25 of Kourtney Kardashian's most daring looks

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25 of Kourtney Kardashian's most daring looks
  • Kourtney Kardashian celebrates her 43rd birthday on April 18.
  • Some may consider her a fashion underdog among the Kardashian-Jenners, but she has a signature style.
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Kardashian wore a sparkling, figure-hugging catsuit for Sean "Diddy" Combs' birthday in 2015.

Kardashian wore a sparkling, figure-hugging catsuit for Sean "Diddy" Combs' birthday in 2015.
Kourtney Kardashian attending Sean "Diddy" Combs' birthday party on November 21, 2015.Allen Berezovsky/Getty Images

She attended Sean "Diddy" Combs' 46th birthday party in Beverly Hills in style. Kardashian wore a lace catsuit with a skin-colored fabric underneath that made it appear sheer. Gold flecks also sparkled throughout the bodysuit.

The following year, she opted for a fur coat and sheer shirt while out in New York City.

The following year, she opted for a fur coat and sheer shirt while out in New York City.
Kourtney Kardashian walking in SoHo in New York City on February 10, 2016.Raymond Hall/Getty Images

Kardashian wore a shaggy color-blocked coat, chic leather pants, and booties fitting for New York City winter weather in February 2016. However, she also wore a sheer top with an exposed bra underneath, serving more as a style statement than an additional layer of warmth.

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The following day, she stood alongside her family in coordinated Yeezy x Balmain looks.

The following day, she stood alongside her family in coordinated Yeezy x Balmain looks.
The Kardashian-Jenner clan (Kourtney is in the middle) attending Kanye West's fashion show at Madison Square Garden on February 11, 2016.Kevin Mazur/Getty Images

The Kardashian-Jenner clan showed out and coordinated at a fashion show presentation for Kanye West's line, Yeezy. They each wore custom collaboration pieces from Yeezy and Balmain.

Kourtney Kardashian wore a crystal-and-pearl encrusted turtleneck and culotte jumpsuit. She was also styled in clear plastic heels.

Kardashian wore a leather crop top and shorts for a 2016 Las Vegas nightclub opening.

Kardashian wore a leather crop top and shorts for a 2016 Las Vegas nightclub opening.
Kourtney Kardashian arrives at JEWEL Nightclub's opening weekend in Las Vegas on May 22, 2016.Denise Truscello/Getty Images

In a look that is typical of Ariana Grande's aesthetic today, Kardashian first wore the revealing black leather ensemble in 2016 for a Las Vegas club opening. Her August Getty Atelier bralette crop top and high-waisted shorts were complemented by over-the-knee boots and a matching choker necklace.

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She made a fashion statement with a plunging neckline at the 2016 Glamour Awards.

She made a fashion statement with a plunging neckline at the 2016 Glamour Awards.
Kourtney Kardashian arrives at the Glamour Women Of The Year Awards on June 7, 2016.Mike Marsland/Getty Images

At the Glamour Women of the Year Awards in June 2016, Kardashian attended in a sparkling maroon dress by Julien Macdonald. The dramatic plunging neckline was held together by a sheer piece of mesh, and the waist and leg cutouts had sparkling beads. She paired the look with Gianvito Rossi metallic heels.

In October 2016, she wore a cutout minidress for a night out in Paris.

In October 2016, she wore a cutout minidress for a night out in Paris.
Kourtney Kardashian arrives at the Alaia fashion showroom on October 2, 2016.Marc Piasecki/Getty Images

Kardashian wore a black leather Alaïa dress to the Alaïa fashion showroom in Paris, France. The plunging halter neckline and hip and thigh cutouts held together by buckles were revealing for Kardashian at that time.

Her makeup was also much harsher and angular than usual.

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Her 2016 Angel Ball gown had daring cutouts with mesh panels.

Her 2016 Angel Ball gown had daring cutouts with mesh panels.
Kourtney Kardashian attending the Angel Ball on November 21, 2016.Jamie McCarthy/Getty Images; Kevin Mazur

Kardashian attended the 2016 Angel Ball to honor her father and make a donation for cancer research. The media personality opted for a racy dress that was daring from every angle. The strapless and ruffled gown had sheer panels that exposed the sides and backs of Kardashian's legs.

At a 2017 pre-Grammys party, Kardashian wore a revealing dress with exposed corset detailing.

At a 2017 pre-Grammys party, Kardashian wore a revealing dress with exposed corset detailing.
Kourtney Kardashian arrives at a Pre-Grammy Gala on February 11, 2017.Steve Granitz/Getty Images

This sultry lingerie-looking dress had many daring elements. If the bikini-cut top and center leg slit wasn't enough, the sheer torso panel with exposed corseting details really made a statement.

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She dazzled in a sparkling suit sans shirt at the CFDA Fashion Awards in 2018.

She dazzled in a sparkling suit sans shirt at the CFDA Fashion Awards in 2018.
Kourtney Kardashian arrives to the CFDA Fashion Awards on June 4, 2018.James Devaney/Getty Images

With her studded suit by Christian Siriano, Kardashian wore layers of cross necklaces in place of a blouse.

Kardashian dressed up biker shorts in 2018 with surprisingly complementary pieces.

Kardashian dressed up biker shorts in 2018 with surprisingly complementary pieces.
Kourtney Kardashian walking in SoHo in New York City on June 5, 2018.Raymond Hall/Getty Images

Taking a page from her sisters' style books, Kardashian paired biker shorts with pieces that were far more dressed up. With a bold peplum jacket by Acler, a mini Louis Vuitton purse, and mesh mule heels, the combination seemed random, yet somehow worked.

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In February 2019, she looked elegant in a sleek and sultry Versace gown for a charity event.

In February 2019, she looked elegant in a sleek and sultry Versace gown for a charity event.
Kourtney Kardashian attends the amfAR New York Gala on February 6, 2019.Jared Siskin/amfAR/Getty Images

She turned up the elegance in a black Versace gown at the amfAR Gala in 2019. The chic dress featured a reverse sweetheart neckline and thigh-high slit. She paired the dress with pointed heels and a voluminous high ponytail.

The following night, she walked in New York wearing a trench coat and sheer shirt and bra.

The following night, she walked in New York wearing a trench coat and sheer shirt and bra.
Kourtney Kardashian out for dinner in New York on February 7, 2019.Gotham/Getty Images

Kardashian loves an exposed-bra-under-a-suit moment, and a great example is this look. Under a pale-green trench coat and tucked into matching trousers, Kardashian wore a completely sheer mesh top. And under that, her lace bra was also sheer.

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Kardashian wore a vintage Vivienne Westwood corset in 2019.

Kardashian wore a vintage Vivienne Westwood corset in 2019.
Kourtney Kardashian in New York on February 7, 2019.Robert Kamau/Getty Images

The queen of corsets, Vivienne Westwood, has created stunning and intricate corsets that many would love to get their hands on — Kardashian did just that when she wore a one-shouldered structured vintage Vivienne Westwood corset in 2019.

The archived piece came from fashion dealer Johnny Valencia's Instagram account @Pechuga_Vintage. Kardashian was also styled in a pair of high-waisted trousers with tuxedo stripes along the legs.

She wore a checkered leather coat for a New York outing in 2019.

She wore a checkered leather coat for a New York outing in 2019.
Kourtney Kardashian in New York on February 8, 2019.MediaPunch/Bauer-Griffin/Getty Images

She has a knack for wearing unique and dramatic coats whenever she's in New York City. On one outing, she stood out in a black-and-white checkered coat by Céline. She paired the color-blocked piece with a black turtleneck, leather pants, boots, and dark sunglasses.

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On the same trip, she wore an edgy look with a print of the Mona Lisa on her chest.

On the same trip, she wore an edgy look with a print of the Mona Lisa on her chest.
Kourtney Kardashian walking in Chelsea in New York City on February 8, 2019.Gotham/Getty Images

During New York Fashion Week in 2019, Kardashian stepped out in a semi-sheer catsuit with Leonardo Da Vinci's Mona Lisa painting printed over it. She wore another daring trench coat — this time by Helmut Lang — and made the look even more edgy with square sunglasses and combat boots from The Row.

Kardashian wore a signature boxy suit with an exposed bra to Diana Ross' birthday party in 2019.

Kardashian wore a signature boxy suit with an exposed bra to Diana Ross' birthday party in 2019.
Kourtney Kardashian arriving at Diana Ross' birthday party on March 26, 2019.Hollywood To You/Star Max/Getty Images

Kardashian went to celebrate Diana Ross' 75th birthday with a bang. Her boxy blazer and flared trousers sparkled all over and were styled with a barely there black bra.

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She stood out from her sisters onstage at the 2019 NBCUniversal Upfront event.

She stood out from her sisters onstage at the 2019 NBCUniversal Upfront event.
Khloe Kardashian, Kourtney Kardashian, and Kendall Jenner present at NBCUniversal's Upfront event on May 13, 2019.NBC U Photo Bank/Getty Images

At NBCUniversal's Upfront event in 2019, Khloé and Kourtney Kardashian and Kendall Jenner presented for their show "Keeping Up With the Kardashians."

Kourtney stood out in a bright-yellow and leopard-print strapless Alex Perry midi dress.

She wore a sparkling pink slip dress out in LA in 2019.

She wore a sparkling pink slip dress out in LA in 2019.
Kourtney Kardashian in Los Angeles on June 29, 2019.Hollywood To You/Star Max/Getty Images

Kardashian took to the streets of Los Angeles in a pink sequined slip dress with black lace trim designed by Versace. She paired it with black strappy heels.

Kardashian later included photos and a selfie of her wearing the same outfit in an Instagram post in May 2021 with the caption, "pinkalicious."

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Her striped, sparkling suit dazzled at the 2019 People's Choice Awards.

Her striped, sparkling suit dazzled at the 2019 People's Choice Awards.
Kourtney Kardashian arrives to the People's Choice Awards on November 10, 2019.Amy Sussman/E! Entertainment/Getty Images

She kept with her classic boxy suit and exposed bra look at the 2019 People's Choice Awards. Wearing a Naeem Khan suit with silver pinstripes, a black bra, and slicked-back hair, Kardashian dazzled on the red carpet.

In 2020, Kardashian proved she's just as fashionable as her sister Kim in a latex bodysuit in Paris.

In 2020, Kardashian proved she's just as fashionable as her sister Kim in a latex bodysuit in Paris.
Kourtney and Kim Kardashian attended the Balenciaga Paris Fashion Week show on March 1, 2020.Pierre Suu/Getty Images

During 2020 Paris Fashion Week, Kardashian wore an amazing chocolate-brown body-hugging latex jumpsuit by Balmain. Her sister Kim wore a coordinated caramel Balmain ensemble.

Not only did she wear the shiny look to Balmain's fashion show, Kardashian wore it that day to Kanye West's church service.

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She mixed browns and different textures for a chic dinner look in 2020.

She mixed browns and different textures for a chic dinner look in 2020.
Kourtney Kardashian in Tribeca in New York City on October 10, 2020.Gotham/Getty Images

Kardashian mixed textures in an all-over-brown look while out to dinner in New York City. She wore a marble-print minidress, brown leather duster coat, and over-the-knee suede stiletto boots. At the height of COVID-19, she also wore a face mask by Kim Kardashian's brand SKIMS.

Kardashian mixed hard and soft in this 2020 look, wearing a blazer as a dress.

Kardashian mixed hard and soft in this 2020 look, wearing a blazer as a dress.
Kourtney Kardashian SoHo in New York City on October 10, 2020.Gotham/Getty Images

Kardashian wore a stunning blue and white watercolor-print blazer for a day out. Paired with black accessories and chunky combat boots, she perfectly captured New York street style.

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Kardashian wore an edgy and risqué minidress on the 2021 VMAs red carpet alongside Travis Barker.

Kardashian wore an edgy and risqué minidress on the 2021 VMAs red carpet alongside Travis Barker.
Travis Barker and Kourtney Kardashian attending the MTV Video Music Awards on September 12, 2021.Jason Kempin/Getty Images

In the last few years, and especially since dating Travis Barker, Kardashian has shown off an edgier style. For the couple's debut red-carpet appearance, they arrived at the Video Music Awards in coordinated black looks.

Kardashian wore a leather off-the-shoulder minidress by Olivier Theyskens. It had a bustier bodice with lace-up ties from her belly button to the neckline. She paired this with a Prada purse and strappy heels.

She also wore this to present Barker's performance with Machine Gun Kelly later in the night.

Alongside Barker in 2021, Kardashian wore a punk-rock snakeskin jacket dress.

Alongside Barker in 2021, Kardashian wore a punk-rock snakeskin jacket dress.
Kourtney Kardashian and Travis Barker walking in Tribeca in New York City on October 14, 2021.Gotham/Getty Images

Kardashian usually wears dark colors or rock 'n' roll-inspired pieces when she's with Barker. Here she wore a dark-green snakeskin safari jacket-like dress by Lēo. She cinched the waist with a black belt that complemented her chunky platform leather boots and sunglasses.

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At the 2022 Vanity Fair Oscar Party, she wore a vintage gown with different elements and textures.

At the 2022 Vanity Fair Oscar Party, she wore a vintage gown with different elements and textures.
Kourtney Kardashian and Travis Barker attend the 2022 Vanity Fair Oscar Party on March 27, 2022.Daniele Venturelli/Getty Images

Kardashian changed out of a black jumpsuit and into this vintage Dolce & Gabbana number for the 2022 Vanity Fair after-party alongside Barker. The color palette, sparkles, cutouts, and straps were reminiscent of a flapper dress.