A woman in an oversized navy blazer steps out of a London taxi. On her feet, she wears white trainers just enough to look lived-in. In her hand, she holds a simple leather tote big enough for daily errands. The camera's flash, and the image is instantly everywhere. It was Princess Diana in the early 1990s, yet the silhouette could easily pass for a fashion editor at Paris Fashion Week today.

Bad Bunny isn’t the first global music star to wear a skirt. He isn’t the only man to walk in pearls or paint his nails in glossy pinks. But when a Puerto Rican reggaetón icon, built from the sounds of perreo and steeped in the bravado of Latinx masculinity, steps into traditionally “feminine” clothing, it doesn’t just make a fashion statement. It cracks something open.

Fashion has always been more than just clothes: it’s language, expression, rebellion, elegance, identity, and sometimes, all at once. A fashion icon is someone who doesn’t just follow trends, they set them. They don’t wear clothes; they own them. But more than what they wear, it’s how they wear it, what they represent, and the cultural ripple effect they create.