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Ratings

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IMDb rating
6.5
Critic rating Average critic rating
7.0

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Cast & Crew

Jon Hamm
As Charles
Michael Showalter
As Stephen
Scott Cohen
As Josh Myers
Tovah Feldshuh
As Judy Stein
Michael Ealy
As Greg
Idina Menzel
As Bridesmaid
Brian Stepanek
As Peter

Frequently asked questions

What is Kissing Jessica Stein about? Toggle content

Kissing Jessica Stein is a romantic comedy that follows the story of Jessica, a successful but neurotic Jewish copy editor living in New York City. After a series of disastrous blind dates, Jessica discovers a personal ad placed by Helen, a thirtysomething art gallerist who is looking to experiment with dating women. Despite her initial hesitation, Jessica replies to the ad and the two women hit it off, beginning a romantic relationship that challenges their assumptions about love and happiness. As they navigate their new relationship, Jessica must confront her fears and insecurities, while Helen must confront her own feelings of love and commitment. With a cast of colorful characters and a witty, engaging script, Kissing Jessica Stein is a heartwarming and hilarious film that explores the complexities of love and relationships in the modern age.

Where can I stream Kissing Jessica Stein? Toggle content

You can stream Kissing Jessica Stein on: The Criterion Channel Apple TV Amazon Store Fandango at Home

What movies are similar to Kissing Jessica Stein? Toggle content

Some movies that have similar genres and were produced around the same time as Kissing Jessica Stein include EuroTrip, Napoleon Dynamite, Old School, Best in Show, Bring It On, The Replacements.