Higher and Higher (film)

Higher and Higher is a 1944 musical film starring Michle Morgan, Jack Haley, and Frank Sinatra in his film debut, loosely based on a 1940 Broadway musical written by Gladys Hurlbut and Joshua Logan. The film version, written by Jay Dratler and Ralph Spence with additional dialogue by William Bowers and Howard Harris, diverges significantly from its source.

The household staff of millionaire Cyrus Drake hasnt been paid for months when his bankruptcy is announced. With the wife and daughter of Cyrus on a long trip abroad, a scheme is formed to pass off the attractive young maid Millie as the socialite daughter, Pamela Drake, and marry her off to a rich man so therell be money for all.The valet, Mike OBrien, helps with the transformation, unaware that Millie is secretly in love with him. Asked if shed ever been courted, Millie mentions that she likes the way a young man next door sometimes sings to her. His name is Frank. ........

Source: Wikipedia