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A Sitter for the Sissy-part 3

   Jake tried to go to sleep, but his mind was racing. Who did this Sylvia lady think she was? Why was he so incredibly turned on by the way she treated him? He had longed for this for sometime. Now that it had actually become a reality though he was terrified.    He suddenly realized that he could hear his mother and Nanny Sylvia talking in the next room. “I will have to take a short leave of absence next month for a previously scheduled appointment in Paris.” He heard Sylvia say.  He got excited thinking things might go back to normal for that time. 

  “Well we will have to start interviewing sitters immediately.” His mother responded. “I don’t want just anyone involved in Jackie’s care.”  

    Jackie? He thought to himself. She is already referring to me as a female, as a girl. Jake was amazed at the series of events that had taken place. Soon though he was drifting of to sleep.

     Jake woke up to the sound of voices the next morning. It seemed Nanny Sylvia was on the phone with an associate. From what he gathered the woman’s name was Cindy and she had worked with adult babies before.  “Oh I’d love to bring Jackie and his mother by this afternoon.” She said cheerfully. Jake felt his heart sink. He was going to be taken outside of the house with his mother and Nanny dressed as a baby girl. He tried to fight it but the tears came anyway.  

   “Oh Baby is awake, I will call you before we head for your place, bye for now.” she said and hung up.    Jake listened to the sound of Nanny Sylvia’s heels as she approached. The crying was out of control now.  

   “What’s wrong sweet pea?” she asked him. Jake just stared at her face. How could she not know what was wrong? Everything that was his was taken and he was being turned into a sissy, or a girl. This strange woman was arranging for someone to baby-sit him in her absence and he was old enough to have kids of his own. What’s wrong? He thought. What a ridiculous question to ask.  

   “Jackie, I asked you a question,” she said  

    “I’m scared “ he sniffed “I don’t want to go outside and meet a sitter, I don’t want to be a baby girl.”      Nanny Sylvia studied his face. Then she reached in to wipe his tears with a cloth diaper.” Well that’s too bad Jackie, you will have to grow to like it “, she told him. She walked to his closet to find clothes for him. The nanny pulled out a thick pastel pink petticoat and laid it on his changing table. He heard the rustling as she came out with a frilly white dress with pink ribbons on it.    

  He was taken from his crib and over to the changing table. Nanny Sylvia hummed as she changed him and put him in thick cloth diapers. He was surprised this time that the rubber pants were not of the locking variety. He assumed it was because they would be close by. Once he was dressed in his layers of ruffles, he was put in thick white tights and white patent leather Mary Janes. When he looked at himself in the nursery mirror he was shocked at how girlish and babyish he looked.  

   His Nanny presented him to his mother and they left the house to meet his potential sitter, Cindy.  

-Mommy Scarlet

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