I think bare minimum, you're wearing a bikini.

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Get that mankini Borat wore

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This is karma farming. This post, told the exact same way, was posted a month or so ago.

A used one off eBay

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I've seen this before too.

This guy has lost at basketball, pool, a foot race and arm wrestling that I can remember. He always says men are better than women, but lo and behold he LOSES a bet to a WOMAN!!! And then he has to wear something embarrassing that Reddit has to decide. Usually a dress.

This dude has a humiliation fetish