Discover the story of the song > Toot Toot Tootsie! – Al Jolson

The song is about a man who has to leave his partner and take the train. He keeps returning to his partner seven times to say goodbye before leaving. He tells his partner not to cry and promises to write to her, and if she doesn't hear back from him, she'll know he's in jail. The man seems to enjoy saying goodbye, unlike most people who find it sad.