Movies like Play It Safe (2025)
The best movies like Play It Safe (2025) are Bottle Rocket (1993), Wrong Cops (2013) and Fun with Dick and Jane (1977). If Play It Safe hooked you with its crime and comedy, these 20 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedThunderbolt and Lightfoot (1974)6.8/10 from 692 votes
- NewestSimpsley (2026)Released 2026
Bottle Rocket (1993)
Dysfunctional friends Dignan and Anthony plan and execute a robbery with their pot-growing friend, Bob. The short film that inspired Wes Anderson’s feature debut.
Why it matches: Recommended by TMDB viewers · both comedy & crime
Popcorn FlickMovies like thisWrong Cops (2013)
A group of bad cops look to dispose of a body that one of them accidentally shot.
Why it matches: Recommended by TMDB viewers · both crime & comedy
Popcorn FlickMovies like thisFun with Dick and Jane (1977)
When an upwardly mobile couple find themselves unemployed and in debt, they turn to armed robbery in desperation.
Why it matches: Recommended by TMDB viewers · both comedy & crime
Popcorn FlickMovies like thisThunderbolt and Lightfoot (1974)
With the help of an irreverent young sidekick, a bank robber gets his old gang back together to organise a daring new heist.
Why it matches: Recommended by TMDB viewers · both comedy & crime
Popcorn FlickMovies like thisWho Is Cletis Tout? (2001)
With a hitman’s gun aimed at him, Finch tells the story of how he broke out of jail, fell in love, and took the identity of a man wanted by the Mafia.
Why it matches: Recommended by TMDB viewers · both comedy & crime
SnoozefestMovies like thisThe Pickup (2025)
A routine cash pickup takes a wild turn when mismatched armored truck drivers Russell and Travis are ambushed by ruthless criminals led by savvy mastermind Zoe.
Why it matches: Recommended by TMDB viewers · both comedy & crime
Popcorn FlickMovies like thisHenry's Crime (2010)
An aimless man is sent to prison for a crime he did not commit, an ex-con targets the same bank he was sent away for robbing.
Why it matches: Recommended by TMDB viewers · both crime & comedy
SnoozefestMovies like thisHow to Rob a Bank (2007)
Caught in the middle of a bank robbery, a slacker and a bank employee become the ones who arbitrate the intense situation.
Why it matches: Recommended by TMDB viewers · both comedy & crime
SnoozefestMovies like thisThe Pope of Greenwich Village (1984)
Charlie and his troublesome cousin Paulie decide to steal $150,000 in order to back a "sure thing" race horse that Paulie has inside information on. The aftermath of the robbery gets them into serious trouble with the local Mafia boss and the corrupt New York City police department.
Why it matches: Recommended by TMDB viewers · both comedy & crime
Popcorn FlickMovies like thisWelcome to Collinwood (2002)
Five hapless inner-city low-lifes attempt to burgle a pawnbroker's safe, but end up being plagued by bad luck.
Why it matches: Recommended by TMDB viewers · both comedy & crime
Popcorn FlickMovies like thisOne Night at McCool's (2001)
On 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 tussle with her criminal boyfriend, who she then shoots dead, later persuading Randy to take the rap for her. But this isn't the end of it, as both Randy's cousin Carl and the detective assigned to the murder case also fall for Jewel's charms and find themselves caught up in the ensuing events. It seems that any man who meets Jewel falls instantly in love with her, and she's going to use this fully to her own advantage, leaving a trail of havoc in her wake. It also seems that she is going to get away with it - that is, until Randy decides to hire a hitman...
Why it matches: Recommended by TMDB viewers · both comedy & crime
SnoozefestMovies like thisAccident Man (2018)
Mike Fallon, the Accident Man, is a stone cold killer. When a loved one is murdered by his own crew, Fallon is forced to avenge the one person who actually meant something to him.
Why it matches: Recommended by TMDB viewers · both crime & comedy
Popcorn FlickMovies like thisSimpsley (2026)
When penniless con-artist Marge Bouvier is sent to Italy to convince wealthy sap Seymour Skinner to come home, she's tempted by the trappings of his affluent lifestyle. But there’s a big fat fly in the ointment: Skinner's clingy, dim-witted mooch of a houseguest, Homer Simpsley. Lies, lust and Italian lira are abound.
Why it matches: Recommended by TMDB viewers · both comedy & crime
Absolute CinemaMovies like thisCotton Comes to Harlem (1970)
Harlem's African-American population is being ripped off by the Rev. Deke O'Malley, who dishonestly claims that small donations will secure parcels of land in Africa. When New York City police officers Gravedigger Jones and Coffin Ed Johnson look into O'Malley's scam, they learn that the cash is being smuggled inside a bale of cotton. However, the police, O'Malley, and lots of others find themselves scrambling when the money goes missing.
Why it matches: Recommended by TMDB viewers · both comedy & crime
Popcorn FlickMovies like this2 Guns (2013)
A DEA agent and an undercover Naval Intelligence officer who have been tasked with investigating one another find they have been set up by the mob -- the very organization the two men believe they have been stealing money from.
Why it matches: Recommended by TMDB viewers · both comedy & crime
Popcorn FlickMovies like thisJohnny Dangerously (1984)
An honest, goodhearted man is forced to turn to a life of crime to finance his neurotic mother's skyrocketing medical bills.
Why it matches: Recommended by TMDB viewers · both comedy & crime
Popcorn FlickMovies like thisMarried to the Mob (1988)
Angela 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 her son depart for New York City to make a fresh start. Unfortunately, Tony has set his sights upon Angela -- and so has an undercover FBI agent looking to use her to bust Tony.
Why it matches: Recommended by TMDB viewers · both comedy & crime
Popcorn FlickMovies like thisShadow of the Thin Man (1941)
While 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 corruption, blackmail, gambling scandals, and criminal intrigue. As Nick investigates, he encounters suspicious bookmakers, dishonest officials, rival gangsters, and a mysterious killer determined to stay ahead of the law. Nora, as always, is never far from the action, bringing her quick wit and fearless curiosity to the case.
Why it matches: Recommended by TMDB viewers · both comedy & crime
Worth the HypeMovies like thisTrap House (2025)
An 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 parents' tactics and top-secret intel to do it.
Why it matches: Recommended by TMDB viewers · both crime
Popcorn FlickMovies like thisMisdirection (2026)
A 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 turned and the hunters become the hunted.
Why it matches: Recommended by TMDB viewers · both crime
Popcorn FlickMovies like this
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Frequently asked questions
What are the best movies like Play It Safe?
The closest matches to Play It Safe are Bottle Rocket (1993), Wrong Cops (2013) and Fun with Dick and Jane (1977). Below are 17 more, each with the reason it matches.
What should I watch after Play It Safe?
Start with Bottle Rocket (1993), the closest match to Play It Safe.
What is the highest-rated movie like Play It Safe?
Thunderbolt and Lightfoot (1974), rated 6.8/10 by 692 TMDB users.
What is the newest movie like Play It Safe?
Simpsley (2026) is the most recent release on this list.
Are there English movies like Play It Safe?
Yes: Bottle Rocket (1993), Wrong Cops (2013) and Fun with Dick and Jane (1977).
How are movies similar to Play It Safe chosen?
First come films that Trakt’s viewers watch alongside Play It Safe, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.