• Video
  • Shop
  • Culture
  • Family
  • Wellness
  • Food
  • Living
  • Style
  • Travel
  • News
  • Book Club
  • Newsletter
  • Privacy Policy
  • Your US State Privacy Rights
  • Children's Online Privacy Policy
  • Interest-Based Ads
  • Terms of Use
  • Do Not Sell My Info
  • Contact Us
  • © 2026 ABC News
  • Style

Justin Timberlake hopes everyone forgets his infamous denim look from AMAs

3:27
Binge This: Justin Timberlake stars in 'Palmer'
Jeffrey Mayer/WireImage via Getty Images, FILE
ByMegan Stone and Jacqueline Laurean Yates
February 02, 2021, 3:31 PM

Justin Timberlake is still ruing the day he decided that it was a good idea to wear denim to the 2001 American Music Awards.

He and then-girlfriend Britney Spears hit the red carpet with matching outfits, with the pop princess sporting a jean dress while Timberlake settled for a three-piece denim suit and hat.

The "Can't Stop the Feeling" singer appeared Monday on The Hollywood Reporter's songwriter roundtable and had to endure some teasing from his fellow A-listers when they celebrated the 20th anniversary of his fashion faux pas.

"I confess that there was maybe a period in the '90s where I could skip over some of the outfits that were public, but the internet will never," said Timberlake when reflecting on his early music days.

John Legend, who was also part of the roundtable, cackled, "Denim on denim on denim on denim that will never be forgotten!"

"Thanks, John," Timberlake deadpanned. "The internet won't allow me to forget them."

Justin Timberlake at the The 28th Annual American Music Awards, Jan. 8, 2001.
Kmazur/WireImage via Getty Images, FILE

Editor’s Picks

Jessica Biel shares loving message for Justin Timberlake on his 40th birthday

  • Feb 01, 2021

Despite wishing he could shake some fashion sense into his younger self, the "Palmer" star admits that he's not losing sleep over his past mistake by admitting, "It's all good."

While wearing jeans to the American Music Awards is among his worst ideas, Timberlake also revealed that he hopes his theme for 2021 will be "redemption," saying "if you make a really big mess, it takes a little longer to clean up, you know?"

Timberlake and Spears wore their matching denim outfits on Jan. 8, 2001 -- both were nominated that year for internet fans artist of the year.

Timberlake, who was part of NSYNC at the time, took home the trophy.

Related Articles

MORE: Jessica Biel shares loving message for husband Justin Timberlake on his 40th birthday

The "Cry Me a River" singer recently celebrated his 40th birthday and received a loving message from his wife, Jessica Biel.

In an Instagram post, Biel said "the most creative and fulfilling year to date. Happy 40th, my love."

Editor’s Picks

Jessica Biel shares loving message for Justin Timberlake on his 40th birthday

  • Feb 01, 2021

Up Next in Style—

Largest collection of Queen Elizabeth II's fashion goes on display

April 9, 2026

Trending sunglasses for 2026: '90s-inspired oval shades, modern aviators and more

April 7, 2026

Zendaya rewears 2015 Oscars dress to 'The Drama' premiere

March 18, 2026

Fashion experts weigh in on 2026 Oscars best dressed

March 16, 2026

Shop GMA Favorites

ABC will receive a commission for purchases made through these links.

Sponsored Content by Taboola

The latest lifestyle and entertainment news and inspiration for how to live your best life - all from Good Morning America.
  • Contests
  • Terms of Use
  • Privacy Policy
  • Do Not Sell My Info
  • Children’s Online Privacy Policy
  • Advertise with us
  • Your US State Privacy Rights
  • Interest-Based Ads
  • About Nielsen Measurement
  • Press
  • Feedback
  • Shop FAQs
  • ABC News
  • ABC
  • All Videos
  • All Topics
  • Sitemap

© 2026 ABC News
  • Privacy Policy— 
  • Your US State Privacy Rights— 
  • Children's Online Privacy Policy— 
  • Interest-Based Ads— 
  • Terms of Use— 
  • Do Not Sell My Info— 
  • Contact Us— 

© 2026 ABC News