Movie

Kissing Jessica Stein

20021h 37min

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

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

Hayden Adams

Weird Smooth Guy

Christopher Berger

Malaprops Guy

Alysia Reiner

Schuller Gallery Artist

Tibor Feldman

Roland

Michael Showalter

Stephen

Michael Ealy

Greg

Allen Fitzpatrick

Matthew

Julie Lauren

Josh's Date

Jimmy Palumbo

Cheesy Pick-up Guy #1

Ilana Levine

Helen's New Girlfriend

Naomi Scott

Seductive Woman at Gallery

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