Subscribe
1 of 37

It’s amazing how puberty helped these awkward celebrities who went from ugly ducklings to fab. As youngters, they endured everything from terrible wardrobe malfunctions, to acne and braces to get to where they are today.

For the most part, the stars have turned into fabulous adults with money, fame, and everything the average Joe hopes for. Even though they started from the bottom, check out these celebrities who went through some pretty amazing transformations.


Photo: Instagram

The cropped cut and huge glasses don’t give off the impression of someone who would end up twerking.

Don’t let Amber Rose’s bookish-looking past deceive you.

At 15-years-old this soon to be “bad girl” looked a lot less glamorous.

Fast forward to 2014, and Rihanna is pretty much a completely different person.

It doesn’t look like the socialite on the left ever had an awkward, “ugly duckling” phase.

Kim Kardashian

photo: WENN

But there were times when she was a bit gaudy, borderline ratchet and in need of a stylist.

This high school phenom was killing the competition but just starting to lose the battle to keep his hairline.

The $100 million man seems to have doubled his stock since starring on ESPN and winning a couple of championships.

Despite his teenage awkwardness, this young man was already on the path to greatness with a cameo in an Eric B. & Rakim video.

Wyclef Jean

photo: WENN

These days you’re more likely to see Wyclef strumming his guitar instead of an upright bass.

Anyone could pretty much tell these two were headed for greatness back in high school.

Jada Pinkett Smith

photo: WENN

Sadly Tupac is no longer with us, but Jada Pinkett-Smith holds down his memory with the occasional dope throwback pic.

These ladies were styling on ‘em in the ‘80s, but some smoothing out of the edges wouldn’t have hurt.

Salt-N-Pepa

photo: WENN

It’s hard to complain about how Salt-N-Pepa turned out.

Designer frames and the path to a GRAMMY award at such a young age.

Jazzy Jeff

photo: WENN

Now we know DJ Jazzy Jeff was just as fresh as his partner Will Smith.

The only thing missing from this picture is a caption saying, “C’mon, mom!”

Shemar Moore

photo: WENN

If you’re the perpetually shirtless Shemar Moore, you can afford to look back and laugh at your awkward years.

Started from the bottom…with a juice box.

Drake

photo: WENN

Drake went from juice box Drizzy to Champagne Papi.

At the age of 17, you could tell this statuesque teen was rounding into form (no pedo).

And sure enough, Tyra Banks just got better with time.

It seems everything this dude did was over the top—including ‘80s fashion.

We’re all glad to know Dwayne “The Rock” Johnson ditched the fanny pack.

These two Compton sisters got the presidential treatment as kids.

Venus and Serena Williams

photo: WENN

After racking up all kinds of accolades in their respective tennis careers, Venus and Serena Williams are still A-list status.

Bedazzled shirts and chocolate covered teeth aren’t usually the stuff of teenage dreams.

Katy Perry

photo: WENN

Age, hits, and a glam team have been good to Katy Perry

When there’s photographic evidence of you culturally appropriating at a young age, it’s hard to shake it off.

Taylor Swift

photo: WENN

She got rid of the braids, but we still might have to teach Taylor Swift a thing or two about which trends to hop on or leave alone.

Someone was perfecting the early Girl Scout look.

Rashida Jones

photo: WENN

Patience is a virtue, as proven by how fine Rashida Jones looks nowadays.

This throwback pic definitely supports the claim that this pair was together for 12 years.

But after being side by side with Safaree, Nicki Minaj is rolling solo and looking every part of the grown woman she is today.

Between the teeth and the high-top fade, it was all bad.

Jay-Z aka Shawn Carter

photo: WENN

The passage of time and money did wonders for Hov…he ended up with Beyonce and a claim to being the greatest rapper alive.

Stories From Our Partners at OkayPlayer