Memorable sex events

Joined
Feb 17, 2023
Posts
415
I'll start with a solo event.

I was flying a small airplane, alone at five thousand feet over the remote wilderness of Northern Ontario. The weather was warm, sunny and calm, and my cock spoke to me as it often did when I was alone and had time on my hands. I pushed my jeans down to my ankles and off, enjoying the freedom of nude flight with a hard on. After pleasuring myself leisurely for quite some time, for some odd reason I got the urge to stick my cock out the window into the airstream, and I unlocked the bottom-hinged pilot's window, lifted it up the full sixty degrees of its movement, and with some awkwardness pushed my erection out into the 135-mile-an-hour breeze.
To my shock, the cool wind on my cock acted like a suction machine, and almost instantly it sucked a full load of sperm out of my warm and pulsing male member. Curiously, I ejaculated but couldn't really say I orgasmed, as there was no sensation of ecstasy or cumming whatsoever.

After I landed I didn't think to check the tail plane for semen.
 
I first met my third wife at a social event for my professional colleagues. She was attending as the wife of one of my colleagues, and this was their first attendance since they'd recently moved to the area. I noticed she was gorgeous, tall with a generous figure, black-haired with a tan complexion. I also noticed she sat apart from him and seemed to be in a holding pattern as if she was taking a long time out. When I had a chance to introduce myself and chat with her I immediately shared my observation that she seemed to be waiting for something. That caught her attention and she reacted favourably as if most men wouldn't have guessed the truth about her current status.

Cut to some months later: she and her husband divorced (the reason she'd been in a holding pattern); she stayed in the small town where they lived (about an hour drive from my town) and he moved away. I was currently between wives and unattached. We accidentally met, whereupon she teasingly bawled me out for not having called her up to arrange to spend New Year's Eve together.

Ding! She was telling me she was interested! I of course asked her out to dinner the following Friday night.

We had a lovely dinner, and as we walked her home in the softly falling snow I chanced a kiss under a streetlight.

That resulted in a torrid night at her apartment of passionate and uninhibited sex, and as I was at the door about to leave just in time for an appointment she pulled me back in, unzipped my fly and, over my protests about the time, sucked me off for about the tenth time in the last 18 hours. She took my load into her mouth, smiled, gave me a deep french kiss full of my sperm (not for the first time) goodbye, and pushed me out the door.
 
Wife number three was one of those ladies who looked a bit icy to the general public but was actually hot as hell in her private life. When we had our first night together she told me about her marital and extra-marital history. She'd been married twice before, and had cheated on both husbands. She was currently having an affair with a married co-worker; they'd meet up in a boardroom they could lock from the inside, fuck or suck quickly, then go back to their jobs. In fact, he would occasionally visit her at her apartment for sex. She said the rationale was that whenever her lover would get horny at work she would help out and coincidentally satisfy her own needs, particularly her need to have a cock in her mouth which I was to discover was an extremely strong need. (When we lived together she would usually fall asleep at night after sex with my cock in her mouth). I was delighted hearing about her ongoing affair and encouraged her to continue with it.

One weekend after we had moved in together she asked if we could host a student intern from her work at our home for the weekend. He at 21 was exactly half her age (42), a bit nerdy in looks but full of self confidence, which I now learned was from receiving blowjobs from my wife. I approved of the visit and hoped we might get some threeway sex going.

We spent the lovely warm first day of the weekend boating out to a lovely and deserted sand beach on my favourite lake, swimming nude and enjoying the heat on the beach. Our guest lay on his back to sunbathe, and my wife covered him in sand - all but his erect cock which stuck out of the sand perpendicularly with her help. After a wonderful day at that beach we returned home, and my wife excused herself to 'freshen up'. The student and I were sitting on our couch in the living room when my wife made her entrance wearing nothing but a long-sleeved blue corduroy shirt that extended down only to her waist, leaving her bare from there down. She had a generous, curly and moist natural black bush whose sudden appearance below that blue corduroy seemed to use up all the oxygen in the room, and my heart (and my dick) leaped as I realized to my delight that she fully intended to fuck and suck our guest. And me! She sat between us on the couch, leaned over toward him and inhaled his already erect cock as I ran my fingers through her bush and into her hot and soaking wet pussy.
 
As I looked around the room will watching the game with 5 of my best friends I realized that all of these guys had one thing in common. They have all fuck my girlfriend in her ass more than a couple of times. I had trained her well starting with me fucking her in the ass every day and then I started sharing her with my roommate and we would take turns fucking her in the ass everyday. Then a third friend moved in with us and started sleeping on the couch and it wasn't long before all three of us would fuck her in her ass. This went on for months and after a while more and more of my friends started fucking her in the ass. In the last year or so she has been fucked in her ass over 100 times by about a dozen different guys.
 
As I looked around the room will watching the game with 5 of my best friends I realized that all of these guys had one thing in common. They have all fuck my girlfriend in her ass more than a couple of times. I had trained her well starting with me fucking her in the ass every day and then I started sharing her with my roommate and we would take turns fucking her in the ass everyday. Then a third friend moved in with us and started sleeping on the couch and it wasn't long before all three of us would fuck her in her ass. This went on for months and after a while more and more of my friends started fucking her in the ass. In the last year or so she has been fucked in her ass over 100 times by about a dozen different guys.
Well, her anal sphincter should be nice and loose by now!
 
I’ve had a few memorable sex events. A lot of times the tend to shape future sexual desires and expectations. They are mostly firsts, but not always.

 
I’ve had a few memorable sex events. A lot of times the tend to shape future sexual desires and expectations. They are mostly firsts, but not always.

Yes I agree and each and every anal gangbang I've had with my now wife and friends has always been very memorable. Do you have anal sex and gangbangs with your partner?
 
I’ve had a few memorable sex events. A lot of times the tend to shape future sexual desires and expectations. They are mostly firsts, but not always.

Oh yes, they definitely can influence the future direction of sexual goals. Well pointed out.

As it happened, I somehow developed a liking for sexual surprises. Here's one of several that remain clearly fixed in my memory bank.

Cut to life with my fourth and current (I always say and my last) wife, Ginger. We had a fabulous regular threesome going with a terrific guy named Mario, who soon after hooking up with us joined us in getting tested for STDs so we could freely, but exclusively among us, engage in bareback sex. We got together for sex-filled weekends about every six weeks over a period of ten years.

One Friday we had arranged for a dirty weekend, with Mario planned to arrive soon after Ginger got home from work. I was first home, and was reading in a sofa chair in the main floor living room when I heard the basement floor garage door open and close, so i knew Ginger had arrived. About five minutes passed before I heard her foot steps climbing the stairs, and I continued to finish reading my page as she approached my chair.

I looked up from my book just as Ginger bent down to give me a 'Hello' kiss on the lips, and to my shock I received a mouth full of hot sperm!

Seems Mario had arrived at the same time as Ginger, and in the garage after the door had closed had fished Mario's always ready cock out of his pants and sucked him off to a quick but explosive orgasm, kept his cum load in her mouth and run upstairs to deliver my surprise. Great opening to another weekend of great mfm threesome sex, and a memory that brings a smile to my face all these fifteen years later.
 
Yes I agree and each and every anal gangbang I've had with my now wife and friends has always been very memorable. Do you have anal sex and gangbangs with your partner?
My wife finds anal sex painful. We have used lots of lube and toys but it’s just painful for her at first and I’m not interested in causing her pain so it’s not something I ask of her. She is fine with it. We are not interested in gangbangs, we are in a monogamous relationship. I wouldnt let someone drive my car let alone my wife. My wife is also not good with sharing. A long time ago she decided on her own that I would like a threesome. She surprised me with this. She picked the girl and everything. I had already had 2 or three unsuccessful threesomes and had gotten it out of my system. So we were getting going, and as soon as the girl touched me my wife hit the girl.
 
Yes I agree and each and every anal gangbang I've had with my now wife and friends has always been very memorable. Do you have anal sex and gangbangs with your partner?
Sadly my partner and I no longer have an intimate life together, but, when we did, anal sex was on the menu although not as a frequent item. When the mood struck I would introduce my cock gently to her entrance, push it in a short distance, then at a signal from her I would gently pull out. After a moment she could take it all, but again slowly and gently. Once I got at it, clutching her fleshy cheeks, I would get into an anal frenzy, pulling out after a couple of minutes to bend down to shove my nose, then my tongue, as far up her now gaping ass hole as I could, then re-insert my cock into her ass and fuck it to a roaring orgasm.

One time I sat back and watched her have sex with a man who had an enormous long and thick dick. She got so horny that she asked him to ass fuck her, and she took that huge log without any lube or complaining about pain. Quite the experience.

My third wife liked to be ass fucked on occasions too, and in fact was my first anal sex. She loved it when I shoved my tongue to the root into her gaping hole, and didn't hesitate to kiss me when I pulled my face out of her ass. It was with her that I learned that ass fucking requires a very hard erection that will continue standing hard throughout the jockeying that a tight sphincter sometimes necessitates.
 
Last edited:
My wife finds anal sex painful. We have used lots of lube and toys but it’s just painful for her at first and I’m not interested in causing her pain so it’s not something I ask of her. She is fine with it. We are not interested in gangbangs, we are in a monogamous relationship. I wouldnt let someone drive my car let alone my wife. My wife is also not good with sharing. A long time ago she decided on her own that I would like a threesome. She surprised me with this. She picked the girl and everything. I had already had 2 or three unsuccessful threesomes and had gotten it out of my system. So we were getting going, and as soon as the girl touched me my wife hit the girl.
Oof. Major bummer.
 
Thank you for all of your replies and as I type this response my wife is naked and sucking my cock. It was a really turn on for my wife from one of you guys that your wife sucked off Mario in the garage and kept his come in her mouth until she kissed you. I wouldn't like that but she totally got it. My favorite thing to do with my wife is to take her over my lap and pull down her panties and spread her ass checks in front of my friends before we take turns ass fucking her. I have attached one of my favorite photos that a good friend of mine took with her over my lap with her panties pulled down. I wish this was a video because she is kicking her legs up and down as I spread her ass cheeks apart to the delight of my good friend.
 

Attachments

  • Wifes Bottom Photo.jpg
    Wifes Bottom Photo.jpg
    122.7 KB · Views: 101
Thank you for all of your replies and as I type this response my wife is naked and sucking my cock. It was a really turn on for my wife from one of you guys that your wife sucked off Mario in the garage and kept his come in her mouth until she kissed you. I wouldn't like that but she totally got it. My favorite thing to do with my wife is to take her over my lap and pull down her panties and spread her ass checks in front of my friends before we take turns ass fucking her. I have attached one of my favorite photos that a good friend of mine took with her over my lap with her panties pulled down. I wish this was a video because she is kicking her legs up and down as I spread her ass cheeks apart to the delight of my good friend.
Well, that certainly looks like a fuckable ass. I'd love to dive right in.

By the way, Hello to your wife... I wish it was my cock you were sucking! I have a couple more memorable events similar to the garage episode, and will post them here as soon as I get a chance.
 
Last edited:
Oh yes, they definitely can influence the future direction of sexual goals. Well pointed out.

As it happened, I somehow developed a liking for sexual surprises. Here's one of several that remain clearly fixed in my memory bank.

Cut to life with my fourth and current (I always say and my last) wife, Ginger. We had a fabulous regular threesome going with a terrific guy named Mario, who soon after hooking up with us joined us in getting tested for STDs so we could freely, but exclusively among us, engage in bareback sex. We got together for sex-filled weekends about every six weeks over a period of ten years.

One Friday we had arranged for a dirty weekend, with Mario planned to arrive soon after Ginger got home from work. I was first home, and was reading in a sofa chair in the main floor living room when I heard the basement floor garage door open and close, so i knew Ginger had arrived. About five minutes passed before I heard her foot steps climbing the stairs, and I continued to finish reading my page as she approached my chair.

I looked up from my book just as Ginger bent down to give me a 'Hello' kiss on the lips, and to my shock I received a mouth full of hot sperm!

Seems Mario had arrived at the same time as Ginger, and in the garage after the door had closed had fished Mario's always ready cock out of his pants and sucked him off to a quick but explosive orgasm, kept his cum load in her mouth and run upstairs to deliver my surprise. Great opening to another weekend of great mfm threesome sex, and a memory that brings a smile to my face all these fifteen years later.
Sexual surprise number two:

Saturday afternoon on one of our 'dirty weekends'. Ginger and I and our threesome friend Mario were ready for more sex, and it was time for my personal fave, a 69 plus one. We were on our king size bed in our bedroom, which handyman Mario had redecorated with two mirrors on corner walls and a third mirror on the ceiling. I slid under Ginger in a 69, a place I love to be in any circumstance. But Mario was here, and only too willing and ready to add to the fun, and he approached from behind my head, his stiff cock, a bit shorter than my own but much thicker, leading the way over my forehead and up to Ginger's wet hairy entrance. As was our custom, I grasped his cock and lovingly inserted it into my wife, aiding the process by gently pushing his balls until he was completely seated in the object of both our desires. I removed my hand, and allowed his balls to brush back and forth across my forehead and nose while I leaned forward and jammed my tongue as deep into Ginger's stuffed pussy as I could get it, alongside his hot and happy schlong. As always, Ginger exhaled a sexy sigh as she became full of his cock, and then bent to take my aching rigid dick into her mouth as Mario began fucking her and my tongue. I was in heaven, as were Mario and my wife, and all too soon (though it must have lasted an hour) Mario's cries began to announce his impending orgasm. I clenched his buttocks in my hands and pulled him down so his sperm could reach as far into her lovely loins as possible, and when it was all over I pulled my face back from his balls and her snatch, pulled her battered labia apart and watched for the cream pie to emerge from far, far up inside. Always in awe of nature's beauty, I leaned forward and drank of their salty essence until I could find no more, then finally let go and allowed my own orgasm to flood Ginger's mouth.
We all three fell into a deep sleep on the large bed, but after an hour I awoke and left the room to descend two floors to the computer room to catch up with my yahoo cream pie group. Twenty minutes later I was in the middle of posting our latest cream pie adventures when my naked wife ran into the room, grabbed my head and turned it toward her, then plastered a jizz-filled french kiss into my mouth. So not only did I have the opportunity to imagine my naughty wife sucking off our guest in our bed, I got to savour and swallow the contents of his balls!

Such a loving wife, and such a considerate guest, and such a delightful surprise.
 
Memorable sex events, eh?

1. Seeing and getting to suck and touch a nice pair of breasts with my first gf. Great memory.
2. First intercourse with first gf. Not great.
3. First bj in college to completion. Awesome.
4. Screwing my first college gf when we were both high and drunk. Simultaneous orgasms. Amazing.
 
One memorable one for me Was when i was 18 and my first real bf and I went to the beach with some friends. He and I snuck off in his car and he pulled my jeans off and started making out with my pussy through my panties. I didn’t even cum but it seemed so innocent yet at the time it really wasn’t. I never forgot that day.
 
My wife Ginger and our threesome partner Mario put their loins together and made one of my birthdays memorable, although I wasn't even at the party!

Ginger arrived home on the late afternoon of my birthday, flushed with that just-fucked look I love to see on her lovely face, and clutching a video cassette she said was part 2 of my birthday gift. She took me into our bedroom, laid back on the bed and suggested I come and get part 1.

When I pulled up her skirt and pulled down her panties I was greeted with a view of a butt plug stuffed up her snatch. I raised my eyebrows, suggested perhaps she'd been a bit naughty, and she responded by telling me that Mario had sent me a present that I should unwrap right now. I had no trouble guessing what it might be, especially after I gently removed the butt plug from her slippery pussy and bent to examine the scene of the making of the gift.

Her pussy was pure clear delicious liquid, still a bit salty and still completely appetizing, surrounded by battered labia below her lovely ginger bush. I ate that cream pie to my heart's content, full of love for my thoughtful gift-givers.

When I finished eating and started to remove my pants to refill her pussy, she suggested we watch the video. Turned out she had video'd the entire rendezvous, from the moment Mario knocked on her hotel room door, through the removal of clothes, the first kisses, her sucking his cock, right on to the insertion of his hard cock into my wife's receptive genitals, the fucking and his noisy climax blasted deep inside her. The finale was a closeup shot of his sperm dripping down the walls of her vagina, followed by her inserting the butt plug to keep their gift safe and warm until her return home. The video closed with both of them wishing me a Happy Birthday!
 
In the early days of my relationship with wife number two, we were cruising along the two lane Trans Canada Highway through the dense wilderness of Northwestern Ontario on a bright warm summer day, horny as hell, and noticed we were on a rare straight stretch and could see for miles in both directions, and - no cars to be seen! She'd been playing with my cock and I'd had my fingers in her hairy snatch, but now we stopped the car right on the highway, got out and had a desperate fuck up against the hood. Not something that happens every day.
 
I have had a few experiences that I remember fondly. One that stands out was my first time as a hotwife. It was at the beginning of Covid and I had a friend who was a hiking buddy. He lived alone so I started calling him to make sure he was OK and we got to chatting. My husband was encouraging me to take it to the next level so I agreed to a date with him. He had a motorcycle and took me for a ride. Lovely warm day and the vibrations from the motorcycle were affecting me. Now we had been flirting for a few months so by the time we got to his place, I was so ready. As soon as we got inside, I managed a lip lock on him and clothes started to melt away. I think I was the one to pull him to the bed and down on top of me. He was ready too so I guided him to the spot, wrapped my legs around him and grabbed his ass. I had no sense of time and I do not think we last 5 minutes before I felt that wave washing through me. I was not really aware of where he was but once I got my breath back and got up, I realized he had been right there with me and just as desperate. The evidence was running down my leg.
 
Back
Top