re: What’s Your Most Impressive Sexual Brag (NSFW)?

Foursome

yes with three women

Stinky finger once

I ended up in a relationship with 2 women. I loved both, and told them I wasn't going to decide. They came up with the idea one would stay Sun-Wed and other Thur-Sat. It worked for a few months, until it didn't. LoL...
Continued on for another 8 months back and forth until one went back home to Cuba.

Why not?
I did it when I was in my 20s with a woman that was 10 years my senior.
Could I do it now?
Hell no!
I don't even think I would want to...

GF at the time brought over a some sorority sisters to my place. I banged one of them late that night then banged my GF the next morning.

quote:

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I picked a skank up at Denny's in Riverton, Wyoming once.

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Winner

I'm not sure if it is a brag, but many years ago I went with several friends to a lake-house for the weekend. One of the guys was dating a girl who I really didn't know. She invited some friends who came up later in the day. I met the friends briefly (nothing more than "hello, I'm_____") and went out fishing with another buddy. One of the girls was cute and stacked, but I really didn't think much of it.

Later that night we all went to a bar and I am 100% positive I didn't talk to either of the friends at all. The entire group of us return to the lakehouse after the night out and every bed in the house in accounted for by the time I was ready to go to bed. I walked into a room with two full beds in it. One of my friends was passed out in one bed. The cute girl (whose name I had forgotten by that point) was awake and alone in the other. I told her that every bed (and couch) was taken and would it be ok if I shared the bed with her that night. She said sure.

Given that I had not said a word to her all day other than "Hello" 10 hours prior, I didn't think about anything taking place other than to just get some sleep. I'm laying with my back to her and next thing I know, she climbs on top of me wearing no panties and pulling her shirt off. We had sex right there while my bozo friend snored 5 feet away in the other bed. Unfortunately, it didn't happen again the rest of the weekend and I don't think I ever actually talked to her again.

As it turns out it appears I was just at the absolute right place at the absolute right time. Evidently her two other friends were in other rooms hooking up with guys (unbeknownst to me) and she was some sort of combination of lonely, jealous, horney, and drunk...when in walks me and falls arse backwards into the easiest lay I've ever had.

I can tell you my most impressive sexual hold out. I went to New Orleans with a buddy, his wife and her sisters. They were all married with kids, I was the only single one. We go to Bourbon Street, had too much to drink and wasn't able to drive back so we rented a hotel. There were two beds so I figured I'd sleep on the couch but one of the sisters passed out in bed with my buddy and his wife and the other sister said I could sleep in the bed with her.

I woke up around probably 3AM with her rubbing my back. I roll over, look at her and she's giving me the green light to basically do what I want while everyone else is blacked out. I just turned over and went back to sleep. She was hot and stacked too. Her husband should be thanking me.

I've had a pilot's license since I was 16. Now as an adult I own/rent a small twin turbo prop that seats 7-8. I have a ton of "friend's" with planes. From living next to one and working at another airport over the years as a young adult I've gained access to use about 30-40 planes. I have used the ole tried and true "mile high club" on MANY women over the years. probably dozens over the decades. Some married, some with significant others, some single, some barley 18 wanting a thrill and others 20-30 years older than me at any given time, even had a true lesbian join the mile high and swore me to death. Auto pilot and a strong heading is your friend! Only once in all those years was I turned down in club initiation, and several times I wasn't even the one that came up with joining the club, they made first move. Something about the wild blue that brings out the fun in em.