The beauty mogul Kylie Jenner reveals the thoughtful fashion choices behind her chic black ensembles as she stood by Chalamet’s side at major red-carpet events.
Kylie Jenner made sure every detail of her look was on point while supporting boyfriend Timothée Chalamet during the awards season whirlwind. In a recent interview with Harper’s Bazaar published on Wednesday, May 28, the 27-year-old beauty mogul opened up about her style choices—including why she kept gravitating toward classic black gowns.
Just weeks after the couple made their red-carpet debut together in Rome at the 70th David Di Donatello Awards, Jenner explained how she ultimately decided on a black, curve-hugging Schiaparelli gown. “I think it just like happened that way,” she said, adding that she originally thought, “I can’t wear another black dress.” But then, as she put it, “the most perfect, gorgeous Schiaparelli black dress shows up.”
For the glamorous occasion, Jenner stunned in the plunging neckline design from Schiaparelli’s Fall/Winter 2025 collection, styling her hair in a chic updo. She perfectly matched Chalamet, 29, who accepted the David for Cinematic Excellence in a sophisticated velvet suit adorned with a boutonniere.
Throughout awards season, Jenner repeatedly turned to black ensembles—and this was no accident. She shared with Harper’s Bazaar that black dresses have a subtle magic: “Although these are the most beautiful, iconic gowns that I’ve been wearing, I think a black dress is also kind of like, not too attention grabbing in the best way. You can never go wrong with a black dress.”
Their appearance at the David Di Donatello Awards was their first time posing together on the red carpet, though the couple had been linked since April 2023. Over the past several months, Jenner has been a constant presence by Chalamet’s side, turning heads with her timeless style.
At the 2025 Oscars, Jenner wowed in a daring bedazzled Miu Miu gown that featured a skin-baring cutout framed by sparkling straps, perfectly paired with Lorraine Schwartz jewelry. Chalamet complemented her look in a custom butter-yellow suit by Givenchy.
For the Oscars after-party, Jenner returned to her favorite color, donning a striking Ashi Studio Spring/Summer 2025 Haute Couture gown with a lace corset bodice and sheer skirt. Chalamet coordinated with a black embossed blazer and slacks, creating a cohesive couple’s moment.
Jenner’s affinity for black continued at other major events. She wore a sleek vintage John Galliano dress at the 2025 BAFTA Awards, a dramatic floor-length black gown at the Berlin Film Festival, and a chic bodycon dress at the Santa Barbara Film Festival.
A source close to the couple told PEOPLE in April that the busy awards season was “intense for their relationship,” but Jenner never wavered in her support. “Kylie is truly his biggest fan,” said the source. “She would clear her schedule to attend awards and premieres with him. She couldn’t be more supportive of his career.”
As Jenner continues to balance her beauty empire, rhode, and her fashion ventures, she proves that classic elegance—and unwavering support—never go out of style.