She's 40! See Jessica Simpson's Incredible Body Evolution Over the Years

Perhaps more than most celebrities, Jessica Simpson has been a body chameleon over the years.

Part of the reason we’ve seen the Jessica Simpson Collection designer’s full body evolution is that she’s been in the spotlight since age 19 when her 1999 debut album, Sweet Kisses, was released. Instantly known as a blonde bombshell with a killer voice, the Texas native and daughter of a minister soon became a full-on cultural phenomenon when she starred in the MTV hit reality series Newlyweds: Nick and Jessica with her now ex-husband, Nick Lachey.

With a tan and toned frame, the “In this Skin” singer was a fitness sensation from the very start of her career. And her reputation for hotness only grew when she starred alongside Johnny Knoxville in the 2005 remake of The Dukes of Hazzard. As Daisy Duke, Simpson’s lean and muscular legs practically became a star in their own right.

Never afraid to show off her assets, Simpson wore bold clothes on the red carpet and the streets from the start. During the early aughts, that meant plenty of crop tops and super-low pants that highlighted her abs.

One fashion misstep while performing at a chili cook-off in Florida in 2009 — the infamous mom jeans incident — soon became more famous than her disastrous romances with John Mayer and Tony Romo. It also led to bullying over her fuller figure. “It’s unfair,” she told Redbook in 2014 of being scrutinized. “What woman wants to be brought down for wearing a pair of jeans?” The relatable star told Oprah Winfrey in an interview later that year that she stood by her pants choice, and even enjoyed a corndog before taking the stage. “I love my curves,” she said. “I’m not ever going to be a size zero and I don’t want to weigh 90 pounds.”

With news of her first pregnancy in 2011, Simpson’s weight and size were in the news once again. After she welcomed her daughter Maxwell in 2012, trolls still mocked Jessica — even when she lost 60 pounds in five months and became a Weight Watchers spokesperson. But she didn’t let the criticism bother her. “I’m not a supermodel!” she told USA Today at the time. “My body is not bouncing back like a supermodel. I’m just your everyday woman who is trying to feel good and be healthy for her daughter, her fiancé and herself … I feel like everybody can do what I am doing.”

After welcoming her second child, son Ace, in 2013, she resumed her WW gig, and the actress showed the world once again that she could shed weight when she wanted. Finally, Simpson made post-pregnancy body headlines when she announced in September 2019 that she had lost 100 pounds in just six months after having her third baby, daughter Birdie, with husband Eric Johnson. “6 months. 100 pounds down (Yes, I tipped the scales at 240 😜),” she captioned her svelte Instagram photo. “So proud to feel like myself again. Even when it felt impossible, I chose to work harder.”

Much of that work has been done with celebrity trainer Harley Pasternak over the years, who had her hitting up to 14,000 steps a day on her Fitbit. After her third time dropping the pregnancy pounds, Pasternak shared his admiration for the dedicated star on Instagram. “Beyond proud of this incredible woman. Been working together for over 12 years and she’s always the most warm, sweet, polite, and respectful person in the world. And on top of it all, after being nonstop pregnant for as long as I can remember, she’s down 100 pounds and looks younger today than she was when we met,” he wrote.

Scroll through to see Simpson’s amazing body evolution over the years.

She's 40! See Jessica Simpson's Incredible Body Evolution Over the Years
1999

Simpson looked trim and fit in an LBD at the Billboard Music Awards in Las Vegas.

Jeff Kravitz/FilmMagic

She's 40! See Jessica Simpson's Incredible Body Evolution Over the Years
2000

The “I Wanna Love You Forever” singer revealed her slim bod in a fitted denim corset at an HMV record store in NYC. 

Jim Smeal/WireImage.com

She's 40! See Jessica Simpson's Incredible Body Evolution Over the Years
2001

While performing at KIIS-FM’s Wango Tango concert, Simpson bared her midriff and legs in a two-piece crop top and shorts ensemble. 

SGranitz/WireImage.com

She's 40! See Jessica Simpson's Incredible Body Evolution Over the Years
2002

The “Irresistible” singer looked sexy and strong in a tank top and jeans at KIIS-FM’s Wango Tango concert.

Bryan Linden/WireImage.com

She's 40! See Jessica Simpson's Incredible Body Evolution Over the Years
2003

Damn! Simpson played up her best assets in a sexy white pantsuit at the MTV Video Music Awards in New York City.

Kevin Mazur/WireImage

She's 40! See Jessica Simpson's Incredible Body Evolution Over the Years
2004

In a teeny striped bikini, the MTV reality star unveiled her toned beach body and flat stomach while on vacation in Hawaii. 

Fame Pictures

She's 40! See Jessica Simpson's Incredible Body Evolution Over the Years
2004

Those legs! Simpson showcased her signature toned stems during an appearance on MTV’s Spring Break in Mexico. 

Stephen Lovekin/FilmMagic.com

She's 40! See Jessica Simpson's Incredible Body Evolution Over the Years
2005

The Texas native slimmed down and got in the best shape of her life for her role in The Dukes of Hazzard. According to her trainer at the time, Simpson focused on squats and worked out six times a week, and followed a strict low-carb, high-protein diet. 


She's 40! See Jessica Simpson's Incredible Body Evolution Over the Years
2006

The blonde bombshell opted for a demure look in a floral dress at a Blockbuster event following her December 2005 split from husband Nick Lachey. 

Gregg DeGuire/WireImage

She's 40! See Jessica Simpson's Incredible Body Evolution Over the Years
2007

While dating John Mayer, the fashion designer switched up her look and dyed her blonde hair brown. She showed off a curvier shape at Pure Nightclub at Caesars Palace in Las Vegas.

Chris Weeks/WireImage

She's 40! See Jessica Simpson's Incredible Body Evolution Over the Years
2008

After splitting from John Mayer, Simpson romanced Tony Romo and slipped back into her daisy dukes for a performance at the 16th Annual Country Thunder concert series in Twin Lakes, Wisconsin. 

Rick Diamond/WireImage.com

She's 40! See Jessica Simpson's Incredible Body Evolution Over the Years
2009

The “Come on Over” singer was criticized for her curvier frame and “mom jeans” while performing during a Chili Cookoff in Florida. “It’s unfair,” she later told Redbook about being scrutinized. "What woman wants to be brought down for wearing a pair of jeans?" 

Chris Gordon/WireImage.com

She's 40! See Jessica Simpson's Incredible Body Evolution Over the Years
2010

A more conservative-looking Simpson covered up in a printed dress for an appearance on the Late Show With David Letterman. 

Ray Tamarra/Getty Images

She's 40! See Jessica Simpson's Incredible Body Evolution Over the Years
2011

While pregnant with her first child, daughter Maxwell Drew, Simpson stunned in an Etro minidress at the Us Weekly Hot Hollywood party. 

Steve Granitz/Wireimage

She's 40! See Jessica Simpson's Incredible Body Evolution Over the Years
2012

A proud Simpson posed nude for Elle magazine while pregnant with Maxwell. "I'm, like, 170 pounds and I wanted to pose nude," she explained to Ryan Seacrest of her decision to strip down. "I try to be, like, 110 pounds. It's funny to be at your heaviest and feel the most confident. I just take such pride in being a mom! I just love my body more than ever now."


She's 40! See Jessica Simpson's Incredible Body Evolution Over the Years
2012

Seven weeks before welcoming Maxwell with husband Eric Johnson in May 2012, the former Fashion Star mentor joked that she felt like she had "a bowling ball sitting on my hoo-ha" during an appearance on The Tonight Show With Jay Leno.

Paul Drinkwater/NBC/NBCU Photo Bank via Getty Images

She's 40! See Jessica Simpson's Incredible Body Evolution Over the Years
2012

Simpson showed off her svelte post-baby body during a Jessica Simpson Collection event at Macy’s in November 2012. The businesswoman credited Weight Watchers for helping her ditch nearly 60 pounds. 

Jamie McCarthy/Getty Images for Jessica Simpson

She's 40! See Jessica Simpson's Incredible Body Evolution Over the Years
2013

Pregnant with her second child, son Ace Knute, Simpson served as a bridesmaid in her pal Kathryn Syroka's wedding. "Going into my second pregnancy, I was just like, 'Oh, I can't eat the whole cake. I can just eat a piece of cake,'" she told ABC News at the time. "I didn't limit myself, and I definitely was not on a diet during my pregnancy, but I did stay active and I had Maxwell to chase around because she turned 1 and started walking, so I was a running pregnant woman."

FAMEFLYNET PICTURES

She's 40! See Jessica Simpson's Incredible Body Evolution Over the Years
2013

After giving birth to Ace Knute in June 2013, Simpson became a spokesperson for Weight Watchers and showcased her impressive weight loss during a photo shoot for the brand in November 2013. 

Courtesy of Weight Watchers

She's 40! See Jessica Simpson's Incredible Body Evolution Over the Years
2014

The mom of two, who continues her daily workouts and uses Weight Watchers' point system, nearly broke Instagram after she shared a photo of her toned body in a swimsuit via the social media app. 

Courtesy of Simpson/Instagram

She's 40! See Jessica Simpson's Incredible Body Evolution Over the Years
2015

A slim Simpson celebrated her 35th birthday in St. Bart’s in July 2015 and proudly modeled a sexy white one-piece via Instagram, captioning her photo “Vacation vibes.”

Courtesy of Simpson/Instagram

She's 40! See Jessica Simpson's Incredible Body Evolution Over the Years
2016

Sexier than ever! Simpson donned a teeny red bikini while lounging with her hubby, Eric Johnson, in February 2016. “Happy Valentines Day #thisJohnsonisgettinIt,” she captioned the sultry snap. 

Courtesy of Simpson/Instagram

She's 40! See Jessica Simpson's Incredible Body Evolution Over the Years
2017

The Jessica Simpson Collection designer looked demure in polka dots at the Princess Grace Awards Gala Kickoff event in L.A. in October 2017.

Matt Baron/Shutterstock

She's 40! See Jessica Simpson's Incredible Body Evolution Over the Years
2018

Ready for fun in the sun! The star donned a bikini top and a sarong in a sultry mirror selfie she posted on Instagram in April 2018. “Vacation closet vibes take 2 🍍,” she captioned the photo.

Courtesy of Jessica Simpson/Instagram

She's 40! See Jessica Simpson's Incredible Body Evolution Over the Years
2018

In October 2018, Simpson attended the 25th Annual Fashion Footwear Association of New York’s Gala in NYC while pregnant with her third baby.

Gregory Pace/Shutterstock

She's 40! See Jessica Simpson's Incredible Body Evolution Over the Years
2019

Hot mama! The star revealed on Instagram in September 2019 that she’d lost 100 pounds just six months after welcoming her third baby, daughter Birdie Mae. “My first trip away from #BIRDIEMAEand emotional for many reasons, but so proud to feel like myself again,” Simpson wrote, after revealing she had “tipped the scales at 240” pounds. “Even when it felt impossible,” she added, “I chose to work harder.”

Courtesy of Jessica Simpson/Instagram

She's 40! See Jessica Simpson's Incredible Body Evolution Over the Years
2020

On the eve her 40th birthday, the Dukes of Hazzard star took to Instagram on July 9 to show off her 14-year-old True Religion jeans that she can still fit into. “I figured that since I’m in the final hours of my 30’s I’d give them another try,” she wrote in the accompanying caption. “And hello 40, so nice to meet you.”

Courtesy of Jessica Simpson/Instagram

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