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40+ Absurd, Awkward, and Cringy First Date Stories Shared by Jimmy Fallon’s Audience

December 30, 2025 by Sarah Barber

#43: Elbowed His Way In

It sounds like what we’re dealing with here is a clumsy guy; how do you elbow someone in the face as you lean in to kiss them? It almost sounds like this wasn’t really an accident. We’re just kidding, we know it was an accident, and so did this girl. Luckily for both of them, she was able to look past it! It’s a good thing he didn’t hit her in the eye.

I can only assume that other than this minor incident at the end of the night, they ad a lovely date. We know that it’s been twenty years and they’re still happily married, so I guess he was charming enough. Clumsy and charming, that’s something you see a lot in guys.

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Filed Under: Funny Tagged With: infiniteScroll

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