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Originally Posted by wolf
Don't sweat it. It's impossible to graft a fashion sense onto men. Just doesn't happen. You should be grateful that he doesn't wear the jeans with the holes over his balls.
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This is exactly why I always wear khakis and Oxford or other button-down shirts (with occasional jeans and t-shirts). It's adequate for almost any occasion that doesn't demand a suit and prevents me from having to make awkward fashion decisions that I'd probably fuck up anyway.