Search Results: regretting dating a guy

We are in a somewhat LDR, both live in different states and been talking every 2 to 3 days. We've both admitted we like each other. But he told me he is talking to another girl (few months ago). I haven't asked about this other girl since or if we are actually dating. Our topics have been quite personal, and we ask how each others day have been.

Recently we had a convo about sex and other personal stuff. He said 'feeling a mixture of I'm behind, longing for a girlfriend, and regret' um I thought I was his girlfriend? We both flirt and he calls me sweet names like 'beautiful, baby, sweetie, babe'

Negative signs are he sometimes doesn't reply for a few days, and when I message him after this period he says 'haha hey' and seems to say 'um' a lot when asking questions. E. g 'Hey um this is a personal question but I have to ask...'

I am meeting him in a few weeks, and staying for a month. Should I wait to ask in person if he's serious about dating and being my boyfriend, or message him beforehand and risk making the meet awkward?

Been 5 years i never said anything-i was too busy and other stuff but there has been no one else i wanted.

Now i'm finding it too painful just being friends, he has no clue. I consider if i'm going to move away from friendship ill lose him anyhow, so i might as well tell him just in case he feels it... I'm worried i'll regret it. I'm soooooo sick of worrying about it , and i don't feel right dating other guys while i feel this way... i want to move on with my life. This is not specifically about dating just getting it out there, first step. to say it or not.

Advice?

its easy to say yeah id day something or no way move on, when its some stranger, its really important to me- if you could THINK about it honestly, id appreciate it :)

(Flirting doesn't seem right a bit frivolous compared to how i feel but I don't know what category i can put this in.)