


The Gist
Kendall Jenner looked like Jackie Kennedy while debuting a retro-inspired hair transformation on October 27.
The model showed off polarizing bangs as she posed in barely-there lingerie on a couch.
Jenner joined all of her sisters for the rare joint Skims campaign.
Kendall Jenner tapped into her inner beauty chameleon as she debuted a retro hair transformation for a rare photoshoot with all of the Kardashian-Jenner sisters. In a nostalgic photo dump shared by big sister Kim on October 27, the model had fans doing a double take as she paired a Jackie Kennedy-coded bouffant with a lace-trimmed lingerie set.

Kendall Jenner on the runway at the Le Defile L’Oreal Paris 2026 fashion show on September 28, 2026 in Paris, France
Credit: Getty Images
For the latest edition of Skimsmas, Kendall stripped down to her Skims underwear as she modeled a barely-there look from the brand’s holiday collection. In a nod to the campaign’s vintage-inspired aesthetic, the reality star looked so different as she swapped out her signature long dark brunette tresses for sky-high volume and polarizing baby bangs that hit mid-forehead.

Kendall Jenner walks the runway at the Bottega Veneta fashion show during Milan Fashion Week on September 26, 2026
Credit: Getty Images
Kneeling on a light green jacquard couch with Santa Claus and a minimalist silver tinsel Christmas tree to the side, Kendall complemented her ’60s-inspired bouncy bob with a pair of angular tortoiseshell-rimmed glasses. The lingerie model added a subtle festive twist to boudoir dressing with her red-and-green plaid bra and matching thong, both of which were trimmed with dark pink lace. Kendall finished off her look with a pair of thigh-high nude tights that were topped with skin-colored lace.

Kendall Jenner at the ‘Wild Horse Nine’ screening at the Venice International Film Festival on September 3, 2026
Credit: Getty Images
Her little sister Kylie also posed in lingerie for the campaign, standing next to Santa in a white string bralet and matching miniskirt decorated with pink snowflake-inspired designs. The cosmetics maven styled her dark brunette hair in two retro-inspired pigtails and added a pair of white knit tights and pointed-toe white stilettos to her look.
While the 30-year-old star didn’t join little sister Kylie on the catwalk of the Victoria’s Secret Fashion Show this year, she recently was spotted strutting down the runway at Milan Fashion Week—as rumored boyfriend Jacob Elordi supported her from the audience.
Kendall and Elordi made their debut as a couple at the Academy Museum Gala on October 17. While the catwalk star posed solo on the red carpet in a whimsical strapless black-and-white polka-dotted gown with a bold thigh-high slit and large bows at her hips, she later cozied up to the Euphoria actor once they were together inside the venue.
Read the original article on InStyle
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