In a fuschia Alexander McQueen suit for Create & Cultivate Los Angeles at Rolling Greens Los Angeles on February 22, 2020, in California. AFP
Jessica Simpson, in a pink and cream animal two-piece, attends the 'What's Next' issue party for 'Teen People' in Hollywood on January 14, 2000. Getty Images
Clad in white embellished trousers and a grey tank top at her 20th birthday with fans in Santa Monica on July 12, 2000. ImageDirect
In a pink crop top and jeans during an in-store appearance at HMV Records in New York City on July 21, 2000. Liaison
In a lion crop top and jeans at Music Mania 2000 in Jacksonville, Florida on August 13, 2000. ImageDirect
Clad in a black mini with feathered sleeves at the 2000 Billboard Music Awards in Las Vegas on December 5, 2000. Liaison
It's denim on denim for Jessica - jacket over shorts - at Nickelodeon's 14th Annual Kid's Choice Awards in Santa Monica on April 21, 2001. Liaison
Pretty in pastel pink and blue at the 2001 Met Gala in New York on April 23, 2001. Newsmakers
Wearing a navy bandeau dress at Entertainment Weekly's second annual 'It List' party in New York City on June 23, 2003. AFP
In a pink tiered top and wide-legged trousers at A Tribute to Magic Johnson at the Shrine Auditorium, Los Angeles on February 12, 2004. Getty Images
Gracing the red carpet in a glittering gold gown at the 7th Annual VH1 Divas concert, at the MGM Grand, Las Vegas on April 18, 2004. AFP
In a green strapless dress at the Make-A-Wish Foundation 2004 Awards Dinner on October 23, 2004. AFP
In a two-tone blue dress at 'The Dukes of Hazzard' premiere in Hollywood on July 28, 2005. AFP
Striking in a purple and orange ombre gown for the UK premiere of 'The Dukes Of Hazzard' in London, on August 22, 2005. Getty Images
In a cream mini prom dress at the 8th Annual Teen Choice Awards on August 20, 2006. AFP
Making a statement in blue metallic Herve Leger during the 60th International Cannes Film Festival on May 18, 2007. Getty Images
Keeping warm in a black dress and grey fur-collared cape, at a gala to celebrate Macy's 150th birthday at Gotham Hall on October 28, 2008, in New York City. AFP
It's a black vest and jeans for Jessica while performing live at the 99.9 Kiss Country 24th Annual Chili Cook Off, in Florida on January 25, 2009. WireImage
A one-shouldered floral gown for the 2010 Operation Smile annual gala at Cipriani, Wall Street on May 6, 2010. AFP
Statuesque in a gold studded gown at the grand opening of the Casino Club at The Greenbrier in White Sulphur Springs, West Virginia on July 2, 2010. AFP
Wearing a denim piece from her own Jessica Simpson Collection, with Eric Johnson at the Jessica Simpson Collection Showroom on September 7, 2010, in New York. Getty Images
In a mini printed dress at the Us Weekly Hot Hollywood party on April 26, 2011. AFP
Showing off her baby bump in a sequinned black mini at the NBC Universal All-Star Party in Pasadena, California on January 6, 2012. FilmMagic
Wearing her own Jessica Simpson Maternity line, at Belk Southpark in Charlotte, North Carolina on March 23, 2013. AFP
Summery in a yellow mini dress, at the 11th Annual John Varvatos Stuart House Benefit on April 13, 2014. AFP
In a black Jessica Simpson Collection dress at the Forbes Women's Summit: The Entrepreneurship of Everything, in New York City on May 15, 2014. AFP
Sparkling in a gold vintage one-shoulder dress at 'The Hunger Games: Mockingjay - Part 1' premiere in Los Angeles, on November 17, 2014. AFP
In black short sleeve floral Monique Lhuillier, at the YMA Fashion Scholarship Fund Geoffrey Beene National Scholarship Awards Gala in New York City on January 12, 2016. AFP
Stylish in a black Brandon Maxwell jumpsuit, at the FFANY Shoes On Sale Gala Fundraiser, hosted by QVC on October 25, 2016. AFP
It's a yellow mini dress for The 2018 Outstanding Mother Awards in New York City on May 11, 2018. AFP
Black leather trousers and a black top are her pick for the Beautycon Festival LA 2018, on July 14, 2018. AFP
Wearing Elie Saab to be named Fashion Icon Award Honoree at the 25th Annual QVC FFANY Shoes on Sale Gala on October 11, 2018. AFP
In a red Alexander Wang snake print dress, visits SiriusXM Studios, New York City on February 05, 2020. AFP
In a fuschia Alexander McQueen suit for Create & Cultivate Los Angeles at Rolling Greens Los Angeles on February 22, 2020, in California. AFP
Jessica Simpson, in a pink and cream animal two-piece, attends the 'What's Next' issue party for 'Teen People' in Hollywood on January 14, 2000. Getty Images
Clad in white embellished trousers and a grey tank top at her 20th birthday with fans in Santa Monica on July 12, 2000. ImageDirect
In a pink crop top and jeans during an in-store appearance at HMV Records in New York City on July 21, 2000. Liaison
In a lion crop top and jeans at Music Mania 2000 in Jacksonville, Florida on August 13, 2000. ImageDirect
Clad in a black mini with feathered sleeves at the 2000 Billboard Music Awards in Las Vegas on December 5, 2000. Liaison
It's denim on denim for Jessica - jacket over shorts - at Nickelodeon's 14th Annual Kid's Choice Awards in Santa Monica on April 21, 2001. Liaison
Pretty in pastel pink and blue at the 2001 Met Gala in New York on April 23, 2001. Newsmakers
Wearing a navy bandeau dress at Entertainment Weekly's second annual 'It List' party in New York City on June 23, 2003. AFP
In a pink tiered top and wide-legged trousers at A Tribute to Magic Johnson at the Shrine Auditorium, Los Angeles on February 12, 2004. Getty Images
Gracing the red carpet in a glittering gold gown at the 7th Annual VH1 Divas concert, at the MGM Grand, Las Vegas on April 18, 2004. AFP
In a green strapless dress at the Make-A-Wish Foundation 2004 Awards Dinner on October 23, 2004. AFP
In a two-tone blue dress at 'The Dukes of Hazzard' premiere in Hollywood on July 28, 2005. AFP
Striking in a purple and orange ombre gown for the UK premiere of 'The Dukes Of Hazzard' in London, on August 22, 2005. Getty Images
In a cream mini prom dress at the 8th Annual Teen Choice Awards on August 20, 2006. AFP
Making a statement in blue metallic Herve Leger during the 60th International Cannes Film Festival on May 18, 2007. Getty Images
Keeping warm in a black dress and grey fur-collared cape, at a gala to celebrate Macy's 150th birthday at Gotham Hall on October 28, 2008, in New York City. AFP
It's a black vest and jeans for Jessica while performing live at the 99.9 Kiss Country 24th Annual Chili Cook Off, in Florida on January 25, 2009. WireImage
A one-shouldered floral gown for the 2010 Operation Smile annual gala at Cipriani, Wall Street on May 6, 2010. AFP
Statuesque in a gold studded gown at the grand opening of the Casino Club at The Greenbrier in White Sulphur Springs, West Virginia on July 2, 2010. AFP
Wearing a denim piece from her own Jessica Simpson Collection, with Eric Johnson at the Jessica Simpson Collection Showroom on September 7, 2010, in New York. Getty Images
In a mini printed dress at the Us Weekly Hot Hollywood party on April 26, 2011. AFP
Showing off her baby bump in a sequinned black mini at the NBC Universal All-Star Party in Pasadena, California on January 6, 2012. FilmMagic
Wearing her own Jessica Simpson Maternity line, at Belk Southpark in Charlotte, North Carolina on March 23, 2013. AFP
Summery in a yellow mini dress, at the 11th Annual John Varvatos Stuart House Benefit on April 13, 2014. AFP
In a black Jessica Simpson Collection dress at the Forbes Women's Summit: The Entrepreneurship of Everything, in New York City on May 15, 2014. AFP
Sparkling in a gold vintage one-shoulder dress at 'The Hunger Games: Mockingjay - Part 1' premiere in Los Angeles, on November 17, 2014. AFP
In black short sleeve floral Monique Lhuillier, at the YMA Fashion Scholarship Fund Geoffrey Beene National Scholarship Awards Gala in New York City on January 12, 2016. AFP
Stylish in a black Brandon Maxwell jumpsuit, at the FFANY Shoes On Sale Gala Fundraiser, hosted by QVC on October 25, 2016. AFP
It's a yellow mini dress for The 2018 Outstanding Mother Awards in New York City on May 11, 2018. AFP
Black leather trousers and a black top are her pick for the Beautycon Festival LA 2018, on July 14, 2018. AFP
Wearing Elie Saab to be named Fashion Icon Award Honoree at the 25th Annual QVC FFANY Shoes on Sale Gala on October 11, 2018. AFP
In a red Alexander Wang snake print dress, visits SiriusXM Studios, New York City on February 05, 2020. AFP
In a fuschia Alexander McQueen suit for Create & Cultivate Los Angeles at Rolling Greens Los Angeles on February 22, 2020, in California. AFP