CORRESPONDENCE FROM MISTRESS ALISON
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A brief introduction is in order; Mistress Alison is a good friend and a very knowledgeable and experienced Mistress, she has also been a frequent contributor to PDQ. She is now available to answer questions from both Mistress and sissies alike, assuming a respectful tone of course. These email conversations may well be included at some future date in PDQ though a request for privacy would be respected. Feel free to write her at mistress-alison@petticoated.com and please don't waste her valuable time asking "where / how can I find a Mistress?"

Hello Mistress Alison,

I helped my granny clean out her closets a few months ago. She wanted to get rid of clothes she no longer wore as well as shoes and other items. My job was to take all of it to Goodwill, but instead I wanted a couple of dresses and a pair of high heels for myself. One thing I didn't want was for my granny to catch me wearing a dress when she asked me to take them to Goodwill. The other reason was obviously was so my granny didn't know I liked wearing women's clothes. You see I lived with my granny for many years after my parents split up and my mother passed away. My granny and I were always very close. My secret had never been discovered by anyone. I had read about other boys who had been caught by a parent or relative that didn't go well. I thought it best to ask my granny if I could keep two of her old dresses and the pair of high heels for myself. That way she would figure out why I wanted them without me having to tell the story first.

One night after dinner I let my granny know I hadn't taken all the clothes to Goodwill because I wanted to keep two dresses and a black pair of high heels. Puzzled by why I wanted to keep them my granny asked what did I want to do with them. It was then I let her know I wanted to wear them if it was ok with her. At first she thought I was joking with her until she saw I was serious. My granny said sure if I wanted to keep them and wear them she was fine with it. Then she asked wouldn't I like something more up to date rather than those older styles. We talked about the dresses so my granny felt they should be taken in a bit to fit me better. She also felt if I liked wearing her old dresses we should go shopping to buy me something more up to date. In the end we agreed that if I liked wearing dresses which I had never done we would buy me new ones. If it was a passing fancy as she put it then I would take her dresses to Goodwill as originally planned.

The next day I put on one of granny's dresses and her high heels while granny was picking up some groceries. When she came home it was the first time she saw me in her old dress. We always had an honest relationship which caused her to laugh at first. Granny told me she laughed at seeing her old dress on me and not laughed at me. A woman doesn't usually see someone else wear one of her dresses. Granny felt I should wear a bra to fill out the top part of the dress better. She also pointed out I needed stockings and to shave my legs. I never thought of those things mostly because I had no experience other than panties and nighties. Granny made a list of things she thought would be for me to wear. I talked with her to make sure she wasn't upset with me wanting to wear dresses. Granny told me no she thought about it then felt if I wanted to do it at home why not give it a try.

Within a few days granny had bought me a drawer full of panties, bras, garters and stockings. The first day I put on the new items granny told me I looked much better with nice smooth legs covered in nylon and my overall shape looked much nicer. Granny bought me a large cup bra I think it is a D cup like what she wears so the dress filled out properly. I thought the breast forms were too big but granny told me to wait until I had the dress on to see. She was right although I felt silly with big breasts. Granny felt I looked good in her dresses so much so she wanted to buy me something new. Granny gave me a pair of her earrings and a wig she hadn't worn in years. I began only wearing dresses at home with granny. She asked me one night if I ever wanted to be a girl or did I just like the clothes. I let her know panties and nighties were something I always liked as far back as I could remember. Granny left the room then returned with a nightgown. She showed it to me then asked if I wanted it. I said ok why not. I continued to only wear dresses at home some old and some new. Granny bought me a pair of 4" pumps that were higher than her old ones at 2". I liked wearing dresses and took a liking to high heels as well. One night granny asked me if I ever heard of a sissymaid. I hadn't heard of that before so she told me more about it. I asked my granny if she wanted me to be her sissymaid. She said yes she felt it would be good for me to learn and also help her around the house. Granny bought me a couple of aprons to wear over her old dresses.

She started to teach me how to do housework that ranged from cleaning to laundry. It wasn't long before I left the pain of cleaning in my back and my calves. Granny told me I would look better as her sissymaid if I wore a French maid or conventional maid uniform. I liked wearing dresses though. Granny bought me a conventional maid uniform to see how I liked it just for working in. To my surprise it felt right and have me bending room. A week later granny bought a few more to wear. Granny asked me to help her pick out a chastity device on the computer last night. When I asked why did we have to pick one out the reply was all sissymaids wear chastity devices, it's a must. When I tried to talk my way out of it, granny just told me to pick one then we would see how it worked out when it arrived.

Mistress Alison, so far I have done everything granny suggested or told me to do. Do I have to wear a chastity device on my penis? Can you explain to me why?

Thanks,

Dear Kurt

Thank you for your fascinating letter, your Granny sounds a wonderfully broad minded woman.

Of course you have to be in chastity, as your Granny told you, it's a must, essential, a sine qua non.

There a three reasons why: control of your sexuality, obedience and gratitude.

Left to their own devices all males play with their genitals and sooner or later indulge in the disgusting male vice of self abuse, which wastes their time, their energy and in sissymaids it takes their minds off what they should be concentrating on, their work. Safely locked up you will not be able to do this and therefore be able to concentrate fully on whatever task your Granny has set you.

The first rule of being a sissymaid is obedience, sissymaids always comply with all instructions, orders and directions immediately and without question or complaint. If your Granny tells you do something then do it, you must not, ever, under any circumstances, challenge her authority or question her wisdom. Granny always knows best, at all times and in all things.

Finally, gratitude. Your Granny has gone to a great deal of trouble to help you wear the clothes you wish to wear and to help you become the person you yearn to be. It ill behoves you not to comply with this most simple of orders. Be grateful she has taken the time to research what you need and to save you from yourself.

When your chastity arrives tell your granny how grateful you are to her for protecting you from your own base and lustful thoughts and wear it with pride. It is a symbol of your status and a sign of your servitude.

I wish you many happy years of sissymaid service.

Yours sincerely
Mistress Alison

Hello Mistress Alison,

Well thank you for saying such nice things about my Granny. I will pass that along to her. The chastity device will be here later today. I appreciate you explaining the reason for wearing one to me. It makes more sense now than before when Granny brought it up. Granny talked to me a few times about how things will work and the importance of me going along with anything she tells me to do. I promised to do what she says to keep Granny in my good books. Granny also told me that she will help me do what a proper made does as long as I listen. If I don't do what she shows or tells me there is a wooden stick in her closet. I thanked Granny for letting me have her dresses and allowing me to be her maid. Her reply was work hard and don't let her down.

Thanks,
Kurt

Dear Kurt

The more you write about your Granny the wiser and more sensible she sounds. She obviously knows what you need and what you want, which are not always the same thing. It is good that you now understand the whys and wherefores of chastity and what is required of you as a sissymaid. Obedience and hard work. I always tell sissymaids to remember the acronym ODD, for Obedience, Dress, Demeanour, get those three things right and everything else will follow naturally and Granny will keep that stick in her cupboard.

Yours sincerely
Mistress Alison

Hello Mistress Alison

My Granny is a smart older woman who at times surprised me with her knowledge. More and more what you have told me makes sense. My new uniforms arrived and the other things Granny ordered. This is my first day fully dressed as Granny's maid. From neck down you would think I am a female maid. Granny was pleased when I got dressed. She said I look like a maid ready to get working. I know I have my work cut out for me according to what Granny showed me on the fridge.

Once again Mistress Alison thank you for helping me understand chastity and the acronym ODD. Those three words will help me more than you know or maybe you already do.

Thanks,
Kurt

Dear Kurt

You're welcome.

Why not send an update of your progress to Auntie Helga for the correspondence section of the PDQ website.

Yours sincerely
Mistress Alison

Hello Mistress Alison,

I had to ask Granny if she would allow me to write to Auntie Helga first. The answer was no until I showed her other letters then Granny said ok. Granny will allow me to write to Auntie Helga on the weekend.

Granny has been working me hard while she continues to teach me how to me a real maid. Cooking is an area that will take me the longest to learn according to Granny. I did ask Granny is she had any regrets allowing me to be her maid. The answer was certainly not as she enjoys my help and likes me in maid uniforms. Granny told me that more boys and men should have the opportunity to show their feminine sides these days. Granny felt that it is something I will thank her for as time goes on. To me I am already happy to be Granny's maid even on the heavy days.

Thanks,
Kurt

Dear Kurt

It was quite correct of you to ask your Granny first. Remember you are now her sissymaid and her word is law, this requires a completely different attitude and mindset than the one you had before.

Granny is also right that far more boys and men should become sissymaids and have the benefit of a strong-minded woman controlling their life, and that you will become increasingly grateful to her for giving you this wonderful opportunity to serve her this way.

It is not an easy life being a maid but the rewards are well worth the effort.

Yours sincerely
Mistress Alison

Hello Mistress Alison,

You and Granny tell me the same basic things which means there must be some truth to it all. At this time I am grateful for the opportunity even though at first I wasn't so sure. A question that stuck in my mind was how would my Granny accept me dressed as her maid when that is something we never talked about before it happened. I mean years of living with my Granny and knowing her the way I did made me wonder what she would say or do. To my surprise Granny accepted me for who I am and agreed to help me be her maid. I love my life as Granny's maid very much. The women's clothes I get to wear make it all worth while. Serving Granny is the best part for me then comes the clothes she allows me to wear.

No, it is not easy living as a maid for a strong woman like my Granny. I was told if I worked hard then life would be that much better. Granny said once there is no such thing as a lazy maid. That was my hint to always work hard for her. My positive attitude and your guidance has helped me get this far.

Thank you,

Kurt

Dear Kurt

You're welcome.

Yours sincerely
Mistress Alison

Hello Mistress Alison,

I didn't get a chance to wish you a Merry Christmas because I was too busy to turn on my laptop. Did you have a wonderful Christmas? Let's hope we all have a Happy New Year and a better one than 2020.

Granny bought me so many nice clothes for Christmas. If there was ever a doubt that Granny didn't like having me as her maid it is very clear now. She has kept me busy attending to things she hadn't been able to do in years. Everything from washing walls to completely cleaning and painting closets. Today it's working in the basement so best I get going.

Happy New Year.

Maid Karen (Granny changed my name)

Dear maid Karen

That is very good news. You be a good girl for Granny, work hard and keep reading PDQ.

I wish you both a very Happy New Year.

Yours sincerely
Mistress Alison

Hello Mistress Alison,

Granny has been helping me in the kitchen as she wants me to cook just like her. I like working with Granny while she shows me more and more each day. Granny wants me to be ready in the spring to do the grocery shopping for her. It is something that has to be done, but Granny said it gets harder for her to do it alone. In a few weeks Granny told me we will go shopping together until she feels I am ready to go it alone. To be honest I am scared to shop dressed as a maid while I am not a female maid. What do you suggest for maids in training like me when it comes to leaving the safety of home? Will people notice me as much as I feel they will? If they do what should I say or do?

Thanks,
Maid Karen

Dear Maid Karen

Every sissymaid feels nervous the first time she goes out in public and nearly all of them worry about being not sufficiently feminine to convince the casual observer. Like almost everything else in life the reality isn’t anything like as bad as they fear. Even if people do realise the truth the majority simply won’t care enough about it to do or say anything.

Keep telling yourself that granny knows best, she wouldn’t ask you to do anything she knew you couldn’t handle or would put you at risk. Moreover, your role is now to obey her so however nervous you might be feeling it is something that you are going to have to do, come what may.

My sissymaid, kitty, regularly goes shopping in her working uniform and travels on public transport in her office clothes and attracts little if any attention. However, kitty has been living as a 24/7 sissymaid for years rather than a few weeks and it will require time and a great deal of practice to build up your confidence to anything like the same level. The operative word in all this is confidence, if you look the part and act the part no one will challenge you. Keep your head up and your back straight, just as would when standing in Granny’s presence, take small precise steps and speak slowly and carefully. If people stare ignore them, and in the unlikely event of anyone saying, “It’s a man” or “You’re a man,” don’t panic but simply look down your nose as disdainfully as you can manage and reply, “And what business is that of yours? Be off with you,” like a Duchess dismissing an impertinent footman.

Remember nothing you are doing is illegal, nor it is anyone else’s business how you dress or what name you use. For your first few outings Granny will be with you and show you how to behave and what to do and say in shops. By the time you come to do it on your own not only will you be used to it, but the shops you visit will be used to seeing you so any novelty will have worn off.

This is simply the next step in your training. See it as the opportunity it is to serve Granny even better than you do now.

Yours sincerely
Mistress Alison

Hello Mistress Alison,

Thank you very much for letting me know things will be ok when Granny and I go out together. I always know when I talk with you that the advice will be very good for me. Granny is a smart woman and I worship her every day. It is you that has more experience with sissymaids which I am now. Between your advice and me obeying Granny I will succeed. I'm less concerned about venturing out with Granny than I was before I read your email so thank you. Granny told me in time she will help me look and be more feminine. I'm getting my ears pierced so I can wear the earrings Granny bought for me. My future as Granny's sissymaid looks very bright and I am happy she allowed me the opportunity to be her sissymaid.

Thanks,
Maid Karen

Dear sissymaid Karen

It is good that you are now openly acknowledging that you are your Granny’s sissymaid and that she has become your de facto Mistress. The relationship between a sissymaid and her Mistress is a very special one, extremely close without necessarily being sexual, and it is based on trust. You have surrendered control over your life to your Mistress and you have her trust her completely to make the right decisions for you. Trust her completely and obey her without question and she will lead ever deeper into this wonderful lifestyle. Just remember, Mistress always knows best and your future as a sissymaid will rosy indeed.

Yours sincerely
Mistress Alison


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