22. "Don't Think Twice, It's All Right" (1963)
In 1962, Dylan was heartbroken after Suze Rotolo, his first serious girlfriend, left New York for an open-ended stay in Italy. Out of that pain came this classic breakup ballad, in which he reels from a desperate sense of abandonment to a sharp bitterness ("You just kinda wasted my precious time"). "It isn't a love song," he wrote in the liner notes to The Freewheelin' Bob Dylan. "It's a statement that maybe you can say to make yourself feel better. It's as if you were talking to yourself." Dylan borrowed the song's melody from folk singer Paul Clayton (who had himself adapted it from the earlier tune "Scarlet Ribbons for Her Hair"), later settling out of court when Clayton filed a claim against him. But a poultry supplier near Dylan and Rotolo's former Greenwich Village apartment inspired one key image: "When your rooster crows at the break of dawn/Look out your window, and I'll be gone." As Rotolo recalled in her 2008 memoir, "When Bob and I stayed up all night ... we heard the roosters crowing at the break of dawn."