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I’m Copying Carolyn Bessette’s ’90s Sweater Style With These 17 Picks

by DigestWire member
March 19, 2026
in Entertainment
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I’m Copying Carolyn Bessette’s ’90s Sweater Style With These 17 Picks
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I started watching FX’s series Love Story for the romance, but have stayed for the fashion inspiration. Everyone can (and should) take notes from Carolyn Bessette-Kennedy’s simple, timeless wardrobe. But where should you start? One item that flatters every body type and shape is the roll-neck sweater.

The fashion icon wore the style in real life, and after watching the latest Love Story episodes, it’s about time I get a few roll-neck sweaters myself. The elegant pullover is a closet classic that goes with jeans, slacks, silk skirts and more. Lucky for Us, we found 17 quality options from Amazon, Quince, Macy’s and other retailers that can be yours in just a few clicks.

17 Roll-Neck Sweaters to Channel Carolyn Bessette’s ’90s Style

1. 90s Chic: This affordable roll-neck sweater is the epitome of CBK’s vibe. It’s perfect for those in between weather days, too, since it’s lightweight and cozy.

2. A French Aesthetic: Parisian women love their Breton stripes, and we’re sure that Bessette would also approve of this timeless striped roll-neck sweater.

3. Unique Texture: The intricate weave on this chunky sweater is reminiscent of my favorite waffle robe, meaning it’s plush, spa-like and will wrap you in comfort.

4. Button Up: Keep the top button of this springtime cardigan open and rolled down for a Bessette-inspired look that feels fresh and updated.

5. Roll It Out: With dropped shoulders and a subtle roll-neck, this soft cotton sweater looks and feels casual for relaxed days spent at home.

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6. Vintage Vibes: No one will ever guess you bought this Free People sweater at Nordstrom. It has an antique, lived-in appeal, and feels just as soft and comfortable as a hand-me-down.

7. All in the Details: The contrast stitching and piping on this sweater will grab everyone’s attention, making you the main attraction!

8. Layering Must-Have: This simple ribbed sweater will become the base for all of your layered looks. We bet it will be one of the most-worn articles of clothing in your closet.

9. Built-In Accessory: You can forget wearing jewelry when you have this unique knit. Dainty pearls line the edge of this roll-neck sweater for an elevated look.

10. Upgraded Option: Short-sleeved sweaters are all the rage right now, and this Anne Klein pick is perfect for spring with its textured small-scale cable-knit pattern.

11. Perfect for You: I love having tons of color options, and this pillowy Abercrombie roll-neck sweater comes in seven versatile hues.

12. Sale Alert: Real cashmere for less? Sign Us up! Abercrombie’s fan-favorite cashmere roll-neck sweater is currently half off . . . while supplies last.

13. Ready for Summer: The scalloped knitting on this tropics-inspired sweater top is begging to be packed for your next vacation.

14. The Retro Look: This roll-neck sweater combines old knitting techniques with a unique wide neckline for a finished piece that looks like you borrowed it from your grandmother (in a good way).

15. Patchwork Princess: Exaggerated, oversized stitching gives this color-block sweater a homemade appeal — so go on and tell people you made it yourself!

16. As Classic as It Gets: This cotton roll-neck sweater from Quince looks like it was plucked straight from Bessette’s closet.

17. Rugby Aesthetic: Love the rugby shirt vibe but aren’t a fan of the button up neckline? This sweater offers the same aura — complete with the striped pattern — but with a roll-neck silhouette.

How to Nail the ‘Smart Casual’ Dress Code for Every Event

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