Kissing Jessica Stein

Where to Watch Kissing Jessica Stein (2002) (Legally)

When it comes to love, sometimes she just can't think straight.
Mar 13, 2002 US 97 min 15
6.0 ★ ★ ★ ★ ★
253 votes
Where can I watch “Kissing Jessica Stein” legally?
We don’t host streams or downloads. Below are legal provider hints for the US region first, with a fallback for other English-speaking regions if available.

US providers

Rent
Amazon Video Amazon Video Apple TV Store Apple TV Store Google Play Movies Google Play Movies YouTube YouTube Fandango At Home Fandango At Home
Buy
Amazon Video Amazon Video Apple TV Store Apple TV Store Google Play Movies Google Play Movies YouTube YouTube Fandango At Home Fandango At Home

English-region fallback

Found availability signals for: GB

Where to watch “Kissing Jessica Stein” (2002) legally online? See US options first, with English-region fallbacks.

What to expect (spoiler-free)

Here’s what to expect from “ (2002), without spoilers.

Genre-wise, it leans into Comedy, with a runtime around 97 minutes.

Top billed names include Jennifer Westfeldt, Heather Juergensen, Scott Cohen, Jackie Hoffman.

For families, checking the local age rating is recommended before watching.

Topics & keywords

bisexuality, blind date, romcom, based on play or musical, dating, art gallery, exploring sexuality, single woman, gay theme, lesbian, jewish

Official trailer

Watch the official trailer on YouTube

Plot

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.

If you liked this, try

Gallery

Still from the movie Kissing Jessica Stein Still from the movie Kissing Jessica Stein Still from the movie Kissing Jessica Stein Still from the movie Kissing Jessica Stein Still from the movie Kissing Jessica Stein

FAQs

Where can I watch it legally?
We only share legal viewing options. Check the “Where to watch” box above for your region and verify on official listings.
Is it available for free?
Free availability depends on region, promotions, or ad-supported services. Always verify on legal providers—availability changes frequently.

Main cast

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