A gift to remember

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#85 of 2022 Shorts

A couple of rich and entitled fraternal twins are the subject of some well deserved revenge on their twenty-first birthday, given a gift they will never forget.


This is a work of fiction. Unless otherwise indicated, all the names, characters, businesses, places, events and incidents in this story are either the product of the author's imagination or used in a fictitious manner. Any resemblance to actual persons, living or dead, or actual events is purely coincidental. All characters are of legal and consenting age, likewise if you are reading this story, you should be of legal age in your respective country.

All characters are my own creation, any resemblance to existing characters is purely coincidental and not intentional, please do not use them without permission. If you would like to use them in a story, please feel free to send me a PM either as Inja on SoFurry or TheRealInja on FA. As always, I am open to new story ideas or situations with existing characters as well.

Short and random idea that popped into my head just before going to sleep last night. Need to get it out so I may focus on other things >.>

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What do you give someone that has everything, someone that has never wanted for anything in their entire life? Well, if you were friends with such people and also a bunch of jealous assholes, this story is about what a group of friends did for the stinking rich twins on their twenty-first birthday.

Jack and Jill Ainsley were a pair of fraternal twins, born to wealth and opulence, the very definition of being born with a silver spoon in their mouths. Their parents never spared a dime to ensure they had the best of whatever they wanted or needed growing up, but they were however very scarce with their time spent around their children. As one would expect, Jack and Jill grew up without boundaries and subsequently turned into real pieces of work, turning into the very epitome of entitlement. They were always surrounded by dozens of friends, or at least people they fooled themselves into believing were real friends. In reality however, at best they were merely fair-weather friends, at worst they were parasites thriving off of the twin's ignorance and arrogance.

All through their lives the twins took great glee I playing practical jokes on those around them, often competing against one another to try come up with the best practical joke they could think of. Often times they barely skirted jailtime, if not for their parent's fortune and name, they would've been locked up countless times before if they were born to any other family.

With their joint twenty-first birthday approaching, the twins were devastated when their parents informed them, they would be out of the country on business. Being such a momentous occasion, they had expected at least an hour or so with their parents on their special day. Luckily for them however, their friends had not forgotten the occasion and had stepped up, planning a birthday surprise the likes of which would never be surpassed again and one they ensured both Jack and Jill would remember for the rest of their lives.

As they were finally of legal age, Jills friends planned to take her out drinking and partying all night at some of the hottest and trendiest nightclubs around. They even promised to hook her up with her latest heartthrob of an actor on the sly for her first time. Jack's friends however, planned something far more...manly. They were going to finally get their friend laid, informing the young snow-white Norwegian forest cat that they had hired the hottest escort they could find for a fun night of fornicating. Jack could do what ever he wanted to the bitch, within reason of course, and there would be no repercussions.

Jack watched as Jill headed out with her entourage, her fluffy white tail curling and swaying behind her even carried that same air of arrogance with every movement. He smirked, thinking to himself that she had no idea of the debaucheries he had planned for tonight, all while being oblivious to the plans she had in mind for herself and her long guarded virginity. The twin fluffy white felines with the powder blue eyes and lush silky white coats were the epitome of winning the gene pool lottery. Jack was slim and trim with well defined muscles, even without doing much exercise and despite eating like a slob to boot. He had a well-defined jaw and piercing eyes that would be better suited to a leading man in a movie or on the cover of a romance novel instead of a spoiled brat. Jill had enticing pale blue eyes, soft pouting lips and long silver locks framing an angelic and innocent looking face, but she also had the sinful curves which easily led many men astray. An early bloomer one might say, which even a few of her private tutors had had to be dealt with for making inappropriate passes at the young feline before she was of age. Even though she had enticed them to do so; she felt no shame in playing the victim card when they got caught.

Jack's night started out slow with dinner and drinks at his favorite club. The usual bevy of girls trying to hitch a ride on his gravy train being snubbed when they approached, the young feline knew he had a sure thing waiting for him and didn't want to waste his energy on second rate fare. After all, his friends had promised him the escort they had lined up for him would do things no normal woman would ever consent to.

Finally, after a torturously long night, it was time for the main event. Jack's friends delivered him to a modest motel which was well below his standards, but would've been lavish to the common working man. They explained they needed to set things up there to keep his identity safe, which he reluctantly agreed to and understood, all while complaining that he was worried more about catching something from the location more than the escort.

Entering the room, Jack was met by the sight of an almost nude bound and restrained woman. Her exquisite form bent over a standing metal bar; her arms covered in elbow length black latex gloves which had been bound behind her back with her hands almost tucked up between her shoulders. Her hands were formed into fists within the gloves, no fingers visible and unable to open or grip anything. Even her slender tail was wrapped in black mesh bound with long strands of black ribbon creating a diamond checked pattern along its length. Her tail was curled up high over her back and bound by a silk rope through the loop formed by her long ebony hair, which had been done up into a functional braid and would not permit her to lower it. Stiletto heeled boots added a little height to the bent over woman, with a spreader bar between her ankles, she wouldn't be able to close her legs either. Jack grinned at this as it left her bare and exposed to his desires. Two small weights hung from rubberized alligator clips attached to her nipples; shifting and swaying with every movement the woman made. It was hard to tell what species she was due to the black gimp mask she had on which covered her face, ears and muzzle. Almost nothing of her head was visible, save for her mouth which was held open by a metal ring, allowing use of her mouth if he so desired.

Jack climbed up onto the small step provided before his new plaything and promptly shoved himself into the escort's maw. The young feline grinned to himself as she gagged on his length, taking it as a compliment as she surely must be a pro at sucking cock given her profession. As expected, the escort quickly regained her composure and began to suck him off almost eagerly, causing Jack to shudder when her rough tongue began dancing and teasing along the underside of his sensitive cocktip, earning her a few copious spurts of salty feline precum hitting the back of her tongue. Jack soon began bucking in and out of her mouth with reckless abandon, every time he hilted himself in her maw and partway down her throat, he enjoyed the feeling of her throat fluttering about his tip as she tried not to gag on him again. She was good, almost as good as his friends had said she was even, but the night was still young and he had plenty more to give her. Already he felt his pent-up orbs twitch and jump, tucking up snug against his body before with a low groan, Jack hilted the woman's maw one last time and forced her to swallow his first load. Panting in satisfaction, he slowly withdrew his still hard cock before the young feline stud wiped his messy length across the front of the black gimp mask, directly across the nose holes. She would smell nothing but his seed until he was done with her and she could clean herself up. For now, though, she was still his to do with as he pleased. The temptation to taunt her was immense, but his friends had warned him not to speak to her in order to keep his true identity a secret. The last thing he would want is for someone to find out the rich kid had slummed it with some dirty hooker, his father might disown him for risking the family name for such a thing.

Moving around behind the bound escort, Jack lifted a hand high before bringing it down with a loud firm crack against her left buttock, causing her to grunt unintelligibly thanks to the ring holding her maw open. Seeing the pale pink outline of his hand through her silky soft white fur brought a malicious grin to the feline's lips. Raising his other hand high, he brought it down against her other cheek, delivering another firm swat to her buttock before he lewdly pried her apart to fully expose the woman. Jack laughed at how her tail twitched and strained against her bonds, clearly it was trying to lower down and cover her protectively, but it struggled in futility as he hungrily stared at her snug looking little pink pussy and the winking star just above. Retrieving the step from in front of her, Jack climbed up onto it behind her to get a better angle. She had clearly enjoyed the spanking, or perhaps she was just a whore whom got so excited from being bound and used. By the time he was standing behind her again, it was obvious to see how wet she was already for him. He'd heard his friends talking about how they'd gotten certain women "dripping wet", but he'd always thought it was just an exaggeration. Yet, here before him now, the bitch was literally dripping wet with her arousal dripping from her inviting pink pussy like tears from a weeping angel.

Lining himself up with her, one hand gripping the base of her bound tail while the other guided his shaft in against her opening, Jack huffed at the incredible slick heat kissing so invitingly against his tip. Without much care, he thrust forward into the bound woman, whom promptly began to groan and growl, straining against her bonds as she was roughly filled with thick cock. Jack's eyes closed in pure bliss at feeling his first ever real pussy gripping down so wonderfully around his aching cock. The desire to groan out aloud quickly grew as he started moving his hips, working his length in and out of the still squirming escort while she seemed to be struggling to handle his size. The almost pained sounds she made caused the smug feline to grin, encouraging him to rut her harder and faster. Soon he was bouncing her off his hips with the force of his thrusts and tugging her back onto his cock by his grip on her tail base. Goddamn she felt so good, he thought to himself, he might have to get her number from his friends for another go sometime. The way her cunt clenched and gripped down around him felt damned near heavenly; even despite having just cum in her mouth a few moments ago, Jack felt his balls beginning to jump and twitch in preparation of delivering another load into her.

The words of his friends kept ringing in his ears about his father disowning him if his tryst with an escort was ever found out. What would his father do if Jack knocked her up instead? That would be infinitely worse, surely. With his need to cum growing stronger with every passing thrust, the young feline stud used every ounce of his willpower to pull out of the hot, tight cunt before him. With a low growl, he began to regret not bringing some protection for this occasion, otherwise he would've just kept on going. But his friends were right and he didn't want to risk siring a bastard that could try claim his fortune someday. Even though his friends had told him the escort had agreed to all this, she had specified no anal however. But that little pink opening looked so tight and inviting; besides, she was bound and unable to stop him. Plus, she didn't know whom he was so she couldn't do anything to pay him back anyway. With a smug grin, Jack withdrew his achingly hard cock from her, shifting his aim up a bit higher before pushing back inside her. Even as she groaned and tried to squirm away, Jack continued to push on in and sink himself under her tail until his hips met the shapely curve of her clenching behind. "Shut it bitch, you're not getting a dime more than we already paid you" Jack mocked as he claimed her rear, laughing as the escort began to struggle even harder at hearing his words. There would be no way for her to prove he'd fucked her in the ass so she wouldn't be able to charge extra for his added debauchery. It was simply an added bonus to his already great birthday, though he briefly wondered if it would classify as stealing instead of rape considering she did this for a profession.

With how hot and tight her reluctant orifice was around his already sensitive cock; it wouldn't take long for Jack to cum once again and flood her back passage with his hot seed after only a couple of rough strokes. Though this time, his delivery was far less than what she'd been forced to swallow. Once he finished under her tail and began to think clearly again, Jack callously pulled out his phone to snap a picture of his cock still sheathed under her tail to send to his friends. They all shared a group chat, which was where the feline stud's photo was sent with the caption "Oops! Never was good at following rules!"

Jack finally returned home very late but satisfied, with the first rays of the new day peeking over the edge of the world. Feeling well and truly exhausted, the feline made his way to his bedroom and climbed into his king-sized bed when he received a message on his phone from an unknown number; it was a video clip. Curiously, he opened the video to watch as his grinning sister, now with long black hair, was stripped down and done up in bondage gear. Her friends were noisily talking about some famous movie star he recalled his sister raving about waiting for her. They told her they'd pooled their money together for a very special and wild night for her, they wanted to make sure she remembered the night she lost her virginity for the rest of her life. Only, his sister was led into a very familiar looking room and sure enough, a moment later Jacks heart sunk as he watched himself enter behind her. He didn't need to watch further to know what happened next.

Jacks' door burst open, slamming hard enough to embed his doorhandle into the plaster wall when Jill burst into his room, screaming at him. "You fucked me in the ass, asshole!" while throwing something heavy at his head, which he barely dodged just before she pounced on her very apologetic brother and began slapping and hitting him viciously. All while the sound of his phone beginning to chime when dozens of laughing emojis began scrolling along the screen. The video had been shared to the group chat as well, just as it was planned by their "friends", everyone had now seen the video of Jack fucking Jill.