Jessica Simpson's Best Hairstyles Ever

Jessica Simpson may get picked on by the tabloid media, but she should be applauded for her always flawless makeup and fabulous hair. It's no wonder her BFF is hairstylist Ken Paves. We narrowed down her looks to her 10 best — check them out and then see if they work for you using our virtual hair makeover tool!

By Megan Cahn

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jessica simpson with straight hair
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Sexy Straight

Jessica goes vamp with long, straight hair and smoldering, smoky eye makeup at the Frederick's of Hollywood fashion show in 2007.
jessica simpson with pink streaked hair
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Pink Streaks

Jessica looks edgy and sweet at the same time with bubble gum highlights at the American Music Awards in 2003.
jessica simpson with brown hair
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Chestnut Hue

Jessica pulls her short-lived brunette locks back into a simple yet elegant style at the Cannes Film Festival in 2007.
jessica simpson with huge curls
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Huge Curls

Jessica pulls off this daring extra big 'do with complete confidence at the Z100’s Jingle Ball in 2003.
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Honey Hive

Jessica glows with peach lips and her golden locks pulled into a bouffant at the CDFA Awards in 2006.
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Asymmetrical Ringlets

Jessica's extra-blonde curls and black eyeliner give her a flirty look at the MTV Music Awards in 2005.
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Blonde Ambition

Jessica looks just perfect with soft waves and pink, glossy lips signing autographs in Texas in 2008.
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Short and Choppy

Jessica looks cute as can be with a blonde layered bob and glossy red lips at a SBE nightclub grand opening in 2006.
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Half-Up Volume

Jessica is a standout with extra-long curls and dramatic eyes at the MTV Movie Awards in 2005.
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Platinum Bob

Jessica looks super-stylish with short blonde curls at the MTV Music Video Awards in 2003.
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