I (27f) am talking to a guy the same age. We met on a dating app and have been talking for almost two weeks now. I asked to meet up a couple days ago and he was enthusiastic and agreed. But day of, he suddenly couldn’t make it. We rescheduled for the next day but never really confirmed a time so the day passed without meeting.

Now, usually I would take this as a rejection and move on, but he kept up communication. As I get to know him, he seems extremely shy and and maybe socially anxious? We seem to have a lot in common and conversation is easy.

I don’t want to ask him out again and freak him out… Buuut I also don’t want to talk for a month without ever meeting up.

How can I bring this guy of his shell (respectfully, of course) and make him feel comfortable enough to meet me? Is it just a waiting game? For the shy guys out there, how was it like warming up to someone enough to meet them irl?

3 comments
  1. Be just a tad more blunt.

    When you make a man feel like a man.

    That shell can disappear in a hurry

  2. Best idea would be to talk about his interests and know what he is comfortable with. Maybe he loves wings? Go for a nice coz my restaurant. Give him hints saying how you would go out every week for groceries and stuff.. Throw some rope in different avenues and he might pick one of those, but if he is hesitant then you gotta talk more and get him comfortable. The more you get off from the sense if uncertainty the more he will get along.. Hope that helps

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