Should I see him again?

I'm not trying to persuade you one way or the other but let me share my personal story. I was on the "receiving" end of the person moving across the country to be with me. This was my first marriage (got divorced during COVID). We were high school friends so we at least knew each other for years, but decided to take a crazy shot at making a relationship work.

I will say that being on the receiving side, I felt a lot of pressure to "make it work" and a lot of guilt for her essentially giving up her previous life to try it out. Early in the relationship, I felt very obligated to make it work, and maybe it wouldn't have gotten as far as it did if I didn't push through. But, we ultimately stayed together for 10+ years and I really treasure our good times together, despite how we grew apart and ended up disagreeing on some things in the end.

Being in my 30s now, fairly well-off financially, I can honestly say that I'd be willing to take the risk of doing something crazy if it felt right. And having the experience of being the person who felt pressure/guilt, I'd try to make the other person feel a better about it than I did back in the day.

Good luck with your decision. Don't sweat it too much though. If you decide to just end it here, there will be other guys :)

/r/datingoverthirty Thread Parent