Movies Like Jack & Jill

If you liked Jack & Jill (2002), a movie directed by Brad Armstrong, here are 20 movies with a similar feel, based on TMDB's recommendations. Each one links to its cast, trailer and where it's streaming.

1
The Broken Hearts Club: A Romantic Comedy (2000)
★ 6.3/10
A close-knit group of gay friends share the emotional roller coster of life, relationships, the death of friends, new beginnings, jealousy, fatherhood and professional success. At various stages of life's disarray…
2
Carnal Knowledge (1971)
★ 6.6/10
Two lifelong friends navigate complex sexual encounters and emotional entanglements, wrestling with societal norms and personal desires.
3
Unfaithful (2002)
★ 6.7/10
A New York suburban couple's marriage goes dangerously awry when the wife indulges in an adulterous fling.
4
Jungle Fever (1991)
★ 6.4/10
A successful and married black man contemplates having an affair with a white girl from work. He's quite rightly worried that the racial difference would make an already taboo relationship even worse.
5
Bob & Carol & Ted & Alice (1969)
★ 6.3/10
After returning to Los Angeles from a group therapy session, documentary filmmaker Bob Sanders and his wife, Carol, find themselves becoming vigilante couples counselors, offering unsolicited advice to their best…
6
Monday (2021)
★ 6.5/10
A spark on a Friday can lead to a sizzling weekend fling, but what happens when you get to the inevitable Monday?
7
Addicted (2014)
★ 5.9/10
A gallerist risks her family and flourishing career when she enters into an affair with a talented painter and slowly loses control of her life.
8
Shame (2011)
★ 6.9/10
Brandon, a thirty-something man living in New York, eludes intimacy with women but feeds his deepest desires with a compulsive addiction to sex. When his younger sister temporarily moves into his apartment, stirring up…
9
Over Your Dead Body (2026)
★ 6.4/10
A dysfunctional couple head to a remote cabin to "reconnect", but each has secret intentions to kill the other.
10
Good Dick (2008)
★ 5.9/10
A fidgety, wisecracking video store clerk develops a fixation on a particularly reclusive customer, a frequent visitor to the pornography section of Cinefile, the video store where he works in Los Angeles. After…
11
The Overnight (2015)
★ 5.9/10
Alex, Emily, and their son, RJ, are new to Los Angeles. A chance meeting at the park introduces them to the mysterious Kurt, Charlotte, and Max. A family “playdate” becomes increasingly interesting as the night goes on.
12
Your Friends & Neighbors (1998)
★ 5.8/10
Restless and unhappy, two couples get caught up in infidelity and deception. Barry is a sullen businessman married to Mary, a writer who is unsatisfied with their relationship. Mary begins an affair with Jerry, a smug…
13
Infinity Pool (2023)
★ 6/10
While staying at an isolated island resort, James and Em are enjoying a perfect vacation of pristine beaches, exceptional staff, and soaking up the sun. But guided by the seductive and mysterious Gabi, they venture…
14
Starting Over (1979)
★ 6.4/10
After divorcing his ambitious singer wife, a middle-aged man begins a new relationship with a teacher.
15
About Last Night... (1986)
★ 6.1/10
A man and woman meet and try to have a romantic affair, despite their personal problems and the interference of their disapproving friends.
16
Newness (2017)
★ 6.1/10
In contemporary Los Angeles, two millennials navigating a social media–driven hookup culture begin a relationship that pushes both emotional and physical boundaries.
17
Fifty Shades of Grey (2015)
★ 5.9/10
When college senior Anastasia Steele steps in for her sick roommate to interview prominent businessman Christian Grey for their campus paper, little does she realize the path her life will take. Christian, as enigmatic…
18
The Dreamers (2003)
★ 7.2/10
When Isabelle and Theo invite Matthew to stay with them, what begins as a casual friendship ripens into a sensual voyage of discovery and desire in which nothing is off limits and everything is possible.
19
The French Lieutenant's Woman (1981)
★ 6.5/10
In this story-within-a-story, Anna is an actress starring opposite Mike in a period piece about the forbidden love between their respective characters, Sarah and Charles. Both actors are involved in serious…
20
True Romance (1993)
★ 7.5/10
Clarence marries hooker Alabama, steals cocaine from her pimp, and tries to sell it in Hollywood, while the owners of the coke try to reclaim it.