Leaving Nothing to the Imagination! Kendall Jenner’s Sexiest Sheer Outfits

There is no celebrity who is a bigger fan of sheer looks than Kendall Jenner. She’s donned completely see-through outfits on red carpets, catwalks and in her everyday street style.

Kenny has always been incredibly body positive and loves showing off her curves. That has led to her often being the most talked-about star at an event when she arrives wearing an outfit where it’s totally evident that she’s braless.

From her very first major runway show in 2014, the model wore a sheer V-neck shirt with nothing underneath as she walked for designer Marc Jacobs. “My biggest concern was definitely falling. And then my tits were out,” she told W magazine in 2016, adding, “I don’t know why I wasn’t nervous about that. I was really excited about my tits being out, actually.”

When asked why she was thrilled at the prospect of her nipples showing, Kendall responded, “I don’t know. I’m weird. I love my tits being out. It’s like one of my things, I guess.” But at the time she was still unsure about posing for nude photography. “There’s a line. There’s a definite line,” she explained. “But I’m young. When I’m older, I want to be able to look at it and be, like, I looked good,” The Kardashians star said of the idea.

Also in 2016, Kendall wrote a post on her personal blog called “Free the Nipple,” where she announced, “I really don’t see what the big deal is with going braless!”

“I think it’s cool and I really just don’t care! It’s sexy, it’s comfortable, and I’m cool with my breasts. That’s it!” the 818 Tequila founder continued.

In 2018, Kendall practiced what she preached numerous times when it came to freeing her nipples. She wore two completely sheer outfits to the Cannes Film Festival. She donned a green Alexander Vauthier minidress that showed off her braless chest and nude-hued underwear to a Chopard jewelry party on May 11.

Kenny then doubled down on her fashion-flashing style by wearing a stunning white plunging Schiaparelli gown to the Girls of the Sun premiere on May 12, which was completely see-through. The model then showed off how her street style was all about the peek-a-boo look, heading out in New York City in September wearing a sheer blouse with a see-through bra underneath it. As she previously said, Kendall loves her “tits being out.”

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Courtesy of Kendall Jenner/Instagram

Kendall showed off her model curves in a sheer blue dress.

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FWRD/ MEGA

Kendall opted for a sheer dress when posing for the brand FWRD in April 2023.

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MEGA

The brunette beauty covered her chest while walking through West Hollywood in January 2023, as her black see-through gown revealed her nipples.

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Chelsea Lauren/Shutterstock

Kendall was a vision in a sheer bodysuit by Burc Akyol and a metallic skirt during the LACMA Art+Film Gala on November 5, 2022.

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Matt Baron/Shutterstock

The model wowed in a black sheer Tom Ford design while walking in his Los Angeles fashion show in February 2020.

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MEGA

Kendall donned a sheer black top over a brown satin bra with jeans during a 2020 outing in Miami, showing off her love of see-through style in her streetwear wardrobe.

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David Fisher/Shutterstock

The brunette beauty clearly didn’t wear a bra under her metallic gown she wore for the 2018 British Fashion Awards.

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Odette Martin/Shutterstock

Kendall wore a see-through blouse with a sheer bra that left nothing to the imagination while out and about in New York City in 2018.

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Shutterstock

Kendall rocked a sheer black lace catsuit for Alberta Ferretti’s Milan Fashion Week show in September 2018.

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Anthony Harvey/Shutterstock

The 818 Tequila owner wore a plunging and totally see-through white Schiaparelli gown at the 2018 Cannes Film Festival.

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James Gourley/Shutterstock

Also at the Cannes Film Festival that year, Kendall went braless in a totally see-through green Alexandre Vauthier minidress to attend Chopard’s party.

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Patrick Lewis/Starpix/Shutterstock

Kenny looked incredible in a sheer, figure-hugging black Dolce & Gabbana gown for the 2017 Harper’s Bazaar Icons party.

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Broadimage/Shutterstock

The La Perla brand ambassador made the luxury lingerie label proud by wearing their sheer black dress with a huge center cutout to the 2017 Met Gala.

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Body-positive Celebs Go Braless!

Body-positive Celebs Go Braless!

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