Embarrassing Celebrity Prom Pictures - absolutelyconnected

Embarrassing Celebrity Prom Pictures


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The Hilariously Awkward Celebrity Prom Pictures You Need To See

Have you taken a trip down memory lane by looking through your prom pictures? Ever sat there looking back and wondered what you were thinking back then? Well, it turns out it’s not just us who have these moments, even some of the most popular celebrities have awkward prom pictures. Before these famous stars dazzled and graced the red carpet, they were just as normal as the rest of us. Keep reading to see some of the most candid and at times awkward celebrity prom pictures

Courtney Cox


The Friends star certainly did not consult with her friends before choosing this outfit for her prom. It seems while Courtney grew up to be one hot mama, during high school, she was a little shy.

Long before her big break in Hollywood, Courtney went to high school in Alabama. It seems back in the day Cout was more reluctant to show off some skin.

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Rihanna


Rihanna attended high school in Barbados, and like most girl’s her age prom was a big deal. Her date really put in work work work work work with those bangs.

Rihanna may have made it to prom, but at this point in where life, she was already beginning to explore her music career. In her school holidays, she traveled to the US to record music. It seems even as a teenager RiRi was a shining star!

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Taylor Swift


While today Taylor is perfectly polished, it seems that as a teenager, she had her embarrassing moments too. Take, for instance, this embarrassing picture of Tay and her date throwing gang signs to the camera. Judging by the expression on her face, she seems to be having fun.

By this point, Taylor had already had her big break in showbiz, and she had also already done a fair bit of modeling. A tad too much bronzer Tay. But we don’t want any bad blood.

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Taylor Lautner


While he may be best known for his role in Twilight, Taylor was already a bit of a heartthrob in his teens. Starting out as a child actor, he had already had a few big roles.

But even though he had already had a taste of stardom, it seems he still had an embarrassing prom picture. We wonder how much hair gel was used for this event. It must have taken hours to style those spikes. What does team Taylor think of this?

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Demi Lovato


It seems singer Demi Lovato was already showing off her for this prom picture. Demi grew up in New Mexico, where she lived with her mom and younger sister. By the time she was 10 years old, she was acting on the show Barney and Friends. However, in school, she was so badly bullied for this that she begged her mom to let her be homeschooled.

While Demi graduated after being homeschooled, that didn’t stop her from attending prom. We must say her date looks awfully pleased with himself!

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Kim Kardashian


Well, most Kardashian fans may not be able to recognize Kim in this picture. It seems in high school Kim looked a little different. Kim attended catholic school, and by the time of prom, she was just your average Beverly hills teenager. While her family had received some fame from their association with OJ Simpson, Kim was pretty much out of the spotlight.

She did, however, end up going to prom with Michael Jackson’s nephew, TJ Jackson. At the time, the two were dating. While this picture doesn’t look that embarrassing, it does highlight how much work the reality star has had over the years.

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Jimmy Fallon


What a sight for sore eyes! The late-night talk show host looks like he hasn’t seen the sun in a while, or maybe he was spooked by a ghost.

It seems Mr. FAllon didn’t have his growth spurt until after high school. He must have scored his date on his sense of humor because he doesn’t look like he is even in her age group!

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Brad Pitt


With his date wearing white, this prom picture looks more like a wedding photo than anything else. While he looks pretty young, we can definitely see that its Brad in the picture.

The couple is all smiles as Brad rocks his 80’s hairdo. The two posed for pictures taken by Brad’s mom in their living room.

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Michelle Obama


Pre-First lady days, Michelle was rocking her prom look. Here she looks like a queen with her first boyfriend, David Upchurch, at Chicago’s Whitney M. Young High School in 1981.

One thing is for sure, the former first lady doesn’t look like she is in high school in this picture. We are glad to see her sense of style has changed over the year.s

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Ru Paul


It seems in high school RuPaul also managed to get heads turning. He killed his outfit at his 1983 prom at Northside High in Atlanta.

With his hair and the unique outfit, he was sure to make an impression, but just in case Mama Ru was ready to work the camera. His date, however, seems to be in complete awe of him. Poor girl, she looks like she is in love!

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Amy Poehler


Funny lady Amy Poehler seems to be the typical American girl in her prom pics, all be it a little annoyed. Now Poehler is known for her comedy, but here she doesn’t seem too impressed in that picture.

Amy was in drama club in high school, and she was pictured a lot for the school yearbook. However, Amy wasn’t happy to see that the yearbook included this picture of her.

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Lebron James


LeBron James and, his date, Savannah Brinson were high school sweethearts! They are now married, how cute?

They even attended prom while she was five months pregnant with their first child, LeBron Jr.

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Beyonce


Lyndall Locke’s claim to fame forever will be that his high school prom date was Queen Bey. In high school, Beyonce was part of the choir and looking for her big break.

While she doesn’t look as polished and fierce as she does today, during high school, she was still quite a looker. However, her dress is a little boring for someone with so much personality.

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Will Ferrell


Oh, Will, he has always been a joker and never fails to make us fall off our chair in his movies.

We bet he amused his date and his classmates with this tiara.

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Danielle Fishel


Boy meets World star Danielle looks hot to trot here, and her style is on point. However, by this point she was already on the cover of teen people and rumor has it she had a stylist, and makeup artist to help her with her prom look.

Can you believe she went to prom with N Sync’s Lance Bass?

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Blake Lively


Let’s get real here, can Blake ever look bad? We don’t think so! But We aren’t feeling the sparkles so much. More like Pageant Queen.

Blake went to high school in Burbank, California, and although she had done some acting in childhood, she had a pretty normal high school career. She was a cheerleader, class president, and in the choir!

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Julia Roberts


This real-life Pretty Woman has always wowed us. Jimmy Kimmel whipped this picture out on his show, and Roberts tried to defend her big ’80s hairstyle.

“There’s a hair shadow that’s making my hair appear much larger than it actually was!” We aren’t so sure about that, but even still, Julia, you will always be a beauty with an infectious smile.

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Natalie Portman


Natalie is a pure beauty but seems a little shy and awkward walking into her prom, wonder if there was a boy she was nervous to see.

While this child actor had already had her fair share of fame, it seems even for Natalie, high school was intimidating. Her dress is a bit of a flop, though!

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Matthew McConaughey


Look at that baby face! He’s always been a heartthrob, but in high school, he was almost unrecognizable. With his wide eyes and baby face, he looks so innocent.

He was really skinny in high school. His date’s dress, on the other hand, a big No-No.

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Britney Spears


She looks innocent here! While Brit had been in the Mickey Mouse Club when she was younger, her mother moved her back to Mississippi for high school. She attended school like everyone else, but the signer said she was incredibly bored in school.

Britney described her high school life as the opening scene of Clueless, and she often felt excluded by the clicks and social groups. As soon as she was old enough, Britney left in search of fame, but not before prom, of course!

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Bruno Mars


Growing up in Hawaii, Bruno Mars must have had a great childhood. The young Bruno used to sing with his family band on weekends, and he was heavily influenced by music.

However, like the rest of us, he had a normal prom, and he and his date were excited to attend. Sadly, Bruno, we don’t think that hairstyle suits you! It’s a beautiful night, we’re looking for something fun to do, oh Bruno we don’t want to marry you with that hair.

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George Clooney


This silver fox always had a way with the ladies, even in 1978, at his high school prom at Augusta High School in Kentucky. It seems Georgie boy went all out when he rented this tux.

Just check out that frilly shirt and bow tie! This lucky lady will forever remember that George was her prom date. What a claim to fame.

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Harry Styles


Now he’s known as the heartthrob from one of the biggest boy bands of the century, but then Harry Styles was a mere mortal.

The girl who got to go with Harry to prom would have been the envy of the whole world, just imagine how many screaming teenagers would want to go to their prom with Harry now? We love the flower, Harry!

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Kerry Washington


The Scandal star didn’t look so stylish here at her high school prom, and her date’s hair is another story.

Kerry loved the drama club in school, and her yearbooks are full of pictures of the actress. However, her prom date didn’t seem too excited about the prom.

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Fergie


Fergalicious Ferg has always been fly, she even looks like she was the prom queen.  Did you know that in high school, Fergie was a star pupil?

She was a cheerleader and a straight-A student, and she also competed in the state spelling bee. Who could have imagined this pop star was such a high achiever! We aren’t so sure about the gloves, though.

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Elizabeth Banks


Looking at Elizabeths 1992 prom picture, she is almost unrecognizable. And who knew she wasn’t a natural blonde! Elizabeth loved playing baseball in school until she broke her leg.

From that pint on, she threw all her attention onto acting in the school plays. Elizabeth loved theatre, and according to her classmates, she was quite a character. This is quite an embarrassing picture, though!

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Claire Danes


Claire has always been a natural beauty; in fact, we love this picture of her. However, her date looks slightly creepy.

It also seems that Claire just doesn’t age, she looks the same then as she does now. That’s pretty freaky!

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Tiger Woods


The pro golfer hasn’t changed much since his high school days. It looks like he was always into blondes.

Tiger looks so young and bright-eyed here!  His dates corsage is beautiful; we hope he bought that for her. Not feeling the hairstyle of this era, we have to say. #Poodle.

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Christina Aguilera


Oh, the face of innocence! Sweet young Christina was far away from her “Dirty” days here.

Posing for a picture with friends, we think she looks adorable. We are not sure about her date’s hairstyle.

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John Krasinski


John Krasinski has a great life. He’s married to the beautiful Emily Blunt, he makes good money, and he’s a Hollywood actor! But he wasn’t always so successful in the looks department, that is for sure.

It appears that John’s prom was just as awkward, looking as ours was.  In fact, he seems like the least attractive guy in his circle and his date’s dress.. well, we have no words.

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Kobe Bryant


This major basketball star took Brandy to his prom. With his recent passing its good to look back at the good times

“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.” Awwwww young sweet love.

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Nick Cannon


Nick Cannon looks very smug with himself here in his bright white suit and pimp stick at just 17 years old. He looks so young and adorable here!

As he waits for his date to come down the stairs. Sorry Nick, but we aren’t feeling the same about this one.

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Ryan Seacrest


Ryan Ryan Ryan, how different you look than the swanky presenter we know and love today.

He looks very awkward and nervous, we wonder if he kissed his date on this night? They look like they just jumped out of Saved By The Bell.

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Usher


Looking suave as suave can be here with his date. His rose even matches her dress, now that is some serious prom style.

Usher graduated from high school in Atlanta, and at this point, he was already singing in a choir. Prom was a big deal for him, and we can’t believe how young he looked. HIs date doesn’t look happy, though.

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Busta Rhymes


Look at that hair, Busta! We love the bowtie, we must say. Really at the top of your hair game here. Busta went to high school in long island and graduated with some familiar faces.

Also in his school were Jay Z and Notorious BIG. He sure looks happy in this picture.

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Katie Couric


Katie looks adorable here at her senior prom, and her date is standing next to her with such pride.

We love the brown locks too! Her dress is a little conservative. It looks more like she is going to church, but anyway, we forgive you, Katie.

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Tyra Banks


Even at her prom, she knew she was a top model, although her date’s mustache really ruins the shot.

Tyra worked the camera for this picture with her mom directing her from behind the camera. Can you believe this model went to catholic school?

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Scarlett Johansson


Scarlett Johansson is a Hollywood beauty, renowned for her gorgeous curves and great movies. But her prom photo is quite embarrassing.

Johansson and Jack Antonoff went to prom together in 2002. She went for the suit look, not so sure about it.

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Ellen DeGeneres


Ellen went to school in Louisianna and grew up a Christian scientist. Her parents were very strict, and Ellen had a hard time finding herself when she was younger.

For her prom, Ellen chose a tartan dress, which will haunt her to the rest of her days. The comedian made fun of this picture on her show and said that the dress was so bad it matched the fabric on her sofa. Oh Ellen, thank god you have changed!

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Jennifer Aniston


Jennifer is well known for her hairstyle that all women aspired to have. However, here not so much. We are glad she grew out of this one.

Jennifer grew up in New York, and even though her father was a famous TV actor who played Victor on Days of our Lives, Jennifer wasn’t allowed to watch TV. In school, Jen loved drama and school plays. She sure grew up to be beautiful.

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Jessica Alba


Jessica graduated high school when she was only 16. When she was younger, she suffered from a series of health complications that kept her isolated. But it seems she came out of her shell for prom and made a big impact on her peers.

While she described herself as an ugly duckling growing up, it seems by her teens she had blossomed into a beautiful young lady. That dress, however, looks more like a milkmaid costume.

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Angelina Jolie


Angelina is a natural beauty, but she looks about 12 years old here, and we think her mother picked her outfit. In high school, Angie was teased for her braces and for being skinny.

Even though her father was a famous actor, she was often teased for being poorer than her classmates. While she may not have blossomed into the beauty she is now until after prom, we can still recognize her in this pic.

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Lady Gaga


You may not recognize her in this picture, but that is a young Lady Gaga in the baby blue dress. Gaga went to a catholic high school in New York, where she described herself as a dedicated but shy student.

She would sneak out at night and head to the big city where she would perform at open mic nights. It’s amazing how much she has changed now. Thank goodness she stopped with that fake tan!

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