Maybe two years before I started dating my wife (but we were already friends), she started a thing with a coworker. He was almost 20 years older than her, early 50s I think, and was a supervisor at her job (not her direct supervisor though). He was divorced.
At some point she started banging him regularly. One time as we were fucking I asked her how often he used to do her, she said a lot, at least 3 and as many as 5 or 6 times a week. Apparently, the sex was excellent.
I've gotten different stories about how it ended. At first she said they wanted different things, she wanted a relationship but he didn't want anything too serious, and so they mutually parted ways. I pointed out that it sounded like he got exactly what he wanted in the end. Later she told me that while the sex was good, he only ever gave her one orgasm ... and promptly dumped her the next day. I figure he knew it was the last time and he wanted to make it count. I thought that was really hilarious ... I don't think she finds it nearly as funny however.
Turns out he was hooking up with some other chick on the side at the same time, and actually ended up marrying her. My wife says she should have known the guy was never truly serious about her, since he had a teenage daughter yet never once introduced them to each other.
I guess they kept it quiet at work, but at some point she had loaned him some money and after they broke up she had a hard time getting him to pay her back. She ended up having to tell the boss, who had to step in and make sure the dude paid her back on threat of his job. But that also meant everyone at work found out about the fling, which made for an almost daily walk of shame for her until she got a different gig a few months later.
I find it really hot that she got used as a fuck toy for months and months. I keep trying to get details about the actual sex but she's pretty embarrassed by the whole thing. She only really tells me bits of info when she's slightly tipsy and we're in the middle of sex. I hope to piece it all together over time.
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