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I was born and raised out in the country in North Carolina. I was first feminized by my best friend, Terri and her two younger sisters. ( i am changing their names for obvious reasons ). Terri was my age, at 15. Her sister, Carla, was 13 and Ruth was about 9. I used to visit them very often, as Terri was my best friend at school. One day, their Grandmother came in, unexpectedly, and was furious to find me there. "How many times have I told you girls, no boys on the property"? Little Ruth was the first to speak up. "But Grandma, Toby is more like just one of the girls". Grandma stood silently taking in what Ruth had said. "Alright then. But if Toby is to be one of the girls, then she must dress the part. I want you girls to quickly gather the most girlish outfit that you can put together for Sissy". "Sissy"?, asked Carla. "Yes, Sissy", answered Grandma. "From now on, her name will be Sissy". All three girls laughed and giggled as they rummaged through their belongings. Carla found a yellow party dress. Terri found some frilly baby-pink panties. Ruth found some pink ankle-socks and a big silky pink ribbon. Then Grandma took Sissy into a bedroom and told her to strip off all of her clothes. Sissy, with a bright red face, stripped down naked. Then Grandma told her to put on the silky pink panties. Sissy quickly obeyed her. "Now, let's return into the living room". Sissy was startled, but did not dare to disobey. All three girls giggled at the boy wearing nothing but frilly little panties. Then Grandma allowed the girls to finish dressing the teary-eyed boy. They all eagerly obeyed their Grandmother. Sissy was now wearing the yellow party dress which was much too short to hide her pretty pink panties. The big ribbon made both a sash for the dress and a ribbon for the boys longish hair. "Find Sissy a pair of shoes", insisted Grandma. Carla found an old pair of red slippers, the only shoes in the house that would fit the boy. "Those will do until you girls find him something more proper for a sweet prissy sissy". "Now", decided Grandma, "you girls will apply make-up, lipstick, nail polish, and some sweet perfume". The girls all happily obeyed Grandma. The house was filled with their giggles. Just as Sissy was completely made up, in walks Babs and Iris, both of them from Terri and Sissy's class at school. It took just a short moment for the visitors to recognize Toby. Then they burst out laughing. Grandma then said her goodbyes. But, before leaving she makes a few demands. "I do not wish to ever see Sissy on this property again, unless she is in complete sissy attire. She will always be referred to as Sissy or as she or her. She must always obey you girls. She will never be allowed to dress herself. She will adhere to any and all rules put upon her by you girls. She will accept any form of punishment invented by you girls. Have I made myself perfectly clear on this subject"? "Yes, Ma'am", answered all five girls in gleeful unison. Their friends, Babs and Iris are visiting. They are both my age, at 15. In those early days, there were less laws and less rules. Terri's Mom had recently passed away. Her father was seldom home. It was still dark when he went to work and dark again when he got home. His days off were usually spent on fishing trips. Other than an occasional visit from Grandma, the girls were on their own. They had me dressed up, for the first of many such experiences. I am wearing a pale yellow party dress that is much too short to hide my frilly baby-pink panties. A pink ribbon is used for a sash and is also tied into a bow for my boyish-long hair. For shoes, I am wearing some fuzzy red slippers. I have on red lipstick, red nail polish, make-up, and a very sweet smelling perfume. Ruth adds to my attire, the most embarrassing item yet ; a baby doll. It is an obviously boy doll wearing a diaper. "His name is Pansy", insists Ruth. "He is now your sweet baby. Kiss Pansy, Sissy". The girls all laugh out loud at the youngest girl's request. With a bright red face, I take the baby doll and I kiss Pansy on the mouth. "Let's go to the store for some candy and snacks", decides Iris. They all agreed while I was horrified at the prospect of going outside of the house. My attempts to stay were of no use. "You are going too", insisted Iris. "And you will bring Pansy along with you". The country air was filled with the sounds of giggling girls as we walked up the path to the little country store. Our friend, Bunny was working there. She is 17 years old. There are several adults and a few young children in the store. Bunny nearly chokes as she attempts to hold back her laughter. "Is that you, Toby"? "Her name is Sissy!", blurts out Ruth. This filled the small store with loud laughter. "Well, Sissy", begins Bunny. "You are going to take a great deal of ribbing at school. You will never be able to live this day down. Are you prepared for that"? I didn't know what to say. I could feel the tears running slowly down my cheeks. Ruth spoke up for me. "Sissy is just one of the girls", she began. "She is a sissy jane-girl. She always was and she always will be". "Well...if you can live with it", decided Bunny. "I don't mind if you don't. I can live with having a sissy for a friend. But, you are going to have some hard times at school". After buying their snacks, candy, and sodas, the girls started back down the path towards home. Sissy hugged her dolly close as terrible thoughts filled her mind. Terri noticed this and decided that it was time to have some fun. "Let's all go swimming", she insisted. The girls all agreed cheerfully. Once back in the house, the girls left Sissy standing alone in the living room, as they all went to change into their swim-suits. In a short while, they were all dressed to swim. All, except Sissy. The girls were all wearing bikini-style suits, except for little Ruth, who wore a pink one-piece. Terri told Sissy to strip off her dress and everything else so that she could help her into her new swim-suit. "No!", yelled the boy. "Would you like for all of us to give you a bare-bottom spanking?", asked Babs. Sissy knew that the five girls could easily do just that. So, very reluctantly, Sissy took off her clothes as the girls watched. Then, Terri helped the boy into the stretchy yellow one-piece suit. It fit him like a very tight second skin. It pulled so tight up between his legs as to be almost painful. The width of stretchy material between the boy's legs was just barely, if that, enough to cover his essentials. His bottom was left mostly bare. "Let's go get wet!", screamed Iris, and they all ran out the door. They all ran out onto the wooden pier and dove into the water. They played and splashed and had fun as kids will do. Then, they all stood or sat on the wooden pier to sun-dry. Carla bragged on how good Sissy looked in her old swimsuit. For what seemed to the boy to be hours, the girls talked about different outfits that they might try out on Sissy, and things that they might all do together. Then an idea struck Terri. "Carla, would you mind running into the house and grab my camera"? Carla figured out in an instant what her sister was up to. So, she ran as fast as she could to find Terri's camera. She came back, camera in hand, and asked, does it have film"? "A full role", answered Terri. "Iris, stand next to Sissy for a picture". Iris eagerly did as instructed. Sissy, not liking this at all, reluctantly did as she was told. Each of the girls had her picture made with Sissy. Then Sissy had several pictures made alone in various poses. My visit ended with me once more being undressed by Terri as the other girls watched and giggled. She dressed me back into my boy clothes and handed me a poke. ( in the Southern USA, a poke is a bag or sack ). I looked inside of the poke. There I found my dolly and perhaps 10 or 12 pairs of colorful panties. "I am allowing for you to go home in your boy's underwear", explained Terri. "But, on your next visit, you had better be wearing your panties. Also, I will check each day at school. You will wear your panties to school everyday. If you should ever forget, then everyone will see our pictures of you. Understood, Sissy" "Yes, Ma'am", I answered. "I will wear my panties". Sissy Toby Thank you for your sweet letter Toby. I'm sure it must bring a few smiles to remember your country petticoating. Auntie Helga |