These 17 A$AP Rocky Outfits Prove He's Rap's Most Daring Fashion Risk-Taker
These A$AP Rocky outfits are some of his most experimental looks to date, and they prove why he's known for his distinctive style.
It’s hard to pinpoint a time when A$AP Rocky wasn’t a fashion heavy hitter. The rapper's influence extends far beyond music thanks to his sartorial choices that have left a lasting imprint on modern hip-hop, inspiring a generation of artists to embrace bold, avant-garde looks. From the moment he burst onto the rap scene, the Grammy-nominated artist has showcased an undeniable affinity for style in his outfits, blending high fashion with streetwear sensibilities.
Rocky’s love for fashion has also been on full display through his multiple appearances at the Met Gala. In 2021, he made a statement by arriving in a vintage quilt designed by Eli Russell Linnetz, dramatically unveiling a sleek tuxedo underneath. Two years later, he paid homage to the late Karl Lagerfeld, donning a Gucci look that fused a classic tuxedo top with a kilt-denim hybrid—standing alongside his equally stylish partner, Rihanna. He has found a way to make all forms of clothing his own, from tailoring to torn tops and studded jeans. With Rocky serving as one of the co-chairs for this year’s Met Gala, it’s safe to say his upcoming look will be anything but conventional.
Throughout winter 2025, Rocky’s made headlines for reasons beyond fashion and music. After a highly publicized trial, he was acquitted of two felony assault charges, with Rihanna by his side nearly every day. Even during the legal proceedings, his trial style remained intact, favoring sleek, impeccably tailored looks—often courtesy of Saint Laurent by Anthony Vaccarello. Sharp lines, muted tones, and a sense of effortlessness defined his courtroom attire, proving that no matter the setting, A$AP Rocky remains one of the best-dressed men in the game. Soon after the trial was over, he took on the role of creative director for Ray-Ban, proving his eye for aesthetics isn’t limited to clothing alone but wearables in general.
Click through the gallery below to see every A$AP Rocky outfit that pushed the men's fashion envelope with his experimental style. 
