Hello! I wear fairly fancy clothes every day to school (skirts, dresses, blazers) and I like to wear heels. Do high school guys get intimidated by girls that have this professional look to them/that wear heels to school?
I'm like you as far as clothing and shoes goes. I've always been a "heel" girl. I don't think their intimidation has anything to do with your shoe selection, as much as it is their age. It's an awkward period for any teenager, but many boys your age just don't have a lot of self confidence yet, and are always a little scared, when approaching a girl, that they like. Wear what you like, and eventually those boys will turn into more aggressive males, as they get a little older. Then things get a lot more fun!