Kylie Jenner and Timothée Chalamet don’t make public appearances together very often, but when they do, they make a big impression. The stars’ power couple look has evolved over time.
As they get more at ease in the spotlight, they take even greater risks. After all, they have both been known to experiment with more daring fashions. Jenner, for example, has worn a variety of stylish hair colors since she was a youngster, as well as a gigantic lion head and a pantsless look during Paris stylish Week. Chalamet wore a bright blue jumpsuit to match Zendaya, developed a scarf obsession, and had everyone talking about his tiny pocketbook.
Now they’re making enormous fashion statements together. They ended 2025 with similar orange ensembles for the Marty Supreme film. To kick off the 2026 awards season, they went for a more classically sophisticated approach on the red carpet while still adding their own fun, whimsical twists to the ensembles.
Check out Kylie Jenner and Timothée Chalamet’s best looks together throughout their relationship. Scroll on to see how their style evolved over time.
For their first award show together, the couple chose simple color coordination. Jenner wore a vintage Hanae Mori lace dress from Lauren Lepire’s Timeless Vixen boutique in Beverly Hills. Chalamet sported an all-black Celine outfit with a glittering blazer. While she opted for a low-cut back, he chose a plunging neckline to show off his Cartier jewelry.
The next year, the pair kept their coordinating ensembles basic. Jenner donned a glittering silver vintage Versace dress with an open back. Chalamet, who is still obsessed with scarves, donned a Tom Ford outfit by Haider Ackermann with a hint of silver to complement her ensemble.
Chalamet opted for a classic all-black look, complete with patent shoes and a stylish choker. Jenner looked stunning in a black John Galliano dress with silver accents.
Jenner and Chalamet showcased their own styles here. He chose Givenchy’s popular butter yellow suit. Jenner chose an embroidered black cut-out dress from Miu Miu.
Jenner wore an Ashi Studio dress with a black lace corset bodice to the after-party. Chalamet complemented her vibe with a Tom Ford polka dot textured blazer. Underneath, he donned a crisp white shirt with a few buttons undone for an after-party vibe.
At a Lakers game, the two demonstrated their off-duty swagger. These casual styles added a little more personality. Chalamet dressed up a Lakers shirt, while Jenner chose frayed jeans and a basic white tank. Except for his orange Timberland boots, the couple stuck to a black and white color scheme.
For their official red carpet appearance, the couple dressed almost entirely in black. To be more specific, Chalamet’s Tom Ford look included a white flower. Jenner wore a Schiaparelli dress.
Jenner went all out to support the Knicks, wearing one of the team’s old windbreakers with classic blue trousers, while Chalamet sported an orange and blue jacket and pants pair.
Here, Chalamet represented the Yankees, while Jenner promoted his new film Marty Supreme.
It’s no secret that Chalamet prefers a coordinated, thematic appearance for premieres. So, these unique Chrome Hearts outfits only make sense. Jenner donned a cut-out dress and Chalamet wore a suit, both in orange. She even committed to the bit with her long orange nails. She accessorized with silver jewelry, whereas he chose a black table tennis paddle holder.
Chalamet started the year strong by wearing a Givenchy pinstripe blue suit with a striped tie for some print mixing. Jenner wore a sparkling black Gianni Versace Couture gown from Tab Vintage. These styles only piqued our interest in what the duo has in store for the awards season.
Chalamet wore monotone black with silver touches, including highly glittering jewelry, to mirror Jenner’s ensemble. She donned a figure-hugging sweetheart neckline dress with six straps across her shoulders. The gown was totally covered in brilliant silver, but she dressed it up even more with Lorraine Schwartz cluster diamond earrings.
