First appearance: Iron Man
Year: 2008
Looks like: A walking sports car.

Unlike Superman's outdated red and blue duds, what makes Tony Starks' Iron Man costume great is that he built it to match his own ego, and put it a bunch of bells and whistles like advanced weapons systems and flight capabilities inside a perfectly-tailored, slim exoskeleton about 20 times smaller than a M1 Abrams Tank. If men's style is about the perfect combination of form and function, Iron Man takes the cake.