A Look at the Five Most Stylish Couples Right Now

Just like gift giving and words of affirmation, fashion is a love language — it has the power to build connections and communicate compatibility. In honor of Valentine’s Day, WWD is taking a look at the top five most stylish couples today, including Timothée Chalamet and Kylie Jenner and Rihanna and A$AP Rocky.

Robert Pattinson and Suki Waterhouse

Since their red-carpet debut in 2022, Suki Waterhouse and Robert Pattinson have shared a similar aesthetic. Styled by Alexis Asquith, the “Moves” singer is notably a fan of bohemian fashion (think Stevie Nicks circa the 1970s and Chloé under Chemena Kamali). Waterhouse is also an official ambassador for Michael Kors. In August, the “Daisy Jones and the Six” actress was featured in the brand’s fall 2025 campaign with fellow ambassador Logan Lerman. At the time, the eponymous designer described Waterhouse’s fashion as “modern laid-back elegance.”

Pattinson, on the other hand, isn’t as much of an overt boho lover, but he’ll often juxtapose modern-day tailored looks with eclectic accessories like brooches and scarf belts. For major editorials and red carpets, the “Twilight” star has worked with stylist Taylor McNeill, the architect behind Timothée Chalamet’s recent looks. Pattinson has also been a fixture in campaigns for Dior menswear since 2016 after starring in the Homme fragrance ads for three years prior.

Timothée Chalamet and Kylie Jenner

Red carpet moments between Timothée Chalamet and Kylie Jenner are rare but always buzzy. The pair set the internet aflame at the “Marty Supreme” premiere in Los Angeles last year when they arrived dressed in tangerine-colored Chrome Hearts. Megan Stalter and Paul W. Downs subsequently recreated the viral moment at the Critics Choice Awards in January.

Jenner’s red carpet fashion, however, isn’t always so eccentric. The Kylie Cosmetics founder typically works with stylist Alexander Rose to pull feminine, form-fitting pieces from Schiaparelli, Ashi Studio or the vault of Versace. Her everyday fashion, on the other hand, is a mix of denim, latex and basics by her clothing brand, Khy.

Partnering with stylist Taylor McNeill, Timothée Chalamet has upped his style game, playing with cross-body bags, scarves and double-breasted suiting. At the 2025 Golden Globes, the actor gave fans a sneak peek at Haider Ackermann’s Tom Ford, wearing a back suit sprinkled in sparkles with leather, pointed-toe boots and a skinny blue scarf. In January, Chalamet appeared straight out of a 1960s menswear catalog, dressed in a navy pinstripe Givenchy suit by Sarah Burton.

Rihanna and A$AP Rocky

Fashion is part of Rihanna and A$AP Rocky’s relationship, drawing them together like moths to a flame. Over the last seven years, the two have noticeably morphed their aesthetics into one that sits at the intersection of streetwear and high fashion.

Working with stylist Matthew Henson, the “Praise the Lord” artist has developed an affinity for accessories. When he’s not covering his head in pearl clips, he’s layering scarves with sunglasses babushka style. Last year, A$AP, formerly an ambassador for Bottega Veneta, joined the Chanel team and starred in a short film alongside Margaret Qualley for the Métiers d’Art 2026 collection. The Grammy-winning artist also serves as the creative director for Puma’s F1 partnership and the founder of his own creative agency, AWGE. In February 2025, he was named the inaugural creative director of Ray-Ban.

Meanwhile, Rihanna has been busy building her lingerie empire, Savage X Fenty, and collaborating with Jahleel Weaver to create a portfolio of show-stopping looks and a maternity style that’s ignited its own fashion movement. Of her most notable looks is the all-red Loewe jumpsuit she wore during her Super Bowl Halftime performance in 2023; the hooded Valentino gown for the Met Gala that same year; and the pinstripe suit-dress by Marc Jacobs for the 2025 Met Gala.

Hailey and Justin Bieber

Hailey and Justin Bieber are proof that opposites really do attract, at least when it comes to fashion. The couple has gone viral countless times for wearing outfits that seemingly clash with one another (cue the red minidress and an oversize sweatsuit trend). While they may be sartorially out of sync much of the time, their affinity for style (and baggy silhouettes) bonds them.

For the past few years, Hailey has collaborated with stylists Dani Michelle and Andrew Mukamal, curating the ultimate “cool girl” wardrobe, filled with extra-large blazers, leather jackets, trousers and white Ts. And her closet wouldn’t be complete without the racks of Saint Laurent she’s accumulated as a long-time ambassador of the house. In 2023, the beauty mogul entered a global partnership with Fila, collaborating with the brand to create their signature sportswear collections.

Justin has also dabbled in fashion design over the years, cofounding Drew House in 2019 before the launch of his latest project, Skylrk, last year. Justin and Hailey both teased the debut of Skylrk, modeling the pieces in public before they were available. At the 68th annual Grammy Awards, Justin took the stage in nothing but a pair of silk Skylrk boxers. On the red carpet beforehand, he donned head-to-toe custom Balenciaga, styled by Mukamal. In addition to Mukamal, the “Daisies” artist will tap stylist Jenna Tyson.

Dua Lipa and Callum Turner

Dua Lipa and Callum Turner’s couple’s fashion is one that feels fresh and understated at the same time. Lipa has partnered with Lorenzo Posocco for years, tapping the style visionary to help imagine her aesthetic, on and off the stage. She’s had several partnerships with major houses, from Chanel to Mugler, Versace and Puma. Indeed, her street style is more relaxed, featuring long leather trenches, loose jeans, track pants, and tank tops. Callum Turner also favors a leather jacket, but bombers over trenches. The “Eternity” actor often works with Ben Schofield, the same style architect who works with Jacob Elordi and Harris Dickinson. Two years ago, Turner joined the Louis Vuitton family as a global ambassador.