Kissing Jessica Stein

Charles Herman-Wurmfeld
2002-03-13

When it comes to love, sometimes she just can't think straight.
6.047
97 min

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.

Cast

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