Movies Like An American Masquerade

If you liked An American Masquerade (2024), a comedy and crime movie directed by Addison Heath and Jasmine Jakupi, 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
Nothing to Lose (1997)
★ 6.6/10Also comedy and crime
Advertising executive Nick Beame learns that his wife is sleeping with his employer. In a state of despair, he encounters a bumbling thief whose attempted carjacking goes awry when Nick takes him on an involuntary…
2
Eenie Meanie (2025)
★ 6.3/10Also comedy
A former teenage getaway driver gets dragged back into her unsavory past when a former employer offers her a chance to save the life of her chronically unreliable ex-boyfriend.
3
Brothers (2024)
★ 5.9/10Also comedy and crime
A reformed criminal's attempt at going straight is derailed when he reunites with his sanity-testing twin brother on a road trip for the score of a lifetime. Dodging bullets, the law, and an overbearing mother along…
4
London Calling (2025)
★ 6.4/10Also crime and comedy
After fleeing the UK from a job gone wrong, a down on his luck hitman is forced to babysit the son of his new crime boss and show him how to become a man.
5
Fun with Dick and Jane (1977)
★ 6.6/10Also comedy and crime
When an upwardly mobile couple find themselves unemployed and in debt, they turn to armed robbery in desperation.
6
The Pickup (2025)
★ 6.4/10Also comedy and crime
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.
7
The Big Hit (1998)
★ 6/10Also comedy and crime
Affable hit man Melvin Smiley is constantly being scammed by his cutthroat colleagues in the life-ending business. So, when he and his fellow assassins kidnap the daughter of an electronics mogul, it's naturally Melvin…
8
Tommy Boy (1995)
★ 6.8/10Also comedy
To save the family business, two ne’er-do-well traveling salesmen hit the road with disastrously funny consequences.
9
Bandits (2001)
★ 6.3/10Also comedy and crime
After escaping from prison, Joe and Terry go on a crime spree, robbing banks through Oregon and California in order to finance their scheme for a new life south of the border. Unfortunately, things get more complicated…
10
Idiots (2026)
★ 6.3/10Also comedy and crime
Two rock-bottom drivers transport a wealthy teen to rehab, but their simple job spirals into a chaotic journey of drugs, danger, and crime as their passenger derails their plans.
11
After the Fox (1966)
★ 6.1/10Also crime and comedy
A criminal mastermind sets up a phony film production as part of a plan to smuggle stolen gold.
12
Father Hood (1993)
★ 5.8/10Also comedy
Deadbeat dad kidnaps his kids from the bus to an abusive foster home and they go on a run. The cops are after them, they bicker constantly and his idea of a way out is grim, yet this dangerous ride might just turn them…
13
Cotton Comes to Harlem (1970)
★ 6.2/10Also comedy and crime
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…
14
Take the Money and Run (1969)
★ 7.1/10Also comedy and crime
Virgil Starkwell is intent on becoming a notorious bank robber. Unfortunately for Virgil and his not-so-budding career, he is completely incompetent.
15
Smokey and the Bandit (1977)
★ 7/10Also comedy
A race car driver tries to transport an illegal beer shipment from Texas to Atlanta in under 28 hours, picking up a reluctant bride-to-be on the way.
16
Bottle Rocket (1993)
★ 6.2/10Also comedy and crime
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.
17
Driver's Ed (2026)
★ 6.9/10Also comedy
A group of teens hit the road in a stolen driver's ed car, racing against time to help a lovesick high school senior track down his college-freshman girlfriend and win her back.
18
Married to the Mob (1988)
★ 6/10Also comedy and crime
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…
19
How to Rob a Bank (2007)
★ 5.8/10Also comedy and crime
Caught in the middle of a bank robbery, a slacker and a bank employee become the ones who arbitrate the intense situation.
20
Sherlock Jr. (1924)
★ 8/10Also comedy
A film projectionist longs to be a detective, and puts his meager skills to work when he is framed by a rival for stealing his girlfriend's father's pocketwatch.