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.

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