Bing Crosby and Carole Lombard in We're Not Dressing (1934)

Bing Crosby, Carole Lombard, Gracie Allen, George Burns, and Ethel Merman in We're Not Dressing (1934)

Bing Crosby and Kitty Carlisle in She Loves Me Not (1934)

Bing Crosby and Miriam Hopkins in She Loves Me Not (1934)

Bing Crosby, El Brendel, Julian Eltinge, Gloria Jean, Eddie Leonard, and Charles Winninger in If I Had My Way (1940)

Bing Crosby, Brian Donlevy, Carolyn Lee, and Mary Martin in Birth of the Blues (1941)

Ingrid Bergman and Bing Crosby in The Bells of St. Mary's (1945)

Frank Sinatra, Bing Crosby, Dean Martin, and Sammy Davis Jr. in Robin and the 7 Hoods (1964)

Grace Kelly, Frank Sinatra, and Bing Crosby in High Society (1956)

Fred Astaire and Bing Crosby in Blue Skies (1946)

Bing Crosby and Jane Wyman in Here Comes the Groom (1951)

Bing Crosby, Roy Rogers, Frances Farmer, Bob Burns, Hugh Farr, Karl Farr, Bob Nolan, Sons of the Pioneers, Martha Raye, and Tim Spencer in Rhythm on the Range (1936)

Joan Collins, Bing Crosby, and Bob Hope in The Road to Hong Kong (1962)

Bing Crosby and Mary Martin in Rhythm on the River (1940)

Bing Crosby, Dick Martin, and Dan Rowan in Rowan & Martin's Laugh-In (1967)

Bing Crosby in Rowan & Martin's Laugh-In (1967)

Bing Crosby and Betty Hutton in Here Come the Waves (1944)

Bing Crosby in Here Come the Waves (1944)

William Bendix, Bing Crosby, and Cedric Hardwicke in A Connecticut Yankee in King Arthur's Court (1949)

Bing Crosby and Cedric Hardwicke in A Connecticut Yankee in King Arthur's Court (1949)

Bing Crosby, Danny Kaye, Rosemary Clooney, Vera-Ellen, Bob Wallace, and Betty Haynes in White Christmas (1954)

Bing Crosby, Danny Kaye, Michael Curtiz, Rosemary Clooney, and Vera-Ellen in White Christmas (1954)

Bing Crosby, Danny Kaye, Rosemary Clooney, and Vera-Ellen in White Christmas (1954)

Bing Crosby in The Bells of St. Mary's (1945)

Bing Crosby, William Gargan, and Martha Sleeper in The Bells of St. Mary's (1945)

Bing Crosby and Rhys Williams in The Bells of St. Mary's (1945)

Bing Crosby and Henry Travers in The Bells of St. Mary's (1945)

Bing Crosby and Edith Fellows in Pennies from Heaven (1936)

Bing Crosby and Nancy Olson in Mr. Music (1950)

William Holden, Bing Crosby, Bob Hope, Ray Milland, and Mary Hatcher in Variety Girl (1947)

Bing Crosby, Coleen Gray, and Clarence Muse in Riding High (1950)

Jack Benny, Bing Crosby, and Bob Hope in The Jack Benny Program (1950)