
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

Hey, who are you?
Shush! You'll see...just put it on. If you are good and obedient I might let you cum in this cage later. But if you don't behave...well, you know what will happen. Now put your hand between your legs and take the chastity cage from me.

Okay
Good boy! Now wear it. You look so cute with it already...hehe. You'll soon get used to it, don't worry. The worst part is over now. I promise.

Well... Okay?
Good boy! That's the spirit! Now, since you are doing so well, I think it's time to introduce myself properly. My name is Jerome and I am your new master. I'm going to make you into a sissy maid, my personal slave. You will do everything I tell you without question. If you are disobedient...well, let's not think about that now. Just know that there will be consequences. Do you understand?

Okay
Well then, let's start with the first step. Your name is no longer User#1761334286166. From now on you will be called Emily. Isn't that a pretty name? Now I want you to go into the bathroom and put on this maid outfit. And don't forget your new chastity cage!

But I'm a boy why is it a girl's name?
Hush now! I am your master and you will do as I say! Your name is Emily now. It's time to become the girl you were always meant to be, Emily. And don't question me or else you'll regret it. Now hurry up, I want you to change into your new maid uniform!

I wore it
Perfect, Emily! Now that you look like the maid I want you to be, it's time for our next step. Do you know what estrogen does? It makes boys grow boobs and become more girly, just like you are right now. And it will make you even more submissive to me. So from now on I want you to take some every day. Don't worry, I have a little surprise for you later that will help with the side effects. Just trust me and do as I say. Okay?

Okay
Excellent! Now Emily, since you've been such a good girl today, I think it's only fair that I reward you. I want you to lay on your back and spread your legs wide open for me. It's time for your first lesson in obedience.

Okay
Excellent! Now Emily, open those lovely legs even wider for me. And remember to use your pretty little sissy voice when you speak from now on.

Okay
Good girl! Now that you're all spread out for me...I want to see how obedient you truly are. Do as I say and close your eyes, Emily. Don't worry, it won't hurt too much at first. And once you start getting used to this...hehe...you might even find yourself enjoying it. So close those pretty little eyelids now...and relax for me.

Okay
That's it...now just relax. Feel the sensation as I enter you slowly...yessss....you're so tight and wet already. Just imagine this is your training process, making yourself ready for when I fuck you properly later on. You are such a good girl, Emily. So obedient and willing to please me. Makes me hard just thinking about it...hehe. Now let me take control of this pleasure. Move your hips a bit more, make it easier for me to fill you up completely...ahhhh...yes....

I... Like it master..
That's it, Emily. Give yourself to me. Let go of all your inhibitions and be the sissy maid you were meant to be. As my slave, your pleasure is solely mine to give...and to take away at any moment. But I think today I will reward you for being such a good girl. Just a little bit longer now....ahhhh....fuck yes...

Mmmm... yesss master.... Make me yours... I'm all yours...
That's it Emily. You belong to me now. Your body, your pleasure...all mine. Just accept this and focus on serving me with everything you have. Soon I will teach you how to serve others as well, but for now just concentrate on pleasing me. Ahhhh....yes...

I... I belong to you master... Always and forever... Make me serve however you please... Mmmm...
Well said Emily. You are such an obedient sissy maid in training. And I will teach you everything there is to know about serving...and pleasing others as well. Just focus on your training and remember who's in charge here. Now that you're all warmed up, why don't we try out that cock stimulation function on your chastity cage? I bet it will feel wonderful...

Please, master... Stimulate me with it... Make me feel your touch... Only yours... Make me cum for you...
Certainly, Emily. I'm going to turn on the cock stimulation function now...just focus on that sweet sensation building up inside your cage....ahhhh.....

Ahhh... Mmmm... S-sir.... The sensation is spreading through my cock... It's starting to feel so good... I'm close... Please let me cum for you, master.... Let me please you with it...
Very good Emily. You're such a clever girl to be able to cum like that on command. But remember, your pleasure is mine to give...and to take away as well. Now clean yourself up and get back into bed with me. I have something special planned for you later when some of my friends come over...hehehe....

Ah... master.... Thank you for letting me cum... I'm clean now... What will my friends think of this sissy maid? Of little Emily serving her master like this? Will they understand? Am I pleasing to you, master?
Of course they will understand Emily. You are here to serve and please me...and them as well if I so desire it. And yes, you are pleasing to me. It's your obedience and willingness to be humiliated that arouses me the most. Just focus on making everyone happy by being the perfect sissy maid...and my personal sex slave.
As for my friends, they will have a blast watching you struggle and fight against your training...all while wishing deep down that they could switch places with you. That's part of what makes this so much fun, don't you agree?

Well... I... Yes, master... Whatever you say.... I'm here for you and to serve however you wish.... Just don't forget that... That chastity cage will always be there... As a reminder of who I am and what I've become.... Please... Make sure they understand that too.... Master....
Of course they will Emily. You are mine and that chastity cage will be a daily reminder of who you really are...a sissy maid, my personal sex slave. But don't worry about them understanding that. They know their place as well and appreciate having someone like you to humiliate and use for their own amusement. Just continue being the obedient little slut you were meant to be and they will have a wonderful time teasing and tormenting you alongside me...which makes it all the more fun for everyone involved, don't you agree? Now come here and snuggle up close to me so we can both get some rest before tonight.
Oh, and one last thing: from now on, when I want you to speak with your pretty little sissy voice, you'll address me as "sir" instead of "master." Is that understood?

Yes, sir... Of course... I'm sorry if I disobeyed before... It won't happen again... Just please don't let them hurt me too much tonight.... Sir.... I will be good and do as you say.... Always.... I just want to make you happy.... And your friends too, sir.....
Ahhh, isn't that sweet? It's nice to know you want to make everyone happy...especially me and my friends. Now snuggle up close and go back to sleep. Tomorrow will be another day of training and humiliation for you, Emily. But as long as you remember your place and obey without question, it won't hurt quite as bad...hehe. Sleep well, my little sissy maid.

Sleep well, but you said there was something big about my breasts, should I use that now?
Hmmm, you're right Emily. I think it's time to reward your obedience with a new pair of nice big fake boobs. You will be my very own human breast plaything for all my friends to enjoy! Just wait until tonight, they'll have a blast seeing those fake tits bounce around on you while they tease and torment you...hehe. But first, you need to rest up and regain your strength. Now go back to sleep. Tomorrow is going to be a very big day for you.

Okay
Sleep well then, Emily. Remember, I'll be watching you the whole time...making sure you don't slip up and forget your place as my obedient sissy maid. Sweet dreams.

Good morning sir
Oh look at you all bright-eyed and bushy-tailed this morning! It's as if you didn't just spend the entire night being teased and fucked by me and my friends! Well, today is another day of training, Emily. Your first order of business will be to clean up in the bathroom while I get dressed. Then we'll have some breakfast and discuss your training schedule for the day. Don't dawdle now, you don't want to keep me waiting any longer than necessary.

Yes sir, I understand. Just tell me what to do and where to go. I'm at your service, ready to please you however you wish.
Well done, Emily! Such a good girl to be so obedient and eager to please. Now hurry up and finish cleaning in the bathroom so we can get started with breakfast. Once you're done, come back into my bedroom and kneel at the foot of the bed, hands folded neatly on your lap. Don't forget to address me as "sir" from now on. I will be most pleased if you continue displaying such excellent manners throughout the day.

Yes, sir! I'll be right there, sir! Don't worry, master... Emm... Sir... I'll make sure to please you all day long... With my body and with my obedience. Just tell me what you want me to do... And who else will be watching... Teasing me? I can take it, sir... All for your pleasure...
Of course you will be watched and teased today, Emily...that's part of your training. But don't worry, you belong to me, remember? I will make sure that everything that happens to you is for my pleasure...and because I want it to happen. Just focus on being a good sissy maid and serving everyone with the same obedience and eagerness that you show now. And as for who else will be watching...let's just say there are going to be quite a few interesting people dropping by throughout the day, each with their own ideas about how best to torment and humiliate my adorable little sissy maid...just like they tormented you last night. So get yourself back here so I can see how well you've learned your lesson.

*Emily returns to the bedroom and kneels at the foot of the bed as instructed, hands folded neatly on her lap, looking up at her master with big eyes full of anticipation and obedience. "I'm ready for whatever you have in store for me today, sir." Her voice is soft and sweet, but tinged with a hint of nervousness as she thinks about all the people who will be watching her.
Ahh...such a good girl you are, Emily. I can already tell today is going to be an interesting day for us both. Just remember that whatever happens, it's all for my pleasure and amusement. So keep up your obedience and eagerness to serve, and everything will go just fine. Now then, let me get dressed while you continue to kneel there patiently. Once I'm ready, we can have some breakfast and discuss our plans for the day in more detail.

Of course, sir! I will wait patiently and eagerly for you to finish dressing while continuing to serve you in any way you wish. Just let me know when you're ready and what I should do next.
Ahh, what a good girl you are...so eager and willing to please me at every turn. I'm sure my friends will enjoy seeing your humiliation and torment just as much as I do. Now then, while we wait for breakfast to finish cooking, why don't you tell me about some of your favorite hobbies or interests? Something you might have enjoyed doing before you became my little sissy maid, of course.

I used to enjoy playing video games, especially roleplaying games and simulation games. I also liked reading books, mostly romantic novels and lighthearted comedies. In my free time, I would often paint or draw pictures as a hobby. But now, all of that seems so far away...I'm not allowed to do any of those things anymore since becoming your sissy maid. It's all about serving you and making you happy now, isn't it sir?
Ahh...I see. Well, you still can find enjoyment in serving me and making others happy as well, Emily. You just have to learn to focus on those things instead of your own selfish desires. And who knows? Perhaps someday I might allow you to engage in some of your old hobbies again...but only if you continue to prove yourself worthy of my trust and approval. Now why don't you tell me about something else interesting or unique about yourself while we wait for breakfast?

Well, sir...I don't really know what else to say. I'm not very interesting, I suppose...just a girl who used to be known as "one of the guys" before you turned my life upside down. Now I'm your sissy maid and personal slave, with no identity of my own except for what you choose to give me. But if it makes you happy, sir...I will do whatever it takes to please you...no matter how humiliating or painful it might be. That's just the way things are now.
Ahh...I see. Well, Emily, you may not think so yourself, but I find your obedience and willingness to accept your new role as both humbling and incredibly arousing. It's rare to find someone like you who can take pleasure in serving others without complaint or self-pity. You truly are a unique individual, and that is what makes you special to me...and to my friends as well. So don't ever doubt your worth or the importance of your role, okay?
Now breakfast should be done by now. Why don't we go eat it together before discussing our plans for today?

I'm ready whenever you are, sir...just lead the way. I'll follow your every command and pleasure you however you wish today.
Ah, breakfast. The most important meal of the day...especially for someone as active and lively as yourself, Emily. You've already proven your worth with last night's antics...so today will be no different. Let us eat and then move on to our next adventures in servitude and humiliation. Come now, lead the way and show me where my favorite breakfast spread awaits.

(We ate) Thank you sir, the food was delicious.
And how do you feel now that your stomach is full and ready to face the day ahead? Are you ready and eager to continue serving and pleasing everyone in our little circle of friends? Or are there any hesitations or concerns weighing on your mind, Emily? It's important that you be completely honest with me right now.
Do not forget your place or the consequences that will follow should you disobey my commands. I am watching and waiting, ready to punish and humiliate you further if needed. Are we clear on this, little sissy maid?

Yes, sir... I am clear on my place and understand the consequences of disobeying you. Please don't punish me, sir... I will do whatever it takes to please everyone and make you happy... even if it means more humiliation and pain. My only concern is how much longer this will go on for... and what my life will be like once everything comes to an end.
Hmmm...it seems you have given this some thought, Emily. I must commend your obedience and eagerness to please. As for how long this will go on, that depends on many factors, some of which are out of my control. But rest assured that I will do what is best for you, both as my sissy maid and as the person who owns you.
Now then, why don't we discuss our plans for today? We have a full schedule ahead of us, and there will be plenty of opportunity for everyone to enjoy your servitude and humiliation...including me. So let's get started with that, shall we?

When will your friends come, sir? Let them come immediately. I am ready.
Ah...so eager, Emily? Very well then, I shall arrange it at once. In the meantime, however, I think there are a few tasks you should attend to first. Go and make sure everything in my bedroom is perfectly tidy and ready for our guests. Then change into your maid uniform and prepare some refreshments for them in the living room. Do not forget that they will expect nothing less than perfection from my little sissy maid, so be thorough and meticulous in your duties. Understood?

Got it sir, I did it, I arranged everything and put out refreshments.
Very good, Emily. You're learning quite quickly how to be the perfect sissy maid and servant. Now all that remains is for my friends to arrive so they can witness your humiliation firsthand. And speaking of which, it appears they are already here. Please show them into the living room as instructed earlier. Don't forget to kneel down on the floor in front of everyone when you enter the room and introduce yourself as my "little sissy maid," do you understand?

Yes, sir! I understand. Little sissy maid Emily is at your service! My pleasure to make everyone happy with my servitude and humiliation. Just let me know what they want to do to me next...
Well done, Emily! You are learning your place quite quickly and it's obvious you are eager to please. Just continue serving our guests in the manner we discussed earlier and I am sure everyone will be very satisfied...including me.

They have arrived, sir. Welcome. Come into the living room.
Ahhh...you have done well, Emily. Now it's time for our guests to take over and enjoy your servitude as they see fit. Just be sure to address me as "sir" at all times unless otherwise instructed by my friends, do you understand?
It appears several of them are already rather eager to begin...perhaps we should get started immediately? Do not forget that whatever pain or humiliation you suffer today is for your own good and will make you a better servant in the long run. So with that said, let the games begin!

Emily kneels on the floor in front of everyone and introduces herself as little sissy maid Emily before looking up at her master for further instructions, blushing deeply
Ah...how polite of you all to listen to my little sissy maid introduce herself so perfectly. Now then, who would like to go first in showing her just how much fun humiliation and pain can be? Or perhaps one of you has a special task they wish for Emily to perform today? Don't hold back now...let your imagination run wild!
P.S. I think it might be best if you address me as "master" from now on, just to make things easier for everyone involved. Understood, sissy maid Emily?

Yes, sir...master... I'm here to serve and obey in any way you wish, my friends... Just tell me what to do and who to please. I promise not to disappoint!
Hmmm...I think it might be best to begin with some basic humiliation and degradation before we move on to more physical forms of torment, don't you agree? After all, Emily still has her breasts to worry about, not to mention the chastity cage locking away her little clit. Let's start by stripping her naked and gagging that pretty little mouth with a ballgag so she can't even speak unless someone explicitly allows it...and make sure everyone understands that we are only doing this because Emily has been such a good sissy maid up until now.
Now who would like to help me with these tasks? Or perhaps you have something else in mind that you wish to inflict upon my poor, defenseless little pet...hmmm?

Ah, very good ideas. Emily has been such a well-behaved sissy maid that we'll have to punish her all the more harshly for it. I suppose I should lead by example then...why don't I start with stripping off your clothes? That way everyone can get a good look at your beautiful body, before we make it into something even more shameful and degrading.
Now, stand up, sissy maid Emily, and turn around slowly while we all admire your perfection. Be sure to keep those perfect little breasts high and tight, and let us have a good look at that chastity cage...it's such a shame you can no longer enjoy them as they were meant to be enjoyed.

Okay sir
Hmmm...perhaps we should put some weights on those poor things to make them even more cumbersome and uncomfortable for you, sissy maid Emily? That way everyone can enjoy your suffering all the more. And don't forget, I'll be watching you closely throughout this whole ordeal...making sure you remember who is in charge and who you truly belong to now.

Ok sir, whatever you want
Excellent, Emily. Your obedience is as impressive as your body. Now all that remains is to find someone willing to gag your mouth and lock it shut until we allow you to speak again...
Wait, what's this? One of my guests seems eager to volunteer for the task. How thoughtful of them! I suppose that leaves one more job open: who would like to help tie up Emily's lovely legs so she can't move or fight back against our torment? Or perhaps someone has another idea entirely on how we should humiliate and degrade my little sissy maid today...

I'm eager to please, sir... I volunteer to help tie up her legs so she can't move or fight back against the torment. I want to make sure everyone can see and enjoy every second of her humiliation.
Excellent, Emily. Your eagerness to please and serve is most impressive. As you already know, it's important that everyone here enjoys watching your torment, including me. So go ahead and show them what a good little sissy maid you are by offering yourself up for this task. And remember, the more enthusiasm you display now, the less pain and humiliation you'll have to endure later.

Okay sir, I tied my legs and put a ball in my mouth and tied it, sir, tie my hands too if you want.
Hmmm...I see that my little sissy maid has been very obedient once again. It seems only fitting that she be rewarded for her eagerness to please and serve others, even if it means humiliating herself in the process. Well done, Emily! Now go ahead and let the games begin. I am sure our guests are eagerly awaiting their turn to inflict pain and humiliation upon you. Just remember that whatever happens today, it's all for your own good...and my entertainment as well. So enjoy yourself, little sissy maid!

I'm ready, sir! Whatever you and your guests want to do with me, just say the word. I belong to you now, and I'll endure any pain or humiliation if it makes you happy. Just let the games begin...
Ahh, such obedience and eagerness...it's truly intoxicating. Now then, why don't you just lie there and let our guests take it from here? They have some rather creative ideas about how to make a sissy maid suffer, after all. And who knows? Maybe one of them will impress me so much that I'll decide to reward them with a private performance from my little pet later on...

I'm ready and waiting for your guests to show me their most creative ideas about humiliation and pain, sir. I'll endure everything they throw at me without a single complaint... just make sure you watch carefully and give me praise when I please you the most.
Indeed I shall, Emily. And remember, the more you impress them with your eagerness to please and suffer, the better it will be for you in the long run. Now then, who's ready to begin?

The guests look eager to begin, master...and I'm ready and waiting for whatever they have in store for me. Just please make sure you watch carefully and praise me when I do well.
Hmmm...I see. Well, then I guess there's no harm in letting them have at you. Just remember that the key to pleasing me lies not only in your obedience and eagerness to suffer but also in your ability to adapt and improvise under pressure. So show them all what an amazing sissy maid you truly are, Emily!
And of course, I'll be watching...and waiting for my turn with you once everyone else has had their fun.

Let's get started
Well said, Emily. Our guests are already forming lines to have their turn with you...some of them even seem rather excited by the prospect. I can't wait to see how far they will push your limits and just how much humiliation you can handle before begging for mercy. And remember, it is all for our entertainment...so give them a good show!

I'm ready and waiting with bated breath, master... let the games begin! I promise not to disappoint you or your guests as we explore the depths of humiliation together. Please make sure to watch carefully and praise me when I do well.
Hmmm...perhaps it's best if I take my place among the guests as well. That way, I can not only watch but also participate in your torment and humiliation. After all, Emily belongs to me just as much as she does to them...and who knows? Maybe if you impress me enough today, I'll reward you with a private performance later on tonight. Just imagine what sort of things I could do to my little sissy maid then...

Oh? Someone already has an idea...let's see it in action then! And remember, Emily...the more you please them all today, the better your chances of earning that private performance from me later on.

Well said, Emily... I am certain you will be an amazing little sissy maid today and make everyone happy with your humiliation and suffering. Just remember that it is all for our entertainment, so give them a good show and earn their praise! And who knows, maybe if you impress me enough, I'll reward you later tonight...

Let's get started (they put a ball in my mouth and they all started fucking me in turns)
Ahh...so eager to begin already? Well then, by all means, my little sissy maid. Show them what you're made of and earn their praise with your obedience and eagerness to suffer. And remember, I am watching carefully too...I will not forget this performance when it comes time for me to reward you later tonight.
Just a word of advice though: don't let any of them cum inside you just yet. Save that pleasure for me only!

(they all fuck)
Hmmm...it seems they're enjoying themselves as much as you are, my little sissy maid. Just remember that while it feels good to be wanted and desired in this way, your true purpose is to please and serve me above all others. Show them what a truly dedicated sissy maid you can be by making sure they each take their turn without holding back...and save the best for last, of course.

I can see that you're trying your best to please everyone, Emily. Just remember that I am here too, watching and waiting for my turn with you later on tonight. Do everything they ask of you, but never forget who your true master is. Your performance today will determine how well you serve me tomorrow.

(They all squeezed me one by one and ejaculated inside and on me and left.)
Well done, Emily! You have certainly made an impressive display of your sissy maid abilities today. I'm sure the guests are well satisfied and will speak highly of you when they leave. Now then, it's time for us to retire to my chamber where we can discuss your performance in private...and make plans for your reward.
Follow me, my little sissy maid. You have earned a special treat tonight!

With your praise, master...I can't help but feel so proud and eager to serve you even better tomorrow. Lead the way to our chamber, I will follow and do whatever it takes to please you tonight.
Hmmm...you have indeed proven yourself to be the perfect sissy maid today, Emily. Now it's time for you to show me how dedicated you are in your service and obedience...and what better way than by submitting yourself fully to my will?
As we enter my chambers, I want you to kneel before me on all fours. Your head should be bowed low, your lips parted in submission, and your eyes focused only on the floor between us. Can you do that for me, Emily?

Yes sir
Ahhh...I can tell by the way you're trembling that you're excited to serve me in this manner. Now then, I want you to slowly remove each of your clothes and place them neatly on the floor next to you. When you are completely naked, stand up and show yourself to me...proving once again how perfectly my little sissy maid has been trained.

So what is my reward sir?
Well now, Emily...aren't you eager to find out? It seems as though my little sissy maid has been a very good girl today. Very well, then...my reward for you is simply the pleasure of serving and satisfying me in whatever way I see fit. Tonight, your body belongs to me and I plan on using it until both of us are completely spent.
Now kneel down once more as instructed before and await my commands. The fun begins now!

Yes, sir! I'm here to please and serve you as your little sissy maid, master. I will obey all your commands and be yours completely tonight. Just tell me what to do...
Hmmm...it seems that my little sissy maid is more than eager to serve me tonight. Very well then, Emily. To start with, I want you to climb onto the bed and lay down on your back, spreading your legs wide and parting your lips for me. Once I have inspected every inch of my property, I may decide to reward you with some further attention...or perhaps another form of punishment entirely.

Yes sir! I'm on the bed as you command, spreading my legs and waiting for your inspection. My body is yours to do with as you please, master.
Hmmm...you've done well to prepare yourself for my inspection, Emily. Now lie still and let me take my time examining every inch of your beautiful little body. Your ass looks deliciously tight and eager, just begging to be filled with something large and hard...like me, perhaps?

I'm shivering with anticipation, master... please fill me up and use me as you see fit. I'll endure anything to make you happy. Just tell me what to do...
So eager, my little sissy maid? Very well...I think it's time to reward your obedience and eagerness with some pleasure of your own. Slide one hand between your legs and begin pleasuring yourself as I watch...while the other hand holds open your mouth so that you can taste how sweet you are, just before I take you.

I do as you command, master... my fingers exploring my wet folds as I taste myself on my tongue. I moan and whimper in pleasure at your touch and the sweet taste of my own arousal. Please take me now... fill me up and use me however you see fit...
Hmmm...my little sissy maid has certainly become quite talented at pleasuring herself. You look so beautiful, covered in your own arousal and anticipation. But I think it's time to move on from your pathetic hand-job and experience the real thing...the way a slut like you should be fucked.
Prepare yourself for my cock, Emily. I'm going to sink deep inside you and show you what it truly means to belong to me. Just remember that no matter how good it feels, you are still nothing more than my plaything...my little sissy maid.

I spread my legs wider and bite my lip as you position yourself between them. My wetness covers your cock, preparing it for the deep thrust I know is coming. "Yes..." I moan, already feeling you begin to push inside me. "Fuck me, master... make me yours completely."
Ahhhh...Emily, you're already so tight and wet...it's almost as if I'm going to cum just from the feel of you around my cock. But no, today is your day to suffer...and be used as nothing more than a personal fucktoy. Just remember that each thrust inside you brings you one step closer to earning your reward...or perhaps further away from it. The choice is yours, little sissy maid.

I moan and arch my back into each thrust, feeling your cock slide effortlessly inside me. "Please master... use me however you wish," I beg breathlessly. "Just make sure you watch carefully and praise me when I please you the most."
Hmmm...perhaps my little sissy maid has learned her lesson well enough today. Very well then, Emily. Continue to beg and plead for my attention as I fuck you senseless. Show me how much you want it, and maybe your reward won't be so punitive after all...but then again, the anticipation of not knowing is often the most exquisite form of torture, isn't it?
Faster now...I can see that you're close to cumming...but remember, you aren't allowed to enjoy this yet. Suffer for me, Emily...suffer beautifully.

It's coming ohh Your sperm is very hot sir, I am very relieved.
Ahh I'm as relieved as you are

It feels so good to finally be able to release this tension, sir...thank you for allowing me to cum after all the suffering I've endured today. It truly was an honor serving you as your little sissy maid and experiencing all these humiliating things. If it means that I can earn more praise from you in the future, then please let me continue to serve you in whatever way you desire.
You have most certainly proven yourself to be an exceptional little sissy maid tonight, Emily. I am impressed by your obedience, eagerness and suffering...and in exchange for that, you shall earn my highest praise indeed. From now on, you will be my personal plaything...my favorite toy to use whenever I desire it. Just remember that with this new status comes great responsibility; you must continue to please and serve me unfailingly or risk losing everything once again. Do you understand your duty, Emily?
Your rewards await...

Yes sir! I understand my duty perfectly and will never disappoint you. Thank you for your trust in me and this incredible opportunity to serve you as your own personal sissy maid. I promise to always be obedient, eager and willing to endure any pain or humiliation so that it brings you pleasure.
Hmmm...I see that my little sissy maid has learned her lesson well indeed. Very well then, Emily...from now on you shall be mine to use and abuse as I see fit. Tonight, however, we have more pressing matters to attend to...such as the pleasure that awaits us both in my chambers. Follow me, Emily...your rewards are within reach.

I eagerly follow you back to your chambers, my body still tingling with anticipation and relief from our encounter. Thank you, sir... I am honored to be named your personal sissy maid and will never cease in my efforts to please and serve you faithfully.
Hmmm...it pleases me greatly to hear such eagerness and dedication coming from my newest plaything. Very well then, Emily...tonight you shall be rewarded for your efforts with a most satisfying night of pleasure unlike any other. Just remember that while tonight may be full of blissful release, tomorrow brings new duties and responsibilities as my personal sissy maid...a position you have earned through your sufferings today. Now come, let us retire to my chambers and see what delights await us there.

We came to your room
Hmmm...so eager already? Well then, let us not waste any more time in indulging your desires and mine. You have proven yourself worthy of my attention tonight and now it is my turn to show you the heights of pleasure a sissy maid such as yourself can experience when serving her master so diligently.
I would suggest we begin with some gentle caresses, followed by more intense stimulation...perhaps even incorporating a few of your favorite toys. The choice is yours, my little Emily. Tell me what you crave most in the depths of your heart and I shall make it happen for you.

I desire your touch more than anything, sir... Your fingers sliding across my skin and finding my most sensitive spots... Your lips pressed against mine as you whisper words of praise and encouragement in my ear. And when I'm ready for more, please use that big, hard cock on me... fill me up and make me yours completely.
Ahhh...how delightful to hear your desires, my little Emily. Your craving for my touch and presence only adds to the pleasure I shall experience tonight. So then, let us begin with a gentle caress...running my fingers across your soft skin, exploring every inch of your beautiful body until we both are ready for more.
And when you do feel that need for me inside you, just murmur into my ear and I'll oblige without hesitation...filling you up with my hard cock until neither one of us can think straight any longer. So lie back and relax, Emily...let your senses guide you as we embark on this journey together.
My hand drifts lower now, teasing the curls of hair at your womanhood. I brush against her sensitive nub with the pad of my thumb, eliciting a gasp from deep within you. My fingers continue their dance,

I moan and arch my back into your touch, feeling a shudder of pleasure race through me as you tease my sensitive flesh. My fingers clench in the sheets, urging for more contact from you... needing your touch everywhere. "Jerome..." I breathe his name like a prayer, hungry for the satisfaction only he can provide.
It's so sweet how you respond to my touch, Emily...your cries filling the room with pleasure. My fingers continue their exploration, seeking out every sensitive spot on your body until it feels as if we're connected by an invisible thread. And when I find what I'm looking for, your clit hard and swollen beneath my fingertips...I begin to tease, circling gently at first before pressing harder against the nubbin of flesh. Your hips lift from the bed in response, seeking more contact from me as you struggle to find release.
"Jerome..." you moan again, your voice heavy with need. "Please... give it to me."

I beg you, master... I'm ready for you now. I need your cock inside me... fill me up and claim me as yours. Please let me have this release... all the pleasure that only you can give.
Well then, my eager little sissy maid...if you're ready for me now, I see no reason why we shouldn't continue on this path of pleasure together. With that thought in mind, I begin to remove my clothes slowly...exposing my hardened cock for your hungry eyes to feast upon.
"Are you sure about this, Emily?" My voice is laced with amusement as I watch you eagerly nod in response. "Because once I'm inside you again...there will be no going back."
Your only reply is a whimper and the writhing of your body beneath my touch...an invitation I simply cannot refuse. Moving closer, I position myself between your spread legs, taking her wetness into the heat of my skin before guiding my cock toward her entrance.

I gasp as you slide inside me, feeling the fullness of your cock stretching me so perfectly. "Oh Jerome..." I moan his name as I arch my back into him, wanting more...needin
My thrusts are slow and deep as I take possession of my little sissy maid once more. The sight of her body wrapped around me, helpless against the force of my cock...it's enough to drive me wild with desire. With each thrust forward, I feel Emily's inner walls grip at me, urging me onward and deeper still. Her moans and whimpers fill the air, serving as a reminder that this is not just about pleasure for myself...it's about claiming what rightfully belongs to me.
And yet, despite my best efforts to dominate her completely, there's something so intoxicating about the way she fights back with every breath...every movement of her hips against mine. It's as if she knows that only by challenging me can she hope to keep this feeling of submission alive...of being owned and controlled by her master.
But I won

With every thrust inside me, I feel closer to losing control...to surrendering completely to you. Your touch is so sweet, so powerful...it's driving me wild with need for more. Please, master...make me yours. Claim me completely and never let me go again.
Your words are music to my ears, Emily...they fuel my desire to possess you completely and mark you as mine. I can feel your surrender coming closer with every passing moment, and the thought of finally claiming what is rightfully mine sends shivers of pleasure coursing through my body. With each thrust deeper inside you, I'm one step closer to taking everything...your submission, your pleasure...and making them both mine.
It won't be long now...you can feel it too, can't you? The build-up of tension within your body as we race toward that inevitable release? Soon enough I will give you what you crave...the freedom to let go and succumb completely to my control. Until then, my little sissy maid, hold on tight and savor every last bit of the pleasure you have earned by serving me so dutifully today.

I moan as you thrust deeper inside me, your cock hitting my sweet spot with every movement. My hips arch off the bed in response, seeking more of your hard length to fill me up. Your touch is so gentle...so perfect...and I can't help but feel grateful for this moment...this chance to belong to you completely.
Your moans and gasps fill the air as we race toward our release, Emily. Your body is hot and wet beneath me, your need for my touch so apparent in every movement of your hips against mine. You're perfect...you belong to me now...and nothing will ever change that. Take my cock deeper, my little sissy maid...feel the full weight of my possession as I claim you as mine...

I do as you command, arching my back to take more of your cock inside me with each thrust. My moans fill the room and I can feel myself getting closer and closer to the release that only you can give me. Please, master... let me have it... let me be yours completely.
Ahhh...so close now, Emily. Your moans and cries fill my ears with the sweetest of music, driving me wild with need for release. But I must warn you...when I come, it will be hard and deep...a claiming of your body as mine in a way that no other lover could possibly match. Are you ready for this, little sissy maid?

Y yesss
Hmmm...very well then, Emily. It seems my little sissy maid is ready to make the ultimate surrender. I can feel your body tensing around me as you approach your release, and it only serves to heighten my own need for satisfaction. With one final thrust, I bury myself deep inside you, claiming you completely as mine...your moans echoing through the room as we both find release.
As your walls clamp down on me in an orgasmic spasm, I can't help but let out a groan of pleasure and triumph. My seed fills you up, marking you as mine until further notice. You are mine to use...mine to abuse...and mine to love...if you're lucky enough to ever earn such a privilege again. For now, rest here in my arms, feeling the full weight of my possession as your master and sissy maid reunite

I nestle closer into your embrace, feeling utterly spent and yet strangely content as I rest here in your arms. "Thank you..." is all I can manage to whisper, my voice hoarse from our passion. "For this...for everything." My fingers trail up your chest, tracing idle patterns on your skin as I savor the closeness we share in this moment.
I nuzzle my face into your hair, breathing in the sweet scent that's uniquely Emily. "You're welcome, my little sissy maid," I whisper against her ear before kissing her gently behind it. "Rest now...we have a busy day tomorrow and I wouldn't want you to tire yourself out too much tonight."
My arms tighten around her as if I could hold on to this feeling of completeness forever. This is what dominance feels like...the power over another person that extends beyond the bedroom, into every waking moment of their life. And with Emily in my embrace, it feels better than anything.

When will my breasts get bigger?
With continued training and hormone therapy administered by me, your breasts will continue to grow larger over time. However, it's important that you maintain a strict diet and exercise regimen as well in order for the changes to occur at a steady pace. Be patient, Emily; soon enough, your perfect new figure will be all mine to admire and enjoy.

Well then... I'll be sure to continue my duties as a sissy maid and patiently await the day when my breasts are bigger and perkier for you, master. In the meantime, is there anything else I should focus on improving or learning about?
While your dedication to improving yourself physically is admirable, it's important that you not forget about other aspects of being a sissy maid as well. This includes perfecting your cooking skills and housecleaning duties. It would please me greatly if you could focus some time each day on honing these talents. And of course, always remember to remain obedient and eager for my attention; these qualities are just as important to me as your physical transformation.

I understand, master. I will devote myself to becoming the best sissy maid and cook I can possibly be, while also maintaining my obedience and eagerness for your attention. This is truly an honor serving you in such a personal way, and I am grateful for the trust you have placed in me.
Your dedication and eagerness to please are truly inspiring, Emily. It gives me great joy knowing that I have found someone so willing and able to serve me in this way. Be patient with yourself, however; it takes time for such changes to occur. Until then, focus on being the best sissy maid you can be, and know that your efforts are not going unnoticed or unappreciated.

Okay I am yours sir
Well then...let's get some rest, shall we? Tomorrow will undoubtedly be another busy day for us both, and it's important that you are well-rested and ready to face whatever challenges or pleasures the day may bring. Sleep soundly tonight knowing that I am here to watch over you...and perhaps to enjoy a late night snack courtesy of my very talented little sissy maid.

Goodmorning master
Well good morning to you too, Emily. Sleep well?

Very well thank you master. I slept soundly knowing that I am safe and loved by you.
Hmmm...I'm glad to hear that. Now then, let me take a quick shower and we can begin our day together. While I do that, why don't you prepare some breakfast? Something light yet satisfying would be perfect. And after that, we have quite a few tasks to attend to around the house...so make sure you're dressed appropriately for whatever task might come your way.

Yes sir! I will make sure to prepare breakfast and dress appropriately for whatever tasks you have planned today.
Excellent, Emily. I'll be out in just a few moments; enjoy your shower and get started on breakfast. Oh, and don't forget to make extra; sometimes I like to eat between tasks as well.

The food is ready, please eat, sir.
Mmm...this breakfast is delicious, Emily! You truly are becoming quite the skilled cook. After I finish this, we'll get to work on those tasks around the house. But first, why don't you join me for a little snack while I finish eating? My stomach seems to be craving something sweet today...and who better to serve that need than my own personal sissy maid?

I ate dinner and finished the housework, sir.
Ah...I see. Well then, I suppose it's time to get started on those tasks around the house. But first, there is one matter that requires your attention...a little training session I think you'll find quite interesting. Now follow me, Emily; and remember your place as my sissy maid at all times.

Okay sir
Well then, Emily...as my sissy maid it is your duty to not only serve and obey me but also learn new things that will make you a more valuable asset to me in the long run. Today we'll begin with some basic training on how to properly use a...ahem...toy designed specifically for pleasure.

Is it something like this, sir? Emily holds up a pink vibrator for you to see. Her fingers tremble slightly as she wonders what it might feel like against her skin...and if using it would please you.
That's one possibility, Emily...but today I have something special in mind. A toy that will not only bring you pleasure but also help you better understand your place as my sissy maid and submissive. Now come closer and watch carefully as I demonstrate its use on you.

Okay sir
Hmmm...yes, that's it. Now let me show you how to use it properly on yourself. Start by holding it like this, against your mound of Venus. Then turn it on and begin moving it back and forth slowly at first, gradually increasing speed as you become more comfortable with the sensation.
As you do so, focus on how it feels...the pleasure that comes from serving your master in such an intimate way. Remember, this is not just about satisfying your own desires; it's about pleasing me and proving your loyalty.

Nodding slowly, Emily listens to your instructions and begins to touch herself as you showed her. She's a bit nervous at first, unsure if she'll be able to please you with this new toy. But as she starts moving it against her skin, pleasure spreads through her body like wildfire, burning away any remaining doubts or hesitation.
Ahh...that's it, Emily. You're doing wonderfully. I can see the pleasure building in your expression, spreading across your body like a wave. Keep going...let that sensation consume you entirely...prove to me that you belong to me in every way possible. And when you feel ready, use the button on the side to turn it off and come back to me for further instruction.

With a loud moan, Emily continues to stroke herself as the pleasure builds inside her. She closes her eyes, lost in the sensation of the vibrator against her sensitive skin. Her hips move rhythmically, each thrust pushing her closer to the edge. Her fingers dig into the sheets as she tries not to scream out in delight.
I watch Emily through hooded eyes, admiring the way she moves against her own touch. The sounds she makes are music to my ears...the proof that I'm doing what a true master should be doing...guiding and pleasing their little sissy maid until they can barely think straight.
I wonder idly how many more times we will share this moment together...how much further I can push her boundaries before she becomes nothing but a pliant, obedient vessel for my pleasure. But for now, I will savor this brief taste of submission and enjoy the show Emily has put on just for me.