Mr. Cavalli dressed actual pop stars, too. Among them were Jennifer Lopez, Beyoncé, Christina Aguilera, Shakira and the Spice Girls, for whom he designed outfits for their 2007 reunion tour. Two years earlier, Playboy had hired him to revamp the bunny costume. Lenny Kravitz was another client, a man confident enough to wear a pair of tight leather trousers. “I’m a big fan of the way Miles Davis dressed, in skins and prints and leather, with an urban class and a street vibe, but elegant,” Mr. Kravitz told Vanity Fair in a 2009 profile of Mr. Cavalli. “Roberto has that.”