Mike would have looked down if he hadn’t been pinned to the back of the bench by this hulking beauty, because between his legs, something bizarre was happening. What he felt was the intensely pleasurable sensations of an orgasm, but all that was coming out of him was hot urine, first in spurts, then in a steady flow, warming the sodden mass right back up. “Vut a nasty, nasty little baby you are,” Svetlanna sneered. She lightly slapped his cheek as he gasped for air. “Pissing in your little diaper while Mama tries to play vit you. Horrible, nasty little girl. You just wait, Mama will be back, to give you exactly vut you deserve, little brat.” She slapped him again, harder, then dismounted him and stalked away, leaving him in a heap on the bench, dazed, confused, drained, and humiliated, with his dress hiked up more than enough to show off his swollen plastic underwear to any passer-by who cared to look. Realizing this last part rather suddenly, Mike scrambled back into the most modest sitting position he could muster, pulling his skirt down and draining the last of his drink in hopes of steadying his fraying nerves. The booze was definitely getting to his head, but at this point, all he could do was pray Sally would get back here soon, take him into the back somewhere, and get him out of this disgusting diaper. Dear God, what would she do when she saw this much piss? She might force him to wear these things longer than the duration of this party! Worse, with the messes he’d made, she might put that horrible cock ring back on him as well! He shuddered at how angry Sally typically became when he came without permission. No, whatever reaction she had to his spew all over himself would surely be far worse. She’d thrash him for that, and there wouldn’t be any aftercare at all. Self-pity rose up in him as he accepted another drink unbidden from the waitress, dreading another night in the cage, probably more, unable to get comfortable on account of the welts he’d have on his backside.

Of course, Sally already knew what she’d be finding in that diaper. In fact, she knew more than he did. But let him squirm. Let him fear her wrath. Anticipation is half the fun, after all. She focused on finishing up the stage act, stealing occasional glances at him twisting around on the bench vainly trying to get comfortable with an inner tube full of his own piss wrapped between his legs, knowing the apex of little Michelle’s coming-out party was yet to arrive. And oh, when it did, it would be something for all involved to remember. But all that had to wait, sadly. And so Sally focused on trotting the girls out there, one after another. Forty minutes later, the first set was over. And act two of the transformation could now proceed.

The last girl left the stage to go troll for lap dance tips, which were surprisingly easy to come by; the women in attendance seemed to enjoy this sort of attention every bit as much as the scattered few men. Sally confidently strolled down the same stairs, smiling and waving and shaking hands as she exited the stage on the side opposite from Mike, content to let him stew in his own juices for a bit longer while she greeted guests and hobnobbed. She worked her way patiently around the perimeter before sidling up next to the still-blushing little whelp with a smile. She could see in his eyes that he was either outright drunk or not far from it. Perfect. Disinhibition would make things move just that much smoother.

“And did my baby girl behave herself while Mommy was gone?” she chirped.

He nodded. “Yes Mommy,” he offered weakly.

She feigned surprise. “Are you sure? You sure are acting like a little girl who got into trouble. Do we need to go potty?”

He blushed deeper, and his head dropped further. “No Mommy.”

She leaned in tight and whispered, “Does that mean we need a diaper change?”

“Y… yes Mommy.” She drank deeply of his humiliation, savoring his agony at this admission. But she wanted more.

“Then someone needs to ask Mommy nicely, unless that someone wants to sit in a wet diaper all night.” Her whisper was seductive, but with a subtle edge of menace, just enough to spur him into action.

He looked up at her with pain in his eyes, but her face remained steely. “I… I mean… M… Mo… Mommy…” he choked on the words, and she had to fight hard to suppress her smile.

“What is it, baby?” she said firmly.

“W… will… you… pl… please… change my… d… di… diaper Mommy?” Glorious. Even all the booze he’d soaked up couldn’t stop tears from forming in his eyes.

“Oh, don’t cry, baby girl,” she cooed, wiping them away with a flick of her thumb, “Mommy get you all cleaned up in a jiffy. Let’s see if we can find someplace nice and quiet.” She grabbed her purse, latched onto his arm, and nearly jerked him to a stand. “Keep your chin up, baby, unless you want everyone to figure out what we’re doing,” she admonished as she led him through the crowd into one of the private dance rooms.

“Now lie down, sweetie,” she instructed. He was very, very slow and deliberate, bouncing his eyes between her and the floor, and she knew why, but she doubted he was ready to admit it. “Unless we don’t want a diaper change after all?”

“I do Mommy!” he said quickly, dropping to the ground and lying back, eyes averted from her. She pulled the wipes, powder, and one of the spare diapers from her purse, reveling in his fear. He flinched as she ripped each of the tapes loose and pulled it down. He had certainly made a mess of himself, but she had to work at putting on a facade of shock.

“You weren’t a good girl at all, were you?!” she snapped, swatting him hard on the thigh.

“I’m sorry Mommy! The… the girls… they just came over and…” he begged.

“Oh sure, blame it all on the other little girls at the party!” she cut him off. “Dirty little thing! I ought to get my strap!”

“Please don’t, Mommy!” he groveled. “I’m sorry!” He covered his face with his forearms, cowering.

Another sharp swat to the thigh. “You should be sorry! Any other night of the year, I’d have you out there on the cross in just your nasty little diaper and a ball gag! Be lucky it’s Halloween, little girl!”

Sally was struggling not to laugh at this point as she quickly wiped down his now even smaller penis, paying special attention to the tiny, newly formed slit behind his tiny balls, which triggered a gasp from him and brought what was left of his dick to attention. She swatted his thigh again. “Nasty little thing, you think Mommy’s here to tickle your dirty little pee parts?!”

“No Mommy!” he yelped back, quivering. The erection subsided as quickly as it arrived, meekly disappearing into what now looked like the genitalia of a grade-school boy, certainly not a grown man.

She quickly finished the job, powdering him thoroughly and taping him up, tossing his used one in the trash casually. She softened her tone then, grabbing his arms and pulling him into her lap. “It’s alright, baby girl, Mommy knows how hard it is to be good all the time,” she whispered, rocking him and patting his bottom loudly and obviously. “Aren’t you glad Mommy made you wear diapers to the party?”

“Yes… Mommy…” he muttered. And truly, after all that happened, Mike was grateful. He was even more grateful to be in a dry, clean one now, but he was confused at how erratic Sally seemed to be behaving. At first he was sure she was going to savage him. Now she was suddenly all gentle again. His booze-addled brain couldn’t process her moods, not that he was any better at it sober, so he dismissed the thoughts and just soaked up the attention.

“Of course you are. Now, Mommy has to go and pay the girls, baby. Would you like to go back out and sit on the bench, or stay in here where it’s safe and quiet?”

“Could I stay here?” he asked hopefully. With the girls prowling around out there, and as forward as they seemed to be tonight, despite him not even having cash to tip with, the idea of accidentally crossing Sally again was downright terrifying.

“Of course you can, baby. Why don’t you go sit in the nice comfy chair and wait for Mommy to get back so we can go have fun together?”

As Mike quickly scrambled into the plush chair in the corner of the room, Sally packed the supplies back into her purse and stood up. “Now be good girl while Mommy’s gone, okay? I’ll send the nice waitress to get you another drink.”

“Yes Mommy,” he said confidently, “I’ll be good!”

I’m sure you will, Sally thought to herself as she strode out the door. Too bad there are so many naughty girls here who won’t.8
Outside, Sally waved to the waitress, who nodded her acknowledgment and turned back to the bartender. She made her down to the dancers’ dressing room. Of course, Svetlanna and Aiko were there, chatting, and they both brightened when Sally entered.

“Everything will be ready shortly; he’s in number four,” she said, grinning subtly. The two women nodded and returned her smile, and Sally flitted through to her office for another, more important meeting.

Mike sat in the plush chair, drinking his I-forgot-th Maker’s and Coke, relieved to be away from the plying eyes out there, away from people who might see, might recognize him, might know that there was a man under this dress and diaper. For half an hour, the only person he interacted with was the waitress, and to her credit, she was damned attentive, bringing him two more drinks while he sat there, half trying to gather himself, half trying to inebriate himself to the point where he no longer cared. The latter half was winning this battle, for certain. In fact, he was getting quite comfortable in the soft cushions, sinking deeper, forgetting his modesty, when the door burst open, shocking him into a rigid stance, his knees pulled together as far as he could get them, what with the bulk of the (thankfully now dry) diaper between his legs.

In walked Tiger Lilly, a seductive smile on her face, with Svetlanna directly behind, both clad in skin-tight leather one-piece bikinis and tall boots to match. What was left of his feeble penis stood straight at attention as they marched in.

“Oh look,” Tiger purred, “It’s the naughty little babygirl I left in a puddle tonight. Did your mommy come and change your little diaper for you, baby?”

“I… I mean… Uh…” Mike stammered, but Tiger didn’t wait for an answer, darting straight over to him, lifting his dress, and slowly running her hand up and down his crotch, eliciting a loud crinkle from there and a series of gasps from him. “Oooooh, you’re all cleaned up, aren’t you, baby?”

“Zho vee can make her all messy again,” Svetlanna mocked as she approached, grabbing Mike by the chin. “Dirty little zhing, she’d much rather be naughty and messy, vouldn’t she?”

“N… n….” was all he could manage. Sally had been kind the last time she’d seen the aftermath of these two in his diaper, but certainly she’d be furious if it happened again! His protests were interrupted rapidly by Svetlanna’s lips on his own, and her tongue in his mouth as Tiger continued to stroke the front of his diaper. He could do little other than squeak as Tiger’s hand worked her magic, pressing the soft fabric against his tiny but very stiff and sensitive member.

Svetlanna finally released him from her kiss and licked her lips. “Naughty little zhing, you don’t need kisses, you need spankings, don’t you?” Without waiting for a response, she shoved her chest into his face, straddling his lap as Tiger backed off.

“Hey, I was having fun there!” Tiger protested as Svetlanna easily manipulated poor Mike’s head around with the slick leather corset.

“Ve don’t vant zhe babygirl to go filling her little diaper back up right avay, do ve?” She trapped Mike’s face and, as if for emphasis, flopped it back and forth as he moaned and squealed underneath. “Zat’s right, little girl, tell the big bad tiger that she has to be patient!”

“I’m… mmmmf… thirsty!” Mike managed, desperately trying to find a way to back the two dominating women off him for a minute and collect his scattering, increasingly drunken thoughts.

“You are?!” Svetlanna cooed. “Vell here, baby, drink up your little drink!” She grabbed his cup from its holder in the chair arm and roughly pushed it to his lips, tipping it up quickly. Mike tried to gulp it down as fast as she poured, but he helplessly choked, horrified as his neck and the collar of the dress got soaked. “Look at zhis messy baby, spilling her drink all over herself!” the Russian woman spat as she jumped off his lap. “She needs a bib!”

“Well of course she does, trying to drink out of a big-girl cup like that!” Tiger scolded. “Poor baby! Svetlanna, go find the waitress and tell her to bring us a washcloth so we can clean her up!”

“Fine, zhen!” Svetlanna sulked. “Both of you better behave yourselves while I’m gone, or zere vill be trouble!” With that, she stalked out of the room, slamming the door behind her.

From Mike’s perspective, even as bewildered and intoxicated as he was, he was also pretty certain trouble was already here. If Sally walked in on this mayhem, god only knew how many nights he’d be spending in the cage with a backside full of welts. He didn’t have long to dwell on that thought, though.

“Now that mean old Svet’s gone, Mama Tiger can take care of you proper,” the towering Japanese woman cooed, sliding into the chair and pulling Mike into her lap.

“I… Tiger… I…” he stammered.

“Shush you,” she interrupted, shoving his face into her breast and holding it there as her free hand found its way back under his dress. “Mama take good care of the baby girl now.” He squeaked and moaned helplessly as she massaged the front of his diaper. “There, isn’t that nice?”

After what seemed like an eternity of Tiger’s teasing, a knock on the door gave Mike a breath of air. “We’re a little busy in here!” Tiger sang.

“Special delivery!” It was the waitress.

“Oh, come on in, then!”

The waitress came in, but to Mike’s horror, she carried a pink baby bottle with a huge, oversized nipple attached on her tray, along with the requested washcloth. “Maker’s and Coke for the baby!”

“Oh thank you so much!” Tiger cooed, taking the washcloth. The waitress offered a curtsy as she grabbed the remains of Mike’s last drink, depositing the bottle in the cup holder and sashaying back out of the room. Tiger unbuttoned the front of his dress and slowly and seductively ran the warm washcloth from his chin down to his hairless chest and back.

“Tiger… please…” he begged, squirming at the stimulating sensations.

“Oh yes, Mama Tiger knows, baby girl is thirsty!” She tossed the rag aside, snatching the baby bottle up and tucking it into his mouth as he protested incoherently. “Uh-uh, drink it all up, baby!” she scolded.

Mike had no other option, really, what with the nipple steadily leaking into the back of his throat. God, if Sally saw him in Tiger Lilly’s lap; drunk or not, he needed to get this over with. He sucked furiously on the huge nipple, gulping the drink down as fast as he could, while Tiger offered encouragement. He was nearly finished when the door suddenly burst open, and he squeaked, shutting his eyes in terror.

To his surprise, however, Mike didn’t hear Sally’s familiar voice. Instead, it was Svet’s booming voice, “So, I leave for five minutes and here you are spoiling the little brat?”

“Aw, she was just thirsty, weren’t you, you adorable little thing?” said Tiger, popping the now-empty bottle out of his mouth and showing it to Svet.

“Vell good, at least she von’t be making any messes on the change of clothes I brought for her,” said Svet. “I’m sure Brianna vould be quite upset if you spilled your drink all over the pretty dress she vas nice enough to let you borrow for the rest of the evening!” Mike lay there, mouth agape, as Svet produced a spaghetti-strap pink satin babydoll. “Now, let’s get her out of that soggy thing before her Mommy sees what a mess she made!”

And then Tiger turned on him. Begging, pleading, and squirming, Mike desperately protested as the two women restrained him and removed the Lolly dress, leaving him in nothing but the pink diaper on his waist. His head was swimming now, though what was left of his penis was fully erect, creating a tiny but very obvious tent in the front.

“Well will you look at this, Svet?!” Tiger cackled, stroking the front of Mike’s diaper while pinning him against the wall. “This little girl has parts she’s not supposed to!”

“And she’s missing some parts too!” Svet added. “Look at that pathetic chest!”

“Please…” he begged. “I don’t… I can’t…”

“Shut up, sissy boy!” Svet cut him off, forcefully shoving the discarded pacifier into his mouth and giving him a solid slap on the cheek. Tiger backed off just long enough for Svet to pull the teddy over his head and push his arms between the straps. She slid in behind him, and Tiger wrapped herself around his front, staring fiercely into his eyes as the two of them began to grind on him, his still fully exposed diaper crinkling away as he squeaked incoherently into his pacifier.

“That’s it, baby,” Tiger whispered as his breathing quickened, “make a nice mess in your little diaper for Mommy!” Her hand clenched around his member while Svet reached under to stroke behind his sack.

Then it all happened at once. His bladder let loose as he reached climax, and his legs went to jelly, collapsing backward onto Svet. Meanwhile, the door burst open, and in walked Sally, a wry grin on her face. As the pacifier fell away from his face, the room began to spin, and he dropped to the floor, still peeing as the scene began to fade to black. The last thing he saw was Sally’s smiling face above him. “Looks like my little girl got good and naughty tonight, huh?”
9
Ere the dawn of the morning sun
Let past and future become one
This Samhain’s mischief ne’er to be undone
As above, so below
Mike awoke with a pounding headache, the sunlight boring into his squinting eyes like a power drill. What a bizarre dream that was! Sally, Tiger Lilly, Svetlanna, and those other two women… what were their names?! They were standing over him in a circle and chanting as he helplessly wet his… diaper? And then the part where he grew breasts and a vagina! Then Sally carried him into the house and changed him, then put him in a…

His hand reached out and touched wooden bars, and panic filled him. He must still be dreaming… right?! Both hands came to his chest and touched soft satin, which covered two small but very sensitive mounds of flesh. His eyes shot open, and he started to sit up. A rustle at his groin, and the feeling of plastic between his thighs filled him with horror. Then his bladder began to empty, accompanied by a powerful tingling sensation that sent shivers through him. He couldn’t even concentrate to try and stop the flow of moist heat spreading throughout his crotch area.

Now he was fully awake, headache or no, and his eyes were wide as saucers as they darted around, trying to process the scene before him. He was sitting in what had to be every bit of a six-foot-tall crib, painted a soft pastel pink. He still had on that pink babydoll from last night’s party, the pacifier still attached and dangling from the collar, not to mention a now very swollen pink diaper underneath. The room itself looked vaguely like Sally’s parlor, only all the furniture he used to clean on a twice-weekly basis was gone, replaced by a giant changing table with a small staircase next to it, this crib, an armoire, and a mysterious lidded wooden box, all painted the same pastel pink as the crib.

“Miss Sally!” he shrieked, terrified and confused. “Miss Sally, where are you?!”

Footfalls, getting closer. The door burst open. “Well good morning, little mikey!” Sally was grinning ear to ear. “Looks like someone needs a change!”

“I… I don’t want to wear diapers!” he said, forgetting himself for a moment. “What’s happening?!”

“Oh mikey, you’ve said that every morning since you lost your bladder control,” Sally replied as she strode toward the crib. Strange memories began to fill his head, memories of wetting his pants, of doctors saying things like “nerve damage” and “urinary sphincter” and “atrophy”. But how?!

“But Miss Sally, I’m a…”

“Mikey, I’m tired of telling you, you’re not allowed to call me that anymore! What is my name?!” Sally threw her hands on her hips and stood back from the bars. More recall, now of Sally demanding that he call her Mommy since she had to change his diapers for him like a little sissy baby. Of Sally fucking him with a double-dildo while he lay face down on a puppy pad, pissing all over himself as he climaxed.

“I’m… sorry… Mommy.”

“That’s better. Now, would you to come out and get your diaper changed and get dressed, or are you going to sit in there and pitch a fit?”

“I… I want to come out… Mommy…”

“That’s much better, little sissy boy.” Sally stepped forward again, and Mike heard a motor whir as the bars began to slide down, collapsing to about a foot above the mattress. She reached out her arms, and he waddled forward on his knees and fell into them. She hoisted him out and onto his feet, and he knew what was expected next.

“But I used to be a man, Mommy. What happened? When did I grow breasts?!”

“My goodness, did you get bonked on the head at the party last night? You’ve always been a hermie, mikey. It was only after you had to start wearing diapers again that you started embracing your sissy baby side. I thought it was adorable, so I went along with it. Don’t you remember us picking out this furniture for you, shopping for toys to fill your toybox and pretty little dresses and rompers for your closet?”

Strange images filled his head. He helped her paint all this stuff! They picked outfits at some Lolita store online! What was it called? Angelic something… He remembered filling the toybox with stuffed animals, and a dollhouse, and…

None of it made sense, but the memories were there, as clear as if they happened yesterday…

Or last night…