Archives For frank sinatra

Jack and Frank

“Jack’s ultimate vision of success was himself and Sinatra as drinking buddies singing songs to each other.” [ i]

Jack Kerouac loved Frank Sinatra. The smooth, free-wheeling Frankie, ah, what is it about Frank? The cool, the voice, the ring-a-ding-ding. The swing, the sway, the broads, the babes. The tough guy, the mob, the cigarette, the Jack . . . Daniels. When Frank stayed at the swanky Waldorf Astoria in New York, he always ordered a bottle of Jack, a salami, and loaf of Italian bread. All that and to be backed by the great Basie band, Sinatra: “Put on your Basie boots. . . .” Jack [singing along]: “Put on your happy boots!” [ii] Frank’s music swing-a-ling-lings as Jack’s writing swings the way of giggling-ping. Continue Reading…