Debra Messing's Best Hairstyles Ever

As the quirky half of the lovable duo Will and Grace, Debra Messing never failed to make us laugh. On the red carpet she never fails to make us envious of her amazing style and, well, grace. Take a look at her most fabulous moments and see if you can rock them with our virtual hair makeover tool!

By Megan Cahn

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Dramatic Waves

Debra is stunning with glossy titian tresses and smoky eyes at the NYC Whatever Works premiere in 2009.
debra messing with a classic updo
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Classic Style

Debra channels Audrey Hepburn with this ladylike updo at an event for The Starter Wife in 2008.
debra messing with a side part
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Side Part

Debra goes for extra-sleek straight hair and peach lips at MTV's TRL in 2005.
debra messing with retro waves
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Retro Waves

Debra's auburn locks look lovely with large, side-swept 1940s curls at a USA Network event in 2008.
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Slicked Back

Smoky eyes and slick, straight hair give Debra a chic look at a benefit in 2009.
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Curled Updo

Debra piles her red curls high on her head and pairs the updo with nude lipstick for the Along Came Polly premiere in 2004.
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Pin Straight

Debra dons straightened hair parted down the middle, blue eye shadow, and extra-long lashes for a sleek look at the Night of the Stars in 2008.
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Major Volume

Debra looks gorgeous with large brown curls, rosy cheeks, and bronzed skin at the Screen Actors Guild Awards in 2003.
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Seeing Red

Debra's red lips and red, pulled-back hair are the perfect pair at a Cure Autism gala in 2005.
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Crimson Curls

Debra sizzles with brushed-back waves and extra-glossy lips at the Emmy Awards in 2002.
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