Hi Kylee!

Do you know how long he and his last girlfriend had been broken up before you started seeing each other? Does he jump from relationship/hanging out to relationship?  It IS pretty weird to bring up exes on the first date, and it does suggest that he isn’t yet over those relationships or at the very least hasn’t yet processed his feelings from them and has been trying to distract himself. Maybe that’s why he was stalling on asking you to be his girlfriend?

However, if he has been broken up with these exes for a long time and is just friends with them all, I think that’s okay. I’m friends with most of my exes, but we definitely took a long time apart to heal and detach before we could form just a friendship with no romantic feelings. So in those cases, liking a picture or an occasional message to catch up should be fine.

I also think you were doing very well with your communication, and I would definitely keep that up with guys you date in the future. Dating can be a lot of trial and error, though, so don’t let this deter you.  It’s also possible he may come back in a few days, and I would just stay strong with your needs and boundaries.