Sydney Sweeney, Sofia Vergara step out together in NYC and more star snaps

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.

Simpson signs autographs in 1999.Getty Images

Simpson performs “Where You Are” with then-beau Nick Lachey in 2000.Getty Images

Simpson poses on the red carpet at the 27th American Music Awards in 2000.Corbis via Getty Images

Simpson rocks a matching denim set in a 2001 photo shoot.Getty Images

Simpson shows off a new hairstyle at Z100’s Zootopia in 2001.WireImage

Simpson attends MTV’s “TRL” Tour that same year.WireImage

Simpson adds color to her locks at the 2003 AMAs.Getty Images

She sports bangs a few months later at the 2003 Billboard Music Awards in Las Vegas.WireImage

Simpson smiles at NYFW 2004.WireImage

Simpson debuts a new ‘do at the 2005 People’s Choice Awards.WireImage

Simpson launches her now-defunct Dessert edible beauty line in 2005.FilmMagic

Simpson rocks an edgy look at the Cannes Film Festival in 2007.Getty Images

Simpson performs at the 2009 Kiss Country Chili Cook Off in Pembroke Pines, Fla.Getty

Simpson shows off her curves in 2011.Jamie McCarthy

Pregnant Simpson does an interview with Jay Leno in 2012.NBCU Photo Bank/NBCUniversal via

Simpson attends the 2014 premiere of “The Hunger Games: Mockingjay – Part 1.”Getty Images

Simpson launches the Jessica Simpson Collection during NYFW in 2016.WireImage

Simpson leaves the Bowery Hotel in NYC in 2017.GC Images

Simpson hits the carpet at Beautycon in 2018.WireImage

Simpson rocks a hot pink suit in 2020.Getty Images

Simpson celebrates the launch of her brand’s fall 2022 collection in LA.Getty Images for Jessica Simpson

Simpson heads out to dinner in NYC in 2023.GC Images

Simpson poses for a Bustle shoot in 2023.Daniella Midenge / Bustle / Instagram



