Dynamic Watchlist Hub: Jan 29, 2026

10 Best Movies Like Kissing Jessica Stein

If you loved Kissing Jessica Stein, we've curated the perfect watchlist for you based on shared genres, themes, and directorial style.

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Expert Review & Ratings

See our full critical analysis and audience score for Kissing Jessica Stein.

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#1
Gray Matters

Gray Matters

2007★ 5.8

Why watch this? A perfect follow-up to Kissing Jessica Stein for fans of Comedy. It captures a similar light-hearted atmosphere.

Sam and Gray are such a well-matched pair that it is difficult to believe they are brother and sister rather than husband and wife. They both share a love of 1940s movies and danci...

#2
The Secrets

The Secrets

2007★ 6.2

Why watch this? A perfect follow-up to Kissing Jessica Stein for fans of Drama. It captures a similar emotionally gripping atmosphere.

Noemi, the studious, devoutly religious daughter of a prominent rabbi, convinces her father to postpone her marriage for a year so that she might study at a Jewish seminary for wom...

#3
The Scapegoat

The Scapegoat

2012★ 6.4

Why watch this? A perfect follow-up to Kissing Jessica Stein for fans of Mystery. It captures a similar emotionally gripping atmosphere.

In 1952, as England prepares for the coronation, two very different men have one thing in common—a face....

#4
The Incredibly True Adventure of Two Girls in Love

The Incredibly True Adventure of Two Girls in Love

1995★ 6.2

Why watch this? A perfect follow-up to Kissing Jessica Stein for fans of Comedy. It captures a similar light-hearted atmosphere.

An adventurous love story between two young women of different social and economic backgrounds who find themselves going through all the typical struggles of a new romance....

#5
Intacto

Intacto

2001★ 6.6

Why watch this? A perfect follow-up to Kissing Jessica Stein for fans of Comedy. It captures a similar light-hearted atmosphere.

An enigmatic tale of four people whose lives are intertwined by destiny are subject to the laws of fate. They discover that luck is something they cannot afford to be without as th...

#6
Wild Nights with Emily

Wild Nights with Emily

2018★ 5.9

Why watch this? A perfect follow-up to Kissing Jessica Stein for fans of Comedy. It captures a similar light-hearted atmosphere.

Explore Emily Dickinson's vivacious, irreverent side that was covered up for years — most notably her lifelong romantic relationship with another woman....