Best movies like Driving Miss Wealthy

Set in 1870's New York, a spinster heiress is courted by a much younger, penniless man, much to the chagrin of her over-protective father, and must decide whether to spend the rest of her life alone, or marry a man who is interested in her only because of her inheritence.

Dance hall Romeos and an irresponsible father create comic complications in the life of a nickel-per-whirl taxi dancer.

The 12 years old well-bred Lonnie meets the impudent Karen on the street. They spend some time together and Karen teaches Lonnie some of her favorite occupancies, like make-up, shoplifting, skipping school and lying to the parent about it, but confessing to the priest later. But Karen also learns some honesty from Lonnie. A film about social differences and growing up.

Hypochondriac Joe Banks finds out he has six months to live, quits his dead end job, musters the courage to ask his co-worker out on a date, and is then hired to jump into a volcano by a mysterious visitor.

In order to learn how to be responsible, two wealthy teen sisters are forced to work in the family business by their exasperated father. When company funds goes missing, it's up to the girls to save the day.

An ambitious lumberjack abandons his saloon girl lover so that he can marry into wealth, but years later becomes infatuated with the woman's daughter.

Phillip Filmore is a naive, 15-year-old, preoccupied with sex, who develops a crush on Nicole Mallow, the new 30-something, French housekeeper and sitter to look after him when Phillip's father is out of town for the summer on a "business" trip. But Mr. Filmore's unscrupulous chauffeur, Lester Lewis, takes advantage of Phillip's crush on Nicole to hire her to seduce the youth, then draws her into a plot to fake her own death in a blackmail scheme aimed to drain Phillip's trust fund.

A wealthy man hires a poor girl to play his mistress in order to get more attention from his neglectful family.

Sam the white-washer pines for the affluent Lindy, but she has dumped him in favor of another. Sam finds a large sum of money, and goes to New York to enjoy a shopping spree, buying new clothes, jewelry and a car with a driver. Back home, Lindy flips for Sam and his newfound wealth, and dumps the rival. Sam throws an engagement party where he indulges in a friendly game of cards with his former rival and another man, who unbeknownst to Sam, is a card shark.

Harper is a cynical private eye in the best tradition of Bogart. He even has Bogie's Baby hiring him to find her missing husband, getting involved along the way with an assortment of unsavory characters and an illegal-alien smuggling ring.

Tough streetwise private investigator Al Connors, who works in Florida but originally hails from Harlem, is hired by the CIA to guard a visiting African princess. Moreover, Connors uses all his sharp street smarts and fierce fighting skills to find another woman who's been abducted by the evil Big Daddy.

Johnny Case, a freethinking financier, has finally found the girl of his dreams — Julia Seton, the spoiled daughter of a socially prominent millionaire — and she's agreed to marry him. But when Johnny plans a holiday for the two to enjoy life while they are still young, his fiancée has other plans & that is for Johnny to work in her father's bank!

Happily married for three years, Ann and David Smith live in New York. One morning Ann asks David if he had to do it over again, would he marry her? To her shock, he answers, "No". Later that day, they separately discover that, due to a legal complication, they are not legally married.

A struggling young engineer, Bob Sanderson, refuses to marry the very-rich Edith Stuart until he can support her on his own earnings. He goes to work for her father as a messenger in the telegraph business, and, via his engineering skills, discovers a plot to kidnap Edith.

Told he is terminally ill, an insurance executive goes on a credit-card spending spree--and then learns his medical diagnosis was a mistake.

Henrickson plays Frank Morgan, a notorious and feared gunfighter that has lived his life on the run. His face and eyes reveal a man that has been very much hardened by that life. We quickly learn, however, that there is still passion inside. Upon receiving a telegram from Linda, an old lover (played by Kay Lenz), requesting his presence, he abandons his woman, mounts his horse and rides to Linda without giving it a second thought. Upon arrival, he learns that Linda is now happily married to the owner of the local general store. The only vestige of her past that remains is a daughter, who Frank is surprised to learn is his. Written by Dave Gan

When spoiled young heiress Maggie Richards tries to charge some gasoline at an auto camp run by Bill Davis, he makes her work out her bill by making beds. Resolving to get even, she pretends to have forgiven him, and sends him to her father to get financing for a plan Bill has. What happens next was not part of her original revenge plan.

The story of a PR man hired by a millionaire to go to Reno to prevent his daughter from marrying an opportunistic gambler.

Wade Rawlings, a former Captain in the Gold Stream Guards, has lost his fortune and has become a wanderer in the United States. He is hired as the Kilbourne-family chauffeur after Mrs. Kilbourne, whose hobby is reforming tramps, takes note of his skill as an auto-mechanic. The rest of the family objects strongly, especially 22-year-old Eileen who takes an immediate dislike to him, but Mr. Kilbourne allows him to stay on. Shortly afterward, Mr. Kilbourne is surprised to learn that Eileen has eloped and he has a new son-in-law, and even more surprised to learn this his son-in-law is the family chauffeur.

Anita Gray is the spoiled daughter of a millionaire. Returning home from a party, her car breaks down and she is picked up by a stranger, who sells her his car for a diamond bracelet. The car has been stolen and the police arrest her, but she escapes and takes refuge on a freighter bound for China. She has no money and has to work her way there. Her father learns of her destination and hires Hamlin to bring her safely home.

Ferro Olivetti, a billionaire playboy and businessman, promises to fulfill his dying father's final request: to live one month without his wealth.

A gold-digging woman wins a big settlement against an older married man, which threatens to destroy the man's family. His son, discovering that the woman is part of a ring of blackmailers and that she is planning to flee the country, takes along his hulking chauffeur and follows her onto an ocean liner. There the two pretend to be a pair of wealthy playboys so that the woman will make a play for him and try to blackmail him, too, so he can then expose her and prove his father's innocence. Complications ensue.

A girl loses her parents and husband and is left driving a limo trying to get by raising her young son. An interesting but strange rich man hires her limo on Christmas eve and has her drive him to various ice rinks where he gives out $100 bills to the people there. The news media catches on and starts following him.

When millionaire businessman Ted Billings (Glenn Morshower) double-crosses his partners in a weapons deal, he decides to hire some protection. Billings enlists Eugene "Vash" Vasher (Lou Diamond Phillips) a mercenary-for-hire and soon, Vash is fighting off assaults on his boss from all sides, but on top of that, he doesn't even like Billings who has a hidden agenda. Among the shoot-outs and chases, Vash forms a bond with Emily (Yancy Butler) Billings' chief-of-security and Vash's former flame who's not all that she appears to be.

A shipping tycoon with a record becomes a suspect when money goes missing from the company vault.

Gibbs is a laborer at the docks who, through his hard work and good judgment, becomes a millionaire on Wall Street. He becomes acquainted with the Van Dusens, who have lost their fortune. Mrs. Van Dusen pushes her daughter Marie into a loveless marriage with Gibbs so that the family can retain its social standing. Gibbs realizes, however, that his money cannot buy his wife's affection.

When two cops start a gym to help keep kids out of the drug trade, the local crime lord schemes to keep control of the streets. Meanwhile, officer Brian romances his partner’s blind daughter.

Alex Granger is a successful New York fashion photographer with a past - he is a former CIA operative specializing in surveillance work. Bored with his present life-style and craving adventure, Alex is lured back into the game by a beautiful, mysterious woman, who just happens to be in partnership with a major arms dealer. Alex is led to believe that he's being hired for industrial espionage and is paid a very large sum of money for his services.Former CIA partner is hot on the trail of the arms dealers and when Alex is confronted with the truth, realizes he's being implicated in their schemes. He is now caught between a "rock and a hard place" and must do whatever needs to be done to save himself.

Amelia Lewis is super excited when she buys an available storefront, planning to open a year-round Christmas shop. But her celebration comes to a screeching halt when she discovers that Vic Manning has also bid on the property. After continually bickering and trying to one-up each other, the two combatants learn to work together and even get the merchants on Main Street to put aside their differences for the greater good.

A University teacher finds three bright students and decides to teach them how to count cards to make lots of money. As they learn how to play the casinos, things get tricky when the debt owing teacher informs them that their front man wants restitution for loses in about a weeks time. The three students decide to hit all the major casinos in Ontario and Quebec until discovered.

Two best friends, Elle Rose and Carter, are bossing in every area of their life but failing miserably when it comes to love. When they learn that a special woman in their life is ill, they agree to pretend to be in love to give her her dying wish, but actually falling was never a part of the plan.

When Marjorie Caner returns from abroad, she is quite lonely in her millionaire father's big house. Learning that a young poet, Anthony Quintard, is living in poverty next door while working on the libretto of a great opera, she skips across the roofs and brings him a Christmas banquet. The poet sees Marjorie, and knowing that he detests wealth, she pretends to be the secretary of the Caner family.....

Henry Wilton is an elderly millionaire saddled with his selfish young second wife Emmy 'Sweetie' Wilton and a pair of spoiled grown children, Peggy and Eddie. To test his family's mettle, Henry pretends to have gone broke. Just as he suspected they would, his children rally to their father's side and change their ways: Peggy forsakes the fortune hunter George Struthers for the nice young man she's really in love with, the polo coach Larry Rivers, while Eddie applies for a demanding job and performs admirably. Only Sweetie seems to desert Henry.

Lulu Belle is singing in a cheap dive in Natchez, Mississippi in the early 1900's when she meets rising young attorney George Davis. He gives up his fiancée and career to marry Lulu Bell. When his money runs out, Lulu Belle goes to work in a New Orleans club run by tough gambler Mark Brady. She tries to send George back to Natchez by pretending that she has fallen for prize-fighter Butch Cooper but George, in a fit of jealousy, drives a handful of forks into Butch's face. He is sent to prison and Lulu goes to New York with millionaire Harry Randolph, who makes her the singing sensation of Broadway and asks her to marry him. She refuses when she learns that George has been released from prison, realizing that he is the only man she ever truly loved.

Neighboring widowers plot to romantically unite their son and daughter by pretending to feud and forbidding the two children to associate with each other. Their scheme works and the two youngsters fall head-over-heels in love. To end their "feud" the fathers hire a bandit and his henchmen to fake an abduction and allow the son to rout the assailants. The plan works, but the two love birds discover that requited love is much less exciting than forbidden romance and they break off their relationship. Matt, the son, resolves to see the world and receives a severe buffeting, while Luisa, the daughter, has an unhappy romance with the bandit, who steals her most precious possession, her mother's necklace. Matt returns, sadder but wiser, and the two former lovers reunite.