Movies Like Pretty Smooth

If you liked Pretty Smooth (1919), a crime and comedy movie directed by Rollin S. Sturgeon, 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
Confess, Fletch (2022)
★ 6.2/10Also comedy and crime
The roguishly charming and endlessly troublesome Fletch becomes the prime suspect in a murder case while searching for a stolen art collection. The only way to prove his innocence? Find out which of the long list of…
2
One Night at McCool's (2001)
★ 5.9/10Also comedy and crime
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…
3
Dog Gone (2008)
★ 6.5/10Also comedy
A courageous boy battles a gang of bumbling thieves to rescue a dog carrying a fortune in stolen diamonds.
4
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…
5
The Pink Panther Strikes Again (1976)
★ 6.9/10Also comedy and crime
Charles Dreyfus, who has finally cracked over inspector Clouseau's antics, escapes from a mental institution and launches an elaborate plan to get rid of Clouseau once and for all.
6
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.
7
The Cheap Detective (1978)
★ 6.4/10Also comedy and crime
A spoof of the entire 1940s detective genre. San Francisco private detective, Lou Pekinpaugh is accused of murdering his partner at the instigation of his mistress—his partner's wife.
8
Wrong Cops (2013)
★ 6.1/10Also crime and comedy
A group of bad cops look to dispose of a body that one of them accidentally shot.
9
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.
10
The Hot Rock (1972)
★ 6.5/10Also crime and comedy
Dortmunder and his pals plan to steal a huge diamond from a museum. But this turns out to be only the first time they have to steal it...
11
The Thursday Murder Club (2025)
★ 6.6/10Also comedy and crime
A group of senior sleuths passionate about solving cold cases get plunged into a real-life murder mystery in this comic crime caper.
12
Welcome to Collinwood (2002)
★ 6.1/10Also comedy and crime
Five hapless inner-city low-lifes attempt to burgle a pawnbroker's safe, but end up being plagued by bad luck.
13
Ca$h (2010)
★ 5.9/10Also crime and comedy
A 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…
14
Psycho Therapy: The Shallow Tale of a Writer Who Decided to Write About a Serial Killer (2025)
★ 6.8/10Also crime and comedy
A 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.
15
Ocean's Eight (2018)
★ 6.9/10Also crime and comedy
Debbie Ocean, a criminal mastermind, gathers a crew of female thieves to pull off the heist of the century at New York's annual Met Gala.
16
Swindle (2014)
★ 7/10Also comedy and crime
A boy named Griffin finds a valuable multi-million dollar baseball card. After accidentally selling the card for a million dollar loss, he enlists the help of his best friend Ben and his colleagues to regain the…
17
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…
18
Absolution (2024)
★ 5.9/10Also crime
An 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…
19
Simpsley (2026)
★ 8.1/10Also comedy and crime
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…
20
Trap House (2025)
★ 6.6/10Also crime
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…