Few artists have blurred the lines between music, politics and fashion quite like Puerto Rico’s unofficial superhero, Bad Bunny.
In 2018, the 31-year-old singer charged full force into the zeitgeist with the release of his debut album “X100PRE” (a stylization of “por siempre,” meaning “forever”). The project was an immediate success, debuting at No. 1 on Billboard’s Top Latin Albums chart and No. 11 on the Billboard 200, propelled by hits like “Ni Bien Ni Mal” and “MIA” featuring Drake.
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From there, his influence became impossible to ignore.
In fact, the Puerto Rican superstar went on to become Spotify’s most-streamed artist in the world for three consecutive years—2020 through 2022—making him the first non–English-language artist to claim the title. In 2022 alone, he amassed more than 18.5 billion streams. And by 2024, he still held strong, ranking as the third most-streamed artist globally. Adding to his continuous impact, Bad Bunny is 2025’s most-streamed artist on Spotify (once again), with the most-streamed album of the year, “Debi Tirar Más Fotos” which translates to “I should have taken more photos.”
With that level of cultural reach, Bad Bunny’s wardrobe naturally evolved into another form of expression his fans couldn’t ignore.
Ripped and rugged denim
When the “EoO” singer first emerged in 2018, ripped black skinny jeans quickly became the foundation of his early look.
That uniform was on display when he arrived at Spotify’s ¡Viva Latino! Live kickoff concert, where Bad Bunny paired the distressed skinnies with a Ricky Martin T-shirt, oversized headphones and black sunglasses.
These jeans also made appearances onstage, too.
Around the same time, Bad Bunny was named Apple Music’s first Up Next artist within the urban Latin genre, a milestone that coincided with a growing slate of high-profile collaborations. He brought the same ripped-skinny silhouette to live performances as well, including an appearance alongside reggaeton heavyweight J Balvin at the Latin Grammy Awards.
Shortly after, he performed for a crowd at Miami’s Bar 1306 in celebration of Apple Music’s release of a short film featuring the rapper. Following the screening, El Conejo Malo turned the event into an intimate concert, once again stepping onstage in the ripped denim—paired with a plaid jacket and chunky sneakers—that had become synonymous with his early rise.
Runway-approved looks
As Bad Bunny’s influence expanded and his audience grew, he also began moving in new cultural circles thus catching the attention of, arguably, one of America’s most influential families.
In 2023, the gender-blurring star made a series of high-profile appearances alongside then-girlfriend Kendall Jenner. And in true Kardashian fashion, proximity came with a dress code—one Bad Bunny heavily leaned into.
That shift was on full display during Milan Fashion Week the same year, when the then–it couple arrived at Gucci’s show. For the show, Bad Bunny opted for a pared-back, polished look, wearing a crisp white button-up shirt with straight-leg jeans, black loafers and his own black Gucci bag. He finished the outfit with blacked-out sunglasses and a khaki beanie, subtly coordinating with Jenner’s look and signaling a clear move toward a more refined, designer-driven era.
The following month, Bad Bunny continued his Gucci run, attending the 2023 Billboard Latin Music Awards in a crisp, all-white look.
The ensemble featured Gucci’s “GG” logo jeans with logo inserts, styled with a white T-shirt, a coordinating scarf, blue loafers and a Gucci belt. He completed the look with a backward cap, diamond jewelry—including pieces by Avi & Co.—and an Audemars Piguet watch, further showcasing his Kardashian-approved designer-led dressing.
Back to the basics
In 2025, Bad Bunny has been firmly in pop-star mode, promoting his sixth solo studio album (seventh overall), “DeBÍ TiRAR MáS FOToS.”
Since its release, the 17-track project has already shattered records, debuting at No. 1 on Billboard’s Top Streaming Albums chart and marking the largest streaming week for a Latin artist in over a year.
Beyond its commercial success, the album carries a broader message rooted in Puerto Rican pride, cultural visibility and the economic impact of redirecting global attention back to the island.
“I am Puerto Rican, I am Caribbean, and my music, my culture, my country’s history run through my veins, from plena to reggaetón,” Bad Bunny said in a press release. “At the peak of my career and popularity, I want to show the world who I am, who Benito Antonio is, and who Puerto Rico is.”
That message has extended beyond the music and into a fully realized wardrobe that’s become synonymous with the project.
The aesthetic was on full display during his first concert residency, “No Me Quiero Ir De Aquí” ( aka “I Don’t Want to Leave Here”), staged in Puerto Rico itself.
Throughout the residency, Bad Bunny frequently leaned into traditional Puerto Rican staples, most notably the pava—a straw hat historically associated with the jíbaro, or rural farmer and the island’s agricultural roots in coffee and sugarcane.
Made from dried palm leaves, the hat has long symbolized resilience and resistance, themes that align closely with Bad Bunny’s outspoken criticism of corruption and political neglect toward the island. He often paired the pava with white jeans, chunky sneakers and a long-sleeve white T-shirt, grounding the look in simplicity and cultural intent.
When he stepped outside that uniform, however, he went full throttle.
At the 2025 iHeartRadio Music Awards, for example, the Latin superstar delivered a high-glamour moment, arriving in an oversized white fur coat embellished with pearls and turquoise. The look was layered over a white T-shirt with a loosely tied regimental tie and finished with jeans and designer accessories.
