Jack sighed, lounging back in his chairs and flipping through the channels on his television. He had to admit that breaking up with Steph wasn’t necessarily the smartest thing he’d done in his life. Even though she was a crazy bitch that totally deserved it, she definitely added a new level of spice to his life…
Then the door to his house slammed open, and Jack spun in his chair to find Steph standing there, as gorgeous as ever with that same insane look in her eyes.
“Um… Didn’t you give back your key?” Jack asked, starting to wonder if he should call for help.
“Oh, very funny! Like you didn’t know I made backups!” Steph scoffed, with a ruthless glare.
“Right…” Jack said slowly, arching an eyebrow. “You know… Things like this? Kind of why we broke up…”
“I’m sure they are!” Retorted his ex. “And it wasn’t your fault at all for being overly sensitive to the little things!”
“You hacked into my e-mail one night and deleted every female name from my contacts.” Jack said flatly, beginning to get fed up with her antics. It was time he took a stand for himself, whether she liked it or not!
“Oh, you think you’re so smart; that you always have the answer to everything!” Steph snarled, grinning vindictively as she reached into her purse. “Well, not any more!”
Jack yelped, expecting her to pull out some sort of gun. But instead of the bloody outcome he’d envisioned, she instead pulled out what looked like some sort of toy stick, with a glowing bulb at its end. The girl grinned vindictively and pointed it towards him, and Jack groaned, realizing this was just another stunt of hers.
“Very funny…” He began, only to trail off as he realized that something didn’t feel quite right. The man’s eyes widened as he caught sight of something odd in his peripheral vision, and he looked down to find that his shirt was now a hot pink, and instead of pants, he sported a pleated miniskirt… And a baby’s diaper.
“W-what the hell is going on? What did you do to me?” The man screamed, his heart hammering as he tugged at the clothing, whimpering with fear. He wasn’t normally superstitious, but this change was clearly something magical.
“Hey! That’s awfully harsh language for a sissy boy.” Steph smirked as she spoke, a smug grin on her face as she crossed her arms, plainly reveling in this latest moment of superiority. “Or maybe you need me to remind you of your place… You see, I’m a witch, and you’re just a sissy now, a sissy that I’m going to take on parade.”
“W-what?” Jack stammered, his eyes widening almost comically as he watched her turn to leave his house. He considered not following her, but as she left the room his bladder cramped, and the man whimpered as he uncontrollably began to wet himself, pissing in his new diaper.
“N-no! Please, stop! Make it stop, I don’t want to wet myself!” He whimpered, the flow continuing despite his best efforts, staining his diapers as the cloth’s liquid markers were set off. He squirmed in place at how uncomfortably damp the warmth was, wishing that his torment would end.
Then, to his surprise, it did. He looked up to find that Steph was back in the room with him, a smirk on her face. “Oh, what a shame. Did someone have an oopsie because his Steph walked too far away from him? Because I think that’s what happened. There, there. It’s okay. Your Steph is here now, and she’s gonna make sure you have the best day ever!”
Jack whimpered quietly as he caught onto her meaning. He couldn’t leave her side, or else his body would rebel against him; making him leak in the most humiliating manner. He whimpered loudly and gulped, trying to think of anything he could do.
The only thing he could think to do was to try and talk sense into her, but he knew that his efforts would likely be all for naught. Still, he had to at least try… “Okay… Steph. I don’t know if you’ve always been magical or if this is a new development, but I would really appreciate if you could just release whatever hold you have on me…”
“Aw, what do you mean by that? I know that my cute little sissy can’t ever live without me. Why, I bet that he doesn’t even know how to change himself!” She chirped, her tone horribly chipper for the words that were leaving her mouth.
Jack groaned, shaking his head. “What are you talking about? Of course I know how to change a diaper!” He moved his hands down to his waist, but no matter how hard he tried, h couldn’t get his fingers to work properly.
Steph laughed cruelly, a triumphant smirk on her face. “Ooh, looks like I did a good job here. What’s the matter? Your fingers not working like you want them to? I bet that’s going to make things like calling for help a lot harder, isn’t it?”
“Oh my God, you crazy bitch!” Jack yelled, violence his last recourse. He planned to attack her and convince her to undo whatever spell she’d cast on him, but no sooner did he reach for her than his bowels loosened.
A loud fart filled the room and Jack blushed madly, an embarrassed flush filling the room as his hands flew to his bottom. Thankfully, he only met the warm and spongy mess of his own urine, meaning that he hadn’t just soiled himself.
“Looks like someone needed a little warning. I hope that you do better at ballet practice.” Steph smirked, folding her arms.
Before Jack could ask what she meant, the world seemed to swim before his eyes, and as he blinked in shock he found that he was now at some sort of dance school—dressed in a fluffy tutu that perfectly revealed his stocking-clad legs and oversized yellow diaper to match, no less.
At least his diaper was clean, though that was small comfort to the man who found himself looking at a bunch of young dancing girls.
“Come on! Join in, Jack!” Steph laughed callously, waving from the audience.
Jack glared at her but held his tongue, instead doing his best to match pace with the incredibly nimble flock of youths around him. It probably didn’t help that his ballerina shoes were a size too small, but he suspected that even in his normal sneakers he wouldn’t be able to keep up with the kids.
Quiet laughter filled the air as the other spectators took notice of him, and Jack found a mad blush creeping across his cheeks as he realized that his was the center of attention; that everyone was seeing him like this. He flushed and tried to hide his face, only for his arms to involuntarily move to his sides, marking the beginning of the first of many pirouettes.
It wasn’t like he was trying to do this, his body was no longer under his own control! His feet kept turning more and more, forcing him into teetering little spins, the kind that a toddler would do. It was a humiliating thing for a grown man to endure, made all the worse by the fact that every spin brought his tutu higher on his chest, revealing his diaper.
Just when Jack didn’t think he could take it anymore, he teetered uneasily and fell onto his butt, landing with a comical thud. For a moment, everyone stared at him in shocked silence, looking at the grown man who had fallen on his ass while even the small children had been able to dance.
Then the laughter began, a cruel symphony that filled the air and filled Jack’s ears. He whimpered and did his best to block it out, trying to focus on anything else. But much as he tried, his thoughts kept circling back to his diaper; and to how everyone could see him in the embarrassing garment.
His eyes blurred again, and for a heartbreaking moment, Jack thought he might actually crying in front of his maniac ex girlfriend. Then he realized it was a blur just like the one that had put him in the middle of the dance class, and he yelped as the wood floor beneath his bottom was swapped out for grassy turf.
“W-what?” Jack blinked in surprise, blushing as he saw that he was now wearing a woman’s crop-top, a pom-pom in either hand. The man hurriedly shot to his feet and squeaked in surprise, realizing that he was at a college football game—and worse, the camera was directly on him.
“Oh look what we have here! The Bisons have a sissy on their cheer squad!” The announcer chimed, and the audience laughed uproariously as an image of Jack came up on the Jumbo-Tron.
He flushed as he saw his diaper was now a polka-dotted pink, as if for no other purpose than to stand out better on the screen. On the bright side, at least he had an overly frilly pink skirt to somewhat cover the humiliating diaper… Then again, if the ‘bright side’ was that he was wearing a skirt in front of hundreds of people, then things couldn’t really be that bright.
Jack blushed and squirmed, wishing desperately that there was some way to take the attention from himself. Already some of the more drunk fans were pointing and jeering, making him feel even more uncomfortable than he already was.
“And it looks like the little sissy has no idea what he should be doing!” Cried one of the announcers, the camera zooming in on Jack’s panic-stricken face.
Jack groaned; then his body got to his feet of his own volition, his arms waving the pom-poms excitedly. His eyes widened and he looked frantically to the left and right, finding Steph standing close by on the sidelines, a smirk on her face.
The crowd’s laughter was replaced by a faint cheer, and the humiliated man realized that like it or not, he had to perform for them. He started to jump in place, waving his pom-poms to and fro. Unfortunately, his damnable diaper made the action much harder, and his every bounce brought him closer and closer to a fall.
He knew his luck wasn’t to last long, and of course he found himself on his rump again, loud boos and jeers filling the air of the stadium as everyone began to laugh. It was an unprecedented display of public humiliation for the man, and he blushed madly, his bottom lip quivering as he fought back tears. This was worse than before!
Once again, the world began to blur, and Jack let out a sigh of relief. Thank God Steph was teleporting him somewhere else, nothing could be worse than what he’d just had to endure… Or so he’d thought. But when his vision cleared, he found himself in an undersized snow princess costume, complete with an oversized snowflake-patterned pair of diapers.
It was like something out of an animated movie: an overdone gown that was covered in glitter and sequins, with long sleeves and a flowing hemline that should have reached his wrists and ankles, were he a toddler. Instead, they only came to his elbows and thighs—though some magical tailoring ensured they were still flowy and loose on his body.
And yet even that wasn’t close to what made this new environment fill Jack with dread. Indeed, the worst part of this latest change of venue was the fact that Jack was surrounded by tweenage girls.
“Hey, who’s the dumb sissy?” One of them giggled, leaning down. “He’s sitting on his butt, I think he might be retarded!”
“You’re not supposed to call people that, Tammy!” Another one of them scolded her, only to look at Jack dubiously. “Though he does look like a stupid.”
“Hey… You know, words can hurt.” Jack glared, trying not to show how deeply their insults had cut him, still raw from the ribbing he’d received earlier. He tried to stand, only to fall again onto his butt; the stupid diaper offsetting his balance.
“So can falling. Have you ever tried walking?” One of the girls sniggered. “Or is that too hard for you?”
Jack grunted, trying to stand again, only to wobble and fall once more. He whimpered and blushed as all the girls laughed cruelly, clapping at his antics.
“Maybe he’s not stupid! He can’t be this dumb on accident!” One of the cruel little monsters jeered, dropping the straw that broke the camel’s back.
“I’m not stupid!” Jack shouted, determinedly standing up to prove them wrong. Of course he immediately lost his balance once more, only this time the little girls were ready for him. One of them darted around behind him and lifted his legs, while another scooted a clear trash can under his head, making him fall upside down into the bin.
Jack screamed in surprise and tried to move free, but the little monsters held him fast, holding the bin fast no matter how hard he struggled. He was stuck, trapped! Jack began to hyperventilate with fear, only to find his bladder loosening once again.
“No… No!” He bawled, all for naught as a very familiar warmth began to spread between his legs, his diaper getting heavier and heavier as he began to fill it with frightened urine.
“Ooh! The snowflakes are turning blue like the rest of dummy’s diaper! What does that mean?”
Jack looked with wide eyes as a familiar set of legs appeared before the bin, and he whimpered loudly at his ex’s voice filled the air.
“It means you scared him and the poor little sissy we himself.” Steph cruelly announced, patting the diaper. “Which I guess makes him a little pissy sissy.”
The girls took to the name immediately, laughing and chanting “Little Pissy Sissy! Little Pissy Sissy!” In seconds, the tiny harpies had made an offhand remark into a nickname fit for a schoolyard.
It was too much for Jack to bear, and he broke down into tears, hiccupping uncontrollably as he began to devolve into hysterics. Why did this have to happen to him; why was he wearing a diaper; and why were those girls pulling out their phones!?
He felt the pressure of Steph’s hand increase, and saw her face draw close as she loomed in, a smirk on her face. “Welcome to the first day of the rest of your life, sweetie.” She smirked. Then she turned around, leaving the room. “I’ve got to get Pissy Sissy a new diaper; you all keep him company, okay?” She called behind herself, the look in her eye telling Jack she knew fully well what her absence would do to him.
Sure enough, as she reached the doorway, she paused, a smug grin on her face. “After all, I know that my little sissy can’t help but wet himself when his Steph isn’t around.” With that, she slipped into the other room completely.
Jack wailed loudly as his bladder clenched again, an uncontrollable sob hiccupping from his throat as he started to pee more and more, messing his diaper completely. He couldn’t help it; it was like Steph had turned on some sort of spigot, leaving the diapered man to act as an impromptu fountain—though mercifully, the diaper absorbed every drop of his constant stream.
But that was the only mercy allotted to the transformed man, as the girls began to strike up their chant again. “Little Pissy Sissy! Little Pissy Sissy!”
Tears ran up his face and snot pooled in his nose, and as he continued to sob, he finally began to realize that he was helpless; and that this was his new life.