Kylie Jenner Abandons Her Signature Look for Kim Kardashian’s Skims Holiday Campaign as the Entire Sisterhood Reunites in Dramatic Festive Shoot

Kylie Jenner has dramatically abandoned her signature waist-length dark locks for a vintage-inspired, shoulder-length curly pigtail updo in a star-studded family reunion for the latest Kylie Jenner Skims festive rollout.

The 29-year-old beauty mogul surprised fans by stepping into the spotlight with sweeping side bangs and a retro aesthetic, ditching her trademark sleek hair to model a Fair Isle-print ensemble designed by sister Kim Kardashian.

Dressed in a festive red-and-white patterned triangle bra and matching miniskirt paired with crisp white tights and stilettos, Jenner joined forces with her siblings for an elaborate seasonal campaign that instantly commanded attention across social feeds.

Kylie Jenner.

A Complete Kardashian-Jenner Gathering Behind the Lens

The campaign, titled “Skimsmas w my sisters”, reunites the entire famous sorority under one high-concept studio shoot.

Photographed and visually conceptualised by artist Nadia Lee Cohen, the visuals present Kim Kardashian alongside Kylie, supermodel Kendall Jenner, and older sisters Kourtney Kardashian and Khloé Kardashian.

Kim announced the seasonal collection directly to her followers, confirming that the Skims Holiday Shop officially opens its digital doors on 29 October.

Kylie Jenner at the 2026 Met Gala on May 4.

Bold Editorial Choices and Wardrobe Ventures

This high-profile Skims project follows closely behind Kylie’s daring self-promotional pushes for her own apparel venture, Khy.

Promoting the After Dark collection, the entrepreneur stripped down to stilettos and a cropped coat finished with faux fur trim, alongside shots showing her draped only in an expansive black floor-length coat.

Reflecting on her design inspiration, Kylie highlighted her creative connection to nighttime cityscapes in a candid post to her audience:

• Urban inspiration: “There’s something about L.A. at night that I’ve always loved,” Jenner wrote.
• Atmospheric details: She credited the lights, nocturnal energy, and urban movement as the creative foundation for Khy’s latest drops.
• Creative control: Balancing independent releases under Khy alongside high-visibility family projects like Skims.

Kylie Jenner on January 29, 2026.

Front-Row Family Support on the Catwalk

Kylie’s fashion momentum follows her high-profile runway debut for the annual Victoria’s Secret fashion show, where she modelled an opulent $50 million bra created in partnership with luxury jeweller Jacob & Co.

Watching from the front row were her two children, eight-year-old daughter Stormi and four-year-old son Aire, who exchanged waves with their mother as she walked the catwalk.

“STILL DREAMING… thank you @victoriassecret,” Kylie posted afterwards, calling the moment an unforgettable career highlight.

Kylie Jenner wearing the Victoria’s Secret runway design.

💡 The reunion underscores how strategically the family synchronises high-concept brand drops to capture global attention ahead of the busy winter retail season.

🔍 From high-jewellery catwalk appearances to quirky retro styling lensed by British visual directors, Jenner continues to evolve her commercial image across multiple fashion spheres.

📌 As the festive shopping calendar kicks off, Skims looks poised to dominate winter wishlists with its nostalgic yet daring seasonal campaigns.

👇 What do you think of Kylie’s retro Fair Isle styling and curly updo? Share your thoughts in the comments below.

Source: www.instyle.com