When I was younger (I was 22 at the time) my bf and I were into some interesting things. We had sex at least daily and were hot for each other. We were both attractive and broke, so we had an idea – we charge people to watch us fuck. We posted an ad on Craigslist when that was a thing and got a ton of responses very quickly.
We emailed with a guy who was in town for business. He was willing to pay what we asked. We talked with him on the phone to make sure he was serious, and then we headed over.
We chatted for a minute, got comfortable, had a drink, and then got down to business. I did a sexy dance for the two men, who were seated in the hotel room chairs both with their dicks out. The business man got hard right away, but my bf was having trouble…which was very unlike him. I focused my attention on him trying to get him hard. Gave him a lap dance, sucked his flaccid cock…nothing. He was too nervous with the other guy in the room. I was pissed, I told him we couldn’t accept this other guys money if we didn’t put on the show we promised. I tried a little more, but still nothing. So I told my bf, if he doesnt get hard, I was going to fuck the other guy.
My bf, to my surprise, agreed. So I went to the other guy, stroked his cock and took him into my mouth. I bobbed up and down his shaft for a few minutes, then turned around, bent over and rubbed my pussy for him. He was loving it. I then slowly lowered my pussy on to his waiting cock and took him inside me, raw. He pulled my hips on to his and fucked me like he was teaching a class – he knew exactly what to do. He pushed me on to the bed and fucked me from behind, hard and fast. Pulled my hair, spanked me. I had one hand rubbing my clit while he was doing this, I reached orgasm with no problems at all. My bf still didnt get hard and looked ashamed. I had cucked him, and that wasnt even the plan.
This older guy was very skilled. He ended up pulling out and cumming all over my back. I cleaned up, my bf and i got dressed, said good buy to this guy, and left.
I was so pissed at my bf still, and we never recovered from this event. We broke up less than a month later. I kept in touch with the business man and we hooked up whenever he was in town for business – a few times a year for 5 years.
Source: reddit.com/r/gonewildstories/comments/lp0gtw/mf_my_boyfriend_and_i_let_an_older_guy_watch_but
That’s the way to do it. Good on you and way to keep the side fun going.
Okay, you were a bit of a bitch for not caring about his comfort, and he was kinda pathetic to just let you fuck the other guy like he didn’t care
Yeah dam u a ahole
Did he still pay?
Was the older guy married?
Well, you wanted to be a whore. But you broke up with your boyfriend because of this? Sorry, that’s not right. I’m not sure if I can get it up if I was in that situation But, at least you’re still a whore.
That’s my biggest fear ever, you shoulda just left and said sorry:/ not cuck the poor boy haha
Very hot
Guys are still very uncomfortable with a woman who is free sexually and it shows. The story is hot. Only thing I can’t support is sex with a married person.
If you can’t service your partner, don’t be upset when someone else does.
So, he had performance issues (normal) because he was in a very new situation (normal) where he had to get naked and hard in a room with a strange dude (very normal, even if you aren’t straight)… and your solution was to get angry with him?
Wow. Okay.
Good for you. Your old BF was kind of a wimp. Sorry, not sorry.
Girl, I like the way you operate!
He was a weenie. You were smart to dump him
That’s a memory that will probably haunt him forever. He was already embarrassed enough and would have only agreed to let you fuck the guy because he was shocked by your anger and couldn’t think properly. I’ve read some fucked up kinky stories on Reddit but there’s nothing hot about this.
Your BF didn’t object and outright said yes to you sucking off the older guy.
So while your approach may have been a bitch one at the start once he agreed to it, I don’t blame you at all.
I hope you got paid well by the businessman and he tasted good too
You where in the wrong for this. But still a sexy story