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"Holding Up a Train" is a short story by O. Henry that revolves around a clever and audacious train robbery. The tale follows a bandit who orchestrates the heist with unexpected twists and turns, showcasing O. Henry's signature wit and knack for surprise endings. As the story unfolds, themes of morality, love, and irony emerge, providing readers with both entertainment and thought-provoking insights into human nature. With its engaging characters and clever plot, the story exemplifies O. Henry's mastery of the short story format.


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Submitted by davidb on February 23, 2025


								
already been greatly disturbed by the shouting and firing. Never in all my life have I met with a finer instance of official dignity and reliance upon the power of Mr. Pullman’s great name. I jabbed my six-shooter so hard against Mr. Conductor’s front that I afterward found one of his vest buttons so firmly wedged in the end of the barrel that I had to shoot it out. He just shut up like a weak-springed knife and rolled down the car steps. I opened the door of the sleeper and stepped inside. A big, fat old man came wabbling up to me, puffing and blowing. He had one coat-sleeve on and was trying to put his vest on over that. I don’t know who he thought I was. “Young man, young man,” says he, “you must keep cool and not get excited. Above everything, keep cool.” “I can’t,” says I. “Excitement’s just eating me up.” And then I let out a yell and turned loose my forty-five through the skylight. That old man tried to dive into one of the lower berths, but a screech came out of it and a bare foot that took him in the bread-basket and landed him on the floor. I saw Jim coming in the other door, and I hollered for everybody to climb out and line up. They commenced to scramble down, and for a while we had a three-ringed circus. The men looked as frightened and tame as a lot of rabbits in a deep snow. They had on, on an average, about a quarter of a suit of clothes and one shoe apiece. One chap was sitting on the floor of the aisle, looking as if he were working a hard sum in arithmetic. He was trying, very solemn, to pull a lady’s number two shoe on his number nine foot. The ladies didn’t stop to dress. They were so curious to see a real, live train robber, bless ’em, that they just wrapped blankets and sheets around themselves and came out, squeaky and fidgety looking. They always show more curiosity and sand than the men do. We got them all lined up and pretty quiet, and I went through the bunch. I found very little on them—I mean in the way of valuables. One man in the line was a sight. He was one of those big, overgrown, solemn snoozers that sit on the platform at lectures and look wise. Before crawling out he had managed to put on his long, frock-tailed coat and his high silk hat. The rest of him was nothing but pajamas and bunions. When I dug into that Prince Albert, I expected to drag out at least a block of gold mine stock or an armful of Government bonds, but all I found was a little boy’s French harp about four inches long. What it was there for, I don’t know. I felt a little mad because he had fooled me so. I stuck the harp up against his mouth. “If you can’t pay—play,” I says. “I can’t play,” says he. “Then learn right off quick,” says I, letting him smell the end of my gun-barrel. He caught hold of the harp, turned red as a beet, and commenced to blow. He blew a dinky little tune I remembered hearing when I was a kid: Prettiest little gal in the country—oh! Mammy and Daddy told me so. I made him keep on playing it all the time we were in the car. Now and then he’d get weak and off the key, and I’d turn my gun on him and ask what was the matter with that little gal, and whether he had any intention of going back on her, which would make him start up again like sixty. I think that old boy standing there in his silk hat and bare feet, playing his little French harp, was the funniest sight I ever saw. One little red-headed woman in the line broke out laughing at him. You could have heard her in the next car. Then Jim held them steady while I searched the berths. I grappled around in those beds and filled a pillow-case with the strangest assortment of stuff you ever saw. Now and then I’d come across a little pop-gun pistol, just about right for plugging teeth with, which I’d throw out the window. When I finished with the collection, I dumped the pillow-case load in the middle of the aisle. There were a good many watches, bracelets, rings, and pocket-books, with a sprinkling of false teeth, whiskey flasks, face-powder boxes, chocolate caramels, and heads of hair of various colours and lengths. There were also about a dozen ladies’ stockings into which jewellery, watches, and rolls of bills had been stuffed and then wadded up tight and stuck under the mattresses. I offered to return what I called the “scalps,” saying that we were not Indians on the war-path, but none of the ladies seemed to know to whom the hair belonged. One of the women—and a good-looker she was—wrapped in a striped blanket, saw me pick up one of the stockings that was pretty chunky and heavy about the toe, and she snapped out: “That’s mine, sir. You’re not in the business of robbing women, are you?” Now, as this was our first hold-up, we hadn’t agreed upon any code of ethics, so I hardly knew what to answer. But, anyway, I replied: “Well, not as a specialty. If this contains your personal property you can have it back.” “It just does,” she declared eagerly, and reached out her hand for it. “You’ll excuse my taking a look at the contents,” I said, holding the stocking up by the toe. Out dumped a big gent’s gold watch, worth two hundred, a gent’s leather pocket-book that we afterward found to contain six hundred dollars, a 32-calibre revolver; and the only thing of the lot that could have been a lady’s personal property was a silver bracelet worth about fifty cents. I said: “Madame, here’s your property,” and handed her the bracelet. “Now,” I went on, “how can you expect us to act square with you when you try to deceive us in this manner? I’m surprised at such conduct.” The young woman flushed up as if she had been caught doing something dishonest. Some other woman down the line called out: “The mean thing!” I never knew whether she meant the other lady or me. When we finished our job we ordered everybody back to bed, told ’em good night very politely at the door, and left. We rode forty miles before daylight and then divided the stuff. Each one of us got $1,752.85 in money. We lumped the jewellery around. Then we scattered, each man for himself. That was my first train robbery, and it was about as easily done as any of the ones that followed. But that was the last and only time I ever went through the passengers. I don’t like that part of the business. Afterward I stuck strictly to the express car. During the next eight years I handled a good deal of money. The best haul I made was just seven years after the first one. We found out about a train that was going to bring out a lot of money to pay off the soldiers at a Government post. We stuck that train up in broad daylight. Five of us lay in the sand hills near a little station. Ten soldiers were guarding the money on the train, but they might just as well have been at home on a furlough. We didn’t even allow them to stick their heads out the windows to see the fun. We had no trouble at all in getting the money, which was all in gold. Of course, a big howl was raised at the time about the robbery. It was Government stuff, and
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O. Henry

O. Henry, the pen name of William Sydney Porter, was an American short story writer born on September 11, 1862, in Greensboro, North Carolina. He is best known for his clever, twist-ending narratives that often explore themes of urban life and human nature. His stories are characterized by witty dialogue, rich character development, and a keen observation of everyday life, illustrating the irony and complexity of human emotions. O. Henry's work has had a lasting impact on the short story genre, and he remains a beloved figure in American literature, with classic tales like "The Gift of the Magi" and "The Ransom of Red Chief" highlighting his unique storytelling style. He passed away on June 5, 1910. more…

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