Kourtney Kardashian has always been the sister with the funniest one-liners in the Kardashian-Jenner clan, but when it comes to fashion, she historically was viewed as the one who played it safer than, say, Kim Kardashian [1]. But recently, Kourtney Kardashian's style aesthetic has completely transformed. Since dating and marrying Blink-182 drummer, Travis Barker [2], the eldest sister has adopted a new fashion point-of-view, one that borrows from the edgier 2000s fashion trends to great effect.
In January of 2023, she delivered a literal spin on the naked dress in a Balmain gown bearing a nude Renaissance painting [3]. She kept the dark, alluring vibes going with her wedding wardrobe, first tying the knot in Vegas wearing matching leather jackets [4]. When she later hosted her wedding weekend in Italy, her looks ranged from sheer gowns to corseted minidresses [5]. Her wedding minidress was considered a major style statement, as most brides opt for a longer gown to walk down the aisle. Kardashian, however, broke the sartorial mould in a bridal corset minidress [6] with sheer lace panels on both hips.
The Lemme mogul, 44, continued to push the envelope when she announced her pregnancy [7] at a Blink-182 concert on 16 June. Wearing a sheer bodysuit with low-rise trousers that gave the illusion of hip cutouts, Kourtney Kardashian's style evolution was on full display. Her sharp-angled bob, visible bra, and glazed-doughnut manicure [8] added plenty of personality.
More recently, on 11 July, Kardashian hit the beach in Hawaii in the perfect bump-baring bikini. She enjoyed some sand and sun in a plunging leopard-print swimsuit with a halter top and high-waisted boy shorts. Adding a sporty edge to her look, she added a pair of black sunglasses and a matching baseball cap worn over her messy bun.
Scroll on for a closer look at some of Kourtney Kardashian's best style moments of all time.
Kourtney Kardashian in Hawaii, July 2023
Kourtney Kardashian wearing a plunging leopard bikini paired with sunglasses and a baseball cap in Hawaii.
Kourtney Kardashian at the Met Gala, May 2022
Kourtney Kardashian wearing a Thom Browne white cropped top and high-waisted colourblock skirt at the Met Gala on 2 May, 2022.
Kourtney Kardashian at the VMAs, September 2021
Kourtney Kardashian wearing a black minidress with a lace up front cutout at the VMAs on 12 September, 2021.
Kourtney Kardashian at Paris Fashion Week, March 2020
Kourtney Kardashian wearing a brown latex catsuit and black sunglasses at Paris Fashion Week on 1 March, 2020.
Kourtney Kardashian at the People's Choice Awards, November 2019
Kourtney Kardashian wearing a black, glitter pinstripe suit at the People's Choice Awards on 10 November, 2019.
Kourtney Kardashian at "GQ"'s Men of the Year Party, December 2018
Kourtney Kardashian wearing a silver strapless dress at "GQ"'s Men of the Year Party on 6 December, 2018.
Kourtney Kardashian at the alice + olivia Show, April 2016
Kourtney Kardashian wearing a suede dress, choker, and matching heels at the alice + olivia show on 13 April, 2016.
Kourtney Kardashian at the Glamour Women of the Year Awards, June 2016
Kourtney Kardashian wearing a burgundy dress with a plunging neckline at the Glamour Women of the Year Awards on 7 June, 2016.
Kourtney Kardashian in Miami, July 2016
Kourtney Kardashian wearing a studded one-shouldered swimsuit in Miami on 4 June, 2016.
Kourtney Kardashian at "The Today Show," April 2016
Kourtney Kardashian wearing a green t-shirt tucked into a leather skirt outside "The Today Show" on 12 April, 2016.
Kourtney Kardashian at the Angel Ball, November 2016
Kourtney Kardashian wearing a strapless ballgown with sheer panels at the Angel Ball on 21 November, 2016.
Kourtney Kardashian on Miami Beach, September 2016
Kourtney Kardashian wearing a coral-hued one piece suit on Miami Beach on 17 September, 2016.
Kourtney Kardashian in Los Angeles, June 2016
Kourtney Kardashian wearing a striped off-the-shoulder top and white jeans in Los Angeles on 7 June, 2016.
Kourtney Kardashian in Paris, September 2016
Kourtney Kardashian wearing a crop top and high-waisted jeans in Paris on 30 September, 2016.
Kourtney Kardashian at Cannes Film Festival, May 2017
Kourtney Kardashian wearing an off-shoulder white dress and dangling gold earrings at Cannes Film Festival on 23 May, 2017.
Kourtney Kardashian at Cannes Film Festival, May 2017
Kourtney Kardashian wearing a red one-piece suit at Cannes Film Festival on 22 May, 2017.
Kourtney Kardashian at Cannes Film Festival, May 2017
Kourtney Kardashian wearing a white bralette and flowing pants at Cannes Film Festival on 24 May, 2017.
Kourtney Kardashian in Los Angeles, April 2017
Kourtney Kardashian wearing a band T-shirt, distressed jeans, and aviator sunglasses in Los Angeles on 5 April, 2017.
Kourtney Kardashian at "Wonders Of The Sea" Dinner, May 2017
Kourtney Kardashian wearing a sequin minidress at "Wonders Of The Sea" dinner on 21 May, 2017.
Kourtney Kardashian in Miami, April 2016
Kourtney Kardashian wearing a sheer lace dress in Miami on 23 April, 2016.
Kourtney Kardashian at "The Promise" Premiere, April 2017
Kourtney Kardashian wearing a classic pantsuit at "The Promise" premiere on 12 April, 2017.
Kourtney Kardashian in Miami, September 2016
Kourtney Kardashian wearing a minidress and thigh-high boots in Miami on 15 September, 2016.
Kourtney Kardashian at Paris Fashion Week, October 2016
Kourtney Kardashian wearing a black cutout dress at Paris Fashion Week on 2 October, 2016.
Kourtney Kardashian in Los Angeles, March 2017
Kourtney Kardashian wearing a black lace dress, leather jacket, and PVC-strap heels in Los Angeles on 30 March, 2017.
Kourtney Kardashian on "Amazon's Style Code Live," November 2016
Kourtney Kardashian wearing a beige long-sleeved shirt and leather trousers on "Amazon's Style Code Live" on 4 November, 2016.
Kourtney Kardashian at a Pre-Grammy Gala, February 2017
Kourtney Kardashian wearing a black cutout, high-slit gown at a Pre-Grammy gala on 11 February, 2017.