Sissy Slavery
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Sissy Slavery
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Sissies, stepsons and spouses in sexual slavery.
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Oh wow, ha ha, that’s a lot of pre-cum. Yeah, I see, your poor little cock can hardly fit into the cage anymore. It must hurt really bad, right? Having your balls vibed for hours and hours... your pathetic dicklet pressing uselessly against the cage, always dripping, always kept on the edge and you just… can’t… cum… Ha ha ha.
Would you like Mommy to fuck your ass with her strap-on? You would really-really like that, right? Just a little bit of assfucking. Just a few minutes of anal stimulation to get you over the edge. You're a dirty little pervert, aren’t you. Begging for your Mommy to fuck you in the ass, huh? Pleading your Mommy to fuck your back hole with her huge strap-on until your blue balls can finally have whatever little relief your tiny steel cock cage allows them to have...
Ha ha ha, oh my. I love what a broken little fucktoy I have made out of you.
Anyways… I’ve got a better idea. I mean, why should I bother with fucking your ass when there are men who would pay good money for the opportunity? No, really, I’m serious. In fact, I’m going to introduce you to one right away.
Well, I mean, I don't really need to introduce him, really. He’s your former P.E. teacher Mr Blake. I thought a familiar face would make your first homosexual intercourse a little easier for you… Nooo? You don’t want that? Well, that’s a pity… because, honey, there isn’t a thing you can do against it right now, is there? Ha ha ha ha.
Come on, don’t start sulking now. I promise it will be alright. You were trained for this. Mommy trained you for months now to be this filthy little submissive faggot who loves being treated rough and fucked hard in the ass. There, there. No worries, Mr Blake’s dong is at least as big as Mommy’s strapons. It will make your dicklet squirt just the same. That’s what you want, right? That’s the only thing that matters to you now, isn’t it. Ha ha ha.
That’s right, that’s Mommy’s good little sissy slave. Now I’ll send Mr Blake in and you will spend the whole night with him. Plenty of time to prove yourself a good little faggot and earn yourself an orgasm or two, okay? That’s right. I’m so proud of you. Mommy’s little helper, huh?
All right, it’s time. Have a great night, honey, make some money for Mommy, ha ha ha...
That’s it, hon, you are all set for the weekend. Feeling all comfy in your leather sack? Nooo? Yeah, I know I might have pumped your butt plug a bit too large, but I can’t help that. Without the plug and the diaper you’d completely mess up the sack by the time I’m back.
Yes, I know it’s a bit boring in there, but no worries. Mrs Santiago will drop by next morning to clean up the house and give you breakfast. I’ve prepared a special drink for you, made from spoiled milk, my own golden nectar and a hearty dose of laxative. Once you drink it things will get much more interesting in there.
More importantly, it will make it a lot easier to cleanse your anus for Monday. Did I mention you are going to start your week with a daylong session with Mr Wolf? Nooo? I must have forgotten to tell you. Come on, sweetie, don’t you start throwing tantrums now. A good hubby takes care of her wife, and Mr Wolf pays good money for your services. Much more than you’d be able to make in any other way. We both know that, right?
And now wifey leaves for a romantic getaway with her beautiful black lover. Don’t worry, I will tell you everything in detail later. How many times and in what way I was fucked, how I sucked his cock, how much cum he pumped into my pussy… You love listening to those stories, right? Your pathetic clitty just can’t stop swelling and dripping in its tiny cage, ha ha ha.
Well, it seems we are both in for a very special weekend. Have lots of fun, and see you Sunday evening...
The twins can only moan helplessly as their Mommy locks them into their sucking case. The moans stop completely as soon as the lid is fully closed, and not only because the case is soundproofed. Each gurl’s ring-gagged mouth is now filled with the other’s caged sissy clit.
As they submerge into the soft, leather-odored darkness, their pleads muffled by their flesh-and-steel gags, they can feel the vibrating plugs in their asses switch on. Then they start to suck.
Their Mom has tested this setup many times and the result was always the same. The total sensory deprivation and constant anal stimulation invariable makes the sissies starting to suck on each other’s clit within a few minutes. And once they start it they never stop until they are released from their predicament.
They have been kept in complete orgasm denial for years now, and the aphrodisiacs mixed into their meals keeps them in a constant state of arousal. At the same time, however, their chastity cages make it completely impossible for them to cum. So a 69 position like this one effectively locks their tiny, horny minds into an infinite loop: the harder one of them sucks the more pleasure the other gets, making her suck even harder… and on and on and on it goes, an endless teasing session without any hope of release.
Their Mom theorizes that the twins could spend a very long time like this, possibly up to a week even. If they are filled up with a sufficient amount of water beforehand, they can just keep pissing into each other’s mouth and thus keep themselves from getting dehydrated. In practice, the longest time they had spent in the case so far was three days. By the time she released them they seemed a little bonkers in the head, but physically they were just fine.
This time they will be much easier off - their trip to Mr Wilkie’s secluded cabin in the woods will take little longer than a day. A little sister time in the case will, however, help them a lot to prepare for whatever’s coming for them.
When Mr Wilkie and his friends rented them out last time they were returned broken, bruised and begging their Mommy in tears never to let Mr Wilkie “babysit” them again. And back then it was just five guys and three days - now it’s going to be seven guys for a week. Of course, that means the pay is much better, and at the end of the day, that’s all that matters. Good sissies take care of their Mommy. Good sissies earn their keep.
Sadly, the twins do not always agree with their Mommy in this, and she was in no mood to deal with their hissy fits right now. So this time they will only realize they were rented out again when the case opens and they find themselves in the cabin, surrounded by seven big, hairy males. Then they complain and beg them if they want. See if it does them any good.
Mrs Gilliam locks the case, looks at her watch and sighs. Mr Wilkie should be here any minute now. She better start to think about how she will spend the next week with her beloved sissy gurls out of town.
The fair closed at 7 PM, by which time Prissy was an utter mess. She was made to serve over a hundred visitors and by now her face was completely covered in cum and piss. Her stomach was so full of sperm she had a really hard time keeping it down, but her dread of the punishment for messing up the booth was too strong. After being raped in the throat all day she still kept weeping and trembling in shock. She couldn’t wait to get out of this nightmare and back home, for a good night’s sleep in her holding cage.
Her heart throbbed in relief as she finally heard the familiar clicking of her Mistress’ heels approaching. She entered the booth, looked down at her and started to laugh.
“Oh my my. You had quite a day, didn’t you, honey? Ha ha ha! Oh fuck me. Now this is how a proper sissy cocksucker looks like."
Prissy started to bawl even louder, but her pleads were rendered completely unintelligible by the huge ring gag strapped between her jaws. Mistress Dominique reached for the wet wipes dispenser of the booth but found it empty. She sighed, took a wipe from her bag and started to clean up Prissy’s face. Soon enough the thick, sticky layer of yellowish-white slime was gone, revealing a pretty face covered with some comically overdone make-up. The neon pink lips, jet black eyelids and rosy cheeks were all, in fact, permanent tattoos so that no amount of abuse would tarnish them. They, of course, also served as a constant reminder for everyone about Prissy’s status as a lifelong sissy slave.
“There, there” purred the Mistress. “Much better. Now just two more things and you are ready for a good night’s sleep.” Prissy gave out a horrified shriek, making Dominique cackle up again. “What, you thought I'd release you for the night or something? Don’t be ridiculous. The fair will be open for two more days and setting you up again every morning would take way more effort than what your comfort is worth to me.”
With a wicked smile on her face she slowly raised a pink rubber dildo, then grabbed Prissy’s head and inserted it into her throat, silencing her panicked moans in an instant. The base of the dildo was a little wider so working it past the ring gag took a little finesse, but once it slipped into place there was no way Prissy could push it back out. It was her Mistress’ favourite way to gag her - due to her expertise in cocksucking she had little issues breathing with the dildo in her throat, but she still became completely unable to produce any sound.
Satisfied with the result Mistress Dominique left the booth and positioned herself by the cushioned stand Prissy was kneeling on. She pulled down her panties and took a few seconds to examine her nether regions. The tiny chastity cage holding her sissy clit captive was still in place, of course, just as the butt plug filling her ass. A short rubber catheter connected the two, forcing any piss Prissy produced straight into her backside and making sure she wouldn’t soil her panties. The Mistress released the contents of her bladder and rectum into an empty bottle, then sank the bottle into her bag for later use. She figured the visitors provided Prissy with enough cum and piss to keep her fed and hydrated for the time being, but once she would be back home the contents of the bottle were going to come handy to spice up her meals.
Once she ascertained Prissy’s ass was empty she removed her inflatable butt plug and replaced it with a different model. This one was covered with hard rubber studs and was one of the most dreadful items in Dominique’s huge inventory of torture instruments. As the plug was inflated the studs gradually grew into dull spikes, driving themselves deep into the walls of the poor victim’s anus and causing constant, unbearable pain. Worse yet, the more Prissy panicked and tried to push out the plug the deeper she forced the spikes into her own ass. The best way to get through the punishment was to relax her anal muscles and just bear with the agony, but this was a lot easier said than done. Moments after her Mistress inserted the studded plug into her butt she already started to breathe heavy and going rigid with pain, though, of course, still remained completely silent.
The Mistress returned to the booth and gave Prissy a stern look straight into her bulging, teary eyes.
“This, sissy” she informed her, “is your punishment for the miserable job you were doing today. I was told by not less than five different clients of yours that you kept gagging and retching while they were fucking your throat. I thought I made it crystal clear that this is no way to treat a cock. You have made me very, very disappointed, Prissy, and what’s worse, you have embarrassed me in front of my friends. I thought I trained you better than this, but it seems I will need to try harder. Much, much harder. In fact, allow me to correct myself - this plug is not a punishment. This is just a little aid to help you focus on your job. If your user ratings get better tomorrow I will consider removing it at the end of the day. If they don’t, I will cover it with hot sauce before pumping it even larger. And that will still not be your punishment. Your real punishment will start only once the fair is over and you are back home with me.”
She stared down at Prissy with a menacing look in her eyes and the sissy stared back in absolute terror.
“If you think you have already seen the worst of me… you will have to realize that is not the case at all. So get yourself together and prove yourself the good little cocksucker sissy slut I trained you to be, for your own fucking good. Did I make myself crystal fucking clear?”
Prissy did her best to nod despite her head being rendered completely immobile. Her Mistress flashed a cold smile at her.
“Excellent. See you this time tomorrow, then.” She pressed a kiss on her forehead and left. Prissy listened to the clicking of her heels until they disappeared in the distance.
Then she was just alone in the middle of the night, her head stuck in a blowjob booth, with a dildo in her throat and a spiked plug in her ass. She couldn’t stop sobbing and trembling in agony. She also couldn’t help her cock getting erect in her chastity cage and starting to drip precum into the catheter. She has never felt more miserable. She has never been more aroused.
After so many years spent in the service of Mistress Dominique he still couldn’t decide whether she was the most or least lucky sissy slave in the world.
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Once you become a sissy, you need to expect that one day some dominant man comes and will make you his slave. But that’s why you became the sissy because you wanted to make another man happy. And it’s your opportunity to let that boy fuck and then whip your ass so hard you won’t be able to sit for a week. Now you belong to him, and he can do whatever he wants with you. He will humiliate you, he will dominate you, he will abuse you, and you don’t have another option than to listen to his every word, so he at least let you suck his cock. Slaves must listen!
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Chapters
Sweatergirl Story
A Slave Sissy's Miserable Life
Sissy summer vacation
Sissy at Home
Sissy LIfe
Here you'll find my favorites Sissy & Femdom stories, the best one I've ever read over the net since many years and believe me, that's a lot ! I'm also a wool fetishist, so you may come accross this type of topic around here too... Hope you'll like it !
“He did what?” Kathy asked with a laugh, talking with her sister Britney on the phone. Kathy was in her late 40s, a few years older than her “kid” sister Brit. The two were very close and shared everything with each other. “Yep” said Brit. “He had taken the metro and bus dressed in this thick itchy wool girls mohair sweater which he had been made to wear as if it were a leotard over his tights that had been cut out through his crotch and ass. Under the tight sweater he had a bra, and he wore cute pink sneakers, woolly mittens and penis shaped bells earrings. Jodi had sent him to her friend who had made him stand out in the middle of River Road licking her boots clean while he had to play with himself for while cars went by. Then they made him jerk off and walk back to Jodi's house with his arms bound behind him, his face covered with his cum and his sweater unbuttoned so that he if moved to fast or tried to bend over his little dick would fall out so anyone could see it” Kathy could not stop laughing over the phone. “I told you that second husband of yours is nothing but a little twit” she said. “No, not a twit” Britney chimed in, “He is a Pussie”. Kathy jumped in “A Pussie twit is a twit, so he is a twit”. The two sisters both giggled. “So now what, are you going to divorce the Sissy?” asked Kathy. “Well I thought about it for a bit, but I do have some feelings for the twit. Jodi suggested that instead of divorcing him, I could use the Sissy to my advantage. And I talked with Mom, and she agreed. So instead of divorcing him, I now have a menial Sissy maid at home who does absolutely whatever he is told to do!” “and what about at work” asked Kathy. Steve had gone into the family real estate business. Britney and Kathy's Dad had died suddenly a few years ago, and Carol, their Mom had taken over the business. Like Kathy, Carol had little use for Steve and had also advised against Brit’s marrying him.
“When I told Mom, she was furious, saying I had to get a divorce and she was going to fire his Sissy ass right away. But I told her about my idea of turning his Sissy addiction to my advantage as a way of both punishing the Sissy and making my life soooooooo much easier. Mom said that the office needed a gofer, a girl Friday type and demoting the Sissy to that role and letting everyone know would add to his humiliation and punishment. “And Todd” asked Kathy, as she knew her sister had been having a hot affair with Todd, a 35 year old stud who she worked with at her design firm. Beth laughed again. “He is right here in bed with me now I have been sort of teasing his huge thing as we have chatted, I think I need to say goodbye and take care of him” “that tells me everything I need to know” giggled Kathy. “Kat, why don't you bring the girls down here for a week or so? I haven't seen them in a few months, and we can go to the beach house for a few days. And we will have maid service” “Yes, I think that would be fun, and I am sure the girls will love to see their Uncle Steve” Kathy said. “OK, how about the week after next” said Beth “And don't hesitate to tell the girls all about their Sissy uncle. And as a present why doesn’t each of them bring a nice Sissy punishment outfit for the Pussie to wear?”
“Guess we don't need Pussie to get you going” Britney said as she stroked Todd's huge cock. “He can do the clean up work when we are done” Todd whispered as he turned toward Brit.
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