Its interesting to see what you can remember so vividly after so many years. My first threesome was one of those situations. I was 21 and I had just gotten off work late at night and got onto my computer to see if any of my friends were around to meet up. Back then I used AIM and Yahoo as my main chat programs (before they became creepy or spam filled) and received a random message from someone. On yahoo you used to be able to list some details ( like age and sex and location) and people could find you that way.
So the message was from the guy part of a couple who said they were older and looking for young guys. The guy loved to see his wife fuck other men and would join in. I honestly didn’t know what to think. I’ve never even thought of the possibility of this and it was all new to me. They sent me pictures and I was very turned on by her. I told them I would do it but was about to cancel. I decided to jerk off instead thinking that once I had this moment out of my system I could get just move on and forget about it. I jumped in the shower afterwards and I was just nervous. Everything in me screamed that I wanted to do this but I was almost shaking at the thought of it.
I decided to do it. I pushed aside my fears that it may be a trick or that I may not perform. I got in my car and drove 30 or so minutes to their place and walked up to their door. The guy, whose name I can’t recall any longer reminded me of a Sam Elliott with his moustache, grey hair and the way he talked. He was a really nice guy and just welcomed me into his home as if we were old friends.
He explained to me that his wife, who was in her mid-30s and twenty years younger than him had a thing for young guys but was nervous. What he was really doing was vetting me and making sure I was good enough for her. Eventually he called her out and there she was. She couldn’t have been more than 5’6, thin and tone, b cups, and a nice formed body. She had some kind of lack lingerie that was striped but had her breasts out and some hot stockings. She sat between us both and they asked me if it was ok if they smoked to calm their nerves. They did and I watched and then she proceeded to rub both our cocks.
She ended up taking my cock out of my pants and alternated sucking us both. After a while she got on top of me and was rubbing her pussy back and forth and kissing me while he stroked his cock. She was about to have me enter her raw but I stopped and asked if its ok if we use condoms and she said sure. She then got on top and rode me hard to the point where I was praying I would not cum. This was way before the days I learned how to control my orgasms, much less learned how to get hard multiple times in a session.
I asked her to slow down but she she wouldn’t. She was about to cum and didn’t want to stop the momentum. She literally squirted all over me and it went everywhere. It was a euphoric feeling and I felt like I was on top of the world. I brought her to the floor where they had this mat set up and proceeded to go down on her when he finally decided he wanted to join in. He had her get on top and told me to fuck her ass. She wasn’t as tight there as I would have expected but god she felt amazing. We kept going back and forth until she finally gave up because it was too much for her.
After a few moments rest I proceeded to have sex with her while he watched again in doggy. I’m not going to say I like being watched, but man did I like being watched. I was very fit back then and it was kind of hot to know someone else was getting off on me fucking his partner. I came, sat on the couch, talked to them for a while and left.
They invited me back many times but I never went back. I was selfish, nervous, and didn’t know how to properly handle the amazing prospect I was given. They invited me for more threesomes, orgies, and a FFM they wanted to set up for me. It was my loss. However, what sticks in my mind after all these years is how both of them treated me with such respect. They were genuinely nice people and I never once encountered that ever again with any of the swingers I’ve met or played with. I miss that about them.
Source: reddit.com/r/gonewildstories/comments/44n7my/first_threesome_mmf