Kissing Jessica Stein (2002)

Overview · Where to watch · Cast & crew · Reviews

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.

• Released: 2002-03-13
• Genres: Comedy
• Runtime: 1h 37m
• Status: Released
• TMDB rating: 6.0/10 from 258 votes

Directed by Charles Herman-Wurmfeld.

Top cast

• Jennifer Westfeldt as Jessica Stein
• Heather Juergensen as Helen Cooper
• Scott Cohen as Josh Myers
• Jackie Hoffman as Joan
• Tovah Feldshuh as Judy Stein
• Michael Mastro as Martin
• Carson Elrod as Sebastian
• Jon Hamm as Charles
• David Aaron Baker as Dan Stein
• Esther Wurmfeld as Grandma Esther

Full cast & crew

Where to watch Kissing Jessica Stein

• United States: rent on Amazon Video, Apple TV Store, Google Play Movies, YouTube, Fandango At Home; buy on Amazon Video, Apple TV Store, Google Play Movies, YouTube, Fandango At Home
• United Kingdom: rent on Apple TV Store, Amazon Video, YouTube; buy on Apple TV Store, Amazon Video, Sky Store, YouTube
• Canada: stream on Disney Plus; rent on Apple TV Store, Amazon Video; buy on Apple TV Store, Amazon Video
• Australia: stream on Disney Plus; buy on Apple TV Store, Amazon Video, YouTube

Movies like Kissing Jessica Stein

If you enjoyed Kissing Jessica Stein, these movies have a similar feel:

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