She was silent as she moved, efficient, deadly accurate, working inch by inch from the very top of his hind quarters down to the tops of his thighs, watching carefully as the angry welts rose up, listening to the changes in his vocal responses. Down in the dungeon, during “funishments”, she’d often draw blood, but not tonight. Tonight it would end when the heaves began, after he’d made his little cummies and was sobbing like a proper little boy should after his Mommy spanked his deserving little tush. She heard him gasp a bit and tense up, letting loose a whimper, and she knew what had happened. She knew just as well as he did how unpleasant those orgasms were, but she had to maintain the appearance that this was discipline, even though she knew well how much he was starving for the attention. Finally he broke into sobs, and she stopped. As she strode back to the closet and hung the strap in its proper place, she cooed, “Now, what does naughty little mikey say?”

“Th… thank… you… Miss… S… Sally… f… for caring… enough… to… to correct me,” he blubbered into the towel, his entire body shuddering under the intensity of the pain he’d just experienced.

“Poor baby,” she continued as she sat back down on the bed, running her fingers through his hair, rhythmically massing the back of his head. “You’re just such a little mess, aren’t you? It’s so hard for little mikey to be a good boy, isn’t it? Poor, poor baby… But don’t you worry, Miss Sally will always be here to help, teach you how to be good. Yes she will, baby. Yes she will…”

It wasn’t too much later that he finally fell asleep exactly where he lay. And Sally’s head was filled with plans and preparations for what was to come, just a few weeks away. A simple bet was the final step toward him being the perfect slave. Well that, and a little magic.
3Mike had earned himself quite a few more such spankings over the course of the next month as he begged and pleaded with Sally to tell him what her plans were for Halloween, but she was steadfast, teasing him with only the promise that he was going to absolutely love what she had planned. See, Sally knew about his other little fascination, those little Asian girls with their elaborate Victorian outfits he fawned over. And she intended to indulge it for him. On her terms, of course.

Finally the big night arrived. Halloween fell on a Monday that year, which was fortuitous, because she could close the bar for the day and not worry about losing much in the way of cash flow. And since the big party didn’t start until nine in the evening, there was plenty of time for more teasing that day. Mike was practically in panic with anticipation of what she had planned, and at five o’clock, after a light lunch, she left him to clean the kitchen while she dressed.

Mike was absolutely in awe when Sally resurfaced in a stunning, floor-length, long-sleeved black Victorian dress that flared from the waist, with subtle powder-pink accents at the hem, ringed with pink bows at the knee. How could she have known of his Lolita fantasies? And stranger yet, what else did she have planned? He’d imagined her in this very dress the first time he saw it, on his arm as he donned a steampunk three-piece suit in all black, a monocle in his eye and a rakish top hat, the two of them strolling through the crowd, all eyes on them, admiring their finery.

“You like?” she purred, knowing the answer.

“It’s… you’re beautiful, Miss Sally,” he stammered. “Perfect.”

“Of course I am,” she laughed. “Are you ready for yours now?”

“Y… yes Miss Sally!” He stood straight, and she spotted a subtle tremor in his hands.

“Turn around,” she said. He complied, and she swiftly applied the blindfold. “Now you stand right there while I get everything ready, and I’ll be right back to collect you.”

“Y… yes Miss Sally…” His nervousness was delicious, and Sally was quite certain he’d already made a mess in his underwear. No matter.

The outfit rustled subtly as she pulled its hanger from the closet and hung it on the corner of her vanity. She opened a box she had tucked into the back of her closet several weeks ago, ripped loose the packaging on the first bag, and lay her hands across the items within, whispering the all important words:

“The two become one, and the one becomes all,
As pleasure combines with the irresistible call,
Desires to merge, and barriers to fall.
As above, so below.”

And with that, Sally took one of these suddenly very magical objects and laid it along with a tin, a pump bottle, and a tube on her nightstand and went to retrieve her little slave boy.

Mike had stood dutifully in the kitchen where she left him, blindfolded and nearly overcome with anticipation, fear, and excitement over what his Mistress had planned. And, contrary to Sally’s thoughts, while he was painfully erect at the moment, he had managed to control himself, though with some difficulty. Standing perfectly still like this was helping, but the thoughts running through his head weren’t. Sally in that stunning black and pink dress, smiling seductively at him. Oh, that he could have been strong enough to contain himself and won that bet, the things he’d have done with and to her. Of course, Mike didn’t have it in him to be as severe as Sally, but still, he’d certainly have enjoyed her going down on him, a treat he hadn’t experienced since before he moved in with her and became her full-time slave. He’d have her blindfolded and naked on the bed, tied to the posts, while he stroked and teased her with the flogger, whipping her into a frenzy. But he’d be in control. She’d be the one begging for release, for permission to orgasm, and he’d hold that power in his hands.

“Little mikey, time to get dressed for the party,” came her seductive whisper in his ear, and he shuddered his way out of that delightful little fantasy. Her hand grasped his firmly, and he walked behind her as she led him back toward the bedroom. “Did someone make messes?” she cooed.

“No Miss Sally,” he replied confidently. Oh, he’d come right to the edge, for sure, and it wouldn’t be difficult for her to push him over it in the state he was in right now, but dammit, he’d controlled himself!

“No?” she replied, genuinely surprised. “What a good little boy!” she cheered. Mike warmed with pride as Sally stood him at the foot of the bed. “Time for little mikey to get naked!” she chuckled.

Mike quickly stripped, including his underwear, even more puzzled at what she had planned.

“Little mikey loves Mommy’s Lolly dress, doesn’t he?” she whispered as she nudged him down onto the bed.

“Yes Miss Sally,” he replied, confused at her new self-reference. Mommy? What’s that about?

“Of course he does,” she continued, grabbing the pump bottle of lotion and the tube of rash cream. “Lie still now, let Mommy take care of you.” Mike’s eyes widened behind the blindfold as she worked the strange but familiar-smelling substances into his nether regions and around his thighs, then rolling him on his side and doing likewise with his bottom. His erection had weakened considerably in the confusion, more than a little fearful of all this sudden sensuality, and baffled by the smells he couldn’t quite identify.

The next thing he felt was a cooling sensation on his buttocks, followed by another very familiar smell wafting to his nose. By the time he heard the fateful rustling of plastic, the puzzle pieces began to fall into place, and panic shook him as he realized she was taping him into an incredibly thick disposable diaper which now was latched snugly around his middle. “Mommy, please, no more!” he cried out, invoking the safe words for the first time in months.

“Uh-uh. Remember our bet, little mikey, no safe words tonight,” Sally cooed softly. “You’re mine, to do with exactly as I please. Mommy needs her little baby to stay clean and not make messes everywhere tonight, so this is what the baby is going to wear. Understood?”

Mike’s face was red-hot with humiliation on a level he’d never imagined possible, and to his surprise, his erection returned with a violent vengeance. Terrified to move, he whimpered, “Yes Miss Sally.”

“Nope. Tonight, my name is Mommy, and that is how you’ll address me.”

“Y… yes Mommy,” he stammered.

“Good. Now for the rest of your costume! Stand up, baby.” Mike complied silently, trembling as the thick padding beneath him rustled in response. A much louder rustle came from the vanity, and his mind reeled at the possibilities. Sally grasped his leg and picked it up, causing him to nearly lose his balance, and plunked it in the middle of a huge amount of material. The other leg followed, and he began to realize that the mountain of satin she was sliding up his legs had no pants. Worse yet, it didn’t stop at his waist. He was near tears as his arms were guided into the puffy short sleeves of what he now realized was a very elaborate dress, one that, as near as he could tell, ended just a few inches below the bottom of his… the diaper. She intended to take him out like this? He wobbled as his brain started to shut down from the stress of it all, and Sally caught him.

“What’s wrong, baby?” she cooed.

“Miss…. Mommy… I don’t…” he was afraid to answer. Would she punish him for complaining? Would she somehow make this even worse than it already was?

“No safe words, no limits,” she whispered in his ear. “Mommy knows what little mikey wants, what he needs, and what he can handle. Tonight, little mikey is going to be little michelle, an adorable little baby girl who isn’t potty trained. And Miss Sally is going to be Mommy, and we are going to be the absolute life of this Halloween party. Aren’t we?”

“Y… yes Mommy,” he whispered.

“Good. Now it’s time for Mommy to do little michelle’s hair and makeup so she can be super adorable. And little michelle going to keep her eyes straight ahead until Mommy’s all done, or else little michelle’s going to have to be disciplined right before we go to the party, and little michelle doesn’t want that, does she?”

“No Mommy!” he said, much more assertively. His diaper rustled as he flinched, but it was just Sally taking his blindfold off. He faced the window, his eyes locked straight ahead, fighting with all his strength not to look down as Sally began to tug his hair this way and that, brushing and tying and humming merrily. He felt thin strips of cloth drape down his temples, teasing his imagination even further as Sally appeared in front of him with a makeup kit, dabbing on his cheeks, on his eyelids, and finally applying lip gloss to his trembling lips before she stepped back and smiled approvingly. “Hands out,” she insisted. He held his palms out to her, and she turned them over. He knew what she was about to do even before the powerful smell of nail polish wafted up to his nose. She was quick and efficient, hitting the nails with a blow dryer to speed the curing process before turning her attention to his feet, sliding long knee socks up his calves and buckling what thankfully were some sort of flats onto his feet.

The anticipation was killing him, but his eyes stayed fixed on a tree outside the window, examining its twigs and branches and leaves as she worked. She popped up, looked him up and down, and smiled broadly. “Perfect!” she declared. “Little michelle ready to see how pretty she looks?”

No, he wasn’t. But he was. Desperate to see, but terrified. “Yes… Mommy,” he whimpered, trembling as she took his hand, stood him up, and walked him into the closet, turning him to face the full-length mirror. What he saw was horrifying, humiliating, and erotic beyond his wildest imagination. There stood a girl of not much more than nine, blond hair in adorable little pigtails tied up in pink ribbons that cascaded down just in front of her ears, with blushing pink cheeks, soft purple eye shadow, and candy pink lips, all of which perfectly coordinated against the pink satin romper that cascaded down her chest, with little purple teddy bears dancing along its hem, which landed just above her knee. The little girl in the mirror’s bottom lip trembled as her eyes darted around, noticing all the subtle details of her outfit, from the puffy white sleeves of her blouse to the delicate pink bows on her knee socks and the bright brass buckle of her pink Mary Janes.

And Mike’s erection strained against his padding. Painfully. Agonizingly. The little girl in the mirror shifted uncomfortably, and her diaper rustled in response, but not as loud as her romper dress as it twirled subtly with each of his movements.

“Aren’t you the prettiest little thing?” Sally said as her face appeared next to the blushing little girl’s face, Sally’s hands clasping on her shoulders while Mike felt the weight of anvils drop onto his. The little girl’s knees buckled a little, but she kept her feet.

“Yes… Mommy…” the girl mouthed as the words escaped Mike’s lips.

“No no, tell me what you see, baby.”

“I’m… a… pretty little girl, Mommy,” the girl said, in Mike’s voice.

“Yes you are. Oh, and look – even your little underwear is coordinated!” Sally reached down, and the little girl fidgeted as the front of her dress came up to reveal a huge pink diaper, with little silhouettes of princesses in dresses, purple and blue, with little purple and blue stars and hearts dancing between them. “Don’t you love your new underwear, baby?” she whispered, pressing her hand against Mike’s manhood and stroking up and down.

The girl in the mirror bucked and strained at the touch, her mouth gaping subtly as her eyes widened and rolled back, and seconds later, Mike came.

Almost immediately after the orgasm was over, to his horror, Mike peed uncontrollably.
4
Sally grinned widely as Mike’s diaper first began to twitch and spasm, then slowly warm and swell. The spell had taken effect, but the real magic was just beginning. And, thanks to his delightfully thick and noisy underwear, Mike would be blissfully unaware of what was happening.

“Oh my, did my baby girl have an accident?” she cooed. “Does she need her little diaper changed already?”

Mike was still entirely too stunned to process the situation, and he automatically responded, “Y… yes Mommy!” His orgasm had been powerful, nearly mind-blowing, but as shocking as the loss of bladder control was, the sensation that accompanied it had eclipsed the ejaculation. He nearly passed out from the intensity of the feeling of hot urine pouring out of him, spilling down the front of his member, and being absorbed by the thirsty padding surrounding it, which swelled in response, heightening the pleasure. And now, confused, terrified, but overwhelmed with an endorphin rush like he’d never experienced before, those were about all the words he was capable of forming at this point. His legs wobbled as Sally led him out of the closet and back to the bed.

“My goodness, isn’t it lucky Mommy decided to get her baby girl new underwear for this party!” Sally scolded playfully as she gently pushed Mike back down onto the bed. “Your pretty new dress would be ruined, wouldn’t it?”

“Yes, Mommy,” came the meek, unsure reply.

She flipped the skirt up and ripped the tapes loose as he lay there, limp as a ragdoll. “Oh my my my,” she said. “What a mess my baby girl has made! Maybe Mommy needs to get the cock ring tonight, or we’ll be changing diapers all night long, huh?”

“No Mommy!” he pleaded, panicked at the idea of having to wear that accursed thing.

“Aw, it’s okay, baby,” she soothed as she took a cool wet wipe and cleaned up his rapidly sagging penis, stifling a laugh as he shivered at the touch. “Mommy’s not going to spoil your fun tonight, as long as you’re a good little girl.”

“I’ll be good, Mommy! I promise!” Desperation had driven his voice to a near squeak, and it was a struggle for her not to burst into peals of laughter.

“You’ll be a good what?” she prodded.

“I’ll be a good baby girl!”

“Alright, then. No nasty cock ring for my sweet little baby Michelle. Just a nice clean diaper to keep her little messes where they belong.”