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

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