Movies Like Operation Cupid
If you liked Operation Cupid (1960), a crime and comedy movie directed by Charles Saunders, 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
Wrong Cops (2013)
★ 6.1/10Also crime and comedyA group of bad cops look to dispose of a body that one of them accidentally shot.
- 2
Psycho Therapy: The Shallow Tale of a Writer Who Decided to Write About a Serial Killer (2025)
★ 6.8/10Also crime and comedyA struggling writer in the midst of a divorce befriends a retired serial killer who incidentally becomes his marriage counselor by day, and killing counselor for his next book by night.
- 3
Fun with Dick and Jane (1977)
★ 6.6/10Also comedy and crimeWhen an upwardly mobile couple find themselves unemployed and in debt, they turn to armed robbery in desperation.
- 4
Shade (2003)
★ 6.2/10Also crimeTiffany, Charlie and Vernon are con artists looking to up the ante from their typical scams. They figure a good way of doing this is taking down Dean "The Dean" Stevens, a well-known cardsharp, in a rigged game…
- 5
Johnny Dangerously (1984)
★ 6.3/10Also comedy and crimeAn honest, goodhearted man is forced to turn to a life of crime to finance his neurotic mother's skyrocketing medical bills.
- 6
Ca$h (2010)
★ 5.9/10Also crime and comedyA stroke of good luck turns lethal for Sam Phelan and his wife Leslie when they are faced with a life-changing decision that brings strange and sinister Pyke Kubic to their doorstep. As Pyke leads Sam and Leslie on a…
- 7
Analyze This (1999)
★ 6.5/10Also comedy and crimeCountless wiseguy films are spoofed in this film that centers on the neuroses and angst of a powerful Mafia racketeer who suffers from panic attacks. When Paul Vitti needs help dealing with his role in the "family,"…
- 8
Trap House (2025)
★ 6.6/10Also crimeAn undercover DEA agent and his partner embark on a game of cat and mouse with an audacious, and surprising group of thieves – their own rebellious teenagers, who have begun robbing from a dangerous cartel, using their…
- 9
Shadow of the Thin Man (1941)
★ 7/10Also comedy and crimeWhile attending a major horse race with their young son, Nick Jr., Nick and Nora Charles witnesse a shocking murder from the crowded grandstand. What first appears to be an isolated killing soon leads to a maze of…
- 10
Absolution (2024)
★ 5.9/10Also crimeAn aging ex-boxer gangster working as muscle for a Boston crime boss receives an upsetting diagnosis. Despite a faltering memory, he attempts to rectify the sins of his past and reconnect with his estranged children…
- 11
68 Kill (2017)
★ 5.9/10Also comedy and crimeChip's problem is that he can't say no to beautiful women. This weakness gets him into a world of trouble when he agrees to help his girlfriend steal $68,000.
- 12
Married to the Mob (1988)
★ 6/10Also comedy and crimeAngela de Marco is fed up with her gangster husband's line of work and wants no part of the crime world. When her husband is killed for having an affair with the mistress of mob boss Tony "The Tiger" Russo, Angela and…
- 13
Take the Money and Run (1969)
★ 7.1/10Also comedy and crimeVirgil Starkwell is intent on becoming a notorious bank robber. Unfortunately for Virgil and his not-so-budding career, he is completely incompetent.
- 14
Take Me (2017)
★ 5.8/10Also comedy and crimeRay is a fledgling entrepreneur who specializes in high-end simulated abductions. He jumps at the chance when a mysterious client contracts him for a weekend kidnapping with a handsome payday at the end. But the job…
- 15
Sheroes (2023)
★ 5.8/10Also comedy and crimeWhen four thick-as-thieves friends arrive in Thailand, they quickly find themselves in over their heads. Fighting to stay alive, they employ their unique set of skills and unleash their fierce loyalty in a…
- 16
Song of the Thin Man (1947)
★ 6.7/10Also comedy and crimeWhile attending a glamorous jazz cruise on New York’s East River, Nick and Nora Charles witness the fatal shooting of a wealthy patron. When suspicion falls on a young bandleader and his musicians, the couple steps in…
- 17
Oscar (1991)
★ 6.4/10Also comedy and crimeAngelo "Snaps" Provolone made his dying father a promise on his deathbed: he would leave the world of crime and become an honest businessman. Despite having no experience in making money in a legal fashion, Snaps sets…
- 18
Misdirection (2026)
★ 6.2/10Also crimeA desperate couple have pulled off a string of high-end break-ins to pay off a mob debt. When they attempt to rob their latest victim, they find themselves caught in a deadly game of cat and mouse. The tables are…
- 19
One Night at McCool's (2001)
★ 5.9/10Also comedy and crimeOn an ordinary night, in an ordinary part of town, a beautiful young woman walks into a bar. Her name is Jewel, and before long she is chatting to bartender Randy. The pair leave together, but he ends up getting into a…
- 20
How to Rob a Bank (2007)
★ 5.8/10Also comedy and crimeCaught in the middle of a bank robbery, a slacker and a bank employee become the ones who arbitrate the intense situation.