Curls, Cornrows & Cowboy Hats! 12 Must-See Throwbacks of Birthday Boy Justin Timberlake

Take a trip down boy band memory lane as the singer says "Bye, bye, bye" to 39

By People Staff
January 31, 2020 09:50 AM

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Teen Heartthrobs 

Credit: Fred Duval/FilmMagic

Who can resist these wholesome smiles?

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FutureSex/Rhinestoned

Credit: Steve Grayson/Getty

The tips of Justin's gloves disappeared in 2000.

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Denim Days

Credit: Lisa Rose/JPI

The star went all-demin with then-girlfriend Britney Spears in 2001, and we still talk about this iconic fashion moment two decades later.

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Bleach Bum

Credit: Miranda Shen/Celebrity Photo

We'll chalk up the buttered-noodle hair and chain wallet to the fact that this pic is from 1998.

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Velvet Crush

Credit: Richard Young/Rex USA

JT went full force with the velvet tracksuit trend in 2003.

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Corn-y Rows

Credit: Trapper Frank/Corbis

In 2000, JT rocked cornrows with a navy blue bandana.

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Mini Me

Credit: Mitchell Gerber/Corbis

Even Justin's No Strings Attached doll rocked his overgrown curls in 2000.

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Space Cowboy

Credit: Andre Csillag/Rex USA

Hopefully there's a new outfit in that package ... is what we think he's thinking in this vintage pic from 1997.

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Sherlock Homies

Credit: SGranitz/Wireimage

Now we know what caused the Great Corduroy Shortage of 2001.

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LL Cool JT

Credit: Ron Wolfson/Getty

He's wet. He's in a bucket hat. And this photo is from 1998. We know what you did last summer.

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Fashion Faux Pas

Credit: Gilbert Flores/Celebrity Photo

The pants say, "Wasssap" (hey, it's 2000). And the turtleneck says, "This photo is old."

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Bandana Bandit

Credit: Chris Hondros/Newsmakers

Young JT clearly loved his bandanas. It seems as though he had a collection of several in different shades of blue.

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By People Staff