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Last updated: 29 Jun 2026 at 12:47 UTC

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Review of by Tang W — 12 Jan 2008

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Basically the lesbian version of Annie Hall. The movie sets it up when Jessica, on a whim, answers an ad penned by a woman named Helen (Heather Juergensen), and from there on begins a relationship full of ups and downs and love and all that fluff.

I love the neuroticness of our lead title character, played by Jennifer Westfeldt, who goes through toying with the idea that she might be a lesbian, or bisexual at least. The entire movie revolves around Jessica's road to self-discovery, so if we were to see the movie as it is on the outside, perhaps then will one fall under the "I hated the ending" category.

Honestly, I myself don't like the ending, particularly since it seems to be all summed in montages in a brisk 10 minute episode, does throw this fun journey out the window, but worst of all, it feels tacked on.

.. it only works if we just care about Jessica Stein, which I do, so in a way, the ending still sorta kinda works. It's a good movie since it hits close to home on its relationship aspect, the ending is just rushed and tacky.

I would watch the movie again, just 'cause everything before the last ten minutes were good.

This review of Kissing Jessica Stein (2002) was written by on 12 Jan 2008.

Kissing Jessica Stein has generally received positive reviews.

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