Skip to content
Primary Navigation

Hollywood Life

Latest Hollywood Celebrity & Entertainment News

  • Home
  • News
    • All News
    • Celebrity News
    • World News
    • Exclusives
    • Politics
    • Celebrity Babies
    • Celebrity Weddings
    • Pics
  • Entertainment
    • All Entertainment
    • TV
    • Movies
    • Music
    • Sports
    • Sex & Relationships
    • Award Shows
    • Holidays
  • Beauty
    • All Beauty
    • Fragrance
    • Hair Care
    • Health
    • Makeup
    • Nails
    • Skin Care
    • Makeovers
  • Fashion
    • All Fashion
    • Red Carpet
    • Shopping
    • Diet & Fitness
    • Award Shows
    • Makeovers
    • Celebrity Weddings
  • Shopping
    • All Shopping
    • Gift Guide
    • Shop The Look
    • DNA Complete – Best DNA Test
    • Reviews
Search

NewsExpand Menu

  • Celebrity News
  • World News
  • Exclusives
  • Politics
  • Celebrity Babies
  • Celebrity Weddings
  • Pics

EntertainmentExpand Menu

  • TV
  • Movies
  • Music
  • Sports
  • Sex & Relationships
  • Award Shows
  • Holidays

BeautyExpand Menu

  • Fragrance
  • Hair Care
  • Health
  • Makeup
  • Nails
  • Skincare
  • Makeover

FashionExpand Menu

  • Red Carpet
  • Shopping
  • Diet & Fitness
  • Award Shows
  • Makeovers
  • Celebrity Weddings

ShoppingExpand Menu

  • Reviews
  • Gift Guides
  • Shop The Look
  • DNA Complete - Best DNA Test

TrendingExpand Menu

  • TV
  • Exclusives
  • Celebrity Babies
  • Latest Photos

Celebrity BiosExpand Menu

  • Taylor Swift
  • Rihanna
  • Selena Gomez
  • Kim Kardashian
  • Kylie Jenner
  • Kendall Jenner
  • Justin Bieber
  • Miley Cyrus
  • Gigi Hadid
  • Khloe Kardashian
  • Jennifer Lopez
  • Angelina Jolie
  • Harry Styles
  • Kourtney Kardashian
  • ALL CELEBRITY BIOS
Follow Us
  • Facebook
  • Twitter
  • Instagram
  • Pinterest
  • YouTube
Alerts & Newsletters
© 2025 Hollywood Life Media, LLC.

Jessica Simpson’s Sexiest Photos: See The Star’s Hottest Looks

By:
Farrah Julin
May 14, 2022 11:55AM EDT

Jessica Simpson knows how to turn up the heat when she steps out for any event. See her sexiest outfits here!

1 of 18

Jessica Simpson’s Sexiest Looks

Jessica Simpson’s Sexiest Looks
Henry Lamb/BEI/Shutterstock

As one of the world’s most famous designers and reality stars, Jessica Simpson has all eyes on her when she steps out, whether it’s for a red-carpet event or a simple trip to the grocery store. And with each outing, the superstar brings the heat in another amazing outfit. From eye-catching plunging dresses, to fitted tops and daisy dukes, this cover girl definitely knows how to show style with class and a bit of sexiness.

Her jaw-dropping fashion game has always been on point. After becoming a household name with her pop music, she went on to star in her own reality show. She then turned her sights on creating a business empire with shoes, bags and accessories all under her name. The whole time she was rising in the ranks as a boss, she looked incredibly sexy while doing so!

Here, Jessica is seen here at the ‘The Late Show with David Letterman’ in New York on March 2, 2004. The very bronze beauty was stunning in black.

Click through to see more of Jessica’s sexiest looks throughout the years. 

April 30, 2022, 4:51PM
2 of 18

Jessica Simpson in New York City

Jessica Simpson in New York City
BlayzenPhotos / BACKGRID

Jessica Simpson looked fabulous in this skintight yellow cutout dress with a pair of metallic gold, strappy platform heels, a bedazzled gold purse & diamond necklaces. It was in NYC. 

April 13, 2023, 8:55AM
3 of 18

Jessica Simpson In ‘Dukes of Hazzard’

Jessica Simpson In ‘Dukes of Hazzard’
©Warner Bros/courtesy Everett C

Jessica Simpson starred in the 2005 comedy ‘Dukes of Hazzard.’ Here, she rocks a sexy vest and low-rise jeans. 

April 30, 2022, 4:51PM
4 of 18

Jessica Simpson Attends The MTV Video Music Awards

Jessica Simpson Attends The MTV Video Music Awards
John Riley/EPA/Shutterstock

Jessica Simpson Arrives to the American Airlines Arena in Miami for the MtV Video Music Awards in 2004. She rocked a gorgeous white dress with sparkling, silver embellishments. 

April 30, 2022, 4:51PM
5 of 18

Jessica Simpson Slays In A Plunging Gown

Jessica Simpson Slays In A Plunging Gown
C Contino/BEI/Shutterstock

Jessica Simpson arrives at a beauty launch party in New York 2004. Her faux fur wrap was all talk on the red carpet!

April 30, 2022, 4:51PM

More AboutJessica Simpson

  • Jessica Simpson’s Net Worth: How Much Money She Has Now
6 of 18

Jessica Simpson Stuns In A Neon Pink Bikini

Jessica Simpson Stuns In A Neon Pink Bikini
©Warner Bros/Courtesy Everett C

Jessica Simpson rocks a neon pink bikini for ‘Dukes of Hazzard.’ The reality star was in amazing shape for the film. 

April 30, 2022, 4:51PM
7 of 18

Jessica Simpson Slays In A Red Bikini

Jessica Simpson Slays In A Red Bikini
©Warner Bros/Courtesy Everett C

Jessica Simpson appears in 2005’s ‘Dukes Of Hazzard.’ Another bikini was the call for the wardrobe department that day. 

April 30, 2022, 4:51PM
8 of 18

Jessica Simpson Rocks Daisy Dukes

Jessica Simpson Rocks Daisy Dukes
©Warner Bros/Courtesy Everett C

Jessica Simpson really went for the sexy in 2005’s ‘Dukes of Hazzard.’ Here she pairs a pink crop top with daisy dukes. 

April 30, 2022, 4:51PM
9 of 18

Jessica Simpson Charms

Jessica Simpson Charms
©Warner Bros/Courtesy Everett C

Jessica Simpson stuns in ‘Dukes of Hazzard.’ The reality star stole the spotlight in the hilarious comedy. 

April 30, 2022, 4:51PM
10 of 18

Jessica Simpson In ‘Dukes Of Hazzard’

Jessica Simpson In ‘Dukes Of Hazzard’
©Warner Bros/Courtesy Everett C

Jessica Simpson stuns in ‘Dukes of Hazzard.’ The reality star stole the spotlight in the hilarious comedy. 

April 30, 2022, 4:51PM
11 of 18

Jessica Simpson At The 31st Annual American Music Awards Pressroom

Jessica Simpson At The 31st Annual American Music Awards Pressroom
Jim Smeal/BEI/Shutterstock

Jessica Simpson arrives at 31st Annual American Music Awards Pressroom on November 16, 2003 Los Angeles, California. She stunned in a sexy jumpsuit.

April 30, 2022, 4:51PM
12 of 18

Jessica Simpson in a black pantsuit

Jessica Simpson in a black pantsuit
Gregorio T. Binuya/Everett Colle

Jessica Simpson arrives at Jessica Simpson Collection 10th Anniversary Party, Tavern on the Green, New York, NY September 9, 2015. She rocked a Galvan jumpsuit

April 30, 2022, 4:51PM
13 of 18

Jessica Simpson Stuns In A Sexy Black Dress

Jessica Simpson Stuns In A Sexy Black Dress
Broadimage/Shutterstock

Jessica Simpson out and about in New York, 2019. The mother of three rocked a plunging black gown.

April 30, 2022, 4:51PM
14 of 18

Jessica Simpson Performs At Arthur Ashe Kids Day

Jessica Simpson Performs At Arthur Ashe Kids Day
Bill Kostroun/AP/Shutterstock

Jessica Simpson performs during Arthur Ashe Kids Day festivities, at the U.S. National Tennis Center in New York. A white crop top and mini skirt were worn for her concert. 

April 30, 2022, 4:51PM
15 of 18

Jessica Simpson In NY

Jessica Simpson In NY
Ed Betz/AP/Shutterstock

Jessica Simpson performs during a concert at the Nassau Coliseum in Uniondale, N.Y. She took the stage in a gorgeous outfit. 

April 30, 2022, 4:51PM
16 of 18

Jessica Simpson At The 2003 MTV VMAs

Jessica Simpson At The 2003 MTV VMAs
Umdadc/Shutterstock

Jessica Simpson attends the MTV Video Music Awards in 2003. She was a vision in her white suit. 

April 30, 2022, 4:51PM
17 of 18

Jessica Simpson On ‘Good Morning America’

Jessica Simpson On ‘Good Morning America’
Jeff Christensen/AP/Shutterstock

Singer and actress Jessica Simpson performs on ABC’s “Good Morning America” summer concert series in New York’s Bryant Park. Her patriotic outfit had fans screaming. 

April 30, 2022, 4:51PM
18 of 18

Jessica Simpson In A Backless Gown For AMA Party

Jessica Simpson In A Backless Gown For AMA Party
Jim Smeal/BEI/Shutterstock

Jessica Simpson attends the American Music Awards in 2003. She took over the red carpet in a stunning, backless gown. 

April 30, 2022, 4:51PM
Click to Subscribe to Get Our Free HollywoodLife Daily Newsletter to get the hottest celeb news.
Articles Trending Now

Trending Now

Diddy’s Kids: Everything You Need to Know About His 7 Children and Their Mothers

LOS ANGELES, CA - JUNE 21:  Sean Combs and his children arrive at the Los Angeles Premiere Of "Can't Stop Won't Stop" at Writers Guild of America, West on June 21, 2017 in Los Angeles, California.  (Photo by Jon Kopaloff/FilmMagic)

Haley Lindell: Winner of FOX’s ‘Extracted’ Showing What Strength Looks Like

FOX

Chandler, Arizona Child Drowning Incident: Update on the Situation

Chandler, Arizona Child Drowning Incident: Update on 3-Year-Old Trigg Kiser
Sidebar Content

Follow Us:

  • Facebook
  • Twitter
  • Instagram
  • Pinterest
  • YouTube

About Us

  • About Us
  • Mission
  • Writer Bios
  • Advertise With Us
  • Scoops & Corrections
  • Contact Us

Legal

  • Privacy Policy
  • California Privacy Rights
  • AdChoices
  • Terms of Use
  • Data Policy
  • Fulfillment Policy
  • Do Not Sell My Personal Information

News

  • Celebrity News
  • Exclusives
  • World News
  • Politics
  • Celebrity Babies
  • Shopping Reviews

Connect

  • Instagram
  • Facebook
  • Twitter
  • YouTube
  • TikTok
  • DNA Expand
  • DNA Complete - Best DNA Genetic Testing for Health & Ancestry
© Copyright 2025 Hollywood Life Media, LLC.
Powered by WordPress.com VIP
Do not sell or share my personal information
Privacy Settings