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

Oral is easy.....the first time a woman blew me to completion. I was in grad school and there was a somewhat attractive middle aged single woman who lived in my building who I'd gotten to know and we'd often chat in passing or sometimes at the pool when we were both there on the weekends, sometimes mildly flirtatious, but nothing overt. One late afternoon, the pool had cleared out and it was pretty much just us hanging out in the water and having a couple of beers and she was asking me about some of the girls I'd been dating. All of a sudden, she just says, "You know I can suck your cock better than those little coeds you're fucking, right?"

We go to her place and we're making out and I end up sitting in a big cushion chair with her on her knees and starts giving me the best BJ I'd ever had by a long shot, licking up and down the shaft, around the head, running her fingertips over my chest, stomach and thighs. The visual was almost as stimulating as the feeling itself. She then began to take me into her mouth little by little massaging the underside with her tongue until she eventually took it all the way down the back of her throat to the point where I could feel her tongue on the front of my balls. After just a couple of minutes of her slowly taking it in and out, I knew I was about to cum and let her know I was close, which I know she knew by my reactions. She then started moaning and the vibrations combined with her magical mouth sent me over the edge into a loud grunting orgasm that lasted for what felt like at least 30 seconds and a half a dozen spurts down the back of her throat. First deep throat and first time a woman had been able to make me cum with her mouth alone. She had a quite large mouth and a very long tongue, which helped. But most importantly, she absolutely loved to suck cock and treated it as an art form. And boy, did I return the favor.....

Best while fucking was with a long distance FWB I had in another state around the same time period. We knew each other from when we were younger before she moved away and we'd reconnected on a few of her return visits and ended up fucking and the sex was off the fucking charts incredible. Neither of us wanted a relationship out of if and it probably wouldn't have worked, but it was like our bodies, kinks and sex drives were tailor made for each other. For several years, we'd figure out a way to meet up a couple times a year for a long weekend and fuck each other's brains out. We'd share details of the dates we had and/or any sex we were having and would often chat on the phone for hours late at night masturbating and each telling the other what we were going to do to each other next time we met. And she'd also send me risque greeting cards every so often as well as sexy pics with little notes on the back, stuff that just built the tension.

After a long time between hookups, it was finally going to happen when she was coming to visit some family a couple hours from where I was in college. She was going to fly in early enough that we would have three nights together at a nice hotel at the airport. I got there an hour or so before her and checked in and was just hanging out in the room. I had purposefully not had sex nor masturbated for several days prior, which was probably a record for me back then. Finally there was a knock and when I opened the door, there she was.....gorgeous and sexy as always, tan with a sexy AF little form fitting sleeveless dress on with no bra. We didn't say a word, just started making out like we were trying to suck each other's souls up against the wall as we stripped each other's clothes off and made it to the bed. We both knew what we wanted and wanted it right then, no extended foreplay, just me deep inside of her. All she had left on was a black thong and I didn't even bother taking it off, just laid her on the edge of the bed, pulled it to the side and plunged balls deep in one hard thrust into her soaked hole. We looked and sounded like animals, grunting, groaning, her thrashing around on the bed. I even remember the phone getting knocked off the nightstand somehow. It wasn't but maybe a couple dozen deep strokes at the most when, due to saving up for a few days and more specifically the months of anticipation for this very moment, I absolutely exploded inside of her with a huge load. It felt like every bit of energy in my body was getting shot out of my cock. Incredibly powerful and definitely memorable.

The rest of that long weekend is somewhat of a sexual blur, although there were some other specific memories that stick still today. But that first orgasm of the trip was insane.
 
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.
My wife and I sometimes read lit together, and we both loved this description.

My wife said it was “a lovely description of an orgasm and that’s how the human body should be treated, cared for and understood.”

Thank you…
 
My best orgasm from a BJ - a GF from HS and I were on her bed in her upstairs bedroom; I had just come back from the AF Tech school for the holidays, and she blew me - and swallowed all of me, and then kept right on sucking me thru and after my orgasm. I remember seeing stars for a while.

Best orgasm having sex - a different GF and I (this was the woman where I discovered my manic love of all things cunnilingus) were having sex at the Motel 6 in River Falls WI, she put the condom on me, and I'm getting close to filling it - and at the precise moment of my orgasm she squeezes her kegel muscles HARD, she said my eyes about shot out of my eyesockets because I wasnt expecting it. She had been keeping that a secret for a while, and on our long drive up there, every time we'd pass a car with an out of state plate, she'd squeeze herself a few times. There would be times afterwards where she'd tell me to not move inside her, and her kegel muscles would milk me; God I miss her... :)

While bating - probably after a coconut oil edging session.
 
Masturbating orgasms are always good and hard to say which was the best. Maybe the one I had this morning before getting out of bed!!
I do have a guy friend that is fantastic at getting me off licking my pussy and clit, sometime exploring a little farther down! Wowzer!
And lastly I would say last Saturday night was the best 3 or 4 orgasms I have had. We just laid around doing nothing, I had a glass or two of wine and we first made love, then fucked like crazy!!
 
This is miss conduct, Wonderers wife. I don’t have an account so am writing on his.

Our bed is wet. It was a two towel morning. We always have strong orgasms, sometimes with him and sometimes with my hitachi.

First fun touching and then he went down on me. I did not cum but it felt really good.

He fucked me missionary off side of the bed and was hitting my g spot just perfectly. I two smaller orgasms while he fucked me and I put my feet in his face.

Rode him cowgirl and held his hands down. Then let his hands up and he power fucked me from below. This almost always makes me cum and squirt.

We had to get another towel and his penis had unerected to a chubby state when he came back with the towel.

I took his chubby and he rubbed it on my vagina and clit and had me streaming and squirting all over him. I gushed so fucking hard.

He kept on doing it and I just squirted and squirted while he was under me. His cock got super hard but then he was close to cumming, and I don’t allow him to cum.

Best fuck and orgasm in a few weeks. The orgasms are all pretty good… hard to put my finger on just one mind blowing one.

Towels and bed are still wet.

What day is the best day? Today.
——————

(This was a really good session! Love it when she cums and when she squirts on me.
-Wonderer)
 
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Best sex I ever had was with a newly divorced mom I worked with. I wasn’t initially attracted to her. She was a bit plain compared to most women I dated and looked tired all the time, as well as seeming kind of uptight. But, as I got to know her, i found out she was also funny, smart, opinionated, had a gorgeous smile, etc. And she worked out a fair bit so she had a nice figure.

We eventually started dating and had fun, but sex was sort of dull. She was not at all kinky or adventurous and really had never had much of a sex life. She’d met her ex-husband at college and sex with him was basically a few minutes of missionary. It didn’t take long for him to become more interested in work (and affairs) then her.

Anyway, I liked her a lot but was wondering if sex would eventually become an issue. We’d been dating several months when we went away for the weekend and had a lot of fun. We’re in an elevator going back to our room when she turns to me and smiles and I was suddenly as horny for her as I’d been for any woman. Barely got to the room before I am pulling her shirt off. We had slow romantic sex on the carpet six feet from the door, ordered room service, then realized we weren’t done and I crawled in between her legs and ate her out for a very long time. Sadly, she’d never had oral before and her mind was sort of blown when she enjoyed it (and had an orgasm).

After that, we were somehow still horny and i ended up pounding her like a nail. God, did I want her that night. Nothing too adventurous (she didn’t enjoy doggystyle much, so we changed positions pretty quickly. Blowjobs, anal, etc. would have been out of the question) but a thoroughly satisfying evening. We spent the rest of the weekend alternating sex and sightseeing, but never quite recovered the magic of that night. She never seemed into sex as much as she did that night and our sessions went back to being blah. Relationship didn’t last either. Just sort of petered out.
 
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This is miss conduct, Wonderers wife. I don’t have an account so am writing on his.

Our bed is wet. It was a two towel morning. We always have strong orgasms, sometimes with him and sometimes with my hitachi.

First fun touching and then he went down on me. I did not cum but it felt really good.

He fucked me missionary off side of the bed and was hitting my g spot just perfectly. I two smaller orgasms while he fucked me and I put my feet in his face.

Rode him cowgirl and held his hands down. Then let his hands up and he power fucked me from below. This almost always makes me cum and squirt.

We had to get another towel and his penis had unerected to a chubby state when he came back with the towel.

I took his chubby and he rubbed it on my vagina and clit and had me streaming and squirting all over him. I gushed so fucking hard.

He kept on doing it and I just squirted and squirted while he was under me. His cock got super hard but then he was close to cumming, and I don’t allow him to cum.

Best fuck and orgasm in a few weeks. The orgasms are all pretty good… hard to put my finger on just one mind blowing one.

Towels and bed are still wet.

What day is the best day? Today.
——————

(This was a really good session! Love it when she cums and when she squirts on me.
-Wonderer)
Get a Venus blanket or two. Game changer. Trust me.
 
Best oral I had was with a fun, forty-ish blonde. She was an acquaintance I mostly knew professionally, but I had had a thing for her for years. She was a very attractive, long-haired, nice figure. Stunning smile with very sexy lips. Moreover, she was one of those people who is always on, always smiling and laughing. She struck me as someone who would be up for anything,

We fell onto a pattern of casual flirting and I told her to call me when she was ready to go out. She said she would, then didn’t. About a year went by before I saw her again. Bumped into her again at a pig roast. She looked stunning in a shoulerless blouse and aviator sunglasses. I have a thing for attractive women in glasses (sunglasses count, lol).

We talked for awhile and fell back into our flirty ways. I pointed out she never called me and she grinned, looked around to see if anyone was around, then pushed me back against a picnic bench kinda hidden around the corner. A minute later, she had my dick out of my pants and took almost the entire length on the first try. I was stunned to say the least. Turns out she had excellent oral skills. She proceeded to deepthroat me and gave me a blowjob that could have sucked the paint off the car. Forget standing, I couldn’t sit upright through this and ended up laying on the tabletop.

That night was only a blowjob, but we went out the following week and wrapped up a fun first date by fucking like bunnies and trying out whatever dirty things we could think of. Was just the first of many memorable fucks and blowjobs with this woman. We had lots of fun with our clothes on too.
 
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The best masturbating orgasm was when my girlfriend/future wife first gave me a hand job in my car. It was amazing. The best one fucking was the night we were about to have sex on the night she returned from a convention and she confessed, "I've been fucked."
 
Best masturbation orgasm was when a lady I was seeing was messaging me after carrying out a horny assignation I had encouraged her try....I was home alone in my office and she was on the train...messaging to say she had met the guy, and line by line she described everything she had done to him and he to her....I was rock hard, leant back in my chair with messages appearing on my Blackberry.....I must have edged for 30 mins and finally let myself go and came so hard!

Oral - older colleague when I was in my late 20's...loved a BJ but had never been with a girl who would let me cum in her mouth...Suddenly found myself with a woman 13yrs.my senior who loved sucking cock...had amazing technique...and loved making sure she swallowed every drop...mind-blowing orgasms!!

Sex...a younger lady with and incredibly right but accomodating pussy who loved to straddle and could make me cum whenever she wanted...amazing sensation as she milked me dry with her pussy muscles and she invariably climaxed as I did....
 
My very best orgasm was the first time I fucked ass with a vibrator. I came so much and it was so intense I nearly cried.
 
Prefacing all of this by saying that I am very lucky to have the partner I do have, but anyways...

My best masturbating orgasm was when my not-yet-fiance was face timing me as he travelled for work then. I was definitely lonely and willing, so under his prompts I decided to play with myself. He began to explicitly detail what he would be doing to my clit and pussy. With the help of some toys I had to bring out, I definitely remember squeezing my legs together when I orgasmed cause the pleasure was so intense. Made more intense for me because I knew he was intently watching and jerking off himself.

For my best sex orgasm, I'd have to say it was a couple months ago when my fiance proposed during my birthday weekend. It just brought on this extra sex-crazed affection from him. We spent every night at the hotel just having very intense sex and it felt so different. I remember one night at 2 AM after I'd orgasmed already, he was already putting himself inside me again. I was already so sensitive as it was but when he picked up the thrusting and started calling me his future bride into my ear, I remember the feeling building up. He kept hitting my insides at the right angle and I came without any clitoral stimulation but still so intensely that it made him cum again inside. Definitely remember my eyes tearing up from the strength of that orgasm.

Can't think of the best oral orgasm, I'd say the first time fiance and I ever had sex because he's the first guy that managed to eat me out right and actually make me orgasm that way.
 
Best masturbating orgasm was after the first time my best girlfriend taught me how to masturbate. She did it on me and then I was hooked. I masturbated thinking about her and her touch while doing it and had the best orgasm.
Best oral was the first time my husband and I had sex. He went down on me and he was incredible ( still is) and I must have cum three times before I had to tell him to stop. I also told him that now I had to marry him
Best intercourse was to the guy I was with right before my husband. He changed my life and taught me the joys of sex in so many ways but was the first to make me cum with intercourse. Should have known then he was married.
 
Best Masturbation: Back in my video chat days I was chatting with a very adventurous woman who had her computer screen set up with two views and her camera on. Her computer was next to her family room. Whenever she thought her hubby might be looking, she shifted her screen to a benign view, then would shift back to us when she felt comfortable. She asked me to direct her, so I asked her to make herself cum with her hubby in the room. She had her fingers down her shorts and was fingering herself - occasionally the screen changed when she thought he might see since he was less than 10 feet away...and when she came and showed me her dripping fingers coated with juices, I came as well...

Best Oral: I had met an online woman at a "mid-way" location in a motel. I had told her at one point that I was, unfortunately, expecting and had to take a call from my ex about an issue with a child. The ex wanted a discussion on us being consistent when dealing with the issue. So, naturally, the call came while in the motel room. I mouthed, "It's her..." and took the call. The woman immediately went down on me...aggressively throating me. She wanted to make me cum while I was in the middle of talking to my ex. She was successful.

Best Intercourse: The woman (who had been a previous FWB and had left me a year or so earlier) asked to come over and get reacquainted again. We had a "signal" about when she wanted anal sex - she had to pre-lube her ass so that when I fingered her I'd already know what she wanted. When she arrived I stopped her in her tracks and starts groping her. I slid my hand down her pants and discovered she HAD lubed up. She was eager. I walked to my fireplace mantle and yanked off her pants and panties. Within 5 minutes of her arriving she and I were having anal sex. She started her first orgasm quickly because of how demanding I was with her and she loved that. But she kept screaming. A lot. I asked if she was OK and she whimpered she hadn't stopped cumming since we started. Almost immediately after she said that I spurted into her ass, and she screamed louder.
 
Best masturbation: I've moved now, but listening to my neighbours having sex. Hearing her cum, I would often cum too.

Best oral: Nothing comes to mind at the moment. I've had a few partners who I guess didn't really like giving oral :(

Best sex: Having sex with a former partner about six times in 24 hours. She lived interstate, and when she visited for a week, we spent a fair bit of the week in bed. We both ended up with skin missing from some sensitive spots, but it was worth it, lol. Sort of repaid my neighbours for "letting" me listen to them having sex :D
 
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Like so many other husbands, the best fucking is the night that their wives return home and confess, "I've been fucked."

This scenario seems more common than many would have thought, but it occurs all too often in many relationships where an individual's sexual desires are not discussed openly and honestly.

I remember when this happened to me, as I focused more on sexual arousal than the consequences of what my wife confessed.

We hadn't fucked like that for ages and realised afterwards that our marriage was at a crossroads and we needed to resolve the underpinning issues.

We recognised that our sexual needs and wants had been neglected, and we needed to fix them, or our marriage was finished.
 
Wow, there are so many but here are three that come to mind

1. Back in the days of VHS tapes, my husband was on a trip out of town and left me a couple of tapes he had purchased. I smoked a joint alone, and got into watching lesbian porn. It was the first time I had done that and remember having earth shattering orgasms.

2. On our 3rd visit (I think) to a swinger club, in a private room, I sucked my husband off in front of three other couples, with him cumming on my face and tits. I later had sex with one of the couples while my husband and another man fucked his wife. Orgasms were incredible.

3. A visit from a married neighbor while my husband and hers were out of town. She was sexually frustrated to say the least in her marriage. While my husband and I had several threesomes with her, she truly enjoyed girl girl time. I will never forget her maneuvering me onto my hands and knees, getting behind and pleasuring my pussy and asshole for nearly an hour with her tongue and hands. I have NO idea how many orgasms that red head brought me to but nearly 30 years have gone by and I can still feel her doing it.
 
well, my last out of this world experience was last summer - vacation in Switzerland.
met a guy, a parasail guide guy. we got on.
I made him wait a day, and me too - that's sort of what added to the intensity.
my hotel room that afternoon - he came out of the shower and I was posed on the bed with my legs open so he could see both holes.
when I get horny, my ass loosens up for fuck. don't know why.
anyway he came right at my pussy with his cock. I was instantly in my element haha.
I'd already checked off one of my fantasies with him - came out of bathroom w just my robe on, showing him my pussy while he was still dressed. he fingered me then.
I sent him into shower, gave hime a few minutes then I went in with him and sucked his cock and balls the best I could.
such a perfect sequence of warm ups led to my wonderful org.
o - and I'd shaved my pussy for the trip. just in case. that made me feel like a slut, freeing me up to enjoy it so much better.
 
I can pretty easily remember my top three from masturbating. No. 1 was after days of sharing dirty talk with my cousin and not finding a way to sneak away for alone time together. Finally, one morning I just had to touch myself before getting into the shower. I stood over the tub thinking of all the things we’d texted to each other and how she described making love to my cock. That combined with my memories of sucking her nipples and fingering led me to a quick finish. But when I came, the explosion was one of the most powerful orgasms of my life. I literally hosed the back wall of the shower in a long-lasting heavy stream of cum. My knees shook and I just stood there after it was done. Just shaking and watching the rivers of my seed run down the wall and into the tub. No. 2 was when I touched myself after my niece told me about making herself cum to a short story I wrote for her (it’s in Lit, called A Sneak Attack). And third was again after texting. This time with a girl I had met while she was a student in college and my friend was her teacher. We later became friends and would chat every now and then. Once while texting things turned sexual and we admitted to a shared attraction despite my marriage. We made love to each other over text that night and she helped me to an explosive orgasm, coating my stomach and chest with my cum.
 
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...
I found that my most enjoyable orgasms came from when a woman masturbated me.

The most intense pleasurable one came from a brief affair with a married woman. Simply put, back seat of car, real girlfriend experience, dirty talking and wild stroking and no stopping, massive load. Definitely couldn't forget this one.

Second one went to parlour and chose the most beautiful Russian lady out of bunch. Amazing sex, oral sex but pulled out before orgasm for her to finish me. She was incredibly furious, still remember the look on her face when I offloaded.
 
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!
The first time my step dad had anal sex with me, also turned into the first time I squirted - didn’t even know this was a thing! There was something about feeling so full from behind, and the way he made me play with my pussy, that just pushed me over the edge.
 
The first time my step dad had anal sex with me, also turned into the first time I squirted - didn’t even know this was a thing! There was something about feeling so full from behind, and the way he made me play with my pussy, that just pushed me over the edge.
Oh. My. God. I just got hard in the middle of a bar watching the Chiefs-Jags game and eating Buffalo wings...
 
I remember a few good ones. Once I was sitting on the edge of the bed with the wife on her knees giving me a blow job. After a bit she decided to tit fuck me. With her bobbing her tits up and down on my shaft, i came really hard hitting her in the chin with a few good ropes.

Similar scenario, I was standing and getting a blow job and for the first time I decided to cum on her tits, something we had never done before. I guess liked it, because I drenched her big tits.

My most intense orgasms are when she's doing oral on me and I cum and she just relentlessly sucks me damn near inside out and swallows every drop.
 
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!
Oh forgot about the amazing oral sex on a woman I meet. She was attractive but hygiene probably needed looking at but didn't matter as after a minute of cleaning her up with my tongue she grabbed the back of my head and proceeded to gyrate and forcibly massage my face into her vulva up and down rapidly accumulated in an earth shattering orgasm for her. I was so turned on, I came myself while sucking up all her juices without any physical assistance unfortunately.
 
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