Most Similar Movies to When the Clouds Roll By (1919)
If you are looking for movies like When the Clouds Roll By (1919), you might like movies tagged with keyword : comedy, romance, silent film, american film, black and white, classic film, fantasy, adventure, humor, early cinema, romantic comedy, light comedy, hollywood, golden age, slapstick, psychological drama, surreal, social satire, over-the-top acting, experimental .
The Matinee Idol (1928), The Cameraman (1928), The Marriage Circle (1924), The Kid Brother (1927), Spring Fever (1927), The Navigator (1924), Tom, Dick and Harry (1941) ... Let's take a look at the following list...

The Matinee Idol (1928)
A Broadway matinee idol famous for his black-face portrayals anonymously joins an amateur acting troupe and falls in love with the leading lady.
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The Cameraman (1928)
Hopelessly in love with a woman working at MGM Studios, a clumsy man attempts to become a motion picture cameraman to be close to the object of his desire.
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The Marriage Circle (1924)
Professor Stock and his wife Mizzi are always bickering. Mizzi tries to seduce Dr. Franz Braun, the new husband of her good friend Charlotte.
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The Kid Brother (1927)
A sheriff's (Walter James) weakest son (Harold Lloyd) does the housework, then one day gets to be a hero.
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Spring Fever (1927)
To impress a wealthy young woman, a clerk pretends he is a pro-golfer.
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The Navigator (1924)
Two spoiled rich people find themselves trapped on an empty passenger ship.
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Tom, Dick and Harry (1941)
A phone operator (Ginger Rogers) daydreams of marrying a salesman (George Murphy), a millionaire and a mechanic (Burgess Meredith).
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The Three Ages (1923)
A boy (Buster Keaton) loves a girl (Margaret Leahy) in parallel stories set in the Stone Age, ancient Rome and modern times.
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The Lady Takes a Sailor (1949)
A desperate husband tries to find help for his wife suffering from addictive gambling.
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The Great Lover (1949)
On an ocean liner, an inept scoutmaster pursues a duchess while a killer pursues him.
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The Battle of the Sexes (1928)
Gum-chewing frizzy-haired gold-digger Marie Skinner cooks up a scheme with her lover Babe Winsor, a jazz hound, to fleece a portly, middle-aged real estate tycoon, William Judson. Marie moves into Judson's apartment building and contrives to meet and seduce him, plying him with compliments, music, swoons, décolletage, and batted eyes. When his loyal wife (and their tw...Read all
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Smartest Girl in Town (1936)
Modeling furs has given our heroine Cookie a taste for them, so she's determined to marry a rich man. Scheduled to meet a male model aboard a yacht, she meets the yacht's rich owner Dick Smith instead; he welcomes the confusion of identity and sets out to win her by force of personality alone. It's an uphill battle. Lots of wry repartee.
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Tramp, Tramp, Tramp (1926)
Low-life Harry falls in love with sweet Betty who inspires him to improve himself so he can marry her. He enters a $25,000 cross-country hiking contest. After many adventures he wins, pays off his father Amos's mortgage and marries Betty.
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Not So Dumb (1930)
Not-so-smart chatterbox Dulcy Parker does and says all the wrong things, but they right themselves to prove she's not so dumb after all.
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Men Are Such Fools (1938)
Linda Lawrence rises from secretary to account executive in an advertising agency. She falls in love with ex-football star Jimmy Hall and marries him. Radio man Harry Galleon will push her career further if she will just be "nice" to him and, when Jimmy gets jealous, she quits in favor of life as a suburban housewife. But her career still calls to her.
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A Girl in Every Port (1952)
After two sailors are conned into buying a lame race-horse, they go ashore to sort out the problem, but when they realize that the horse is one of a pair of identical twins, their plan for revenge becomes more complicated.
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The Girl Said No (1930)
A brash, pushy young man gets a job in a bank and sets his cap for his boss's secretary, but the death of his father makes him reassess his priorities.
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Safety Last! (1923)
A boy leaves his small country town and heads to the big city to get a job. As soon as he makes it big his sweetheart will join him and marry him. His enthusiasm to get ahead leads to some interesting adventures.
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