It’s 1922 in New York City, and a young Millie Dillmount has just moved to the Big Apple in search of a new life. Her grand plan is to find a job as a secretary for a wealthy man and then marry him. However, her plan goes completely awry. Millie’s wealthy boss is slow in proposing marriage, and the man she actually falls in love with doesn't have a dime to his name – or so he tells her. What’s a small town girl to do?