Extremely Awkward Celebrity Prom Pictures

1 John Stamos

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  • Year: 1981
  • Where: John F. Kennedy High School, La Palma, California

The photo that John Stamos shared featured one of the most notable attributes of the actor—his hair. Stamos captioned the picture with #TBT #Prom #Hair. How does his hair just keep getting better? Tell us your secrets!

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2 Kerry Washington

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  • Year: 1994
  • Where: Spence School, Manhattan, New York

Does Kerry Washington ever age? She looks just as youthful today as she did in this prom photo. She looks so wise and peaceful in this picture. We also love her colorful dress!

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3 Gwen Stefani

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  • Year: 1987
  • Where: Loara High School, California

Gwen Stefani has always been a proud and confident woman, and this prom picture proves that. Plus, her golden skin next to the white skirt on the dress really makes her stand out!

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4 Jimmy Fallon

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  • Year: 1993
  • Where: St. Mary of the Snow, New York

Ah, Jimmy Fallon. Even though Fallon is 6′ tall now, it looks like his date was trying to make sure she didn’t look too much taller than him in the photo. It could be her heels, or maybe he just hadn’t hit his growth spurt yet, who knows?!

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5 Ellen DeGeneres

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  • Year: 1976
  • Where: Atlanta High School, Texas

Ellen DeGeneres was not only on the varsity tennis team, but she was also her high school reporter. Knowing the person that she is today, we can only imagine how entertaining it must have been to see her during high school!

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6 Michelle Obama

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  • Year: 1981
  • Where: Whitney M. Young Magnet High School, Illinois

It comes as no surprise to learn that Michelle Obama had served as student council treasurer and a member of the National Honor Society while in high school. Besides those two prestigious roles, she also was her class salutatorian.

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7 Will Ferrell

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  • Year: 1986
  • Where: University High School, California

In high school, Will Ferrell played varsity football. After high school, he attended the University of Southern California, where he studied sports broadcasting.

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8 Matthew McConaughey

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  • Year: 1989
  • Where: Longview High School, Texas

Imagine going to prom with Matthew McConaughey… It’s every girl’s dream, even now! Although he is 52 years old now. The looks just keep on getting better with age.

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9 Brad Pitt

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  • Year: 1982
  • Where: Kickapoo High School, Missouri

Brad Pitt spent high school playing sports like golf, tennis, and swimming. After graduating from high school, he attended the University of Missouri and majored in journalism and advertising. Although he didn’t end up using his degree in his career.

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10 Tracee Ellis Ross

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  • Year: 1990
  • Where: Dalton School, New York

As the daughter of Diana Ross, we would expect nothing less than perfection from Tracee. That’s exactly what we get! From her jewelry to her perfectly form-fitting dress, she is definitely rocking an iconic 90s look.

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11 Taylor Swift

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  • Year: 2008
  • Where: Hendersonville High School, Tennessee

Like many other girls in high school, Taylor Swift experienced what it was like to be “dumped” by popular girls. When this group decided to stop being friends with her, Taylor felt that this caused her to focus on writing songs to further her career. We think it worked!

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12 Kim Kardashian

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  • Year: 1998
  • Where: Marymount High School, California

Unlike many of her sisters, Kim Kardashian did attend high school the traditional way. Although she did not attend college, she still aspired to become a lawyer in the state of California. Interestingly, California does not require lawyers to attend law school, which was appealing to Kardashian.

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13 Taylor Lautner

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  • Year: 2010
  • Where: Valencia High School, California

Taylor Lautner attended Valencia high school until his sophomore year, when he had to transition solely to homeschooling due to the advancement of his career. While Lautner was in junior high, he was voted to have the “best smile” by his classmates. We definitely think that’s true!

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14 Snoop Dogg

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  • Year: 1989
  • Where: Long Beach Polytechnic High School, California

We all know Snoop Dogg for being rebellious, even today. One interesting thing that he did in high school was selling some recreational substance to Cameron Diaz. It’s crazy to think that these two celebrities actually went to high school together.

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15 Harry Styles

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  • Year: 2010
  • Where: Holmes Chapel Comprehensive School, England

Although Harry Styles did attend his high school prom, he was not able to graduate due to the fact that his career had already taken off. Styles did want to attend college, though, where he wanted to become a physical therapist. Sadly for the artist, he did not get that chance. (But lucky for us!)

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16 Britney Spears

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  • Year: 1997
  • Where: McComb’s Parklane Academy

Britney Spears rose to fame at a very young age, making it difficult for the singer to pursue an education that she had dreamed of. It was speculated that she did not graduate from high school, but has since been confirmed that she did, in fact, graduate from the University of Nebraska high school via distance learning.

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17 Carrie Underwood

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  • Year: 2001
  • Where: Checotah High School, Oklahoma

This country music star is known for more than just her incredible voice. Did you know Carrie Underwood founded the C.A.T.S. Foundation in 2009? This is an organization set up to help her small town of Checotah, Oklahoma, but also to help children, animals, public parks, and so much more.

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18 Blake Lively

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  • Year: 2005
  • Where: Burbank High School, California

Blake Lively was active in extracurriculars in high school. During those years, she was class president and a cheerleader. She was very popular in high school and tried to be involved as much as she could.

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19 Jessica Alba

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  • Year: 1997
  • Where: Claremont High School, California

Jessica Alba graduated from high school at the young age of 16. Her first big role was in the movie Camp Nowhere, when she was only 13 years old.

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20 Jennifer Aniston

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  • Year: 1987
  • Where: Fiorello H. LaGuardia High School, New York

When Jennifer Aniston was still in school, her parents had split up. This was hard for the actress, especially since she wasn’t exactly the “popular” kid in school. Her mother had always said things like “take better care of yourself” or “put your face on,” and that made things hard for a young girl who was only trying to learn how to love herself.

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21 Lady Gaga

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  • Year: 2003
  • Where: Convent of the Sacred Heart, New York

Even though Lady Gaga had attended a prestigious private school, she didn’t always have a stellar experience. In high school, she was bullied and nicknamed “The Germ.” Her mother had said in an essay that Gaga was “creative and unequivocally her own person” and that her peers didn’t appreciate this about her.

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22 Natalie Portman

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  • Year: 1999
  • Where: Syosset High School, New York

In high school, Natalie Portman described herself as the “biggest nerd” there. She was voted “most likely to appear on Jeopardy” and Portman said this was because she had been in all of the “dorky” classes. After graduation, Portman attended Harvard University while still pursuing an acting career.

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23 RuPaul

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  • Year: 1977
  • Where: Patrick Henry High School, Georgia

Something that many people do not know about RuPaul was that he was kicked out of school in the 11th grade. This was due to the fact that he was consistently absent from class. Although RuPaul did attend the Northside School of Performing Arts, he did not graduate from there either.

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24 Tyra Banks

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  • Year: 1992
  • Where: Immaculate Heart High School, California

Tyra Banks began her career in modeling before she graduated from high school. In the 11th grade, Banks had traveled to Paris to do runway shows and had booked a record 25 shows, which had not been done before by a new model.

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25 Barack Obama

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  • Year: 1979
  • Where: Punahou School, Hawaii

Since Mr. Obama graduated from a school in Hawaii, it only makes sense that his prom pictures would incorporate some of that culture. Just look how happy he is! Do you think they knew they were in the presence of the future President?

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26 Nick Cannon

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  • Year: 1998
  • Where: Monte Vista High School, California

When Nick Cannon graduated from high school, he dedicated his life to becoming an actor. He finally made an appearance on the television show All That and made appearances on Kenan & Kel and The Parkers.

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27 Meryl Streep

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  • Year: 1966
  • Where: Bernards High School, New Jersey

Meryl Streep has always shown grace and elegance, and this prom picture is no exception. Just look at how her hair is perfectly flowing in the wind… It’s like she’s strutting on her own personal runway.

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28 Angelina Jolie

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  • Year: 1993
  • Where: Moreno High School, California

Angelina Jolie, if you didn’t already know, is quite frankly one of the most perfect humans to ever bless our TV screens. Even from a young age, you can tell that she’s always had a bright spirit about her.

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29 Terry Crews

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  • Year: 1986
  • Where: Flint Southwestern Academy, Michigan

Terry Crews is not your average-sized man, and he wasn’t exactly average in high school either. His hands in this photo are larger than his own face! At least he has grown into them now, kind of.

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30 Demi Lovato

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  • Year: 2010
  • Where: Grapevine High School, Texas

Demi Lovato had made a promise to her childhood best friend that they would attend prom together. Even though Lovato had already risen to fame, she still held her end of the deal. She ended up sporting a beautiful cherry red dress and pulled up in a stunning Rolls Royce.

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31 Nick Kroll

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  • Year: 1997
  • Where: Rye Country Day School, New York

In his high school throwback photo, Nick Kroll talks about his “shoulder-length hair” and his “love of live jazz.” We think that he’s always been adorable, but he said sarcastically that he’s “Shocked [he] didn’t get laid in high school.”

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32 Paul Scheer

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  • Year: 1994
  • Where: St. Anthony’s High School, South Huntington, New York

Paul Scheer shared this sweet photo of him and his prom date from high school. He’s proud that he got the chance to wear his gummy bear corsage for this memorable event. We’re glad too because it’s definitely one of a kind.

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33 Josh Duhamel

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  • Year: 1996
  • Where: Minot High School, North Dakota

Josh Duhamel definitely looks like the boy that every girl swooned over in high school. I mean, just look at that green bow tie! Who wouldn’t love that?

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34 Candace Cameron Bure

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  • Year: 1988
  • Where: Chatsworth High School, California

Everyone’s dreams came true the moment that Candace Cameron Bure shared this photo from her senior prom. She went with her co-host, Scott Weinger. Everyone was so excited to see DJ and Tanner together in real life.

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35 Halle Berry

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  • Year: 1983
  • Where: Bedford High, Ohio

Halle Berry won prom queen in 1983, which comes as no surprise. In high school, Berry was an honor student, editor of the school newspaper, and a cheerleader. You can say that her peers knew that she would one day make a name for herself.

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36 Sandra Bullock

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  • Year: 1982
  • Where: Washington-Lee High school, Virginia

Sandra Bullock was extremely involved with extracurriculars during her time in high school. She was a member of many clubs, including the German club and the Ski club. She also was the President of the German Honor Society and Vice President of the Thespian Honor Society. She also made time to participate in her school’s cheer team.

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37 Tom Brady

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  • Year: 1995
  • Where: Junipero Serra High School, California

Tom Brady was an honor student throughout high school and college. The football player even worked many jobs, including construction and at Merrill Lynch. Who knew that he would end up playing football in the NFL and winning 7 Super Bowl championships?

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38 Meg Ryan

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  • Year: 1979
  • Where: Bethel High school, Connecticut

Meg Ryan has always worked hard for what she wanted. In high school, Ryan was a member of the National Honor Society, Key Club, Student Council, and played on the tennis team. When she wasn’t busy playing tennis or meeting with her many clubs, she also was a member of the yearbook staff and acted in her school plays.

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39 Robin Wright

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  • Year: 1983
  • Where: La Jolla High School, California

Robin Wright was voted “Best Looking” during her senior year of high school. Is anyone surprised? She was stunning during high school, and still is now!

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40 Reese Witherspoon

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  • Year: 1994
  • Where: Harpeth Hall, Tennessee

Reese Witherspoon attended an all-girls high school in Nashville, Tennessee. In high school, she participated in Spanish Club and the Amnesty International Club, which focuses on human rights.

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41 Amy Poehler

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  • Year: 1989
  • Where: Burlington High School, Massachusetts

Although Amy Poehler graduated with a Bachelor’s Degree in Media and Communications, she lives out her dreams as an actress. Poehler is known for her wit and comedy, and this photo proves that she’s always had a funny side.

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42 Courteney Cox

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  • Year: 1982
  • Where: Mountain Brook High School, Alabama

Courteney Cox was born and raised in Birmingham, Alabama. You’d never know that Monica Geller herself was a southern belle! Besides playing a role in the hit show Friends, she has also played in Scream and Cougar Town.

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43 George Clooney

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  • Year: 1979
  • Where: Agusta High School, Kentucky

George Clooney has been a heartthrob his entire life. In high school, he participated in the Drama Club, Beta Club, and the Science Club. When Clooney wasn’t attending club meetings, he also played on the varsity basketball and baseball teams.

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44 Scarlett Johansson

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  • Year: 2002
  • Where: Professional Children’s School, New York

Scarlett Johansson attended her high school prom with Jack Antonoff. A friend of theirs from high school said that Antonoff was head over heels for Johansson, but she broke his heart. They said that she just “got swept up in the Hollywood scene.”

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45 Ashton Kutcher

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  • Year: 1996
  • Where: Clear Creek Amana High School, Iowa

Ashton Kutcher has always been the life of the party. Even in high school, he had no hesitation getting down on the dance floor. We know him to be a ball of energy, and this photo proves that!

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46 Claire Danes

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  • Year: 1997
  • Where: Lycee Francais de Los Angeles, California

Claire Danes attended a college prep high school in California. Danes began her acting career while she was still a teenager. Once she had graduated from high school, she went on to attend Yale and ended up leaving after two years to continue her acting career.

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47 Debra Messing

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  • Year: 1986
  • Where: East Greenwich High School, Rhode Island

Debra Messing had a busy high school career. She participated in the National Honor Society, Drama Club, and was on the yearbook staff. Messing was also voted an “Outstanding Senior” by her high school peers.

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48 Faith Hill

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  • Year: 1986
  • Where: McLaurin Attendance Center, Mississippi

Country singer Faith Hill is a southerner at heart. She grew up in Mississippi and was her junior class president, played basketball, and was a cheerleader. She was also voted prom queen at her senior year prom.

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49 Fergie

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  • Year: 1993
  • Where: Glen A. Wilson High School, California

Fergie, also known as Stacy Ferguson, was a very hyperactive child. This caused the singer to be even more outgoing than a typical child. When she was young, she started her acting career by doing voice acting for Peanuts cartoons.

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50 Jon Hamm

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  • Year: 1989
  • Where: John Burroughs High School, Missouri

Jon Hamm spent most of his high school career either playing sports or acting in his school’s productions. He played on the baseball, football, and swim team. He played Judas in the production of Godspell, and even tried to sing and dance in his school’s chorus.

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51 Elle Fanning

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  • Year: 2016
  • Where: Campbell Hall, California

Elle Fanning graduated high school in the midst of filming. She knew that it was important to have her high school diploma, so she made time to get it done. Her sister, Dakota Fanning, was ecstatic over the accomplishment that her younger sister had made, but high school wasn’t always the easiest time for her. She had stated in an interview that she was bullied by other girls for how she dressed. She said that “everyone’s trying to fit into a mold… What mold is that?” Her time in school helped shape her into the actress that she is now.

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52 Tony Goldwyn

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  • Year: 1978
  • Where: Fountain Valley High School, California

Tony Goldwyn grew up with a family full of Hollywood stars. His grandfather, Samuel Goldwyn, and his father, Samuel Jr., were both film producers. But they didn’t want Tony to be in the spotlight. Tony didn’t know he wanted to become an actor until high school, when he auditioned for the school play, Inherit the Wind. His first big-time acting role was in the movie Ghost. After Goldwyn had expressed to his family that he wanted to pursue a career in acting, they were supportive of him. They were still cautious of the effect that Hollywood could have on him, but they made sure that he knew the amount of work that he would have to put in.

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53 Shailene Woodley

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  • Year: 2009
  • Where: Simi Valley High School, California

Shailene Woodley grew up with a normal family in Simi Valley, California. Woodley always knew that she wanted some kind of career in the entertainment industry. She began acting and modeling at the young age of 4. Once she entered high school, she found herself in the wrong crowd and began to do things that would end up hurting her career if she didn’t stop. She eventually sought out help from her parents and found herself on the right track again. She has since appeared in numerous television shows and movies, including The Descendants.

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54 Yara Shahidi

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  • Year: 2017
  • Where: Dwight Global Online School

Yara Shahidi is known for her role in the hit sitcom Black-ish. While she spent hours filming for the show, she also made time to finish high school and graduated in 2017. The young actress wasn’t going to stop there. She also had plans to attend Harvard University with none other than Malia Obama. Although she already had glowing recommendations from her teachers, she also received one from Michelle Obama. Even though Shahidi has already accomplished what many people dream of, she isn’t going to stop there.

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55 Rowan Blanchard

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  • Year: 2019
  • Where: Dwight Global Online School

Since Rowan Blanchard had been acting since a young age, she decided that online school would be best for her. This way, she could continue to push forward in her career while still continuing her education. Blanchard is also an activist, with her first speech being at the UN Conference when she was only 13 years old. Now, she aspires to become a producer. She shadowed Ava DuVernay on the film Wrinkle in Time and knew that was what she wanted to do in life.

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56 Ryan Seacrest

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  • Year: 1992
  • Where: Dunwoody High School, Georgia

Ryan Seacrest hasn’t always been the eye candy that we’ve come to know today. When he was a child, he endured bullying due to his weight. Children would tease him, causing him to want to stay inside more and not do any extracurriculars. This torment blossomed into a new passion—radio. He would make his own radio show tapes and give them to his parents. Eventually, other people would start to notice and call his house just to hear his voice. People were fascinated.

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57 Debby Ryan

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  • Year: 2009
  • Where: Fossil Ridge High School, Texas

Debby Ryan was determined to have the best night ever at prom. When Ryan and her friend were younger, they promised each other that they would be each other’s dates, and that’s exactly what they did! Even though they were dressed to the nines, they made sure to wear comfortable shoes when they made their debut on the dance floor. They took their photos before the dance in their lovely heels, but changed into something more comfortable once they made it to the school. Afterward, they enjoyed a trip to Burger King to end their exciting night.

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58 Lily-Rose Depp

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  • Year: 2016
  • Where: Oakwood High School, California

Although she didn’t graduate from high school, she still made sure to attend the one event that mattered: prom. She attended the event with her friend, Harley Quinn Smith. The dress she wore was peach-colored and had texture throughout, and everyone swooned over it. It makes sense that the daughter of Vanessa Paradis and Johnny Depp would show up looking phenomenal. But we have to say, we are a little bit jealous. I mean, we showed up to prom wearing whatever we could get our hands on. If only we could’ve looked this stylish.

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59 Jaden Smith

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  • Year: 2015
  • Where: New Village Leadership Academy, California

Jaden Smith is anything but average. With two parents who have already been a part of the Hollywood scene for quite some time, it only makes sense that he would branch out on his own. He took Amandla Stenberg with him to prom, but that’s not the only thing that people noticed about that night. He decided that he wasn’t going to wear the typical black tux, and who can blame him? Instead, he opted for a skirt. Yes, a skirt. He still incorporated a part of the tuxedo by wearing the black jacket. This wasn’t the first time that he had worn something like this out in public, though. He definitely has his own style, but we love it.

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60 Bella Thorne

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  • Year: 2013
  • Where: California

Bella Thorne didn’t have the best time while in high school. She even had to change paths and start homeschooling due to the fact that her classmates had bullied her. But that didn’t stop the actress from living out her dreams on prom night! She attended the dance with her date, Tristan, and her brother and his date. Thorne said that her brother’s date had the same name as her, which made her even more excited for the night. They both wore Sherri Hill prom dresses and had their makeup done by Tonya, who had done Thorne’s makeup for other events.

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61 Gigi Hadid

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  • Year: 2013
  • Where: Malibu High School, California

Gigi and Bella Hadid didn’t have your typical high school experience. Gigi had begun modeling while she was still in school, and it showed in her posed yearbook photos. She had already made an appearance for the Guess campaign in 2012, but her career didn’t take off until after she had graduated from high school. Modeling wasn’t the only activity that landed her the title “Most Likely to be famous” in high school. She also had made appearances on reality TV shows like The Real Housewives of Beverly Hills. Gigi had always aimed to be in the spotlight.

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62 Lindsay Lohan

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  • Year: 2001
  • Where: Cold Spring Harbor High School, New York

Before attending the Prom, Lindsay Lohan had already made her debut as an actress on The Parent Trap. But before making an appearance on the big screen, she had modeled for print and television ads. Although some might describe Lohan’s career as a little bit rocky, you can’t deny that she’s had some pretty good roles in her life. One of her best performing movies is Freaky Friday, where she and her mother switch bodies. Another popular movie with the actress is Mean Girls, where she attends high school after moving to the United States from Africa.

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63 Danielle Fishel and Lance Bass

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  • Year: 1999
  • Where: Calabasas High School, California

Danielle Fishel had the opportunity to take Lance Bass to her senior prom and jumped at the thought. As many NSYNC fans know, the two briefly dated. On a podcast that Bass hosts, he spoke to Danielle Fishel about the time that they had met. He said he took 45 minutes to muster up the courage to just give her a call. Can you imagine? All we have to do now is send a quick text and go from there. But the two did enjoy their time together, even if it didn’t last as long as fans would have hoped.

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64 Jennifer Nettles

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  • Year: 1993
  • Where: Coffee High School, Georgia

Unlike many others, Jennifer Nettles enjoyed her time in high school. The Sugarland lead vocalist describes herself as a “social creature.” We definitely believe that. She also said that she was friends with the popular people who were on the cheer and basketball teams. She also was in a band… Not surprising at all! Even though she said she was ready to leave high school when the time come, she said she would miss it. She had positive experiences that would last her a lifetime. You go, Jennifer Nettles!

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65 Lizzy Caplan

Extremely Awkward Celebrity Prom Pictures
Elle
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  • Year: 2014
  • Where: Alexander Hamilton High School, California

Lizzy Caplan grew up in a Jewish household and lived in Los Angeles. When Caplan was 13 years old, her mother had lost her battle with cancer. This pushed Lizzy to do her best in everything she did. She wanted to make her mother proud. While attending Alexander Hamilton, she studied piano and acted in her school plays. One of her very first roles was Sarah on Freaks and Geeks. Although, her most iconic role was as Janis Ian on Mean Girls, where she acted alongside Linsey Lohan and Rachel McAdams.

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66 Jeremy Renner

Extremely Awkward Celebrity Prom Pictures
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  • Year: 1989
  • Where: Fred C. Beyer High School, California

Jeremy Renner had a difficult time growing up after his parent’s divorce. He found it hard to focus on things that he had once loved. So, he decided to take on different activities until he found something that inspired him. He took many electives in school, such as psychology, computer science, and even criminology. While he may have enjoyed those classes, nothing sparked his interest quite like acting did. While he was in the process of trying to land an acting role, he took on a job as a makeup artist.

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67 Bruce Willis

Extremely Awkward Celebrity Prom Pictures
Celeb Prom Pics | Instagram
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  • Year: 1973
  • Where: Penns Grove High School, New Jersey

Bruce Willis was very active during his high school years. He was the president of his student council and a member of his school’s drama club. Even with all of these accomplishments, Willis still faced bullying in school. He had a stutter that resulted in his classmates naming him “buck-buck.” But whenever he would perform on stage for his school’s productions, he knew how to control it. Before he became famous, he had worked as a security guard for a nuclear power plant and was also a private investigator.

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68 Snooki

Extremely Awkward Celebrity Prom Pictures
Seth Poppel | Yearbook Library
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  • Year: 2006
  • Where: Malboro High School, New York

Snooki shared her junior year prom photo, where she wore a gorgeous blue dress from JCPenny. Even though many would opt to purchase their dress elsewhere, Snooki said she had “no shame” and she was “such a bargain shopper.” After watching her on Jersey Shore, we probably wouldn’t question it. But something that does come as a surprise was her love of art. In high school, she took a portfolio class to show off her skills. She had showcased her art pieces in a local art gallery. Her work consisted of animals, which later aided in her decision to become a vet tech in college.

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69 Julia Roberts

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Jimmy Kimmel Live | YouTube
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  • Year: 1985
  • Where: Campbell High School, Georgia

Julia Roberts’ prom photo showcases her bold personality in more than one way. She’s smiling from ear to ear, which many fans have grown accustomed to over the years. Plus, her hair stands tall, really giving us a glimpse into 80s fashion. When Roberts was in high school, she played the clarinet in her school band. You would expect her to have been the center of attention throughout school, but she stated that she just “coasted” by during that time. It’s hard to believe that the actress would have been anything less than spectacular back then!

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70 Elizabeth Banks

Extremely Awkward Celebrity Prom Pictures
Seth Poppel | Yearbook Library
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  • Year: 1992
  • Where: Pittsfield High School, Massachusetts

Elizabeth Banks was born and raised in Pittsfield, Massachusetts. While in high school, she was very athletic until she accidentally fractured her leg during a softball game. Once she had to sit out due to her injury, she developed her love of acting. Since then, she had moved to New York City to pursue her career. Her first big role was on Surrender Dorothy. Bank’s real last name is Mitchell, but she changed it soon after moving to L.A. because another actress had the same name. After changing her name and attending numerous auditions, she landed a role in the movie Spiderman, which led to her landing many other roles.

Victoria Pickard

Tori primarily finds herself in the marketing world. She spends her time using her creative abilities to craft content to help her clients succeed. She stays up to date with techniques and trends to help better her skills. When she is not creating content, you can find her relaxing with her dog or cleaning her apartment (which is a never-ending task!).

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