Celebrity Transformations Jessica Simpson's Changing Looks By InStyle Editors InStyle Editors Facebook Instagram Twitter Our editors and writers comprise decades of expertise across the beauty, fashion, lifestyle and wellness spaces in print and digital. We prioritize journalistic integrity, factual accuracy, and also having fun with every story we share. InStyle's editorial guidelines Updated on July 10, 2017 @ 11:45AM Pin Share Tweet Email Trending Videos Photo: Kevin Mazur/Getty See the star's beauty transformation throughout the years. 01 of 18 1996 Kevin Mazur/WireImage The blond J.J. Pearce High School student abandoned her studies to record a gospel album, Jessica. 02 of 18 2000 Jeff Vespa/JPI The fresh-faced singer of Sweet Kisses was perky in pigtails. "I think innocence is sexy," she has said. 03 of 18 2001 Jason Kirk/Getty Images She released her album Irresistible-and experimented with lowlights at the American Music Awards. 04 of 18 2001 Kevin Mazur/WireImage The singer made a short-lived switch to eye-matching dark locks. 05 of 18 2003 Jeffrey Mayer/WireImage The bangs-sporting Simpson starred with then-husband Nick Lachey in MTV reality show Newlyweds. 06 of 18 2004 Kevin Mazur/WireImage For the American Music Awards, the In This Skin singer sported wavy waist-length extensions. Hairstylist Ken Paves called the look: "like Brigitte Bardot, playfully sexy." 07 of 18 2006 Steve Granitz/WireImage The Employee of the Month star debuted a Marilyn-inspired red wig from her HairDo line with Ken Paves. "Jessica's hair adjusts well to different fashions," Paves said. 08 of 18 2006 Bryan Bedder/Getty Images For the MTV Video Music Awards, Simpson rocked a pared-down bob inspired by a true diva. Said Paves, "I showed her a photo of Faye Dunaway in Bonnie and Clyde before we cut it." 09 of 18 2007 Jeff Vespa/WireImage "I'm happy to be a brunette because it kind of reflects who I am," Simpson told Extra. She called her dark locks "a little Raquel Welch." 10 of 18 2008 Jeffrey Mayer/WireImage Classic Jessica! The country singer (of Do You Know) launched her Fancy perfume wearing perfectly blended long blond extensions. 11 of 18 2010 Steve Granitz/WireImage The star explored customs the world over in VH1's The Price of Beauty-and wore her lightened locks straight and past the shoulder. 12 of 18 2011 Jon Kopaloff/FilmMagic The newly-engaged performer sported bombshell locks at the annual Hot Hollywood Party. 13 of 18 2012 Jon Kopaloff/FilmMagic) The Fashion Star host showed off her waiting-for-baby two-tone locks. 14 of 18 2013 Jamie McCarthy/Getty Images While pregnant with her second child, son Ace Knute, Simpson promoted her maternity line-and platinum blonde locks. 15 of 18 2014 Rommel Demano/Getty Images Simpson keeps her platinum 'do, complementing the look with black eyeliner and dramatic lashes. 16 of 18 2015 Amanda Edwards/Getty Images Simpson showed off a mane of loose waves at a preview of The Gleason Project in Venice, Calif. 17 of 18 2016 Neilson Barnard/Getty The famous blonde opted for a smoky eye and pale pink lip while attending an event in 2016. 18 of 18 2017 Kevin Mazur/Getty Simpson had lightened up hair at an event in 2017 and contrasted her long wavy strands with heavy black eyeliner and nude lips.