In 1987, sixteen-year-old Ione Skye landed the breakout role of Diane Court, the dream girl who inspires John Cusack’s iconic boombox serenade in the hit Cameron Crowe film, Say Anything. While Skye seemed perfectly typecast as an aloof valedictorian, she was anything but. Deserted by her dad, the folk singer legend Donovan, Skye was a ninth-grade dropout who sought solace and validation in the eyes of audiences and dreamy costars like Keanu Reeves, River Phoenix, Matthew Perry, John Cusack, and Robert Downey Jr. But like her sixties 'It Girl' mom, Skye’s greatest weakness was musicians. On the heels of a toxic relationship with the Red Hot Chili Peppers’ Anthony Kiedis, which began when she was just sixteen and he was twenty-four, the actress leapt into wedded bliss with her first great love, Beastie Boy Adam Horovitz. But marriage was not the magical hall pass to adulthood Skye had imagined. Awakening to her bisexuality and desperately insecure, she risked her fairytale marriage for a string of affairs with gorgeous nineties “bad girls.” The dream marriage imploded, and Skye’s trust in herself and her future along with it.
