I (M18) made a post about this girl (F19) yesterday. I’ve wanted to ask her out for a while but I’m really not sure if I should or not. Some people have said I should, and some have said I shouldn’t. We’ve been friends since the start of high school, but she’s always been closer friends with my brother (M20). I’ve liked her basically since then, and I’ve always wanted to ask her out but I never did. She’s single now, and I was thinking about asking her out, but I’m really not sure if I should.
There’s a few good and bad signs. Like she wore my jacket when it was cold, but wouldn’t wear my brother’s. The bad thing is that her and my brother seem to play games most nights and talk pretty often. If she says no, I don’t wanna make things weird between them. Also, what should I say if I do it?
Tl;dr: I (M18) wanna ask this girl (F19) out, but we’ve been friends for years, and I’m not sure how to ask without making things awkward.