9. Chris Evans
It looks like even Captain America can't shield himself from ill-fitting clothes. We can't fault Chris Evans' relaxed and simple style, but someone needs to clue him in on how clothes should fit. If a cozyboy look is your thing, there are plenty of options available to keep it comfy. Incredibly, the Avengers star is wearing And1 sweatshorts in the second picture, and no one should we wearing And1 in 2012.