This fall, I just want the brown boots that Carolyn Bessette-Kennedy wore

Carolyn Bessette-Kennedy wore the boot that's at the top of our fall wish list.

There's one name that's more prominent than ever in 2025. Carolyn Bessette-Kennedy , who once embodied '90s style in all its glory, is back in the headlines thanks to Ryan Murphy's show. But beyond her personal allure, her understated yet refined style is more relevant than ever, inspiring designers, fashion editors, and anyone who understands that less is truly more. Aside from her ever-famous capsule wardrobe, there's one piece we're all dying to wear this fall. She's talking about her brown leather boots with a reasonable heel and mid-calf.

In one of the many photos taken on the streets of New York—in that urban setting that so perfectly suited her sophisticated elegance—Carolyn can be seen holding the hand of John F. Kennedy Jr., dressed in a simple black sweater and camel-colored pencil skirt . But the icing on the cake are those brown boots: sophisticated, practical, subtle, sexy, and absolutely timeless. In short, the quintessence of her unmistakable style.

Fall Boots with Reasonable Heel Carolyn Bessette

Many reasons for this particular boot

Why are these boots the must-haves of the season? Because they don't loudly demand attention – they quietly convince. In a sea of trends that are often short-lived, these boots have everything that makes them a safe investment: They need no logo or embellishment; their strength lies precisely in their shape, the leather that adapts over time – and, above all, in the heel that accentuates the legs without sacrificing comfort.

The best part? They go with absolutely everything. From midi skirts to straight-leg jeans , long knit dresses, or even pleated trousers. Plus, their warm hue—a lovely, less-striking alternative to black—creates a more relaxed yet equally elegant look.

Here you can buy boots in the style of Carolyn Bessette-Kennedy

While the runways this Fall/Winter 2025/26 are dominated by maximalism and retro-futuristic references, there's something comforting about looking back and rediscovering these kinds of pieces that are always timeless and fitting. In other words, pieces that never go out of style because they were never dependent on it.