Grammy Awards: Best and Worst Dresses Of All Time

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Best White Dress

Instead of her usual midriff-baring look, Britney Spears went for a sophisticated white Randolph Duke gown with a glamorous Oscar de la Renta fur wrap in 2001.

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Best Maternity Look

Gwen Stefani made pregnancy look super chic with this one-shoulder, leopard-print L.A.M.B dip-dyed gown in 2006.

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Best Strapless Dress

Fergie wowed in a surprisingly minimalist lemon yellow Calvin Klein Collection column and dazzling jewels on the 2008 red carpet.

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Best Wings

Katy Perry accessorized her custom Armani jeweled bustier and iridescent ruffled skirt with white feathered wings (yes, wings) in 2011.

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Best Over-the-Top Ensemble

The year before she arrived in an egg, Lady Gaga made an equally head-turning entrance in this custom celestial design by Giorgio Armani Prive, which featured an iridescent rhinestone-wrapped ball gown over a stone-studded body stocking in 2010.

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Best Print

Country glamour! Carrie Underwood hit the 2008 show in a colorful Zuhair Murad gown with a sexy plunging neckline. 

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Best Dressed of All Time

This sheer, plunging Versace design (it was held in place with double-stick tape!) catapulted Jennifer Lopez to international fame in 2000. Over a decade later she officially became the MVP of Grammy fashion when she wore a super-short silver Emilio Pucci look with matching Christian Louboutin shoes.

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Best Curves

Beyonce has worn several head-turning looks to the awards, but none showed off her incredible body like this nude, cleavage-enhancing Stephane Rolland dress in 2010.

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Best Feathers

It wasn't as wild or edgy as some of her other red carpet ensembles, but Rihanna's 2008 cobalt blue, feather-trimmed Zac Posen dress was one of her best.

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Best Gold

Despite a lack of musical talent, Kim Kardashian managed to steal the show in 2011 in a plunging, gold Kaufman Franco dress, which looked like it came straight from J.Lo's closet.

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Worst Embellishment

The metallic detail on Paula Abdul's yellow Basil Soda dress downgraded the look from "bad" to "truly awful" in 2009. 

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Worst Gown

Some people loved Natasha Bedingfield's blue floral-embroidered sheer gown in 2011. We weren't one of them.

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Worst Maternity Look

Yes, M.I.A. showed up and performed on her due date in 2009, but what was the pregnant rapper's excuse for her sheer polka-dot look? 

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Worst Coordinating Costumes

In 2001 the members of Destiny's Child hit the show in coordinating (and equally hideous) green custom ensembles by Tina Knowles.

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Worst Slit

Whoa! Even J.Lo cringed at Toni Braxton's ultra-revealing Richard Tyler "dress" in 2001.

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Worst Sparkles

In lieu of an actual top, former Baywatch star Traci Bingham just (barely) covered up her assets with some rhinestones in 2001. Hey, at least she wore pants.

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Worst Hair

As if her cleavage-baring Trish Summerville dress wasn't bad enough, Christina Aguilera decided to wear her hair in a bazillion braids in 2001.

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Worst Sari

Alicia Keys donned a bizarre sari-inspired hooded design over floral-embroidered jeans and accessorized with Swarovski crystal-studded eye makeup in 2002.

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Worst Cut-Out Dress

Sheryl Crow's banana-colored, cut-out dress (it also had a nearly hip-high slit), made her abs look more scary than sexy in 2005.

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Worst Hair Accessory

Between Imogen Heap's wacky flower-adorned outfit -- which was made by a designer who contacted her on MySpace -- and the plant growing out of her head, the singer was the definition of a fashion disaster in 2007.