i don't regret any mistakes i made in childhood or in the akward teenage years...however, since i graduated highschool i'd say that my skirts over jeans (or any sort of pant) phase was a big mistake, as was the glitter in my eyeshadow, as was the coach bag trend. i carried nothing but coach bags for 3 years. they are so cliche!
now i don't really follow trends too closely, but i still make some heinous fashion mistakes almost daily. i wear hoodies constantly, even with the most beautiful clothing i have no qualms with throwing a mismatched hoodie on top. though even worse then that is the everpresence of the flip flop. i wear them everyday, even in the snow. i have worn them to weddings, funurals, graduation, prom, to 4 star resturants, out to clubs...i have them on at this very moment. i will literally wear them with anything.