VMAs Fashion Hit or Miss?

Check out the red carpet triumphs and trip-ups of your favorite stars at the 2006 VMAs – then rate the looks yourself! By Melissa Liebling-Goldberg

01 of 12

JENNIFER LOPEZ

JENNIFER LOPEZ
Frank Micelotta/Getty

The star went retro in this gold lame Biba minidress and head wrap paired with over-the-knee Versace boots and vintage Fred Leighton diamonds.

02 of 12

PARIS HILTON

PARIS HILTON:WORST
Bill Davila/Startraks

The singer-heiress looked like she was inspired by Madonna’s iconic “Like a Virgin” VMA performance when she arrived in a tulle-laden white dress paired with black ankle boots.

03 of 12

JESSICA SIMPSON

JESSICA SIMPSON:BEST
EMPICS/Landov

Simply irresistible? Showing off a new sleek bob, the singer took a page from Robert Palmer’s backup dancers in a teeny black minidress and spiked heels.

04 of 12

BEYONCé

BEYONCé
Chris Polk/FilmMagic

The singer looked every inch a Dreamgirl in her dazzling Versace Atelier gown and Lorraine Schwartz diamonds.

05 of 12

JUSTIN TIMBERLAKE

JUSTIN TIMBERLAKE
Jamie McCarthy/WireImage

We hate to say it, but it is the truth: He did bring sexy back. Timberlake looked cool and collected in his sleek YSL three-piece suit and striped shirt.

06 of 12

CHRISTINA AGUILERA

CHRISTINA AGUILERA:BEST
Kevin Mazur/WireImage

Channeling Jean Harlow, the perfomer sauntered down the red carpet in a beaded Versace gown and a $550,000 Lorraine Schwartz diamond necklace.

07 of 12

SHAKIRA

SHAKIRA:BEST
AXELLE/BAUER-GRIFFIN

The most nominated artist of the show was pure elegance in a black ruffled Tadashi gown with a long Erickson Beaman necklace and loose curls.

08 of 12

NICOLE RICHIE

Image
Kevin Mazur/WireImage

The petite star stood out in her form-fitting cream crocheted Ralph Lauren gown and intricate necklace.

09 of 12

DIDDY

Image
Andrea Renault /Globe

He may not have spoken on the red carpet, but his sharp silver and black Emanuelle Ungaro Homme suit screamed out “Well-dressed!”

10 of 12

VANESSA MINNILLO

VANESSA MINNILLO:WORST
Gregorio Binuya/ABACA

The then-host of TRL hit the other side of the red carpet in this second-skin bronze sequined frock and strappy sandals.

11 of 12

FERGIE

FERGIE:BEST
AXELLE/BAUER-GRIFFIN

A far cry from her daring costumes, The Duchess looked regal in this cream Max Azria Atelier mini and satin headband.

12 of 12

RIHANNA

RIHANNA:BEST
Peter Kramer/Getty

The singer (and nominee) glowed in her sequined D&G minidress, sky-high heels and H. Stern diamonds.

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