When Vivienne Westwood sent a model down her SS09 runway in those Union Jack shorts, we felt like we needed fancy boxers. Then Teen Vogue featured ruched cotton shorts in a March editorial. They came in striped blues and reds, like bloomers, but with nothing over them. The credits listed Brooks Brothers so we went to the store and scoured the site until we realized the models were just wearing men's boxers probably sewn by a handy Conde intern. And today we saw these Current/Elliot shorts on Shopbop - basically fancy boxers even if they're called "distressed denim." But we found a pair of pre-sewed-to-look-like-bloomers this weekend and no matter what we tried them on with - silk tank, plaid button down, white t-shirt - they still just looked like boxers. And while we'll wear pretty much anything at least once and we obviously work in an office lacking any sort of dress-code, the idea of going out in men's underwear just feels awkward, no?