20 Rare Celebrity Prom Photos That Are Even More Awkward Than Yours Was

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Jennifer Aniston and prom dateImage: via 99.9 The Point

Jennifer Aniston

A long time before the “Rachel,” Jennifer Aniston sported this unflattering ’do instead. Her date looks like he didn’t care, though – and now he has bragging rights for days.

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Josh Duhamel in prom outfitImage: Instagram/joshduhamel

Josh Duhamel

The future Mr. Fergie looks very confused in his prom picture. Is it because, as Josh Duhamel himself has said, he’s realized that he might get to see a girl naked for the first time and is so puzzled as to what she might look like? Or is it just because he’s wondering about that thing on his head?

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