Carolyn Bessette Kennedy’s go-to Levi’s bootcut jeans just got a modern update

While trends come and go, this closet staple stands the test of time.

With the immense popularity of Ryan Murphy’s series “Love Story,” a renewed interest in 90’s fashion and Carolyn Bessette Kennedy’s outfits is everywhere. But Levi’s bootcut denim, one of CBK’s trademark looks, never went out of style.

While there’s everything to love about the men’s cut she famously wore, Levi’s latest iteration of the classic design, the Premium Loose Boot Jeans, adds modern flair to the stalwart favorite.

Levi’s Premium Loose Boot Jean

Levi's

The new style just dropped last month, but it’s an instant hit with fans. The more relaxed, mid-rise option goes from day to evening effortlessly and has several shoppers calling it “the perfect jean.”

Offered in seven washes — including light and dark blues, plus a chic khaki brown — the Loose Boot Jean comes in three lengths for every height, in sizes 23 to 34.

Levi’s Premium Loose Boot Jean

Levi's

The bootcut style was so integral to Bessette Kennedy’s style, Sarah Pidgeon, who plays the fashion icon on the show, told Vogue, “We fitted some Levi’s so that they looked exactly how they fit Carolyn.” 

Much like the original, the newest pairs are made with 100% cotton, yet the looser fit combines retro styling with modern updates.

Levi’s Premium Loose Boot Jean

Levi's

We love the relaxed take on the classic, and they’re sure to hold up for years.

Shoppers rave about them, writing things like, “a new favourite, fits perfectly at the waist and nice and loose at the leg.”

“The jeans have that washed and worn feel. Very comfortable and I had several compliments,” reads another five-star review.

Levi’s Premium Loose Boot Jean

Levi's

A third customer echoes the sentiment, raving, “I love these Levi jeans! They are extremely comfy, they fit true-to-size, and they are the best quality! These jeans are not too tight and not too loose.”

“The ‘curvy’ style does not give me a gap in the back,” the satisfied shopper added, concluding, “I cannot wait to wear these again!”

No matter which color suits your taste, you can’t go wrong — they might just be your new wardrobe essential.

Why Trust Page Six Style Shopping

This article was written by Erica Radol, Page Six Commerce Reporter. From identifying the top anti-aging skincare secrets the stars trust to dishing on the latest fashion collabs to finding a great deal on all of the above, Erica has a knack for reporting on – and even testing – Hollywood’s bestselling fashion and beauty products. Before joining Page Six in 2025, she wrote about entertainment, lifestyle and shopping trends for Us Weekly, The Daily Beast, Entertainment Tonight, Well+Good and Hearst.