Why Sailors Go Wrong is a 1928 American silent comedy film directed by Henry Lehrman and written by Randall Faye and Delos Sutherland.

The highwayman, watching through the window of the ramshackle express office, sees the messenger pass a large sum of money under the charge of the agent. A few minute later the messenger, an old man, is held up and robbed by the highwayman. His pursuing shots attract the attention of the sheriff and he starts in pursuit. The highwayman is wounded and drags himself to the barn of a rancher. The rancher saves him from his pursuers and earns his gratitude. A few days later the rancher learns that the police are on his trail for a crime he had committed years before.

The Outlaw, preparing to rob the stage, receives a letter from his wife, telling him to lead a good life for the sake of her and his baby, and informing him that he may expect them any time. Filled by remorse, he refuses to accompany his companions on their hold-up. As he rides away, he sees a sign offering clemency to the unknown robber if he will give up his gun. He seeks out the sheriff, surrenders the gun and goes on his way. But the stage is held up and the pursuing posse arrests him. Rendered desperate, he makes his escape and prepares to resume his criminal career. But the posse captures the real bandit.

He was a great Persian Prince. His Harem was filled with seductive beauties. Yet he loved one woman- a woman from another country-wife of another man.

To cure their flirtatious husbands of consorting with flappers, three wives-- Susan Martin, Ethel Drake, and Kitty Ladd-- arrange with three college boys-- Henry Winton, Oscar, and Joe Valley-- to flirt with them at a house party. Joe Valley, who poses as a hot-blooded Spaniard, is vamped by Ginsberg in female attire, and Oscar, a bashful Swede, uses caveman methods when aroused. During a rehearsal of the party, the three husbands arrive, followed by their flapper friends, leading to comic complications.

College hero Charles Stanton fails miserably as an insurance agent; so he becomes a lifeguard, saves an injured swimmer and is rewarded for his valor.

A married farmer falls under the spell of a slatternly woman from the city, who tries to convince him to drown his wife.

Mimi, an unsophisticated American girl attending an exclusive Swiss boarding school, unexpectedly inherits a large fortune. Returning to the United States she quickly begins to live a wild and reckless life. Good-natured Joe attempts to set her straight, but she keeps right on living riotously. It takes Mimi a serious accident while joyriding to comes to her senses and realize she is ready for a more settled existence.

Pete (Nick Stuart) and Bill (John Darrow) are childhood rivals who continue to feud in high school, especially when they both develop feelings for Eleanor Barrett (Sally Phipps). Their rivalry threatens to disrupt the school basketball team, but they eventually make amends.

A jazz version of O. Henry's The Caliph, Cupid and Clock.