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I Fall in Love Too Easily

Jule Styne & Sammy Cahn • 1945

Introduced by Sinatra in the 1945 film Anchors Aweigh, this delicate ballad earned Cahn and Styne an Academy Award nomination, losing to Rodgers and Hammerstein’s “It Might as Well Be Spring.” What it lost at the Oscars it more than made up for in longevity — it became one of the most recorded jazz ballads of the postwar era.

Chet Baker, Miles Davis, and Keith Jarrett all recorded definitive versions, each

Notable Recordings

  • Frank Sinatra
    1945
  • Chet Baker
    1954
  • Miles Davis
    1963
  • Keith Jarrett
    1983
  • Sarah Vaughan
    1961

Awards

  • Anchors Aweigh
    • 1945 Academy Award Nomination