24. Zach Galifianakis
Zach Galifianakis has nailed that happy medium between looking put together without seeming uncomfortable. Can we expect the same range from his acting? He wears clothes that fit his broad frame and when coupled with his famous, bushy beard, can either make him look artsy (take a look at that cabbie hat), scholarly (the corduroy blazer and boots), or right at home on the red carpet — just look at those shades and that versatile gray suit.