In September 2019, Kendall Jenner looked incredible in an all-black ensemble while stepping out during New York Fashion Week for the DKNY 30th Birthday Party Celebration at St. Ann’s Warehouse.
Kendall Jenner turned heads in a sleek black blazer dress and knee-high snake-embossed boots, showing off her long legs with no pants in sight (Credit: Avalon / WENN)
The then-23-year-old model stunned in a sexy pantsless blazer dress paired with black knee-high boots. She toted an ebony mesh camera bag featuring a sporty shell and spacious, pocket-lined interior.
In an interview with Vogue, Kendall said she’s just attending fashion shows as a spectator.
“It’s a lot more mellow to just go, but I won’t lie, today I was missing it. I was watching the girls and I was like, ‘damn, I kind of want to walk,’” she told the fashion magazine.
Kendall Jenner carried an ebony mesh camera bag with a sporty shell and a spacious, pocket-lined interior
While Kendall may have skipped the runway this season, her street style—especially her bold boot choices—continues to make headlines. She has repeatedly proven that boots, from sleek stilettos to chunky combat soles, are a staple in her fashion arsenal.
Kendall Jenner’s Iconic Boot Moments
Kendall Jenner has consistently showcased her impeccable style by pairing various boots with diverse outfits. Here are some of her standout boot moments:
Alexander Wang Anouck Chelsea Boots
- Event: Spotted at Los Angeles International Airport
- Outfit: Kendall opted for a fuzzy striped sweater and a fringed gray scarf, exuding a cozy yet chic vibe.
- Footwear: She complemented her ensemble with black Alexander Wang Anouck Chelsea boots, known for their sleek design and signature cut-out heel detail.
- More Details: Kendall Jenner Rocks Alexander Wang Anouck Chelsea Boots at LAX
Ganni Cowboy Boots
- Event: Lunch outing in West Hollywood
- Outfit: Channeling a ‘Friends’ inspired look, Kendall donned a slinky black dress that accentuated her silhouette.
- Footwear: She paired her dress with Ganni’s ‘High Texas’ Western boots, adding a touch of rugged charm to her elegant attire.
- More Details: How Kendall Jenner Pairs LBD With Ganni Cowboy Boots
Dr. Martens ‘Sinclair’ Boots
- Event: Casual day out in New York City
- Outfit: Kendall embraced a laid-back look with a gray quilt-lined button-down jacket over a white top and black slacks.
- Footwear: She completed her outfit with Dr. Martens ‘Sinclair boots, which feature a two-way fastening closure and chunky platform soles.
- More Details: Kendall Jenner’s Sinclair Quad Retro Military Jungle Boots by Dr. Martens
Prada Monolith Mini Bag Knee-High Boots
- Event: Strolling in New York City
- Outfit: Kendall wore a long graphic overcoat, gray jeans, and a fringed scarf.
- Footwear: She stood out in Prada’s Monolith knee-high boots, notable for their detachable zipped pouches and chunky rubber soles.
- More Details: Kendall Jenner Rocks Prada’s $1,450 Monolith Mini Bag Knee High Boots
Burberry Sculptural Heel Boots
- Event: Love Me 17 X Burberry party during London Fashion Week
- Outfit: Kendall made a statement in a white oversized knit cape over a slinky mini dress.
- Footwear: She elevated her look with Burberry’s sculptural heel ankle boots, adding a modern twist to her ensemble.
- More Details: Kendall Jenner Rocks Bold Gold Grill With Burberry Hooded Cape and Boots
Jimmy Choo ‘Blake’ Metallic Wedge Boots
- Event: Jimmy Choo Fall 2022 Campaign
- Outfit: As the face of the campaign, Kendall showcased various pieces from the collection.
- Footwear: She highlighted the ‘Blake’ knee-high boots, crafted from gold liquid metal leather with sculptural wedge heels.
- More Details: 4 Best Shoes From Kendall Jenner’s Jimmy Choo Fall 2022 Campaign
Alexander Wang ‘Mascha’ Stretch-Vinyl Knee Boots
- Event: Renell Medrano NYFW Exhibit
- Outfit: Kendall captivated in a vintage butterfly print ensemble by Jean Paul Gaultier.
- Footwear: She complemented her look with Alexander Wang’s ‘Mascha’ stretch-vinyl knee boots, featuring ankle zips and a metal toe bar detail.
- More Details: Kendall Jenner at Renell Madrano NYFW Exhibit in Mascha Stretch-Vinyl Knee Boots
Gianvito Rossi ‘Stilo’ Over-the-Knee Boots
- Event: Meeting her wax figure at Madame Tussauds in London
- Outfit: Kendall kept it cozy in a black knit dress with a zip-up front.
- Footwear: She added a hint of edge with Gianvito Rossi’s ‘Stilo’ over-the-knee boots, known for their pointed toes and stiletto heels.
- More Details: Kendall Jenner Meets Wax Doppelganger at Madame Tussauds in Gianvito Rossi ‘Stilo’ OTK Boots
Kendall Jenner’s snake-embossed knee-high boots at the DKNY 30th Birthday Party Celebration held at St. Ann’s Warehouse on September 9, 2019, in Brooklyn, New York City (Credit: Avalon / WENN)
While appearing on The Tonight Show on September 5, she was asked what she thinks about her newest nephew, Psalm West‘s name.
“[Kim] ended up going with the name that I didn’t even– that I didn’t care for as much,” Kendall responded. She added, “I think they were all really beautiful, but I was kind of rooting for another name.”
DKNY Ebony Mesh Camera Bag, $79