In celebration of Valentine’s Day, WWD has spotlighted some of the most fashionable couples in contemporary culture, showcasing their unique styles and standout moments on the red carpet. The featured couples include Suki Waterhouse and Robert Pattinson, Timothée Chalamet and Kylie Jenner, Rihanna and A$AP Rocky, Justin and Hailey Bieber, and Dua Lipa and Callum Turner.
Suki Waterhouse and Robert Pattinson: A Bohemian Aesthetic
Since their debut on the red carpet in 2022, Suki Waterhouse and Robert Pattinson have demonstrated a shared aesthetic that blends their individual styles seamlessly. Waterhouse, styled by Alexis Asquith, embraces a bohemian fashion sense and serves as an ambassador for Michael Kors. In August 2024, she was featured in the brand’s fall campaign alongside fellow ambassador Logan Lerman. Michael Kors described her style as embodying “modern laid-back elegance.”
Pattinson, while not overtly bohemian, often contrasts tailored looks with eclectic accessories, including distinctive brooches and scarf belts. His collaborations with stylist Taylor McNeill have resulted in memorable appearances, particularly at major events. The star has been a prominent figure in campaigns for Dior menswear since 2016, following his previous role as the face of the Homme fragrance.
Timothée Chalamet and Kylie Jenner: Red Carpet Buzz
The red carpet appearances of Timothée Chalamet and Kylie Jenner are few but always generate significant interest. Their look at the “Marty Supreme” premiere in Los Angeles last year, where they donned striking tangerine outfits from Chrome Hearts, became a viral sensation. Jenner typically collaborates with stylist Alexander Rose, often opting for feminine, form-fitting designs from brands like Schiaparelli and Versace, while her casual wear features a mix of denim and latex from her own brand, Khy.
Chalamet, also working with McNeill, has elevated his style through the use of accessories like cross-body bags and tailored suits. At the 2025 Golden Globes, he showcased a standout look in a sparkling black suit by Haider Ackermann, paired with pointed-toe leather boots. His recent appearances reflect a strong connection to 1960s menswear, notably in a navy pinstripe suit designed by Sarah Burton for Givenchy.
Rihanna and A$AP Rocky: Streetwear Meets High Fashion
Fashion plays a pivotal role in the relationship between Rihanna and A$AP Rocky, as both artists have cultivated a shared aesthetic that fuses streetwear with high fashion. Over the past seven years, they have worked closely with stylist Matthew Henson. A$AP Rocky is known for his innovative use of accessories, often seen sporting pearl clips and layered scarves. Recently, he joined the Chanel team and starred in a short film for the Métiers d’Art 2026 collection.
Rihanna, meanwhile, has been busy establishing her lingerie brand, Savage X Fenty. Collaborating with Jahleel Weaver, she has garnered attention for her striking looks, including an all-red jumpsuit during her Super Bowl Halftime performance in 2023. Her fashion choices continue to spark trends, such as the hooded gown she wore to the Met Gala that same year.
Hailey and Justin Bieber: A Fashionable Contrast
Hailey and Justin Bieber exemplify the idea that opposites attract in the world of fashion. Known for their contrasting styles, they often make headlines for their unique outfit pairings. Hailey has worked with stylists Dani Michelle and Andrew Mukamal to curate a “cool girl” wardrobe that includes oversized blazers and leather jackets. As a long-time ambassador for Saint Laurent, her collection reflects a sophisticated edge.
Justin has also ventured into fashion, co-founding Drew House in 2019 and recently launching Skylrk. The couple teased Skylrk’s debut by wearing pieces publicly before their release. At the 68th Grammy Awards, Justin made headlines by wearing custom Balenciaga, styled by Mukamal, while appearing on stage in Skylrk boxers.
Dua Lipa and Callum Turner: Fresh and Understated
Dua Lipa and Callum Turner embody a style that is both fresh and understated. Lipa has collaborated with stylist Lorenzo Posocco to develop her aesthetic, showcasing partnerships with major brands like Chanel and Versace. Her street style leans towards relaxed silhouettes, featuring long leather trenches and loose jeans.
Turner also embraces a laid-back style, often seen in leather jackets and bombers. He works with stylist Ben Schofield, who is known for his work with other notable figures in the industry. Turner became a global ambassador for Louis Vuitton two years ago, further solidifying his presence in the fashion world.
As Valentine’s Day approaches, these couples exemplify how personal style can reflect relationships, making fashion a language of love and connection.
