Yakkay Helmet With Milano Cover
By itself, Yakkay's slim, simple helmets are sleek enough to not make you look like a dork. Super light with six vents, it'll also keep your cool. If you want to add to your cool, though, just get one of their breathable helmet covers, like the Milano, which is meant to look like an old-school Italian cycling cap.
Buy It Now at Yakkay, $161