Daniel Small of the Wingtip blog, like many a denim-loving man, split a hole in his favorite jeans. But being the clothes-minded guy he is, patched up the rip with a swatch of striped oxford cloth shirting. "An homage to the juxtaposition of prep and Ivy influences with workwear culture," he cleverly writes. "In retrospect though, it kind of looks like a pair of patterned boxer shorts peaking through the crotch hole."