16 of Kylie Jenner's best outfits of all time

Jason LaVeris/FilmMagic/Dia Dipasupil/FilmMagic/Gilbert Carrasquillo/GC Images/GettyKylie Jenner’s sported a lot of different looks throughout the years.


The public has been familiar with Kylie Jenner since 2007 when “Keeping Up with the Kardashians” first aired. Her life has certainly not been average thanks to her “KUWTK” fame and in the years since the show’s debut, Jenner has done a lot, from starting her own business, Kylie Cosmetics, to building a fortune.

And, like many of her Kardashian-Jenner family members, she’s also become quite a style icon who is known for her impressive outfits.

Here are 16 of Kylie Jenner’s best looks of all time.


Kylie wore gold to watch Caitlyn Jenner accept the Arthur Ashe Courage Award in 2015.

Jason Merritt/GettyThe dress was very shiny.

The 2015 ESPYs carpet got a dose of bling thanks to Kylie’s sequined gown by Shady Zeineldine.


At Fashion Week in 2015, she stepped out in a trendy pantsuit.

Andrew Toth/WireImage/GettyThe suit was covered in paint splatters.

During New York Fashion Week, Kylie attended the Prabal Gurung spring show dressed in, you guessed it, Prabal Gurung. The paint-splattered suit paired with a black bandeau certainly stood out in the crowd.


Over the years, the Kardashian-Jenners have worn a lot of Balmain.

Jon Kopaloff/FilmMagic/GettyThe dress has a cinched waist.

Kylie wore this belted, leather Balmain dress to the 2015 Billboard Music Awards.

Balmain is a label she and her family members have worn quite a bit of over the years. The creative director of the brand, Olivier Rousteing, even once called Kylie’s sister, Kim Kardashian, his muse in 2017, per CNN.


She kept the Balmain trend going that fall.

Larry Busacca/Getty Images for H&MOnce again, she wore a cinched dress.

Later that year, Kylie wore a Balmain minidress to the October 2015 Balmain x H&M collection launch in New York. She paired this detailed dress with thigh-high black boots.


She went all out for the 2015 Diamond Ball.

Jason Kempin/Getty Images for The Clara Lionel FoundationHer dress was cream-coloured.

If you’re going to Rihanna’s Diamond Ball, you’re certainly expected to dress to the nines. Kylie delivered in this simple, cream dress by August Getty that was complete with a giant train.


Kylie wore metal and leather on the red carpet of the 2015 American Music Awards.

razer Harrison/AMA2015/GettyThe look was black and silver.

This slinky leather-and-chain number was designed by Bryan Hearns. She kept the rest of her look simple, styling her hair in a ponytail and wearing nearly invisible-looking heels.


In 2016, Kylie’s modern take on the pantsuit turned heads at the Marie Claire Fresh Faces party.

Jason LaVeris/FilmMagic/GettyThe look was monochromatic.

This 2016 “no-shirt” look is all white and fitted. The gold-button details and draped lapel made this Balmain suit stand out on the carpet.


The starlet also shared her love of Balmain during a 2016 fashion-week event.

Jim Spellman/WireImage/GettyHer shoes look invisible.

This baby-pink fringe dress is a little softer than the chic warrior wear Balmain is known for, but it still has that signature cinched waist. She paired the look with clear shoes.

Read More: Kylie Jenner is the ‘youngest self-made billionaire’ and the wealthiest member of her family. Here’s how she makes and spends her fortune.


She went for an intergalactic look at a 2017 Golden-Globes after party.

Loreen Sarkis/GettyThe gown is metallic.

Kylie’s gown is custom-made by LaBourjoisie and the shiny silver material, strategic cut-outs, and high bun give this look a futuristic feel.


Kylie wore a sparkling gown to her very first Met Gala in 2016.

Larry Busacca/Getty ImagesSome of her family members had attended the Met Gala before her.

Not just anyone gets an invite to Anna Wintour’s Met Gala and Kylie attended for the first time in 2016. That year’s theme was “Manus x Machina: Fashion In An Age Of Technology.”

She sported a Balmain look that, as she later shared on Snapchat, actually made her bleed thanks to the hardware fringe.


Kylie wore pleats while in New York for Fashion Week in 2016.

Robert Kamau/GC ImagesShe paired it with a blonde wig.

In 2016, Kylie attended an Alexander Wang event decked out in a pleated dress that was created by the designer.


She went with a cinched all-denim look for a trip to New York in 2017.

Josiah Kamau/BuzzFoto via GettyThat’s a lot of blue.

This 2017 street-style look included jeans, a denim jacket, and a cinched denim belt.


A few months after giving birth to Stormi, she made an appearance at the 2018 Met Gala.

Neilson Barnard/Getty ImagesKylie Jenner at the Met Gala 2018.

She wore a black gown designed by Alexander Wang and tiny, silver sunglasses.


During a May trip to NYC, her shoes looked like magic.

Gilbert Carrasquillo/GC Images/GettyShe wore the ‘no-shirt’ trend.

Earlier this year, she rocked the“no-shirt” trend andno-pants” trend with a pinstriped blazer. She paired it with magic-looking boots that appeared to be made out of a glistening, chainmail sort of material.

Read More: 18 stars whose looks dramatically evolved as they became mega-famous


For the Met Gala in 2019, Kylie wowed in Versace.

Dia Dipasupil/FilmMagic/GettyHer sister, Kendall Jenner, wore a coordinating look in orange.

The giant purple-feather sleeves and wig really put this look over the top, which felt fitting for the Gala’s “camp” theme. Her sister, Kendall Jenner, wore a similar orange look.


One 2019 Met Gala look wasn’t enough for Kylie.

Robert Kamau/GC ImagesThe dress was vibrant.

For a Met Gala after-party, Kylie changed into a blue-mesh, feathered gown and a matching wig. The look had some modern-day mermaid vibes.

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