Kissing Jessica Stein
2002Jessica, 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.
Acted in
Jennifer Westfeldt
as Jessica Stein
Heather Juergensen
as Helen Cooper
Scott Cohen
as Josh Myers
Jackie Hoffman
as Joan
Tovah Feldshuh
as Judy Stein
Michael Mastro
as Martin
Carson Elrod
as Sebastian
Jon Hamm
as Charles
David Aaron Baker
as Dan Stein
Esther Wurmfeld
as Grandma Esther
Hillel Friedman
as Rabbi
Ben Feldman
as Ben Feldman
Ben Weber
as Larry
Brian Stepanek
as Peter
Jennifer Carta
as Rachel - Dan's Fiancée
Idina Menzel
as Bridesmaid
Vinny Vella
as Cab Driver
John Cariani
as Chuck
Kevin Sussman
as Calculator Guy
Jim J. Bullock
as Not-Yet-Out Gay Guy
Hayden Adams
as Weird Smooth Guy
Christopher Berger
as Malaprops Guy
Alysia Reiner
as Schuller Gallery Artist
Tibor Feldman
as Roland
Michael Showalter
as Stephen
Michael Ealy
as Greg
Allen Fitzpatrick
as Matthew
Julie Lauren
as Josh's Date
Jimmy Palumbo
as Cheesy Pick-up Guy #1
Ilana Levine
as Helen's New Girlfriend
Naomi Scott
as Seductive Woman at Gallery