Kendall Jenner Channels Schoolgirl Chic with a Modern Twist

Kendall Jenner, known for her effortlessly chic style and ever-evolving fashion choices, has once again surprised the fashion world with a new look that feels both nostalgic and fresh. During the spring 2025 collections, Jenner, often seen as the epitome of a ’90s socialite in straight-legged jeans and loafers, seemed to vanish into a more sophisticated, old-world version of herself. Gone were the baseball caps and oversized suede jackets that had long defined her signature street style. Instead, she embraced a high-fashion transformation, stepping out in vintage John Galliano suits and sharp Mugler skirts paired with Hermès briefcases.

Jenner’s stylist, Dani Michelle, explained that the dramatic change in her wardrobe was inspired by the model’s new blonde hair, which led to a refined, more elegant look with classic tailoring. The transformation was so striking that it seemed to signal a shift in the model’s style evolution—one that is poised between youthful flair and grown-up sophistication.

However, Jenner’s latest style evolution comes with yet another major change. This time, the 28-year-old model swapped her blonde locks for a gamine bob in her natural brunette shade, and her fashion followed suit with a subtle, yet significant, shift towards schoolgirl chic. Photographed in Los Angeles, Jenner wore a charcoal vest over a pinstripe shirt, complemented by a Reformation miniskirt and a sensible handbag. The ensemble exuded a polished, preppy vibe that could have easily placed her in the role of head girl at a private school in Calabasas.

Interestingly, this style feels a world away from how Jenner dressed during her teenage years. Back when she attended Sierra Canyon School before switching to homeschooling in 2012, her wardrobe was a mix of rebellious leather skinnies, perspex heels, slogan sweaters, and eclectic flower crowns. As she once described her teenage fashion choices: "Some days I’m into this, and other days I’m into that." Her relationship with style has always been mercurial and fluid, reflecting her natural ability to transform her looks as easily as she changes her hair.

In this latest look, Jenner has once again demonstrated her versatility, effortlessly blending youthful elements with grown-up sophistication. The schoolgirl aesthetic, paired with her newfound bob, feels like a new chapter in her style journey—one that mixes nostalgia with a modern edge, proving that Kendall Jenner is not just a model, but a true fashion chameleon.