The Extra Man is a rather unconventional film about a pair of very unconventional characters. Louis Ives (Paul Dano) is a young aspiring playwright who moves to New York City after an embarrassing incident that forces him to quit his job. He meets and moves in with Henry Harrison (Kevin Kline), a former professor and playwright who now works as an “extra man,” which he stresses is not the same as a gigolo, or even a male escort; first of all, he doesn’t receive money for his services, and secondly, he doesn’t engage in anything sexual with the wealthy older women who hire him. Instead, he says, he brings a certain air of respectability and class to his engagements, in exchange for gifts and fine meals. In the meantime, he lives the sort of penniless existence that occasionally requires him to paint his ankles and calves with shoe polish in order to disguise the fact that he has forgotten to buy socks, which he says may have the added benefit of killing some of the fleas that inhabit him.
Louis is duly fascinated by Henry’s eccentric, acerbic ways, and Kline delivers one of the best performances of his career, mining big laughs from lines like, “I’m against the education of women. It dulls their senses and effects their performance in the boudoir.” He also rails against such practices as recycling and charity to the homeless, which makes an interesting contrast to Louis’ newfound job at an environmental magazine, where he develops a crush on his vegan, uber-green co-worker, Mary Powell (Katie Holmes). Louis is also fascinated by Henry’s mysterious, bearded neighbor, Gershon Gruen (John C. Reilly), who can be heard through the vents each morning singing beautifully as he showers. Louis is hiding his own eccentricity from his new friends, and without giving away too much about the course this particular character development takes, I will say it is perhaps the most sensitive, realistic exploration of heterosexual cross-dressing since Tim Burton’s Ed Wood.