It’s been years in the making, but the moment we’ve all been waiting for has finally arrived! Timothee Chalamet and Kylie Jenner finally made their red-carpet debut as a couple at the 70th David di Donatello Awards in Rome, Italy. Chalamet was honored with the Special David Award for his cinematic excellence.
The couple turned heads in coordinated black ensembles. Timothée looked sharp in a black velvet Tom Ford suit and boots, while Kylie stunned in a Schiaparelli gown and pointed-toe mules, which gave her a height boost and made her appear nearly as tall as the 5ft 10 (177.8 cm) actor.
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 briefly visible occasionally.
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 particularly like the classic Mary Jane strap across the foot, elevating the feminine, sophisticated feel of the footwear, 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 brings a sense of refinement to the otherwise understated black color.
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 smart styling choice, allowing the dramatic neckline of her gown 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 before applying 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, and Precision Pout Lip Liner in the shade Comes Naturally and 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
Timothee 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.
Timothee 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 the most memorable fashion moments of Kylie Jenner and Timothée Chalamet, showcasing their distinctive styles and sartorial choices.
Kylie Jenner’s Chic Bangs and Red Dress at Paris Fashion Week
- Event: Acne Studios Spring/Summer 2024 Runway Show
- Outfit: Kylie debuted a striking fringe paired with a figure-hugging red-hot dress, accentuating her silhouette with finesse.
- Footwear: She completed the look with elegant heels that complemented her ensemble.
- Read more: Kylie Jenner’s red-hot ensemble at Paris Fashion Week
Timothée Chalamet’s Haider Ackermann Look at the Venice Film Festival
- Event: Premiere of “Dune” at the 2021 Venice Film Festival
- Outfit: Timothée donned a sleek Haider Ackermann ensemble, showcasing his fashion-forward approach.
- Footwear: He paired the outfit with polished black boots, adding a touch of sophistication.
- See more: Timothée Chalamet’s stylish appearance at the Venice Film Festival
Kylie Jenner’s Embrace of the Red Trend at Les Sculptures Jacquemus Show
- Event: Les Sculptures Jacquemus Fashion Show at Fondation Maeght
- Outfit: Kylie embraced the red trend with a stunning ensemble highlighting her fashion sensibilities.
- Footwear: Her choice of shoes added a refined touch to the overall look.
- Discover more: Kylie Jenner’s red-themed outfit at the Jacquemus show
Timothée Chalamet’s Bottega Veneta Ensemble at the Dune: Part Two Press Day
- Event: Dune: Part Two Paris Press Day
- Outfit: Timothée wore a fitted black turtleneck sweater with brown leather pants, exuding effortless style.
- Footwear: He completed the look with black dress shoes, maintaining a polished appearance.
- See his look: Timothée Chalamet’s Bottega Veneta outfit at the Dune press event
Kylie Jenner’s Dazzling Appearance at the 2024 Vanity Fair Oscar Party
- Event: 2024 Vanity Fair Oscar Party
- Outfit: Kylie captivated in a deep crimson Ludovic de Saint Sernin gown adorned with crystal cherry blossom accents.
- Footwear: She paired the gown with patent leather pumps, enhancing the ensemble’s elegance.
- Explore her style: Kylie Jenner’s stunning look at the Vanity Fair Oscar Party
These fashion moments underscore Kylie Jenner and Timothée Chalamet’s influence in the fashion world, each bringing their unique flair to the red carpet.