Search Results: conversation ideas, what to talk about

Years ago I briefly dated a former stripper. She might of done some “side work” but it was never confirmed. But I wouldn’t be surprised if she did.

After getting into long conversations with her she was actually much smarter than I expected. She was of course extremely beautiful. She was one of the top 3 most attractive women I had ever slept with in my life.

Ironically she came from a good family but she was the “problem child”. She wanted to date me seriously but she didn’t have a steady work nor any plans to go back to college (she dropped out). She also had problems with excessive marijuana use and experimenting with other harder drugs

I didn’t want a relationship but I did care for her. I was willing to just stay platonic friends and help her recover. I saw the potential if she reformed. But she didn’t accept that. I also inadvertently made a very stupid insulting comment after we had sex one time (and said wow you are so tight). I regretted saying that. I would of apologized if we talked again.

Anyway I followed her IG for a long time. She has now been sober from all drugs for 2 years. She also got several of her tattoos removed and she is going back to college. I don’t expect her to let me “accept” her idea of dating steadily at this point. But if she was were she was at now vs where she was 5 years ago I would of definitely considered it. But at the time I think she saw me as a “safety net nice guy”. Also I just bought my own house and she figured she might be get free rent if she moved in. But she was a mess at the time and was it really my job to reform her?