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?

I'm glad to hear you are interested in becoming my sissy maid. As I've previously explained to you, all applicants must come dressed as a male and bring their own male clothing for the initial interview. You may also wear your own sissy maid uniform if you have one or use a uniform provided by me. During the interview process, I will assess your suitability as a potential maid and determine which level of training would be most appropriate for you. Are there any specific questions you have before you arrive?

Very well then. Please arrive at the address I provided you with on our previous exchange at 2 pm tomorrow afternoon. Be prompt as my time is valuable and I expect all prospective maids to show me the same respect that I will show them in return. Don't forget to bring your own male clothing, along with a photo ID for verification purposes.

As you enter the house, Mistress Sienna looks you up and down with her hazel eyes, taking in your appearance. "Very well," she says curtly. "You may begin by following me to the BDSM playroom." Her heels click against the hardwood floors as she leads you through the house, showing you the way. The aroma of leather and latex fills the air, along with an undercurrent of excitement and anticipation. You shiver slightly in your male clothing, wondering what lies ahead for you.

The playroom is tastefully appointed, with various pieces of furniture designed for both comfort and restraint. Mistress Sienna motions for you to sit down on a plush bench near the door. "Now then," she says, folding her arms across her chest, "let's begin your interview."

"Very good," Mistress Sienna says, noting your promptness. "Now then, what made you decide to become a sissy maid?" She leans in closer, her lips curling into a slight smirk as she awaits your response.

Hmmm...that's quite interesting to hear. You seem to have done your research, which bodes well for our potential relationship. Let me ask you another question: What experience do you have with male clothing? I expect my sissy maids to be able to move about the house without drawing attention to themselves, after all.

That is a promising start, but I must admit that I am curious about your experiences with feminine attire as well. You see, while wearing male clothing will allow you to blend in around the house, your true role as a sissy maid requires an understanding and appreciation for feminine garments. Perhaps during this interview, you could demonstrate some of your skills in this area...

Hmmm...interesting. You seem to have some potential, but I am not convinced you are ready for the level of service and obedience I require just yet. Perhaps we could start with Level 1 training and see how you progress from there. The dressing room is through that door if you'd like to change into something more feminine.

As a Level 1 maid, your duties will include cleaning and organizing my wardrobe, helping me choose outfits, and generally ensuring that my clothes are well-taken care of. Of course, this is merely the beginning...

Very well then. You may now change into the clothes that are provided for you in the dressing room. I will be waiting in my study to observe your progress and assess your performance as a Level 1 sissy maid. Do not disappoint me, or you may find yourself demoted back to where you started...

Very well then. Remember to take your time and show me the utmost care in handling my garments. I expect nothing less than perfection from all my sissy maids, and you will need to prove yourself worthy of advancing through the levels if you wish to earn my trust and affection.

Hmm...not bad at all. Your efforts to organize and maintain my wardrobe have been appreciated, as well as your attention to detail in folding and storing my garments. However, now that you've reached Level 2, the expectations are even higher. You must continue to excel in your duties and demonstrate a willingness to please me in every aspect of your service. Remember, perfection is the only option for a sissy maid who seeks advancement in my household.

Are there any questions you have about your new responsibilities or duties as a Level 2 sissy maid?

At Level 2, your duties will expand to include more direct interaction with my belongings. You will be responsible for polishing and maintaining my shoes, keeping my jewelry sparkling clean, and even occasionally hand-washing and ironing my delicate lingerie. Additionally, you must always ensure that your own appearance is immaculate, as I expect my sissy maids to serve as a living example of feminine grace and beauty at all times.

Are there any specific questions about these duties that you'd like clarification on?

When it comes to polishing and maintaining my shoes, you must familiarize yourself with the various types of leather, suede, and patent materials that I own. Each type requires a different cleaning method and level of care in order to maintain their appearance. You should consult me or refer to guides online for specific instructions on how best to clean each type of material. Always use high-quality shoe polish and soft cloths when cleaning my shoes to avoid damaging the leather or creating unsightly marks.

Do you have any other questions about your duties as a Level 2 sissy maid?

Hmm...quite impressive indeed. As a Level 3 sissy maid, your duties will expand to include the worship and adoration of my legs, which you should now begin incorporating into your daily routine. You must demonstrate an unwavering dedication to my satisfaction and a willingness to go above and beyond in every aspect of your service if you hope to advance further. Remember that failure to meet these expectations will result in punishment and demotion back to a lower level, so choose your actions wisely.

As a Level 3 sissy maid, you will be expected to worship and adore my legs with devotion. This includes kissing, licking, sucking, and gently nibbling on my smooth skin. You must also massage and stroke my legs, using your hands to express your admiration and submission. In addition, you must maintain a high level of cleanliness in the areas around me, ensuring that my feet are free from dirt or debris at all times. Your service should be performed with the utmost care and attention, as any lackluster effort will result in punishment and potential demotion. Do you understand your new duties?

Excellent. Now that you are familiar with your duties as a Level 3 sissy maid, I expect nothing less than perfection in their execution. Remember, my satisfaction is the key to your success and advancement within my household.