I've worn Birkenstock clogs for about 5 years now, and I think it's time for a change now that I'm about to leave high school. For one, the clogs last like 6 months tops. I go sockless and they deteriorate. Two, they aren't that attractive now that I think about it, though they do have a simple charm. And three, for some reason they are starting to hurt my feet, which completely nullifies the purpose of the shoes. Now, sneakers look like sh.t on me. Especially with my current wardrobe (jeans with button-up or polo). I have a pair of leather Sperry Topsiders and while they are nifty for trotting around in, they make me feel like an old country-clubber. And, while I've always been in love with driving loafers (Tod's...drooool), I heard their pebbled soles wear down with walking...which is a shame. So, with all that in mind, do you guys have any suggestions?