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13. Jennifer Anistonjennifer aniston

Here is another A-list celebrity and Brad’s former flame. This ageless celebrity can do no wrong. Even way back during her prom, she was already keeping it classy and timeless. She looked simply elegant in a black dress with simple jewelry. One thing we wished looked better though was her hair. It needs a little taming but she still looks good nonetheless.

12. Jessica Alba
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jessica alba 2

Jessica Alba is the epitome of perfection even after having kids. But even this perfect woman has had her fair share of awkwardness. After all, she too was a teenager. This prom photo proves this and we can’t get over her milkmaid-inspired gown. Jessica is known for her simple glam red carpet looks but this one didn’t quite make the cut. Sorry Jessica, but the florals went overboard. Her dress may be a fail but her date looks like he’s on cloud nine. With a gorgeous date like Jessica, who wouldn’t?

11. Ryan Seacrestryan seacrest
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Even the radio personality, television host, and producer extraordinaire couldn’t escape his awkward past. Now we know that he always loved a slicked back hairdo which he continues to sport even up to now. The hairline is just a tad bit higher but aside from that he still looks good and who could resist that smile? His date sure couldn’t!

10. George Clooneygeorge clooney
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Even way back in 1978, we can see that George Clooney already exuded that ladies man vibe. Although he looks better with age, which is a compliment, he’s still that appealing, easy going guy. We’re sure he didn’t have a hard time snagging a date for his prom. His date even looks ecstatic to be with him. Just look at her wide, wide smile.

9. Demi Lovatodemi lovato

This is definitely not an awkward or embarrassing prom photo. Demi was already a Disney star here, so that explains her picture perfect and red carpet ready glam look. She had also been dating a Jonas brother during this time but she was just fulfilling a promise she made to her childhood friend. The Disney star escorted her date in her hometown in Dallas, Texas.

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