No amount of fame or fortune can take away the fact that every adult was once a teenager. And, as we’re all well aware, teen years are some seriously awkward years—yes, even for celebrities. Before the makeup artists and suave wardrobes, celebs were giant dorks, just like the rest of us.
Need proof? Here are 30 teen photos celebrities were brave enough to share with the world. They range from mildly awkward to painfully embarrassing to completely unrecognizable. So read on And while they’re all good for a laugh, even the worst of them is nothing compared to the The 20 Funniest Celebrity Mugshots.
Looks like even Broad City star Abbi Jacobson fell prey to the unfortunate crushed velvet fad happening in the ’90s. The mantle-showcasing pose is pretty awkward too, but not as awkward as the 30 Most Awkward Celebrity Awards Show Moments.
When you’re a regular teen, you don’t get to request post-production services on your photos. This eyes-closed homecoming photo of John Mulaney is pretty funny, but it’s nothing compared to the 30 Most Hilarious Celebrity Instagram Photos.
“You take the thinnest layer of hair possible, and you curl it as though the most delicate sausage in the world were laying across your forehead.” A very good description of her hairdo by It’s Always Sunny in Philadelphia star Kaitlin Olson, but not quite good enough to make it onto the 15 Top Hair Tips from Top Hollywood Stylists.
There was just something about picture day that made everyone think a striped turtleneck seemed like a good choice. Hindsight is 20/20.
Before Eric McCormack was Will on Will and Grace, with hair like that, he could’ve done part time work as a stand-in for Chachi.
It’s hard to believe this is Ryan Seacrest. But he swears it is. And why would anyone make that up?
Game of Thrones star Lena Headey’s casual horseback attire was probably very cool at the time, but “it’s okay to wear socks with sandals” should be on the list of 25 Life Lessons You Learned as a Kid That Are Wildly Outdated Today.
This picture of Chelsea Peretti perfectly encapsulates the face any teen would make if their parents insisted on photographing them in this ensemble.
Jake Tapper, on the other hand, has apparently been dressing the part of CNN anchor since he was a child. Good for him.
As a teen, Clark Gregg somehow cracked the code on how to straddle the line between totally suave and totally embarrassing. Maybe it’s the curtain?
Even at a young age, Nick Kroll was dressing like a comedian. Unfortunately, comedians back then wore shiny double-breasted suit jackets and polka dot ties.
Surprisingly, Andrew Rannells’s hair style hasn’t changed that much since he was a schoolkid. It just looks a lot better now.
Hopefully 13 Reasons Why star Brandon Flynn checked with his old friend before he shared this picture on Instagram.
Peter Dinklage managed to make his awkward years look cool, despite having a mullet. A feat not many can pull off.
This is about as awkward as Reese Witherspoon gets. Must be nice!
“This photo was taken the day I replaced David Letterman,” according to a not-salty-at-all Conan O’Brien.
As a child, Maya Rudolph understood the importance of good accessories and good hair when you’re being photographed from the neck up.
“This was during a phase when jazzercize was not so important,” according to Martin Short.
Andy Cohen’s come a long way since this yearbook photo was taken. Ditching the glasses was probably an important first step.
If the license plate in this photo is any indication, Jimmy Kimmel has had his eye set on a late night gig since he was just a boy in short shorts.
Before playing tough gals for a living, Ruby Rose was apparently a tough looking gal in real life.
It’s hard to believe this pic was taken just six years before That ’70s Show went on the air. A little bit of time can make a lot of difference when it comes to being an awkward adolescent.
Young Sarah Silverman was too busy playing ball to make time for any nonsense.
This middle school-era picture of Josh Gad really showcases the dangers of putting on a novelty hat at a party.
Looks like The Big Bang Theory star Melissa Rauch was another hapless teen who couldn’t resist the temptation of curling iron abuse.
Apparently Patton Oswalt believes “all my adolescent pics are 100% awesome.” If this is any indicator, he’s not wrong.
Loosened tie, ice cream dangling from his mouth—from the looks of it, Henry Winkler started rehearsing for his role as the Fonz at a very young age.
“Nick Kroll asked me to post a pic of my awkward stage, but I never had one. So here’s me lookin’ cool!” And for more on the consummate late-night host, be sure to check out The 30 Most Outrageous Late-Night TV Moments Ever.
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