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Wendy Williams’ Sexiest Outfits: See Pics of the Star’s Hottest Looks

By:
Jennifer Phang
July 18, 2023 10:24AM EDT
Wendy Williams
Bryan Steffy/BET/

Check out some of Wendy Williams’ hottest looks through the years!

Wendy Williams is not afraid to show off her amazing figure, and considering she’s just getting better and better with age, she’s been wearing some of the sexiest looks EVER over the last few years. Wendy is a big fan of skintight ensembles, and she loves to rock a plunging look every so often, as well. Whether it’s on the red carpet or when she’s hitting the streets of NYC, Wendy always brings it with her style game. Now that she’s single — she split from Kevin Hunter in 2019 — she’s been wearing even sexier outfits than ever, and we’ve rounded up some of her hottest looks of all time right here. Keep scrolling through to check them out!

1 of 27

Wendy Williams in orange

Wendy Williams in orange
NameFace LLC/Shutterstock

Wendy hits the red carpet in a tight orange dress, which she paired with pointy heels and a jacket to match the ensemble. Gorgeous! 

June 7, 2019, 1:39PM
2 of 27

Wendy Williams in NYC

Wendy Williams in NYC
T.JACKSON / BACKGRID

Wendy Williams was out in NYC on Feb. 22, when she rocked incredibly short black biker shorts with a Bergdorf Goodman T-shirt tucked in, a New York Yankees varsity jacket on top, a colorful Fendi purse & a pair of furry black boots.  

February 23, 2023, 12:34PM
3 of 27

Wendy Williams in NYC

Wendy Williams in NYC
Felipe Ramales / SplashNews.com

Wendy Williams looked fabulous in a pair of super short Louis Vuitton denim shorts with a brown Louis Vuitton leather & fur jacket, sheer brown Fendi tights, fluffy black boots & a green Gucci purse while out to eat at Fresco by Scotto restaurant in New York City on Feb. 21. 

February 22, 2023, 8:57AM
4 of 27

Wendy Williams and Jason Lee attend the Met Gala Afterparty

Wendy Williams and Jason Lee attend the Met Gala Afterparty
North Woods / BACKGRID

Wendy Williams and Jason Lee attend the Met Gala Afterparty at The Standard Hotel in New York, NY. It was a rare public apperance from Wendy in 2022. 

May 3, 2022, 9:46AM
5 of 27

Wendy Williams in daisy dukes

Wendy Williams in daisy dukes
Christopher Peterson / SplashNew

Wendy Williams rocked daisy dukes and a Yankees varsity jacket in New York in 2021. She was stepping out after controversy surrounding the way she covered TikTok star Matima Miller’s death on her show.

July 13, 2021, 8:35AM

More AboutWendy Williams

  • Wendy Williams’ Health: Everything to Know About the Star’s Battle With Dementia & Graves’ Disease
  • Where Is Wendy Williams Now? Everything to Know About Her Life Today Amid Her Struggles
  • Wendy Williams’ Net Worth: How Much Money Does She Have Now?
6 of 27

Wendy Williams In A Leopard Print Dress

Wendy Williams In A Leopard Print Dress
THEREALSPW / SplashNews.com

Wendy Williams wears a full-length leopard print dress as she leaves dinner at ‘Catch’ Restaurant in West Hollywood, CA. She kept the look comfortable by pairing the dress with black sneakers, and she carried a black handbag to match.

July 16, 2020, 2:21PM
7 of 27

Wendy Williams In An Off-The Shoulder Black Dress

Wendy Williams In An Off-The Shoulder Black Dress
Photographer Group/MEGA

Wendy Williams hits the town in Hollywood while wearing an off-the-shoulder black dress, which hugged her figure to perfection. Her night out was in honor of getting a star on the Hollywood Walk of Fame, and she definitely dressed the part.

July 16, 2020, 2:21PM
8 of 27

Wendy Williams In A Black Dress & Sneakers

Wendy Williams In A Black Dress & Sneakers
DARA / BACKGRID

Wendy Williams wows in white and black while out in a sheer dress. Wendy looks great as she is seen making her way down the street. She paired the look with a white jacket and sunglasses, as well. 

September 17, 2019, 3:13PM
9 of 27

Wendy Williams Leaves Sirius XM Radio In NYC

Wendy Williams Leaves Sirius XM Radio In NYC
TheHapaBlonde / SplashNews.com

Wendy Williams steps out in a vibrant pink and white patterned dress in New York City, as she’s seen leaving Andy Cohen’s radio show at Siriux XM. She flashed a big smile as she left the building, but hid behind a large pair of frames. 

August 12, 2019, 1:30PM
10 of 27

Wendy Williams In An Animal Print Skirt

Wendy Williams In An Animal Print Skirt
BACKGRID

Wendy Williams is seen on an outing in Aug. 2019. She wore a black top with a light blue and red mini skirt, which she paired with sneakers and her hair in waves.

August 6, 2019, 1:44PM
11 of 27

Wendy Williams Out & About In NYC

Wendy Williams Out & About In NYC
BACKGRID

Wendy Williams was seen for the first time in New York City after being body-shamed by Bow Wow on Twitter. The talk show host stepped out with a piece of art as she headed to the studio to film her show on July 29, 2019. 

July 29, 2019, 10:44AM
12 of 27

Wendy Williams Celebrates Her 55th Birthday

Wendy Williams Celebrates Her 55th Birthday
Felipe Ramales / SplashNews.com

Wendy Williams rang in her 55th birthday with a huge party at Serendipity in NYC. Celebs like Blac Chyna came out to party with the talk show host. Of course, Wendy looked like a queen in her strapless black dress.

July 18, 2019, 11:45PM
13 of 27

Wendy Williams Parties In A Tiara

Wendy Williams Parties In A Tiara
Felipe Ramales / SplashNews.com

Wendy Williams wore a massive tiara, Louis Vuitton sneakers, and a black maxi dress for her 55th birthday party. So cute!  She was all smiles as people cheered her on in the street.

July 19, 2019, 8:52AM
14 of 27

Wendy Williams Rocks A Pink Dress & Tiara

Wendy Williams Rocks A Pink Dress & Tiara
Broadimage/Shutterstock

Wendy Williams slayed in her cute outfit for the birthday episode of ‘The Wendy Williams Show’, wearing a pink sweater dress and that tiara. She smiled while walking into the show and waving at her loyal fans.

July 18, 2019, 9:03AM
15 of 27

Wendy Williams In Short Shorts

Wendy Williams In Short Shorts
BACKGRID

Wendy Williams greeted excited fans outside her show studios in New York on July 17, 2019. She looked amazing in white daisy dukes and a t-shirt with mesh stockings. 

July 17, 2019, 10:03AM
16 of 27

Wendy Williams In A Slip Dress

Wendy Williams In A Slip Dress
Elder Ordonez / SplashNews.com

Wendy Williams was all smiles while heading to work on July 16, 2019. The host was heading to her New York City studio in fuzzy black slippers and a beige maxi dress.  

July 16, 2019, 1:37PM
17 of 27

Wendy Williams In Leather Pants

Wendy Williams In Leather Pants
Broadimage/Shutterstock

Wendy Williams rocks leather pants and a skintight black top. She wore the sexy ensemble to attend an event at a casino in Las Vegas back in 2014.

June 7, 2019, 1:34PM
18 of 27

Wendy Williams In A Belted Dress

Wendy Williams In A Belted Dress
Diane Bondareff/Invision/AP/Shut

Wendy Williams hits the red carpet ahead of her hosting gig at the 2013 Muse Awards in New York City. She wore a gorgeous blue dress, which featured a belt to cinch her slim waist.

 

June 7, 2019, 1:34PM
19 of 27

Wendy Williams in a Denim Jumpsuit

Wendy Williams in a Denim Jumpsuit
Joe Papeo/Shutterstock

Wendy Williams wears a denim jumpsuit while hitting the stage at the Global Citzen Festival in Sept. 2017. She paired the look with shades and statement jewelry.

June 7, 2019, 1:39PM
20 of 27

Wendy Williams In A Black Dress

Wendy Williams In A Black Dress
Mediapunch/Shutterstock

Wendy Williams stuns in a black gown to celebrate her 50th birthday in July 2014. The dress included a plunging neckline with sheer fabric.

June 7, 2019, 1:34PM
21 of 27

Wendy Williams In A Little Red Dress

Wendy Williams In A Little Red Dress
Mediapunch/Shutterstock

Wendy Williams stuns in a little red dress while attending an event in New York City. She paired the look with pointy nude heels and looked beyond fierce while posing on the red carpet.

June 7, 2019, 1:34PM
22 of 27

Wendy Williams In A Black Dress

Wendy Williams In A Black Dress
Erik Pendzich/Shutterstock

Wendy Williams wears a one-shouldered black dress while at a fashion show in New York City. She wore a red coat to add a pop of color to the look, too.

June 7, 2019, 1:39PM
23 of 27

Wendy Williams Rocks A Red Dress

Wendy Williams Rocks A Red Dress
Mediapunch/Shutterstock

Wendy Williams shows off her amazing figure in a red gown to light up the Empire State Building in Sept. 2017. She was all smiles as she posed for photos in the look.

June 7, 2019, 1:34PM
24 of 27

Wendy Williams In A Pink Dress

Wendy Williams In A Pink Dress
Mediapunch/Shutterstock

Wendy Williams shows some leg in a skintight pink dress on the red carpet. The gown featured a leg slit that was super sexy!

June 7, 2019, 1:34PM
25 of 27

Wendy Williams In An All-Denim Look

Wendy Williams In An All-Denim Look
Marion Curtis/Starpix/Shuttersto

Wendy Williams rocks an all-denim look to attend the Keds Centennial Celebration in 2016. She looked amazing as she posed for pics on the red carpet.

June 7, 2019, 1:34PM
26 of 27

Wendy Williams In A Purple Dress

Wendy Williams In A Purple Dress
Mediapunch/Shutterstock

Wendy Williams shows off her slim figure in a purple dress as she arrives to a taping in New York City. Her legs looked amazing in the mini ensemble!

June 7, 2019, 1:34PM
27 of 27

Wendy Williams Rocks A Red Gown

Wendy Williams Rocks A Red Gown
Andrew Toth/Starpix/Shutterstock

Wendy Williams hits the runway in a red dress, which showed off her curves. She walked in the fashion show for the Red Dress Collection while wearing the look.

June 7, 2019, 1:34PM
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