Somebody passing for the other gender is a common trope in comedy, all the way back to Shakespeare. However, it usually works only if the actor in question actually makes an effort to look and behave like a member of the opposite sex, otherwise the audience's Willing Suspension of Disbelief is broken and instead of being about, say, a man trying to pass as a woman, the work becomes about how a group of morons didn't realize they were trying to pick up a drag queen. Occasionally it works, if applied side by side with Rule of Funny. Examples of Incredibly Conspicuous Drag include:
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