The Footloose Heiress (1937)

For the fifth time, this time on her eighteenth birthday, headstrong and defiant heiress Kay Allyn is determined to get married, this time to layabout Jack Pierson. While her father, J.C. Allyn, the president of his own advertising company, managed to stop with the help of the police all those other previous potential marriages before they happened, he, while determined to stop this one as well in not only not approving of Jack, but knowing Kay marrying Jack just to spite him, may have more difficulties this time as she is now of age. J.C. is indeed able to stop the wedding with the unexpected help and quick witted ingenuity of a drifter, Bruce "Butch" Baeder, who has been riding the rails and had just arrived in town. While J.C. is still suspicious of a drifter, Butch is able to convince J.C. to keep him around at least in the short term as he knows Kay will probably try to marry Jack again and Butch was effectively able to control Kay in this situation. Butch remaining at the Allyn house begins a game of wills between him and Kay, that game to see which of the two will proverbially blink first. Things begin to change when J.C. learns of the reason behind Butch's drifting life, and when Jack believes Butch is truly falling in love with Kay, that second item only one half of that story.