Bad Bunny, the Puerto Rican singer and global sensation, is set to headline the Super Bowl Halftime Show this Sunday. Since his debut in 2016, Bad Bunny has made a name for himself not only through his music but also through his bold and extravagant fashion choices. His style evolution reflects a journey of experimentation, marked by both iconic successes and notable missteps.
As fans anticipate his upcoming performance, it is an opportune moment to explore some of Bad Bunny’s most memorable fashion moments, showcasing how his style has transformed over the years.
Iconic Fashion Moments
At the **2026 Grammy Awards**, Bad Bunny made headlines as the first artist to win the Album of the Year award for a work sung entirely in a foreign language. His stunning outfit—a custom designed tuxedo by **Daniel Roseberry** for **Schiaparelli Haute Couture**—was a sight to behold. The tuxedo featured a corset-like back lace-up detail and Schiaparelli’s signature measuring tape motif on the lapel. Paired with diamond jewelry from Cartier, this outfit was described by stylist **Storm Pablo** as “the most elevated version” of Bad Bunny, showcasing his fashion-forward thinking.
His appearance at the **SNL50 Homecoming Concert** in 2025 also stood out. He paid homage to salsa legends like **Hector Lavoe** and **Willie Colón** with a burgundy suit and bright-blue shirt, accessorized with Ray-Ban sunglasses and gold jewelry. This look captured the essence of the vibrant New York salsa scene from the 1970s and 1980s, resonating with the themes of his album, “Debí Tirar Más Fotos.”
The **2024 Met Gala** marked another highlight in his fashion journey. Serving as a co-chair, Bad Bunny donned a custom **Maison Margiela Artisanal** suit designed by **John Galliano**. The outfit featured a navy suit with white stitching, a dramatic floral bouquet, and a sculptural hat, solidifying his status as a menswear icon.
At **Coachella 2023**, he embraced a maximalist aesthetic with a custom **ERL** patchwork puffer jacket and matching pants, reflecting the high-energy vibe of the event. His performance was enhanced by the eccentric patterns and vibrant colors that matched the show’s exuberance.
His **2023 Met Gala** look was equally impressive, showcasing a custom all-white suit by **Jacquemus**. The outfit, complete with a dramatic 26-foot-long rosette cape, perfectly aligned with the event’s theme honoring the late **Karl Lagerfeld**.
Fashion Missteps and Learning Experiences
Despite his many successes, Bad Bunny’s early fashion choices were not without their flaws. At the **2017 Latin American Music Awards**, he donned a loud floral Gucci suit with excessive diamond jewelry and tinted sunglasses. The look, while indicative of his burgeoning style, has since been criticized as overwhelming.
Similarly, his **2018 Billboard Latin Music Awards** outfit—a shiny purple suit with metallic fabrics—was considered too extravagant, lacking the refined elegance seen in his later appearances. This combination of bold colors and patterns did not resonate as well with audiences.
His outfit during a performance at the **2018 Latin Grammy Awards** also fell flat. While his collaborators, **Marc Anthony** and **Will Smith**, showcased classic styles, Bad Bunny’s silver pleather pants and zebra-print shirt seemed out of sync with the occasion.
In 2019, his **Coachella** ensemble featured a loud Louis Vuitton outfit adorned with pastel logos, which drew mixed reactions. His choice at the **2019 Annual Latin Grammy Awards** was also a miscalculation, combining mismatched patterns that detracted from his emerging style.
Bad Bunny’s **2022 Met Gala** debut showcased his willingness to push boundaries. Wearing a dramatic Burberry ensemble with puffed sleeves and a skirt, the look garnered mixed reviews, landing him on both “best” and “worst” dressed lists.
Through these highs and lows, Bad Bunny’s journey reflects his fearless approach to fashion. His evolution illustrates not just a shift in personal style but also an ongoing dialogue with cultural influences and trends. As he prepares to take the stage at the Super Bowl, fans eagerly await to see how he will continue to redefine menswear and fashion norms.
