The Bad Boy Gets Punished: A Sissy Maid Missy Bad Boy Series, Part Four

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Good...but there is one thing...I would want to call you by girls name...would you be you happy with that”. I must say that lending my sissy pansy out to my friends was one of the most effective training measures.I still remember - and so does sissy - the first time I made her serving teas and coffees when I had invited two of my friends over one afternoon. My little fairy trembled with fear and humiliation but at the end she passed with flying colours and made my friends being jealous of having such a cute and obedient maid to wait on me.

After what seemed an eternity, we pulled up to Myrna's spacious suburban home. As if by magic, the garage door opened for us, and we pulled inside. As I moved to straighten up I realised to my embarrassment that I had an erection….the culmination of the pain and the sensation of the rubber mac had conspired to arouse me...I tried as best I could to hid the protrusion in the mac from Miss Osbourne's eyes, but to no avail. Just then Jill returned and stood in front of me. Looking me straight in the eye, she gave her final instructions before departing. As we drove along in the frosty darkness of this mid-winter morning, Jill and Tyrone discussed the several tropical islands they would visit. Jill snuggled up close to him, giggling and reminding him how romantic their two weeks together would be.

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You will treat all of my friends with respect. When they come to visit you will serve us as waiter and maid or make yourself scarce if I tell you to, including leaving the premises. I got a total of three enemas that day. Mistress Rosemarie was not mean though. After I leaked the first time she did allow me to sit on the toilet and empty myself the best I could. If you have ever had two enemas in a row you know that you can not empty it out totally in one sitting. The second enema hurt so much because it filled me up a lot more then the first and when I leaked I leaked a lot and had a lot of cleanup to do. The third enema was really really bad and before I exploded on the floor she told me to go to the bathroom before I really messed up her bathroom. She was kind enough to let me completely empty myself after that and then I finished my sissy maid cleaning chores. Michael was aware that the place was completely female-dominated and that any men in the place were there to be trained, to serve women and to be punished. A relentless regime of feminisation was pursued to turn masculine males into submissive feminine maids.

Michael made out a soft tingle behind the solid doors. Resignedly, he got to his feet, feeling wretched and miserable. Trying to beg had won him no favours from his wife.I never felt so humiliated in my life. To think that I would be spending the next two weeks with this witch was unbearable. I'm delighted to show you photos sent to me by a delicious girl with a million-dollar smile. This is Miss Jenni Dee. I followed the slim figure along the hall way into a side room which looked like a traditional school study I followed her in…. The walls of the small were covered with framed photographs of school groups. A sturdy wooden desk took central position with a large wooden wardrobe standing in the corner .

And here's a Prim pic and story from years ago which have never appeared in Prim's Petticoat Wendyhouse. That's all for this Newsletter, hon, except that I want to show you a couple of nice pieces of Prim's art. Starting with this example of Sweetheart Styles, which appeared in Prim's Petticoat Pansies issue#12 No, you will have to stay here, with me as my maid. At least you are already half trained, although you fall far below the expectations I have for a sissy maid in my home. I intend to correct that, Your mistress is young and has much to learn, I feel this may be the cause of your poor attitude, she has up till now been far to lenient with you, hear you will learn perfect sissy behaviour, or you will suffer the consequences.Good...I think you will be a very suitable candidate for the job and I think you will find my terms very generous...would you be happy to take take the position….I heard myself mutter “Yes please Mistress”