Betty Pearl's Sissy Stories 20.1
Sissy Story Archives (older stories) => Pre-2011 Sissy Stories => Topic started by: Deewet_ on May 30, 2006, 01:21:20 PM
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I know I haven’t been writing for a while. I have added more to this story since the first time I put it on the story board.
DEBRA GETS HER OWN SISSY
By Deewet
Debra had to look at the address twice, not sure if she had read it right. The Pay Pal shipping address was apartment 202 in the building across the street. Someone just across from the street had bought one of her cute little pink sissy dress from Ebay. She grew faint wondering who it could be. Oh man, it had to be that little guy she saw coming from the place, oh let it be him, she prayed.
She turned from the computer to look at the blue dress hanging next to her sewing machine, thinking that it was the right size for the little guy. Her breath shortened. This had been her fantasy since starting making and selling sissy dresses on Ebay. By the number of bids she got for each dress, she knew there were plenty of sissy men who liked being dressed as little girls, but she knew the odds of finding one of her own was slim.
Getting her self together, she took down the satin dress and packed it for shipping. With a little nervousness she put a note on the dress before packing.
Dear F. Kline
As you will see by my address, we are neighbors. Please don't let this scare you, I'll keep your secret. But, I have a secret of my own and a closet full of more lovely dresses, stacks of diapers and plastic pants on a cute changing table and a very special bed waiting for a little baby. Discretion is most important. I just want to be a little sissy's loving mommy. Meet me at the Fifth Street Movies at 2 PM on Saturday if you are interested. I'll be at the popcorn waiting for you. Don't buy a ticket.
Loving,
An Expecting Mommy.
The walk to the post office was almost a waste since she could have delivered the package herself, but she didn't want to scare her prey.
Debra lived in a two-story house and in the basement she had been putting together a nursery with the money she made from selling clothes to sissies. Fifty years old and retired after her husband's death, she didn't need the money. It was just that she was strangely turned on by the thought of little men being turned into sissy babies.
Tony scurried out of the super's apartment, carrying the boxes left by the mailman. He'd finally gotten his nerve up to buy little girl stuff from Ebay and couldn't wait to tear open the packages.
Safely inside his small apartment, Tony sat down on the couch, staring at the unopened boxes. Was he ready to take this big step in his fantasies? Before finding the sissy sites on the internet, he'd kept his urgings to be a little girl in check, just wearing a pair of baby doll pajamas to bed once in a while. For a time, he'd tried to get himself thinking about women's clothing, but his mind always went back to girl's in fluffy dresses with petticoats, white tights and black Mary Jane shoes.
Selling his first children's book had been a surprise and more surprising was its success. Maybe it was his inner girl that allowed him to write and illustrate a book so popular with girls. He now had money and a five-book contract that allowed him the freedom to quit his job at the bookstore and move from this small apartment. It also gave him the money to splurge into his fantasy. His plans were to dress as a little girl as he wrote his next books.
The first package he opened was the shoes. They were so perfect. Shiny black with pretty buckles. With shaking hands, he next opened the thin package of white tights. With the blinds drawn tight, he stripped down and putted on the white satin panties and training bra he'd gotten two days ago. His pale, hairless legs looked so soft and cute in the panties. Next, he pulled on the white tights and the shoes. They fit perfectly and were noisy when he walked across the wooden floor.
He was a little disappointed that the petticoat hadn’t arrived yet for his new dress. A dress he dreamed about the last two nights. He'd fallen in love with it on Ebay. It was a baby blue satin dress with an attached white satin apron like Alice in Wonderland wore. He didn't breathe as his opened the box and saw the wonderful dress. He scooped it into he arms and cried. It was so pretty. When he slipped it on and zipped up the back, he'd felt something click inside. He felt happier than he'd ever felt before, as if this was what his little body had needed all along. The boy part of him washed away and he really felt like a little girl in her new fancy dress.
Sitting down on the couch like a girl, his knees together, he saw the note in the dress box. He took it and when he read it, almost ***d himself with fear.
Oh man, how stupid of him. He hadn't noticed when paying by PayPal that the shipping address of the dressmaker was right across the street.
In fear and shame, Tony got out of his dress and back into jeans and a polo shirt, breathing hard with tears running down his cheeks. He could tell her that the dress was for a kinky girlfriend, that's what he'd do when he got to the movies.
He sat on the floor, against the wall, the girly clothes he's been dreaming about spread on the carpet where they fell.
For almost two hours, he sat there, wishing he'd never sent for the clothes, but also during those hours, he couldn't keep his eyes off the dress and tights, remembering how happy the clothes made him before reading the note.
Sometime around eight that night, he succ-umbed and got back into the girl clothes, crying the whole time about his weakness, how he couldn't resist the dress, how he was such a pathetic little man.
Every time he heard someone in the hallway, he froze, waiting for a knock at the door. Should he just come to the door, looking pretty in his lovely dress, after all, she made these dresses so surely she would understand.
Except, Tony didn't understand what forces droving him to this point, alone in his apartment, hiding from the world, dressed as a little girl.
No one knocked on the door and Tony fell asleep on the couch.
The next day he got out of the clothes and into light blue Dockers. For some reason, without thinking, he put on a light pink polo shirt.
The drive to the movies was done in a daze. He'd have no trouble recognizing Debra, he'd seen her before in the big old house across the street. She was a heavy woman, probably over two-hundred pounds and a foot taller than him.
Like the note said, she waited by the concession stand. Cautiously, he approached her, his stomach sick and he suddenly had to ***. His fears that this was some kind of blackmail thing dissolved when she reached out and hugged him tightly.
"Don't be afraid, I understand," she said, her voice so motherly.
Tony couldn't speak, his throat choked up.
She pulled away and handed him a plastic bag. "Go in the bathroom and put these on while mommy gets us some treats for the movie."
Tony started to open the bag, but she stopped him. "Wait until you get in there. If you don't come out wearing what's in the bag, we are not going any further with this, but if you do, I promise to change your life for the better."
He looked up at her, still speechless.
"I'll make you into the prettiest little girl for mommy."
It was what he always wanted, but now that his fantasies were ready to come true, he felt frozen on the edge."
"Go," she prodded, pushing him toward the bathroom.
Tony went in and down to the farthest stall. He sat as if going to the john and opened the bag.
He expected to see panties, but instead he pulled out a disposable diaper and a yellow pair of plastic pants with snaps down the side. Also in the bag was a pair of scissors.
A note told him the snaps on the plastic pants would make it so he could put them on without taking his pants off. He could sit on the toilet while getting into them and the diaper. The scissors were for cutting off his briefs.
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Tony heard people going in and out of the bathroom, ***ing at the urinals. He never used the urinals; afraid someone would see his tiny *****.
He took the scissors and cut away his briefs, and stuffed those in the bag, not believing he was doing this. He flushed the toilet, hoping to mask the noisy plastic of the diaper as he struggled to get them into position. He taped the sides and next worked the snaps open in the plastic pants.
All the while, he worked, a strange tingling settled into his groin. The diaper felt so strange on him.
The yellow plastic pants were very soft and mercifully, quiet. He pulled those around and snapped the pants in place over the diaper.
His Dockers fit loosely like all of his clothes. He stood and pulled them up over the plastic pants and decided to wear his short out to cover and possible peaking out of the bug plastic pants.
Although, the shirt hid the bulge of the diaper, the plastic crinkled loudly with each of his steps and he swore the older man at the sink looked over at him as he walked out of the restroom.
Debra waited anxiously outside, holding the popcorn and two huge soft drinks she had bought for the movie. When he came out of the restroom, she almost dropped the cardboard tray, seeing that he had indeed put on the diaper and plastic pants. It made her feel so wonderful, knowing that hidden under his Dockers, unknown to the people walking around him, her new little sissy was diapered and wearing yellow plastic pants.
He looked so precious, trying to walk without making noise. No doubt, the rustle of the plastic sounded loud to him. She noted that he hadn't tucked in his shirt to hide his condition, an unnecessary move, since no one would really notice the slight bulge from his diaper, except her. For a moment, her eyes stayed glued on the slight bulge under his shirt and pants.
"Okay," he said softly. "They're on me. What now?"
"We go see the movie, silly," she said to him.
Debra had picked a long movie to make sure her little new baby had to use her diapers. She took his hand and led the way to screen 2. His hand was smaller than hers and was shaking.
"It's all right, Toni," she assured her new sissy, in a low voice. "Mommy's not going to make you anything you don't want to do, but I think we both know you want to be a sissy."
He pulled back. "I can't do this."
Debra felt this was a critical point. If she didn't handle this right, Tony might flee.
"Let's just play this as it goes," she said. "Remember, I make and sell dresses so I understand and approve. Just think of all the clothes waiting for you in my house."
His eyes showed his fear but they also showed his desire. Debra knew that a fetish like this could over come fear with just the right words. "I have the most frilly dresses and petticoats, little school girl uniform jumpers, rompers for play time, the cutest pink pajamas for bedtime. In fact, everything is pink, yellow or baby blue. Butterfly soft satin material or soft vinyl."
"Of course, I want to keep you in diapers and plastic pants, nice soft cloth diapers not the disposable you are wearing."
Her words had put him in a trance as his fetish took control. He resisted no longer.
About an hour in into the movie, the large drink had the desired effect. "Go ahead," she urged, whispering in his ear. "Everyone else has to leave and miss part of the movie, but you can go as you watch and no one will know. Your diapers and plastic pants will keep everything outside dry.
Tony couldn't concentrate on the movie. The diaper and plastic pants he wore were the center of his universe. If he even moved slightly in his seat, the crinkling of the plastic seemed very loud. He could feel the heat building up in the plastic prison and the elastic cut into the skin on his thighs.
The large drink was pushing his bladder to bursting point, but he had another bigger problem. Since he was little, Tony suffered from a spastic colon and stress only made it worse, and he was very stressed, sitting in the movies, wearing a diaper and plastic pants, with a woman who knew his secret. He had no idea where all this with her was leading, but he felt helpless to stop. She had touched his weakness with the talk of the clothes waiting for him in her nursery.
He squeezed hard trying to will the coming bowel movement to go away, but he also knew that uselessness in resisting. Nothing could stop this urge and the only thing to do was head to the bathroom as fast as possible.
She gripped his hand tight when he tried standing.
"You don't understand," he pleaded.
"Sit down," she hissed. "Use your diapers."
Tony froze. The people around her had to have heard her use the word diaper. He sat down and lowered his head in shame, praying no one he knew was in the theater.
"I have to go poo," he frantically whispered to her.
"You'd better not," she warned. "Mommy will have to spank her bad girl if she can't hold it. It was also tell mommy that her little girl is still a baby and must wear diapers all the time."
The rest of the movie went by in a blur as he fought to control himself. The pain in his pressure from his bladder won when Debra reached over in the dark and pressed down on his it. Warmth spread across the front of him and he felt streams run down his skin to pool around the back of his diaper. For some surprising reason, the warmth and knowing that the wetness was contained by the diapers and the plastic pants, made him relax a bit.
That was a mistake. He almost cried out when he felt the rush of hot, thin poop fill the back of his diaper. Like an infant, he couldn't stop himself. He stomach made a loud noise as his bowel expelled the steamy substance.
"It's okay, mommy knows you can't help it," whispered Debra. "We'd better go now."
Thankfully, Tony let her lead him out of the theater. Unfortunately, the lobby was packed with people coming in for the latest Star Wars movies that were slated to begin in the next hour on five screens.
With each step, more poo squirted into his already full diaper. He wanted to die and didn't dare look up as they squeezed through the mob.
Finally, they were outside and Tony breathed in with some relief.
"Oh my, you're a big wetter," said Debra, pulling him across the parking lot. "I guess it will only be thick cloth diapers for you from now on."
Tony didn't understand until he felt the back of his legs. Around the edge of the plastic pants, his Dockers were soaked. He stopped and looked down, devastated that the ring of wetness was quite visible.
He started to cry. The diaper had also swelled and the bulge quite evident. With dread, he glanced back to the front doors of the theater and saw a group of people pointing their way.
"It's okay, Toni," said Debra. "We'll get you to my house and cleaned-up. Mommy's going to make everything alright for her little baby girl."
Debra kept a tight grip on his little hand and led him to her car. She figured if she let him on his own to drive home, his shame might drive him to run and hide, and she might lose her sissy, something she was determined not to let happened.
Tony reached for the front door of the car.
"I don't think so," she replied, opening the back door. "Babies go in the back seat. We don't want to mess up mommy's front seat."
She smiled at the shame in Tony's eyes. The back seat was covered in soft plastic she had gotten as a mattress protector. "Take off your Dockers," she commanded him.
"Not here," he pleaded.
""No one is going to see, silly," she replied. "You'll be more comfortable without those wet pants on you."
Reluctantly, Tony hurried to pull down his pants, unfortunately for him, he had forgotten to remove his shoes first. Now he was stuck with his pants around his ankles and his plastic pants and diapers in full view.
"You silly little sweetheart," said Debra, as she laughed. "Sit down in the back seat and mommy will get your pants off."
She pushed Tony onto his back in the seat with his legs out the door. She undid his shoes and pulled off his pants, thinking to herself that these will be the last pair of pants Tony wears around her. For a moment, she savored the site of him in his plastic pants and full diaper, little hands covering his face in shame, before she pulled him up to a sitting position, where she buckled him in safely.
It was all part of her plan. Making Tony sit in the back seat in a dirty diaper, would hopefully make him feel like she was the adult and in charge. To top it off, she opened the glove compartment and took at a pacifier.
Tony protested.
"The heavy tint on the windows will keep anyone from noticing," she assured him.
The ride seem a lot longer to Tony than twenty minutes. He suc-ked on the pacifier hoping no one could see in the windows as she promised, the smell and wetness in his pants reminding him of his dirty-diapered state. His mind whirled about where this all might be headed with Debra. Since she made dresses, he figured she had a large collection at her house, a thought that made him suc-k harder on his pacifier and feel ashamed at his weakness. How he was ready to humiliate himself in front of this stranger for a chance to dress as a little girl.
His stomach wasn't finished and five minutes into the ride home, he felt pressure building again. With a loud squirt, he lost control and filled the already over capacity diaper.
Debra smiled, watching in the rear view mirror, hearing him fill his diaper. The poor dear was surly a mess inside her plastic pants.
Luckily, Debra's place had a garage so they could get to the house by avoiding the neighbors. She didn't want anyone to know about her little business or growing desire to sissify young men.
"I should go home," Tony said pathetically, making Debra laugh.
"Are you sure?" she said, lightly. "All the neighbors are out working on their cars or yards."
Tony lowered his head. She was right.
Debra delighted in watching Tony try to walk in his full diaper, with a few streams of brown running down his legs.
"Go into the bathroom and clean yourself up in the shower. I'll put out something for you to wear."
She had him use her bathroom to get clean, not wanting Tony to see the nursery in the basement until she was ready. Of course, there wasn't a bathroom down there anyway since Tony would be wearing his bathroom in this house.
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Tony didn’t know where to start. His diaper was so full. Carefully he pulled the plastic pants off and then pulled the tape from the diaper. Thankfully it contained the mess.
After the shower, he stood at the closed bathroom door, afraid to go out. Finally, Debra asked if everything was all right.
He opened the door, a towel around his waist. She smiled and took his hand, leading him over to the bed, where a thick soft diaper and pink plastic pants waited for him. On a hanger was a dress similar to the one he bought, except this one was pink.
“I really think pink is more your color,” she said.
He planned to go home, but her motherly tone took hold of his willpower and he submissively allowed her to push him on the bed. He suc-ked on the pacifier she put into his mouth as she powdered him and then pulled the diaper through his legs. She pinned it tightly.
“In mommy’s house, you will always be diapered,” she said, lovingly. “That way my little girl doesn’t have to worry about anything. Mommy will take care of you.”
The pink plastic pants were noisy and tight around his legs. Next she took a pair of pink tights from a package, balling the legs up to slide them on Tony. The tights held his diaper close and made the rustling from the plastic pants louder.
Any resistance seemed to melt with the dress. This time she had a full petticoat for him to wear. It held the dress out so far he couldn’t see his diapered bottom or his feet.
Debra was beside herself. The dress fit him perfectly and she wanted him so much to be kneeling and servicing her. She was so horny she came while putting his Mary Jane shoes on his little feet. The plastic pants peaking out below the stiff petticoats were priceless.
It was even more adorable when Tony sat on the bed while Debra put on his Mary Jane shoes, his feet so little and cute.
He looked almost ready to cry.
“What’s wrong Toni?” asked Debra, removing the pacifier. “Don’t you want to be my little girl?”
“I’m so ashamed,” replied Toni, lowering her face.
Debra put her hand under Toni’s chin and forced his head up, the blue eyes filled with tears. “You don’t have to be afraid with me. I understand.”
Toni shook with crying as Debra led him over to a chair by a mirror. While he cried and told her everything, she softly, gently brushed out his long black hair and tied pink ribbon to make lovely pigtails. He told how he had always been attracted to satin and lace, how he dreamed of being totally submissive dressed as a girl. How he dreamed of having someone to mother him, to make all the decisions.
“I’m not a man,” he wailed, his ribbon tied hair bouncing, his little feet rubbing together as they hung just above the floor.
Debra’s heart broke for this sissy and she cried also. She felt his loneliness, having to hide his shameful secret from the world. She was sure that fate had brought them together over the blue dress he ordered and she made.
Toni couldn’t believe he had opened his secret place to this stranger but then again he couldn’t believe he’d let someone see him dressed as a little girl – and diapered. But, it also was an accelerating feeling to finally tell someone all his dark secrets. Her warm hands and voice made him feel safe.
He let him self be led to the kitchen, his Mary Jane shoes loud on the wood floor, his legs bowed from the thickness of the diaper, the dress bouncing with each step.
In the kitchen was a full size highchair made from light colored wood. On the back of the seat were little bears and hanging from the seat where leather straps.
Debra pulled off the sliding tray. Toni hesitated. She had obviously gone to a lot of trouble and expense. Was she some kind of crazed woman?
“Go on silly, Mommy will feed you.”
Toni climbed into the chair, knowing the way he was dressed, his options were limited. He panicked some when she used the leather straps to secure his wrist down by the seat, making him helpless in the chair. Bondage had never been part of his fantasies and he felt tears welling up again. Damn, where was the crying coming from? He felt on the verge constantly since being diapered.
He started tugging at the leather straps in fear. They were strong and secure.
“Come down, little one.”
He spat out the pacifier. “I don’t like this.”
The smack to his face was unexpected. The tears welling in his eyes spilled out and ran down his cheeks.
“I don’t care what you think you like little lady. You’ll do as you’re told.”
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She picked up the pacifier and stuck it back in his mouth. “Mommy doesn’t want her little girl to hurt herself,” she said, returning to her soothing mommy voice. “Baby’s don’t talk unless asked.”
Now Toni was really afraid, but he tried to calm down and suc-king on the pacifier helped.
Debra took out three jars of baby food and put a bottle of milk in a bottle warmer. “That’s better,” she said, pulling a bib out of a drawer. It was terrycloth on the inside and plastic on the outside. She tied it around his thin neck.
Being spoon-fed brought a weird mixture of emotions to Toni and Debra. Toni was having second thoughts about everything and only wanted to get out of this dress and run home to hide. Having a fantasy alone was a lot different than real life. Debra on the other hand knew this was better than she dreamed and had no plans on letting little Toni out of diapers. She knew her plan were illegal and probably be construed as kidnapping, but as she fed the helpless Toni, the desire to be push things future was undeniable.
After emptying the jars of foul tasting food, Debra left Toni alone in the chair for a few minutes. While she was gone, he frantically pulled at the restraints. When he heard her returning he stopped, not wanting to get slapped again.
“Do you know what this is?” She held out a Taiser.
Toni cringed in terror.
“Mommy’s going to undo one of your hands and put a on a special baby mitten. If you try to fight her, she will make things hurt for baby.”
Toni wondered what happened to the nice mommy.
Her grip was tight as she undid the buckle to his left wrist. He didn’t dare resist as she slid as a strange thumbless mitten on his hand. The inside was soft cloth that offered no flexibility, the outside was slippery pink rubber. The band around the wrist locked. They would be impossible for him to remove.
After she repeated putting a mitten on his other hand, she strapped pink bands around his ankles. She attached a short chain to the metal rings on the ankle bands, effectively hoppling Toni.
Debra put the Taiser on the kitchen counter, glad she didn’t have to use it. With the mittens and the ankle restraints, Toni would be no problem for now.
She smiled as Toni tried to walk with the short chain and thick diapers. “It’ll be easier if you crawl to the living room,” she told Toni, and was rewarded with a wonderful view of the plastic covered oversize butt as Toni crawled. A good thing the hem is short, thought Debra, or she’d get the dress under her knees. Something to remember in making baby girl dresses.
Toni stopped midway and cried. “Please don’t do this to me.”
Darn, cursed Debra. She had forgotten to replace the pacifier into Toni’s mouth.
“This is the last warning you get,” she said. “Next time baby Toni talks, Mommy will bring out the paddle.”
Toni accepted the pacifier without protest, defeated by his bound hands and ankles.
Before giving Toni her bottle, Debra put on a full size plastic apron. The plastic felt soft under Toni’s head as he laid it on her lap, suc-king on the bottle of warm milk she held.
It felt so right to Debra feeding Toni his bottle. There was no way she was letting Toni back to his apartment and risk the little sissy never returning. What were the odds Debra finding such a perfect sissy to own?
She knew what she planning was a crime, but she had everything in the basement nursery to keep her captive safe. With her plans, little Toni will never want to leave her mommy.
Toni nursed the bottle of warm milk as waves of fear washed over him. He’d never thought about bondage and here he was, bound in these strange mittens and chained at his ankles, helplessly drinking from a bottle, his head cradled in Debra’s plastic apron covered lap.
Street noises came from the outside, making it even more surreal, like he’d dropped into another world inside Debra’s doors.
Despite his anxiety, he started to drift off to sleep when the doorbell rang.
Debra jumped. Who could that be? Then she remembered two friends were dropping by. How could she be so stupid?
She got up from the couch and hurried Toni to the basement door, the little one moving as fast as he could with the short ankle chain. “I can’t walk down the steps,” he cried, looking down into the basement.
“Just hurry,” Debra commanded. “Slide down on your butt.”
Toni did and was stunned by the nursery at the bottom of the stairs.
Debra pulled him toward the large wooden baby bed against one wall. She pulled down the side and pushed Toni onto the plastic sheet. She took his mitten hands and latched the rings at the wrists to locks at the head of the bed. She replaced his pacifier with a gag shaped like a p* which she strapped tight behind his neck.
“Don’t make a peep,” she ordered unnecessarily, since the gag made it impossible to make any sound above his whimpering, which he couldn’t stop, he was so afraid.
She pulled up and latched the side rail of the bed.
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A rush of pent up emotions ran through Toni as he cried into his gag. The rubber pen-is in his mouth freed him to let everything out, how lonely he was with his secret, how no matter how he tried, the baby things in the nursery excited him, how he’d give up what little of a normal life he had for the dress and diapers he wore. He cried because he hated himself.
Above him, he could her women’s voices and high heels walking on the wood floors. He loved women, especially older motherly types. He had always dreamed of an older woman making him into a little girl. In his fantasies, the transformation was so complete that he could pass for a little girl in public. His 4’-10”, eighty-pound body made him think it might be possible.
He tried his wrist restraints and saw they were good, not that escaping in this dress was feasible. In fact, the way he was dressed was bondage. He moved his legs and heard the plastic pants and felt the softness of his diaper rubbing his little pee-pee. The softness made him hard and he loved the thickness between his legs. As he listened to women’s muffled laughter above him, he moved against the diaper, the plastic bed sheet smooth against his hairless legs.
He came in a rush, crying out again in his gag, this time from pleasure not shame. Waves of pleasure washed across him as he struggled in his wrist constraints.
The noise from Toni’s playing in the bed came up to Debra and her friends. They stopped talking as the bed squeaked in rhythm. Frantically, Debra looked for an excuse.
“What do you have down there in your basement, dear?” asked one of the women.
Debra never thought about bringing her two friends into this, but they both knew she made money selling dresses on Ebay.
The noise stopped.
“You know those dresses I make so much money selling,” said Debra. “Well, they’re for men who want to be little girls.”
Both ladies smiled. “We already know. We saw them on Ebay.”
“Do you have someone downstairs?”
Debra was stunned. “Don’t you think it’s weird?”
The bigger lady, two hundred pound, Stacy laughed. “The only way we are going to get a man in to tie him up in our basement. You have one of those sissies tied up down there?”
“You have to share.”
Debra took a slow drink of tea. This could be better than she dreamed. It would be fun to play baby with her two best friends. Between them, they could completely transform Toni into a helpless sissy, dependant on diapers and them. The one thing that bothered her a little was that Stacy could be a little mean. She wouldn’t be surprise if the large woman wouldn’t enjoy using the paddle.
Toni caught his breath and realized with shame that Debra would see the mess in his diapers when she changed him. He looked through the bars at the changing table on the far wall. On the shelves he saw stacks of folded diapers and plastic pants. Leather straps hung from the table, obviously to keep him helpless while being changed.
There was wooden playpen on in the middle of the room, its floor covered in plastic and a wooden top that could lock. The playpen was stocked with dolls.
The wallpaper in the room was of ballerina slippers, pink to match the furniture.
The basement door opened. Toni peed in his diaper hoping that it would hide his other stuff.
At the bottom of the steps, Debra’s friends stopped, looking around the nursery until fixating on the little man, dressed in pink, bound and gagged in the large sturdy crib. Toni’s beautiful blue eyes were wet and round with fear at seeing his secret exposed to more people. Cutely, he moved back in the crib as if to hide from their gaze.
“Were do you find this wonderful creature?” asked Stacy, her breathing hard. Debra could see she was a transfixed by the thought of this little sissy. She moved over to the crib and reached down to touch Toni’s face. “It’s alright, little one, Aunt Stacy wouldn’t hurt you.”
Debra could see that Toni was suc-king hard on the rubber pen-is.
“What’s that filling your mouth,” said Stacy, softly.
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Stacy reached around and unbuckled the gag. She laughed when she say the rubber pen-is. “So she is a little coc-k suc-ker also.”
Toni wanted to protest that he wasn’t gay nor a coc-k suc-ker, but dressed as he was, the protest would be weak. He wanted to hide so badly, ashamed of his appearance.
“She lives just across the street, can you believe it,” said Debra.
“You mean she used to live across the street,” replied Stacy. “I think this is where she belongs. A little sweet thing like this must be protected from the bog ole’ bad world out there.”
“I really should be going home,” said Toni.
Stacy looked over to Debra. “You allow her to talk?”
“She’s still in training.”
Toni gasped as Stacy looked over at the paddle. “I think we could help her remember.”
Debra bit her bottom lip, looking down at Toni, quivering in his crib, looking so adorable in her bubble plastic pants, heavy with the thick diaper pinned tight. She knew from reading the Internet, that spanking was necessary to break the will of a new sissy, but felt the pain of a mother having to give hard love.
She pulled Toni from the crib and carried her over to the changing table. She smiled when she saw the soaked diaper.
“I can see why she needs to be diapered,” said Stacy, now holding the paddle.
“You’d better put on a plastic apron,” suggested Debra.
Toni wanted to flee. He had never been so afraid as he watched Stacy stroke the wooden paddle. They undid his ankle chain.
Debra removed his wet diaper and powdered him liberally before pulling a very tight pair of clear plastic pants on him. These were not made to cover a diaper but to be used as accident protection while spanking and also, Toni was soon to find out, amplified the sound of the paddle.
“Now, Toni, I’m going to tell you the new rules before each hit,” said Debra, leading him over to the waiting Stacy, who now sat on chair, wearing a pink thick rubber apron. They undid his wrist but let him in mittens. Over her lap, with his head down, the dress covered his face, making it impossible for him to see what was coming.
“Wait, you’d better but that gag back into her. I’m going to make her scream.”
Debra lifted the dress so she could get to his mouth. She strapped the gag in place, filling his mouth again with the latex pen-is.
The first hit caught him by surprise. He screamed into the gag, but Debra and the women only heard a muffled whimper.
Debra gasped at the suddenness of the redness coming to the spot she whacked. She found her voice.
“You will not talk unless permitted by a grownup.”
Smack. Toni jumped from the force.
“You will only use your diapers to use the bathroom.”
Smack.
“You mouth will always be filled with a gag, pacifier, or baby bottle.”
Smack.
“You will never wear boy clothes again.”
Smack.
“You will obey your mommy.”
Smack. Tears ran down Toni’s cheeks.
“You will only come when mommy or her friends permit you.”
Smack
“You will service mommy and her friends as a good sissy should.”
Toni’s butt was a bright red under the clear plastic pants. It was a good thing he wore those because he had lost control and peed.
-
“Oh my, she is a little baby,” said Stacy, as they all looked down at the yellow pool of shame in Toni’s latex pants. Toni just looked down as Debra took his hand and led him over to the changing table. Tears still ran down his eyes from the searing pain of his spanking.
He didn’t resist at all as the strong Stacy left him up on the plastic covered table.
Debra was worried that she might get the pretty pink dress wet, so before taking off the latex panties, she had Toni turn over and so she could unbutton the dress. The chain binding his wrist was also removed. After that spanking, no one thought Toni would cause any trouble.
He didn’t. Something had broken down in him as he cried during the humiliating and degrading spanking. A piece of the shell he put up to protect him from the world had fallen away and he felt vulnerable.
Debra saw this and talked softly to Toni as she slid the dress over his head. “I’m so sorry, but Baby Toni needs to learn that she is no longer a grown-up.”
Next Debra put on a pair of rubber gloves and turned Toni back over. “Mommy’s not mad that Baby Toni made a mess in her plastic panties. Never again does Baby Toni have to worry about holding things inside.”
Toni closed his eyes, suc-king on the pen-is gag as he listened to the soft, feminine voice. “No more waiting to go the bathroom. No need to hold back tears if Baby Toni is sad.”
She pulled down the latex panties and dried off the wetness on Toni with a soft cloth. Using the word,” baby,” was a repetitive method to reinforce in Toni the image of being a baby not an adult. Debra practiced many years ago as a physiologist and knew the basics of behavior modification. She had quit practicing after getting married. “No longer will Baby Toni have to bother with deciding what to wear or what to eat. Mommy will do that for her.
Toni felt as if in a dream state as Debra lifted his behind to put a fluffy diaper under him. His body felt almost detached as she pulled the thick diaper between his hairless thighs, pinning it tightly around his narrow waist, a waist that embarrassed him with its feminine curves, but delighted Debra.
All the nerves in his legs felt the leg openings of the yellow plastic paints as she pulled them up and over the thick diaper. “You’re going to love being babied by mommy.”
“You’ll spoil her,” said Stacy.
Instead of a dress, Debra put a yellow shirt on Toni matching the color of the soft plastic pants. The shirt had two snaps on the shoulder and flared out at the bottom. It ended at the top of the plastic pants and even showed a little of Toni’s cute little belly button.
Debra lifted Toni and placed him in the wooden barred playpen. He watched Debra remove the gag and replaced it with a pacifier, his blue eyes so innocent looking to her. She thought about how beautiful those eyes will look with mascara.
“We’re going over to visit your apartment,” said Debra.
This brought Toni out of his trance. He started to protest, but then saw the paddle in Stacy’s right hand.
-
“Maggie, will you be so nice and stay with our little girl while we check out her apartment,” asked Debra to the other woman who had been silent up to this point.
“I guess so,” replied Maggie, he voice softer than Stacy.
“She won’t give you any trouble,” said Debra as she swung the top of the plan pen over and locked it into place. “Here’s the key if you need to take her out.”
Debra stopped before going up the steps and hurried back to the playpen. “I almost forgot,” she said, pushing a pacifier into Toni’s mouth. “Our little baby girl should never be without something filling her mouth.”
This made Stacy laugh.
Without even thinking, Toni started suc-king on the pacifier as soon as it was in his mouth. The rubber tit filling his mouth actually lowered his anxiety as he watched them leave, his world reduced to looking through the wooden bar prison of his playpen.
“Aren’t you the pathetic little man,” said Maggie, after the others left, standing over the playpen, looking down at the diapered Toni.
Toni looked down at his puffy plastic pants, filled with the soft diaper prison. More than anything he wanted to have never ordered the dress from Ebay, to be like the rest of the world, and to not have been driven by wanting to dress up as a little sissy. Maybe if he wasn’t so little and lonely. Now Debra and Stacy were invading his apartment. They would see all the things he hid from the world.
He also worried about when this game would end. Was Debra panning to keep him imprison in this nursery?
“Look at the money Debra spent making your nursery,” said Maggie, looking around the room. “I don’t think you’ll be wearing anything but diapers for a long time. “
Toni suc-ked harder on his pacifier, still too ashamed to look up at Maggie, tears rolling down his cheeks.
The sad thing was Toni could disappear and no one would miss him.
“Are you crying,” said Maggie, now kneeling to look through the bars. She didn’t wait for an answer as she reached in and lifted Toni’s face. “Debra was right. You have a precious face. If there was a sissy beauty contest, you would win.”
For some reason, this made Toni smile. Maggie had kind eyes.
“Do you like wearing diapers?” she asked as her other hand rubbed the front of his plastic pants. “They do look so cute on you.”
Deep in his diaper prison, his little pen-is grew excited as she put more pressure in his rubbing. “I bet you have never been with a woman. Are you a virgin?”
Toni suc-ked hard on his pacifier as her rubbing. He nodded. Yes, he was a virgin. In fact, Debra was the first woman to ever touch or see him down there as she changed his diaper.
“You really were meant to be a sissy for Debra,” she continued, pushing Toni unto his back. Involuntarily, he lifted his legs and curled his toes from the excitement firing from his hidden pen-is. “You are meant to be kept in diapers and dresses.”
This was better than anything Toni had experienced. She was right. This was where he was meant to be, the plastic mat and his pants crinkling loudly as this nice lady rubbed and talked to him. Her voice took him to another place, where being little and cute was a good thing, not something to be made fun of by bullies and mean spirited girls.
“I bet there are lots of men who would kill to be as pretty as you, to be petit enough to pass as a little girl.”
He cried out and lost his pacifier when he came into the soft waiting flannel of his diaper. Waves of pleasure cursed though his body, making tears well up in his eyes. He had never experienced anything like that before and he knew he’d do anything to experience it again.
Maggie smiled knowingly and popped the pacifier back into Toni’s mouth.
-
Debra left Toni’s pathetic lonely apartment feeling sad. Finding his hidden stash of girl stuff had been easy, including the stacks of magazines on domination. She also found out something that would make keeping Toni in diapers and dresses a lot easier. He worked from his place as a writer, so no one would miss him when he doesn’t show up at work.
As they hurried back across the street to her place, Debra carrying the dress Toni had ordered from Ebay, the dress that sealed his fate and Debra’s dream, she marveled how her friends took this secret in stride and in Stacy’s case, reveled in the thought of a man dressed in diapers, helpless to her whims.
Her worries about Maggie vanished when they returned to the nursery to find Toni out of the playpen, sound asleep with his little head in her lap. The pacifier working as he breathed.
She smiled at Debra and Stacy, a motherly look on her face.
“Us girls need to talk,” whispered Debra.
The stronger Stacy lifted the sleeping Toni, who stirred but continued sleeping, the pacifier moving in his mouth. As Stacy carried him over to the pink wooden crib, Debra could see with excitement that Toni’s diaper was wet, squished against the yellow plastic pants. Had this happen while he slept? Debra could only hope.
Stacy placed the sleeping princess into the crib and Debra locked the top. To be doubly sure that Toni stayed safely in his crib, Debra chained one of the ankle restraints.
“Should we gag her?” said Stacy, a wicked smile on her face.
Debra didn’t think so, but until they really broke Toni of his will, it might be a good idea.
Toni had never been so relaxed after Maggie had made him come in his diaper and couldn’t keep his eyes open as she talked softly to him on the couch, running her fingers through his long dark hair.
Now he jerked awake as Stacy rammed the rubber dil-do into his mouth. He tried to protest but of course all the ladies heard was muffled whimpering with the dil-do filling his mouth.
Debra handed Stacy a lock that she used to secure the gag, although with his thumbless mittens, Toni could not unbuckle the gag with the lock.
“You go back to sleep, princess,” said Debra softly. “Mommy and your aunts are going upstairs to talk.”
The warm glow from his orgasm had faded and now shame again flooded Toni. He pulled on the ankle chain, felt the drool running down his chin from the pen-is gag and looked at his mittened hands, realizing that he was helpless against these women. He was their plaything, a little princess to dress and diaper.
In despair, he didn’t see a way to get out of this. They knew everything about him, down to his SS number. Probably now they were upstairs draining his bank accounts.
Debra and the ladies talked excitedly about their little baby in the nursery. Now that they had held Toni against his will, there was no turning back. They made plans on how to continue breaking Toni’s will by punishments, humiliation and dependence.
Stacy of course wanted to be the mean aunt. “I think out little one fantasizes about being under the thumb of a strong woman,” she said, leafing through a dominatrix bondage magazine in which men wearing ruffles and lace were bound and gagged before women in black leather. “I wonder how much he’ll like the real thing. We need to get on line and buy some more toys.” She stopped at a page and turned the magazine so Debra and Maggie could see a woman in leather taking a huge strap-on to a man in a pink teddy, bent over a leather chair.
The image of little Toni under Stacy dominance made Debra cringe.
“We need to make Toni completely dependent on diapers,” said Maggie. “He never gets to use the bathroom again.”
“I think a nasty uncle would be a good thing,” said Stacy. “Turning our princess into a coc-ksuc-ker will destroy any lingering thoughts of being anything but a sissy. It will make her more anxious to please us with those lovely lips.”
Debra didn’t mention her other plans to destroy Toni’s will to escape. She planned to keep his hair in tight curls and get permanent cosmetics such as eye and lip liner. Pierced ears were a must. This way Toni could never go back to be a man.
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-
Toni knew none of the plans in place for his sissification as he looked up through the crib bars at the ceiling, hearing only the sound of high-heeled shoes on the wood floor above him. Several times he heard the ladies burst into laughter and only figured they were laughing at the little man in diapers, bound in the basement nursery.
He lost track of time with no windows or clocks in his new pink world in the basement. Toni rolled onto his side and looked out at the changing table, the stacks of waiting diapers and plastic pants telling him his future.
It seemed hours later and the noise above had gone. He had grown hungry and his diaper was very wet. Like a baby, he wanted to cry out for his mommy, but unlike a baby, he couldn’t because of the rubber pen-is lodged firmly in his mouth. Sometime later, he heard the basement door open but no one came down to check on him. Instead, the lights were switched off, leaving him in darkness except for pink glow from a ballerina nightlite.
Sleep came in fits for Toni, his dreams full of being exposed to the world in his diapers. Every girl he had lusted in vain after visited his dreams to see the little sissy in his huge wet diapers. The guys he feared in life, came after him with their engorged coc-ks, all wanting to replace the rubber one in his mouth.
Debra didn’t sleep much either as she surfed the net, buying more things from Ebay and Fetware. Twice she had to stop to masturbate as she looked at Toni on the nanny cam, helpless in the crib, the bulging plastic pants showing her control of the little sissy.
When she went down to him in the morning, she was overjoyed to see how much he needed his mommy. He held out his arms like a baby to be lifted to the changing table. He took the pacifier without complaint when she removed the gag. He was so hungry he ate the baby food as fast as she could spoon it in. Oh my, she thought, he looks so cute in the pink highchair.
She only talked to him like he was a little baby, giving him no hints on his future or about her trip to his apartment. Eventually, she’d let him write again, but not until he had completely accepted his new position in life.
For the next week, Toni was kept in the basement, never knowing if it was night or day. His world shrunk down to diaper changes, feedings and bottles. Little things like his daily bath became big events. Debra became everything to him and he found himself trying to please her. Going into his diaper started to be effortless. He forgot about the world outside until Stacy returned.
Toni was in the playpen, watching a cartoon, hugging a doll baby, when Stacy trounced down the steps with Debra. She unlocked the playpen and carried him over to the changing table.
She smiled wickedly as she pulled down his pink plastic pants. Toni looked to Debra for help.
“You silly baby,” Debra said.
They removed his wet diaper and replaced it with a disposable one. If felt so light after the heavy cloth diapers he’d been wearing all week.
The plastic pants were not replaced.
“Let’s see how you look in that cute blue sailor dress you ordered from me,” said Debra.
Toni cringed. This was the dress that got him into his current situation.
After a week of baby food and liquids from a bottle, Toni was down to 85 pounds and the dress seemed bigger. The disposable diaper was actually a toddler size pamper which fit him perfectly. When Debra slid a huge petticoat up under the dress, it stuck out so far, his arms were at an angle when he stood. After they finished putting on ruffled socks and Mary Jane shoes, he looked like a little boy in girl’s clothes. When they put his hair in pigtails and added a little makeup, he looked like nothing like a boy.
Stacy’s breathing had grown rapid and loud. “I can’t wait any longer,” she cried.
She lifted Toni up under his arms and carried him over to the couch. Heavily, she sat and pushed Toni to kneel in between her spread legs.
There were no panties under her leather skirt.
Debra pulled out Toni’s pacifier and pushed his face to the waiting bush. “Lick it like an ice cream,” she commanded.
Toni wasn’t ready for how wet it was down there nor did he know exactly where to lick. Stacy roared for more as he worked his tongue furiously. In no time she bucked like a horse and screamed. She fell back onto the couch and pushed Toni away.
Debra replaced Stacy and soon she bucked and screamed as Toni made her come. All the while Toni worked, Debra had watched everything from the mirrored wall. Seeing this man dressed as a little girl in her sailor dress, the white plastic pampers peeking out, her feet in Mary Jane shoes, and her face buried under Debra’s skirt, sent waves of orgasms through Debra.
Stacy pulled Toni up to his feet and wiped his face. “We’d better hurry or we’ll be late,” she said to Debra.
Debra sighed. “I’m not sure I can stand.”
Without explanation Stacy took Toni’s hand and walked him up out of the basement. When she got to the front door, Toni balked. He couldn’t go out side dressed like this.
Debra opened the door. “Do you want Aunt Stacy to give you a paddling?”
Stacy jerked his arm and pulled him out side.
To Toni it felt like a giant spotlight was on him and his shame. Cars drove by and two joggers looked over at him as Stacy walked him to a red mini van. A breeze blew up his short sailor dress, making sure everyone saw his pampered bottom. Debra was glad to hear that the plastic on the pampers was louder than plastic pants, but she missed seeing the bulge from the heavy cloth diapers.
Stacy opened the side door of the van and helped Toni into the back where an oversized baby seat waited for him
Except this was no normal seat. Sticking up from the center was a large rubber butt plug, glued to the plastic mat.
The pacifier fell from Toni’s mouth.
There was no need to take of his pampers, the pair had a slit cut in the back. “I’m getting tired of this,” warned Stacy as Toni pulled back from the van.
He’d never put anything up his butt before and this looked as if it was big enough to rip him apart.
Stacy’s strong arms picked him up. He cried for Debra as Stacy positioned him over the plug.
Toni lost the battle as he was impaled on the plug, his dress and full petticoat pushed up around his head. He cried out as it rammed home.
“That’s a good girl,” said Stacy, flattening down his petticoat so people could see his cute little princess face. “This will keep baby’s mind occupied as we drive to the beauty shop.”
She buckled him into the seat, making it impossible for his to get off the plug. After joining Debra in the front seat, they drove from the curb, Toni lost in his dress and petticoat, his bottom diapers in a real pamper, a butt plug lodged deep into his ass. His little legs sticking out straight from the high baby seat, his Mary Jane shoes telling the world of his sissiness.
-
Debra couldn’t stop herself from looking back at Toni, sitting in the oversize baby seat, lost in her petticoats and dress, her plastic covered bottom fully exposed, her little feet in the air, and of course knowing the hidden butt plug was probably driving the little thing wild.
Little thing was such a good tag for Toni. Debra couldn’t believe that the toddler size pampers fit her so perfectly. They were vintage pampers Debra had found on-line with only one tape tab on each side and the old plastic cover that made so much noise.
Everything was more than she had hoped. It was hard to believe that a few weeks ago having her own sissy was just a fantasy, something to dream about as she read the stories on the web and made her dresses to sell on eBay. Never had she meant to let anyone know about her secret fantasy, it just sounded so weird, dressing a grown man as a little baby girl complete with diapers and plastic pants. Having Stacy and Maggie getting into the whole idea was so fun, it made her thing not weird anymore.
She looked back and smiled at Toni. The poor thing was helpless to the changes happening to her. In fact, Debra had stopped thinking of Toni as a he. For the last week, nothing about her except the little pen-is suggested man. Today would be another big step in her final sissification.
“Why don’t you climb back there,” said Stacy, smiling knowingly. They were stuck in traffic.
Debra climbed back and sat next to Toni, who had her eyes shut, obviously trying to block out the world she believed was looking in the van windows.
After years of hiding her fetish, Toni wasn’t ready for people to be seeing her shame. It didn’t matter that know one knew her in this city or even if they did, wouldn’t recognize the old Tony sitting in this van.
It was impossible to ignore the plug filling him. It felt as if he had to take a big poop. It also bothered him that it felt so good.
He opened his eyes to see Debra come back to sit next to him.
“What’s this for,” she called up to Stacy, holding what looked to be remote.
“Turn it on and find out.”
The plug in Toni came to life and he cried out, dropping his pacifier. The vibration of the plug drove him wild, the sensation as it tickled the inside of him almost unbearable. He tried to climb off the plug, but the belts holding him in made that impossible. Tears welled up his eyes as waves of pleasure swept through.
Toni glanced outside and saw a truck driver looking down from his cab. He looked big and hairy, more man than Toni would ever become. The guy smiled when Debra replaced the pacifier.
“I think our little Toni likes man also,” said Stacy.
Toni looked down in shame, but couldn’t help looking back up at the man.
Debra decided to help Toni c-um. She reached under the piled petticoat and undid one side of the pampers. She took his little hard pen-is between her finger and thumb – it was to small to hold in her hand like a real man’s.
The vibration inside Toni was like nothing he had ever felt or knew existed. Despite his shame in Stacy saying he liked men, Toni fantasized what it would be like to have a real coc-k inside him. This plug felt wonderful, but it was cold. He wanted something hot and alive inside him. A thought yhat would shame Toni before, but know he didn’t care.
Toni felt Debra undoing his pampers and moaned around his pacifier as she took his pen-is in her fingers.
Debra thought the little sissy was going to pass-out when she started messaging the little pen-is. It was so darn cute, nothing a woman would want to screw, but for a sissy, it was perfect size. She rolled it between her thumb and middle finger, like you would do when making a cigarette.
A final shudder shook Toni and his little feet, clad in Mary Jane shoes and ruffled socks, jerk straight out as he came over Debra’s fingers. A high pitch sigh came from Toni, not unlike the sound a woman makes after orgasm.
Toni couldn’t describe the feelings he experience with the combined finger job and anal massage. Now, after the orgasm, the sensitivity inside him was so high, he pleaded for the vibrator to be switched off, not caring about the spanking he would get for speaking.
Instead of switching it off, Debra brought up her sperm covered fingers to Toni’s face, letting him see the dripping white goo. “suc-k on my fingers,” she cooed.
Submissively, Toni took her c-um covered finger into his mouth and suc-ked off the salty juices, cringing at how low he was traveling.
After Toni cleaned off Debra’s fingers, Debra refastened the pampers and waved to the truck driver, who honked his horn. Toni looked up and saw he had his window open and handing a note down to Stacy.
“Looks like you have a fan,” she said, handing a business card back to Debra. “Maybe he can baby sit you when the girls go out for grown-up fun. Give you a taste of what a real man can do to a sissy.”
-
They sat in the traffic for over an hour, creeping slowly to an unknown destination for Toni. Being stuck like this made being in diapers a good thing and after more than a week of diapers, Toni wetted without even thinking much about it. When he felt the slightest pressure, he simply wet. It did feel different going in a disposable than the usual thick cloth diaper. There was no clammy feeling afterward as the pampers absorbed the moisture.
Finally Stacy pulled off the main road to a residential area of older houses, many of them in slight neglect. Toni grew anxious as she pulled up the gravel driveway of a two-story house.
By this time, Toni really wanted off the plug. Thankfully, Debra had switched off the vibrator earlier. When Debra finished undoing his restraining belts, he held out his arms like a little baby to the waiting, smiling Stacy, like a baby wanting to be held.
“Does little Toni want off her baby seat,” said Stacy
He gave a little cry around his pacifier.
Without any hesitation, Stacy lifted Toni off the seat, the plug pulling out of his clinched hole making a wet noise, not unlike a sloppy kiss.
“We’d better change her to a new pamper without the hole in back,” said Debra.
With the van door open to the world, Debra changed Toni, who could only feel her removing his soaked pampers – he could see nothing with the dress and petticoat bunched around his head. He wanted her to put the new pampers on quickly, but instead she turned him over onto his stomach.
“Hold her skirts out of the way,” commanded Stacy.
Before he could wonder what they were doing, he heard a swish and then yelped at the surprise hard contact between the wooden paddle and his tender butt cheek.
“You thought I forgot you spoke in the car,” said Stacy as she proceeded to deliver eight brutal blows to Toni. By the time she finished he was wailing like a baby, not caring who saw or heard him. The fire on his skin was all that mattered.
“Get her pampers on quickly,” cried Stacy. In the fog of pain, Toni lost his bowel control and soft poop was running out of him. Luckily, Debra had the pampers under his front to protect the seat. She quickly pulled it through Toni’s legs and securely taped it before the stream became a gusher. Toni cried from the pain and the shame of his lost control. He could do nothing to stop the flow.
“What a little baby,” said Stacy. “We can’t keep you out of diapers for a second without you making a mess.”
Toni hid in his petticoat as he continued to nosily fill his pampers. He wasn’t finished when Debra turned him over and helped his from the van. She wiped his tear streaked cheeks and straightened his dress and petticoat. “I guess we can change her in there,” said Debra, already nervous about exposing her fetish to the women at the Glamour Beauty Den. Now she had to bring in her sissy with a dirty, smelly diaper.
“Don’t worry,” said Stacy. “Joan and the girls reserved the afternoon just for our princess. This just lets them know what a helpless little sissy Toni is.”
The Glamour Beauty Den was in a building that used to be a detached garage. Toni held Debra’s hand as she led him up the driveway, his noisy diaper with its smelly mess announcing his shame to the world. There was a breeze that blew up his skirt as he walked.
The waiting woman clapped and made motherly statements about how adorable Toni looked and how excited they were to help him become more of a little girl. Each were wild about how pretty his dress was and Debra made him twirl around for them to see. Unfortunately, they smelled his dirty shame.
-
Besides the motherly woman, there was a young girl who looked to work there and two older, heavy women sitting in the waiting area.
“I can’t believe it,” exclaimed one of them, “she’s wearing diapers.”
“And dirty ones by the smell,” replied the other.
Debra still held the mortified Toni by the hand, standing amongst these women with a loaded diaper dropping down between his smooth thighs. “Our little one has to be in diapers all the time,” said Debra. “She can’t keep herself dry for very long.”
“You’re going to need to change her before we get started,” said motherly beautician. “Use the washroom in the back.”
Debra nodded thanks as she led Toni to the back while Stacy talked to the beauticians.
“Take off everything but his diapers,” called the motherly beautician to Debra. “We don’t want to mess-up that pretty little dress.
Toni stood in the middle of the washroom as Debra fussed with the dress and petticoat. When he was down to just his shoes and pampers, she pulled out a vinyl changing pad from the diaper bag and put him down on it. He stared at the ceiling as she untapped his pampers, not wanting to see the mess he had made.
Debra made no complaints, but did cringe at the bright redness of Toni’s butt from the spankings. Stacy had hit hard enough to make bruises. Debra knew it was necessary for the punishments to train Toni into becoming a completely submissive sissy, but still, like a mother, it bothered her to see her little one in pain.
After finishing she brought Toni out into the bright lights of the shop, his little hairless chest and narrow shoulders made him look so fragile and girlish in his white pampers. The younger girl put his thin arms through the sleeves of a pink plastic cover that she snapped up in the back.
She took him back to wash his hair, talking to him as if he were a little girl. “Now Miss Peggy is going to wash baby’s hair in the sink. She’ll use nice flowery smelling shampoo and make sure none gets into baby’s eyes.”
Her voice and cute smile made Toni ready to follow her anywhere. He had never had someone wash his hair before and the feeling of the warm water and her fingers was heavenly.
He jumped from the pain from his spanking when she sat him down. His diaper felt warm as he peed without trying.
“Your going to let his hair grow out longer, right,” said motherly beautician to Debra and Stacy.
“Of course,” replied Debra.
“I want you to make know that when we finish today, your little sissy won’t be able to pass as a boy.”
Toni cringed inside. What were they going to do to him? So far this had been a game in which he could always go back to his old self. Even if he got his old clothes back and escaped, they could make it so his hair was styled like a girls and make it impossible for him to really escape.
“That’s exactly what we are hoping for,” Debra said.
“I’m Miss Clair,” the motherly beautician said to Toni, bending over as if talking to a child, which he felt like standing in front of this tall woman. “You need to be a good girl while Miss Clair makes you pretty.”
The booster seat in the beautician chair caused Toni’s legs to just hang in mid-air, making him feel even smaller. He suc-ked on his ever-present pacifier as Miss Peggy started working on his nails.
There was nowhere to hide up on the chair. Sitting up so high, wearing only pampers underneath the pink plastic cover. All the women stood around the chair, talking as if Toni was a child. Miss Peggy had turned the TV to a little kids show and Toni tried unsuccessfully to focus on it to block what was happening to him. He wanted so bad to see what was being done to his hair.
Miss Peggy had done a great job on his battered boy fingernails. They were rounded and painted a light pink with little bunny decals. When she finished she walked over to a refrigerator and brought out a baby jar of pudding. “One of the mother’s left this in here,” she said. “Can I feed Toni for being such a good girl?”
“Certainly,” replied Debra.
Missy Peggy sat back down on her stool and opened the jar. She took out Toni’s pacifier and dipped her finger into the pudding. She then took her pudding-covered finger and stuck it into Toni’s mouth to suc-k off the foul tasting stuff. While Miss Clair continued working, Miss Peggy fed Toni with her finger. To him it was seductively sensual to suc-k on this cute girls beautiful finger.
Debra was speechless as she saw no trace of a man left in Toni. Probably because of his low testosterone, Toni’s hair was a full as a woman’s and when Miss Clair finished, his hair flowed down to his shoulders. Debra almost came when they finished off his hair with a pink ribbon, picturing this little sissy kneeling in between her legs, working that mouth on her instead of the pacifier.
“I know something to work on giving her little breasts,” said Miss Clair, rubbing Toni’s flat chest through the pink plastic. It can grow little mounds on her but it will also shrink her little pen-is.
Stacy laughed and told the women how little his pen-is is already. “Shoot, it might make it completely disappear,” she said, lifting Toni from the chair. “We need to get going. She has an appointment to get those cute little ears pierced.”
“Can I change her diaper?” asked Miss Peggy.
“Of course, dear,” said Debra. She took a folded pampers and powder from the diaper bag to hand to Miss Piggy.
Toni was learning to love having his diaper changed and having Miss Peggy touch him would be a real treat, although he worried about her reaction to his little parts. In the bathroom, she seemed to deliberately be slow in removing his diaper and even slower in putting on the clean one. She stopped when she saw his battered behind.
“Did they do this to you?”
Toni nodded, the pacifier plugging his mouth, plus he didn’t dare say anything, not wanting another spanking.
“Is this something you want or are they keeping you against your will?”
He shook his head, still terrified to speak.
“So you want this?”
He nodded, not wanting her to cause any trouble that might result in a spanking.
The bathroom door flew open and Miss Clair stormed in and picked up Miss Peggy by the arms. The girl let out a yelp and started crying until Stacy reached around and silenced her with a ball gag.
“Looks my little girl wants to also be in diapers,” said Miss Clair, dragging her out of the bathroom.
Debra came into the room and finished putting on Toni’s pampers. He was shaking from the outburst of Miss Clair. “You were a good girl,” said Debra proudly. “Mommy will give you a treat later.”
When she brought Toni back into the shop to put on his dress, he saw Miss Peggy kneeling with her nose in a corner. She wore nothing but a pair of his pampers, her wrist bound behind her back with pink ribbon. Her ankles were also bound with the ribbon.
Toni passively let the women finish dressing him and when they took him to the full-length mirror he couldn’t believe his eyes. The change was astounding. The old Tony was completely gone.
-
A strange thing happened to Toni with the change in the mirror. He could almost feel the other him, the person who didn’t seem to fit in anywhere, fade away to be replaced by the little sissy looking at him from the mirror. He wanted to twirl and make his skirt fly.
He almost skipped as Debra led him out of the shop to the van. He had never felt so free. With the hair and makeup, his little hand pretty with pink nails, his sailor dress, no one could know a man hid underneath. Even if someone knew the old Tony, they could never know it was he. It was an awesome feeling to not care who saw you dressed as a little girl.
“Oh my,” said Debra, as she opened the van door. “I don’t want to cut the back of her pampers again.”
Toni suc-ked hard on his pacifier, looking at the dil-do standing up in the baby seat, waiting for him.
“Let’s just take it off of her,” said Stacy. “You can keep dry for ten minutes, can’t you,” she said to Toni. “You want to sit down in your baby seat don’t you?”
Of course, dressed as he was, Toni’s opinion meant nothing. Stacy held up his skirts as Debra untapped his pampers. Stacy continued to hold up the skirts as Debra helped Toni position himself over the waiting dil-do. He couldn’t help crying around his pacifier as she pushed him down on the seat, the dil-do filling his little opening again.
The drive was more than ten minutes and all the while, Toni had to concentrate on not wetting herself, something that scared her. It had only been a week of constant diapers and he was already almost incontinent.
The next stop was not a neighborhood but a busy strip mall. Debra lifted Toni off the dil-do and redid the pampers on him.
Walking across the parking lot, dressed as a little girl, tested Toni’s new self. He should have been terrified to be so exposed in public, but he found it didn’t bother him so much. No one knew the real person under the satin and plastic.
Things took a more permanent position for Toni in the Pierce and Body Tattoo shop. He tried to hold back when they stepped into the gothic looking store, but Debra pulled him in farther.
“Oh my gawd!” exclaimed a young girl, much younger than Toni. Her hair was pink and her face loaded with piercings. “This is so out of there. Hurry and see this,” she shouted to another girl.
“I love it!” cried the other girl. “She is so adorable.”
Toni was happy she thought he was a girl dressed like this, but Stacy spoiled it. “Under this cute dress and diapers isn’t a girl.”
Both of the girls looked speechless for a few seconds, then started to laugh. “Get out of here. She’s so little and cute,” said the pink haired girl.
“You ladies are so bad,” said the other.
“I saw something like this on the internet,” said the pink girl. “This is so cool.”
“We want to help our little one become more of a girl,” said Stacy. “Make things more permanent so our little one can’t go back to being a boy.”
Toni pulled on Debra. This was going to far.
“You sure she wants this.”
“Oh, I’m sure she doesn’t,” said Stacy, “but being dressed the way she is, I don’t really think the choice is hers anymore.”
“She’ll or I mean, he’ll have to sign a consent form.”
Stacy leaned down to whisper in Toni’s ear, “you give me any trouble and I’ll spank you so hard you’ll probably pass-out.”
Toni suc-ked hard on his pacifier, terrified of Stacy’s threat. She was right. He didn’t have much choice in the matter. Maybe if he wasn’t so little and submissive, this would be the place to escape his fate.
-
Toni suc-ked hard on his pacifier, terrified of Stacy’s threat. She was right. He didn’t have much choice in the matter. Maybe if he wasn’t so little and submissive, this would be the place to escape his fate.
Debra couldn’t believe things were going this far so soon. No doubt that a lot of it had to do with Stacy. Debra couldn’t believe how she had gotten into this sissy thing so fast.
She watched poor little Toni’s eyes grow so large with fear as she stood among the taller adults, him looking so sweet and vulnerable in that darling blue sailor dress with her pampers peaking out below the hemline. The satin of the dress in contrast to the black leather being worn by the salesgirls was so hot to Debra.
Toni was also drawing the attention of two leather clad guys, maybe in their early twenties, who moved close to take a look. When Toni saw them he shrunk back to Debra, almost wanting to hide behind her.
“We aren’t going to hurt you,” said on the guys.
“Well, not too much,” said the other with a laugh.
One of the girls pulled up a side of Toni’s dress. “Does she go in her diapers?”
Stacy nodded. “Poor little thing has no control. Has to be diapered all the time or she will ruin her pretty dresses.”
Toni didn’t know what name to use for the form, so when Stacy put the pen in his hand, he signed it Toni with a made-up last name. No one seemed to care.
In the back they had a chair, not unlike a dentist chair. They fussed around Toni’s skirts as they sat her down. “We don’t want her squirming,” said one of the girls.
“Do you care if we restrain the little baby?” asked the other.
“Oh, please do,” said Stacy, a slight smile on her face.
Toni couldn’t stop shaking he was so afraid. One of the girls disappeared from his view and returned with pink rubber wrist cuffs. He didn’t resist as they buckled those on his thin wrist, the pink color almost matching his painted fingernails. They used short chains to attach the restraints to the chair.
Next they lowered the back of the chair until he was almost in a prone position, the one girl now sitting on a stool next to his head. “Look at her lovely blue eyes. We can make them so beautiful that boys will shoot their loads and woman will cream their panties just looking at her. A fine line dark eyeliner, not too wide since this is a baby girl, not a big girl who can stay dry to wear panties.”
“Oh, she’ll always be in diapers,” added Stacy.
“Do you want me to do her eyebrows?”
Toni lay helpless with his wrist restrained, watching them discuss his face. Debra almost felt bad that they were fooling him into thinking the makeup was permanent. That would take a plastic surgeon. This was only permanent type inks that could be removed with a solvent.
“You must do the eyebrows.
-
“Here, you look thirsty,” said Debra, a few minutes later as she replaced his pacifier with a baby bottle full of apple juice. He really didn’t want to drink from a bottle, but he was very thirsty and with his hands bound to the chair, it wasn’t a decision for him. Plus being fed a bottle from Debra was comforting. Since that fateful day he stepped into Debra’s house, he hadn’t drank from a cup. All his liquids were fed to him from a bottle.
Debra smiled as she saw Toni’s eyes grew heavy before half of the bottle was done. The girls at the shop had suggested a sedative to make Toni sleep while they worked. She loved watching her little sissy drink from a bottle, another submissive act that made her so horny.
It took almost an hour from them to finish, but their work was very good. Still, too groggy to walk, one of the big guys in the place offered to carry Toni out to the car. It was so sweet how she wrapped her arms around the guy, her new girly hairstyle covering his shoulder as she buried her face into his neck. Debra figured Toni was so out of it, he probably was back being a child, carried to the car by his daddy.
The guy really smiled when he say the car seat. “If you ever need a uncle to watch her…” he said trailing off.
This time they could risk Toni not wetting on the long drive home, so Debra laid the docile Toni on the back seat and changed her into pampers with the back cut out.
“Would you like to put Toni in his car seat?” Stacy asked the wide-eyed guy. The girls from the shop had followed the procession and all had to lean in and see the dil-do waiting for Toni.
Toni had her new lovely eyes open, but the drugs still had her in a daze, the dazzling blue eyes unfocused. The girls gasped when the guy lifted Toni over the waiting dil-do.
“I can’t see to line her up with all these petticoats,” he said.
“I’ll help,” said one of the girls, an evil grin on her face. “Wow, I’d like to sit on this seat,” she said stroking the dil-do. She lifted Toni’s skirts high, showing everyone her white pampers and the waiting dil-do. “Okay, lower her down.”
Toni squealed around his pacifier as the guy pushed him down over the rubber pen-is.
Everything felt as if a dream to Toni. He feel back asleep as the Stacy drove them home and only awoke a few blocks away, feeling as if he needed to go to the bathroom, but of course, it was just the dil-do filling him, stretching his sphincter wide open. The last he remembered was the chair in the store.
He started to cry, knowing from the pain in his ears that he was wearing earrings and no doubt, permanent makeup. His nipples also felt tender.
-
Stacy had to carry little Toni into the house, the drugs in the apple juice made it impossible for him to walk.
Debra swooned over her little girl as Stacy sat him on the changing table. She couldn’t take her eyes off the sweet face, now with almost permanent eyeliner and eyebrows, and lips swollen and pink. She almost hated to stick the pacifier into Toni’s mouth and cover those wonderful lips, but her little sweetheart needed to suc-k on something.
Since it was naptime after such a big day, she took off Toni’s dress, petticoats and shoes. She left the ruffled socks on so baby wouldn’t get cold feet during his nap.
His pampers were sopping wet. Toni moaned around his pacifier with pleasure, still in his hazing condition, but loving the feeling of the cool air around his privates after the confining pampers. This didn’t last long as Debra lifted his behind to put a cloth diaper under him. After the thinness of the pampers, the nighttime diaper felt so thick as she pulled it up between his spread legs and pinned it tightly in place.
Something was happening to him. suc-king on his pacifier was no longer humiliating, in fact, in felt comforting having it fill his mouth. The thick diapers also felt right and he was especially glad to feel the tightness around his legs from the plastic pants.
His behind felt empty and open without the dil-do filling him. It felt as if he had lost him sphincter muscles. He tried squeezing them but felt nothing.
Debra hurried with the diapers and plastic pants before Toni had an accident. Unknown to her little sissy was that while she slept they had taken her to a shady doctor who had used hypnosis to make her completely incontinent. The hypnosis would also make Toni more of a baby. There really wasn’t any going back for Toni. He was in diapers for good until Debra decided different.
For bed, Debra put Toni into a yellow romper, the bottom huge and plastic lined to fit over the nighttime diaper and plastic pants. Under the straps of the romper, she had put Toni into a pink shirt, which like a baby’s had snaps on the right shoulder. The bib of the romper had an embroidered cartoon lamb in diapers.
Toni heard Stacy and Debra talking but didn’t care what they were saying. He started to cry when his pacifier was removed, but it was happily replaced with a warm real nipple. As Stacy held him like a real baby to her breast, she patted his padded behind, the plastic sounding loud, as he suc-ked on her nipple. After a few seconds, warm sweet milk filled his mouth.
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