Awkward Photos of Stars at Prom Night

Before they graduated to red carpets, stylish, and glam squads, many of favorite A-listers had that same quintessential high school moment - the Prom!

Sophie Turner

We know her as the queen of the North and the legend that is Sophie Turner, but once upon a time she was just a sweet teen with the hopes of becoming an actress.

She tweeted this on her Twitter account a few years ago, before the apex of her fame with the caption #prom. It shows her with a handful of her high school buddies. Though we can’t see her dress, it’s clear she was always a beauty!

Check out all the awkwardness and interesting fashion choices in the prom portraits of Taylor Swift, Jennifer Aniston, George Clooney, and more.

Don't take off your corsage, there's more!

Meghan Markle

She might have seen the future that night as she left for prom with a royal looking tiara. Well, this is Meghan as homecoming queen at her prom at St Francis High School, in Los Angeles. In the picture, she is 17-years-old.

Her prom was back in 1998 when tiaras were actually a big thing, but lucky for us we got to see her with a real royal tiara making her a real homecoming queen. We wonder who's the lucky guy who took her out.

Rhianna

This Fenty Fashion goddess has been more focussed on creating her own brand of inclusive and sexy lingerie than music these days but judging by the picture she was not always equipped with the talent to have her own fashion line!

While the Umbrella singer could never really look that bad, this look of an old-school blue dress and pearl necklace is a far cry from the queen Rihanna is today.

Natalie Portman

Okay, so she is still absolutely stunning and as cute as a button…but that dress!!!! It is all sorts of wrong from the shawl to the glitter to the corsage. We can see Portman had no stylist at the time.

The Israeli/American actress was actually already a star at the time since her first film debut was while he was still in high school in 1994! But it clearly took a few years until her understanding of fashion kicked in.

Blake Lively

Blake Lively cannot look awkward. That’s a fact. so even though the pink glittery dress and side fringe are not the most flattering of looks on anyone, the stunning former Gossip Girl star rocks it like only she knows how.

Taylor Swift

You can’t help but laugh at this hilarious picture of Taylor Swift with her date. Both decided to wear all white for reasons impossible to explain. We wonder if she ever wrote a song about her prom date…. Despite how ridiculous these two look they still look like they’re about to have a blast.

Lady Gaga

Yup, we are not pranking you, that is, in fact, Lady Gaga although with the long brunette locks and while gloves it is very hard to believe!! Before Gaga was rocking meat, dresses, and stilettoes as high as the clouds she was a sweet prom princess.

Brad Pitt

Before the days of Jen, or Angie, or fame and fortune, Brad Pitt was just a regular high school kid with big hair, a big grin and a date with the puffiest dress I’ve seen. It may be super old school, but you can’t deny that even baby Brad was a dream!

Michelle Obama

America’s former first lady was a babe and a half! Just look at Michelle Obama sitting sexy in that pink silk dress. She knows she rocks it. Clearly, she hadn’t started dating Obama just yet. Michelle would go on to be a graduate of Princeton and Harvard law school. Talk about a powerful woman.

Britney Spears

Britney Spears was already a known name by the time of her prom having taken part in Mickey Mouse Club House alongside the like of Christina Aguilera and Ryan Gosling. While there’s no way she would be caught in that outfit she still looks beyond adorable (and maybe a little too skinny).

Robin Wright

Know Robin Wright knew how to do her prom right. She looks absolutely stunning from head to toe with Smokey eyes, wavy locks, and a little Tiara.

She is, after all, the true Princess Bride. The gorgeous teen would go on to become an actress and director and contribute a great deal to the TV and movie industry!

Bruno Mars

Let's give it up for the ultra-progressive Bruno and his former girlfriends for sporting the 'reverse pose' in this photograph. Funny fact is that Bruno Mars got his name because it's said girls in high school thought he was so cute he was out of this world!

Carrie Underwood

The country princess definitely got better with age when it comes to the style department, although she looks sweet and innocent with her hair in girls on the arm of her date. Who could have known she would go on to be one of the best-selling country stars of our generation.

Halle Berry

Before she was the sex symbol of a generation, actress Halle Berry was a sweet smiling prom girl with an old school puffy prom dress.

This prom picture came only a few years before she landed her breakthrough role in Boomerang alongside Eddie Murphy and from there it was onwards and upwards for Halle Berry.

Jaden Smith

It was the prom picture that caused the kind of controversy prom pictures should just not have the power of causing. When Will Smith’s famous offspring donned a skirt to his prom it made one serious fashion statement. These kids are the epitome of cool posing before their prom.

Jennifer Nettles

Jennifer Nettles is known for being the lead vocalist of the country group Sugarland and has many hits on the country charts. True to her country spirit she looked like the Bell of the ball in the big-shoulder blue dress that may be old school but makes her look like a queen.

Jessica Alba

Darling Jessica Alba is every man’s dream with her honey-colored skin and stunning features. And she was as cute as ever on the arm of her date when she went to prom back in her high school days. With flowers in her hair and one exaggerated corsage, she looked like a sweet prom dream.

Jon Hamm

Mad Men’s Jon Hamm looked like a nervous cute high school kid when he suited up for his prom and stood alongside his date.

Hamm would spend the next couple of years living in Los Angeles trying his best to break in into the acting world until his first notable role in Mad Men for which he won a Golden Globe.

Kim Kardashian and T.J. Jackson

Look at little Kimmy K! who knew she would go on to be the most famous person in the world. She went to prom with Tito Jackson, Michael Jackson’s nephew and revealed how she actually lost her virginity to her high school sweetheart Tito when she was only 14!

Kobe Bryant and Brandy

It's kind of cool when you see celebrities who went to prom together back in the day, like Kobe Bryant and Brandy recounted the night stating "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." Awz!

Lizzy Caplan

Lizzy Kaplan is most well known for playing the gothic bad bitch everyone loved in Mean Girls, and it seems she was just as funky in real life!

Just look at the hairdo she decided to wear on her prom night. I honestly can’t even work out how she got it like that but she’s rocking it regardless and clearly having a good time and not taking it too seriously.

Matthew McConaughey

Producer, actor, writer and director, sexy man Mathew McConaughey broke out on the coming-of-age comedy dazed and confused.

But the actor certainly didn’t look too dazed or confused in his prom picture with the bow tie that perfectly matches his date's dress! We can barely recognize the clean-shaven young McConaughey.

Reese Witherspoon

Adorable Reese Witherspoon is still one of Hollywood’s most beloved actress’s after years and years in the business. The Legally Blonde actress always had the look of a movie star, just check out her prom picture with those piercing eyes and fierce dark lipstick.

Sandra Bullock

This picture is one for the books Bullock looks so happy, so in love and her date is quite the looker himself! While she had notoriously remained single for the whole of her career, she insists she is happy alone although she certainly looks like she is in her element in this snapshot!

Gigi Hadid

You cannot open up social media without seeing Gigi Hadid’s face pop up somewhere. The stunning supermodel who is often found walking the catwalk next to her model sister Bella Hadid certainly had a lot of fun at her prom. And unlike many other Celebs on the list, her dress is not that bad!

Will Ferrell

Always the funny man with the naughtiest eyes, Will Farrell couldn’t have looked more handsome especially with that tiara to finish off the look! The young man would go on to be crowned one of the funniest men in Hollywood.

Bella Thorne

Before she was making headlines for smoking pot on her Instagram stories and partying it up with Scott Disick, American actress Bella Throne had an almost normal upbringing (other than being a child model) and no stylist around.

Just look at the awkward and innocent snap she took before her prom.

Harry Styles

It is hard to believe that this awkward teen would go on to capture the hearts of millions of girls (and break Taylor Swift’s). his name may be Harry Styles but there was no style to be seen at his prom all those years ago.

Amy Poehler

Amy Poehler is one of the funniest women around. Actress, comedian writer, she has done it all in her long career. And looking at the picture of this prom princess its clear she can turn up the elegance when she wants to although casual is definitely her look these days.

Danielle Fishel and Lance Bass

If you hated your prom, fret not! Yours wasn't the only one that sucked. former 'N Sync dream boat Lance Bass took his actress girlfriend Daniella Fishel to his prom and when asked about it he states "It was terrible...we only stayed for 20 minutes".

Laurie Hernandez

The talented gymnast ditched her sportswear and put the gold medals on the shelf in place of a night of glitz and glam at her prom. She looked gorgeous in this flowy burgundy dress and was the cutest with her date, Randall Anderson who she’s been besties with ever since kindergarten.

Jeremy Renner

Avengers star Jeremy Runner rocked a mullet and a dashing white tuxedo. The star looked adorably teenager-ish and wore pale pink accessorize too match his date, though he didn’t look so happy about it.

Renner wrote on Twitter: “Well glad this tux was a rental. Why did my get up have to match her dress again?”

Presley Gerber

I guess when your mom is Cindy Crawford, it is no surprise you look this dashing at your prom. Unlike many other awkward prom photos when model Presley Gerber shared a pre-prom photo with a dog (we assume he also had an actual date), the world swooned.

It was 2016 when he uploaded this snap with the caption: “when tour parents (and your dog!) make you change your socks for prom”

Jimmy Fallon

Tonight Show host Jimmy Fallon blessed the public with his prom fail photo on Twitter. While most dates tend to coordinate their prom gear, so they look somewhat in tandem, it seems Fallon and his date didn’t get the memo…

Fallon wrote “My date didn’t tell me she Was getting a tan and high heel for the prom. Standing next to her I looked so pale and so small #promfail”

Harley Quinn Smith and Lily-Rose Depp

These two gorgeous pals and co-stars attended their prom in 2016 side by side. According to Kevin Smith, they were on their best behavior.

He wrote on his twitter, “@harleyquinn_and@lillyrose_depp had dated of course but (ever on guard for thee) they were thee strictly to chew bubble gum and squish Bratzis!”

Gwen Stefani

Try hold in your laughter…yes, this is indeed a picture of Gwen Stefanie back in the day before her prom. The singer modeled her prom dress after the iconic one worn by Grace Kelly in “Rear Window”. It was handmaid by Stefani and her mother which we have to admit, it’s kind of heart-warming.

Paris Jackson

The outspoken daughter of Michael Jackson, Paris, showed her true dedication to her prom date by dying her hair to match her friends dress color. From her teal hair to her matching tie, Jackson nailed her look.

She captioned the photo: “Only true friends dye their hair to match their gal’s prom gown”.

Candace Cameron Bure and Scott Weinger

If you’re a Full House fan there is no way you forgot when Steve surprised DJ and took her to her senior prom. In real life, the co-stars also went to their prom together! This photo shared by Bure is actually too sweet to handle.

Ariel Winter

Ariel Winter looked absolutely stunning when she posed for her prom pictured before briefly attending UCLA. Winter wore a lacy black and white mermaid dress to the event and went with her then-boyfriend Laurent Claude Gaudete.

RuPaul

It’s clear that RuPaul was always a trendsetter from this photo of his 1983 prom. He shared the pic in 2012 and it proved beyond a shadow of a doubt that he has always been determined to express his unique style.

Bethenny Frankel

When Real Henwives of New York star Bethenny Frankel shared a throwback prom picture on her Instagram, it was clear she had the perfect 80’s look. From the puffy sleeves to the overdone corsage, she had the perfect ensemble for the decade.

Dinah Jane

At her 2015 prom, Fifth Harmony star Dinah Jane stunned in a bright red ruffled gown which fans said channeled her inner Beyoncé.

Despite looking flawless, there was almost a dress crisis! Jane said, "I was just, like, stressing out about it I was, like, 'What do I do? What do I wear? I don't have anything to wear,' and he [Bobby Wesley, Fifth Harmony's stylist] just said, 'I probably have something.'"

Barack Obama

Former president of USA Barack Obama looked absolutely dashing at his prom in this snazzy white tux. This photo which was shared to Time by Obama’s old schoolmate Kelli Allman shows a 17-year-old Barack Obama on the night of his senior prom.

“It was a really fun, happy time. We were all cracking up, and everyone was smiling,” says Allman. “It was pretty typical from there out as far as what happens at prom: the dinner and the dancing and the photos.”

Tupac Shakur

Tupac went to prom with Tashaunna Howard, his god sister and the stepdaughter of his close friend KATO. The late rapper who is still considered one of the best rappers of existence cleaned up well in this all-white suite and matched his date beautifully.

Snoop Dogg

Definitely, one of the most awkward photos on the list- Snoop Dogg looked anything but sleek at his prom and looked pretty miserable too! But we have to give it to his date for rocking those nails and that full-on corsage like a queen.

Tiger Woods

Before the game, before the scandal and before the fall of one of sports greatest legends, Tiger Woods was simply a handsome smiley teenager heading to prom alongside his date. Oh, how we long for the more innocent days of the professional golfer…

Dakota Fanning

Actress Dakota Fanning looked beyond adorable at her prom. She rocked a pink chiffon dress that screams 90’s and chose to go stag alongside her group of besties which is probably the best way to do prom.

Nicole Polizzi

When we think of Snooki, we imagine the tanned little woman rolling around drunk in the sand or partying it up on Jersey Shore. Yet the Reality personality is now a happy mother and was once a normal teen as we can see in this adorable throwback photo of her prom.

Snooki posted this photo with the caption: "Here I am at my Junior Prom! I went with one of my best guy friends! Best Prom Ever! My dress was so from JC Penny! No Shame. Such a bargain shopper."

Tyra Banks

Tyra Banks broke many boundaries when she became one of the first black supermodels. The powerhouse woman who has built an empire with her Next Top Model series was always a stunner as we can see from this throwback photo of her at her prom.

Nick Cannon

The comedian looks ever so smug with himself as he posed for his prom picture in his white suit and pimp stick at 17 years old as he stands and waits for his date to come down the steps. It was clear this guy was always destined for dramatics.

Ryan Seacrest

This is one for the books. How different does this cute high school Ryan look from the swanky presenter and producer we know today.

Looking awkward, nervous and very much like a teenager, we wonder if Ryan even got a kiss from his prom date! These kids looked like they stumbled right out of Saved By the Bell.

Usher

As always, the Usher we know and love with some serious suave style looking as fresh as fresh could be. The King of ATL even matched his rose with her dress, talk about some serious prom style.

Scarlett Johansson

Johannsson is a renowned Hollywood beauty known for her curves, blonde locks, and brilliant acti9ng skills. But her prom photo is anything but glamorous. The actress went got the suit look and being honest she looks way better in a dress!

Beyoncé

The queen of the world Beyoncé was always flawless, even in the awkward teenage years! Just look at this prom picture. Her date Lyndall Locke will always have the claim to fame that his high school prom date was Queen Bey.

Demi Lovato

We are all thinking of Demi during this hard time. she recently nearly died from an overdose and is currently in rehabilitation, but we know she will fight through as she always does!

Just look at her sass back in better days as she flashed a thigh before heading off to prom- the Demi we know and love.

Debra Messing

Before there was Will and Grace there was Debra Messing with the puffiest hair possible and a silk prom dress. It's hard not to laugh at the style of the old days. The puffy prom princess who went on to keep the world laughing for years and years on TV.

Jennifer Aniston

Much like fine wine, Jennifer Aniston gets better with age. Although she was as cute as a button in her prom picture with her dark hair, we prefer our Jen blonde. Aniston would go on to not only dye her hair but become the queen of romcom (and marry the hottest guy of all time for a while).

Faith Hill

Another one of the most successful country artists of all time, Faith Hull has sold more than 40 million albums worldwide and continues to spread the country spirit alongside her country singing husband Tim McGraw.

She even back in her prom days she was a country prom princess with a big ass bouquet stuck to her chest.

Fergie

Even before she was breaking it down with the black eyes peas she was G L A M O R O U S just look at her standing there it that kitschy dress owning it.

Although she has separated from the group and they just released their first album without Fergie, she will always be the Black-Eyed Peas Queen to us.

George Clooney

Always the charmer, even when he was pre-famous George Clooney had a smirk that could stop you in your tracks, just look at those dark eyes and that button nose! Even his date looks as though she knows she has hit the Jackpot.

Claire Danes

This is actually an adorable picture of the beautiful Claire Danes before her prom. While we can’t see the outfit enough to know if it was a hit and miss, her statement lipstick and simple hair bring out her beauty.

Once she graduated she would go on to receive three Emmy Awards, four Golden Globe Awards and a Screen Actors Guild award. Talk about talented.

Courteney Cox

Before she made it big of Friends Courtney Cox was just a bright-faced brunette living her best life. it's actually pretty crazy how different she looks on her way to her prom.

Lindsay Lohan

If you haven’t seen the Lindsay dance that’s gone viral of her partying up in Dubai, you are living under a rock.

Lohan is known to have a long and wild past under the scrutiny of the media, long gone are the days where she was just a cute high school prom girl. Although we already see the mischievous look in her eyes!

Ashton Kutcher

Always the funny man, Ashton Kutcher knows how to break it down on the dance floor as you can see by this picture of some serious moves back in his prom days.

With that slick smooth hairdo, I bet he broke countless girls’ hearts back in the day, check out those girls cheering him on in the back.

Ellen DeGeneres

Everyone loves Ellen. The host who keeps us laughing and keeps it real. She worked her way up to starring in television sitcoms and stand up until she made it big and has played an important role in Hollywood’s acceptance of the LGBT community.

As we know, Ellen prefers the suite and pants style so seeing her prom picture in this awful plaid dress is probably the funniest on the list!

Meryl Streep

Who would have known that this sweet and pretty prom teen holding onto her date's arm would go on to receive 21 Academy Award nominations, 31 Golden Globe nominations and winning 10 all in all. The most accomplished actor in our generation.