Bad Bunny, the Puerto Rican singer and cultural icon, is set to headline the Super Bowl Halftime Show on February 11, 2026. With a career that began in 2016, he has transformed into a fearless fashion figure, known for his extravagant menswear. His style journey reflects both bold successes and some notable missteps, making his fashion evolution a captivating narrative.
As fans anticipate his performance, they are also curious about how Bad Bunny’s outfit will complement the show. His fashion philosophy is evident in songs like “Yo Visto Así,” where he asserts, “I wear what I want, I won’t change / If you don’t like it, you don’t have to look.” This attitude has propelled him to international stardom and has made his evolving style a point of discussion.
Highlights of Bad Bunny’s Most Iconic Looks
At the **2026 Grammy Awards**, Bad Bunny not only made history by winning the Album of the Year for a foreign language album but also became the first artist to showcase a custom Schiaparelli Haute Couture menswear ensemble on the red carpet. His black-tie tuxedo, designed by **Daniel Roseberry**, featured a unique corset-like back lace-up detail and an exaggerated silhouette. Complemented by diamond Cartier jewelry, this outfit was described by his stylist, **Storm Pablo**, as “the most elevated version” of Bad Bunny.
In 2025, during the **SNL50 Homecoming Concert** at Radio City Music Hall, he paid tribute to legendary salsa artists with a striking burgundy suit and bright-blue shirt, reminiscent of the vibrant salsa scene of the 1970s and 1980s. This ensemble reflected the influences of his latest album, **”Debí Tirar Más Fotos.”**
Bad Bunny’s appearance at the **2024 Met Gala** was another standout moment. Wearing a custom **Maison Margiela Artisanal suit** designed by **John Galliano**, he exhibited a theatrical flair that included a navy suit with white stitching and a surreal sculptural hat. This look was praised as one of the best of the night, solidifying his status as a menswear icon.
His Coachella performance in **2023** featured a maximalist custom **ERL patchwork puffer jacket** and matching pants adorned with vibrant patterns, perfectly matching the high-energy atmosphere of the event. At the **2023 Met Gala**, he donned a custom all-white **Jacquemus suit**, complete with a dramatic 26-foot-long rosette cape, which resonated with the event’s theme honoring the late **Karl Lagerfeld**.
Fashion Missteps in Bad Bunny’s Journey
Despite his many successes, some of Bad Bunny’s earlier fashion choices have sparked debate. At the **2017 Latin American Music Awards**, he wore a loud floral Gucci suit paired with excessive diamond jewelry and tinted sunglasses. While it showcased his early boldness, it was a look that many consider a misstep in his fashion evolution.
His bright purple suit at the **2018 Billboard Latin Music Awards** received a mixed reception. The shiny metallic fabrics and embroidered details were ambitious, but critics noted that the ensemble was overly busy, contrasting sharply with the more refined looks he would later adopt.
During the **2018 Latin Grammy Awards**, his outfit—a combination of silver pleather pants, a zebra-print shirt, and a burgundy velvet bomber jacket—felt out of sync with his collaborators, contrasting with the classic styles of **Marc Anthony** and **Will Smith**. This look was viewed as a reflection of quickly fading trends rather than a timeless statement.
At **Coachella 2019**, he opted for a loud Louis Vuitton ensemble covered in pastel rainbow logos, which some felt overshadowed his performance. Similarly, his mismatched look at the **2019 Latin Grammy Awards** featured a patchwork of patterns and styles that did not resonate with fashion critics.
Finally, his **2022 Met Gala** debut featured a bold Burberry outfit designed by **Riccardo Tisci**, which included a camel-colored jacket with dramatic puffed sleeves. While it aligned with the night’s theme, it received mixed reviews, landing him on both “best dressed” and “worst dressed” lists.
Bad Bunny’s fashion journey reflects his fearless experimentation and willingness to embrace both triumphs and failures. As he prepares for the Super Bowl Halftime Show, fans are eager to witness not only his performance but also the latest chapter in his evolving style narrative.
