A man who escorts wealthy widows in New York's Upper East Side takes a young aspiring playwright under his wing.
Kevin Kline
as Henry Harrison
Paul Dano
as Louis Ives
Katie Holmes
as Mary Powell
John C. Reilly
as Gershon Gruen
Dan Hedaya
as Aresh
Alicia Goranson
as Sandra
Patti D'Arbanville
as Katherine Hart
Celia Weston
as Meredith Lagerfeld
John Pankow
as George
Marisa Ryan
as Tanya
Marian Seldes
as Vivian Cudlip
Lynn Cohen
as Lois Huber