Guys and Dolls
(1955)

Sky Masterson, (Marlon Brando) falls for Sarah (Jean Simmons) on their date in Havana, but she rejects him when she thinks he took her there so a crap game could happen in the mission while she was gone.

He wins at craps and gets all the craps players to the mission for the midnight meeting and Sarah runs out after him when she learns from Nathan Detroit (Frank Sinatra) that Sky didn't tell anyone about Sky and Sarah going to Havana.

The movie ends with a Times Square Wedding for Sky and Sarah and Nathan and Miss Adelaide (Vivian Blaine).

Thanks Jon S.