Lance Bass and NSYNC
On Oct. 1, 2017, the boybander wrote, "22 years ago today I met these jackasses. My life would never be the same. Happy #NsyncDay #PuberMe #PuertoRicoRelief."
Backstreet Boys
The boys in the BSB postes this old-school snap with the caption, "Remember home video? #PuberMe #PuertoRicoRelief."
Reese Witherspoon
On The Late Show With Stephen Colbert in September 2017, Nick Kroll dared Stephen Colbert to share an awkward photo of himself with the hashtags #PuberMe" and #PuertoRicorelief to raise awareness and money for the people of Puerto Rico, which was devastated by Hurricane Maria. Many celebrities also heeded the call.
"Here you go @nickkroll... giant glasses, awkward hands, feeling 14! All for a good cause. God Bless Puerto Rico. #PuberMe #PuertoRicoRelief," the actress wrote on Instagram.
Conan O'Brien
"Hey @nickkroll and @StephenAtHome, this photo was taken the day I replaced David Letterman. #PuberMe #PuertoRicoRelief," he tweeted.
Lena Headey
It's Game of Thrones' Cersei Lannister!
Nick Kroll
"I hadn't hit puberty yet which is why I guess I was dressed as a tiny mobster in a failed attempt to look tough?" Kroll wrote.
Stephen Colbert
The late-night host was dressing far beyond his years.
Lin-Manuel Miranda
"I've been waiting all my life for this call," the Hamilton creator told Colbert and Kroll.
Busy Philipps
"I have no idea why this was a look, but it really was," the actress described this shot.
Ryan Seacrest
"Found this in the Connie Seacrest archives under 'awkward phase,'" the American Idol host wrote on Twitter.
Kristin Chenoweth
This teenager grew up to become the star of the stage.
James Corden
In the words of Stephen Colbert, "Back then, he couldn't Carpool Karaoke without a licensed driver accompanying him."
Emmy Rossum
There's no shame in this adorable snap of the teen star. Fashionistas, take note of that car purse.
Kumail Nanjiani
"[In] my defense, I knew [I] looked horrible," the Big Sick star poked fun at himself.
John Oliver
"Hey, @StephenAtHome, for your #PuberMe #PuertoRicoRelief effort, I give you...the nuclear option...," the Last Night host captioned this shot.
America Ferrera
The Superstore star shared a throwback shot of her 17-year-old self in Gotta Kick It Up.
Jimmy Fallon
"Here's a photo of me from earlier today," the Tonight Show host quipped.
Fred Armisen & Billy Eichner
The Difficult People stars were more young and awkward.
Samantha Bee
"This photo brought to you by Sun-In ™ and my grandma's Liz Claiborne separates," the Full Frontal host captioned this shot.
Sarah Silverman
The teenage star hit this look right out of the park.
Conan O'Brien
"This photo was taken the day I replaced David Letterman," the late-night host joked.
Judd Apatow
The comedian was certainly smiling for this snap.
Al Yankovic
No words will quite do this shot justice.
Josh Gad
The Frozen star shared a snap from his "sexy awkward middle school phase."