So back in September I went on a couple dates with a really lovely guy. He was quite shy initially but then we got on great second date. However, I was going through so much and had recently moved to the city and realised I needed some time to myself. So I messaged after the second date to say I thought we genuinely was great but I just wasn't ready for a relationship, and he was lovely and understood as I told him some of the stuff that had gone on.
Any fast forward to last week and I was on the dating apps again and I saw his profile. I had always had a hint of regret about telling him that but I felt it was fair. But i've had some time to myself, invested myself in new friendships etc and feel like I am in a better place now. I sent him a message asking how he was and thought well if he isn't interested he could just ignore me but he replied and I asked if he'd like to meet up again and he was enthuastic and so last week we met up for a walk. We chatted for a couple hours and it was really nice but the end was awkward as we had already kissed but this felt like a first date again? So we just hugged (should add here we are not in the UK).
I sent a follow up message that night because he seemed like he maybe wanted to kiss and I didn't want him to thnk I wasn't interested, just a bit awkward after a walk date, so I said I had a nice time and would be nice to meet up again if he fancies it, and he said yeah me too that'd be great. Then we messaged for a bit just chit chat that night and said good night. I haven't heard from him since then, and I'm torn between wanting to message to ask about his weekend to let him know I am interested because I understand he is probably cautious, but also not wanting to constantly initiate?
What do you think? The first time round, we messaged probably every other but he initiated most of it. But I do get that if I was him I'd feel a bit like hesitant to put lots of effort in in case I did the same thing again. But I also don't want him to get scared away by me messaging constantly!