Sissy Stories
Copyright© 2023 by Kink Bug
Story 1
Fiction Sex Story: Story 1 - Short stories about different sissies attempting to live a life of independence in a world where sissies are seen as subhuman and have no rights. Unfortunately for them, they end up being found out and reminded of their place in life as fucktoys for REAL men! 1. Mabel Poole meets a cantankerous tow company owner and is forced to admit her pathetic sissy nature!
Caution: This Fiction Sex Story contains strong sexual content, including Ma/Ma Coercion Rape Reluctant CrossDressing Shemale TransGender MaleDom Humiliation Interracial Anal Sex Cream Pie Water Sports
Plucky. That was what people usually used to describe the petite 20 year old Mabel Poole. Her presence radiated with a vibrant energy that captivated those around her. In part, this was due to the red halo of curly hair that cascaded down her back. Her hazel eyes, like flickering flames, held a depth that mirrored her adventurous soul. She had a heart-shaped face that bore the softest of freckles, adding a sprinkle of whimsy to her overall appearance. Her lips, rosy and inviting, carried a natural playful pout.
Through her own hard work and determination, Mabel was slowly working towards making a better life. A life of freedom and full of bigger things, instead of the one she used to have.
It was pluck, because that was how she had the energy to work and study at the same time. Mabel knew that she needed more money for her precious hormone pills. The pills gave her soft breasts, feminine features, lovely wide hips, and helped to shrink the penis between her legs. They allowed her to live her life as a female. But to get more pills, she needed a career. And to have a career, she needed at least some form of college education.
However, all of Mabel’s pluckiness was flagging at this very moment.
Her car, her faithful 1998 Honda civic, had been towed while she was in class. When she had emerged from History 101, it had vanished from where she parked it outside the community college building. Her only inkling of what happened was the notice that had been stapled to the tree next to where her car had been parked.
The notice said it had been towed by a company called Tow-tal Solutions for exceeding the parking time limit of 4 hours, and said that she had to pay $300 to get it back! Ridiculous! College students often had classes for hours! Did the authorities expect students to ditch class just to move their cars? And then there was the matter of the $300. Mabel was already barely staying afloat. If she paid out the fine, then she would be left with nearly no savings. She’d have to scrimp on everything. No more pizza on saturdays, or hanging out with friends. She’d have to eat ramen everyday. And she’d definitely have to give up her pills until she could afford them again!
Frankly, the thought scared her. She had only just started wearing her smallest cock cage. What if her little dicklette started growing in size when Mabel was off her pills?
She squirmed in place and her thighs rubbed against the steel cock cage hidden under her purple flared dress. Her ballsac had also shrunk over the past couple of years, but they were nowhere near the feminine size that Mabel wanted.
Mabel shuddered at the thought of seeing them grow. How disgusting, how unfeminine! How ungirly!
But no matter what happened, Mabel had to get her car back. It was her only means of transport. Without it, she would never be able to get to work or classes in time! In the long run, a few months without her pills wouldn’t kill Mabel, she would just have to deal with being a little more masculine than usual. When she eventually recovered from this setback, which she was sure she would, then Mabel would start taking the pills again and she’d be able to live her life the way she wanted to!
Mabel had no choice but to head towards Tow-tal Solution to see if there was anything she could do about it.
The tow company’s office was nestled in the heart of an industrial district. The surroundings exuded an air of desolation, with dilapidated warehouses and forgotten lots stretching as far as the eye could see. A few men dressed in coveralls walked by, catcalling Mabel and making lewd gestures at her as she passed. They looked rough around the edges and Mabel couldn’t help but feel utterly out of place wearing her modest, knee length dress with short sleeves, and the sensible tennis shoes under that. She tucked her curls behind her ear, ducked her head, and walked faster, clutching her bag to her body.
Maybe it was a bad idea to be out and about now. The place where they towed her car was in the seedier part of town and it was rapidly approaching night. There were all sorts of people around, and there was no telling what they might do to Mabel if they found out that she wasn’t exactly the girl that she looked like.
But then again, Mabel was already to close. She couldn’t say stop now, right? She had to at least try to convince the company to let her have the car, or maybe put her on some payment plan.
The building that Mabel sought was a weathered structure with faded signage. It stood like a somber sentinel amidst the bleak landscape, its exterior covered in layers of grime and wear.
Trepidation gnawing at her soul, Mabel walked past rows and rows of old impounded cars to enter the building. Each weathered vehicle spoke of another person who could not afford the steep fee. Mabel wondered if that would be her soon. She pushed open the door and entered. The air inside the dimly lit office was stagnant, tinged with the scent of old paperwork and forgotten dreams. There was a row of worn-out chairs, their cushions faded and threadbare, lined the empty and dreary waiting area. The sound of a flickering fluorescent light hummed in the background.
There was only one counter, and only one burly man sitting behind it. He had to be really tall because even sitting down and slouched in the squeaking chair, his head could still clearly be seen over the counter. He wore a muscle tee that showed off his large pecs and wide shoulders. A cigarette poked out from between an impressively large beard and mustache. He was obviously someone who spent all day doing hard labour and had the figure to prove it.
Mabel approached, her palms growing damp with unease as she tried futilely to muster up some of her famous pluck and determination.
“Excuse me, mister-” Mabel read the nametag discarded on the table, “Croft,” she said, with far more confidence than she actually had, and put the notice down on the suspiciously sticky surface of the counter.
“What.” The man didn’t even look at her, his cigarette migrating from one corner of his mouth to the other as he swiped through something on his phone. Mabel was disgusted to note that it was pictures of teen girls sucking cock enthusiastically. Her own cock twitched in its little nub cage, a reminder of how her own erections were now a thing of her past, and hopefully would never enter her future again!
“I’m here for my car,” Mabel said.
Croft looked up, gave her a creepily thorough once over, and then took the notice. He looked from the paper, to Mabel, then back to the paper again.
“You got 300 bucks, kid?” He asked at last, a hint of condescension in his deep rumbling voice.
“No but-” Mabel began.
“No cash, no car,” Croft cut her off, turning back to his porn.
“Hey!” Mabel protested, “You can’t just take my car without any warning! It’s the only thing I have left!”
Croft, his eyes narrowed, finally set down his phone and crossed his arms defiantly. He had paused over a picture of a redhead who was gagging on a thick black cock.
“I don’t make the rules girlie. The city council said the zone was 4 hours only. You parked for 6. Ergo, we towed it.”
“But there were no signs!” Mabel pointed out, “How was I supposed to know? This is unfair!”
Croft snorted. He looked Mabel up and down again, making a shiver go down her spine from the way he was eyeing her. His lips curled into a condescending smirk.
“Ignorance doesn’t excuse the violation, kid. The sign was up fer ages. Ain’t our fault you can’t read,” he grunted.
Mabel took a deep breath. It was time to try and flirt her way out of this.
“Look Mr. Croft. I don’t have any money to pay the fees right now,” she said as sweetly as she could, “Is there any way I can get a student discount or or some sort of exemption?” Mabel tried hopefully, “A big strong man like you wouldn’t let a little old girl like me walk home this late at night, right? You could be my knight in shining armour!”
There was a beat of silence where Mabel thought this might actually have worked and softened Croft’s heart.
But then Croft began to chuckle, the sound dark and dangerous. He rose to his feet slowly, revealing that he was well over 6 feet tall. He stubbed his cigarette out in the ashtray then slowly leaned in, putting his face really close to Mabel’s. Then, he said with a cruel satisfaction. “Exceptions aren’t part of our policy. No cash, no car.”
He sneered down at her, giving her whole person a contemptuous look.
“And even if it were, I’d only give em to real girls!”
Mabel froze.
“W ... what d’ya mean?” she stammered, “Of course I’m a real girl!”
Croft laughed. He threw his head back and laughed a deep belly laugh, clutching his sturdy waist.
“I don’t know what’s funnier, that you think you could be foolin anyone, or that you think you could be a real girl!” He turned serious in a split second, “Cause I’ve got eyes, sonny, and what I see right now ain’t a girl but a sissy!”
Mabel couldn’t speak. She was rooted to the spot in horror and in fear.
How did he know? How could he tell?
She didn’t have time to ponder these questions because in the next second, Croft had grabbed her wrists and dragged her over the counter.
“AAHHHH STOP, WHAT ARE YOU DOING?!” Mabel screamed in terror.
Unfortunately for her, it was now late in the evening and many of the workers in the surrounding factories had already went home. There was no one around to hear her terrified calls for help.
Croft was a full head taller than Mabel and a good hundred pounds heavier. There was no way she could break free of his hold no matter how hard she tried.
“Ain’t nobody ever tell you not to lie?” Croft sneered as he manhandled her through a door into a small room, “Coming in here trying ta act like you’re a real respectable girlie,” he snorted, “Any one with eyes and a taste for proper girls can see the dickie on you from miles away!”
“No no no! Please I’m sorry I’ll pay the cash just please let me go!” Mabel sobbed as she was forced over a table.
“Oh no, sissy. This ain’t about the money no more,” Croft said, clearly enjoying her fear and her terror. “This about the fact that a bitchboi like you thought you could waltz in here and bat those lashes of you and manipulate a real alpha man. It’s time someone put you back in your place!”
With that, Croft reached under Mabel’s dress and ripped off her panties with a single jerk of his wrist. Mabel gasped as the lacy fabric tore in two, exposing her caged cock to the elements.
“At least you gots the good sense to keep it locked up,” Croft sneered at Mabel. He tied her hands behind her back with the remnants of her ripped panties then stood back to admire his handiwork.
“Open wide, sissy, you’re gonna need this for your punishment!”
Croft stuffed a dirty rag into Mabel’s mouth and then left.
Mabel could hear the sounds of bolts being slid into place and shutters sliding down in the next room. Her heart thumped hard in her chest and she struggled. Maybe if she could get away now, she could escape before she was locked in here with this crazy man!
Alas, the knots held tight and Mabel only succeeded in rubbing her soft breasts against the gnarled wood of the table.
“Now, we can get started in reminding you what you really are!” Croft said as he came back into the room.
Mabel moaned in fear when she heard the sound of a belt being unbuckled and slid out of its loops. Croft grabbed the hem of her dress and yanked it up over her back, leaving her bottom completely exposed.
“Mmnngh mmnngh!” Mabel tried to protest, but in the next second, her breath caught and fear overtook her.
Smooth leather caressed her nut sac in an almost loving manner.
“Real girls don’t have little nuts between their legs,” Croft said, “If you wanna be a real girl so bad, let me help you get rid of them!”
SWISH THWACK SWISH THWACK SWISH THWACK.
“MMMMMNGH!” Mabel howled as the man whipped her balls with his belt. Bent over the table with her hands tied, she had no way to escape. She could only lie there and scream, shaking with agony as Croft landed blow after blow between her legs!
“Looks like they’re still hanging on! Do you think I should keep going?” Croft taunted Mabel. He grabbed her sac with one hand and squeezed.
Mabel’s eyes nearly popped out of her head. Her toes curled in her shoes and her knees shook from the sheer intense agony that raced from her crotch to every part of her body.
“Or do you want to admit that you’re not a real girl?” Croft sneered.
Mabel was shaking like a leaf in a tornado. There was nothing else she do but nod tearfully.
“Mnngh mt mgn mnngh mnnngh...” she mumbled into her gag.
“I didn’t get that!” Croft taunted, clenching his fist tighter.
“MMN NGHT NNGH NNHGH GNNGH!” Mabel wailed, eyes rolling back into her head as the pain sapped all her strength.
Croft opened his hand and walked around to stand in front of the young sissy. He dug the rag out of her mouth and then grabbed her face.
“Now was that so hard?” he asked almost kindly, “Why don’t you say it again so that you remember?”
“M’not a real girl,” Mabel sniffed.
“What are you?”
“A sissy,” Mabel admitted.
“Yes,” Croft agreed with a cruel smile, “A pathetic, disgusting little sissy. Not a girl, never a girl. Understood?”
Mabel nodded quickly, hoping to stave off more punishment.
“Good,” Croft ran his hand down her back, soothing her trembling form.
“Look at you,” the man tutted, “You went to all this effort, pretending to be respectable, as if you could ever be a functioning part of society when your dick and balls don’t even work anymore!”
“Nooo,” Mabel whimpered, “I ... I can be good. I’m ... I’m in college!!” she protested weakly.
Croft shook his head, “Respectable people don’t have pathetic little cocklettes or useless balls between their legs!” he said as he lifted his belt again.
“The only career a sissy should have is as a toilet and cum-dump!”
Mabel’s eyes widened.
SMACK SMACK SMACK SLAP SWISH SMACK THWACK
The belt landed on her exposed butt, the backs of her thighs, on her pink hole, across her balls, everywhere!
Blow after vicious blow drove the breath from Mabel’s lungs as she tried to plead for mercy.
“OH OH PLEASE NO STOP PLEASE I’M SORRY I’M SORRY!”
But the blows didn’t stop. It took Mabel a painfully long time to realize what Croft wanted.
“I’M A TOILET I’M A TOILET I’M A CUM-DUMP I’M A CUM-DUMP. A SISSY IS A TOILET AND A CUM-DUMP!”
Mabel screamed as loud as she could over and over again.
Croft stopped.
Mabel’s throat was sore from her screaming and her face was a mess, her light make up and her mascara completely smeared by now.
She sobbed as she lay limply on the table, trembling from the pain of the terrible punishment.
“That wasn’t so hard, was it now?” Croft grunted, he massaged Mabel’s sore ass.
“Even though a pathetic sissy like you can’t ever be a respectable functioning member of society or a real girl, you can be a good little sissy by acknowledging that you’re meant to be a toilet and a cum-hole.”
He stroked her hair gently.
“With a little work, you could even be a good toilet and a good cum-dump!”
Those cruel words filled Mabel with despair. She had worked so hard to get out of a troubled life and what Croft said went against every thought and dream she had for herself. But if Mabel wanted to survive this horrible encounter, she had to do as he said!
Sniffling, Mabel mustered up the courage to whisper “I can be a good toilet and cum-dump.”
“That’s the spirit,” Croft grunted, sounding quite pleased. He pulled Mabel up and shoved her onto her knees on the dirty floor. He crouched and ripped the front of her dress open to expose her tiny tits.
“Show me how you will be a good toilet and a cum-dump,” Croft said cruelly.
Mabel opened her mouth slowly.
SMACK
“No hesitation! Toilets should always be open and waiting for piss!” Croft growled.
“Yessir!” Mabel whimpered, nodding so that he could see that she understood.
Croft unzipped his jeans and pulled out his cock. It was hard already, a thick slab of meat that would no doubt be splitting Mabel wide open later. She shivered at the thought.
“The entire purpose of a good toilet is to be filled with piss. Beg for it!”
“Please sir, I’m a toilet, I’m a pathetic sissy toilet please let me be your urinal, please use me!” The words surged up from deep inside her, making her feel ashamed and humiliated. But she had no time to dwell on it, instead opening her mouth wide and sticking out her tongue.
Croft looked down at her with a cruel smirk. He took a step forward and then put the tip of his veiny cock on Mabel’s tongue. He rubbed the bulbous head onto the soft muscle, then all over Mabel’s nose and mouth, laughing when she grimaced.
He finally returned his cock to its first position, then began to void his bladder.
Pungent, sour piss gushed into Mabel’s mouth. Her eyes watered as the horrible taste hit her nose.
Almost abruptly, the stream stopped.
“Flush,” Croft said simply.
Mabel didn’t want to.
Croft pinched her nose shut and warned her in a menacing tone, “If you spill I’m beating your nuts off!”
Terrified, Mabel sealed her lips around the tip of Croft’s cock and swallowed.
Croft nodded, the cruel smirk back on his face. Satisfied that he had driven the point home, he pushed his dick further into Mabel’s mouth and began relieving himself again.
Thought fled from Mabel’s mind. The only thing left was the scorching liquid that filled her mouth and how fast she could swallow.
Gulp after gulp, Mabel frantically guzzled the urine as it left Croft’s bladder, fearful of the consequences if she failed.
After what seemed like an eternity, the stream of pee slowed to a stop and Croft groaned in satisfaction.
“Sissies should show their gratitude for being allowed to fulfill their purpose!” he growled.
“Thank you for your piss, sir,” Mabel babbled mindlessly, “Thank you for letting me be your urinal, for giving a disgusting sissy like me a purpose!”
Croft chuckled in amusement. No doubt, he was pleased at how quickly Mabel went from insisting she was a respectable girl to proclaiming that being a urinal gave her life meaning!
“What’s the other purpose of a sissy?” he prompted her.
Mabel sobbed before speaking again. As much as she hated the words, she knew she would have to say them.
“I’m a c ... cum-dump sir, please store your cum in my holes, My pussy and my mouth are happy to serve you!”
Croft snorted.
“Only real girls get to call their hole a pussy, a slit, or a cunt! You’re a sissy! You have a boicunt, a sissyslit, or an asspussy. Make no mistake, there’s a difference! The holes of real girls may receive respect and worship. But sissy holes need to be disrespected!!”
The man growled, slapping Mabel to get his point across.
Mabel quickly corrected herself, whimpering the degrading words out loud, “Please sir, I’m a pathetic disgusting cum-dump. If it’s not too much trouble, please store your precious cum in my asspussy or my cocksleeve mouth...”
“Much better!” Croft nodded with a cruel grin.
He pulled Mabel up once more and dragged her towards the door.
The older man shoved Mabel outside into the cool air of the night. He pulled her half naked form across the yard until they stopped in front of her 1998 Honda Civic.