With rare exception, I actually DON'T like heels. It just makes the woman seem like she's trying too hard. They're impractical and unnecessary. Sure, the stereotypical supermodel in the "little black dress" would look great because it helps show off her legs, but short of that.. flats. I tend to prefer normal shoes with laces, as the girls I'm usually attracted to are more on the casual side. I don't dress up, and likely wouldn't be a good match for a girl that often did. That said, I generally don't care what kind of shoes a girl wears, and have been known to ask her about them if she's wearing something funky.
I'm not a shoe guy; they do nothing for me. I mean, I appreciate the "posture modification" that heels give a girl (thrusts boobs and butt out), but I don't really care about the shoes themselves at all, and would prefer the girl be comfortable rather than "look good" in uncomfortable shoes.
Well given the right place like a night out at the club or having a nice dinner heels are a big turn on for me but if she wanted to wear flats that's also great. Flats I consider cute and stylish, heels are sexual and enticing in a different way.
My boyfriend likes seeing me in converses for some reason... He's a skater so maybe he likes me like that I don't know apparently he doesn't like my high heels because when I wear them I go like super tall and I mean it like 6'4 tall so then we look weird walking down the street so yea. It depends on the guy but he says he just wants me to be comfortable. I bet you he is just warming me up, sneaky bastard lol :)