The Top 8 Vintage Moments of Kylie Jenner’s Career



The Kardashian-Jenner has an eye for vintage, as evidenced by Kendall’s extensive Jean Paul Gaultier collection and Kim’s Marilyn moment at the Met Gala. You might not have realized that Kylie has been accumulating her impressive collection of vintage clothing over the years, though. The beauty mogul has incorporated eye-catching vintage pieces into her regular wardrobe, whether it’s a JPG set on the beach or a floral Dolce & Gabbana dress for sister Kourtney’s Portofino wedding. Over the summer, Kylie customized a rare top and skirt from autumn/winter 2007 by Comme des Garçons that were embellished with 3D hands. Through the short-lived Life of Kylie and both Keeping Up with the Kardashians and the red carpet, we have seen Kylie Jenner develop on television. Then, as social media grew in popularity, Kylie started using platforms like Instagram and Snapchat to share a more intimate look at her own life.

The 2015 Met Gala

The 2015 Met Gala is one of the most memorable nights in fashion history. It was a night when Katy Perry wore a dress by Tom Ford, Rihanna wore a dress by Givenchy and Kylie Jenner wore a Balmain dress. The dress was designed to pay tribute to all three houses: Balmain, Versace, and Dior. She paired it with some very interesting shoes and accessories as well.

The 2015 American Music Awards

The 2015 American Music Awards was a big night for Kylie Jenner. The reality star wore a white dress with a black lace overlay, her hair in a half-up ponytail, and gold jewelry that she paired with red lipstick. Her shoes were gold and black!

Kylie Jenner

The 2015 ESPYs

The ESPYs is annual awards show that honors excellence in sports.

In 2015, Kylie Jenner wore a white jumpsuit with red trim and matching shoes to the event. She also carried a red purse with gold lettering on it, which was inspired by her line of cosmetics at the time (which she was nominated for).

The show’s dress code has always been casual but classy and this year’s theme was “Unleash Your Best.” The winner of each award category received $500k in prize money and bragging rights as well as their name being added to the list of previous winners at some point down the road so don’t worry about trying too hard!

The launch of her sold-out Lip Kits in 2015 and 2016

In 2015, Kylie Jenner was the youngest person to ever make the Forbes 100 Richest Self-Made Women list at age 21. At that time, she had only been a makeup mogul for about two years. Her first project was called Koko Beauty and it was a lip kit that came with two shades of lipstick and an applicator brush. It sold out instantly online and at stores like Ultra when it launched on November 18th, 2015—three days after Thanksgiving! In total there were only 10 million units made available worldwide before they were discontinued due to overwhelming demand from fans who couldn’t get their hands on them fast enough (even though Kylie herself didn’t sell any).

Her 2016 runway debut at Balmain

In 2016, Kylie Jenner walked in Balmain’s spring show for the first time. It was a huge moment for her career; she was just one of two non-models to take part in the runway show and walk down it with her sister Kendall. She wore a custom-made dress designed by Karl Lagerfeld himself and it was made entirely out of lace and crystals!

Her 2016 campaign with Puma

Kylie Jenner was the face of the brand, and her ads were a huge hit. The youngest person to ever front a major sports brand in history, she received media attention that would have been impossible for any other athlete to attain at that time. She was nominated for an award for her campaign as well!

Kylie Jenner

Her incredibly flattering 2014 Teen Choice Awards presentation outfit, with sister Kendall

The second most iconic vintage moment is the way Kylie Jenner presented at the 2014 Teen Choice Awards. She wore a dress designed by Balmain, her hair was styled by Jen Atkin and Kendall’s hair was styled by Jen Atkin. The girls wore their jewelry it’s hard to find a better example of how important that detail can be for an outfit!

Those 2017 MTV Music Awards outfits, starting with the red-carpet look

Kylie Jenner’s MTV Music Awards outfits are some of the most talked-about moments in her career. In 2017, she showed up to the ceremony wearing a red jumpsuit with a plunging neckline that showed off her cleavage and body. This was just one of many outfits she wore on that night she also sported an all-black ensemble complete with thigh-high boots but none were as iconic as this one.

Kylie Jenner has always had amazing style, no matter what decade you’re talking about

Kylie Jenner has always had amazing style, no matter what decade you’re talking about. She’s a trendsetter and she’s always ahead of the curve when it comes to fashion. She was named one of Time magazine’s 100 Most Influential People in 2018!

Kylie is also known as an icon for her social media presence and her ability to break down barriers that have been set up for years (like gender norms). This is why we love her so much: she takes risks without seeming self-conscious or insecure about them; instead, she seems confident enough in herself that she doesn’t need anyone else telling her what works or doesn’t work anymore she knows better than anyone else ever could how awesome her outfits look!


We have continuously observed how the entrepreneur’s style has evolved, changed, and matured. Kylie has discovered her constantly evolving personal style in everything from adorned gowns to straightforward slip dresses. Her ability to dress in an entirely athleisure tracksuit in the morning and a glamorous metallic mini-dress in the evening is also admirable.