There's a pretty limited subset of fonts that are appropriate for any task that leads you to open up Microsoft Word (big ups, Times New Roman) -- but must gear be governed by the same rule? Let your Wingdings run wild, with Turn Nocturnal
Founded by an insomniac Savannah SCAD student, Nocturnal is a typography-inspired line of tees, hoodies, and belts that, instead of placing words on your chest, focuses on the fonts themselves, from alluring classics that've been around for a century, to modern styles like the "Gotham" used in Obama's "Change" posters (odd, since he campaigned on principles laid out in Geneva). The latest: the "Exclaim" shirt (bold white exclamation point in Frutiger Black, inside square black speech bubble), and the black, California fleece zip-up "Type Hoodie", with an Officina-fonted "type" scrawled across the chest -- because telling your secretary what to do might get tiresome, but looming menacingly over her desk never seems to get old. Other tee designs include "Huge Type Looks Sweet" (black, with large, all-caps white lettering) the collage "Punctuation" (black, w/ gold foil print), and the asphalt gray "Ampersand Pattern", with an oversized Garamond Italic "&" printed over a patterned background of smaller black ones, a fashion statement that never seems to get to the point
Belts come with a stylized moth buckle based on Wingding style -- sure to make the typography elite say, "Word".