There's nothing basic about Kylie Jenner's latest LBD moment.
After all, the Kardashians star stepped out on Feb. 28 in one of her most polarizing looks to date.
During an afternoon outing in Calabasas, Calif., Kylie sizzled in a structured blazer minidress by Jacquemus that featured a cinched waistline with dainty buttons and dramatic shoulder pads with oversized sleeves.
She paired the business casual outfit with attention-grabbing shoes: Black leather knee-high thong heels. Yes, you read that correctly. The open-toed stilettos showcased her bright red pedicure, which popped against the dark muted color.
While the 26-year-old may have pushed the fashion boundaries, she kept the rest of her look subdued as she opted for her signature glam of barely-there makeup and an effortless wavy hairstyle.
Kylie's daring style moment is one of the many ways she's switched up her go-to look. Last month, the Kylie Cosmetics founder channeled her mom Kris Jenner with a bob hair transformation.
As she cheekily captioned her Feb. 9 Instagram, "kris jenner is quaking."
The matriarch replied, "you're not even the fart," referencing a lyric from Ice Spice's song "Think U The S--t (Fart)."
Kylie's playful style as of late is a sign she's entered a new chapter.
After all, the mom of two—who shares Stormi, 6, and Aire, 2, with ex Travis Scott—opened up about her mental and physical changes following her son's birth in February 2022.
"I just want to say to my postpartum has not been easy," she wrote on Instagram at the time. "This experience for me, personally, has been a little harder than with my daughter. I didn't want to just get back to life without saying that."
Her goal, she said, was to be transparent so other parents don't feel alone in their journey.
"I think we look on the internet," she continued, "and you know, for other mom's going through it right now, it might look a lot easier for other people. But it hasn't been easy on me either. It's been hard and I just wanted to say that."
Relive the reality TV star's fashion and beauty evolution over the years.
2008
Kylie attends Matrix at A Time for Heroes Celebrity Carnival just months before the Keeping up with the Kardashians series premiere.
2009
Kylie shows support for Selena Gomez's Kiss & Tell album by attending its release party.
2009
Kylie sports bangs at Wango Tango music festival in Los Angeles.
2010
Kylie is all smiles at the Taste Of Beverly Hills.
2010
Kylie attends Wango Tango festial for the second year in a row.
2011
Kylie attends the 2011 People's Choice Awards in Los Angeles.
2012
Kylie attends the 2012 Teen Choice Awards just ahead of her 15th birthday.
2012
Kylie goes grunge at Jingle Ball 2012.
2013
Kylie vogues at the MTV Movie Awards.
2013
Kylie shows support for pal Justin Bieber at the Justin Bieber's Believe premiere.
2014
King Kylie arrives at the 2014 Billboard Music Awards.
2014
Kylie walks the blue carpet at the 2014 Teen Choice Awards.
2015
Kylie is all grown up at GQ's Grammys after party in 2015.
2015
Kylie brings back the bangs for a night at the 2015 MTV Video Music Awards.
2016
Suited up! Kylie sports a business casual vibe at Marie Claire's 'Fresh Faces' Party.
2016
Kylie walks her own red carpet at her 2016 charity event with SinfulColors.
2017
Kylie sports a two-piece ensemble at Marie Claire's Image Maker Awards 2017.
2017
Kylie goes blonde at the 2017 Met Gala.
2018
A year later, Kylie returned to her roots for an all-black look at the 2018 Met Gala, just months after welcoming her daughter Stormi with her now-ex Travis Scott.
2019
Kylie supports Travis at the premiere of Travis Scott: Look Mom I Can Fly.
2019
Kylie steps out in a Balmain jumpsuit at the 2019 Grammys.
2020
Kylie is feeling blue at the 2020 Vanity Fair Oscars Party.
2021
She's on the move! Kylie leaves the Parsons Awards in 2021.
2022
Kylie steps out at the Baby2Baby gala months after welcoming her son Aire.
2023
Kylie is seeing red on the 2023 Met Gala red carpet.
2024
Kylie uses her seltzer Sprinter as the ultimate accessory while out and about in Los Angeles.
2025
Kylie teased her new collection of latex dresses, donning a low-cut red gown that she would wear “to pick up my kids from school,” business meetings or “the clurb.”