Movies like Dilemma (1990)
The best movies like Dilemma (1990) are Heatwave (2022), Deception (2008) and Cypher (2002). If Dilemma hooked you, these 20 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest rated...And Justice for All (1979)7.1/10 from 631 votes
- NewestOffice Romance (2026)Released 2026
Heatwave (2022)
A woman's life takes an unexpected turn when she falls for her boss's wife. She must soon defend herself as she becomes entangled in a web of malice.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisDeception (2008)
As a corporate auditor who works in a number of different offices, Jonathan McQuarry wanders without an anchor among New York's power brokers. A chance meeting with charismatic lawyer Wyatt Bose leads to Jonathan's introduction to The List, an underground sex club. Jonathan begins an affair with a woman known only as S, who introduces Jonathan to a world of treachery and murder.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisCypher (2002)
An unsuspecting, disenchanted man finds himself working as a spy in the dangerous, high-stakes world of corporate espionage. Quickly getting way over-his-head, he teams up with a mysterious femme fatale.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisOffice Romance (2026)
Jackie, President and CEO of Air Cruz, runs a tight ship in her business, including a rigid anti-fraternization policy for all her employees. When a new sexy lawyer begins working for her, that policy becomes very tested.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisCollision (2022)
Over the course of one fateful day, a corrupt businessman and his socialite wife race to save their daughter from a notorious crime lord.
Why it matches: Recommended by TMDB viewers
SnoozefestMovies like thisThe Distinguished Gentleman (1992)
A Florida con man uses the recent death of the long time Congressman from his district, who he just happens to share a last name with, to get elected to his version of paradise, the U.S. Congress, where the money flows from lobbyists.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisIntolerable Cruelty (2003)
A revenge-seeking gold digger marries a womanizing Beverly Hills lawyer with the intention of making a killing in the divorce.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisFocus (2015)
Nicky, an accomplished con artist, gets romantically involved with his disciple Jess but later ends their relationship. Years later, she returns as a femme fatale to spoil his plans.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisThe Age of Innocence (1993)
In 19th century New York high society, a young lawyer falls in love with a woman separated from her husband, while he is engaged to the woman's cousin.
Why it matches: Recommended by TMDB viewers
Worth the HypeMovies like thisOther People's Money (1991)
When a corporate raider threatens a hostile takeover of a 'mom and pop' company, the patriarch of the company enlists the help of his wife's attractive daughter—who is a lawyer—to stop the takeover. However, the raider soon becomes infatuated with her, and enjoys the legal manoeuvring as he tries to win her heart.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like this...And Justice for All (1979)
An ethical Baltimore defense lawyer disgusted with rampant legal corruption is forced to defend a judge he despises in a rape trial under the threat of being disbarred.
Why it matches: Recommended by TMDB viewers
Worth the HypeMovies like thisRelay (2025)
A broker of lucrative payoffs between corrupt corporations and the individuals who threaten them breaks his own rules when a new client seeks his protection to stay alive.
Why it matches: Recommended by TMDB viewers
Worth the HypeMovies like this5 to 7 (2014)
A young writer begins an affair with an older woman from France whose open marriage to a diplomat dictates that they can meet only between the hours of 5 p.m. to 7 p.m.
Why it matches: Recommended by TMDB viewers
Worth the HypeMovies like thisFair Game (2010)
A devoted wife and mother leads a secret life as a CIA agent until her husband’s article exposes a scandal, putting her identity and loved ones at risk. As her world crumbles, she must navigate the fallout of her double life.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisUndercurrent (1946)
After a rapid engagement, a dowdy daughter of a chemist weds an industrialist, knowing little of his family or past. He transforms her into an elegant society wife, but becomes enraged whenever she asks about Michael, his mysterious long-lost brother.
Why it matches: Recommended by TMDB viewers
SnoozefestMovies like thisThe Adjustment Bureau (2011)
A man glimpses the future Fate has planned for him – and chooses to fight for his own destiny. Battling the powerful Adjustment Bureau across, under and through the streets of New York, he risks his destined greatness to be with the only woman he's ever loved.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisBetter Living Through Chemistry (2014)
A straight-laced pharmacist's uneventful life spirals out of control when he starts an affair with a trophy wife customer who takes him on a joyride involving sex, drugs and possibly murder.
Why it matches: Recommended by TMDB viewers
SnoozefestMovies like thisWar Dogs (2016)
Based on the true story of two young men, David Packouz and Efraim Diveroli, who won a $300 million contract from the Pentagon to arm America's allies in Afghanistan.
Why it matches: Recommended by TMDB viewers
Worth the HypeMovies like thisFair Play (2023)
An unexpected promotion at a cutthroat hedge fund pushes a young couple's relationship to the brink, threatening to unravel not only their recent engagement but their lives.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisLady Windermere's Fan (1925)
A society woman believes her husband is having an affair, a misconception which may have dire personal consequences for all involved.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like this
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Frequently asked questions
What are the best movies like Dilemma?
The closest matches to Dilemma are Heatwave (2022), Deception (2008) and Cypher (2002). Below are 17 more, each with the reason it matches.
What should I watch after Dilemma?
Start with Heatwave (2022), the closest match to Dilemma.
What is the highest-rated movie like Dilemma?
...And Justice for All (1979), rated 7.1/10 by 631 TMDB users.
What is the newest movie like Dilemma?
Office Romance (2026) is the most recent release on this list.
How are movies similar to Dilemma chosen?
First come films that Trakt’s viewers watch alongside Dilemma, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.