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Admittedly, I have a big crush on Jason Schwartzman. I think he's a pretty stylish guy, in a very casual way. In Rushmore, as Max Fischer, his wardrobe was full of classic menswear/uniform elements, and good color combos.
And his whole photo shoot for Band of Outsiders last year was really inspiring.
Images from http://band.bandofoutsiders.com/
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