
Kissing Jessica Stein
When it comes to love, sometimes she just can't think straight.
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.
🎬 Watch Trailer — Kissing Jessica Stein
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
Frequently Asked Questions
▸What is Kissing Jessica Stein (2002) about?
Kissing Jessica Stein is a 2002 comedy film with a runtime of 1h 37m. Directed by Charles Herman-Wurmfeld. Find cast, ratings, and streaming options on LiveStreamTV.pk.
▸Where can I watch Kissing Jessica Stein?
Kissing Jessica Stein may be available on streaming platforms like Netflix, Disney+, Amazon Prime, or others. Check the "Where to Watch" section on this page for current availability in your region.
▸Who directed Kissing Jessica Stein?
Kissing Jessica Stein was directed by Charles Herman-Wurmfeld.












