All Of Britney Spears' Best Red Carpet Looks Since 1999

Keeping it cute and simple in a strappy dress at the 1999 American Music Awards

For the 2000 AMAs, she upped the sexy with a low-cut jumpsuit.

At the 2000 Grammys, she went for Old Hollywood glamour in a white gown and white fur stole.

At the 2000 VMAs she opted for a black dress with a high slit.

She broke out the color at the 2000 Billboard Music Awards with an orange-and-magenta look.

Wearing her iconic all-denim look to the 2001 American Music Awards with a man whose name escapes me.

She wore a short and sheer mini dress to the 2001 VMAs.

While in Cannes in 2002, she wore a nude dress with butterfly details.

For her film debut, Britney chose a long tank top, knee-high boots, and pink cap for a look that only could have made sense in 2002.

She wore a bright red gown with her biggest hair ever for the 2002 Grammys.

She wore an all-leather-and-lace look to the 2002 VMAs.

A fedora, bow-tie necklace, and a crop top that said "Page Sixsixsix." This outfit deserves all the praise.

One of her first forays into her love of very sparkly dresses at the 2003 American Music Awards.

Yes, Britney Spears wore cargo flare jeans to receive her star on the Hollywood Walk of Fame.

She wore a short lacey black dress to the 2004 Billboard Awards, which she attended with a dog and also a little Chihuahua. I jest, Kevin!

Her beloved sparkly dress got a bit shorter at the 2004 NRJ Awards in Cannes.

Another sparkly dress, this time in silver at the 2008 VMAs.

A brunette Britney wore a sheer black dress to the 2010 Grammys.

For a charity event in 2012, we saw a rare floor-length gown moment.

And another one! This time in black for Elton John's 2013 Oscar party.

Back in her comfort zone in a skin-tight sequined mini dress at the 2015 VMAs.

She wore a sleek one-shoulder black dress to the 2016 VMAs.

Wearing a glittering fringe Giannina Azar dress to accept the Vanguard Award at the 2018 GLAAD Awards.