1999

Britney Spears wears a see-through duster with strappy sandals at the MTV Awards in September 1999.
Britney Spears wears a see-through duster with strappy sandals at the MTV Awards in September 1999.
Britney Spears attends the AMAs in 2000 while clad in a plunging jumpsuit and sandals.
Britney Spears hits up the 2000 Teen Choice Awards while clad in a fringed minidress and strappy sandals with architectural heels and clear straps.
Britney Spears wears a see-through lace minidress and kitten heels at the MTV Music Awards in September 2001.
Britney Spears wearing a denim dress alongside Justin Timberlake at the 2001 American Musiv Awards.
Britney Spears attends the “Crossroads” premiere in 2002 while clad in a pale pink minidress, jeans and boots.
Britney Spears attends the London “Crossroads” premiere in 2002 while wearing a leggy silver minidress and strappy sandals.
Britney Spears hits up the MTV Awards in 2002 while clad in a leather minidress, a police officer’s cap and edgy strappy pumps.
Britney Spears attends the Kids’ Choice Awards in 2003 while wearing a beige minidress with a fringed belt and cowboy boots.
Britney Spears wears a gold sparkly minidress and strappy sandals at the NRJ Music Awards in January 2004.
Britney Spears wears fishnet tights, a sheer bodysuit and knee-high boots as she attends the Bambi Awards in 2008.
Britney Spears wears a see-through Reem Acra look with a soaring train at the Billboard Music Awards in May 2016.
Britney Spears steps out in a see-through dress and strappy sandals at the Clive Davis Pre-Grammy party in February 2017.
Britney Spears poses at the GLAAD Media Awards in 2018 while clad in a short silver minidress and pointy-toe pumps.
Britney and Sam Asghasri at the 2019 Daytime Beauty Awards.