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Kissing Jessica Stein
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Kissing Jessica Stein

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Kissing Jessica Stein

Comedy

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.

Date: 03/13/2002
Rating: 6.1
Cast: Jennifer Westfeldt, Heather Juergensen, Scott Cohen, Jackie Hoffman, Tovah Feldshuh, Michael Mastro, Carson Elrod, Jon Hamm, David Aaron Baker, Esther Wurmfeld, Hillel Friedman, Ben Feldman, Ben Weber, Brian Stepanek, Jennifer Carta, Idina Menzel, Vinny Vella, John Cariani, Kevin Sussman, Jim J. Bullock, Hayden Adams, Christopher Berger, Alysia Reiner, Tibor Feldman, Michael Showalter, Michael Ealy, Allen Fitzpatrick, Julie Lauren, Jimmy Palumbo, Ilana Levine, Naomi Scott

Jennifer Westfeldt as Jessica Stein in Kissing Jessica Stein Jennifer Westfeldt

Heather Juergensen as Helen Cooper in Kissing Jessica Stein Heather Juergensen

Scott Cohen as Josh Myers in Kissing Jessica Stein Scott Cohen

Jackie Hoffman as Joan in Kissing Jessica Stein Jackie Hoffman

Tovah Feldshuh as Judy Stein in Kissing Jessica Stein Tovah Feldshuh

Michael Mastro as Martin in Kissing Jessica Stein Michael Mastro

Carson Elrod as Sebastian in Kissing Jessica Stein Carson Elrod

Jon Hamm as Charles in Kissing Jessica Stein Jon Hamm

David Aaron Baker as Dan Stein in Kissing Jessica Stein David Aaron Baker

Esther Wurmfeld as Grandma Esther in Kissing Jessica Stein Esther Wurmfeld

Hillel Friedman as Rabbi in Kissing Jessica Stein Hillel Friedman

Ben Feldman as Ben Feldman in Kissing Jessica Stein Ben Feldman

Ben Weber as Larry in Kissing Jessica Stein Ben Weber

Brian Stepanek as Peter in Kissing Jessica Stein Brian Stepanek

Jennifer Carta as Rachel - Dan's Fiancée in Kissing Jessica Stein Jennifer Carta

Idina Menzel as Bridesmaid in Kissing Jessica Stein Idina Menzel

Vinny Vella as Cab Driver in Kissing Jessica Stein Vinny Vella

John Cariani as Chuck in Kissing Jessica Stein John Cariani

Kevin Sussman as Calculator Guy in Kissing Jessica Stein Kevin Sussman

Jim J. Bullock as Not-Yet-Out Gay Guy in Kissing Jessica Stein Jim J. Bullock

Hayden Adams

Christopher Berger

Alysia Reiner as Schuller Gallery Artist in Kissing Jessica Stein Alysia Reiner

Tibor Feldman as Roland in Kissing Jessica Stein Tibor Feldman

Michael Showalter as Stephen in Kissing Jessica Stein Michael Showalter

Michael Ealy as Greg in Kissing Jessica Stein Michael Ealy

Allen Fitzpatrick as Matthew in Kissing Jessica Stein Allen Fitzpatrick

Julie Lauren as Josh's Date in Kissing Jessica Stein Julie Lauren

Jimmy Palumbo as Cheesy Pick-up Guy #1 in Kissing Jessica Stein Jimmy Palumbo

Ilana Levine as Helen's New Girlfriend in Kissing Jessica Stein Ilana Levine

Naomi Scott as Seductive Woman at Gallery in Kissing Jessica Stein Naomi Scott