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Kendall Jenner’s Sexiest Photos Of All-Time

By:
Paige Kindlick
July 25, 2017 5:08PM EDT

Kendall Jenner has rocked sexy looks many times over the years. See some of them here.

1 of 26

Kendall Jenner’s Sexiest Photos Of All-Time

Kendall Jenner’s Sexiest Photos Of All-Time
Chelsea Lauren/REX/Shutterstock

Kendall Jenner arrives at the Vanity Fair Oscar Party in Los Angeles on Feb. 24, 2019. The model is known for wearing racy outfits on red carpets, sometimes even going with completely see-though outfits. Top model Kendall got her start in 2011 when at age 15 she walked in a Sherri Hill fashion show. But it was in Feb. of 2014 that she made her professional runway debut, walking in Marc Jacobs’s fall collection during NYFW. She modeled tan and brown capris with a copper sheer top that exposed her breasts. She has since made freeing the nipple a staple in her everyday wardrobe off the runway, as she’s scaled back on fashion catwalks in favor of less exhausting print magazine work. Kendall took heat from other models when she seemed to diss ladies who have to hustle and work hard at getting runway jobs in an interview with ‘Love’ magazine in Aug. of 2018. “Since the beginning, we’ve been super selective about what shows I would do,” she told the publication. “I was never one of those girls who would do like 30 shows a season or whatever the f—k those girls do. More power to ’em. But I had a million jobs, not only catwalks but everything else.” She was widely criticized by models who have to work so many runway jobs to sustatin their incomes and careers. 

April 15, 2019, 5:49PM
2 of 26

Kendall Jenner Sheer Dress Paris BG

Kendall Jenner Sheer Dress Paris BG
Best Image / BACKGRID

Paris, FRANCE – *EXCLUSIVE* – Kendall Jenner leaves a studio shoot in Paris in a chic black dress.

Pictured: Kendall Jenner

BACKGRID USA 27 JUNE 2023

BYLINE MUST READ: Best Image / BACKGRID

USA: +1 310 798 9111 / usasales@backgrid.com

UK: +44 208 344 2007 / uksales@backgrid.com

*UK Clients – Pictures Containing Children
Please Pixelate Face Prior To Publication*

June 27, 2023, 8:22PM
3 of 26

Girls’ Night Out

Girls’ Night Out
The Hollywood Curtain / BACKGRID

Kendall Jenner, Hailey Bieber and Lori Harvey have girls night out as the trio step out for dinner at Italian eatery Giorgio Baldi in Santa Monica. Kendall rocked a sheer top for the fun night. 

June 14, 2023, 10:20AM
4 of 26

FWRD pop-up grand opening, hosted by FWRD Creative Director, Kendall Jenner in West Hollywood, FWRD Pop-up, West Hollywood, CA, Los Angeles, California, United States – 08 Jun 2023

FWRD pop-up grand opening, hosted by FWRD Creative Director, Kendall Jenner in West Hollywood, FWRD Pop-up, West Hollywood, CA, Los Angeles, California, United States – 08 Jun 2023
Marc Patrick/BFA.com/Shutterstoc

Kendall Jenner
FWRD pop-up grand opening, hosted by FWRD Creative Director, Kendall Jenner in West Hollywood, FWRD Pop-up, West Hollywood, CA, Los Angeles, California, United States – 08 Jun 2023

June 14, 2023, 10:23AM
5 of 26

ApresMET: Presented by Carlos Nazario, Emily Ratajkowski, Paloma Elsesser, Raul Lopez, Renell Medrano and WSA, Private Residence, NYC, Manhattan, New York, United States – 02 May 2023

ApresMET: Presented by Carlos Nazario, Emily Ratajkowski, Paloma Elsesser, Raul Lopez, Renell Medrano and WSA, Private Residence, NYC, Manhattan, New York, United States – 02 May 2023
Sansho Scott/BFA.com/Shutterstoc

Renell Medrano, Kendall Jenner
ApresMET: Presented by Carlos Nazario, Emily Ratajkowski, Paloma Elsesser, Raul Lopez, Renell Medrano and WSA, Private Residence, NYC, Manhattan, New York, United States – 02 May 2023

June 14, 2023, 10:23AM

More AboutKendall Jenner

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  • Kendall Jenner and Gigi Hadid Ride Horses Down The Catwalk of Vogue 2024 World Show
6 of 26

The 2023 Met Gala Celebrating Karl Lagerfeld: A Line Of Beauty – NYC., NEW-YORK, United States – 02 May 2023

The 2023 Met Gala Celebrating Karl Lagerfeld: A Line Of Beauty – NYC., NEW-YORK, United States – 02 May 2023
DNPhotography/ABACA/Shutterstock

Kendall Jenner attends The 2023 Met Gala Celebrating “Karl Lagerfeld: A Line Of Beauty” at The Metropolitan Museum of Art on May 01, 2023 in New York City.
The 2023 Met Gala Celebrating Karl Lagerfeld: A Line Of Beauty – NYC., NEW-YORK, United States – 02 May 2023

June 14, 2023, 10:23AM
7 of 26

Kendall Jenner at Kylie’s Ulta Beauty event

Kendall Jenner at Kylie’s Ulta Beauty event
PhotosByDutch / SplashNews.com

Kendall Jenner attended her sister, Kylie Jenner’s event at Ulta Beauty in Los Angeles in August 2022 when she wore this skintight Dolce & Gabbana spring 2001 Robot Silk Dress with black leather heels & a rhinestone purse.

August 25, 2022, 8:36PM
8 of 26

Kendall Jenner at 2022 Met Gala

Kendall Jenner at 2022 Met Gala
David Fisher/Shutterstock

Kendall Jenner wore this black Prada ensemble featuring a see-through crop top with a high-waisted, ruffled poofy skirt at the 2022 Met Gala celebrating the opening of In America: An Anthology of Fashion on May 2.

October 2, 2022, 6:32PM
9 of 26

Kendall Jenner at 2021 Met Gala

Kendall Jenner at 2021 Met Gala
Erik Pendzich/Shutterstock

Kendall Jenner channeled Audrey Hepburn in this gorgeous sheer bedazzled Givenchy Haute Couture nude dress at the 2021 Met Gala celebrating the opening of In America: A Lexicon of Fashion on Sept. 13, 2021.

October 2, 2022, 6:32PM
10 of 26

Kendall Jenner in NYC

Kendall Jenner in NYC
MediaPunch/Shutterstock

Kendall Jenner rocked this skintight gray vintage Prada mini dress with a low-cut scoop neckline paired with black leather boots & tiny black sunglasses while out in New York City on Sept. 19, 2022.

October 2, 2022, 6:32PM
11 of 26

Kendall Jenner in NYC

Kendall Jenner in NYC
RW/MediaPunch/Shutterstock

Kendall Jenner looked fabulous in this skintight, sleeveless denim midi dress with a pair of knee-high, black leather pointed-toe boots & tiny black sunglasses while in NYC on Sept. 22, 2022.

October 2, 2022, 6:32PM
12 of 26

Kendall Jenner at the 2022 Vanity Fair Oscar Party

Kendall Jenner at the 2022 Vanity Fair Oscar Party
David Fisher/Shutterstock

Kendall Jenner rocked this strapless black, off-the-shoulder Balenciaga gown covered in layers or lace & ruffles paired with a long red ponytail at the Vanity Fair Oscar Party in Los Angeles on March 27, 2022.

October 2, 2022, 6:32PM
13 of 26

Kendall Jenner out to lunch in West Hollywood

Kendall Jenner out to lunch in West Hollywood
Broadimage/Shutterstock

Kendall Jenner was out to lunch in West Hollywood on March 16, 2022, when she wore this tight gray sleeveless mini dress with leather knee-high boots, sunglasses & black leather purse.

October 2, 2022, 6:32PM
14 of 26

Kendall Jenner Promotes ‘The Kardashians’

Kendall Jenner Promotes ‘The Kardashians’
PRJ / BACKGRID

Kendall Jenner dons a very 90s two-piece skirt suit as she arrives for an FYC Q&A for ‘The Kardashians’ in LA on Jun. 15, 2022. Kendall’s jacket and skirt were perfectly tailored to her figure and she wore a glittering cross necklace.

June 15, 2022, 11:33PM
15 of 26

Kendall Jenner in stylish dress

Kendall Jenner in stylish dress
Evan Agostini/Invision/AP/REX/Sh

Kendall Jenner attends the grand opening of The Times Square Edition hotel, in New York on March 12, 2019. She rocked a plunging mini-dress for the event. 

April 15, 2019, 5:49PM
16 of 26

Kendall Jenner’s in a high-slit look

Kendall Jenner’s in a high-slit look
Chelsea Lauren/REX/Shutterstock

Kendall Jenner shows off tons of skin in a racy gown while attending the Vanity Fair Oscar Party on Feb. 24, 2019. The skirt on her dress featured black panels of fabric in the front and back, exposing her bare legs. 

April 15, 2019, 5:49PM
17 of 26

Kendall Jenner in a sheer dress

Kendall Jenner in a sheer dress
David Fisher/REX/Shutterstock

Kendall Jenner attends the British Fashion Awards at Royal Albert Hall in London on Dec. 10, 2018. She donned a sheer Julien Macdonald dress that showed off her breasts. 

April 15, 2019, 5:49PM
18 of 26

Kendall Jenner in a black sheer dress

Kendall Jenner in a black sheer dress
Dominique Maitre/WWD/REX/Shutter

Kendall Jenner attends the Longchamp 70th Anniversary Celebration at Opera Garnier in Paris on Sept. 11, 2018. She donned a sheer black Longchamp gown for the event. 

April 15, 2019, 5:49PM
19 of 26

Kendall Jenner in a form-fitting gown

Kendall Jenner in a form-fitting gown
David Fisher/REX/Shutterstock

Kendall Jenner attends the ‘Girls of the Sun’ premiere at the 71st Cannes Film Festival on May 12, 2018. She donned a white sheer Schiaparelli gown for the event. 

April 15, 2019, 5:49PM
20 of 26

Kendall Jenner in lingerie

Kendall Jenner in lingerie
David Fisher/REX/Shutterstock

Kendall Jenner on the catwalk at the Victoria’s Secret Fashion Show taping in New York on Nov. 8 2018. She wore a sexy black bra and panties with black ankle boots. 

April 15, 2019, 5:49PM
21 of 26

Kendall Jenner in a black outfit

Kendall Jenner in a black outfit
Odette Martin/REX/Shutterstock

Kendall Jenner wears a plunging black and red patterned top while out and about in New York on Oct. 10, 2018. She matched it with leather front-lace up pants. 

April 15, 2019, 5:49PM
22 of 26

Kendall Jenner in a crop top

Kendall Jenner in a crop top
SplashNews

 Kendall Jenner arrives at a friend’s birthday party at Cipriani in NYC. She went braless and flashed tons of underboob in a white tank crop top. 

August 3, 2017, 8:18AM
23 of 26

Kendall Jenner in red

Kendall Jenner in red
Victoria's Secret

Kendall Jenner walks in the Victoria’s Secret Fashion Show. She donned sexy red panties and thigh high boots on the catwalk. 

October 10, 2017, 4:46PM
24 of 26

Kendall Jenner in a black sheer dress

Kendall Jenner in a black sheer dress
Matt Baron/REX/Shutterstock

Kendall Jenner attends the Harper’s Bazaar ICONS party during New York Fashion Week on Sept. 8, 2017. She donned a sheer Dolce & Gabbana gown that flashed her underwear. 

October 10, 2017, 4:45PM
25 of 26

Kendall Jenner in a sleek mini dress

Kendall Jenner in a sleek mini dress
REX/Shutterstock

Kendall Jenner at the World Premiere of EuropaCorp ‘Valerian and the City of a Thousand Planets.’ Her sexy off-the-shoulder little black dress was perfect for the occasion. 

 

July 25, 2017, 3:58PM
26 of 26

Kendall Jenner in sparkles

Kendall Jenner in sparkles
David Fisher/REX/Shutterstock

Kendall Jenner attends Met Costume Gala celebrating the opening of Rei Kawakubo/Comme des Garcons: Art of the In-Between in New York on May 1, 2017. She turned heads in a skin-baring cut-out La Perla gown. 

July 25, 2017, 3:58PM
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