what's your favorite memory to jerk off to?

Derringer

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I actually have a tiny penis but a rampant SPH fetish. I have a host of different memories that could vie for position as favourite to jerk off to but I will highlight one that involves a large penis.
One of the many threesomes involving a former girlfriend was with a 30 something year old virgin with a very large cock perhaps is more frequently than others a source of arousal. He not only massively dwarfed my tiny penis but had far better stamina. His initial set of nerves and inexperience was overcome by his relative ease at giving my gf multiple powerful orgasms. (I may have gotten her off with fingers and/ or tongue action but never came close to giving her an 'O' with my cock.)
She was already aroused by the fact she was going to be his first fuck but the sight of his impressive member got her juices flowing. She hadn't been fucked by even an average sized guy for a while (her former boyfriend was above average endowed but she had been with me for almost a year so had to make do with my little cock)
I know he was a little less trepidatious about how he might perform when he saw how tiny my penis was but when she reacted with obvious glee and admiration just at the sight of his mighty member it definitely put him a bit more at ease.
 

halcyondays

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One of my favorites is an ex-fiancé's younger sister. Out of the blue she contacted me a few years after her sister and I split. She said her hot water heater didn't work and asked me to come look at it. I think she remembered I had fixed her parents' hwh while her older sister and I were an item.

I went over to her apartment. The pilot light was out. I relit it. She gave me a tour of her digs. In the bedroom she took off all her clothes, stood by the bed then climbed in. I followed. A hot love affair began.

She and her sister had both been hs cheerleaders. Her older sister was a university cheerleader with the body of a petite gymnast. Her younger sister was taller and fuller with much larger breasts. Both were amazingly flexible in bed.

Younger sister knew I had a big cock. She was the one who walked in while her older sister was riding me in front of the TV set in the family room at 2 am on a hot summer night at their house. Older sister squeezed me so tightly jumping off to hide that I blew my load. Younger sister stood there mouth agape watching my pulsing cock fountain come.

She had always been sweet on me--to the point that her older sister warned me off her more than once.

Our affair was steamy made hotter by its secret taboo nature. It's not the only purely sexual relationship I've had but one of the hottest. She was wild, free and fun. She dated other guys. I dated other girls. Our affair lasted until she began an exclusive relationship.

BTW the selector on her hot water heater had been turned off--something she did to get me to her place. :)
 

Shyboy44044

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A sex I had with a female friend which was just like a porn scene...
We sat at her place, smoked a few joints (both of us) and basically just having fun, chilling...
From nowhere, there was a tv commercial of the next (and last) season of games of thrones.
So I just mentioned as a small BTW "you know there is a porn parody on games of thrones?"
She didn't believe me, so I prove it to her by showing her the porn parody of the show on my phone.
From one scene to the other, we watched porn for about an hour...
I was so hard and couldn't hide the big bulge from the pants I was wearing.
after another few minutes, I reach out and started to touch my big growing bulge.

Anyway, from that point it was a matter of seconds until we start fucking and it was fucking crazy...
Anal, face fucking, rimjob, fingers and everything with a lot of passion...

Amazing night, really.

Once I'll write an erotic story about that night..
 

dvsdz

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One of my favorites is an ex-fiancé's younger sister. Out of the blue she contacted me a few years after her sister and I split. She said her hot water heater didn't work and asked me to come look at it. I think she remembered I had fixed her parents' hwh while her older sister and I were an item.

I went over to her apartment. The pilot light was out. I relit it. She gave me a tour of her digs. In the bedroom she took off all her clothes, stood by the bed then climbed in. I followed. A hot love affair began.

She and her sister had both been hs cheerleaders. Her older sister was a university cheerleader with the body of a petite gymnast. Her younger sister was taller and fuller with much larger breasts. Both were amazingly flexible in bed.

Younger sister knew I had a big cock. She was the one who walked in while her older sister was riding me in front of the TV set in the family room at 2 am on a hot summer night at their house. Older sister squeezed me so tightly jumping off to hide that I blew my load. Younger sister stood there mouth agape watching my pulsing cock fountain come.

She had always been sweet on me--to the point that her older sister warned me off her more than once.

Our affair was steamy made hotter by its secret taboo nature. It's not the only purely sexual relationship I've had but one of the hottest. She was wild, free and fun. She dated other guys. I dated other girls. Our affair lasted until she began an exclusive relationship.

BTW the selector on her hot water heater had been turned off--something she did to get me to her place. :)
so when the older sister was scared her pussy squeezed like she had an orgasm? I've never experienced that. and did you try to cover yourself when you were cumming or did you just ignore her?
 

halcyondays

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so when the older sister was scared her pussy squeezed like she had an orgasm? I've never experienced that. and did you try to cover yourself when you were cumming or did you just ignore her?

So far as I remember she did not have an orgasm but yes the fear of getting caught/being seen may have tightened her as did the physical act of jumping off me. The tight squeeze made me come.

It happened so fast there was no time to cover myself. I did not hear her sister open the door and come into the room. I had no clue as to why my girlfriend jumped off me in the middle of hot sex and tried to hide.

Also I was a bit distracted by my orgasm but looked up to see the intruder staring at me.
 

CaptainRugby

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1) Fucking my girlfriend under a blanket with other people in the room watching a movie in the dark. It was the slowest fuck I’ve ever had, but hit all the boxes.

2) The first guy I fucked, who was a mate. It didn’t last long as he was so tight, but staring at his face as he was taking my dick was epic. Also the first time I properly kissed a guy.

Both early memories, not necessarily the “hottest” sex in some ways, but they are like my touchstones against which I compare everything else.
 

ss7979

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My freshmen year of college i slept with three girls who were roommates. Not once but for a few months on and off. Two had boyfriend but they’d still call me over. Perfect little tight bodies but with ass and tits. I literally sent one to the hospital.
 

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My freshmen year of college i slept with three girls who were roommates. Not once but for a few months on and off. Two had boyfriend but they’d still call me over. Perfect little tight bodies but with ass and tits. I literally sent one to the hospital.
Girl bye The hospital? Really? Lmaoo
 
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lapdog2001

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Plenty of memories of my long-term FWB to get me going. Sex in the back seat of the car, the front seat of the car, walking in the woods, on the conference table at my work, etc. Yes, we had sex in bed 98% of the time, and yes, the sex was incredibly hot! We had great sexual chemistry, so we continued to fuck each other long after we both knew we weren't compatible for a committed, long-term relationship like marriage.

She knew that I could give her a guaranteed orgasm every time (with my lips and tongue) so she sought me out every time she was horny, which was a lot! Only a tiny number of her lovers could ever give her orgasms, so she knew she had a sure thing with me. I also knew how to easily get her in the mood, so a casual hang out together ended up in the bedroom almost every time. She was a beautiful, sexy woman, with whom I had many hundreds of sexual encounters, so I have lots of memories to kick my libido into overdrive!
 

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Mine is when I did a three way sword fight!! Feeling three boners slap around and hands grabbing all over is amazing. At the end the two of them were double fucking a toy while facing each other and I came all over both dicks and rubbed all three cum covered cocks together.
 

Bigred12

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1. One time in particular with my now wife. It was a summer morning and we had slept in and enjoying some morning sex. I was thrusting inside and she had already had a few orgasms and was very wet. I was getting close and going for broke. She had another orgasm and was just arching her back and had these uncontrollable body movements. Moaning and thrashing and squirting. We were a hot wet mess after.

2. Was having some hot sex with a FB. We hadn’t seen each other in awhile, spent quite awhile making out & getting into it. Lubed up, put him in his back, legs up nearly to his chest, slid in and was starting to thrust. His eyes were closed,arms above his head, and he was just enjoying it. I stopped after a few minutes to readjust, my FB looks up at me right away and says “don’t stop”! I slide back in and get into my rhythm and within a few seconds he arches his back, moans low, and starts flowing cum out on his chest from his semi hard cock. I tried to keep going harder but seeing all that, I just started cumming as well.

Those are my usual “go tos”.
 

PorGayLovee

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When I was in High School, I had this huge sexual crush on this very athletic guy, we were friends since we took English together, he would sit behind me, one day, I started teasing him with dirty talk pretending to be joking, I put a jacket over the table in a way that no one would be able to look at his lower part of his body, our seats were against the wall so we only had to worry about one side of the tables, I sneaked my arm under his chair, and I started jerking him off, he was ok with it since he said nothing, I edged him for the whole class and would sometimes stop and take my hand out so that it wouldn’t be that suspicious, he ended up being so wet, he was wearing shorts and I was touching all of his body, he would moan very quietly to me, when the class was done we went to his car and I finished him, he then sucked my dick and I came almost instantly, he then moved away to Seattle but I saw him a year ago and we said hello to each other, I’m pretty sure he remembers. So hot to jerk off to, I remember how hard his dick was and the thrill of not getting caught.
 

DP1989

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In the summer 2017, I spent a weekend on the road in which I watched three different couples have sex. Firs time I'd ever watched before. One of those couples was young, attractive, and put on a super hot show. I sometimes think about her loud moans. She was...enthusiastic.
 

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In the summer 2017, I spent a weekend on the road in which I watched three different couples have sex. Firs time I'd ever watched before. One of those couples was young, attractive, and put on a super hot show. I sometimes think about her loud moans. She was...enthusiastic.
What were the circumstances where you'd end up seeing even 1 couple having sex, never mind 3?
 

LordCWB

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Memory of car-fucking when I was 17 and this one chick saw my cock for the first time and she froze for a good 30+ seconds with that "deer in the headlights look". She climbed up ontop of me and within 3-5 pumps she literary jumped off of me cuming so violently.

I had already known I was larger but it was the first time a partner validated that. Really proud moment that I both shocked her and made her cum so quickly and violently.