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20 Most Awkward Celebrity Prom Photos

Don't worry, celebs had awkward dates, gigantic dresses and cringe-worthy hair, too
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Christina Aguilera
Christina Aguilera was truly ahead of her time. Not only was she opened-minded enough to apparently share a prom date, she also posed with today's much loathed and loved duck face.

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Jennifer Aniston
Thanks to reruns of "Friends," we were expecting an entirely different '80s 'do on Jennifer Aniston, but we think the voluminous perm makes the birth of "The Rachel" that much more dramatic.

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Tyra Banks
Tyra Banks hadn't nailed "smizing" in high school, but she still looked every bit the supermodel in an elegant all-black ensemble.

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Jessica Alba
We're sure the fashionista would have a thing or two to say about her prom gown, but at least she was a step ahead with the flower crown trend.

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Miley Cyrus
No tongue, twerking or Robin Thicke in sight. Miley Cyrus's prom photo is an ode to simpler times.

We all know pictures of Kate Hudson with a Jamba Juice and Jessica Alba pushing a Target shopping cart do not, in fact, make celebrities" just like us." Clearly, it's old prom photos showcasing hideous '80s hair, regrettable prom dresses and the effects of puberty that do.

To even the playing field, we dug up a bunch of celebrity prom pictures that transport us back to a magical time when A-listers and red carpet regulars weren't so different from you and me. Here, the #ThrowBackThursdays and #FlashBackFridays celebs hoped you wouldn't see.
JUL 23, 2009 | SHARES
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