[FM] Craigslist Hookup with a 22yo mom of two

So this goes back awhile….I’d say 15 years and I was in my early 30’s. Back when Craigslist was very relevant and had personal ads. I traveled a ton for work and would usually be in a town for at least a couple weeks, sometimes a couple months. My routine would be to hit the local CL personals a week or two before arrival on a new assignment. Most of my hookups came from in-person meets, but occasionally something nice would pop up on CL.

I met Cassie in the platonic personals. She was a bored stay-home mom of two young children looking just to chat and get to know someone. We emailed back and forth a bit and the discussion quickly turned to her unhappy marriage. Much of which seemed to stem from an unhealthy sex life. Her husband was raised very religious and they did not have any type of sexual relations before marriage. They started dating her junior year of high school and got married shortly after graduating. She had been with a couple guys before her husband, but he didn’t know that. They waited until marriage to have sex and he had never been very interested in it even after that. He was also very vanilla…..they had only ever had sex in a bed with the lights turned off. Almost always missionary. Did not like talking about it and was not open to discussing why she wasn’t satisfied. She went on and on about all his performance issues, his aversion to her using toys, and mostly that she was utterly unsatisfied sexually and thinking about leaving. Even mentioned that his precum tasted so bad she couldn’t even suck him which she enjoyed doing to her boyfriends before. He had never gone down on her or even touched her pussy with anything but his cock.

Lesbian sucks two loads from me

I've mentioned in previous stories that I've had great luck with Craigslist platonic ads. Recently while preparing for an extended business trip to a new town, I replied to an W4M ad that basically said "Looking for a chat friend". Turned out to be a mid 40's lesbian who was in a long-term relationship. "Lesbian" may not be the correct term but that's how she identifies, even though she had a boyfriend when she was younger and still is very attracted to men. But she had not touched a cock in nearly 20 years. Said she kissed a guy once at a party a few years back but nothing more.

We exchanged a few emails about random life things and also exchanged pictures. She wasn't really my type but she seemed nice and I've had a fling with another bi-girl that before was in a long-term "lesbian" relationship. So I Figured it was worth pursuing either way. Shortly after exchanging pics, she started calling me "sexy man" or "hot stuff" so I knew what was going on. It didn't take much prodding to find out she was craving a cock really bad. Her girlfriend was butch and found men absolutely disgusting. Because of that, a threesome wasn't a possibility at all so she knew she had to do something on her own if she needed a man fix. She told me that she remembered sucking her boyfriends dick all the time and she really missed that. I didn't want to come off as being pushy so I just told her that it sounded hot and he was a lucky guy.