VMAs Style: Glam or Grunge?

Diddy's giving $100,000 to MTV's best-dressed guest. Which look will give Gwen Stefani, Kelly Clarkson and others an edge? By Emily Fromm

01 of 07

GWEN STEFANI

GWEN STEFANI
Jeff Kravitz/FilmMagic; Carlos Diaz/INFGoff

The "Hollaback Girl" nabbed six nominations (including video of the year). Should she rock her retro look (left, at last year's VMAs) or sporty street style (at the Teen Choice Awards) in Miami on Sunday?

02 of 07

KELLY CLARKSON

KELLY CLARKSON
James Devaney/WireImage; Justin Goff/INFGoff

She's up for two awards and will perform a song from her hit album, Breakaway. Should the shoe-shunning singer don an outfit that's lacy (left, at a New York City concert) or racy (in London)?

03 of 07

ALICIA KEYS

ALICIA KEYS
Gilbert Flores/Celebrity Photo; Lisa Rose/JPI

The double nominee is a little bit hip-hop, a little bit soul – and she adds the same mix to her fashions. So should she go for frilly (left, at last year's VMAs) or funky (at a Beverly Hills party)?

04 of 07

SHAKIRA

SHAKIRA
Dimitrios Kambouris/WireImage; Lawrence Lucier/FilmMagic

She's up for two Moon Man trophies, she's slated to perform and – chances are – she'll wear pants. But will the Colombian vocalist pair them with a girly tank (left, at the MTV Latin America VMAs last year) or a rockin' tee (in New York City)?

05 of 07

JESSICA SIMPSON

JESSICA SIMPSON
Mario Anzuoni/Splash News; George Pimentel/WireImage

Like a good Southern girl, the singer-actress often wears dainty dresses on the red carpet (left, at last year's VMAs). But this time, should the VMA presenter keep playing it straight – or show some Daisy Duke-worthy leg (in Toronto)?

06 of 07

MARIAH CAREY

MARIAH CAREY
Phillippe Noisette/Star File; ANTHONY HARVEY/EPA/Landov

She's nominated for two Moon Men for "We Belong Together." Should the songbird fly in a glam gown (left, at a New York City party) or a street-wise get-up (on MTV's Total Request Live in London)?

07 of 07

LINDSAY LOHAN

LINDSAY LOHAN
John Smock/AP; Luis Martinez/AFF-USA

She's a presenter and a nominee (her song "Rumors" is up for best pop video); she's girly (left, in New York City) and rock 'n' roll (in Los Angeles). Which look should Lindsay spin on the VMAs' white carpet?

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