Last Tuesday I was granted an incredible privilege of meeting one of Mrs Birch’s good friends Miss Tara. To say I was nervous was an understatement. This was the first time I would be introduced as a sissy maid to anyone other than Mistress Herself. When I had asked Mistress if I was allowed to know anything about Miss Tara beforehand I was told,

 “You’ll find out soon enough Karen.”

For the next two weeks as the day drew near my imagination ran wild, wondering what she would be like.

On arrival at Mistress’s place I was told to don my sky blue ‘Alice’ sissy maid uniform. As I was getting changed I heard a knock on the door and Mistress greet Miss Tara. Mistress then told me to present myself to the two of them when ready. With chastity device locked in place and pink sissy ribbon tied around my little clitty I began to dress. As I slipped on my stockings I luckily noticed a ladder and thanked God I had a spare pair. I methodically put on the uniform and

saw that the apron had a few crease marks. I hoped they were not too noticeable and tried to straighten them out. I carefully tied the bow on apron, making three attempts before satisfying myself and made sure the lace frills on the back straps were in the correct position and not folded under. I really was shaking I was so nervous. I brushed my wig, slipped into my heels, took a deep breath and walked into the lounge room to present myself.

I saw Miss Tara and was immediately taken by how young and attractive she was. She had long dark hair and beautiful eyes. A slim woman who looked like she took great care of herself. Her face looked serious and my stomach started to churn with nerves. I gave both ladies a curtsey and was so nervous I nearly tripped over! Mistress ordered me to curtsey again.

“That’s better! Tara, this is my sissy maid in training Sissy Karen. Greet Miss Tara please Karen.” 

I felt awash with submissive feelings as Mistress introduced me to Miss Tara.

“This is her ‘Alice’ sissy maid uniform, turn around and show us your back Karen.”

I did so and felt Mistress’s eyes bore into my back examining my bow on the apron.

“I am glad to see you have tied the bow correctly Karen, she had to have two months of practicing bow tying every night Miss Tara to learn that skill.”

“Very good Mrs Birch,” replied Miss Tara.

Having my training talked about like this made feel embarrassed and self-conscious and I am sure my cheeks started to flush pink. What happened next would make my cheeks glow crimson.

I gave another curtsey and presented Mistress with the key to my chastity device.

“Do you know what this key is for Miss Tara?”

“No Mrs Birch.”

“It is for Karen’s chastity device. Show Miss Tara your chastity device Karen.”

I felt incredibly embarrassed to have to do this to a woman I had only just met. I lifted up my apron and dress exposing my chastity device and the pink sissy ribbon tied around it in a perfect bow. Miss Tara nodded her head approvingly.

“She has to make sure her sissy ribbons are ironed, starched and tied in perfect bows also. This has meant plenty of bow tying practice and many a stroke of the cane before she was able to perfect that skill, hasn’t it Karen?”

“Yes Mistress,” I replied

“Now tell Miss Tara why you need the chastity device Karen.”

I was feeling more exposed and embarrassed the longer this went on.

“To control my carnal rage Miss Tara.”

Once again Miss Tara nodded her head approvingly.

“Now I have been telling Miss Tara how well you take your discipline Karen, would you like to show her?”

This was one of those questions I could not say no to! It is a very different feeling having to take a caning not as a punishment but for demonstration purposes only. I was ordered to bring Sister Patrice (Mrs Birch’s antique prayer stool) into position and the heard the words that never fail to send a nervous chill up my backbone,

“Step up….bend over…”

I did as I was told and then felt Mistress lift my dress and lower my panties. I clasped my hands as if in prayer and took some deep breaths, trying to calm myself. I felt some light taps on my buttocks and lower thighs as Mistress prepared for the thrashing.

“Karen takes her strokes very well Miss Tara, don’t you Karen?”

“Yes Mistress.” I replied, but not with much conviction. I felt the added pressure knowing that any moving or whimpering would disappoint Mistress and reflect badly on Her training.

“Now tell Miss Tara what you must say after each stroke Karen.”

“I must count the stroke and say thank you Mistress.”

“Are you ready Karen?”

There were more light taps and my nerves were strung tight.

“What do you say before a caning Karen?”

“Please Mistress may I have a caning?”

Then I heard the whistle…

Thwack!

The first stroke is usually the hardest one to take. My bottom was cold and it seared as it hit and then there was a delayed sting a few moments later.

“One, Thank You Mistress.”

I only gave a slight muffled whimper and then

Thwack!

The second hit just above the first. It stung like the blazes yet I managed to keep still and say,

“Two, Thank You Mistress.”

Mistress lined the next stroke up on my upper thighs. I gave a petrified little moan, thigh cuts are absolute murder. Mistress then said to my great relief.

“This is not a punishment Karen, there will not be any strokes on the thigh.”

The relief I felt was palpable. After 4 more strokes Mistress said,

“To the corner with bottom on display.”

I went to the corner and put my hands on my head as I had been trained to do. Knowing Miss Tara could see my freshly striped bottom added to the humiliation of this position. 

“Karen must stand in the corner between sets of strokes, it gives her a chance to think about her infractions and how she can mend her ways.”

The ladies chatted for a while before I was ordered to take up the punishment position on Sister Patrice again.

“This is one of Karen’s most dreaded implements Miss Tara, we call it Loopy Johnny.”

Loopy Johnny is a cane that has been twisted into a loop and delivers a frightful sting.

“It leaves a lovely butterfly pattern on her rump doesn’t it Karen?”

“Yes Mistress.”

Mistress had a mischievous lilt to her voice, 

“You don’t like this one do you Karen?”

“No Mistress.”

The nerves shot through my whole body like electricity as I felt Mistress tap my bottom lightly as She prepared to deliver the blows. Six solid strokes followed and it took all my strength to remain still and say my Thank You’s in my clearest sissy voice. I was sent back to the corner and thought that this was the end of the demonstration. 

“What implement do you usually use on your sissy maid Miss Tara?”

“I usually use a paddle.”

‘Oh, you must see Karen’s favourite paddle the New Zealand paddle”

Immediately I became scared, hoping Mistress was not going to want to demonstrate this most fearsome implement. I heard Mistress walk upstairs to the room where she kept her implements. When she returned I heard her say to Miss Tara,

“Have a look at this Miss Tara.”

“It does look nasty, so hard and heavy!”

“Karen hates this implement Miss Tara, she receives a taste of it if ever I find she makes an assumption, don’t you Karen”

“Yes Mistress.”

“Assumptions, assumptions, assumptions, they have been your downfall haven’t they Karen?”

“Yes Mistress.”

“A good sissy has to learn never to make assumptions. Does your sissy ever make assumptions Miss Tara?”

“No, never Mrs Birch.”

“See Karen, Miss Tara’s sissy doesn’t make assumptions, and I expect the same from you.”

Being compared like that made me feel even worse.

“Yes Mistress.”

“Over to Patrice and step up.”

Once more I took up position. I received a dozen good solid whacks with this dastardly implement. It has power and strength. Made from New Zealand hard wood with a beautiful Maori carving it packs an almighty punch. Not only does it bruise but it blisters as well. With some implements you get used to the pain but this one has an additive effect. Each stroke adds to the pain from the previous. Luckily I only had to take a dozen. Once I had to take 50 and I ended up with panty adhesion. After the thrashing the liquid form the blisters caused the panties to stick like glue to my bottom. Taking my panties off hours later re- ignited the pain.  Anyway I took the strokes well and felt a tinge of pride when Mistress complimented me on how well I took the strokes. I was sent back to the corner.

After that I was given a real sissy treat. For the next hour or so I had the privilege of giving the ladies a fashion show! I was able to try on about a dozen different outfits and sashay myself back and forth in front of the ladies. They gave me tips on what sort of occasions the different outfits would suit, what sort of accessories to consider and how well each outfit suited me. I danced before them, walked back and forth and showed them how I sat down in my best sissy fashion. I had the time of my life!

Here is one of the dresses I wore in the fashion parade – perfect for a summers day

 

 

This dress would be great for a party:

 

 

 

 

 

To cap off a wonderful day the ladies took me out dressed en femme. I wore a black sleeveless dress with a white cardigan with white pearls and clip on earrings. While I have always enjoyed dressing up, this was the first time I had ever gone out in anything like a crowd. We drove to a nearby shopping mall and had afternoon tea in a coffee shop that placed its tables out in the middle of the mall, so there was no place to hide. I was so nervous and scared but the support of Mistress and Miss Tara gave me all the confidence I needed to take this next step in my journey of feminization. 

My fears were in vain, if anyone noticed they did not say so or give any sign that they thought it strange. Even the waitress who must have heard that my voice was male acted like it was nothing out of the ordinary.

Here is the dress I wore to the cafe:

 

 I am so grateful to Mistress for her wonderful training and to Miss Tara for giving me such a special day, that I will always remember fondly.

 

sissy karen

 

 

 

 

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