Enormous megaphone from silent film era - photo

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Buster Keaton stunt.

This is (one of) the great things about older films: you get to experience genuine curiosity/wonder/awe when considering how certain scenes were accomplished. For modern movies, the answer is usually the same: "computers".

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I've seen this one done in person. He dives through the opening in her overcoat/dress, between her legs, and rolls through a small door behind her. You can tell he went out behind her because she is holding the rearovercoat/dress seam closed behind her.