When you see celebrities on Instagram, or rocking the red carpet, there’s a pretty good chance that they’re looking glam AF.
But don’t worry, they all went through an awkward phase at some point, and we have the pics to prove it.
Anne Hathaway
There’s so much to unpack here. The overalls, the pose, the braces: it just paints a picture of the late ’90s/early 2000s that is so embarrassingly familiar.
Millennials, how are we feeling about this #look?
Alison Brie
Alison Brie may be the bravest woman on Instagram for deliberately choosing to post this picture.
Listen, braces and headgear were the necessary accessory of choice for a lot of us, but those PJs? Absolute art.
Kacey Musgraves
Yee — and I cannot stress this enough — haw .
Kacey dressed for the job she wanted, not the job she had. What a legend, icon, and star.
Bonus points for the red hat matching the red pants. That’s fashion.
Benedict Cumberbatch
His facial expression just screams, “My mum made me do this.”
Benedict is truly serving some grumpy realness behind that floral arrangement. Also, he was blonde once? Consider my mind blown.
John Stamos
I don’t have anything to say about this. It’s…beautiful. Iconic. It’s everything that I thought a portrait of John Stamos from the ’70s would look like.
John Travolta would be proud.
Rihanna
Y’all…that bow.
Even Queen Riri was not free of awkward school picture torture.
Honestly, this isn’t as bad as it could be, but the giant bow paired with the checkered collar earn it a place on this list.
Rashida Jones and Nicole Richie
You know when you kinda awkwardly hold your bunny-ear wearing friend with a half-eaten ice cream cone in your hand? Remember those days?
Nicole and Rashida have been friends for years, and shared some throwback pictures of an Easter celebration in July. Adorable.
Tom Hardy
What, is there something unusual going on here? I don’t see it.
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Whatever production this was, I wanna shout out Tom for staying in character and standing as stiff and tall as humanly possible.
Adele
And you thought you were a big Spice Girls fan.
Adele officially had way more Spice Girls merch than I did, which makes past me jealous.
She also recently lived out her greatest dream and saw the Spice Girls perform live, which is what she deserves.
Elizabeth Banks
This is so bold. So daring. So wonderfully awkward.
There was a time in fashion history when we were all just cool with people cutting their hair in the shape of a triangle.
Truly amazing.
Ryan Gosling
I truly cannot imagine having headshots like this.
If I were Ryan Gosling, I’d lean all the way into this picture and frame it for my house. It’s too good to leave floating on the internet, unappreciated.
Mindy Kaling
This is so cute, I may die.
There are so many good things happening here, but I think my favorite is the random apple she’s holding.
The second is clearly the robe.
The hat does not warrant questioning. Clearly it was the height of fashion.
Sam Smith
I 100% have a school picture that looks exactly like this.
Sam Smith turned up for picture day prepared to serve looks.
Bonus points: a fluorescent orange shirt? For picture day? He’s a risk-taker for sure.
Ryan Reynolds
Ryan captioned this , “As I soon understood, fly fishing had nothing to do with pulling a trout out of your pants to surprise your brothers.”
The boldness of that Canadian Tuxedo is…legendary.
January Jones
Witness the best haircut to ever happen to a child.
I can’t believe her parents either did this to January Jones, or allowed it to happen, but I’m just so grateful that they did.
