Movies Like Jimmy the Gent

If you liked Jimmy the Gent (1934), a drama and comedy movie directed by Michael Curtiz, 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
Mr. Lucky (1943)
★ 7.2/10Also comedy and romance
A conman poses as a war relief fundraiser, but when he falls for a charity worker, his conscience begins to trouble him.
2
Glengarry Glen Ross (1992)
★ 7.3/10Also crime and drama
An examination of the machinations behind the scenes at a real estate office. Unscrupulous salesmen try to hawk dubious real estate to suckers.
3
What's Love Got to Do with It? (2023)
★ 6.1/10Also romance and comedy
Two childhood friends now in their thirties must decide whether to follow their heads or their hearts once the man decides to follow his parents' advice and enter into an arranged marriage in Pakistan.
4
L.A. Without a Map (1999)
★ 5.8/10Also drama and comedy
An aspiring Hollywood actress, on a visit to a charming North England town, has a brief fling with the town undertaker, who also writes obituaries for the local paper. Returning home, where she works as a waitress at a…
5
Housesitter (1992)
★ 6.2/10Also comedy and romance
Con artist Gwen moves into Newton's empty home without his knowledge and begins setting up house, posing as his new wife.
6
You Will Meet a Tall Dark Stranger (2010)
★ 5.9/10Also comedy and drama
Two married couples find only trouble and heartache as their complicated lives unfold. After 40 years of marriage, Alfie leaves his wife to pursue what he thinks is happiness with a call girl. His wife, Helena, reeling…
7
Pitfall (1948)
★ 6.8/10Also drama and crime
An insurance man wishing for a more exciting life becomes wrapped up in the affairs of an imprisoned embezzler, his model girlfriend, and a violent private investigator.
8
What a Way to Go! (1964)
★ 7.1/10Also comedy and romance
A four-time widow discusses her four marriages, in which all of her husbands became incredibly rich and died prematurely because of their drive to be rich.
9
A Place in the Sun (1951)
★ 7.3/10Also drama and romance
A young social climber wins the heart of a beautiful heiress but his former girlfriend's pregnancy stands in the way of his ambition.
10
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.
11
The Sting (1973)
★ 8/10Also comedy and crime
A novice con man teams up with an acknowledged master to avenge the murder of a mutual friend by pulling off the ultimate big con and swindling a fortune from a big-time mobster.
12
Love Is in the Air (2023)
★ 6.2/10Also romance and comedy
A fiercely independent pilot fighting to keep her family business afloat starts to fall for the man sent by corporate to ground her operation forever.
13
Fun with Dick and Jane (2005)
★ 6.2/10Also comedy and crime
After Dick Harper loses his job at Globodyne in an Enron-esque collapse, he and his wife, Jane, turn to crime in order to handle the massive debt they now face. Two intelligent people, Dick and Jane actually get pretty…
14
Kajillionaire (2020)
★ 6.3/10Also crime and drama
Two con artists have spent 26 years training their only daughter to swindle, scam and steal at every turn. During a desperate and hastily conceived heist, they charm a stranger into joining them, only to have their…
15
The April Fools (1969)
★ 5.9/10Also drama and comedy
Newly-promoted if none too happily married Howard Brubaker leaves a rowdy company party early with the stunning Catherine, whom it turns out is herself unhappily married — to the boss. They spend an innocent night in…
16
Better Living Through Chemistry (2014)
★ 5.9/10Also drama and comedy
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.
17
Let's Make Love (1960)
★ 6.4/10Also comedy and romance
When billionaire Jean-Marc Clement learns that he is to be satirized in an off-Broadway revue, he passes himself off as an actor playing him in order to get closer to the beautiful star of the show, Amanda Dell.
18
The Asphalt Jungle (1950)
★ 7.5/10Also crime and drama
Recently paroled from prison, legendary burglar "Doc" Riedenschneider, with funding from Alonzo Emmerich, a crooked lawyer, gathers a small group of veteran criminals together in the Midwest for a big jewel heist.
19
Green Card (1990)
★ 6.1/10Also comedy and romance
Urban horticulturalist Brontë Mitchell has her eye on a gorgeous apartment, but the building's board will rent it only to a married couple. Georges Fauré, a waiter from France whose visa is expiring, needs to marry an…
20
Plunder Road (1957)
★ 6.9/10Also crime and drama
A spectacular heist starts to unravel as the crooks take it on the lam.