The runway at the 2008 Paris Fashion Week was full of dapper devils when Paul Smith’s models took the stage. The notoriously conservative but quirky line lived up to its reputation with skinny ties and trousers, tailored 3-piece suits, and plenty of pinstripes and tweed. The disheveled but still disarming models were to be expected, but Sir Smith still managed to pull off a few surprises with his cleverly chosen accessories: rope belts, rolled cuffs, saddle shoes, eye-popping primary-colored accents, and yes even some sunglasses. The Spring ‘09 Paul Smith collection is perfect for good boys and bad boys alike.

If you’re not quite ready to mix a plaid vest with tight tweed trousers, then try the fitted classics at French Connection. They’re not quite as daring, but they’re not quite as expensive either. If Paul Smith’s collection is for the eccentric artist, then Dior’s is for the punk rocker every mother fears her daughter will bring home. Dior’s Spring ‘09 line introduced a new kind of punk with basic black untailored separates paired with tight metallics, ultra-white high tops, and bright unorthodox accessories. 

Are you brave enough for the new Dior? 

If you’re still craving a more conventional punk look, then go with the classic high top Chucks that started it all. They’re still available at Converse.