Movies like Tailored gentleman (1954)
The best movies like Tailored gentleman (1954) are Please Give (2010), The King of Comedy (1982) and The Devil Wears Prada (2006). If Tailored gentleman hooked you with its comedy and drama, these 30 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedThe King of Comedy (1982)7.8/10 from 2,719 votes
- NewestHey Look Ma, I Made It (2023)Released 2023
Please Give (2010)
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.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisThe King of Comedy (1982)
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.
Why it matches: Recommended by TMDB viewers · both drama & comedy
Worth the HypeMovies like thisThe Devil Wears Prada (2006)
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.
Why it matches: Recommended by TMDB viewers · both drama & comedy
Worth the HypeMovies like thisThe Hudsucker Proxy (1994)
A naive business graduate is installed as president of a manufacturing company as part of a stock scam.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Worth the HypeMovies like thisIt Runs in the Family (2003)
This is the story of a dysfunctional New York family, and their attempts to reconcile
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisBroadway Danny Rose (1984)
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 York's Carnegie Deli. Rose's one-man talent agency represents countless incompetent entertainers, including a one-legged tap dancer, and one slightly talented one: washed-up lounge singer Lou Canova, whose career is on the rebound.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisGood Neighbor Sam (1964)
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 appearance.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisBrewster's Millions (1985)
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 task that's a lot harder than it sounds!
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisMarked Woman (1937)
In the underworld of Manhattan, a woman dares to stand up to one of the city's most powerful gangsters.
Why it matches: Recommended by TMDB viewers · both drama
Popcorn FlickMovies like thisRuggles of Red Gap (1935)
In this comedy of an Englishman stranded in a sea of barbaric Americans, Marmaduke Ruggles – a gentleman's gentleman and butler to an Earl – is lost in a poker game to an uncouth American cattle baron. Ruggles' life is turned upside down as he's taken to the USA, is gradually assimilated into American life, accidentally becomes a local celebrity, and falls in love along the way.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisThe Secret of My Success (1987)
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 runs a multi-million-dollar company, he is given a job in the mail room.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisBUtterfield 8 (1960)
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.
Why it matches: Recommended by TMDB viewers · both drama
Popcorn FlickMovies like thisWeekend at Bernie's (1989)
Two young insurance corporation employees try to pretend that their murdered employer is alive by puppeteering his dead body, leading a hitman to attempt to track him down to finish him off.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisThe Wrong Man (1956)
In 1953, an innocent man named Christopher Emmanuel "Manny" Balestrero is arrested after being mistaken for an armed robber.
Why it matches: Recommended by TMDB viewers · both drama
Worth the HypeMovies like thisThe Damned Don't Cry (1950)
Fed up with her small-town marriage, a woman goes after the big time and gets mixed up with the mob.
Why it matches: Recommended by TMDB viewers · both drama
Worth the HypeMovies like thisShe Done Him Wrong (1933)
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 at hand in the form of young Captain Cummings, a local temperance league leader.
Why it matches: Recommended by TMDB viewers · both comedy
SnoozefestMovies like thisThe Big Store (1941)
A detective is hired to protect the life of a singer, who has recently inherited a department store, from the store's crooked manager.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisThe Card (1952)
A charming and ambitious young man finds many ways to raise himself through the ranks in business and social standing - some honest, some not quite so. If he can just manage to avoid a certain very predatory woman.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisEdmond (2006)
Seemingly mild-mannered businessman Edmond Burke visits a fortuneteller and hears a remark that spurs him to leave his wife abruptly and seek what is missing from his life. Encounters with strangers and unsavory people weaken the barriers encompassing his long-suppressed rage, until Edmond explodes in violence.
Why it matches: Recommended by TMDB viewers · both drama
Popcorn FlickMovies like thisWhile the City Sleeps (1956)
Newspaper men compete against each other to find a serial killer dubbed "The Lipstick Killer".
Why it matches: Recommended by TMDB viewers · both drama
Popcorn FlickMovies like thisAlmost Corrupted (2008)
A young man who works as a singer in a local band led by his musician uncle,meets the girl of his dreams in a wedding and his uncle's wife helps him to marry her.
Why it matches: Similar story and style · both comedy & drama
Undercover Angel (1999)
With his landlord breathing down his neck and his writing career stagnant, the last thing Harrison Tyler (Dean Winters) needs is a kid hanging around. But he's in for a surprise when his ex-girlfriend (Lorraine Ansell) leaves her precocious 6-year-old (Emily Mae Young) in his care for a few weeks. It turns out the girl possesses remarkable matchmaking skills, and soon Tyler's professional and romantic fortunes begin to turn around.
Why it matches: Similar story and style · both comedy & drama
Berserk! (1967)
A lady ringmaster milks the publicity from a string of murders.
Why it matches: Similar story and style · both drama
SnoozefestMovies like thisAlways Together (1947)
An old millionaire, who believes he's dying, bequeaths his fortune to a young woman with a fanatical obsession with movie stars. But then the elderly tycoon recovers from his illness and decides he wants his money back. Comedy most notable for its numerous unbilled cameos by Warner Bros. actors.
Why it matches: Similar story and style · both comedy
The Devil All the Time (2020)
In Knockemstiff, Ohio and its neighboring backwoods, sinister characters converge around young Arvin Russell as he fights the evil forces that threaten him and his family.
Why it matches: Similar story and style · both drama
Worth the HypeMovies like thisLong Day's Journey Into Night (1962)
An Irish miser, his morphine addicted wife, their debauched older son, and a gravely ill younger son. A quiet Connecticut vacation home on one foggy day in August 1912 becomes the backdrop for domestic decline.
Why it matches: Similar story and style · both drama
Worth the HypeMovies like thisMacon County Line (1974)
A vengeful Southern sheriff is out for blood after his wife is brutally killed by a pair of drifters. Low-budget film set in Georgia in 1953 and at the time of release, purported to be based on a true story.
Why it matches: Similar story and style · both drama
Our Dancing Daughters (1928)
A flapper who's secretly a good girl and a gold-digging floozy masquerading as an ingénue both vie for the hand of a millionaire.
Why it matches: Similar story and style · both drama
The Nightcomers (1972)
Prequel to the Henry James classic "Turn of the Screw" about the events leading up to the deaths of Peter Quint and Ms. Jessel, and the slow corruption of the children in their care.
Why it matches: Similar story and style · both drama
SnoozefestMovies like thisHey Look Ma, I Made It (2023)
The police found a woman named Ferlina (38) dead in her own home. Rio (18) who is her only child, became a witness to the incident to uncover who is the perpetrator of the murder.
Why it matches: Similar story and style · both drama
Like Tailored gentleman and something else?
Blend two favourites and we’ll find the films in between.
Frequently asked questions
What are the best movies like Tailored gentleman?
The closest matches to Tailored gentleman are Please Give (2010), The King of Comedy (1982) and The Devil Wears Prada (2006). Below are 27 more, each with the reason it matches.
What should I watch after Tailored gentleman?
Start with Please Give (2010), the closest match to Tailored gentleman.
What is the highest-rated movie like Tailored gentleman?
The King of Comedy (1982), rated 7.8/10 by 2,719 TMDB users.
What is the newest movie like Tailored gentleman?
Hey Look Ma, I Made It (2023) is the most recent release on this list.
Are there Spanish movies like Tailored gentleman?
The closest matches are in other languages.
How are movies similar to Tailored gentleman chosen?
First come films that Trakt’s viewers watch alongside Tailored gentleman, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.