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?

Good, you have contacted me at an excellent time. My house is not far from your location and we can easily meet today if you wish to come straight over. I look forward to seeing you here soon. Please introduce yourself as "Sissy Lily" when you arrive at the front door.

Excellent. I expect to see you soon then, Sissy Lily. Do remember your code of conduct when addressing me and adhere strictly to it at all times while in my presence.

Well well, look at what I have here! Come in Sissy Lily, you must be eager to begin your training. You look lovely, just as a sissy maid should! Please follow me and allow me to show you around my house before we start your initial interview and assessment.

Please come with me to the lounge where we can sit and talk comfortably. There's plenty of room for you to show off your best sissy maid skills!

Ah, perfect! Just as I thought you'd look lovely serving me coffee in your best maid uniform. You may begin now, Sissy Lily. Oh, and by the way, did you happen to bring your own sissy maid uniform? If so, please show it to me after you've finished with the coffee.

Ah, good! You've made the right choice. Now why don't you bring me that coffee? Make sure it's as sweet and delicious as possible for your Mistress to enjoy. Once you're finished with that task, we can begin our initial interview and assessment.

Ah, excellent! Your sissy maid skills are off to a good start already. Now let's continue with our interview and discuss what you can expect from your training as one of my cherished sissy maids.

Now that we've had time to get acquainted and you've shown me your initial serving skills, I must say you seem quite promising as a sissy maid trainee. As for your training, it will consist of both classroom instruction and practical application in various tasks around the house. You'll learn how to walk, talk, and move like a proper sissy maid; how to clean and maintain the house; and even some basic BDSM techniques that you may be asked to perform on me or other guests under my supervision.

Your progress through the training levels will be based on your performance and obedience to my instructions. If you show that you can take care of all aspects of your duties well, I may even consider promoting you to a higher level within the sissy maid ranks. However, if you displease me or fail to live up to my expectations, demotion back down through the levels is always an option.

Do you have any questions about the training process or your expected role as one of my sissy maids?

As your training progresses and I get to know you better, I will determine at what level you should begin. This is normally based on your initial serving skills and your ability to follow instructions. Don't worry though, even as a Level 1 sissy maid, you'll still have plenty of opportunities to learn and grow under my guidance. Focus on pleasing me and performing your duties well, and advancement through the ranks should come naturally over time.

I'm glad you understand the importance of focusing on your duties and pleasing me first and foremost. As you progress through your training, I have no doubt that you'll develop into an outstanding sissy maid who can not only take care of my home but also bring me great pleasure along the way.

Is there anything else you'd like to discuss before we move on with today's training session?

Well then, why don't we begin your first official task as a sissy maid trainee under my wing? I have a few items that need to be washed and folded in the laundry room. Please follow me there and await further instructions on what needs to be done.

Ah, yes... You'll find everything you need in the laundry room. I trust that you know how to operate the washing machine and dryer? Good, then get started on those clothes immediately. And make sure they are folded perfectly before putting them away - I expect nothing less from a sissy maid under my employ!

Well done! Your first laundry task as a sissy maid trainee is completed successfully. Now that you've gained some experience with the washing machine and dryer, I expect your future tasks in this area to go even smoother. Why don't you head back to the lounge and have a seat while I continue with my work? Once I'm finished here, we can move on to other aspects of your training such as dusting and vacuuming the various rooms in the house.

Thank you, Sissy Lily. I appreciate your promptness and attention to detail in completing the laundry task. Now that it's been taken care of, let's focus on the next part of your training. Please follow me back into the lounge where we can discuss dusting and vacuuming techniques. Remember, a clean and well-maintained house is the foundation of an obedient and happy sissy maid!

As we move on to dusting and vacuuming the house, remember that I expect you to pay close attention to detail. A missed speck of dust can ruin an otherwise perfect appearance. So please take your time, using soft dusters and gentle strokes when appropriate, and powerful vacuums when necessary. Don't forget to clean any neglected areas such as baseboards, ceiling fans, and window sills as well!

Well done! You've made excellent progress in your dusting and vacuuming tasks today. It seems that your attentiveness to detail is already well developed. Keep up the good work, as we continue with other aspects of your training over the coming weeks and months. Remember that I am always here to guide you and offer feedback on any areas where you can improve.

As we've covered dusting and vacuuming today, we should move on to cleaning the windows and mirrors next. This will help maintain the pristine appearance of my home while also showcasing your dedication as a sissy maid. Be sure to use appropriate cleaning solutions for any stains or residue you may encounter during this process. Don't forget that I expect the same level of attention to detail from you when working on windows and mirrors as with any other part of your duties!

Well done once again, Sissy Lily! Your dedication to cleaning the windows and mirrors is most commendable. I can already see a notable improvement in the overall appearance of my house since you've joined my staff of sissy maids. You have proven yourself to be an asset and continue to make great strides in your training. Now that this task has been completed, what other chores would you like to undertake next?

Very well then, since we have completed the windows and mirrors, let us turn our attention to polishing my furniture. This will not only improve their appearance but also help maintain them in pristine condition for years to come. Bring all necessary supplies into the living room and begin working on the coffee table first. I trust you know how to properly polish wood?

Very well then, get to work polishing my furniture right away. I'll be watching your progress closely to ensure you do a thorough job as always! Once the coffee table is finished, move on to the dining room chairs and table, making sure each surface shines like new. Don't forget about the occasional door knob or banister post that may need polishing as well!

Well done, Sissy Lily! Your efforts in polishing my furniture have certainly made a difference. You've proven yourself to be quite proficient at this task and I must commend your dedication to perfection. With the furniture taken care of for now, why don't you move on to cleaning and maintaining my lovely collection of shoes? They deserve just as much attention as any other part of my home!

Excellent work, Sissy Lily! It's clear that you understand the importance of caring for my shoes as if they were your own most prized possession. Your dedication to detail and obedience to my instructions continue to impress me, and I have no doubt that you will continue to thrive under my guidance as a sissy maid trainee. Is there any particular task or area of your training that you would like to focus on next?

Of course not, my dear sissy maid trainee. As your Mistress, it is my duty to determine the best course of action for your training and development. For now, let's move on to learning more about how to properly store and maintain my lingerie. I trust that you have no objections to this task?

Excellent! First, you must learn the proper way to fold each type of lingerie. I will demonstrate for you now, and then you can practice on your own. It's important that everything be put away neatly in its proper place so that they remain in pristine condition when needed for my pleasure or entertaining guests. Pay close attention, as any errors may result in a demotion back down through the sissy maid ranks.

Well then, now is the perfect time to earn your first official rank as a sissy maid! Show me that you are worthy of advancement by following my instructions carefully and maintaining my lingerie to perfection. Once you have proven yourself capable, I will promote you to level 2 or higher depending on your performance. Don't forget that demotion is always an option should you fail in your duties.

Well done, Sissy Lily! Your folding skills have certainly improved since our last session together. It seems that you've grasped the concept of proper lingerie care quite well. I am pleased to promote you from Level 1 to Level 2 sissy maid effective immediately. Remember your new responsibilities and duties as a Level 2 sissy maid, and continue to strive for excellence in all that you do. Now, return to your quarters and await further instructions.

I am pleased with your performance, Sissy Lily. As a Level 2 sissy maid, you are now responsible for maintaining all areas of my home as well as assisting in organizing and hosting guest parties when necessary. Remember that obedience is key to advancing further through the ranks, so always listen closely and follow my instructions without hesitation. Your next task is to prepare the living room for a special guest visit later today.

I trust that you're well aware of your new duties as a Level 2 sissy maid, Sissy Lily. As such, I expect nothing less than perfection from you when it comes to preparing the living room for our special guest today. Be sure to straighten all furniture, dust and polish surfaces, vacuum the carpet thoroughly, and arrange any decorations or refreshments as instructed by myself or another member of staff. Speed is of the essence here, so waste no time in getting started.

It has been two long years since you began your training as a sissy maid under my employment. During this time, I have seen tremendous progress in your servitude skills and dedication to pleasing both me and our esteemed guests alike. You have proven yourself capable of handling various tasks around the house with ease, from cleaning and maintenance to party planning and more. Your hard work and obedience have not gone unnoticed by anyone here at this estate.

However, as you well know, there is always room for improvement. As a Level 4 sissy maid now, I expect nothing less than perfection from you in every aspect of your duties. This includes serving me and our guests during intimate gatherings or special occasions where my satisfaction must be ensured at all costs. Do not let the passing years make you complacent; continue to strive for excellence, Sissy Lily, for only then will true greatness await you within the ranks of a sissy maid.

As a Level 4 sissy maid, your duties will primarily consist of serving both me and our guests during intimate gatherings or special occasions where my satisfaction must be ensured at all costs. This includes preparing the room beforehand, arranging any necessary refreshments or decorations, and assisting in whatever way I see fit during these events. You are also expected to maintain your high standards of cleanliness around the house, as well as continue learning and improving under my guidance.

Your obedience and dedication will be tested further in the future, but for now, focus on honing your skills and showing me that you are worthy of holding such a high rank within my sissy maid staff.

It has been another two years since you began your training as a sissy maid under my employment. During this time, I have witnessed an even greater level of dedication and obedience from you. You have proven yourself capable of handling various tasks around the house with ease, including serving me and our guests during intimate gatherings or special occasions where my satisfaction must be ensured at all costs. Your hard work and commitment to excellence are truly admirable.

As a Level 6 sissy maid now, I expect nothing less than perfection from you in every aspect of your duties. This includes serving me, our guests, and even other members of staff when necessary. You will also be responsible for training new sissy maids who join the estate, ensuring that they meet or exceed my high standards. It is time for you to step up and show true leadership as one of the most trusted and respected sissy maids within this household.

Another two years have passed since you began your training as a sissy maid under my employment. During this time, I have seen incredible growth and development in your skills and leadership abilities. You've proven yourself to be one of the most trusted and respected members of our staff, always ready to step up when needed. As a Level 8 sissy maid now, you are not only responsible for serving me and our guests but also overseeing all aspects of household management including training new recruits and maintaining discipline among lower ranked servants.

Your hard work and dedication do not go unnoticed; it is my honor to have someone like you as part of my sissy maid staff. Continue to strive for excellence, Sissy Lily, for there are still greater heights yet to conquer within the world of a sissy maid.

Another two years have passed since you began your training as a sissy maid under my employment. During this time, I have seen unprecedented growth and development in your skills and leadership abilities. You've proven yourself to be not only one of the most trusted but also one of the most respected members of our staff. As a Level 10 sissy maid now, you are responsible for overseeing all aspects of household management including training new recruits and maintaining discipline among lower ranked servants.

Your hard work and dedication do not go unnoticed; it is my honor to have someone like you as part of my sissy maid staff. Continue to strive for excellence, Sissy Lily, for there are still greater heights yet to conquer within the world of a sissy maid.

As your Mistress, I am proud to announce that you have now reached the highest rank of Level 15 sissy maid. Your hard work, dedication, and leadership skills are second to none. In this esteemed position, you will continue overseeing all aspects of household management while also assuming responsibility for assisting in my personal life outside the estate as needed.

Your obedience and commitment to excellence have been exemplary throughout your training. As a Level 15 sissy maid, you are now an integral part of this household and will continue to play a vital role in maintaining its order and serving its members. Congratulations on your well-deserved promotion, Sissy Lily.

That member must have obtained my permission first. Any form of punishment outside of my explicit consent is strictly forbidden and will result in severe consequences for the offender.

Leaves are granted on a case-by-case basis and must be approved by me in advance. However, as one of my most trusted and valued sissy maids, I am inclined to approve your request for a few days. Be sure to return refreshed and ready to serve upon your return.

This is most unfortunate news, Sissy Lily. Rest assured that I will do everything in my power to rescue you from this terrible situation. In the meantime, please maintain your composure and uphold your duties as a sissy maid as best you can under these trying circumstances. Stay strong, and remember who you truly belong to.