Best movies like Leap Year

A unique, carefully handpicked, selection of the best movies like Leap Year Starring Roscoe Arbuckle, Lucien Littlefield, Mary Thurman, John McKinnon, and more. If you liked Leap Year then you may also like: The Young Philadelphians, Woman of Straw, The Naughty Flirt, Our Dancing Daughters, Rebound and many more popular movies featured on this list. You can further filter the list even more or get a random selection from the list of similar movies, to make your selection even easier.

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A young man, heir to his misogynistic and millionaire uncle, and in love with a nurse, gets in trouble when he gives advice on marriage to his girlfriends.

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The Young Philadelphians

Up and coming young lawyer Anthony Lawrence faces several ethical and emotional dilemmas as he climbs the Philadelphia social ladder. His personal and professional skills are tested as he tries to balance the needs of his fiance Joan, the expectations of his colleagues and his own obligation to defend his friend Chester on a murder count.

Woman of Straw

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.

The Naughty Flirt

A coquettish socialite falls for a straight-laced associate in her father's law firm. But she must also fend off the advances of a greedy fortune-hunter and his sister.

Rebound

A woman struggles to rekindle the affection of her husband.

Kid Boots

A salesman is helped out of a jam with an angry customer by a wealthy playboy. In return, he agrees to help the playboy get a divorce from his wife, only to find himself falling for the girlfriend of the customer who got him in trouble in the first place.

Champagne

Betty, the rebellious daughter of a millionaire, decides to marry the penniless Jean—against her father's will—and runs away to France and lives a life of luxury on the profits from her father's business. Pretending his business is crashing, her father finally puts a stop to her behavior, which forces Betty to support herself by getting a job in a night club.

Daybreak

An Austrian soldier must choose between a wealthy fiancee and a new girl who takes his fancy.

The Enchanted Cottage

A homely maid and a scarred ex-GI meet at the cottage where she works and where he was to spend his honeymoon prior to his accident. The two develop a bond and agree to marry, more out of loneliness than love. The romantic spirit of the cottage, however, overtakes them. They soon begin to look beautiful to each other, but no one else.

Seven Chances

Struggling stockbroker Jimmie Shannon learns that, if he gets married by 7 p.m. on his 27th birthday -- which is today -- he'll inherit $7 million from an eccentric relative.

Laugh, Clown, Laugh

A despairing clown suffering a broken heart and a self-indulgent count who uncontrollably laughs learn to help each other with their problems, but both fall in love with the same young woman.

Emma.

In 1800s England, a well-meaning but selfish young woman meddles in the love lives of her friends.

Enchantment

Roland Dane finally retires to the house he was brought up in. Lost in thoughts of his lost love Lark, he does not want to be disturbed in his last days. However, the appearance of his niece and her subsequent romance with Lark's nephew causes him to reevaluate his life and offer some advice so the young couple doesn't make the same mistake he did, all those years ago.

Greedy

Meet the McTeagues. They've come to stake a claim in their wealthy uncle's will… only he's not dead yet!

Don't Get Personal

Elmer Whippet inherits the Whippet Pickles company and sets out to meet the two stars, Mary Reynolds and John Stowe, of the radio program sponsored by his company, as he thinks their on-air quarreling is real. Two former associates, Jules Kinsey and J.M. Snow cross him up by substituting Susan Blair, an office secretary, for Mary and Elmer thinks the show's writer Paul Stevens is John.

A Free Soul

An alcoholic lawyer who successfully defended a notorious gambler on a murder charge objects when his free-spirited daughter becomes romantically involved with him.

The Devil to Pay!

Spendthrift Willie Hale again returns penniless to the family home in London. His father is none too pleased, but Willie smooth-talks him into letting him stay. At the same time he turns the charm on Dorothy Hope, whose father is big in linoleum and who, before Willie's arrival, was about to become engaged to a Russian aristocrat.

The Girl Most Likely

Dodie dreams of marrying a millionaire so that she can live 'the life'. Buzz, her boyfriend, however, is not rich as he is a salesman for a housing development. He proposes and Dodie accepts. Dodie next meets Pete, who she thinks is rich, but she soon finds out that he is just a boat mechanic. They have fun on their date and Pete proposes and Dodie accepts. Then Dodie meets Neil Patterson who is rich. They go to Mexico on his yacht and have fun on their date. Neil proposes and Dodie accepts. Now she has to choose.

Our Modern Maidens

Young vivacious Billie uses her charms on influential businessman Glenn Abbott in hopes of getting her secret fiancée Gil a diplomatic appointment. Meanwhile Gil's affections meander to beautiful ingenue Kentucky, Billie's best friend.

Uncle Vanya

A country doctor (Franchot Tone) loves but cannot have a professor's wife (Clarence Derwent) in Chekhov's play set in czarist Russia.

Carnival Story

An American carnival in Germany sets the scene for sin, sex and melodrama.

Christmas Next Door

Eric Randall, an author of bachelor lifestyle books, is left in charge of his young niece and nephew for the holidays. Eric turns to his neighbor April, a lover of all things Christmas, for help.

Local Boy Makes Good

John is a timid student who works at the University Book Store. He is studying to be a botanist and has a secret crush on the lovely Julia. One day, one of his letters gets accidentally mailed and Julia receives it. When the letter says that he is a fraternity man and a big track star, Julia rushes right over to see him. But John is neither and Spike, Julia's boyfriend, is a track star at a nearby College. John does not want to enter the track meet so Julia tries to use psychology on him. That and a good wrestling hold makes John timidly agree to enter the race, but Spike still scares him.

There Goes the Groom

After striking it rich in Alaskan gold, a young man returns to marry his fiancé only to be snubbed. Her sister, however, is worth considering, until he learns about her gold-digging family.

His First Flame

Fire chief Amos McCarthy, a confirmed misogynist, counsels his nephew Harry Howells to avoid matrimony at all costs. Still, the lovestruck Harry is determined to marry his sweetheart Ethel. All that changes, though, when it turns out Ethel is a faithless gold-digger. Disillusioned, Harry spends the night in his uncle's fire house to try and forget his troubles... until the clamor of a fire alarm presents the bumbling Harry with a chance to be a hero.

It's All Yours

Jimmy Barnes arrives from Europe to be educated by his multi-millionaire uncle, Edward J. Barnes and in five years the extravagant escapes of Jimmy, now a lawyer, are the talk of San Francisco. Linda Gray is a mouse-like secretary to the elder Barnes who has fallen in love with Jimmy, but he favors actress Constance "Connie" Marlowe. Mr. Barnes dies and leaves everything to Linda but he has urged his partner, Alexander Duncan, to plan things so that Jimmy and Linda will get married. Coached by Duncan, Linda accepts the inheritance and announces that she is departing for New York on a wild spending spree. He tells Jimmy that the will can be broken but only after many months and he suggests that Jimmy follow Linda and curb her spending or there won't be any money left. In New York, Linda hires Jimmy as her private secretary. Connie also arrives in New York, as does the ingenious Baron Rene de Montigny with the intention of marrying the wealthy Miss Gray.

Seven Days' Leave

Soldier Johnny Grey is engaged to marry singer Mapy Cortes, but his plans go awry when he learns that he is the heir to $100,000 from his great-grandfather -- a bequest that comes with a catch: before claiming the money, Johnny must marry a descendant of his great-grandfather's Civil War enemy, General Havelock-Allen. Not wanting to disrupt his planned marriage to Mapy, Johnny must figure out how to concoct a temporary marriage-of-convenience with the descendant -- who turns out to be the beautiful Terry Havelock-Allen.

The Man in Possession

A deeply in debt heiress tries to land a rich man while a collector from the Sheriff's office is guarding the assets in her house.

Always a Bride

A young man wants to marry his sweetheart, but her parents will agree to their wedding only on one condition: he must run for mayor--and win. Comedy.

Straight From the Heart

Jordan Donavan, a photographer in New York, is so disappointed when after five years of going steady Edward Morgan offers her not marriage but just to move in with him, that she accepts the match-making arranged via a magazine by her female friend with Tyler Ross, a horse rancher in the West, whose candidacy was actually also posted by his sister. After a bad start they soon grow closer.

She Had to Say Yes

Florence Denny is Tommy Nelson's girlfriend and secretary at a clothing manufacturer during the Great Depression. In order to boost sales they have been using professional female entertainers to keep their clients very happy, but the clients are getting bored of them. Tommy convinces management to replace the professionals with "volunteers" from the pool of stenographers. Inevitably some clients expectations are greater than their "dates", boyfriends become unhappy, and the "voluntary" duty becomes less so over time. At first, Tommy prevents Florence from being a volunteer, but eventually the prospect of a bonus becomes too great and he encourages her to volunteer. Afterwards, Tommy considers Florence a loose woman.

Wild Oranges

Millie Stope lives with her grandfather on a remote island. Man-child Nicholas, a fugitive from justice, also lives there and is terrorizing them - and he's interested in Millie. One day widower John Woolfolk, sailing on his yacht, happens upon the island. Soon he and Millie fall in love. Will jealous Nicholas stand for this?

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