Dating
6 h

Should I ask this confusing guy out on a second date or back off?

I met a guy through a mutual friend and he asked me out. I was out of town for a while but he had texted a few times throughout and engaged with my social media, showing interest and being flirty. After I got back, we got drinks and the date went well, we were out for over 4 hours and even ended up getting food after. He was really attentive and asked questions, but at one point he made a comment about how our personalities might not be compatible and asked my thoughts. I said it’s hard to know for me since it’s a first date and he agreed and said we should see other again to know each other better. He asked if I’d be interested and I said yes.

After the date he didn’t text me anything. I ended up seeing him randomly at a bar the next day and he approached me and was really positive and talking. He even introduced me to his friends as the girl he went on a date with last night. Then at one point he made some comment to me and my friends that “you deserve a guy that’s much taller than you” and mentioned the personality incompatibility again. I think he also said he’ll step out of this because of that. I never said I wanted a tall guy so that was weird.

I ended up seeing him the next night because he had invited me to his housewarming party and I went because some mutual friends were going too. He was again so nice and engaged in conversation and even gave me a tour of the place. My friend even said it seemed like there was something going on between us.

What does this mean? Is he interested in seeing me or a little confused? Or is he just not into me and decided it won’t work but is being nice. I’m wondering if I should say something. The energy in person feels different than over text. I’m confused because it’s hard to tell if we’re compatible after only 1 date.

Should I ask this confusing guy out on a second date or back off?
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