Check out Goliath. They make great shoes - you'll look more stylish than the follow-me-I-wear-Converse-All-Star's-crowd, but maintain a superbly classic, retro look.

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Try the company lakai, it is a skate brand but some of their low shoes look terrific with shorts. Look for the Lakai Select series i have these

http://www.lakai.com/product/09/SM09/footwear/selects/coda_select/#

in the black suede colorway and they're pretty tight. also, those pf flyer number 5s are kinda grampa shoes. no offense

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