1. Ocean's Eleven
Ocean's 11 is a 1960 heist film directed by Lewis Milestone and starring five Rat Packers: Peter Lawford, Frank Sinatra, Dean Martin, Sammy Davis, Jr., and Joey Bishop.Centered on a series of Las Vegas casino robberies, the film's other stars included Angie Dickinson, Cesar Romero, Richard Conte, Ak... read more...

2. Some Came Running
Some Came Running is a novel by James Jones, published in 1957. It is the story of a war veteran with literary aspirations who returns in 1948 to his hometown of Parkman, Indiana, after a failed writing career. (Parkman was loosely based on Jones's hometown of Robinson, Illinois.) A film version sta... read more...

3. Pal Joey
Pal Joey is a 1957 film, loosely adapted from the musical play of the same name, and starring Rita Hayworth, Frank Sinatra, and Kim Novak. Jo Ann Greer sang for Hayworth, as she had done previously in Affair in Trinidad and Miss Sadie Thompson. Kim Novak's singing voice was dubbed by Trudy Erwin. Th... read more...

4. High Society
High Society (1956) is a musical film starring Bing Crosby, Grace Kelly, and Frank Sinatra, and made by Metro-Goldwyn-Mayer in VistaVision and Technicolor with music and lyrics by Cole Porter. The movie was directed by Charles Walters and produced by Sol C. Siegel from a screenplay by John Patrick, ... read more...

5. A Hole in the Head
A Hole in the Head (1959) is a comedy film released by United Artists. It was directed by Frank Capra and featured Frank Sinatra, Edward G. Robinson, Eleanor Parker, Keenan Wynn, Carolyn Jones, Thelma Ritter, Dub Taylor and Joi Lansing. The film introduced the song "High Hopes", a Sinatra standard u... read more...