I was flown across the country… to fuck [MF]

Back when Craigslist was good, I connected with Greg. Greg was this Silicon Valley tech start up guy. Honestly, to this day I have no idea what he did or how he did it. I just know that he was very successful and had a lot of disposal income. Greg was an older guy, married, kids. Dad bod, which can be attractive in its own right. Besides his physical attributes, his more attractive quality was his confidence. He knew what he wanted, and wasn’t afraid to communicate it to me. His kink was fucking women that were off limits. Girlfriends, wives. He had a thing for married women, as a taboo social/sexual kink.

The thing was that Greg lived in the San Francisco area, and my husband and I in NYC. This normally wouldn’t be a deal breaker, but the geography could make things more challenging to meet up. But not with Greg, he was intent on fucking, and wasn’t going to have it any other way. After Greg and I chatted for a bit, he invited me to SF, so we can have a date… and fuck. He offered to pay for our flights out, a hotel, dinner, drinks, etc… everything. To be honest, when he offered, I felt both flattered and a little creeped out. Sure we were chatting for a while, and developed this good rapport. But to pay for this stranger that you meet off of Craigslist, to fly out for a date, just seemed both weird and flattering at the same time. I don’t know.

My husband and I talked it over. If this worked out, it could be a free trip out to SF, for a mini vacation. Assuming he followed through of course. If this didn’t work out, like if he no-showed, ghosted, or was just playing with us, then we would be out all that money, money that we didn’t really have to spend in the first place. My husband left the decision up to me. And honestly, I wanted to fuck this guy. Badly. The balls and confidence he had to basically proposition me to fly and fuck, turned me the fuck on.

So we agreed to the date, and we booked our travel. Once we arrived, my husband met with Greg, man to man, to make sure everybody was on the same page. True to his word, once they met Greg did reimburse us for our travel costs. Maybe I was a bit cynical, but I was half expecting to be ghosted. But Greg kept his word, and so would I.

It was a simple, straight forward date. I dressed in this short, red cocktail dress. Underneath was a red bra and thong. Completing the outfit was a pair of my designer high heels, I was dressed to impress… and fuck. We went out to dinner, stayed for an extra drink, then went back to his hotel room. I would love to tell you that the sex with Greg was amazing. That he was this stud, this bull who fucked my brains out. Don’t get me wrong, Greg was pretty good, but it wasn’t the knees trembling, pussy dripping primal carnal fucking that you may expect. But Greg did have this nice dad bod, lasted for a good amount and was everything a girl could hope for in a date like this. Respectful, discreet, confident.

We fucked a few times during the night. The next morning, he had some early business meeting, so he actually left a little earlier than normal. There wasn’t much fanfare, much celebration.

Looking back, I got this impression that Greg did this sort of thing often, well often enough… That Greg saw me as some kind of business deal, that he wanted to close. Maybe he got some rush of ‘winning’ or getting what he wanted. Looking back, in a sense, he definitely did use his wealth, his success to fuck me. Under normal circumstances, I wouldn’t think of Greg as a potential sexual partner. But I suppose that because of the venue we met (online), the context of our conversations (sexual), his ability to ‘close me’ (his confidence, reimbursement), that under those circumstances, I became this woman (likely one of many) that he flew across the country… to fuck.

Source: reddit.com/r/gonewildstories/comments/bby58e/i_was_flown_across_the_country_to_fuck_mf