Perfectly Awkward Photos of Celebrities at Prom

But many of our favorite people in the spotlight have graced us with their real life prom pictures and you have to take a look because they are too funny!

Unlike some other celebrity prom photos we can totally tell who this is. He doesn’t look all that different! It’s crazy to imagine the actor at prom. We’re happy to know Will had a sense of humor since he was very young.

Even his date can’t keep her eyes off of him. The spiked hair, long coat, black glove, and dangling earrings have nothing on the dark and daring makeup he has on. Ru has been fierce from the beginning! We wonder what the queen  would have to say about this look today.

This young mullet-wearing man would play Hawkeye in all 4 Avengers films. We can almost guarantee that his castmates would never let him live down a hairstyle like this. The 80s were definitely a different time!

Little did this young man know that he would soon be the host of The Tonight Show, one of the most successful late night T.V. shows of all time. Nor did he know that he would be an SNL cast member bringing laughs to people everywhere! We’re glad he shared this gem from the good ole days. 

However, at this point Jennifer had already started acting. She started acting classes when she was only 11 but didn’t land her first major role until she was 24. This 18 year old Jennifer had no way of knowing she’d be on the big screen in about 6 years. 

The heart throb looked quite dapper in his prom pictures. His bow tie matches his date’s dress and everything. It’s hard to believe this young surfer bro would grow up to be such an incredible talent and a household name.

So, if this picture of Ashton looks familiar to you, it’s probably because we’ve been watching him on screen since he was 18 years old! We love this prom picture because we can see Ashton was clearly the life of the party, tearing up the dance floor.

He looks unsure of where to put his hands. It’s a classically awkward prom photo so we love it! Her dazzling smile steals the scene though. We’re grateful she decided to share this perfect snippet from her prom night.

Young Bethenny had no idea of the success she would acquire later in her life. The poofy sleeves and hot pink dress are a sure sign of the times. Noto to mention the curly hairstyle. This is a classic prom photo that we hope she has framed somewhere. Never forget where you came from.

The black off-the-shoulder top matched with a white flowy skirt is a classic look from the time. The matching white gloves really top it all off. Today, she is known for wearing some much flashier clothes and brighter colors. Every fashion icon goes through phases.

John Stamos is no exception. The ruffled suit is just perfect. And his hair almost matches his date’s! Honestly the look of fear in his eyes is what we appreciate the most about this throwback pic. It’s priceless! We just want to tell him, “It’s all going to be okay, John”.

The actress and actor actually dated in real life as well as on the show so Candace brought Scott to her prom in real life. Too cute! We can’t help but love when people fall in love on and off screen.

We don’t know if we love the middle part, striped tie, or white pants the most. It’s wild that this 18 year old could only dream of movie roles in Fight Club, World War Z, Once Upon a Time in Hollywood, or Inglorious Bastards. 

The long hair is definitely a different look that we haven’t seen from Nick recently. We wonder what he would have to say about his old style today. We’re sure he would share a laugh with us.

A few years after this photo was taken, Amy began her journey into the world of comedy. She started studying improv and started her first sketch comedy series in the 1990s. That took her to SNL and Parks and Recreation as well as a ton of other famous movies.

Cut to 2009 and this ambitious man assumes one of the most important jobs in the world! It’s hard to believe that even our country’s leaders have awkward prom photos to look back on.

Before becoming one of the world’s brightest popstars, Britney was just a regular teenage girl like the rest of us! Although, her rise to fame started early in life with her top hits …Baby One More Time and Oops!… I Did it Again.

The young Carrie knew nothing of the fame and success that would come her way in life. A few years after this photo was taken, a 22-year-old Carrie Underwood won American Idol and went on to create many hit songs and albums.

35 years after their prom, Clooney revisited his hometown in 2016 to surprise Laurie Bach, his prom date, and her son who plays basketball for his hometown school. He played some basketball with her son, took a photo with him, and gave him some life advice. As far as prom dates go, that’s pretty impressive!

She instead brought Nolan, her best friend since kindergarten! Apparently the two had made a promise to each other that they would be each other’s prom dates way back when. How cute that they fulfilled that promise!

We wonder what the comedian would have to say about her style choices from back in the day! Ellen encouraged her fans to share their embarrassing prom photos by sharing this picture online.

Here she is pictured with her prom date in her aquamarine colored dress. The sunglasses inside of the limo are very typical of senior prom and are too cool for school! She’s almost unrecognizable in this photo.

The 16 year old star gushes over his girlfriend and looks to have had an amazing time. We wonder if the future Stranger Things seasons will have some of the characters attending prom as well!

The former boyband member looks all too cute in his prom photo. That’s one lucky date! He was only 16 when he auditioned for X Factor so the star pictured here was already on his way to international fame when this was taken.

To add to the wild situation, Sarah Clarke had also dated Paul Rudd in her earlier years. The three were involved in a  love triangle before they ever made it to Hollywood. Wild coincidence! It looks like a lot of talent happened to come from Saint Louis, Missouri.

Kim shared this throwback photo of her and her mom on Instagram from her senior prom. The thin eyebrows and updo definitely scream 1990s fashion! The 18 year old Kim didn’t have a clue that she would later become a billionaire.

The pair met when Savannah was cheerleading for a rival high school and Lebron asked her to accompany him to a basketball game. They’ve been together ever since and have 3 children together!

She is sporting a tiara and a bright smile as she walks into her school dance with her prom date. Interestingly, many years later, she would star in a movie called The Prom alongside James Cordon and Nicole Kidman.

The Italian DJ and reality T.V. star attended prom just like the rest of us. He is almost unrecognizable without his iconic spiky hair! This is a perfect depiction of him when he was Paul Michael Delvecchio Jr., before he was Pauly D.

We have to assume that her date could not contain his excitement to be attending prom with this glowing goddess. Although, his face doesn’t necessarily reflect this excitement. The young Rihanna had no way of knowing she’d become a billionaire business woman and performer!

The television and radio personality is absolutely beaming in his senior prom photo. It wasn’t until years later that he would start hosting American Idol, interviewing stars, producing television shows, and owning a radio talk show.

Snoop was known as Calvin Cordozar Broadus Jr. before he became one of the best-known rappers and songwriters of the west coast rap scene. The young man married his prom date in 1997 and they’ve been together ever since!

The family moved to Tennessee so she could pursue her country music career during high school. This photo perfectly encapsulates what prom is. The awkward pose, matching outfits, and hand corsage are simply *chef’s kiss*!

He and his date both displayed sparkling smiles and his date had a tiara adorning her head. Taylor would later go on to act in many films, but he is most famous for his role in the popular Twilight films as well as his role as Sharkboy in Sharkboy and Lavagirl.

The young man looks just about as shocked as we were! It must be intimidating to look up to such a lengthy stunning model. We would have loved to see them slow dance! This has to be one of our favorite awkward celebrity prom photos.

Adam and his date matched in all white outfits. And his skin is so pale in color that he almost matches his suit! He had already become the lead singer of his first band called Kara’s Flowers when this photo was taken.

She began acting very young and the beginning of her rise to fame started when she was 19 and starred in a show called Dark Angel. We think Jessica looks stunning in this prom photo and there’s actually nothing awkward about it.

She was only 9 years old at the time! She did eventually leave the girl group and later found fame on her own. Now, she is one of the most iconic performers of all time.

So, by the time this perfectly awkward prom photo was taken, the young man was already working as an actor. We have to appreciate this wholesome image of the young star next to his friends at prom.

Posing with the Big Boy statue in all the prom attire is a perfect depiction of the after prom party. We notice that Olivia has opted for sneakers instead of heels as well. We’re sure this was a fun memory for the actors to share together.

The young lady in this photo has gone on to play some amazing characters. She has starred in many films and shows from The Fault in Our Stars and The Divergent Series to Big Little Lies and Adrift.

From Die Hard to The Sixth Sense he’s played in many thriller and action films over the years. He’s well known for his hard-edged characters, but the high scholar in this photo looks just as lost as the rest of us were at that age.

And the corsage to match is a sure sign of a well put together prom outfit. Now, Natalie spends her time acting in many different kinds of roles. Perhaps most famously, she starred in The Black Swan.

He’s all nerves in this wholesome prom photo. Now the singer-songwriter and actor spends his time performing and selling millions of records all over the world.

We must admit that Elizabeth is not at all awkward in this gorgeous prom photo. She and her date look happy and have a youthful exuberance that can only possibly emanate from a proud prom king and queen.

Pure adoration! Meg Ryan now rocks blonde hair and is famous for tons of films. Most notably, When Harry Met Sally, Sleepless in Seattle, You’ve Got Mail, and Top Gun. If this photo is any indication, Meg had the lustful romcom gaze down before her roles in these romance films!

She made the young man’s night who was a superfan of hers! When she left the dance she told cameras that she now has “a great memory of what prom is supposed to be” so both parties got a magical prom night!

She’s played in romance movies, comedies, action thrillers, and dramas. Her roles in The Blind Side, Bird Box, Crash, and more have earned her many acting awards. We’re sure her prom date felt lucky to accompany her to the special dance.

She stated that she felt like “a real life Disney princess” on her prom night. The man next to her is Chandler Powell who is now her husband and father to their daughter. This young lady got her perfect prom experience and we think her dad would be so proud!