Conversation so far:
what did Frank Sinatra's career comeback begin with?
Fred Zinnemann's From Here to Eternity.
who did he co star with?
Burt Lancaster, Montgomery Clift.
was the film a success?
won a Golden Globe Award for Best Supporting Actor - Motion Picture.
what did people think about his acting skills?
Sinatra is "simply superb, comical, pitiful, childishly brave, pathetically defiant", commenting that his death scene is "one of the best ever photographed".
did he have any notable female co stars?
Doris Day.
did he sing any songs in his movies?
Sinatra sings "The Lady Is a Tramp.
what film is that from?
Pal Joey.
what movie was a huge hit?
High Society.
how was it a success?
earning over $13 million at the box office, becoming one of the highest-grossing pictures of 1956.
did he act with any other singers?
Bing Crosby.

Question: In what film?
Self-contained rewrite: In what film did Frank Sinatra act with Bing Crosby?