24 Things I’m Convinced Carolyn Bessette-Kennedy Would Wear in 2022

When it comes to points of fashion inspiration, my references are constantly in flux as trends emerge on the runways, street style shifts, cool celebrity looks unfold, and new designers take the helm of designer brands. One person who has remained a constant source of inspiration for many, many years, though, is the late Carolyn Bessette-Kennedy. Her point of view on minimal, elegant ‘90s fashion feels as relevant today as it did many decades ago and I always return to her classic looks as I continue to build out the staples in my closet.

One reason I think her style is so eternal is that her looks are timeless at their core. Rather than leaning into fleeting trends, her style is grounded in neutrals and seasonless silhouettes that go far beyond the moment she originally wore them. Ahead, I’m highlighting some pieces you can add to your cart now that are inspired by some of Carolyn Bessette-Kennedy’s most iconic looks, plus some new finds I think would fit seamlessly into her wardrobe now.

I’ve always considered slip dresses to be a great investment buy, but Carolyn Bessette-Kennedy proves how iconic the piece can look when paired with a tailored coat and pumps.

If you don’t want to overthink an eveningwear look, opt for something simple yet elegant like this strapless dress paired with long gloves.

Basics get the ultimate upgrade when at the hand of Carolyn Bessette-Kennedy. The key trick to remember? Stick to neutrals in a range of shades.

If you’re looking to add utility to the button-down shirts you’ve been collecting, simply add one to a maxi skirt and strappy heels for a cool, dressy outfit.


This silhouette, though.

It’s all about the great staples.

A forever piece.

Simple at its best.

Upgrade your accessories.

Elevated flip-flops were a CBK favorite.


For a weekend look.

This shade is so good.

Next: 9 Major Shoe Trends That Will Be Everywhere This Spring