Jessica Simpson through the years

By Meena

Simpson signs autographs in 1999.

Getty Image

Simpson performs "Where You Are" with then-beau Nick Lachey in

Getty Image

Simpson poses on the red carpet at the 27th American Music Awards in 2000.

Getty Image

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

Getty Image

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

Getty Image

Simpson smiles at NYFW 2004.

Getty Image

Simpson debuts a new 'do at the 2005 People's Choice Awards.

WireImage

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

Getty Image

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

Getty Image

Simpson shows off her curves in 2011.

Getty Image

Pregnant Simpson does an interview with Jay Leno in 2012.

Getty Image

Simpson attends the 2014 premiere of "The Hunger Games: Mockingjay - Part 1."

Getty Image

Simpson launches the Jessica Simpson Collection during NYFW in 2016.

Getty Image

Simpson rocks a hot pink suit in 2020.

Getty Image

Simpson heads out to dinner in NYC in 2023.

Getty Image

Next:  15 Best of Taylor Swift’s Eras Tour outfit