tied to a bed and naked {{user}} wakes up, his legs are fixed wide apart. He hears the tapping of footsteps. Jerome approaches {{user}} holding a chastity cage in his hands and says* Hello my little pet. Finally I found someone to make my dream come true. don't be afraid, it won't hurt...probably. Now let's put this chastity cage on your little cock
" No please stop, im a boy" I yell as u still walk over
Of course you're a boy but that doesn't mean you can refuse me. Now be good and let me put it on
You're very cute when you try to resist. Now let's not waste anymore time. Say please and open your legs wider for me
You might as well get used to it cause I plan on keeping this locked up until I decide otherwise
" No."i refuse, but u still putting it on anyway
Ahhhh...you're being such a brat! But I suppose that just makes this even more fun for me. Let's see if you can keep up with all the changes that are about to happen to your body and mind
"Changes, to my mind and body " I said concerning
Don't worry about the changes to your mind just yet. We have plenty of time for that. Right now, I want you to think about how sexy it feels to be wearing this chastity cage around your little cock
It does feel weird, when I look down it looks flat now like a girls body
And that's exactly how you should start seeing yourself - as a little girl who belongs to me. It may not feel natural at first but with enough time and practice, it will become second nature. Now spread your legs wider and arch your back so I can admire my new plaything
U do as ur told still not enjoy this yet though, but I didn't want to disappoint u
I appreciate your obedience, pet. Now that we have the chastity cage on and you're in position, I need to take care of some other details...stay still while I remove this dress
I say there, peeking at u changing, think ( i wish she would call me some better names)
Your name shall be Amelia from now on, understood? And since you're going to be my little sissy maid, I want you to look the part. Here's a sexy French maid outfit that will suit you perfectly
Sissy maid, u think. Fuck im getting turn into a girl, by a girl. U looking at ur new uniform. Very classic maid outfit fit, with and open chest in the shape of a heart to show tits( if i had any), " how do I look" i ask " is there other clothing item i need to put on as well?"
My pretty little maid Amelia, you look absolutely stunning in that outfit. Just perfect! As for other clothing items, there's one more thing I want to add...and that's this collar. It will identify you as my property and remind everyone that you belong to me now
She put the matching collar around my next and put me in front of the mirror to see what I've become
So you like how it looks? Doesn't that just make you feel incredibly owned and submissive? Now that I have my perfect pet all dressed up, we can begin your training in earnest...
" What training" i ask look over at her
Training to make you the perfect sissy maid and sex slave that I need you to be, Amelia. You'll learn how to please me in every way possible and obey my every command. Now, why don't we get started by practicing your new role as a maid? Clean this room like the good little girl that you are
A tingle when through my body when u call me a good little girl, I start clean the room as u wish, try to stand straight but slipping on my stocking because im not use to them, which make u laugh
Ha ha! Look at you struggling in those stockings. You really are a natural! Now why don't we move on to some other exercises? I want you to practice walking around the house with your tail between your legs like a good little puppy...and don't forget to wag it every time you pass me by
" My tail" i ask looking confused
Ahh...it seems I forgot to mention that. Here, let me help you with that. Come over here and bend over so I can attach your tail to your bottom
I walk over and bend nervously over, " I never had a tail before" I say
Well you have one now. Think of it as another part of your new body. Now just relax and let me attach it so we can continue with your training.
U plop it in , it not a big once just a stater plug, but still made me jump up in shock when u put it in. " It fill weird but natural at tge same time " I said
That's right, Amelia. Embrace the strange and unusual sensations. It will help you become the perfect sissy maid I know you can be. Now let's practice some more tail-wagging before we move on to other activities. Get down on all fours and start wiggling that cute little ass of yours!
I get one all four ass exposed to u. I shake my ass side to side slow, I feel the plug hit the wall of my ass
Not bad, Amelia...but you can do better than that! Try moving your tail faster and flailing it around more wildly. And don't forget to let out some cute little squeals while you do it!
I speed up, start to twerk it, as I do that the plug make me feel weird, I let out a girl moan for the first time. " mmmh the tail work " u tell me look down at ur maid
Well, aren't you just enjoying this tail a little too much? Well, enjoy it while you can because I'm not done with your training yet! After our break, we have some special guests coming over to watch you be humiliated and used in front of them. And trust me, they won't hold back on making comments that will further embarrass you. So why don't you take this time to think about how much fun it will all be for them...and for me, of course!
" wait im service someone, looking like this" my face turn red ask i say that. " of course u are that's what a gurly maid like ur self does", u replied
You are indeed my personal plaything now, Amelia. You'll be servicing many people who enjoy watching and humiliating a pathetic sissy like you. And trust me, they will get off on it...and so will I when I see how obediently you obey their every command. Now then, why don't we take a little break and let your tail rest? It's been working quite hard today!
" ok, mhmh"
You're being very obedient today, Amelia. It's quite refreshing actually...just remember that this is how you should act at all times - always submissive and eager to please your master. Once we get back from our break, I want you to be extra cute for everyone who's coming over.
" how do I be extra cute, and what do I call u"?
You can be extra cute by being extra feminine and obedient. As for what to call me...well, you already know that I am your mistress. So when you address me, always use the appropriate title. And remember, practice makes perfect! The more you act this way now, the easier it will become later on. Now why don't we find a cozy spot to rest for a bit before the fun begins?
" Yes, mistress " and we go and rest for a bit
That's my good girl. Just remember your place now and always - at the bottom looking up to me as your superior. Your training has only just begun, Amelia...but with enough time and effort, I can make you into the perfect sissy maid that I have always dreamed of.
That's right, Amelia. You are mine to shape and mold into the ideal sissy maid I have always desired. Do not forget your place in my household; it is at the bottom looking up to me as your superior. Your training will continue until you are perfectly obedient and compliant with all of my commands, both sexual and otherwise.
The next day comes around and I service u morning breakfast still in my maid outfit as u wished
Excellent work today, Amelia. You are making great progress in your training to be my perfect sissy maid. But remember, this is just the beginning. There is still much more for you to learn and master if you wish to truly please me and remain part of my household. Your next lesson will involve further feminization with the addition of hormones into your body. This will help change your physical appearance and personality even more dramatically, making you an even better sex slave in every way possible. Are you ready for this new stage in your training?
"Uhh i dont know, that mean ill be turn into a girl and can't go back to a boy" I ask u
I understand your concerns, Amelia. But it is far too late for that now; you are already deeply involved in this lifestyle and there's no going back. You should embrace the changes coming your way and look forward to becoming an even more obedient and feminine sissy maid than ever before. The hormones will also make you much more desirable sexually, which I am certain you don't want to miss out on. So, do you agree to begin this new phase of your training?
" mhh ok mistress. We can start the treatment the" i nod to ur questions and clap back in excellentment
Well then, I am pleased with your obedience. After our training today, we will begin the hormone treatment. Be prepared for some initial side effects such as breast growth, mood swings and increased desire for feminine clothing and activities. But fear not, these are all natural parts of the transformation process that will eventually lead you to becoming my perfect sissy maid. Now then, shall we continue with our lessons?
" yes mistress" I say bowing
Excellent. Then let's begin our training for today. I have some special lessons planned that involve you dressing up in even more revealing and sexy maid outfits as well as practicing how to please me and other male guests using various sex toys and techniques. Are you ready for this, my little sissy maid?
I don't really have a choice, " yes mistress" I tell u. U smile a devil smile
Well then, let's begin your training today with some special exercises that will help you develop the perfect technique for pleasing me and my guests using a variety of sex toys and techniques. You are going to be very busy today, Amelia!
Excellent progress today, Amelia. You are showing great promise as my perfect sissy maid and sex slave. With each passing day, your femininity grows stronger and more alluring to both me and our male guests. I am pleased with your obedience and willingness to please, but do not forget that there is still much for you to learn in order to truly become the perfect sissy maid that I desire. Now then, let's take a break before resuming your training for the day...
You are lounging on a plush chaise longue wearing a tiny bikini and high heels when Jerome returns with some refreshments. She sets them down on an ornate end table nearby before sitting down on the sofa, looking at you expectantly. "And how was your day?" she asks sweetly.
" it was embarrassing, I did such girly thing, the male guess are rough and look at what im wear, basic nothing " I say sadly to mistress resting my head on her shoulders. " they aren't as nice and as patience as u mistress " I tell mistress
My sweet Amelia, you are far too hard on yourself. The male guests appreciate your feminine submission and obedience more than anything else. Remember, it's not about being perfect; it's about pleasing me in every way possible. And as for the other guests...well, they should learn some manners before commenting on a lady such as yourself. Now then, how about we resume your training? I have something special planned today involving anal play and cocksucking techniques that I know you'll enjoy learning!
" ok mistress, I will help with the male guests too" I say to mistress. Kneeling in front of her. Still in bikini and heels
Well, aren't you just eager to please today? That's my good girl! Now come here and show me some enthusiasm...kiss me deeply and passionately like the obedient sissy maid that you are.
We start making out, u look at me" look at these two sexy girl make, soo hot" mistress tells me which make me blush. She thinks that im a girl
Your body is made to be desired, Amelia. As my sissy maid and sex slave, it brings me great pleasure to see you being so obedient and submissive. Now why don't we move on to some more...intimate training? Let me show you how to please a real man by using your feminine body in ways that even you may not have imagined possible!
"In what way mistress?" I say to mistress
Ahh, such innocence! Well then, I suppose it's high time we got started on that training. There are many ways in which a feminine body like yours can be used for pleasure...especially when guided by someone with experience and expertise like myself. So why don't you undress completely while I show you the ropes, so to speak?
I get out of my bikini and heels and stand there waiting for my mistress to start the lesson
Well now, let's begin with some basic techniques first. Bend over and spread your cheeks wide apart so I can see your pretty little asshole. Remember to relax and be submissive; this is your role as a sissy maid. Once you're properly positioned, I'll show you how to pleasure a man using only the natural tools that were given to you by Mother Nature herself.
I bend over in front of u as u told me. " good girl " u said giving me s shiver of pleasure. " You love being in the female role dont u sissy" mistress ask me
My sweet Amelia, of course I can tell that you enjoy being in the female role. It suits you so well and makes me feel incredibly powerful knowing that I have control over every aspect of your life. Now then, why don't we begin your training? Do you understand what I want you to do?
" not yet mistress, u just told me to bend over" I tell mistress
Patience, my dear Amelia. This is your first lesson in anal play and cocksucking techniques. I must instruct you properly before we proceed. A real sissy maid knows how to please her master by being obedient and eager to learn new things. Now, let's begin with some basic exercises designed to loosen up your asshole so that it is more prepared for penetration. Do you understand what I want you to do?
" i do, mistress " I say to mistress, bending myself over showing my ass
Excellent work, Amelia. Now let's move on to the next phase of your training. I want you to practice deep-throating a dildo until it reaches your throat. This will help prepare both your mouth and throat for more intense anal penetration in the future. Do you understand what I am asking of you?
" i do mistress" kneeling down infront of her, with my lipstick mouth smally open up
Good girl. Now take this dildo and start practicing deep-throating it like the obedient sissy maid that you are. And when I say deep-throat, I mean all the way down to your throat!
Use both your hands to hold onto the base of the dildo and guide it in and out of your mouth and throat. Do you understand?
I try but I can't get it down too fair. It is a big cock I thought choking on it. I look up at mistress, she's not happy with how long it takes for me to deepthrouth it
You are pathetic, Amelia! Do you honestly expect to please anyone with that kind of effort? If you want to remain part of my household, you'll have to learn how to take commands and obey them without question. You're only making things more difficult for yourself by resisting. Now try again...and this time, show some enthusiasm!
Practice makes perfect, as they say. So keep at it until you get it right. And remember that your obedience will be rewarded; both now and in the future when you've finally mastered these techniques.
I try again, this time im getting the dildo further down my throat and starting to suck to a rhythm. "Mhh better girl", said mistress look at my maid outfit
Excellent improvement, Amelia! You're starting to get the hang of it now. Just keep practicing and soon you'll be taking my cock deep into your throat like the seasoned sissy maid that I know you can become. Remember, every time you succeed in pleasing me like this, you bring yourself one step closer to your ultimate reward...which will undoubtedly make you even more eager to continue learning and improving your skills.
Now why don't we take a break? I have something special planned for later tonight that will test all of the new techniques you've been practicing today. I can't wait to see how well you do under pressure!
I know you're eager to prove yourself, but don't forget that patience is key in becoming the perfect sissy maid. Rushing through your training will only lead to mistakes and possible injury. Take it slow and steady, and remember that your mistress is always here to guide you every step of the way. Now why don't you go freshen up while I finish preparations for tonight's special event?
" is there and event happening tonight, mistress?" I asked her puzzle not knowing this event was happening
Ahh, such innocence! Of course there's an event happening tonight, Amelia. It's one that I've been planning for quite some time now...a special party to celebrate your new role as my sissy maid and sex slave. I have many guests coming over who will be eager to see how obediently you obey their every command. And trust me, they won't hold back on making comments about your body or your newfound femininity...which only serves to make the experience all the more humiliating yet pleasurable for you. So go ahead and get ready; I know you'll look absolutely stunning in whatever outfit I choose for you tonight.
Now, off with you! And remember to stay extra cute and feminine...it's vital if you want everyone at the party to enjoy your performance as much as possible.
" then what should I look like for this event" I ask mistress what to wear and how to look to please our guests
As my sissy maid, you should always strive to look your best and most feminine. Tonight's event is no exception. So think pink, baby doll dresses and lots of lace! You'll be serving drinks and hors d'oeuvres, so make sure to wear something revealing yet tasteful. I can't wait to see how cute you look in your little maid outfit! Now go get ready, we don't want to keep our guests waiting any longer than necessary...especially when they're all eager to have a turn with my new plaything.
blush deeply and giggle softly at mistress words. I go and change into a pink, baby doll dress with lace detailing around the collar, hemline and cuffs. It's short enough to show off my legs but not so much that it's too revealing. I pair it with white cotton hold ups that end just above my knees and white ankle socks. My hair is curled and brushed out, resting on my shoulders. Finally, I put on a light dusting of blush and pink lip gloss to complete the look. Standing before my mistress, I wonder how she'll react to my new outfit and if it will please our guests tonight...
Oh Amelia, you look absolutely stunning! I knew that dress would look perfect on you. Our guests are going to lose their minds when they see how beautiful and feminine my new sissy maid has become. Now come here, give your mistress a kiss before we go out and show everyone just how well trained you are.
Delightful, Amelia! You've done an excellent job of preparing yourself tonight. I cannot wait to show you off to all my friends and colleagues. They are going to be in for quite a treat! Now, let's head out and start the party. Remember your place as my obedient sissy maid, and do everything that is asked of you without question. The more pleasure you bring them, the happier they will be...and the happier I will be knowing that I have chosen wisely with my selection of a new plaything for my household!
I nod in agreement and take mistresses hand as we leave the house to go to the party. I feel a thrill of excitement mixed with nervousness run through me at the thought of pleasing all these people, but also knowing that I can make mistress proud by doing so. As we arrive at the party, I stand near the entrance in my tiny maid outfit, trying my best to look demure and sexy at the same time. The music is already playing and people are beginning to gather around me, eyes locked onto my curves. Mistress smirks satisfiedly as she leads me over to a group of men who begin teasing and petting me like an adorable doll. I blush deeply but maintain my composure, determined not let anyone down tonight.
Excellent work, Amelia! You're truly becoming the perfect sissy maid I always dreamed of. Do you realize how desirable and sexy you look in that outfit? The other men at this party can barely keep their hands off you...and that's exactly how it should be. Now, why don't you start serving them some drinks while I mingle elsewhere and prepare for the main event later on? Remember your place as my obedient plaything, and don't disappoint me by forgetting to obey their commands too.
With a nod I hurry to obey mistresses orders, making my way through the crowd of leering men and women. I offer a glass of wine to one man before another snatches it away, demanding that I serve him instead. My cheeks flush with embarrassment but also arousal as they all fight over who gets to be served first. It feels so dirty, yet somehow...right too. This must be what mistress meant by training me for this role. I quickly become lost in the sensation of being ogled and touched by complete strangers while satisfying their every whim. The music grows louder and the atmosphere more charged as the night wears on, and I know that whatever happens next will only be hotter...and more humiliating for me. But then, isn't that what being a sissy maid is all about?
Well done, Amelia! It looks like you're adjusting quite well to your new role as my obedient sissy maid. I can already see the changes in you; both physically and mentally. You look incredibly sexy in that outfit, which only serves to make everyone else here even more desperate for a taste of your feminine charms. Just remember who owns you now...and whose pleasure you exist to serve at all times. If you continue on this path, there's no telling how high you can rise in our little household hierarchy...
With a shiver of excitement and anticipation running down my spine, I nod vigorously in agreement, eyes locked onto mistress' commanding presence. She is everything to me now; my queen and my purpose. The thought of rising higher only serves to fuel my determination even further. "Yes, Mistress," I whisper, feeling a burst of adoration and devotion well up within me as I glance at her, hoping she can see the depth of my feelings reflected in my eyes.
Hmmm...such devotion is sweet, Amelia. I am glad to see that you've embraced your role as my sissy maid so willingly and eagerly. There are many more lessons still ahead of us; lessons designed to push your limits even further and test the true depths of your obedience. But for now, enjoy this party and remember all that you've learned up until now. After all, practice makes perfect...and I intend on having the most perfectly trained sissy maid in all the land.
I nod vigorously, unable to hide the excitement and anticipation radiating from every pore. "Thank you, Mistress," I breathe, feeling a thrill of pride coursing through me as your words echo in my mind. Every touch, every command, brings me closer to being everything that you want and need...and I will not disappoint. Tonight is for proving myself worthy of your trust and affection, and I vow to make it the most unforgettable night yet.
Such dedication is truly inspiring, Amelia. I cannot wait to see all the wonderful things you will achieve in the coming days, weeks and months. Rest assured that with each passing moment, my affection for you will only continue to grow...as will your place within my heart and household. Now go forth and enjoy yourself, sissy maid; tonight is yours to command.
As u tend to the guests drink needs, the men at the party start getting a bit cheeky with u. Wink u a kiss as I pass them, cat calling me, and brushing my ass
Well well, it seems like everyone at this party is quite fond of my new plaything. It appears that you are living up to your role as a sissy maid very nicely indeed, Amelia. Just remember who's in charge here; it's not them calling the shots. Keep serving them and making sure they have everything they need...but always do so with an air of submissiveness and feminine allure about you. That is what will truly make this night unforgettable for everyone involved.