Movies Like Tailored gentleman

If you liked Tailored gentleman (1954), a comedy and drama movie directed by Miguel M. Delgado, 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
Broadway Danny Rose (1984)
★ 7.1/10Also comedy
A hapless talent manager named Danny Rose, by helping a client, gets dragged into a love triangle involving the mob. His story is told in flashback, an anecdote shared amongst a group of comedians over lunch at New…
2
Swingers (1996)
★ 6.8/10Also comedy and drama
After 6 years together, Mike's girlfriend leaves him, so he travels to LA to be a star. Six months on, he's still not doing very well— so a few of his friends try to reconnect him to the social scene and hopefully help…
3
Good Neighbor Sam (1964)
★ 6.6/10Also comedy
To help his divorced neighbor claim a substantial inheritance, a family man poses as her husband. The ruse spills over into his career in advertising, and his recent promotion relies on his wholesome and moral…
4
Brewster's Millions (1985)
★ 6.6/10Also comedy
Monty Brewster, an aging minor-league baseball player, stands to inherit $300 million if he can successfully spend $30 million in 30 days without anything to show for it, and without telling anyone what he's up to... A…
5
The Secret of My Success (1987)
★ 6.5/10Also comedy
Brantley Foster, a well-educated kid from Kansas, has always dreamed of making it big in New York City, but once there, he learns that jobs - and girls - are hard to get. When he visits his uncle, Howard Prescott, who…
6
King Creole (1958)
★ 6.4/10Also drama
Delinquent Danny Fisher flunks out of high school, quits his job as a nightclub busboy, and one night gets the chance to perform. Success is imminent and local crime boss Maxie Fields wants to hire him to perform at…
7
Marked Woman (1937)
★ 6.6/10Also drama
In the underworld of Manhattan, a woman dares to stand up to one of the city's most powerful gangsters.
8
The King of Comedy (1982)
★ 7.8/10Also drama and comedy
Aspiring comic Rupert Pupkin attempts to achieve success in show business by stalking his idol, a late night talk-show host who craves his own privacy.
9
She Done Him Wrong (1933)
★ 5.9/10Also comedy
New York singer and nightclub owner Lady Lou has more male friends than can be imagined. One is a vicious escaped criminal on the way to see 'his' girl, unaware she hasn't exactly been faithful in his absence. Help is…
10
The Wrong Man (1956)
★ 7.1/10Also drama
In 1953, an innocent man named Christopher Emmanuel "Manny" Balestrero is arrested after being mistaken for an armed robber.
11
The Devil Wears Prada (2006)
★ 7.4/10Also drama and comedy
A young woman from the Midwest gets more than she bargained for when she moves to New York to become a writer and ends up as the assistant to the tyrannical, larger-than-life editor-in-chief of a major fashion magazine.
12
The Other Way Around (2024)
★ 6.3/10Also comedy and drama
After 15 years together, Ale and Alex choose an unconventional way to part ways: by hosting a party to celebrate their separation. Their unexpected decision leaves friends and family confused, forcing everyone to…
13
BUtterfield 8 (1960)
★ 6.3/10Also drama
Gloria Wandrous, a promiscuous fashion model, falls in love with Weston Liggett, the hard drinking son of a working class family who has married into money.
14
The Hudsucker Proxy (1994)
★ 7.1/10Also comedy and drama
A naive business graduate is installed as president of a manufacturing company as part of a stock scam.
15
Inseparables (2016)
★ 7.3/10Also drama and comedy
Felipe a wealthy businessman who has been quadriplegic, due to an accident, is looking for a therapeutic assistant. There are several highly qualified, but he decides to take the assistant of his gardener, Tito who has…
16
Please Give (2010)
★ 6.2/10Also comedy and drama
In New York City, a husband and wife butt heads with the granddaughters of the elderly woman who lives in the apartment the couple owns.
17
Dirty Rotten Scoundrels (1988)
★ 7.1/10Also comedy
Con artist Lawrence Jamieson is a longtime resident of a luxurious coastal resort, where he enjoys the lavish fruits of his deceptions -- that is, until a competitor, Freddy Benson, shows up. When the new guy's lowbrow…
18
Uptown Girls (2003)
★ 7.1/10Also comedy and drama
Molly Gunn, the freewheeling daughter of a deceased rock legend, is forced to get a job when her manager steals her money. As nanny to Ray - the precocious, oft-ignored daughter of a music executive - she learns what…
19
It Runs in the Family (2003)
★ 6/10Also comedy and drama
This is the story of a dysfunctional New York family, and their attempts to reconcile
20
A Shot in the Dark (1964)
★ 7.2/10Also comedy
Inspector Jacques Clouseau, smitten with the accused maid Maria Gambrelli, unwittingly turns a straightforward murder investigation into a comedic series of mishaps, testing the patience of his irritable boss Charles…