Kissing Jessica Stein
Storyline
Jessica, a Jewish copy editor living and working in New York City, is plagued by failed blind dates with men, and decides to answer a newspaper's personal advertisement. The advertisement has been placed by 'lesbian-curious' Helen Cooper, a thirtysomething art gallerist.
Top Cast
Jennifer Westfeldt
Jessica Stein
Heather Juergensen
Helen Cooper
Scott Cohen
Josh Myers
Jackie Hoffman
Joan
Tovah Feldshuh
Judy Stein
Michael Mastro
Martin
Carson Elrod
Sebastian
Jon Hamm
Charles
David Aaron Baker
Dan Stein
Esther Wurmfeld
Grandma Esther
Hillel Friedman
Rabbi
Ben Feldman
Ben Feldman
Ben Weber
Larry
Brian Stepanek
Peter
Jennifer Carta
Rachel - Dan's Fiancée
Idina Menzel
Bridesmaid
Vinny Vella
Cab Driver
John Cariani
Chuck
Kevin Sussman
Calculator Guy
Jim J. Bullock
Not-Yet-Out Gay Guy
Charles Herman-Wurmfeld
Heather Juergensen, Jennifer Westfeldt
Released
