2000 Teen Choice Awards

Usher showed off his abs at the Teen Choice Awards in an open white fur coat and plenty of bling. Teen girls everywhere rejoiced.
Usher showed off his abs at the Teen Choice Awards in an open white fur coat and plenty of bling. Teen girls everywhere rejoiced.
Never one to shy away from trends, Usher embraced the baggy pants look of the early 2000s and took it one step further by opting for a leather pair at the MTV Music Awards in 2001.
Usher supported the fashion community by attending Vera Wang's spring show in 2003. The singer wore slouchy denim bleached in all the right places and an oversize newsboy cap.
For the 2004 MTV VMAs, which took place in Miami, Usher appropriately accessorized his white suit with a fedora and a cigar.
At a tribute to Ray Charles, Usher sported a chocolate brown velvet suit, accesorized with a bright yellow pocket square.
The R&B crooner donned an oversize blue velvet blazer with white stitch detailing to a Grammys party in 2005, because, well, he's Usher and he can.
Although he opted for a neutral suit at the 2010 Grammys, the singer made the look more "Usher" by adding a checked shirt and a polka-dot tie.
At the unveiling of Kenneth "Babyface" Edmonds' star on the Hollywood Walk of Fame, Usher struck a pose, showing off his tall hat and cool slip-on sneakers.
Usher looked dapper in a fitted maroon suit and black bow tie at the 2014 Golden Globes.
At the 2014 iHeartRadio Music Festival, the singer donned his signature red carpet shades and fresh white kicks.