50. Fats Navarro
Approximate Weight: 200+ lbs.
Although his time on the planet was brief, the trumpeter made a profound impact on the jazz world. As such, he was regularly decked out in some pretty great suits and tucked in shirts. Yes, it was the '40s and just the norm, but you can't say he would look out of place in the context of today's stylish guys either. Whether tooting his horn in untucked button down shirts or looser, double-breasted suits, Fats Navarro certainly looked good doing his thing.