Who can resist these wholesome smiles?
The tips of Justin’s gloves disappeared in 2000.
The star went all-demin with then-girlfriend Britney Spears in 2001, and we still talk about this iconic fashion moment two decades later.
We’ll chalk up the buttered-noodle hair and chain wallet to the fact that this pic is from 1998.
JT went full force with the velvet tracksuit trend in 2003.
In 2000, JT rocked cornrows with a navy blue bandana.
Even Justin’s No Strings Attached doll rocked his overgrown curls in 2000.
Hopefully there’s a new outfit in that package … is what we think he’s thinking in this vintage pic from 1997.
Now we know what caused the Great Corduroy Shortage of 2001.
LL Cool JT
He’s wet. He’s in a bucket hat. And this photo is from 1998. We know what you did last summer.
Fashion Faux Pas
The pants say, “Wasssap” (hey, it’s 2000). And the turtleneck says, “This photo is old.”
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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