Anonymous wrote:OP here. We’ve been on 3 dates. The conversation is fine. He’d like to go out again. Nothing physical has happened. In the past I’ve called it a wrap after two dates. I’m newly dating again at middle age and have been surprised at how crappy the dating market is at this stage. Makes me wonder if I should keep dating someone as long as there are no red flags.
Do you want to know more about him? Spend more time with him?
No red flags is not a reason to keep dating someone and it's exactly how you end up in a situation of dating for months/ years but not really into them and struggling because you can't break itup.
Or worse in a marriage you feel you settled for andbyi end up resenting and mistreating your spouse.