What's your best jerk off memory?

Fuck, for me it was this one night at a “friend’s” house. My wife and I went over for drinks and she instantly locked onto one of there older work buddies. She was all over him flirting, touching his arm, laughing at everything he said, the whole bit.

Halfway through the night she snuck off with him to the kitchen for “another drink.” I waited a bit then quietly moved closer. I heard him growl, “You’re such a naughty little slut, aren’t you?” and my wife moaned softly and answered, “Yes… I’m your naughty slut tonight.”

They started making out like animals loud, sloppy, tongue-fucking kisses, her moaning into his mouth like a bitch in heat. I peeked around the corner and watched him roughly shove his hand up her dress, yanking her g-string aside and jamming two thick fingers deep into her dripping cunt while he grabbed her tits. She was grinding her soaked pussy on his hand like so hard and desperate, stroking his rock-hard cock through his pants and whimpering every time he would push his fingers deeper!

This went on for about 5 minutes before he started finger-fucking her faster and harder, while growling filthy ...... in her ear. My wife’s legs started shaking, her moans got louder and sluttier, and suddenly she came like a filthy whore, gushing all over his hand, while she bit her lip trying (and failing) to stay quiet. He kept pumping his fingers through her orgasm, smearing her cum all over her thighs and calling her a “his slut” the whole time. She was a dripping, trembling mess.

Meanwhile I stood there in the hallway , furiously rubbing my cock while another man made my wife cum on his fingers like a cheap whore in our “friends” kitchen.
 
Mine was back when my wife and I were separated. I hooked up with this chick for a one night stand and we were at her house. She was really hot.

We were supposed to have the house to ourselves for the night, however about ten minutes inside her and her mom dropped her ...... back off unexpectedly. So of course we had to stop.

We would start again, then he would wake up sick every time in the other room. Finally in the sixth time it was 7:00 in the morning, so I left. Extremely frustrated.

I get home and I barely sit my stuff down and my covk is out. I came about 5 minutes later and this was the granddaddy of edging. I literally shot my load across the room.
 
It was during my wife's first outings with another man, alone, without husband's company.

I ( husband) was traveling and received some very improvised photos of her sitting on the guy's dick in his own room.

The materialization of what I had always imagined she was capable of doing in my back, made me masturbate and cum deeply. Maybe some of the hottest orgasms I've ever had.


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When I used to listen to my roommate railing S back in college. Spying on them when they didn’t know that I knew made it so much hotter for me.
She was so loud and so multiorgasmic with him.
So many of my "jerk off memories" are from our early 20s when she was still in college. So many crazy house parties we went to where so many sexual things went down and so many first times. A lot of emotions during that time.
 
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Hot. How did you feel having his balls dragging across you face? Did you kiss and lick them? What did they smell like? When I was in that position I loved it. Kissed and licked his balls too.
I felt so weird. He had massive balls hanging low. His cock was huge. He was very clean. I kicked his cock as it went in and out of her
 
Best jerk off memory...
Years ago, I was just starting college. Went to a nearby nude beach about 30 min from my house. It was a Saturday about 11. Everyone knew about this place but it was my first time. I paid the fifty cents to park then walked the maybe ½ mile trail down to the beach. Beach was not crowded at all. I put my towel down and sat in my shorts. People started showing up. I'd never seen that many naked people. Most were older, 40s 50s. Several male gay couples a few single guys but mostly couples.
This older couple 45-ish asked if they could sit near me, it was getting crowded, beach wasn't all that big. They were super cool and friendly. We chatted about how far we drove, the weather, how cold the water was, etc.
She took off her shirt and had nice tits. He slipped off his shorts then she did same. I didn't want to look like a tard so I took off my shorts. I got hard instantly, I sat there with my knees against my chest. We continued to visit, my dick went down pretty quick.
They were so chill, offered me a coke and some chips. It was pretty relaxing. They were sitting kinda across and in front of me. She moved to sitting indian style, her pussy was in full view and about 4 feet away. We were taking about my classes. I kept looking at her puss and I got full hard. The husband said it's no big deal and not to worry and just don't walk around like that. It went down in about a minute.
Lots of people were walking ankle deep in the water. My friends asked I wanted to try the water, he said they walk around and watch people. We walked the 2 minutes to the end of the beach and they showed me where people go p.e,e in the wet sand at waters edge. Guys stand facing the rocks and wizz into the sand. He did then I did then his wife just squatted and pe.e.d right next to me like it was nothing. We stood there for a minute looking out at the ocean. Another couple walked over and did same thing. It was secluded from others seeing, maybe 10 people could fit back there, it wasn't big. I had a pretty good semi going on for a min.
We walked back to our spot and just chatted. They were so cool.
A bit later we all walked to the other end of the beach, another pretty secluded place about same as bathroom spot. He explained this is where couples might go for a little fun. This couple showed up, hugged and kissed then she leaned against a big rock and he slid into her and fucked her. While they were doing it a gay couple arrived and one guy started sucking his friend. I was friggin rock hard as was my friend. His wife stroked his dick. The couple, he let it go in his girl, she squatted in the shallow water and splashed herself off. The gay guys he swallowed it then they walked off. I couldn't believe what was going on.
We started to walk back to our spot, he was about half hard I was full hard. We got to our spot, sat down and talked like nothing happened.
They were both in good shape, she had nice natural tits that sagged just right, he had a big dick.
They said they had to leave, we stood up, he and I shook hands, she hugged me tight with her tits against my chest and her stomach against dick.
They left and I went home soon after.
At home I got in the shower and beat off like normal but I shot the biggest load ever, it slammed against the shower wall.
I jacked off to that for years.
 
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