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Kendall Jenner | Source: Getty Images
Kendall Jenner | Source: Getty Images

Kendall Jenner's Style Evolution: From Runway Rookie to Fashion Icon

Milla Sigaba
Oct 24, 2025
03:00 A.M.

Off-duty, she leans into sharp basics. On the carpet, she knows exactly when to go sheer, sculptural, or classic. But the model's impeccable yet understated style wasn't built overnight.

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What started as red carpet appearances in teen-friendly minis has since become a masterclass in modern style. Over the years, Kendall Jenner has carved out a distinct fashion identity — effortlessly blending high fashion with off-duty cool, all while keeping trend-watchers guessing.

Kendall Jenner at KIIS FM's Jingle Ball 2012 on December 3 in Los Angeles, California. | Source: Getty Images

Kendall Jenner at KIIS FM's Jingle Ball 2012 on December 3 in Los Angeles, California. | Source: Getty Images

From bold Met Gala statements to polished street style in Paris, her wardrobe tells the story of a woman who went from reality TV's little sister to one of the industry's most-watched style leaders. Here's a year-by-year look at how her fashion transformed.

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2013

Jenner's early red carpet moments leaned into the polished polish of a budding fashionista finding her stride. In 2013, she opted for a sharp white two-piece at the American Music Awards, signaling her shift toward high fashion.

The strapless crop top and asymmetrical skirt offered clean lines with a hint of edge, while a silver statement necklace and red lip gave the minimalist look a bold finish.

Kendall Jenner at the 2013 American Music Awards on November 24 in Los Angeles, California. | Source: Getty Images

Kendall Jenner at the 2013 American Music Awards on November 24 in Los Angeles, California. | Source: Getty Images

2014

Jenner dialed up the edge at the 2014 Billboard Music Awards, stepping out in a sleek halter-style top with daring side cutouts. Paired with high-shine, cropped black pants and metallic pumps, the look was modern, sharp, and unapologetically confident — a clear move toward more fashion-forward territory.

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Kendall Jenner at the 2014 Billboard Music Awards on May 18 in Las Vegas, Nevada.  Source: Getty Images

Kendall Jenner at the 2014 Billboard Music Awards on May 18 in Las Vegas, Nevada. Source: Getty Images

2015

By 2015, the star had fully embraced off-duty model chic. A black turtleneck mini, tailored overcoat, and sleek white sneakers created a minimalist silhouette with maximum impact. Finished with a structured handbag and aviators, the look was effortless, elevated, and unmistakably cool.

Kendall Jenner seen on December 10, 2015, in Los Angeles, California. | Source: Getty Images

Kendall Jenner seen on December 10, 2015, in Los Angeles, California. | Source: Getty Images

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2016

Making a bold statement at the MTV Movie Awards, the model pushed boundaries in a high-low black dress with a lace-up bodice and dramatic ruffled train. Gladiator-style heels climbed to her thighs, adding edge to the look, while tousled hair and soft glam kept it red carpet ready.

Kendall Jenner at the 2016 MTV Movie Awards on April 9 in Burbank, California. | Source: Getty Images

Kendall Jenner at the 2016 MTV Movie Awards on April 9 in Burbank, California. | Source: Getty Images

2017

At the Met Gala in 2017, Jenner stunned in one of her most daring looks to date — a sheer black mesh gown with a plunging neckline, open back, and sky-high slit. The strategically placed sparkle gave it structure, while her wet-look waves and red lip amped up the drama.

Kendall Jenner at the 2018 Met Gala on May 1 in New York. | Source: Getty Images

Kendall Jenner at the 2018 Met Gala on May 1 in New York. | Source: Getty Images

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2018

Switching gears from sultry to experimental in 2018, Jenner embraced color and texture with a bold mix of chartreuse pants and a cropped cobalt sweater. She layered in sheer detailing at the waist and cuffs for an unexpected twist, pairing the look with yellow heels and a slick ponytail.

Kendall Jenner on "The Tonight Show Starring Jimmy Fallon" on September 6, 2018. | Source: Getty Images

Kendall Jenner on "The Tonight Show Starring Jimmy Fallon" on September 6, 2018. | Source: Getty Images

2019

Jenner leaned into sporty streetwear in 2918 with a high-low mix of textures — a cropped baby blue turtleneck, oversized black jacket, and straight-leg leather pants. Chunky white sneakers and a mini monogram bag kept the look laid-back, while angular shades gave it her signature cool.

Kendall Jenner  seen in Tribeca on December 12, 2019, in New York. | Source: Getty Images

Kendall Jenner seen in Tribeca on December 12, 2019, in New York. | Source: Getty Images

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2020

Jenner embraced quiet sophistication in 2020 with a fall-toned layered look — a cropped mustard knit over a cream turtleneck, paired with high-waisted trousers and brown loafers. The neutral face mask and structured tote grounded, making it stylish and seasonally sharp.

Kendall Jenner seen in SoHo on November 20, 2020, in New York. | Source: Getty Images

Kendall Jenner seen in SoHo on November 20, 2020, in New York. | Source: Getty Images

2021

In 2021, the model kept things minimal yet playful with a cropped knit vest featuring a floral pattern and keyhole cutout. She paired it with high-waisted black trousers, chunky loafers, and a matching face mask — a sleek, gallery-ready look that balanced practicality with style.

Kendall Jenner seen on October 15, 2021, in New York. | Source: Getty Images

Kendall Jenner seen on October 15, 2021, in New York. | Source: Getty Images

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2022

For a summer outing in 2022, Jenner nailed effortless elegance in a structured ivory midi dress. A navy sweater tied at the waist added preppy contrast, while a baseball cap, angular sunglasses, and minimalist heels kept the look grounded. Gold hoops and a woven clutch finished it off with polish.

Kendall Jenner at the 2022 US Open on September 11, 2022, in New York. | Source: Getty Images

Kendall Jenner at the 2022 US Open on September 11, 2022, in New York. | Source: Getty Images

2023

Commanding attention in 2023, Jenner stepped out in a striking red gown that blended elegance with architectural precision. The form-fitting silhouette, high neckline, and sculptural hip detailing created a sleek, modern finish — proof that minimalism can still make maximum impact.

Kendall Jenner at the 3rd Annual Academy Museum Gala on December 3, 2023. | Source: Getty Images

Kendall Jenner at the 3rd Annual Academy Museum Gala on December 3, 2023. | Source: Getty Images

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2024

In 2024, Jenner leaned into sharp tailoring with a structured olive green suit that exuded quiet authority. The double-breasted blazer and wide-leg trousers created a strong silhouette, softened by understated glam and a natural beauty look that let the ensemble speak for itself.

Kendall Jenner at the Mercedes-Benz all new G-Class Los Angeles star-studded world premiere on April 23, 2024, in Beverly Hills, California. | Source: Getty Images

Kendall Jenner at the Mercedes-Benz all new G-Class Los Angeles star-studded world premiere on April 23, 2024, in Beverly Hills, California. | Source: Getty Images

2025

Jenner's 2025 look proved that quiet luxury still reigns. She layered a structured, two-tone leather blazer over a crisp white tee, pairing it with tailored black trousers and pointed boots. A sleek updo, dark sunglasses, and a matching suede bag tied the elevated street style together.

Kendall Jenner during Paris Fashion Week on January 27, 2025, in France. | Source: Getty Images

Kendall Jenner during Paris Fashion Week on January 27, 2025, in France. | Source: Getty Images

Over the years, Jenner's style has evolved from youthful red carpet experimentation to commanding, calculated fashion statements. From bold silhouettes to understated tailoring, the model has proven she's not just following trends — she's helping define them.

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