Kissing Jessica Stein (2002): cast, story & where to watch
2002 · Film · ★ 6

Released in 2002, Kissing Jessica Stein is a comedy film directed by Charles Herman-Wurmfeld, running about 97 minutes. “When it comes to love, sometimes she just can't think straight.” — that tagline sets the tone.
What it’s about. 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.
Who’s in it. Kissing Jessica Stein stars Jennifer Westfeldt as Jessica Stein, Heather Juergensen as Helen Cooper, Jackie Hoffman as Joan and Tovah Feldshuh as Judy Stein, among others.
How it landed. With an audience score of 6.0/10, Kissing Jessica Stein has drawn a solid, mixed-to-positive response. It went on to earn $10M at the box office.
Where to watch. In US you can rent or buy it from Amazon Video, Apple TV Store, Google Play Movies and YouTube. See the full, country-by-country breakdown on our where to watch Kissing Jessica Stein page.
If you liked it. Fans of Kissing Jessica Stein tend to enjoy Forrest Gump, Parasite, Life Is Beautiful and Fight Club.
Frequently asked
- Where can I watch Kissing Jessica Stein (2002)?
- In US, Kissing Jessica Stein is available to rent or buy from Amazon Video, Apple TV Store and Google Play Movies. Availability varies by country — check our where-to-watch page for every region.
- Is Kissing Jessica Stein worth watching?
- Kissing Jessica Stein holds an audience score of 6.0 out of 10, and is a strong pick if you enjoy comedy. Reactions are mixed, so it may depend on taste.
- Who stars in Kissing Jessica Stein?
- Kissing Jessica Stein stars Jennifer Westfeldt, Heather Juergensen, Jackie Hoffman, Tovah Feldshuh and Jon Hamm.
- When was Kissing Jessica Stein released?
- Kissing Jessica Stein was released in 2002, with a runtime of about 97 minutes.
