Me: "haha what?"
Him: "Like, you always dress so nicely. Kinda makes me feel like a bum. haha"
So, is this is his way of telling me he's too intimidated to ask me out? What do guys usually think of girls who look sophisticated?
Backstory: I've known him for over a year, we were in a play together last year, etc. I thought he liked me then, but I was dating someone at the time. He's pretty quiet, but also really funny with close friends.
Most Helpful Girl
This means that he definitely has a little crush on you. He also notices that you dress mature and nice for your age - a quality that he probably likes considering he complimented you on it. Work it, girl!