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Kissing Jessica Stein

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.

Genre : Comedy

Runtime : 97 mins

Release Date : 2002-03-13

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Cast

Jennifer Westfeldt
Jennifer Westfeldt

(Jessica Stein)

Heather Juergensen
Heather Juergensen

(Helen Cooper)

Scott Cohen
Scott Cohen

(Josh Myers)

Jackie Hoffman
Jackie Hoffman

(Joan)

Tovah Feldshuh
Tovah Feldshuh

(Judy Stein)

Michael Mastro
Michael Mastro

(Martin)

Carson Elrod
Carson Elrod

(Sebastian)

Jon Hamm
Jon Hamm

(Charles)

David Aaron Baker
David Aaron Baker

(Dan Stein)

Esther Wurmfeld
Esther Wurmfeld

(Grandma Esther)

Hillel Friedman
Hillel Friedman

(Rabbi)

Ben Feldman
Ben Feldman

(Ben Feldman)

Ben Weber
Ben Weber

(Larry)

Brian Stepanek
Brian Stepanek

(Peter)

Jennifer Carta
Jennifer Carta

(Rachel - Dan's Fiancée)

Idina Menzel
Idina Menzel

(Bridesmaid)

Vinny Vella
Vinny Vella

(Cab Driver)

John Cariani
John Cariani

(Chuck)

Kevin Sussman
Kevin Sussman

(Calculator Guy)

Jim J. Bullock
Jim J. Bullock

(Not-Yet-Out Gay Guy)

Hayden Adams
Hayden Adams

(Weird Smooth Guy)

Christopher Berger
Christopher Berger

(Malaprops Guy)

Alysia Reiner
Alysia Reiner

(Schuller Gallery Artist)

Tibor Feldman
Tibor Feldman

(Roland)

Michael Showalter
Michael Showalter

(Stephen)

Michael Ealy
Michael Ealy

(Greg)

Allen Fitzpatrick
Allen Fitzpatrick

(Matthew)

Julie Lauren
Julie Lauren

(Josh's Date)

Jimmy Palumbo
Jimmy Palumbo

(Cheesy Pick-up Guy #1)

Ilana Levine
Ilana Levine

(Helen's New Girlfriend)

Naomi Scott
Naomi Scott

(Seductive Woman at Gallery)

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Made by Lalit Rajput