Timothée Chalamet and Kylie Jenner’s red-carpet debut as a couple at the 70th David di Donatello Awards instantly became one of the most talked-about fashion moments of the year—and it remains just as compelling today. The appearance marked a stylish intersection of Hollywood influence and modern couture, with Chalamet receiving the prestigious Special David Award and the pair arriving in perfectly coordinated black looks.
Their matching ensembles showcased the duo’s evolving fashion synergy: Chalamet opted for a sleek velvet Tom Ford suit and polished boots.
At the same time, Kylie delivered high-glamour drama in a Schiaparelli gown paired with pointed-toe mules that subtly elevated her 5ft 6 (167.6 cm) frame. The result was a refined, camera-ready moment that still feels fresh—an early chapter in what has become one of pop culture’s most visually compelling pairings.
Kylie Jenner and Timothée Chalamet make a glamorous red carpet debut as a couple at the 70th David di Donatello Awards in Rome, turning heads in coordinated black looks by Schiaparelli and Tom Ford in Rome on May 7, 2025 (Credit: Anna Maria Tinghino / Future Image / Cover Images)
While the duo exuded confidence and style on the red carpet, a brief awkward moment unfolded inside Cinecittà Studios. As Chalamet rose to accept his award, he leaned in to kiss Kylie. However, just as she moved in for a second kiss, he turned to greet attendees seated behind them, momentarily leaving Kylie caught off guard.
Despite the brief, awkward exchange, the couple looked radiant throughout the evening, with Kylie’s ensemble particularly standing out.
Kylie Jenner Elevates Her Look with Suede Pointed-Toe Mary Jane Mules
Kylie’s shoes were mainly concealed throughout the evening, but were occasionally visible.
She wore pointed-toe mules, which exuded a perfect balance of simplicity and elegance. Crafted from luxe suede, these shoes have pointed toes and low-cut vamps, adding an element of sultriness. I like the classic Mary Jane strap across the foot, elevating the footwear’s feminine, sophisticated feel, not to mention the sleek stiletto heels, which gave Kylie’s 5ft 6 (167.6 cm) height a classy boost!
I commend Kylie for opting for these gorgeous pointed-toe mules instead of the traditional closed-toe pumps, as they enhanced the outfit’s overall feminine allure.
Kylie Jenner slips into a pair of black suede pointed-toe mules with a Mary Jane strap across the foot and slim stiletto heels (Credit: Anna Maria Tinghino / Future Image / Cover Images)
Kylie Jenner Turns Heads in a Sheer Black Schiaparelli Gown
Kylie looked sensational teaming her pointy mules with a slinky black semi-sheer dress from Schiaparelli’s Fall/Winter 2025 collection, exuding pure bombshell vibes.
The dress stands out for being more than just a classic black dress. It’s cut from intricately embroidered black velvet, creating intriguing lacework that adds a unique textural dimension and lends a sense of refinement to the otherwise understated black.
The thin halterneck strap and plunging scoop neckline give the design a touch of glam, while the slinky fit perfectly accentuates Kylie’s curves. It highlights her ultra-snatched waist and curvy hips, creating a Marilyn Monroe-esque vibe. It falls into a fitted skirt with a dramatic fishtail hem, adding drama and movement to the overall look.
Kylie Jenner looks sensational in a slinky black gown by Schiaparelli featuring an intricately embroidered velvet material, a halter neck, and a plunging neckline (Credit: Anna Maria Tinghino / Future Image / Cover Images)
Statement Accessories: Kylie Jenner’s Schiaparelli Jewelry and Clutch
While Kylie’s sultry silhouette drew plenty of attention, her eye-catching Schiaparelli accessories added a distinct flair to her ensemble. She wore mismatched statement earrings—one featuring a hammered gold brass thumb adorned with a pearl and rhinestone, and the other a sculpted hand clutching her earlobe like an ear crawler, embellished with a crystal on the ring finger and a mother-of-pearl pendant.
Complementing the bold earrings, Kylie accessorized with a gold ring and carried a black velvet clutch decorated with Schiaparelli’s signature keyhole bijoux and intricate embroidery. Forgoing a necklace was a wise styling choice, allowing the gown’s dramatic neckline to remain the focal point.
Kylie Jenner adds an interesting element to her black dress with mismatched Schiaparelli earrings and a black keyhole clutch (Credit: Anna Maria Tinghino / Future Image / Cover Images)
Inside Kylie Jenner’s Nude Makeup Look Using Kylie Cosmetics
As a successful beauty mogul, Kylie Jenner used products from her line, Kylie Cosmetics, for her makeup.
Her soft, nude makeup look was gorgeous. She used Natural Blue Powder Foundation and Power Plush Longwear Concealer to even out her skin tone, then applied the Classic Matte Palette, with nine deep and light brown shades, to add depth and definition to her eyes. A touch of Powder Blush Stick in the shade Meet Me There added dimension to her cheeks. She also used the Wisp Lash Mascara for long eyelashes, the Precision Pout Lip Liner in the shade Comes Naturally, and the Tinted Butter Balm in Love That 4 U for her lips.
Kylie Jenner wears her hair in a glamorous bun and highlights her features with soft nude makeup using Kylie Cosmetics (Credit: Anna Maria Tinghino / Future Image / Cover Images)
Timothée Chalamet Stuns in a Velvet Tom Ford Suit at the David di Donatello Awards
Timothée Chalamet, one of the evening’s honorees, looked like the chic gentleman on the red carpet in his sleek and modern black velvet Tom Ford suit.
He wore a double-breasted suit with peaked lapels, satin trim and buttons, and a white rosette instead of a traditional pocket square, adding a unique contemporary charm to the look.
Underneath, Timothee wore a black Oxford shirt, with the top two buttons left undone for a relaxed touch. He finished the look with matching black pants and dress shoes, adding a touch of sophistication to the ensemble.
Timothée Chalamet looks handsome in a black velvet Tom Ford suit with a black Oxford shirt and black dress shoes (Credit: IPA / INSTARimages)
More Red Carpet Highlights from Kylie Jenner and Timothée Chalamet
Explore some of Kylie Jenner’s and Timothée Chalamet’s most memorable fashion moments, showcasing their distinctive styles and sartorial choices.
✨ Kylie & Timothée: Couple Style Moments in High Fashion:
A look at the best shoe and fashion articles covering Kylie Jenner and Timothée Chalamet’s influential red-carpet and front-row pairings, confirmed live on YourNextShoes.com.
- 👠 Kylie’s Schiaparelli Mules: An article detailing Kylie Jenner’s fiery Acne Studios look references her “suede pointed-toe Mary Jane mules” from the couple’s high-fashion debut.
- 👗 Paris Fashion Week, Chanel Style: Spotlights Kylie Jenner, described as “Timothée Chalamet’s girlfriend,” in a classic white tweed set and black patent Chanel slingback pumps.
- 🎬 The Stylish Red Carpet Debut: While focusing on another celebrity pairing, this editorial highlights the couple’s premiere moment: “Chalamet in Tom Ford tailoring alongside Jenner in Schiaparelli.”
- 💎 The Iconic Mules Recapped: An article on Jenner’s Jean Paul Gaultier look includes a direct link and description of her “Sleek Schiaparelli Look with Pointed-Toe Mules” from their joint appearance.
- 🔗 Schiaparelli Statement Mention: Features a roundup of stunning couture moments, including how the duo “Make a Statement in Schiaparelli and Tom Ford.”
These fashion moments underscore Kylie Jenner and Timothée Chalamet’s influence in the fashion world, each bringing their unique flair to the red carpet.