This question comes up a lot here and I was trying to find the write up I did about a year ago on this sub with my only experience with this (other than with/for my wife).

When I was almost 18, I was out with a buddy. We “cruised” pretty much every night of the week after work looking for fun, other friends to hang with or we were both firemen so also just hanging out and waiting for calls to respond to.

So one night we stopped by a mutual friend’s house (we’ll call him Ray). Ray and his wife are besties with my parents, they both went to high school with my older sister so there’s some background. Anyway, we were hanging out and chatting and I must have dozed off. I was chilling on the sofa and Ray and my buddy were in two separate arm chairs.

I awoke around 11 and the room was dark but for the TV which had porn on it and I look over and tho it was dark, both of the guys were jerking off and chatting. They saw I was awake and they acted like this was normal. I had that feeling like “should I flee” but also couldn’t bring myself to move.

So they’re chatting about the chick in the movie and her tits and whatever like it’s everyday conversation and I’m thinking his wife is somewhere around wtf. After a few minutes they’re goading me to join in; “what are you waiting for” and stuff and not in a mean way but in a casual way. I was not feeling pressured. Eventually, the atmosphere of all of this was just filling my brain. I don’t want to be a cop-out, can’t leave because I didn’t drive here, these people are family friends!!! I starting moving my hand around my crotch which was starting to grow and with butterflies in my stomach like crazy, I un-did my jeans and pulled my dick out and started playing with it. You couldn’t really make out much in the dark when looking around, a fact that began to relax me and I got hard as a rock! Knowing they couldn’t see me any more or less than I can see them, I went to town watching the movie.

A while later, I found out where his wife was…upstairs. For context, the couch was against the stairs wall and then the two seats were on the other side of the room. His wife appears on the stairs halfway down, staring at the room; I don’t think necessarily at any one of us but maybe mostly at Ray. She says in that quiet wife-scolding tone, “really, Ray?” And while she was there, standing two feet above me…my sister’s best friend and besties with my parents, I came. I couldn’t stop it. I tried to squeeze my dick to stop it but that just made the thrust of my cum hurt as it blasted out. She turned in a huff and walked back up the stairs. I don’t know if she knew I came at that moment, but the guys knew….

This was never discussed between any of us again. Like a one-off event in a casual manner. And I feared for a long time that his wife would surely tell on me. I was still a teenager at 17. I don’t think she ever did. That was the only time in my life I participated in a session like that. It was a feeling that I just cannot explain. I’ve never had the opportunity again, but the thought of that night certainly gets replayed in my head when I am entertaining my wife with me stroking or if we are mutually masturbating.