![Britney Spears, Justin Timberlake](https://hollywoodlife.com/wp-content/uploads/2021/02/justin-timberlake-and-britney-spears-denim-outfits-apnews-ftr.jpg?quality=100&w=384&h=216&crop=1)
Justin Timberlake is known for many things; he’s a talented singer, songwriter, and actor, but one title he might not be aware of is his style icon status — well, sort of. The “Can’t Stop The Feeling” singer recalled his “denim on denim” outfit he memorably wore to the 2001 American Music Awards with then-girlfriend Britney Spears. Just over 20 years later, the Grammy winner admitted he does have some “regrets” about the look.
“I confess that there was maybe a period in the ’90s where I could skip over some of the outfits that were public,” Justin shared during The Hollywood Reporter‘s Songwriters Roundtable. Justin was joined by his contemporaries John Legend, Janelle Monáe, Mary J. Blige, and Leslie Odom Jr., and John was absolutely giddy to address that fashion moment. “Denim on denim on denim on denim that will never be forgotten,” the “Wild” crooner emphatically said.
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“I come from a creed and a generation that the hardest job you have is to make it look like it all just came so easily to you, you know?” While Justin’s mantra and work ethic continues to be proven true, the memory of those matching denim ensembles lives on thanks to social media, and Britney’s even gotten in on the fun! Back in early August 2020, Justin’s former flame took to Instagram and reposted an adorable photo of two little kids recreating the looks. “I guess my denim was a hit years ago,” she gushed in the caption.
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