Long before launching her beauty empire, a teenage Kylie Jenner turned heads not just for her rumored musical ambitions but for her bold sneaker choices.
Even in her early outings, she was redefining how a Kardashian-Jenner could mix streetwear with luxury—pairing coveted Air Jordan 6 Retro sneakers with designer accessories and an effortless off-duty attitude.
Kylie Jenner keeps it sleek in a black American Apparel stretch crop top, styling it with Victoria Beckham Classic Victoria sunglasses, a Givenchy croc-embossed Antigona bag, and a hint of gold from her Audemars Piguet Royal Oak watch and Cartier bracelet
At the time, rumors swirled that the youngest Kardashian-Jenner sibling was exploring a possible music career and had even been in the studio with her brother-in-law, Kanye West.
Channeling effortless off-duty chic, Kylie pairs her minimalist American Apparel separates with mirrored Victoria Beckham shades and a structured Givenchy Antigona duffel, blending athletic edge with luxury polish
Kylie later shared a short video of herself singing, which briefly sparked online buzz. Listeners quickly speculated that the voice in the clip was actually her friend Pia Mia, an emerging artist known for collaborations with Chris Brown and Tyga.
Pia Mia shows off her signature bold style in a white bandeau top and high-waisted jeans tucked into gray suede over-the-knee stiletto boots, adding a light gray coat and oversized white sunglasses for a confident street-glam finish
The 17-year-old reality television personality was spotted holding hands with Pia Mia as they walked to a salon.
Kylie Jenner and Pia Mia holding hands in Los Angeles on May 29, 2015 (Credit: HollywoodLife / WENN)
Kylie wore a black cropped top from American Apparel, which she paired with an equally skin-tight pair of leggings.
Kylie Jenner pairs a sleek American Apparel stretch crop top and high-waist leggings with Nike Air Jordan 6 Retro sneakers in Black/Infrared 23, Victoria Beckham Classic Victoria sunglasses, an Audemars Piguet Royal Oak watch, and a Givenchy croc-embossed Antigona duffel for a polished, street-luxury look
The reality television star hid her eyes behind a pair of sunnies from Victoria Beckham and lugged an oversized Givenchy tote to balance the sportiness of her Air Jordan 6 Retro sneakers.
Kylie also wore a watch from Audemars Piguet and a Cartier bracelet.
Kylie Jenner carried an oversized Givenchy tote
Explore Celebrities and Style Stories Featuring Nike Air Jordan Sneakers
Even before luxury brands embraced the sneaker boom, Nike’s Air Jordan line had already cemented its status as a cross-over symbol of sport, fashion, and celebrity style. From collectors to pop icons, these YNS features showcase how Air Jordans continue to influence both streetwear and red-carpet trends.
👟 Explore Nike Air Jordan Style Moments on Your Next Shoes:
- 🔥 How to Spot Fake Air Jordans with 3 Easy Tips — a practical guide helping sneaker fans verify authenticity before investing in coveted pairs.
- 🏀 Air Jordan 4s: Why Are They So Popular and Expensive? — an in-depth look at the history, hype, and cultural appeal of the AJ4 silhouette that continues to dominate resale markets.
- 💸 23 Most Expensive Sneakers in the World — featuring rare Air Jordan grails among record-breaking auction pieces and celebrity-owned pairs.
- 👗 Jennifer Lopez Puts a Luxe Spin on Casual Style During LA Lunch With Emme Muñiz — J.Lo elevates off-duty dressing with polished Air Jordans and oversized glamour.
Kylie Jenner styled her skin-tight leggings with Air Jordan 6 Retro sneakers
Kylie Jenner accessorized with a watch from Audemars Piguet and a Cartier bracelet
Whether it is her singing voice or not, we do have to point out that Kylie Jenner has been growing more and more into her style. We love her fresh take on basketball shoes, which she injected with a bit of fun and sophistication.
The Nike Boys Air Jordan 6 Retro BG “Infrared” Suede Basketball Shoes feature a sleek black upper accented with vibrant infrared detailing and an icy translucent sole, blending classic court heritage with modern streetwear appeal
Explore More of Kylie Jenner’s Shoe and Fashion Moments
As this concludes our look back at Kylie Jenner’s evolving sneaker and street-luxury style, here are more YNS features that showcase her most memorable footwear—from chic heels to statement sneakers that define her fashion identity.
👠 Kylie Jenner Style Highlights:
- 📏 Kylie Jenner’s Best High Heels: From Yeezy to Christian Louboutin — a detailed look at her height, US 8 shoe size, and how she uses statement footwear to amplify her red-carpet presence.
- 👗 Kylie Jenner Marks Kylie Cosmetics’ 10th Anniversary in Bubblegum-Pink Latex and Amina Muaddi Heels — celebrating her brand milestone in glossy, monochrome perfection.
- ✨ Kylie Jenner Snaps Three Pairs of Designer Pumps Before Choosing Puma ‘Trinomic’ Sneakers — proof that comfort and couture can coexist in her rotation.
- 🎬 Kylie Jenner’s Blue Ferrari, Chanel Backpack & High-Top Sneakers Steal the Spotlight — effortless off-duty luxury captured through her head-to-toe streetwear flair.