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To 'wear someones glasses' is get the better of somebody, or to one-up them. In other words, to pwn them. The usage is similar to the phrase 'wearing the pants' in a [relationship]. It is most relevant when you're getting the better of somebody right in front of their face without them realising it. When you want to draw attention to the fact that you're pwning them, simply declare that you're 'wearing their glasses'. If you're 'wearing your own glasses', that means that you've pwned yourself [accidentally] or absent-mindedly. (If you [accidentally] chopped off your hand while cooking, for example.) The phrase comes from a Perry Bible Fellowship comic strip (entitled 'Q. P. Inc') where the protagonist attends a job interview for [Quick] People Incorporated and manages to dumbfound the interviewer by somehow stealing the glasses right off his face without him noticing. "You're just telling me what I want to hear." - "Actually, I'm just wearing your glasses." - "... Welcome aboard."
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