Kissing Jessica Stein poster
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Kissing Jessica Stein

6.020021h 37mRMovieComedy

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.

DirectorCharles Herman-Wurmfeld
WritersJennifer Westfeldt·Heather Juergensen
ProducersBrad Zions·Eden Wurmfeld

Where to watch

Availability shown for United States · rights vary by country

Cast · Directed by Charles Herman-Wurmfeld

JWJennifer Westfeldt
Jennifer Westfeldt
Jessica Stein
HJHeather Juergensen
Heather Juergensen
Helen Cooper
SCScott Cohen
Scott Cohen
Josh Myers
JHJackie Hoffman
Jackie Hoffman
Joan
TFTovah Feldshuh
Tovah Feldshuh
Judy Stein
MMMichael Mastro
Michael Mastro
Martin
CECarson Elrod
Carson Elrod
Sebastian
JHJon Hamm
Jon Hamm
Charles
DBDavid Aaron Baker
David Aaron Baker
Dan Stein
EWEsther Wurmfeld
Esther Wurmfeld
Grandma Esther
HFHillel Friedman
Hillel Friedman
Rabbi
BFBen Feldman
Ben Feldman
Ben Feldman

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More from Charles Herman-Wurmfeld · Director

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Fanci's Persuasion
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2001 · 7.0
See all fromCharles Herman-Wurmfeld

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Kissing Jessica Stein — streaming FAQ

Which OTT platform streams Kissing Jessica Stein?

Kissing Jessica Stein isn't on any subscription service in United States right now, but you can rent or buy it on Amazon Video, Apple TV Store and Google Play Movies. It's not on Netflix.

Is Kissing Jessica Stein on Netflix?

No, Kissing Jessica Stein is not on Netflix in United States as of September 2026. You can rent or buy it on Amazon Video and Apple TV Store.

Is Kissing Jessica Stein on Amazon Prime Video?

Kissing Jessica Stein isn't included with a Prime Video subscription in United States, but you can rent or buy it on Amazon Video.

Where can I watch Kissing Jessica Stein for free?

Kissing Jessica Stein isn't available free in United States; you can only rent or buy it on Amazon Video and Apple TV Store.