There's Something About Mary (1998)
Ben Stiller stars as Ted Stroehmann in the hilarious, groundbreaking comedy There’s Something About Mary (1998). Flashback to 1985, where an awkward sixteen-year old Ted snags a prom date with dream girl Mary Jensen (Cameron Diaz). Good times, right? Wrong. While getting ready for his big date, Ted accidentally gets his junk stuck in his zipper, forcing him to forgo the big day for an ambulance-driven trip to the emergency room, which makes him the joke of his small town.
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