Few figures in fashion are so influential that they can pause the trends of the moment – and Carolyn Bessette-Kennedy is undeniably one of them.
Even as maximalism returns to the runways, with bold prints and opulent fabrics like velvet making a comeback, Carolyn Bessette-Kennedy’s style has reemerged in the spotlight thanks to Ryan Murphy’s Love Story. Social feeds are awash with vintage paparazzi shots of her and JFK Jr. strolling through New York in effortless, pared-back ensembles. With actress Sarah Pigeon portraying the ex-Calvin Klein employee on screen, fans are embracing neutrals, classic blue jeans, and Bessette-Kennedy’s signature tortoiseshell headbands.
Of course, calling her style minimalist is reductive, but even three decades later, pinpointing what made Bessette-Kennedy’s image so revolutionary is a challenge. One thing is clear: her lack of adornment protected what was sacred to her – her privacy. With no logos or signature pieces broadcasting her sartorial allegiances, the first glance at her outfits revealed little. Her simplicity added to her mystery.
While few will ever replicate CBK’s enigmatic charm, many enjoy trying. A must-have piece to do so? A classic roll-neck. Bessette-Kennedy owned countless versions, some featured in Love Story are even available today – like the white cotton rollneck she wore while discussing her engagement in bed, a J. Crew piece.
But imitation isn’t the goal. CBK was a curator of her own aesthetic, and copying her exact brands would miss the point. Our selection of roll-necks reflects pieces she might reach for today – timeless staples that let you interpret her famed style in your own way.
Rollnecks inspired by Carolyn Bessette-Kennedy’s style
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Khaite Willem Cashmere sweater
Despite its baggier fit, this sweater still manages to fit the female frame in a considered way. That reads as a hip-hitting hemline, ballooned sleeves, and ribbed details. Crafted in cashmere, the everyday piece comes in gray or a lighter taupe.
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Rick Owens Draped Turtleneck Top
This rollneck will subtly add a bit of drama to an evening ensemble, with a twisted, asymmetrical neckline. Crafted from wool, the sleeveless sweater also makes a great transitional piece that can be paired with jeans, tailored trousers, or a skirt. Discreet yet impactful: just like CBK.
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Gabriella Hearst Cashmere and Silk-blend Turtleneck
There’s no doubt that Bessette-Kennedy would have been drawn to the rich feel of this knitwear piece, made from a cashmere and silk blend. A subtle ladder stitch down the front of the sweater streamlines the shape and brings a welcome bit of detailing to the turtleneck. Opt for the camel color in spring, and the rich chocolate shade for fall.
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Lisa Yang Aisla Brushed-Cashmere Sweater
Lisa Yang focuses on creating wardrobe staples with cashmere, and CBK would have been a fan of her minimalist designs. Made in brushed cashmere, the fabric is specially treated to lift its fibers, creating a velvety, cloud-like texture that feels both lighter and warmer than standard cashmere.
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Alaia asymmetric cashmere and wool sweater
Both sculptural and daytime appropriate, this Alaia piece is primed for winter run-ins with the paparazzi. While the high neckline is an appropriate ode to CBK’s timeless style, the sweater’s asymmetric hem brings it firmly into 2026.
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Joseph Fortin Cable-knit Mohair-blend sweater
This cable knit is the closest to a print we’d see Bessette-Kennedy in. Its mohair texture ramps up the cosy factor, too. Loose-fitting with dropped shoulders, the shape is ideal for layering, with a detailed hem that falls just below the hip.
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Toteme Alpaca-blend Funnel Neck Sweater
Toteme is another brand CBK would likely have been drawn to, and this funnel neck style is a statement piece that isn’t overly loud. The cozy neckline and mohair-texture alpaca give the item an alpine feel, making it the perfect piece for wearing both on the streets of Manhattan and slopeside in Aspen.
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The Row Mariam Turtleneck
This piece is similar to the aforementioned J. Crew style, but a more luxurious take. While Carolyn’s famed sweater is cream, this elegant alternative comes in a deep charcoal color, crafted in midweight cashmere – warm, soft, and breathable.
