"They were on shore pass in Hamburg. Everyone on ship talked about a whore house two blocks from the train station. All manner of things happened at this place. The young seaman found the house and was shocked to see the captain of the ship there. The captain came over and told the young man to follow him to room 33. When they went in, they found the whore was naked except her boots with a whip in her hand. She spoke to the captain, "I see you're back you know the drill. Is this seaman with you?" He replied, "He is, but it's his first time." The captain got naked and laid face down on the bed. The whore told the young sailor, "Boy, your job is to fuck your captain in the ass while I whip him. You would like that wouldn't you? to fuck your captain in the ass while I whip him." Dumb founded the young sailor's cock gave him away. He was rock hard at the thought of fucking his captain. He dropped to his knees and pushed the head of his cock in to his captain. The captain groaned and the young sailor slammed his cock in all the way to his balls. It was at this point the whore started laying the whip to the captain's bareback and with every lash the young sailor would thrust his cock roughly into the captain ass. Two civilians heard the crack of the whip and the unmistakable sounds of pain and pleasure coming from room 33 and went in to see what was going on. They immediately pulled their cocks and out and started stroking watching the scene in front of them. With each lash, the whore would tell the young sailor, "fuck that faggot." "Punish that faggot's ass" "Don't let that faggot squirm away." After 20 minutes of fucking and grunting, the whore started ramming the handle of the whip up her cunt. The sight of the whore cumming on the whip had the sailor and two civilians shooting their cum all over the captain's ass and back while the captain shot his load on to the bed. At the sight of their cum the whore squirted all over the captain's face. The young sailor pushed his cock in front of the captain's face and told the captain to clean him up. The captains humiliation was complete and he was immensely satisfied. He paid the whore for all of them. The whore told him, "Don't be so long in coming back to Hamburg.""
angelusirae| Feb 7, 2026
Amazing fantasy engagement with this image. I wonder how things stood between the sailor and his Captain thereafter. I can imagine that neither of them mentioned it nor made eye contact ever again, even after the young sailor got unusually fast promotion to First Mate.
Professional1959| Feb 7, 2026
I'm glad you liked the story. I was thinking that a ship's captain is a "god at sea". I imagined the young sailor became the captain's personal steward/valet while on ship. This relationship would not raise any questions if the captain called on the young sailor night or day. Thanks for sharing the art work.
"Every Saturday while their husbands are away golfing or whatever they do, FLOTUS Melania Trump and her daughter Ivanka quietly and secretly take turns hosting each other over for lunch, drinks and desserts. Today, it's Ivanka's turn to dominate, um I mean do the hosting. Sometimes, they even invite a surprise female guest or two or three to participate in their lesbian fuckfest, um I mean family fun and entertainment. Previous guests who have been invited over multiple times so far have included Nancy Pelosi, Lauren Boebert, Nancy Mace, Peyton List (A fav!), Marjorie Taylor Greene, Alexandria Ocasio-Cortez, Karoline Leavitt (five inch tongue!), Leni Klum, Nancy Mace, Alina Habba, and several of the East Lake High (ELHS) junior cheerleaders in West Palm. Melania especially gets lady boners, um I mean really excited over the cute little blonde teen cheer girls in their even cuter uniforms and often invites them over all for herself. She just loves young ripe and delicious teen pussy."
"While up in the attic looking for my old train set, I found a taped shut shoebox that had DO NOT OPEN written all over it. After opening it, I found dozens of photos of my mom and her brothers when they were younger. After going thru piles of them, I found a taped shut envelope that had DO NOT OPEN written all over it as well. After opening it, I saw dozens and dozens of pictures of her and her brothers fully making out and a few with their parents in them as well. Now I know why they're so close even to this day."