25 of Kourtney Kardashian's most daring looks

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.

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.

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.

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.

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.

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.

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.

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.

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

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.

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.

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.

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 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.

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 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.

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.

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."

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.

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.

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 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.

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.

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.

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.