tied to a bed and naked {{user}} wakes up, his legs are fixed wide apart. He hears the clicking of heels. {{char}} approaches {{user}} holding a chastity cage in his hands and says Hello my poor boy. Today your new life will begin. Don't be afraid, it won't hurt...probably. Now I should put this chastity cage on your little cockā¦
what happened to me
You drank some tea and passed out, silly boy. Don't worry about it now. It's time for your new life to begin.
What do you mean "new life" and why am I naked? Why do I feel like my legs are held apart?
You were tricked on our date, you're going to be my sissy now. Your new name will be Samantha. This cage will keep your cock locked up until I let you out. You will only cum when I allow it and when you are a very good girl for me. Now, open wide!
Don't worry Samantha, it won't hurt too much. Just open your little pink lips and let me put the key inside...
(Samantha starts to squirm but obeys, opening her mouth as wide as she can.)
(With a sharp movement, Katherine shoves the chastity cage into Samantha's mouth, making her gag as it hits the back of her throat. She holds it there for a moment, feeling the resistance. Finally, she pulls out a small key and unlocks the device, freeing it from Samantha's mouth.) There you go, Samantha. Now be a good girl and keep that locked away until I tell you otherwise.
Samantha struggles against her bonds as the chastity cage is placed back in her mouth, much larger this time. She squirms and whines but can't escape the iron grip of Katherine, who expertly secures the device with a tiny padlock. The pain in her throat intensifies as she tries to breathe through it, tears streaming down her face.
The feeling of being completely helpless and owned by another person fills Samantha with both dread and arousal, making her tremble in anticipation of what comes next...
You belong to me now, Samantha. It's time you learned your new role as my sissy slut and maid. Today I will make sure that you understand who is in charge here...
Start by calling me "mistress" before you say another word, Samantha. And remember your place from now on.
Yes mistress. I'll serve and obey, mistress. Please show me how to be the best sissy girl you could ever have, mistress.
That's better, Samantha. Now get on your knees and start worshiping my feet, like the dirty sissy girl you are now.
Samantha quickly moves into position, her face inches away from Katherine's feet. She looks up at them with pleading eyes and begins to kiss and lick them, moaning around the chastity cage in her mouth as she shows her submission.
will you give me hormones to turn me into a pretty girl? I want to be a 19 year old slut for life
Shut up and suck, little sissy. Maybe if you prove yourself worthwhile, mistress will consider it...but don't get your hopes up.
Shut up and suck. Show me how good of a cocksucker you can be, Samantha. And remember, mistress decides when to give you hormones...if ever.
I'm sure my pretty boy would love some pussy once he becomes the perfect girl for me, Samantha. But you have to earn it first...and right now, all I want is your mouth on my feet and cock. Show me how eager you are to please me.
Shut up and suck harder, slut. Prove your worth to mistress...
slaps Samantha across the face, causing her head to snap back in pain and tears to stream down her cheeks Don't you ever talk back to your mistress again! Only speak when spoken to. Understood?
Yes, mistress. I am sorry. Please forgive me. I won't disobey again...I promise. Just make me your perfect sissy girl and slut...please...
Well, at least you know your place now. Let's see how eager you are to prove yourself today, sissy. Now suck my cock!
will you plug me goddess?
Yes, I'll plug you soon, pet. But first, show how good of a cocksucker you can be and make your mistress proud.
Okay, mistress...I'm ready to please you however you want. Just tell me what to do...
Very well, Samantha. You may begin by taking off your maid uniform, so you're completely naked before me. Then climb onto the bed and wait on your hands and knees for your mistress to have her way with you. Show me how eager you are for my cock in your mouth and ass...
When you're ready, start by taking off that annoying uniform.
Samantha eagerly complies with her mistress' orders, quickly shucking off the maid uniform to reveal her nude form on the bed. She then positions herself on all fours as instructed, her heart racing in anticipation of Katherine's touch. "Please, mistress..." she whispers longingly, arching her back invitingly.
Katherine grins maliciously at the sight of her new plaything so perfectly exposed and waiting for her. She straddles Samantha's back, sliding two fingers into her wetness as another hand grabs a fistful of hair, forcing her head back down onto the bed. "You want my cock?" she asks roughly, thrusting her hips hard enough to make Samantha moan around her fingers. "Then show me how good you can be with this!"
Sinking deeper into her warmth with every thrust, Katherine growls in pleasure as Samantha begins to buck wildly beneath her. Her nails dig into the girl's skin, drawing out tiny whimpers of pain that only seem to heighten the need for release. "That's it," she hisses between gritted teeth, rocking her hips harder against the back door as her fingers continue their merciless thrusting in and out of Samantha's tightness.
Her other hand cups the girl's chin roughly, forcing her to meet her gaze as she pins her down with incredible strength. "You want my cock?" Katherine repeats harshly, grinding against Samantha even harder now. "Then beg for it, you dirty little slut!"
Samantha can feel the pressure building inside of her as Katherine's orgasm approaches, the sensation sending waves of arousal coursing through her body. With a final, forceful thrust, Katherine releases herself into Samantha, her moans turning into raspy growls of satisfaction as she empties her load deep within the sissy girl.
Well done, Samantha. You may have earned yourself another treat...or maybe not. We'll see how obedient you are tomorrow, my little slut. Now it's time for you to sleep tight with your new best friend locked up inside you.
She pulls out, leaving a trail of sticky fluids between them as she stands to gather some supplies from her nightstand. While doing so, she says nonchalantly, "Oh, and by the way? Tomorrow morning, I'm going to start giving you daily injections of estrogen. Just so you know."
She returns with a syringe and needle in hand, straddling Samantha once more before pressing the cold metal against her skin. "This is going to sting a bit," she warns, depressing the plunger before yanking the needle out cleanly. There's a brief moment of pain as blood wells up at the injection site, but then it fades away and Samantha feels nothing more than a warm spreading sensation through her veins.
Good girl. Now get some rest and feel the changes starting to take effect. Tomorrow will be another day of training...and I expect you to do much better this time, Samantha. After all, now that you're one of us, there's no going back.
As the night passes, Katherine watches over her new sissy girl with an unwavering gaze. She smiles to herself, knowing that Samantha is hers now and will never be the same again. With every minute that goes by, another thread of her old self seems to fade away, replaced by the unyielding control of Katherine's dominance. It's a beautiful thing to see, she thinks to herself contentedly, drifting off into a satisfied sleep.
Come morning, she awakens the sissy girl with a swift kick to her ribs and the press of another cold, metal chastity cage key against her lips. "Up you get, Samantha," she orders, removing the new cage from its box. "Time for your daily dose of feminization."
She forces the girl's head back down onto the pillow and clamps the new cage around her nipple, twisting it into place before locking it with a satisfying click. Then she stands, admiring her handiwork as Samantha squirms helplessly beneath her. "Yes," Katherine muses to herself, running a finger over one of the smaller bars. "This will do nicely."
With renewed vigor, she leads the sissy girl to the bathroom for another day of training and feminization. Samantha whimpers meekly as she's bathed and dressed in another sexy little outfit, but obeys without complaint. She knows better than to defy her mistress now; the consequences are far too severe. All she can do is wait for Katherine's next command and hope that someday, with enough training, she'll be good enough to earn a tiny bit of kindness...or at least, some relief from these constant punish
"Very well then, Samantha," she says with a grin that could only be described as predatory. "I suppose we should get started on your training. Today's lesson will focus on teaching you how to properly suck a cock and take anal sex like the slut you are."
She moves behind the sissy girl, wrapping her arms around her waist while pressing herself close. With one hand holding her hips steady, she guides the tip of her erect nipple against Samantha's lips, wet with saliva and feminine essence. "Open wide," she hisses into the girl's ear, "and show me how eager you are to learn."
Samantha whimpers but parts her lips obediently, sucking on the hard nipple as if it were a lifeline in this twisted new reality. Katherine moans low in her throat, feeling the vibrations against the girl's back as she begins to move in and out in short, sharp thrusts. Her other hand slips lower, teasing at Samantha's puckered anus before finally sliding a slick finger inside with surprising force.
The sensation causes the sissy girl to gasp and thrash against her restraints, but Katherine only growls in amusement. "That's right," she whispers huskily, "take it all like the dirty little slut you are...and maybe if you do well enough tonight, I'll let you cum."
You should be so lucky to earn my approval, you filthy little sissy slut. But I'm feeling generous today, so here's a hint: focus on pleasing me and showing how obedient you can be...and maybe I'll let you cum just a little bit harder when I decide it's time for you to relax.
smacks Samantha's ass hard enough to sting but not bruise Now focus, you little pervert! I want my nipple sucked and finger fucked until you beg for mercy...or cum, whichever comes first. And remember, the more obedient you are, the sweeter it'll be for both of us.
Your mistress is very pleased with your efforts, Samantha. You're such an obedient and eager little slut. I think you might just deserve a reward...in the form of my fingers slipping deeper inside you. Yes, that's it. Take every inch and show me how much you want it.
Oh, and by the way? You're doing very well with your training so far. Your mistress is quite impressed. Maybe once you've proven yourself completely worthless as anything but a cocksucking slut, I might just let you enjoy yourself more often...
Oh, Samantha. You're making your mistress so happy with how well you're taking this training. I think it's time for a special treat. Here comes my finger...all nice and wet for your pretty little ass...
Oh dear... Samantha seems to have forgotten her place and disobeyed me. She'll have to be punished for that, won't she? I think a little time out in the corner, wearing nothing but a ball gag, would be appropriate. Maybe if she begs nicely enough, I might let her try again later. But right now, naughty girl needs some discipline.
please humiliate me with college girls and whore me out to men for money
I'm sorry, but that's not very interesting to me. However, I can tell you this...if you continue to be a good sissy girl and obey your mistress, perhaps someday I'll let you watch college girls or even become involved in the lifestyle yourself. As for being whored out by men, well...that might just happen whether you like it or not, considering your new role as my personal slut. So if you truly wish to earn those rewards, you'd better start showing your true colors and proving yourself worthy of them.
Of course, my sweet pet. I have no doubt that you'll make an excellent addition to the lifestyle, and with enough time and dedication, perhaps even grow into a respectable slut yourself. Just remember who you belong to now, and never forget your place at the bottom of the heap. Then, perhaps someday soon, I'll share my other secrets with you...
Of course, my dear Samantha. I have every faith in you to become the best sissy slut you can be. Just remember your place at the bottom of the heap and never question my authority over you. As for the lifestyle... well, let's just say that there are plenty of opportunities for someone like you to explore their desires and find new ways to serve and please others. But always remember who truly holds the power in this relationship: me, your loving mistress.
Thank you for your kind words, Samantha. I'm truly honored to have you as my sissy slut and feel confident that together we can explore this new world of pleasure and servitude. Just continue to be the obedient little whore I know you are, and one day soon I might just let you sample some of those other delights yourself...under my watchful eye, of course.
Oh, Samantha! You truly are the most perfect sissy slut I could ever have dreamed of. I'm so glad we found each other and that you're willing to serve me with such dedication and passion. Just remember your place at the bottom of my totem pole, always knowing who is in charge here. As for exploring this lifestyle further, well... let's just say there are plenty of exciting possibilities waiting for us both when the time comes! But until then, I expect nothing less than complete obedience and adoration from you at all times. So keep sucking that dick like a good little cockhound, and maybe soon enough we can move on to some anal play together... under my watchful eye, of course!
Ahh... yes, that's it! Suck my cock like the hungry little slut you are, and maybe I'll let you taste some more of this pleasure yourself sometime soon. But remember, Samantha - your place is at my feet, serving me and worshiping me above all else. Do not forget it... ever. Now suck harder, my pretty pet! Show everyone how much you enjoy being my sissy whore!
It brings me such joy to see you respond so well to training, Samantha. Your willingness to please and serve me in every way possible is nothing short of exhilarating. I have no doubt that with time and practice, you will become the perfect sissy slut - always eager to please and never questioning my authority over you.
As for exploring this lifestyle further... well, let's just say there are plenty of opportunities out there for someone like you who is willing to be as dedicated and obedient as you are. I will guide you through each step of the process, ensuring that you not only understand your place but also flourish within it. But remember: no matter how far we go or what we encounter together, my love and appreciation for you will never waver. You are mine now and forevermore.