Meet Louis Ives: well-groomed, romantic, and as captivating as an F. Scott Fitzgerald hero. Only this hero has a penchant for ladies' clothes, and he's just lost his teaching job after an unfortunate incident involving a colleague's brassiere. Meet Henry Harrison: former actor, brilliant but failed playwright, and a well-seasoned escort for New York City's women of means. What can this ageless Don Quixote of the Upper East Side have to offer a young gentleman such as Louis? What, indeed... The Extra Man is a story of friendship and frustration, of cocktails and cross-dressing, a hilarious tale for our times from America's most versatile wit.