Petticoated Polly: In Sissy Servitude

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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.

Aunt Mary said, “We are so glad you are enjoying it my darling. We still have lots in store for you.” Carolyn will you please go and get the things we are going to dress baby Chrissy in?” Being November, there was an autumn chill in the air, and as they stood in the entrance hall, Carolyn went to fetch her mistress' sable coat. Hello, Jason," he heard, and two women parted to allow the speaker to step through. "I - didn't know you were a sissy." The story so far: Veronica Boothroyd has delivered her stepson Jason into the hands of Alicia Presswell, the manageress of the Pretty Boy Boutique, where he will work as a sissyboy assistant during his summer recess from college. The girl assistants, Kate and Serena, take photos of him dressed in his pretty uniform and showing an unwanted erection, so that he must do as he is told to prevent the photos being distributed through the facebook accounts of his friends. As he performs his sissy duties dressed in frills, his penis displays evidence of latent femininity in his nature.

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Carolyn continued, "Chrissy my dear you are probably wondering how I have milk in my breasts. I do have a baby; one of the other maids is looking after him in the servant quarters." On a slightly different note, darling, I want to show you some gorgeous examples of Morpheus fashions. You'll have seen examples on the web, and here are some that show what lovely styles there are these days for young women.

Carolyn said, “Yes we know that and it must be exciting for you.” I said, “One thing for sure is I know I am going to hate putting on my boy clothes when the weekend is over.” Carolyn replied, “I’m sure you will feel like that.”

The TSDP Army Uniform

The secret of school panties for sissy-boys," explained Miss Presswell as she supervised Jason drawing Andrew's wet panties down his legs, "is to show him how feminine they make him feel... in his sissy bits and pieces. If he experiences real girlishness inside them, he will grow more girly each time he wears them. Jason..." and she turned her attention to her sissy boy who was threading the wet panties over the client's sandals, "you need to attend to Andrew's penis." Yes, Ma'm, she'll be right down.” With that, Carolyn called up the stairs, “Come down, and Honey, we're ready to leave.”

Still facing away from the mirror, I sat quietly while Carolyn brushed and curled what had been longish hair for a boy. After looking through a small drawer in the dresser, Aunt Mary approached with two matching satin ribbons, the exact color of the dress. After tying each into a pretty bow on either side of my head, both women smiled. Still beaming, they pulled me to my feet. “Don't look yet, Chrissy,” instructed Aunt Mary, “let's slip your lovely dress on first.” Alicia Presswell took a deep breath. "Well I suppose my next step in sending out your photos will depend entirely on you, Jason," she said; "on your perfect behaviour." Serena unhooked his bra and he was naked. "Probably that, yeh," she said in a hurry, and stood up as the manageress turned to them. He soon woke up when he saw where Miss Presswell was bringing him: to the other lingerie counter, where Kate was serving a woman and her sissy boy. He knew at once Kate had been watching him because she spoke to him as they drew near.Right now I have on a beautiful beige underwire bra with delicious aqua piping around the cleavage and a gorgeous dark blue ever so silky long nightgown, making me feel like a Greek goddess, my preferred style of full-cut panties and a very silky beige half slip: like someone in "Sissies on Parade" said "we love the feeling of nylon on nylon", and my clitoris swells instantly, it's heavenly, dressing and living the whole day in my feminine finery - of course I don't take my lingerie off, only when I have to go out, and of course I sleep in my pretty nighties. Here are the pictures of the first attempt - I will soon take good pictures and try to find a lady who does a "fashion show" with these little dresses ....

Jason nodded with sobs as he stood to have the ribbon threaded into his hair and fastened into a bow that stood high above his hair. Jason himself was having to fight against a wish to push his satin-covered penis head onto Andrew's, so urgently he wanted to increase the pleasure that was aching in his panties. He was startled by the words of Miss Presswell into his ear. It is no wonder at all that you become very sweet and very dainty while dressed as a sissy, Princess. That will be the effect of such fabulously pretty clothes on you. Can't you just feel the softness of the dress materials spreading effeminacy into every inch of your smooth skin and through every ounce of your delicate flesh. Can there be any doubt that when you wear a sissy little girl's dress, you actually turn into a girl. You look like one, you feel like one and you act like one. I loved all your photos: I see you also had a nice pair of doll's panties over your knoblet, and then the adorable sequence of dressing, from petticoat to dress, with the inevitable Cum showing us how deeply you felt aroused in penis doll-dressing. Those are very sissy feelings, sweetheart. Thank you for sharing them with us. I will make a selection of your photos to show everyone in my next Newsletter which should be in May. Good morning, Janet; good morning ladies," said Miss Presswell, moving Jason up to within arm's reach of the sissy. "Who have we here?"Wake up, child," she said, her forehead wrinkling above him. "We haven't got time for fairy antics like feeling faint and collapsing on the job. You're going to feel a lot more feeble and delicate than that as the day wears on." She took a silk hankie from the sleeve of her blouse and wiped Jason round the mouth, filling his nose with her perfume. His head was feeling mightily cleared and he repeated her sissy kissing instructions, as well as learning a few more. Taking my hand while I was dressed delicately Aunt Mary beamed, “Come along, sweetheart”, and with my skirts bobbing we walked together to the car. In a dress and lovely pink panties," grinned his friend's mother. "And just look at your heels, pet. You're... so feminine!" The weekend was a huge success mainly due to my mothers training of Michelle which she says was a regime of punishment and reward with the judicial use of the strap on. She has encouraged me to continue with the same training which I find most enjoyable; Michelle has in turn accepted fully her role in life and is a very attentive maid. My mother and I now share the benefits of Michelle for domestic support with all that that entails. Miss Presswell," piped up the 20-year-old, "Jason has tried very hard to be a good sissy boy so far. I think I can promise you that he won't try to be a normal boy again while he's working with us at Pretty Boy."