05/06/1998
After his first date at age 15 ended with the girl making out with another man at a party, aspiring writer Lester Grimm has treated all his girlfriends with jealousy and suspicion. While dating Ramona Ray, paranoia gets the best of him when he discovers that her most recent ex is successful novelist Dashiell Frank. Lester begins attending the same group therapy sessions as Dashiell to learn about Ramona's past with him.
Eric Stoltz
as Lester Grimm, aka Vince
Annabella Sciorra
as Ramona Ray
Chris Eigeman
as Dashiell Frank
Carlos Jacott
as Vince, aka Leo
Marianne Jean-Baptiste
as Lucretia
Brian Kerwin
as Stephen
John Lehr
as Lint
Peter Bogdanovich
as Dr. Howard Poke
Vincent Polidoro
as Young Lester Grimm
Yvette Brooks Grant
as Paulina
Jose Soto
as Club Promoter
Delaine Yates
as Ariana
Nico Baumbach
as Ex-Boyfriend
Joel Kastelberg
as Curt
Dean Wareham
as Music Video Director
Leigh Zimmerman
as Lois
Patricia Towers
as Museum Woman
Helen Hanft
as Millie
Andrew Mills
as Trey
James P. Engel
as Harold
Martha Gehman
as Josselyn
Lauren Katz
as Maria
Michelle Blakely
as Imogen
Matthew Kaplan
as Omar
Jonathan Baumbach
as Marlon
Julie Jacott
as Amy
Noah Baumbach
as Arliss
Eddie Kaye Thomas
as Nat
Bridget Fonda
as Irene
Laurie Durning
as Waitress
Christopher Reed
as Male Classmate
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