Kylie Jenner made a surprise runway debut at the 2026 Victoria’s Secret Fashion Show on October 18, wearing the brand’s US$50 million Fantasy Bra. The beauty mogul modeled the lingerie label’s most expensive Fantasy Bra to date, featuring over 4,400 natural diamonds and a yellow diamond centerpiece valued at $22 million, according to Vogue.
Created in collaboration with jeweler Jacob Arabo of Jacob & Co., the piece marked the Fantasy Bra’s first return to the runway since 2018.
Jenner’s boyfriend, Timothée Chalamet, watched from the audience alongside her mother, Kris Jenner, and Kris’ longtime partner, Corey Gamble.
The Fantasy Bra has previously been worn by iconic models including Gisele Bündchen and Heidi Klum.
Although Jenner is no stranger to high-profile fashion campaigns, runway appearances are relatively rare for her. But she’s far from the only celebrity to trade the red carpet for the runway. From musicians and actors to other famous personalities, plenty of stars have tried their hand at modeling, with varying degrees of success.
Click through to see which other stars have walked the runway.