He could only wonder what further punishment Jordan had in mind as he heard water running in the other room. It was coming from what he supposed was her kitchen, so he knew she wasn’t going to bath him.
Maybe she’d give him another stern lecture and then let him go? If so, he would lay low for a little while but he had every intention of returning to his old ways and getting his revenge on the girls and smaller boys so they’d still think of him as the tough guy his image merited.
Because of his position in the corner, he couldn’t see what was in Jordan’s hand as she walked past him and down the hallway with whatever she was preparing. A moment later, she came back and took his wrist like a child, leading him down the hall and into a brightly lit room that looked much like a baby’s nursery. A larger than usual sized crib occupied one corner of the room and pink, gauzy curtains diffused the bright daylight streaming into the feminine-decorated room.
Taking a seat on the edge of the crib mattress, Jordan bent him over her lap again even as the still sobbing youth began with more protesting, although this time, without the cursing.
“Please-please don’t spank me anymore,” he pleaded desperately.
His bottom was hot, burning, and throbbing in agony and he knew he couldn’t take any more of her paddle.
He squealed with surprise as he felt her finger pushing a dollop of cool, greasy Vaseline into his virgin hole.
“Wha-what are you doing?” he whimpered anxiously.
“Giving you just what you need—a nice, soapy enema,” she said with smug satisfaction, “spread your legs now little boy—this nozzle is much bigger than the usual ones,” she instructed him.
Trevor had no idea what a “usual” enema nozzle was but before he could think too much about that, he felt the big, blunt tip pushing insistently against his little hole.
“N-no-no!” he squealed frantically. He didn’t like where this was headed and it was a new and entirely unwelcome sensation.
“Trevor—do I need to get the paddle? Because I’m only too happy to re-light the fire on your bottom.”
The sniveling youth shook his head.
“No please, please don’t spank me,” he whined.
“Just relax and this will go in a lot easier,” she told him firmly as she renewed her efforts.
“OHHH!” he squealed loudly as he felt the fat, slippery rubber nozzle invading his snug back passage. It was a strange, unfamiliar, and unwelcome feeling as Jordan slowly pushed the thick phallic tool deeply into his rectum.
“Ohhhh,” he moaned weakly.
“In my experience, bullies that pick on girls that are smaller than you are in fact, nothing but big sissies and a good, filling enema will set you straight.”
Trevor could feel her cool fingers on his hot, stinging cheeks as she held the nozzle in place while he trembled nervously.
With the long white hose in her other hand, Jordan released the clip, allowing a strong, steady torrent of warm, soapy water to flow uninterrupted into the squirming boy’s bowels.
Trevor moaned deeply as he felt the liquid gurgling into him. He squeezed his cheeks together but it made no difference—the water continued to flow without any discernible slowing. After about thirty seconds, Jordan shut the clip closed and waited patiently.
“As I said, after we’re done here, you are going to apologize to the neighborhood girls for your misbehavior. But first, I’m going to dress you up like the big sissy I know you really are,” she told him.
With her right hand, Jordan pulled off his jeans and underwear and tossed them aside.
“Most sissies deny their true nature so its important that you admit it now, so that we can move on. Go ahead Trevor, tell me you’re a sissy,” she instructed him.
With his hole stuffed with a fat rubber enema nozzle, Trevor felt helpless and emasculated. Already, the water was churning uncomfortably inside him.
“Ohh,” he whimpered weakly.
“Go ahead little boy,” she said condescendingly, “tell me what you are,” she said as she released the clip again.
Trevor moaned again as he tried to contend with the growing fullness inside.
“I-I’m a sissy,” he said weakly.
“That’s right, sissy boy. And sissies need diapers and plastic panties...see that changing table in front of you? I’m going to pin you into your very own fluffy diapers and some cute plastic baby panties,” she explained as she closed the enema clip.
Trevor was now truly regretting all of his misdeeds and the suffering he had inflicted on the neighborhood kids. No one had ever brought him to task for his behavior and now it had finally caught up to him.
“I-I don’t wanna wear diapers,” he whined miserably.
“That’s too bad, sissykins,” she said as she opened the clip again, sending another strong stream of soapy water into the squirming youth’s rectum, “Because that’s exactly what you’re going to wear, in addition to a frilly, prissy baby dress.”
Trevor could only moan weakly, flexing his hot, stinging cheeks in vain as more and more soapy water flowed deep inside of him.
At long last, the residual bubbles passed through the hose, filling Trevor to absolute capacity. He was squirming and morning weakly on her lap, struggling with the cramps of a very full enema.
Jordan slowly and carefully slid the slippery nozzle out and placed it aside. Taking his right hand, she positioned it against his back hole, instructing him to make sure none leaked out as she led him down the hallway to the bathroom. Keeping the door open, she watched as Trevor limped over to the toilet where his bowels exploded in a rushing torrent of water. Deeply ashamed, his cheeks flushed as he sat there under the humiliating supervision of his stern neighbor.
Finally, after about ten minutes, Jordan stood him up, turned him around and wiped his messy bottom as if he were still a toddler. By now, Trevor was so defeated, he submitted to every indignity she was prepared to subject him to.
In no time, she was taking him back down the hallway to the nursery where she sat him down on the vinyl covered changing table.
Betty Pearl's Sissy Stories 20.1
Topic: The Terror of the Neighborhood (Read 32989 times)
