For decades, fans of outlaw country have asked the same question: Why didn’t Waylon Jennings, one of the most prolific and fearless song interpreters of his generation, ever record a song written directly for his only son with Jessi Colter, Shooter Jennings?
It seemed unthinkable. Waylon sang about freedom, heartbreak, rebellion, and redemption. He immortalized his friends, his lovers, and even his demons in song. But his son—the boy who bore both his name and his legacy—remained curiously absent from his recorded catalog. Now, at 80, Jessi Colter has finally broken the silence, offering a revelation that is both heartbreaking and profoundly human.