and then asked if he could put it in his mouth. I nodded. It was so erotic that it didn't last long. I was happy and he was very happy.

I had been making love to a woman past her 70th birthday who turned out to be very adventuresome. She liked toys and finger play on her backside, but I sometimes found it difficult to have an orgasm while penetrating her. So she liked me to pull out and masturbate onto her breasts. So I was making love to her, I pull out to finish off on her breasts and unexpectantly, she takes a vibrator and enters me. I was shocked....but it felt great and my whole body trembled as I finished on her.

Wow! What great stories! Does Granny have nice tits, or real hangers by now? Either way, super hot! Thanks for sharing.

 

[SC_Gent]

When I was a senior in high school, a girl I went out with a couple of times had to go out of town unexpectedly. When I showed up at her house, her intoxicated mother proceeded to fuck me over and over until the next morning. The biggest orgasm I had was when I was fucking her ass and she told me to cum in her mouth. I swear I filled her mouth up faster than she could swallow.

 

[SmokingFap]

So did you keep dating the girl? Or just keep fucking her mom?

 

[dad8bod]

We’d been flirting online for a good 7-8 months when she happened to be coming to my area for a work conference, so I drove the hour and change to see her and we stayed the weekend.

It was immediate fireworks, crazy sexual chemistry. Friday afternoon, Friday night, Friday night again, Saturday morning, Saturday morning in the shower, Saturday after lunch, Saturday before dinner… but when we got back to the hotel after post-dinner drinks, she gave me the bottle of wine we had in the fridge and told me to make myself comfortable.

Poured a drink, settled in on the couch with a glass, and she came out of the bathroom in a red and black lace nightie and thigh high black stockings. She instructed me to enjoy my wine, then proceeded to give me the most incredible blowjob I’ve ever had.

Took. Her. Time. She knew what she was doing, the proper pace, adjusting the tempo to not get me overloaded too fast. My dick, my balls, my ass, covered all the bases - slowly, deliberately, and with a purpose, as I continued with the wine. Went on probably close to a half hour before I was done with the wine.

Now she was ready to finish me off. She led me to the bed and spread my legs, laid on her stomach in front of me with her legs bent up behind her. She continued her pace and exploration for a few minutes and then cranked up the intensity, slowing down one final time just to tell me that she wanted me to out every last drop of cum I had down her throat.

Needless to say, I obliged. I returned the favor afterward by giving her a mindblowing orgasm that she claimed was beyond anything she’d ever had before. We fell asleep in each other’s arms.

Next morning we fucked two more times, and we went our separate ways. We never met in person again.

 

[SC_Gent]

So did you keep dating the girl? Or just keep fucking her mom?

I went out with the girl a couple more times, and fucked each of them within 24 hours. Told the mom that my cock should be really clean as her daughter sucked every inch of it.

 

[Easyvirtue]

Yes, my best orgasm was the first time I butt fucked an XGF. Had cum in pussy many times but that was the best fucking orgasm! My best blowjob, from a MILF I had a few months back, it was the best because I’m married and it was so bad and naughty, I came so much she couldn’t swallow it all. I guess the best masturbation session, my wife took me lingerie shopping after I told her I liked to crossdress. We shopped for hours in many different stores and almost got to try on some things at one of the retailers but the sales woman who was so very cool with us and my fetish was afraid the manager would not appreciate it. So anyway we got home with all my purchases and I was made to give my wife a fashion show, with music and all, the hallway was my runway into our bedroom sitting area. Anyway after the last outfit was modeled she asked me why I like to dress up, I sat across from her on our love seat and just touched myself and masturbated like I had studied so many women before. When I came in my outfit my wife told me to get up and clean my panties and come back to bed. I returned to find her in a sexy outfit and she said get dressed in something else and dance with me! We danced and fucked all night long. It was amazing.

 

[SmokingFap]

My best orgasm from fucking was one time my college girlfriend and I got a hotel room. Can't exactly remember why, but we'd gone out of town. I don't know if it was just having our own hotel room, or if she was just that good a fuck (she was), but when I finally came after about an hour of furiously fucking, I came in her dripping wet pussy so hard, I literally howled. The next morning, as we were checking out, we found an angry note on our door telling us we should have more respect for our neighbors at the hotel and that they had kids! I bet that was an uncomfortable family talk...

 

[Ssbbw4u1974]

My first orgasm..
I had bought an electric vibrator, just turned 18, and was in my first apartment, alone.. mmmm I didn't know about the g-spot back then.. so I had an intense clitoral orgasm.. never forgot that one..

2nd..
When my ex husband discovered how to properly give oral, and one night he is fingering me, but instead of just licking my clit, he blew soft raspberries just to tease me at first...
But it was amazing, and then the blows got more intense, and I came and squirted for the first time!!

3rd...
Hmmm probably most since I'm in my late 40s, and I have pretty intense orgasms everytime..

 

[AspiringAuthor]

he blew soft raspberries just to tease me at first...

Taking notes to share with my sweetheart. That sounds amazing!