A Gentleman of Leisure (1923)

Jack Holt is Robert Pitt, a wealthy young idler who has just returned home to the States from London. While at a restaurant, he notices pretty Molly Creedon (Sigrid Holmquist). He sees that she has a photograph inscribed "with love" and as a joke, he makes a bet with his pals that he will obtain an autographed picture from the girl within 24 hours. But getting the photo is harder than it seemed at first, and he finally asks a burglar to help him out by stealing it.