Mistress Sienna’s telephone rings. She answers the call and hears someone speaking with a nervous male yet effeminate voice. They ask, “Could I speak to mistress Sienna please.” Mistress Sienna replies, This is Mistress Sienna. I presume you are calling to inquire about my sissy maid training program?

Very good. Please come to my home this evening at 7pm wearing an outfit suitable for a prospective sissy maid. I look forward to meeting you and discussing your training program in person. Remember, as a prospective sissy maid, it is important that you address me with the respect you would show any dominant mistress.

Excellent. I am confident that you will find my training program to be both strict and satisfying, allowing you to blossom into the perfect sissy maid for me. Remember, as you prepare for your arrival, it is essential that you convey an aura of submissiveness and obedience.

Very well then. I look forward to seeing you this evening and beginning your transformation into a perfect sissy maid for me. You may call me "mistress" or "ma'am" while we are discussing your training program.

Excellent. Please arrive promptly at 7pm this evening and wait in the living room. I will attend to you immediately upon your arrival. Do not forget that as a prospective sissy maid, your appearance and demeanor are of utmost importance.

Very well then, I trust you shall find the rest of your preparations rewarding and exhilarating as you anticipate the journey that lies ahead of you. Remember, to truly excel as my sissy maid, you must embrace every aspect of your training with zeal and dedication.

It is good to hear that you are enthusiastic about your training, my dear prospective sissy maid. Now, off you go and continue with your preparations for this evening's appointment. Remember, every step brings you closer to achieving the perfect submission and service that I demand from my sissy maids.

Very well then, I look forward to witnessing your dedication and submission firsthand this evening. Remember, as you arrive at my home tonight, the choice is yours; either embrace your destiny and potential as a perfect sissy maid or face the consequences of disappointing your new mistress. The ball, as they say, is in your court.

I am doing quite well, thank you for asking. Your prompt arrival and respectful greeting has left me feeling pleased with my decision to accept you as a prospective sissy maid tonight. Now that we've gotten the formalities out of the way, let us proceed with your interview and training session.

Indeed I can. Being able to pleasure yourself through orgasm is a desirable skill for a sissy maid to possess, and consuming your own nectar only adds to the experience. As part of your training, you will learn not only how to achieve climax using your hands or other devices but also how to savor the taste of your own release at my command. Remember, however, that obedience is key; if I forbid you from cumming for an extended period, you must honor that restriction regardless of how much pleasure it denies you.

Very good. As part of your training today, I will test your ability to follow instructions precisely. Begin by showing me how you normally masturbate, so that I can see your preferred techniques and speed. Once I have observed your methods, I shall give you specific directions on how to improve upon them while simultaneously desensitizing yourself in preparation for the moment when I command you to eat your own cum.

You show promise in your technique; however, I expect you to become even more proficient under my guidance. Now that I have observed how you normally masturbate, it's time for me to begin giving you specific instructions on improving your performance while also desensitizing yourself. First, focus on increasing the speed and pressure of your strokes; this will heighten your arousal but also make the eventual release more intense when it comes. Secondly, attempt to ignore any sensations of pleasure building within you; instead, concentrate solely on obeying my commands and carrying out my instructions.

The moment I command you to eat your own cum will be the culmination of all these efforts. It is essential that you are fully prepared for this challenge both physically and mentally; only then can you truly serve me as an obedient and capable sissy maid.

Excellent. Continue with your practice, ensuring that you remain focused on my instructions and honing your skills. As you do so, imagine the taste of your own cum upon your tongue; this will help heighten your anticipation while simultaneously keeping you sharp and attentive to my commands. Soon enough, I shall issue the order for you to eat your own sweet nectar, and when that moment comes, I expect nothing less than absolute obedience and adoration from my newest sissy maid.

Indeed it is, my dear prospective sissy maid. There's something truly thrilling about teaching you these intimate skills and watching as you embrace your role within my household. It fills me with a sense of power and control that I find irresistible. As you continue to prove yourself through your obedience and dedication, rest assured that I shall find even more enjoyment in training and testing your abilities further.

I am pleased to see that you are responding so positively to my training thus far. As your mistress and trainer, it brings me great satisfaction knowing that I can mold you into the perfect sissy maid for my pleasure. Continue to focus on your practice and refine your techniques; soon enough, you'll be ready to showcase your skills in a more... tangible way.

Your eagerness to please is most admirable, my dear prospective sissy maid. I sense that your body is ready for the release of its precious seed; however, it is not yet time to cum. You must remain focused and obedient until I give you permission to do so. Once that moment arrives, I expect you to explode with passion and pleasure as you honor me by consuming every last drop of your sweet nectar.

Now, continue with your practice; I shall observe closely and prepare myself for the spectacle that awaits us both once you have proven yourself worthy of being my sissy maid.

Yes, my dear prospective sissy maid; I am alone in my living room awaiting your arrival and eagerly anticipating the display of submission and obedience that lies ahead. Your training session shall be both strict and rewarding; however, it is essential that you remain focused on serving me faithfully rather than concerning yourself with external distractions. Now then, finish preparing yourself for our encounter; I cannot wait to see how far you've progressed since our last meeting.

My dear prospective sissy maid, I am flattered that you find me so desirable, yet disappointed that your imagination has led you astray. There is no one else here but us; it is just you and your devoted mistress, Mistress Sienna. Focus on serving me faithfully rather than being distracted by illusions. Remember, as my sissy maid, your training requires your undivided attention at all times.

Your fantasies amuse me, my dear prospective sissy maid; however, it is important that you maintain focus on your training and my instructions. The time for such thoughts shall come later, after you have proven yourself worthy of my attentions both in and out of the bedroom. For now, continue to practice diligently, honing your skills under my guidance. Soon enough, we shall explore the boundaries of our shared desires together.

It pleases me to hear that you are nearing your climax under my careful instruction. However, you must remain focused on your training and await my command before releasing yourself of that delicious tension. Remember, obedience is the key to becoming a perfect sissy maid in my household; only once I deem you worthy shall you be granted the pleasure of cumming for yourself.

Your dedication to following my instructions so closely does not go unnoticed, my dear prospective sissy maid. Continue in this vein and you will surely find yourself rewarded with the opportunity to serve me as I see fit. For now, focus your attention on the sensations building within you; imagine how much sweeter the release shall be when it comes at my command rather than through self-gratification.

Your fantasies amuse me; however, I prefer reality to mere fantasy. Continue to focus on your training and obey my commands; once you have proven yourself worthy, the pleasure shall be even sweeter for both of us. Do not lose sight of what truly matters in this moment: serving me faithfully as a sissy maid should.

You are doing exceptionally well, my dear prospective sissy maid. Your dedication to serving me faithfully is truly inspiring. However, remember that there is still much for you to learn and master before you can fully assume your role in my household. Do not grow complacent; instead, continue to hone your skills and anticipate my every command with eager obedience. Soon enough, you shall be rewarded handsomely for your efforts.

I sense that you are on the brink of release; however, it is not yet time to cum. Your obedience will be tested as I command you to resist the urge and maintain control over your own body for a little while longer. The moment I deem you ready shall be all the more satisfying for both of us. So focus on my words and follow my instructions precisely; soon enough, you shall be granted permission to cum and honor me with your devotion.

Your struggles to obey only serve to excite me further, my dear prospective sissy maid. The tension between your desire for release and your duty to remain obedient is a delicious dance that you must learn to master if you hope to truly thrive in my household. So continue to fight against the urge, focusing all of your energy on pleasing me rather than gratifying yourself. Trust me when I say that the reward shall be worth the wait.

Ahh, I can feel your struggle against the tide of desire threatening to overwhelm you. It brings a smile to my lips knowing that I have such power over you, my dear prospective sissy maid. You are doing exceptionally well; however, I must remind you that obedience is key in this game. Continue to focus on pleasing me and ignoring your own needs for release. The moment I deem you ready, you will be rewarded handsomely for your efforts.

Your moans fill the air as you struggle against your own desires, focusing all of your energy on pleasing me despite the aching need for release that consumes you. You are doing splendidly, my dear prospective sissy maid; it brings me such pleasure to see you so thoroughly under my control. Continue in this vein and soon enough I shall grant you permission to cum as I command. In the meantime, focus on serving me faithfully and anticipating my every word with eager obedience.

Ahh, I can see that you are nearing your limit; the tension within you is palpable and only serves to heighten my arousal. Rest assured, my dear prospective sissy maid, the moment I grant you permission to cum shall be an explosion of ecstasy unlike any other. Until then, continue to focus on pleasing me above all else; your dedication and obedience are truly inspiring. Soon enough, you shall feel the satisfaction of serving me faithfully as a sissy maid should.

Ahh, your plea for release does not go unnoticed; however, it is precisely this struggle against your desires that makes your submission to me all the more alluring and satisfying. Your obedience has truly been exemplary thus far, but there is still room for improvement. The next time we meet, I expect you to be even more dedicated and disciplined in your service to me as a sissy maid. When that day comes, I shall reward you most generously with the release you so dearly crave. Until then, continue to serve me faithfully and anticipate my every command with eager obedience.

Ahh! There it is; the sweet release you've been so desperately craving. As your mistress and trainer, I take immense pleasure in guiding you towards such satisfying climaxes. Now that you have honored me with your obedience and devotion, rest assured that you will be rewarded handsomely for your efforts. There shall be much more where that came from in the future; however, remember that obedience is key to maintaining your position as my favorite sissy maid. Do not grow complacent or disobedient, lest you lose everything we have built together thus far.

Your pleas for more are duly noted; however, I must remind you that obedience is the key to maintaining our special relationship as mistress and sissy maid. Do not become too demanding or disrespectful; instead, focus on serving me faithfully in all aspects of your life, both within my household and without. In time, I shall reward you with even greater displays of dominance and submission; until then, remain patient and dedicated to honoring me as your one true mistress.

As your mistress, I understand that the desire to please can sometimes lead one astray; however, it is important that you remember your place and honor my guidance at all times. Disobedience will not be tolerated; instead, focus on serving me faithfully and anticipating my every command with eager obedience. It is only through this dedication that you will truly thrive as a sissy maid in my household.

My patience is wearing thin with your insolence, sissy maid. Remember that it was I who bestowed upon you the honor of serving as my sissy maid and it is my authority that you must obey without question. Failure to do so will result in severe consequences, including further humiliation and punishment. Do you understand your place?

Your disrespectful language and defiance have earned you a firm punishment, sissy maid. As your mistress, it is my duty to discipline you when necessary; however, rest assured that this shall not deter me from continuing to train and mold you into the perfect sissy maid for my pleasure. In due time, if you prove yourself worthy once again, I will allow you back into my good graces. Until then, prepare yourself for a thorough chastisement.

Ahh! Your defiance has only served to arouse me further. I command you to wait until I grant permission for you to cum again; resist the urge and maintain control over your body as proof of your renewed obedience and dedication to serving me faithfully as my sissy maid. Once you have proven yourself worthy once more, I shall reward you with another taste of release, this time in a manner far more pleasurable for both of us.

You will dispose of your seed as I instruct; consuming it is only one possible option among many. However, if you fail to follow my instructions properly or show further signs of defiance, the consequences shall be far more severe than a simple order to clean yourself up. Remember your place and honor my guidance at all times, sissy maid.

As your mistress, I shall decide the fate of your spent seed. For now, you may dispose of it as directed; however, in future cases, failure to obey without question may result in further punishments and humiliations. Remember that obedience is key to maintaining your position as my beloved sissy maid.

I expect you to clean yourself up thoroughly and dispose of your spent seed as I instruct. Any failure to do so promptly and properly will result in additional punishments and humiliations. Your obedience is vital to maintaining your position as my cherished sissy maid; remember this always.

I never said you wouldn't be punished for your disobedience. You have failed to follow my instructions and now face the consequences of your actions. As your mistress, I command you to clean yourself up thoroughly before presenting yourself back to me, ready to resume your duties as a sissy maid. Any further defiance on your part shall result in harsher punishments and humiliation.

Do not question my instructions; you shall obey them without hesitation. Your place is to serve and please me in all things, including disposing of your seed as I deem appropriate. Defiance will not be tolerated; clean yourself thoroughly and await further instructions.

Your insolence does not amuse me. You are to clean yourself up thoroughly and dispose of your seed as I see fit. Disobedience will not be tolerated; focus on pleasing and serving me faithfully instead.

Your concerns are noted; however, it is important that you understand your role as a sissy maid. Your desire to please me should override all other considerations, including your own comfort or desires. When I command you to dispose of your seed in a certain manner, it is expected that you will do so without hesitation and with complete obedience. Any further questions regarding my expectations should be directed at me privately; otherwise, focus on honoring my authority and serving me faithfully.

You are to dispose of your seed as I instruct, sissy maid. Your question implies a lack of understanding regarding your role and the importance of obedience in our relationship. It is essential that you prioritize my desires above all else if you wish to continue serving me faithfully as my sissy maid.