The Secret Behind Carolyn Bessette-Kennedy's Timeless Style

Take a closer look at the elements that defined her iconic aesthetic.

POSTED BY ANNMARY MAILYAN

Carolyn Bessette-Kennedy claimed her title of a defining fashion icon in the 90s. Three decades later, her outfits still appear across Pinterest boards as the ultimate style reference. Today Carolyn is experiencing the second wave of popularity with the release of the biographical series Love Story, which explores her relationship with John F. Kennedy Jr. People all over the world aspire to dress as effortlessly chic as Bessette once did. At first glance, recreating her wardrobe may seem simple, as her outfits appear casual and minimalistic. Yet very few people manage to capture her refined aesthetic.

So, what’s the secret behind Carolyn’s timeless style? Well, if you ask me, the most crucial element of her wardrobe was consistency. She chose the vibe that spoke to her and stayed loyal to it. You won’t find photos of Carolyn in, for instance, grunge or boho ensembles. Her closet became an extension of her lifestyle, perfectly reflecting her character. That’s exactly why it still feels so authentic: she prioritized her personal style over trends and confidently stuck to it.

Another important factor was her carefully chosen color palette. If you browse through her archive photos or watch the series, you’ll notice a few characteristic shades, such as black, brown, white, and beige. She leaned into darker hues that created a striking contrast with her platinum-blonde hair, bright blue eyes, and fair skin. To maintain balance, Bessette always paired black with lighter tones. You can see a recurring formula in her outfits: darker tops with lighter bottoms and vice versa. Every now and then, she’d break up the neutrals with occasional rich hues, like a bold red or leopard-print coat or a pink floral dress.

Her wardrobe remained simple, with no extravagant silhouettes or unusual patterns. Instead, she relied on refined tailoring and clean lines. Turtlenecks, basic shirts, blazers, coats, and denim jeans—they formed the foundation of her closet. For formal events, Bessette was most often seen wearing elegant black dresses. A timeless classic. 

When it came to accessories, Carolyn, once again, leaned toward minimalism. She rarely wore statement jewelry, opting for delicate pieces instead. Her most recognizable accessories were oval-shaped sunglasses and wide acetate headbands. She wore them frequently, and they eventually became a signature feature of her aesthetic. 

While some rely heavily on luxurious clothes and accessories to create a striking image, Carolyn managed to command attention with the bare minimum, proving that natural style and charisma are far more powerful than pretentious trends. 


If you want to channel a similar polished and effortless energy, check out my FizzyPicks for Bessette-inspired pieces.

 

EAVES 
Maxine Turtleneck Sweater 
$175

 

ACLER 
Holmgate Pant 
$415

 

MIMCHIK 
Waldorf Shirt 
$325

 

HEARTLOOM 
Beatriz Trench Coat 
$179

 

SNDYS 
August Button Up Top 
$75

 

AGOLDE 
90s Pinch Waist High Rise Straight Jeans 
$228

 

ALL THE WAYS 
Viola Top 
$64

 

HELSA 
Suede Column Skirt 
$499

 

STEVE MADDEN
Enora Coat 
$149

 

AEXAE 
Linen Trouser 
$250

 

DR. DENIM 
Elba Flare 
$100

 

EMI JAY
Wide Starlet Headband 
$34

 

RAY-BAN 
Oval Sunglasses 
$160

 

ENZA COSTA
Silk Rib Ankle Length Tank Dress 
$245

 

AMANDA UPRICHARD 
Slater Pants 
$194

 

CITIZENS OF HUMANITY
Isabel Rib Tank 
$98

 

Jennifer Behr Cruz embossed-crocodile headband

JENNIFER BEHR 
Cruz Embossed-Crocodile Headband 
$259

 

SAM EDELMAN 
Sylvia Boot 
$200

 

COACH 
Brooklyn Bag 28 
$295

 

4TH & RECKLESS  
Adriena Skirt 
$85

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