Jessica Simpson’s changing appearance has been at the center of conversations since she rose to fame in the early 2000s. Her weight, in particular, has made headlines, with the singer publicly gaining and losing 100 pounds three times over the years. Keep scrolling to see how the pop star-turned-fashion designer has transformed during her career.
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Simpson signs autographs in 1999.
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Simpson performs “Where You Are” with then-beau Nick Lachey in 2000.
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Simpson poses on the red carpet at the 27th American Music Awards in 2000.
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Simpson rocks a matching denim set in a 2001 photo shoot.
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Simpson shows off a new hairstyle at Z100’s Zootopia in 2001.
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Simpson attends MTV’s “TRL” Tour that same year.
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Simpson adds color to her locks at the 2003 AMAs.
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She sports bangs a few months later at the 2003 Billboard Music Awards in Las Vegas.
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Simpson smiles at NYFW 2004.
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Simpson debuts a new ‘do at the 2005 People’s Choice Awards.
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Simpson launches her now-defunct Dessert edible beauty line in 2005.
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Simpson rocks an edgy look at the Cannes Film Festival in 2007.
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Simpson performs at the 2009 Kiss Country Chili Cook Off in Pembroke Pines, Fla.
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Simpson shows off her curves in 2011.
Jamie McCarthy
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Pregnant Simpson does an interview with Jay Leno in 2012.
NBCU Photo Bank/NBCUniversal via
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Simpson attends the 2014 premiere of “The Hunger Games: Mockingjay – Part 1.”
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Simpson launches the Jessica Simpson Collection during NYFW in 2016.
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Simpson leaves the Bowery Hotel in NYC in 2017.
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Simpson hits the carpet at Beautycon in 2018.
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Simpson rocks a hot pink suit in 2020.
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Simpson celebrates the launch of her brand’s fall 2022 collection in LA.
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Simpson heads out to dinner in NYC in 2023.
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Simpson poses for a Bustle shoot in 2023.
Daniella Midenge / Bustle / Instagram
Simpson attends 2024 Grammy afterparty. Getty Images for W Magazine
Simpson steps out in NYC in 2024. GC Images
Simpson stuns fans with unrecognizable 2024 snap in music studio. Jessica Simpson / Instagram
