Selma Blair
— Patti Petalson
Patrick Wilson
— Brian Callahan
Edward Burns
— Michael Murphy
Debra Messing
— Kate Scott
Dennis Farina
— Gilmore
Dara Coleman
— Silent Movie Actor
Heather Goldenhersh
— Sassy Party-Goer
Sarah Hudnut
— Scare-a Sara
Elizabeth Reaser
— Bernadette
Rosemarie DeWitt
— Murph's Hampton's Fling
Peter Van Wagner
— Mr. Sabatini
PT Walkley
— Singer / Songwriter
Bob Wiltfong
— Bookstore Representative
Donal Logue
— Chazz Coleman
Jay Patterson
— Michael's Agent
Peter Jacobson
— Monroe - Real estate agent
Joe Pistone
— Top Cat
Bill Hader
— Bill - Bookstore Fan