“Oww!” he wailed as fresh tears threatened to erupt when his tender, stinging bottom made contact with the waterproof padded surface.
Raising his ankles above him, Jordan took three rectangles of thick cotton cloth and placed it under his red and swollen rump. With her free hand, she dipped it into an open jar of Desitin and smeared it across the warm, swollen skin of his bottom. Trevor squealed and wriggled his feet but Jordan held his ankles firmly while she did her job.
Soon, his bright red bottom had a nice, sticky white coating of diaper rash cream covering it.
Letting his legs down, Jordan shook baby powder all over his tiny pen-is and between his legs, making sure the infantile scent surrounded him.
“Sissies needs their diapers and now everyone is going to see you for what you really are—nothing but a weak little pantywaist,” she explained as she pulled the thick, fluffy cloth up and pinned it securely around his waist. The extra soaker pads down the center ensured he would be wearing a very thick, puffy diaper, and one that would be impossible to hide.
“No...please don’t,” he pleaded with her.
“You should have thought about before you started picking on little girls, sissy boy,” she said as she chose a pair of pink, nursery print plastic panties and positioned them over his feet.
“All sissies need plastic panties and you’re certainly no exception,” she told him as she drew the babyish panties up his trembling legs.
Trevor blushed hotly as familiar memories flooded back of his mom diapering him in the evening for protection against his nightly bedwetting. To think that another woman has arrived at the same solution was utterly shameful for the boy.
After dusting between his inner thighs with more baby powder, Jordan went to the closet and came back with a white and pink frilly baby dress that flared out widely at the hem.
“I think this will be perfect for sissy’s first day in the neighborhood—won’t you be a big hit?” she smirked.
“I’m gonna tell my mom!” he sniveled petulantly.
“Well—maybe we can tell her together, hm?” Jordan replied with a smug smile, “I’ll just bet that she’ll be delighted to see her sissy son dressed up properly for once, not to mention well protected,” she said as she patted the fat, plastic covered front of his diapers and winked at him.
Trevor’s bluster evaporated at the thought of being marched over to confront his mother, dressed like an overgrown toddler in diapers. He was only too afraid that she would approve, given that all her efforts to discipline him had failed so miserably.
Pulling off his t-shirt, Jordan positioned the dress over his head and curtly ordered him to raise his arms. The soft, ruffled garment fell down around him and Trevor discerned a slight perfumed scent that smelled like something a little girl would wear. It only served to reinforce his feelings of childishness.
Turning him around, Jordan fastened up the small row of buttons and then adjusted the short puffy sleeves and the prissy elasticized lace that hugged his skinny upper arms.
Next, Jordan removed his socks and replaced them with white, ruffled anklets and a shiny, glossy pair of pink Mary Janes.
“Don’t you look special!” she beamed as she stood him up and led him over to the full length mirror so he could see his new outfit.
Trevor blushed hotly as he tried in vain, pulling down the short, lacy hem of the dress to try and cover his embarrassing, bulging diapers.
Taking him by the hand, Jordan led him out of the nursery, down the hall and into the kitchen, where she placed a large baby bottle of milk into the microwave. Thirty seconds later, it dinged and she took it out, checking the temperature on her wrist.
“Perfect, baby boy,” she announced as she pushed the rubber nipple into his gaping mouth.
Trevor hated milk, especially warm milk, but his bottom was still sore and stinging inside his sissy diapers and he was reluctant to say or do anything to make his gorgeous neighbor angry.
Sitting him down on the couch next to her, Jordan supervised his bottle feeding, sometimes tipping it up to force him to drink more.
As he reluctantly drank in silence, Trevor couldn’t help but to grudgingly admire the curves on this attractive, albeit stern woman. She was wearing a snug, fitted yellow top, that not only showed her toned arms but clung deliciously to her big, round breasts. In any other circ-umstances, Trevor would be lusting over her but under his present humiliating situation, he hated her for her strength and absolute power over him.
At last, the bottle was finished, and a string of milk followed him as Jordan took the bottle and re-filled it, popping it back into the microwave.
Trevor’s eyebrows furrowed in frustration—he was full and could already feel the milk sloshing around inside his belly. Surely, she didn’t intend to make him drink more??
Once the microwave dinged agin, Jordan removed the bottle and brought it over to Trevor.
“Alright sissy—it’s time for your apology tour,” she told him firmly.
Taking his hand, she stood him up and pulled him toward the front door.
“B-b-but—wait! Please-please don’t make me go outside,” he wailed as tears threatened to overwhelm him.
“After terrorizing all the kids in this neighborhood, it’s high time for you to say you are sorry,” she told him sternly.
“Please!” he sobbed, “I’m sorry—I promise never to do it again.”
“I know you won’t,” she said as she placed her hands on her hips in the ultimate stance of superior female authority, thrusting her big breasts out proudly, “Now you can either march your sissy butt out that door, or I can put you over my knee. What’s it going to be, prissy boy?”
Trevor’s shoulders sagged with defeat as he trudged slowly out the door, the fat diapers forcing him into a babyish waddle. Right now, he hated his beautiful neighbor for her strength and control over him. He also realized that all his bratty behavior was now coming to pay him back in spades.
� Betty Pearl's Sissy Stories 20.1
Topic: The Terror of the Neighborhood (Read 25711 times)
