Watch Life's a Funny Proposition (1919) Official Trailer

Young, introverted New York attorney Jimmie Pendleton is notoriously shy around women. Instead, he spends much of his time embarking on wild escapades with his friend, Herbert Austin. To fund these adventures, Jimmie frequently wires his eccentric Uncle Tobias in Kansabraska (a fictionalized Midwestern location) for emergency cash. Chaos ensues when Jimmie becomes engaged to Herbert’s sister, Mary. Following the engagement, Uncle Tobias unexpectedly arrives from the West. Jimmie is forced into a frantic, comical scramble to maintain appearances and conceal his true, wilder lifestyle—along with his careless spending habits—from his visiting uncle and his new in-laws.