Hilarious Celebrity Prom Pictures That Prove Everyone Had an Awkward Phase
What’s more fun than seeing your favorite stars in movies or on social media? Seeing old and rare photos of them at their high school prom! People are going crazy over these prom pictures of famous people because they show a different side of them. There are some really awkward and funny pictures and then there are pictures that are so beautiful you’ll think they haven’t changed at all.
You’ll love these pictures if you like hearing about celebrities, prom fashion, or seeing how people look before and after they change. From red carpet stars to pop stars, these pictures show how far they’ve come and how normal they used to be.
Britney Spears (1996)
Britney Spears used to go to Parklane Academy in Mississippi and be a small-town girl before she became a worldwide pop music star. But this rare prom picture of her shows her in a more normal teen moment. She was already in the Mickey Mouse Club. Britney went on to become one of the highest-paid female acts in the history of music. Her life was in the news for both her fame and her personal problems, like her famous conservatorship case.
RuPaul (1983)
RuPaul, the famous drag queen and author of the hit show RuPaul’s Drag Race, looks amazing in this prom picture from before he became famous. RuPaul and director Deborah Kampmeier went to prom at Patrick Henry High School in Georgia. They looked great and were sure of themselves. There’s no doubt that he was a fashion star in the making. He always stood out.
Beyonce (1998)
Here is a rare picture of Beyoncé at her high school prom in 1998. She is a Grammy-winning singer and music business mogul. She went to Alief Elsik High School in Houston, Texas, and was seen with Lyndall Locke, her first known boyfriend. That they fell in love when they were teenagers is often talked about in interviews and papers. This old photo shows Beyoncé before she became one of the most famous women in the world.
Jennifer Aniston (1987)
She went to the Fiorello H. LaGuardia High School of Music & Art in New York for prom before she became America’s sweetheart as Rachel Green on Friends. We almost didn’t recognize her in this picture from 1987 because of her old-fashioned haircut. We don’t know who she went with, but we bet he’s happy to say he took one of Hollywood’s most famous actresses to prom.
Ellen DeGeneres (1976)
Ellen DeGeneres went to her high school prom in Texas before she became a famous talk show host and LGBTQ+ star. Fans might be surprised to see that she’s wearing a dress, has long hair, and is with a man in this rare picture. In the end, Ellen accepted who she really was, and she became a role model for bravery and honesty in the entertainment business.
John Hamm (1989)
Before becoming a star on the hit TV show Mad Men, Jon Hamm went to prom at Missouri’s John Burroughs High School in 1989. Who was his date? actress Sarah Clarke, who later became well-known. As a fun fact, she later dated star Paul Rudd! Hamm and Clarke are still good friends after that early love triangle. This is a great example of how famous yearbooks can show early Hollywood ties.
Jeremy Renner (1989)
That smile is still there! Most people know Jeremy Renner as Hawkeye and as the lead in The Hurt Locker. At his prom in 1989, he looked so cute. He went to Modesto, California’s Fred C. Beyer High School. His good looks and young look were there from the start, and this picture shows why he’s still a fan favorite in action movies today.
Amy Poehler (1989)
Amy Poehler was going to prom at Burlington High School in Massachusetts a long time before she became such a funny person and the star of Parks and Recreation. She learned improv comedy later on and went on to have a long career as an actor, producer, and director. This old clip shows that even future comedy stars get nervous on prom night.
Lizzy Caplan (2000)
Lizzy Caplan stood out at her Los Angeles high school prom in 2000. She was known for her strange parts in movies like Mean Girls and TV shows like Masters of Sex. This is one of the most memorable pictures of a star at prom because of her wild hairstyle and bold face. Plus points for her date, whose shirt matched the color of her hair!
Debra Messing (1986)
Debra Messing loved theater as a kid at East Greenwich High School in Rhode Island before she became a star on Will & Grace. From her big hair to her glam makeup, her prom picture screams 1980s style. It was clear from that time on that she loved performing arts, which set the stage for a great career in TV and movies.
Matthew McConaughey (1989)
The Oscar winner for Dallas Buyers Club was already getting a lot of attention in high school. At Longview High School in Texas, Matthew McConaughey won the award for “Most Handsome.” Someone posted this prom picture online and said that the girl in the bright blue dress was their aunt. It’s no surprise that he became a top Hollywood hunk. He even has a cute southern smile.
Taylor Swift (2000s)
Taylor Swift went to Hendersonville High School in Tennessee for only two years before she became a pop and country music star. She then moved to Aaron Academy to better balance school with her music business, which was getting bigger. The prom picture is strange; fans aren’t sure if it’s from her own or someone else’s prom. In any case, this is a rare look at Taylor before she became famous, when she was a teenager.
Gwen Stefani (1987)
Gwen Stefani shared this beautiful prom picture on Instagram, showing off a dress she made with her mom. She was already stylish in high school. Her prom dress was beautiful and one-of-a-kind, just like the way she would dress as a rock and pop singer. It was based on Grace Kelly’s role in the 1954 movie Rear Window. Gwen went to California’s Loara High School, and this cute memory shows that she loved DIY fashion and famous style from a young age.
Will Ferrell (1996)
Funny guy The hat on Will Ferrell’s head makes him look silly, even though he might look serious at first glance in this prom picture. He was chosen as the “Best Personality” at University High School in California because he always made people laugh. He was already telling jokes at talent shows and school events before he became famous for it. This picture shows how much he loved making people smile when he was young.
Lady Gaga (2003)
Lady Gaga’s real name is Stefani Joanne Angelina Germanotta. She was known by this name long before she wore crazy clothes and won Grammys. The New York Catholic school Convent of the Sacred Heart, where she went to prom, was for girls only. She looks like any other teen in this rare picture, but she always thought she was different. From shy high school student to world pop star, this is one of those pictures that shows how much she’s changed.
Renee Zellweger (1987)
Renée Zellweger, who won an Oscar for her roles in Bridget Jones’s Diary and Chicago, went to Texas’s Katy High School prom. She looks very dramatic in this famous 1980s picture, where she’s wearing a stylish black dress and gloves. Her love of the arts and strong personality were clear even when she was in high school. From being a teen in Texas to becoming a leading lady in Hollywood, her story is truly amazing.
Harry Styles (2009)
Harry Styles was just a boy going to his formal at Wilmslow High School in Cheshire before he became a worldwide star and fashion icon. The girl in the picture wasn’t his real date, but he did go to the event with Lydia Cole, who later posted a picture of the two of them backstage at a One Direction show. This is a great old photo of Harry that shows how he started out before he took over the music and fashion worlds.
Fergie (1993)
Fergie, whose real name is Stacy Ann Ferguson, went to California’s Glen A. Wilson High School before she joined the Black Eyed Peas and became a number one solo act. Her prom dress from 1993 was soft and girly, which is very different from how we see her now as an edgy pop star. This is a picture of her standing proudly next to her date Vincent Dean Malicek. It’s one of those prom pictures of famous people that shows the strange clothes they wore back then.
Karlie Kloss (2011)
Kalie Kloss went to Webster Groves High School in Missouri before she became a Victoria’s Secret Angel and one of the best supermodels in the world. In 2011, she went to prom with her high school crush, who turned her down as a boyfriend but still went with her. This sweet story shows that even model queens can go through normal teen things.
Kellie Pickler (2004)
Thirteen years ago, Kellie Pickler wore a stunning red dress to the prom at North Stanly High School. This was before she competed on American Idol and started a great career in country music. People noticed how stylish she was, and it may have even given her ideas for her hit song “Red High Heels.” Here is a picture of Kellie from her prom that shows how stylish she was before she became famous.
Meryl Streep (1966)
Before Meryl Streep became one of the most praised actresses in Hollywood, she was already a star at Bernards High School. She cheered, was homecoming queen, led the student body, and even learned to sing opera. Her prom picture shows how driven and sure of herself she was, showing that she was always meant to be in the spotlight.
Snooki (2006)
Snooki looked like the nice girl next door at her prom before she became a big star on Jersey Shore. This picture is very early 2000s style because the woman is wearing a light blue strapless dress and has a strong tan. Fans love that she shared these funny and relatable old pictures of herself that show her wild side wasn’t far away.
Robin Wright (1981)
Robin Wright went to La Jolla High School in Southern California. She is best known for her roles in House of Cards and Forrest Gump. She was modeling and getting ready to be an actress even when she was a teenager. She got her first TV part when she was 18. Since then, she’s become one of the most respected actresses in both TV and movies, and she’s been nominated for many awards.
Blake Lively (2005)
She was a senior at Burbank High School and went to prom. Blake Lively looked beautiful. Blake was going to school and starring in The Sisterhood of the Traveling Pants at the same time. She was in the choir, cheered, and was head of her class. She really did it all. This prom picture of a famous person shows that she has always been naturally beautiful.
Josh Duhamel (1990)
Josh Duhamel used to be a teenager in North Dakota going to prom at Minot High School. He later became an actor and fashion model in Hollywood. His old picture has a funny caption that makes fun of the fact that he was shocked when “a real live girl” asked him to go to prom. Many people like him because he is funny and down-to-earth.
Snoop Dogg (1989)
This picture isn’t just a sweet prom memory; it’s also proof of a long-lasting famous love story. Snoop Dogg, whose real name is Calvin Cordozar Broadus Jr., took his high school love, Shante Broadus, to prom at Long Beach Polytechnic High School. They’re still married after all these years. To mark their 19th wedding anniversary, he posted this picture on Instagram. Their love shows that real relationships can last, even in Hollywood, even with all the fame and problems that come with it.
Brad Pitt (1982)
The senior year of Kickapoo High School in Missouri, Brad Pitt went to prom and looked just like every other senior. He was busy in school, playing sports and being in plays, and is now one of the biggest stars in Hollywood. Tonya Westphalen, his prom date, didn’t know that her date would become a Hollywood star, just like everyone else.
Tyra Banks (1991)
In her younger years, Tyra Banks was often called a “ugly duckling.” Now she is a well-paid beauty and the host of America’s Next Top Model. She changed the game though by the time she was 15. This strong prom picture from Los Angeles’s Immaculate Heart High School shows how strong she was even then. No one knows when she’s going on her date, but everyone is looking at Tyra.
Reese Witherspoon (1994)
Legally Blonde star Reese Witherspoon went to prom with her friends at Nashville’s Harpeth Hall School, which is only for girls. Already, she did really well. Her folks called her “Little Type A” because she always did her best. In her prom picture, she looks like she has the drive and charm that made her a Hollywood star.
Kim Kardashian (1998)
Kim Kardashian went to her high school prom with her boyfriend at the time, TJ Jackson, who is the son of Tito Jackson from the Jackson 5. This was before she started her huge media business. Kim wore a beautiful blue dress, and TJ matched his tie to hers. This rare black-and-white picture hides the color. It’s a picture from her early years that shows her close ties to fame and entertainment royalty.
Jessica Alba (1997)
Jess Alba was a star even when she was in high school. She went to prom with her boyfriend, Chris Lakkees, at Claremont High School in California. She started acting when she was only 13, but this prom picture shows her having fun like any other teen. The fact that she still looks young shows why she became a fan favorite in movies and beauty lines.
Shailene Woodley (2006)
At her California high school prom, Shailene Woodley, who is known for roles in Divergent and Big Little Lies, wore a beautiful blue dress. This picture that she posted on Instagram shows her natural beauty and bold style. However, we do not know much about Shailene’s prom date. What we do know is that her confidence and uniqueness were already clear.
Angelina Jolie (1993)
Angelina Jolie, who is now a world star and an Oscar-winning actress, went to California’s Moreno High School for prom. She was known for being a rebellious teen, and she used to dress all in black and go to rock events like a punk. This prom picture shows a more traditional side of her, but she later said in an interview that she’s still “a punk kid at heart,” even though she has tattoos and walks the red carpet now.
John Stamos (1980)
Many people know John Stamos from his part on Full House. He posted a picture of himself at prom in a white suit on Instagram, and fans loved it. He finished from John F. Kennedy High School and was going to go to Cypress College, but he changed his mind and is now acting full time. With early TV parts, his talent and charm quickly made him a well-known name. This is one of those prom pictures of famous people that screams 1980s style.
John Krasinski (1997)
Time Magazine says that John Krasinski was a student at Newton South High School in Massachusetts before he became one of the most important people in the world. His big break came in The Office, and he went on to be successful as a director and producer. This prom picture shows a young man who is almost famous, but doesn’t know how far he’ll go.
Danielle Fishel and Lance Bass (1999)
Danielle Fishel, who you may know from Boy Meets World, and Lance Bass, who you may know from the pop band NSYNC, are both in this double-star prom moment. They went to the Calabasas High School prom together. Both went on to have successful careers in music, TV, and movies, but this cute prom picture takes fans back to their early days in Hollywood.
Tom Brady (1995)
Tom Brady, a famous NFL quarterback, posted a picture of himself at his high school’s prom with the fun caption, “Who’s ready for the weekend? ” “This guy is!” He played football, baseball, and basketball even back then, but football was what made him famous. Take a look back at one of America’s most famous players before he became famous and won the Super Bowl in this prom pic.
Kendall Jenner (2012)
Reality TV star and fashion model Kendall Jenner once said that she didn’t go to her own prom. But this picture shows her all dressed up at a prom with Julian Brooks, who was her boyfriend at the time. Fans should know that if you don’t want to go to the prom, you won’t feel bad about it. Kendall is known for her stylish look these days, so it’s fun to see this kinder side of her.
George Clooney (1978)
Before he became one of the most charming leading men in Hollywood, George Clooney went to Augusta High School in Kentucky. He was active and even tried to become a professional baseball player, but failed to make the team. He only spent a short time at the University of Cincinnati before dropping out. He was later found on the TV show ER. This prom picture is one of the few times we get to see Clooney as a teenager with big hopes.
Nick Cannon (1996)
Nick Cannon didn’t go to his own prom because he finished early. He is now a famous TV host, actor, and rapper. But that didn’t stop other schools from inviting him to their proms. He’s wearing an all-white dress and shoes that match in this picture. It’s a bold and stylish look. Nick was a prom favorite even when he was a teenager because he was so popular and charismatic.
Jimmy Fallon (1993)
Jimmy Fallon, a late-night host and performer, shared this funny old prom picture from New York’s St. Mary of the Snow High School. As Fallon stood next to his very tanned date in a classic tux, he joked, “I looked like Powder.” He was referring to the change in skin tone. It’s one of the most relatable pictures of a celebrity at prom, showing that even famous comedians had awkward teen times.
Tupac Shakur (1996)
This moving story about the famous rapper and activist Tupac Shakur shows a softer side. He was asked to be her prom date by a fan who didn’t have one. When Tupac showed up at her house in a white tux, everyone was shocked. He made her night unique. Taken at John Muir High School, this moment shows that Tupac was a real gentleman behind his fame.
Demi Lovato (2010)
Demi Lovato went to prom at Grapevine High School in Dallas, Texas, before she became a famous pop star and actor. This cute and real picture of Demi smiling with her date shows a better time, before she had to switch to homeschooling because of her busy acting schedule and problems with bullying. A touching reminder of what real teens go through when they’re not in the spotlight.
Gigi Hadid (2013)
At her high school prom at Malibu High School, Gigi Hadid looked like any other teen. After only a few years, she was named International Model of the Year and walked for Chanel and Dior. Gigi looked normal and fun in these prom pictures, taken before she took over the fashion world.
Elizabeth Banks (1992)
The Massachusetts high school where Elizabeth Banks was named Prom Queen in 1992 was already a big deal. Banks is an actress, producer, and director. She began acting in school plays and went on to become one of the most famous women in comedy and movies in Hollywood. This rare picture shows that she was made to be in the spotlight.
