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From Music to Mom! Jessica Simpson Through the Years: Photos

My, how she’s grown! Jessica Simpson has come a long way since introducing herself to the world as a young singer with memorable pipes. The musician went on to conquer reality TV, the fashion industry, motherhood and the Hollywood dating scene after stepping into the spotlight.

Simpson made her mark with songs such as “I Wanna Love You Forever, “Irresistible,” “With You” and “Take My Breath Away” at the turn of the century. After marrying longtime boyfriend Nick Lachey in October 2002, the couple made the transition to reality TV with MTV’s Newlyweds: Nick and Jessica. The actress won over viewers with her string of laughable one-liners.

The fashion designer later tried her hand at acting, appearing in The Dukes of HazzardEmployee of the MonthBlonde Ambition and other films.

Simpson found her niche when she launched her highly successful clothing collection. What began as a shoe line led to a bevy of lucrative retail offshoots.

Amid a professional high, the Texas native announced her separation from Lachey in November 2005. The pair finalized their divorce in June 2006. Simpson had high-profile relationships with John Mayer and Tony Romo following her divorce.

She got engaged to Eric Johnson in November 2010 after less than a year of dating. The couple welcomed daughter Maxwell in May 2012 and son Ace in June 2013 before tying the knot in July 2014. Simpson gave birth to their third child, daughter Birdie, in March 2019.

Adding a fifth member to their family proved to be a “totally different experience” for the parents, a source told Us Weekly exclusively days after Birdie’s arrival. While the insider proclaimed Johnson was a “super dad,” the kids were “very helpful and sweet with the baby. They’re both very curious and like to be involved.”

The TV personality opened up exclusively to Us in May 2018 about her experience as a mom. “Being a mother is the best opportunity and challenge I’ve ever been blessed with in life,” she gushed.

She added: “Right now my kids are in this amazing stage where I’m really listening to them without judgment and they’re teaching me so much. These little innocent kids teach me so much about life.”

Scroll to revisit Simpson’s journey through her career, motherhood, love and more!


1999

The songstress’ debut single, “I Wanna Love You Forever,” dropped in September 1999. Her first studio album, Sweet Kisses, followed in November.

Canova/Mediapunch/Shutterstock
2002

Simpson began dating Lachey after meeting him in 1998. The pair announced their engagement in February 2002 and wed in October of that year.

Shutterstock
2003

Lachey and Simpson’s popularity soared after the premiere of their MTV reality show, Newlyweds: Nick and Jessica, in August 2003. The series ran for three seasons and became ubiquitous due to laughs provided by its leading lady.

Steinberg/BEI/Shutterstock
2005

Simpson launched The Jessica Simpson Collection in 2005. Forbes reported in May 2014 that the company, which sells shoes, clothing, home decor, fragrances and more, earns approximately $1 billion per year.

Fairchild Archive/Penske Media/Shutterstock
2005

Introducing Daisy Duke! The actress starred as the cutoff-wearing country girl in the August 2005 film adaptation of The Dukes of Hazzard. She recorded her popular single “These Boots Are Made for Walkin’” in conjunction with the movie.

Snap Stills/Shutterstock
2005

Simpson and Lachey announced their separation in November 2005 after three years of marriage. They finalized their divorce in June 2006. The 98 Degrees singer went on to wed Vanessa Minnillo in July 2011; the couple are parents of sons Camden and Phoenix and daughter Brooklyn.

Jim Smeal/BEI/Shutterstock
2006

Simpson began dating Mayer in August 2006. The duo were together for nearly a year on and off before their split in May 2007. The crooner famously compared his ex to “sexual napalm” in a March 2010 interview with Playboy.

Matt Baron/BEI/Shutterstock
2007

The singer dated Romo from November 2007 to July 2009. She later revealed that the Dallas Cowboys quarterback broke up with her on her birthday.

Ron Sachs/Shutterstock
2010

Simpson moved on with Johnson in May 2010. They got engaged the following November.

Sipa/Shutterstock
2012

The former reality star confirmed in October 2011 that she was expecting her first child with Johnson. Their daughter Maxwell Drew arrived in May 2012.

Courtesy of Jessica Simpson/Instagram
2013

Simpson revealed her second pregnancy in December 2012. The couple welcomed son Ace Knute in June 2013.

Courtesy of Jessica Simpson/Instagram
2014

Johnson and Simpson tied the knot in a gorgeous California ceremony in July 2014.

Jordan Strauss/Invision/AP/Shutterstock
2019

The musician announced in September 2018 that she was pregnant with her third child. She gave birth to daughter Birdie Mae in March 2019. Simpson revealed in September 2019 that she shed 100 pounds in the months after her delivery.

Courtesy of Jessica Simpson/Instagram


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