Louis Ives heads to New York City following an embarrassing incident that forces him to leave his job. He rents a room in the apartment of Henry Harrison , a penniless, wildly eccentric playwright. Additionally, he accepts a position with an environmental magazine, where he encounters green-obsessed co-worker Mary. But it's Louis' new home life with Henry that really sparks his imaginable. Developing a mentor/apprentice relationship, Henry exposes Louis to the duties of an "extra man," a social escort for wealthy widows.