Punishment Is Endless for Sissy Daniel    by Prim

"I-I've finished my homework assignments, stepmother." Daniel Gyles-Houghton's voice was barely above a whisper, but he had to say it. If he failed to be ready to go out by six-thirty he would get a bitter caning from Isabella. She looked up from her phone. "Well what are you doing still here? Get next door now for your punishments!" It was with a weight of dread in his heart that the nineteen-year-old got to his feet, put on his pink coat - the little girly coat he had to wear to go round to his girl-friend's - and made his way to the door. "Don't you dare disgrace yourself again," she called after him. "I don't want to hear from Della that you had to be punished again by the girls." Moments later he was standing at the front door of number 16, wishing with all his strength that Karen and her mother were out - that it wouldn't open. But it did. Karen Mbotu reached out for a handful of coat and hauled her boyfriend inside. "He's here!" she cried. "Let's get him stripped, the feeble little wimp." It wasn't just her pulling him by the coat. He was dragged into the sitting room by a gang of Karen's mates: Stephanie, Portia and Marie-Louise. "Have you come to Karen's for your dressing?" they cackled. "Can't wait to be stripped by big, strong girls, you little worm?" His coat was pulled off as they snarled their contempt in his face, and it was followed onto the floor by his shirt, his pants, his vest and his Y-fronts. He tried desperately to keep hold of them but soon he stood in the middle completely bare. Della was there too, filming the proceedings to send to Isabella next door as Karen took over. "Ahh look girls, baby is bare all over. But what's he hiding behind his hands? Let's pull them away and see what baby doesn't want us to see." "No, oh no please don't!" he pleaded as girls hands held their captive and pried his hands away from his cock. "Oh look girls!" cried Portia: "baby's got a baby boy's penis, and as his hands were held strongly away she played with it in her fingers, pulling, pinching, fondling and plucking. "Does little Daniel need to wear his girl's hair-ribbon then?" suggested Marie-Louise. "Yes, and his little girl anklet socks and Mary Jane's," giggled Steph. Daniel Gyles-Houghton wriggled in his efforts to avoid being dressed but there were too many of them and he couldn't stop them doing everything at once. Soon he stood in the middle of them, drooping with shame, wearing nothing but his frilled white socks and Mary Jane shoes, his pink silk gloves and his pink hair-ribbon. Karen stood in front of him holding the pink plastic butt-plug that they loved pushing into his ass and playing with. That always made him stiff. "Does Baby Daniel want Karen to dress her boyfriend's girly places in his tight pink girdle-panties then?" she enquired, her lips curled with scorn, "and one of his lovely button-up blouses, like the sissy he is?" "Oh no! No! Please don't put me into a blouse! Not my girdle-panties, please!" he begged. The girls laughed. They loved it when his voice began to break showing his tears were not far away. "Come on, baby," cried Marie-louise, "step into your nice tight girdle-panties for us." The girdle was half open as they pulled it up his legs, struggling when it was past his knees and finally hauling it into position at his waist. The button-front had to be fastened, the girls hauling on the two sides to get them to meet, but finally he was tightly held from the tops of his legs to his waist. They watched him squirm in his super tight panties, laughing at the pointed contour of his stiffening cock in the front. "I think Baby can't wait for his baby blouse, girls," sneered Karen. "He wants us to fasten up all his baby buttons until he is closed up inside his blouse collar." "No! No I don't!" he mewled, his tears breaking down his crimson cheeks. "Don't button me up in my blouse. Please!" But they were threading his arms through the little sleeves and gathering the pale blue silk round him, with its huge collar sizzling round his shoulders as they began to fasten all his buttons. "Open his panty-flaps, Steph," said Karen. "We need to do bottie-pumps with baby's bottie-dummy, and watch his sissy dickie getting ever so stiff for us in his girdle-panties." Portia and Marie-Louise held his arms wide as his panties were being opened at the front and back, then Karen gave Steph her boyfriend's butt-plug for her to place it at his ass-hole and push it inside. "Then baby wants his pacifier, doesn't he?" she grinned, producing the second butt-plug. "Open wide my darling, then I'll be able to close up your cute silk blouse collar while were playing with baby's bits and pieces." The girls laughed with glee as they watched Karen fasten his pacifier at the back of his neck, then helped her hold his blouse collar round his hair and face for her to fasten him up until he disappeared from sight. He was crying unconsolably through his paci and squirming in their arms, unable to intervene as girls' hands jiggled his butt-plug and played with his cock. It was no time at all until the first squirts of jism came spurting out at the front, down Karen's skirt and even onto the front of her blouse. "You stupid little pig, Daniel!" she growled, looking down at the mess. "It's caning time for you. You're allowed to be babyish and a little girl, but when it comes to squirting that sissy cum, you can look out!" She knew her boyfriend very well: Daniel was going to suffer a lot more caning as the evening wore on and the girls played on and on with his defenceless little bits.

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