Best movies like Tailored gentleman

Snooty heiress decides to track down her dead sister's kids, who are living a Bohemian life with their uncle in Greenwich Village. Once she finds them, she discovers that the Bohemian life is fun and free of the constraints her country-club life places on her. But she decides to take the uncle to court anyway to free him from the kids so he can paint.

Anthony Richmond schemes to get the fortune of his tyrannical, wheelchair-using tycoon uncle Charles Richmond by persuading Maria, a nurse he employs, to marry him.

Work Experience is a 1989 short film directed by James Hendrie. It follows Terence who is caught in a vicious circle. He cannot get a job because he has no experience, but he cannot gain experience without getting a job! The film won an Oscar for Best Live Action Short Film.

A shrewd millionaire who owns races horses for publicity for his automobile business, claims ownership of a female horse trainer's thoroughbred in order to get the trainer.

Raffles is an English gentleman with a secret life—he is the notorious jewel thief known as "The Amateur Cracksman." While sailing from India to England accompanied by his friend, Bunny Manners, it is rumored that the infamous cracksman is aboard ship. Raffles warns a lady passenger to keep an eye on her necklace, which is stolen soon afterward. Although a search reveals no evidence, the necklace is returned upon reaching London.

A millionaire courts a working-class woman.

Stanley manages his boxer brother Lion but when a devastating loss in the ring leaves the pair in debt, an opportunity to recoup the cash leads to a series of misadventures that threaten to break the bond between them.

A married bookstore owner is blackmailed after he makes a pass at his new sexy blonde clerk.

Simon Cordier, a French magistrate and amateur sculptor comes into contact with a malevolent entity. The invisible - yet corporeal - being, called a "horla" is capable of limited psychokinesis and complete mind control.

The moving story of four young men struggling against overwhelming odds to remain honest. When their crooked employer shorts their earnings; they turn to crime, their first theft ending in tragedy.

A prostitute is murdered on the streets of a tough, low-income neighborhood. A diabetic retired boxer who knew her is appalled by the lack of interest shown in the case by the police or anybody else in the neighborhood, and decides to investigate the case himself.

An aspiring country singer, whose money is disappearing faster than his career opportunities, enters a "Tough Man" amateur boxing contest to earn some cash to pay his bills. Amazingly enough, he wins it, and is picked to go onto the national finals. He's torn between his first love, music, and the glitz, glamor and money of the "Tough Man" world.

Stan is Jimmy Smith, a salesman who is trying hard to pitch his Napoleon book to an uninterested customer as they stand in front of some iron gates. When an elderly gentleman approaches the two men he uses sign language to communicate to the 'customer' and they leave together. This is when Stan sees the sign for the Deaf & Dumb Institute that his subject was standing in front of. An elderly lady then walks out of the gates and Stan uses sign language in an attempt to talk to her. Of course, she is not deaf or dumb and gives him some verbal abuse for assuming so.

Cashier and part-time starving artist Christopher Cross is absolutely smitten with the beautiful Kitty March. Kitty plays along, but she's really only interested in Johnny, a two-bit crook. When Kitty and Johnny find out that art dealers are interested in Chris's work, they con him into letting Kitty take credit for the paintings. Cross allows it because he is in love with Kitty, but his love will only let her get away with so much.

A fictional story inspired by North America's most famous female boxing promoter, Jackie Kallen. Her struggle to survive and succeed in a male dominated sport.

GONE TOO FAR follows two estranged teenage brothers over the course of a single day as they meet for the first time, and struggle to accept each other for who they are. Yemi can't wait for his big brother to join him on the estate in Peckham - but when Ikudayisi arrives from Nigeria wearing socks and sandals Yemi questions both his judgement and his African heritage. A day on the estate filled with danger and excitement teaches both of them the values of family and self respect.

A young Mexican/American learns about life both inside and out of the ring when he takes up boxing.

A warden and his assistant clash over prison reform, triggering a violent riot.

Slip and Sach's boss, David J. Thurston, has allegedly committed suicide. Slip finds a book of matches with the name of a local nightclub on his boss' desk and finds out from Gabe that a gambling casino is being run out of it. Slip comes to the conclusion that the club had something to do with his boss' death and sets out to find his murderer. The boys get jobs at the club and Louie poses as a rich cattlemen as they gather the information to convict the murderers.

Talkie about a maid who is accused of killing the lady of the house

This Universal programmer was based on a Collier's Magazine story by journalist Quentin Reynolds. This story in turn was ostensibly based on a true incident, in which a gangster "returned from the dead" to save an innocent young man from the electric chair. The nurse of the film's title is Katharine McDonald, who falls in love with her prizefighter-patient Lee Burke as he recovers from a beating received in a fixed prizefight. Katharine must fend off the advances of criminal attorney John Dodge, another patient who also loves her and becomes jealous of Lee. But when Lee is framed for the murder of his disgruntled manager, Slice, by a henchman of the fight-fix leader, Joe Largo, Dodge takes on his defense and works with Katherine to discover the real killer. Convicted and sentenced to death, Burke is about to walk the "last mile", as Katharine encourages mortally wounded Largo to a deathbed confession.

A young man has a chance to become partners in an auto-repair business, but he doesn't have the money. In order to come up with some quick cash, he decides to temporarily become a professional boxer. The problem is that he isn't an athlete, knows nothing about boxing and stands a very good chance of getting the stuffing beaten out of him.

Loud-mouth hamburger flipper, Cooky, thinks he can box. His big chance comes when everyone else quits the gym when it is inherited by a dame.

A recently-fired advertising executive starts his own company, Confidential Services, to help clients solve their unusual and problematic situations.

As two rival Godfathers view to take control of the city, a hot-tempered family member kills two relatives of the opposing family, breaking the "Truce of Honor". Now the war begins! As a young boxer seeks revenge for his fiancée's death, the streets become a real-life battlefield... to settle the score!

An amateur boxer's girlfriend inspires him to face a ring pro entered by a gangster.

An honest and naive schoolteacher gets a lesson in how the world works outside the classroom, when a rich Baron and his mistress use the teacher's name and outstanding reputation in a crooked business scheme.

When a waiter makes a lucky hit and wins a benefit prizefight, gamblers rig some fights for him; but a reporter arranges for a real boxer to put him in his place.

A meek millionaire masquerades as a boxing star to win a girl's heart.

Up-and-coming men’s fashion designer, Rachel Rocca, lands a spot in a competition to design a tuxedo for one of the city’s most eligible bachelors, Brett Stone, for a Christmas Charity Gala and Auction. As Rachel begins to unthread his well spun public image, she discovers the true reason behind his Christmas charity, and they find themselves falling in love.

Bill Burnett, a resident of Bali, visits New York City, meets and falls in love with Gail Allen, the successful manager of a Fifth Avenue shop, who is determined to remain free and independent. Bill proposes, Gail declines and Bill goes home to Bali. But a young girl, Rosie, and Tony the Window Cleaner, who dispels advice on every floor, soon have Gail thinking maybe she was a bit hasty with her no to Bill's proposal. Ere long she discovers that she does love Bill and can't live without him. She goes down to Bali to give him the good news. He learns that he is soon to marry Noel Van Ness. She goes back to New York City.

Millionaire's son Duke wants to be a champion boxer but takes time out to enroll in college when he sees co-ed Susie. The students wonder about his having a chauffeur and house full of servants. Susie likes him but, to get rid of her, his manager tells her Duke already has a New York chorus girl. As the students listen to a radio broadcast of his victorious fight from San Francisco, she learns that the student Duke is the boxer Duke and that there is no chorus girl.

A priest is murdered and the main suspect is a nun.

A handsome radio singer has it all--fame, money, adoring fans--but what no one knows is that his accompanist, a hunchbacked piano player, is actually the voice behind the arrogant, abusive "singer"'s fame. The two men fall for the same girl, and when the singer turns up dead, suspicion falls upon his assistant and the girl.

Mickey, is a prizefighter whose bright career hits the skids when he comes under the guidance of Ginger, a female fight promoter, when he becomes involved with June Prentice and her high-society crowd.