I’m 44M. I haven’t cheated constantly, but when the opportunity is there, I rarely pass it up. I’ve been married for 17 years, and it was long-distance for a large part of our dating/engagement. I didn’t really care if she fooled around when I couldn’t be there; she insists she didn’t *shrug*

I did fool around and ended up with three consistent FWBs. I met them all through Craigslist Personals; oh, how I miss you. They were all aware I was in a relationship. I never kept that secret. It’s pretty clear to me they were turned on by that fact. One of them even had a boyfriend, but he wasn’t fucking her regularly, and I was a good solution.

The first FWB, Amanda, started by getting coffee and then went to a movie a few days later. She was tall, had dark black hair, and was full-figured with glorious thick hips. I have always had a thing for thick/curvy/bbw/your descriptor here women. I love getting a nice handful of ass or breasts. I love the way they feel when I’m between their thighs.

I don’t move fast, though; I like to take my time, and I think she was itching to get down to business. After the movie, we returned to her apartment, had drinks, and kept chatting. She made it obvious what she wanted when she came back from her bedroom in just her panties. I had anticipated it might happen that night and had three condoms in my wallet.

We made out on her couch. My clothes came off until we were naked and stumbling towards her bedroom while not being able to keep our hands off each other. I can’t recall the nitty-gritty details of everything like I’ve seen on some posts here. I just remember going down on her and how different she tasted from my girlfriend. Amanda got so good and wet. We went through all three condoms over a couple hours. But we weren’t finished.

I pointed out to her that I used my last one. As much as I wanted to keep going, I wouldn’t force myself on this woman. I have self-control. It was Amanda who said, “Fuck it. I’ll buy a Plan B tomorrow.” So I proceeded to fuck and cum inside her twice that night. I have a breeding kink, and that certainly turned my brain off and let the cock take over. Being inside her raw was heaven. Feeling how wet she got and how tight she grabbed me made it a challenge to not just cum right away.

She owned a condo in a high rise, and it was spring going into summer. For the second time without a condom, she asked if we could do it on her balcony. I said yes right away. It was in the evening. The city was lit up. Traffic flowing through the streets below. She bent over on a cushioned chair, which she kept out there, and offered herself up. That’s one detail I remember: finishing, feeling her milking me dry, sliding out, and watching my cum dripping from her pussy.

It became a regular thing about every other week. One of us would text the other and make it clear what they wanted. She had a female friend staying overnight once and was telling me how horny she was. She was to the point of contemplating having me come over after the friend went to bed in the guestroom, but circumstances just didn’t play out well that time.

The week before my girlfriend officially moved across the country, I had my last visit with Amanda. By this point, she’d gone on birth control because she wanted me raw when we fucked. I spent the night and came inside her half a dozen times between the evening and the next afternoon. I never saw her again after that. I had clarified that when my girlfriend arrived, I would have to cut things off as much as I would have liked to continue. Amanda understood completely. Thanks to social media, I have checked in on her occasionally. She’s married now with a kid. Ironically, she’s become very involved in her church. If only they knew what a little devil she was.

I'm not sure if anyone will enjoy reading this, but if you do, let me know. I can share about my other FWBs and even the two times I’ve cheated since getting married.