There’s nothing quite like those awkward teenage years. Even some of today’s most beautiful faces have prom pictures they’d probably rather forget about. We’re taking a look at some of the more hilarious celebrity prom photos the internet has to offer…
Taylor Lautner
Team Taylor might have something to say about this. It looks as if the young actor was a serious fan of hair gel.
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Kim Kardashian
It seems that Kim K always had a taste for celebrity company. She attended her prom with Michael Jackson’s nephew, TJ Jackson. Clearly this was years before Kim had a team of style experts on her side.
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Taylor Swift
It’s difficult to think that Taylor was just another high schooler before her days as a pop superstar. We’re not quite sure what to make of this look, perhaps just a little too much bronzer?
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Lady Gaga
Yes, even the great Lady Gaga attended her prom. If you’re having trouble spotting the star, she’s the brunette sporting the blue dress and the heavy fake tan.
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Fergie
Fergalicious Fergie has always been a gorgeous girl, so much so that she was actually a prom queen. Here she is in a silk floor-length gown and some ridiculous gloves.
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Demi Lovato
This young man probably looks back at this picture with serious pride. Little did he know his prom date would become pop royalty. Here Demi is looking pretty in peach.
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Jimmy Fallon
Young Jimmy Fallon looks like the star of a bad eighties romantic movie. The future late night talk show host could have used some sun before sporting his badly fitted tuxedo.
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Brad Pitt
Yes, that is actually Brad Pitt, the Hollywood mega-hunk. He may have had a terrible haircut and a bad suit but he still looks pretty cute.
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Michelle Obama
Before she became America’s first lady, Michelle was rocking this silk prom look. She looks like an African queen with her first boyfriend David Upchurch at Chicago’s Whitney M. Young High School in 1981.
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Ru Paul
It seems that RuPaul has always loved to make a splash. With his wild hairstyle, dangling earring and leather riding glove, he killed his outfit at his 1983 prom at Northside High in Atlanta.
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Amy Poehler
Talk about a candid shot. This photographer managed to snap future actress Amy Poehler looking less than impressed as she made her way out of her prom limo, perhaps she was regretting her outfit choice.
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Lebron James
LeBron James and, his date, Savannah Brinson were the sweetest high school sweethearts! It seems that sometimes puppy love lasts – the two are now married! Savannah was five months pregnant with their first child, LeBron Jr, when they attended their school dance.
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Beyonce
Lyndall Locke’s claim to fame will forever be that he took the future Miss Queen Bey to prom. She may have just been a teen, but we think Beyonce still looks like royalty.
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Will Ferrell
Looks like Will Ferrell always had a way with comedy. The class clown made sure to give the crowds a good laugh as he wore a diamond tiara on his big night.
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Danielle Fishel
Danielle looks like a true nineties girl sporting her two-piece prom dress and platform heels. Can you believe she went to prom with N Sync’s Lance Bass?
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Blake Lively
This picture proves that actress Blake Lively has always been a timeless beauty. It seems her adolescent years were kind to her. She manages to look adorable even in an outdated sparkly prom dress.
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Julia Roberts
This real life Pretty Woman has always been a beauty. Jimmy Kimmel whipped this picture out on his show while interviewing the actress, and Roberts tried to defend her huge ’80s hairstyle. “There’s a hair shadow that’s making my hair appear much larger than it actually was!” she said. Even with the hair, we still can’t help but be charmed by her smile.
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Natalie Portman
Even Natalie Portman had her awkward years. Wearing a strapless, sparkly powder blue dress, the young teen looks pretty shy and reserved for a future star.
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Matthew McConaughey
Look at that baby face! Matthew looks like the picture of innocence at his prom. He can get away with the bad tux but his date’s dress gets a big ‘no’ from us.
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Britney Spears
Once upon a time, before the music videos, high profile breakdowns and many celebrity romances, Miss Britney Spears was just a fresh-faced teen looking to enjoy her prom night.
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Kellie Pickler
We’re all for making a fashion statement but we think that this might just be a little too revealing for a high school prom. The future singer showed a lot of skin in this daring two-piece outfit.
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Bruno Mars
Before the glitz, glamour and the many Grammys, Bruno Mars was another high schooler escorting his date to the prom. He still looks pretty cute!
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George Clooney
It’s rare we get to see a picture of Clooney before he started sporting his trademark gray hair. It appears that even in 1978 George had a way with the ladies. Here he is at his high school prom at Augusta High School in Kentucky.
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Harry Styles
Fast forward a couple of years and that innocent kid in the bad suit is one of the world’s biggest heartthrobs. Harry Styles would have had no problem getting a prom date today with his many millions of teenage girl fans.
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Kerry Washington
We wonder what this Scandal star thinks when she looks back at this picture of her at her eighties prom. Wearing a string of pearls and a sparkly red dress, Washington looks a far cry from red carpet ready.
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Elizabeth Banks
This Hollywood actress might be known for her blonde locks today but back in her high school days, Banks sported a shorter, darker do. Her and her date look pretty darn cute.
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Claire Danes
Some girls get all the luck. Danes has always been a natural beauty, she seemed to escape those awkward teen years and head straight to looking like a gorgeous young lady. Her date sure looks pleased with himself.
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Tiger Woods
The pro golfer hasn’t changed much since his high school days. He’s still got that easy confidence and a big mouthful of pearly whites. It seems he’s always had a thing for blondes. Somethings never change.
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Christina Aguilera
Sweet young Christina still looked like a bombshell even before her days with a celebrity style team. She looks lovely though were not quite sure about her date’s hair…
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John Krasinski
John Krasinski may be a megastar with a beautiful wife and a successful career today but it seems that his high school days weren’t quite as kind to him. The future star definitely had an awkward teenage phase.
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Kobe Bryant
This major basketball star took Brandy, the actress and singer, to his prom. “I just felt like a normal 17-year-old. It was so much fun. Although [there were] cameras and media there, it still felt normal to be in a school with kids my age. We were dancing; it just felt real…I really needed to experience that and I wouldn’t if Kobe never asked me.”
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Nick Cannon
It looks as if Nick Cannon has always fancied himself a fashion icon. Here he is at just 17 years old wearing an all-white tux and a pair of spanking new nikes.
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Ryan Seacrest
We all know Ryan Seacrest as the slick, put together TV presenter who’s at home chatting with the stars but this young man looks like he wouldn’t know what to do on a red carpet. He looks more like someone out of the cast of Saved by the Bell.
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Usher
Even in his teens, Usher had swag. He pulls off the all-white look pretty well. We also love the rose that matches his date’s dress.
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Courtney Cox
Oh, how times have changed. Young Courtney Cox would have never believed that she would one day be fit to walk Hollywood’s red carpets. This just proves there’s hope for all of us.
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Busta Rhymes
Look at that hair Busta! We love the bow tie and just look at that cheeky smile – he definitely had some big plans for the night ahead.
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Katie Couric
Katie looks just adorable here at her senior prom. We are loving the brown locks too! Her dress might be a little conservative but just take a look at how proud her date looks.
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Tyra Banks
Even in the early days at her high school prom, she already knew she was set to be one of the world’s top models, although her date’s mustache really ruins the shot.
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Scarlett Johansson
Scarlett Johansson is an undeniable Hollywood beauty, renowned for her enviable curves and great movie roles. But her prom photo leaves a lot to be desired. Johansson and Jack Antonoff went to prom together in 2002. She opted for a suit look instead of a dress.
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Ellen DeGeneres
Where do we start? From her hair to her dress to her date’s bow tie, this is an absolute disaster.
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Jennifer Aniston
Jennifer would go on to have one of the world’s most famous hairstyles that almost every American woman would try to emulate but in her prom days we’re pretty sure no one envied her hair back then.
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Jessica ALba
The milk maid look must have been all the rage back then. Even though her dress choice was not quite what we were hoping for, young Jessica Alba still looks cute as a button.
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Rihanna
This guy probably still regrets his choice of hairstyle. Even in her days before she was world famous, Bad gal Riri looks like a superstar.
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Angelina Jolie
Angelina has always been one of the world’s great beauties. Here she is at her high school prom looking like the picture of girlhood innocence. With not a stitch of make-up and a pretty hideous necklace, she still looks beautiful.