20 Hysterically awkward photos of celebrities at their prom night

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By VT

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In high school, prom's a pretty big deal. Guys and girls go all out, wearing sharp suits and fancy dresses, with colorful corsages and sparkling tiaras. We put in a lot of effort to make sure we look perfect, with impeccable hair and makeup. Then, twenty years later, we look back at those same prom photos and realize they're hilariously awkward. Our fashion choices seemed so cool at the time, but now, they look totally ridiculous.

But there's no need to be embarrassed. Even A-list celebrities have dorky prom photos. Sure, they look stylish today, when they strut down the red carpet at movie premieres, but they were once gawky teenagers. And we all posed for photos with our date in the same cringeworthy ways.

Here are 20 hysterically awkward photos of celebrities at their prom night.

1. Jennifer Aniston 2. Will Ferrell 3. Britney Spears 4. Courtney Cox 5. Matthew Mcconaughey 6. Meryl Streep 7. Jon Hamm 8. Lady Gaga 9. Brad Pitt 10. Halle Berry 11. Taylor Swift 12. George Clooney 13. Michelle Obama 14. Amy Poehler 15. Jessica Alba 16. Kim Kardashian 17. Blake Lively 18. Fergie 19. Beyonce 19. Ashton Kutcher 20. Ellen DeGeneres

Ellen DeGeneres sure doesn't look happy to be wearing a dress, does she? That is a rare sighting, like spotting a snow leopard in the wild. I wonder if she danced the same way then that she does on her talk show...

Anyway, looking back, it's funny we spent so much effort on prom, considering it's just one night. I mean, it's not like you get a lot of opportunities to wear that fancy outfit again. But maybe it was worth it to make all that fuss. The awkward photos provide laughter for a lifetime.

In a related story, here are 10 celebrities who went to prom with a fan...

20 Hysterically awkward photos of celebrities at their prom night

vt-author-image

By VT

Article saved!Article saved!

In high school, prom's a pretty big deal. Guys and girls go all out, wearing sharp suits and fancy dresses, with colorful corsages and sparkling tiaras. We put in a lot of effort to make sure we look perfect, with impeccable hair and makeup. Then, twenty years later, we look back at those same prom photos and realize they're hilariously awkward. Our fashion choices seemed so cool at the time, but now, they look totally ridiculous.

But there's no need to be embarrassed. Even A-list celebrities have dorky prom photos. Sure, they look stylish today, when they strut down the red carpet at movie premieres, but they were once gawky teenagers. And we all posed for photos with our date in the same cringeworthy ways.

Here are 20 hysterically awkward photos of celebrities at their prom night.

1. Jennifer Aniston 2. Will Ferrell 3. Britney Spears 4. Courtney Cox 5. Matthew Mcconaughey 6. Meryl Streep 7. Jon Hamm 8. Lady Gaga 9. Brad Pitt 10. Halle Berry 11. Taylor Swift 12. George Clooney 13. Michelle Obama 14. Amy Poehler 15. Jessica Alba 16. Kim Kardashian 17. Blake Lively 18. Fergie 19. Beyonce 19. Ashton Kutcher 20. Ellen DeGeneres

Ellen DeGeneres sure doesn't look happy to be wearing a dress, does she? That is a rare sighting, like spotting a snow leopard in the wild. I wonder if she danced the same way then that she does on her talk show...

Anyway, looking back, it's funny we spent so much effort on prom, considering it's just one night. I mean, it's not like you get a lot of opportunities to wear that fancy outfit again. But maybe it was worth it to make all that fuss. The awkward photos provide laughter for a lifetime.

In a related story, here are 10 celebrities who went to prom with a fan...