Kendall Jenner has long been a beacon of effortlessly chic street style, seamlessly blending high fashion with everyday wear. As we navigate through 2025, her sartorial choices continue to inspire and set trends. Let’s delve into some of her most notable streetwear ensembles that epitomize the cool girl aesthetic.
1. The Drop-Waist Dress at Coachella 2025
:max_bytes(150000):strip_icc()/BGUS_3207490_006-ebd355a2c4d847b48fda2ba0633cc992.jpg)
At Coachella 2025, Kendall made a statement with a minimalist drop-waist dress in a buttery yellow hue. This choice stood out amidst the festival’s typical flamboyance, showcasing her preference for understated elegance. The dress’s relaxed silhouette and flattering fit made it a perfect spring staple, prompting many fashion brands to offer similar styles.
2. Khaki Midi Dress at FWRD Event
Hosting a Coachella kickoff party for FWRD, where she serves as creative director, Kendall opted for a khaki-hued silk dress from Tove’s Resort 2025 collection. The bias-cut dress, featuring twisted seams and a cowl neckline, exuded sophistication. Paired with minimalist accessories from The Row, this ensemble highlighted her ability to elevate simple pieces into high-fashion statements.
3. Embracing ‘Granny Sandals’
Kendall has been at the forefront of the ‘granny sandals’ trend, embracing their comfort and vintage charm. These sandals, characterized by peep toes and crisscross straps, have become a spring-summer staple, blending 1920s and 1950s aesthetics with modern updates. Her endorsement has propelled them into mainstream fashion, proving that comfort and style can coexist.
4. Retro Vibes with MO&Co.
In MO&Co.’s Spring 2025 campaign, Kendall channeled 90s retro-inspired style, donning denim jumpsuits, oversized blazers, and sleek leather jackets. The collection’s urban edge and casual sophistication mirrored her personal style, reinforcing her status as a fashion icon.
5. Parisian Chic at Fashion Week
During Paris Fashion Week, Kendall showcased her flair for tailored ensembles. She donned a summer suit with a nipped-in waist, reminiscent of Dior’s New Look, paired with ruched knickers and mens-inspired oxford loafers. Accessories like a neckerchief and squared-off sunglasses added a playful touch, exemplifying her ability to blend classic and contemporary elements.
6. Cozy Layers in New York
Post the Calvin Klein Collection show at NYFW Fall 2025, Kendall embraced a cozy-chic look. She layered a sage green cashmere top from The Row over a midriff-baring white tee, paired with black trousers and loafers. A navy Ralph Lauren baseball cap and black rectangular shades completed the ensemble, highlighting her mastery of high-low styling.
