ONE TRAPPED SISSY: From Crossdressing Voyeur to Transgender Slut

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ONE TRAPPED SISSY: From Crossdressing Voyeur to Transgender Slut

ONE TRAPPED SISSY: From Crossdressing Voyeur to Transgender Slut

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Excellent,” complimented Aunt Mary, “A little touch-up with the curling iron and our little Chrissy will be perfect”. I began to grow uncomfortable as my felt my bladder fill up and Carolyn, taking notice asked, “Is there something wrong, sweetheart?” I reluctantly left Aunt Mary's breast but was also excited at the same time by what was going to be done to me next. There was a desk in the room and I was lead to it by Carolyn. Carolyn said,”We will use this as your changing table”, after she put a blanket on the desk. I was helped up onto the desk after Carolyn removed my baby doll nightie.

Father, I'm Mrs. Alexander and one of your students is staying with me over the holiday. It seems we left without his suitcase. Did you happen to come across it in the driveway last evening?” Lois said this while she was giggling & laughing again. She then looked at Jane and they both giggled. Lois then said to Jane. I’m so glade I called you that day, but I just knew I had to call, as soon as I found out he was married. He had told me at first that he wasn’t married, but when I found out I was really mad. So I broke it off with him right then & there. You have to understand I honestly didn’t know that’s why I decided I had to call you. I wanted you to know what he was up too, and that he was cheating on you. I figured maybe you could save your marriage. I didn’t want to be the cause of a marriage breaking up, with me in the middle. I can see now that you have everything under control, and that makes me glade that I did what I did. My Ex husband cheated on me, and I know how it feels. That’s one of the reasons why I called right away, but I must say that you did a great job on Little Pricilla here. I bet she won’t be fooling around on the side any more. They both laughed at that, and Jane said I’m sure about that. I am so glade you did call. Now like you said he is never going to be fool around on me again. Little Pricilla will be safe at home behind her crib & playpen bars. This way I know exactly where she is. Lois then said that she should of done something like this to her Ex., maybe they would still be together if she did. 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." Well this all started as a joke. You see I was nine at the time even though I looked about four. My older sister thought it would be funny to dress me up as a toddler for Halloween. Well you can guess what happened from there right. No, let me tell you about it then.All finished, sweetheart,” she said, helping to straighten my petticoats as they floated down over my legs. Ooh Carolyn that was just wonderful. You are really mothering me, I can’t remember being so pampered and loved.” Yes, Ma'm, she'll be right down.” With that, Carolyn called up the stairs, “Come down, and Honey, we're ready to leave.”

Carolyn helped me out my underwear and then assisted me in getting on my nightwear. She knelt at my feet and then opened up the panty for me to step into. I over from Carolyn and pulled the panty over my hips. As I did so Carolyn asked, "How did you feel when you first put these panties on?" I said,” They felt so soft and silky." My eyes lowered, I stood at the bottom step and finally, my long lashes fluttering, looked up expectantly at my host. Carolyn asked, "And did you like it?" I said that I did and once I had put the nightie on I was determined that the fact I liked it would remain my secret. Well as I had nothing better to do that day I let Tracy talk me in to it. Mom had told us that if there were anything missing from that diaper bag then we would be in trouble. Well Tracy took and gave me a bath then she put one of Tiffany’s pampers on me. This surprised me for it fit me but that is not all for the next thing that I was put into was the sleeper. This now has me freaking out for it fits me just right.

But of course, I'm sure she'll want to look and smell her best on her first time out to eat,” Aunt Mary responded, her voice equally serious in tone.

Without her family in the house (remember that Aunt Mary was recently widowed and her daughter was in college on the East Coast), Short Story Writing | Writers | Read Online | Writing Contests | Writing Software | Writing Journals | Writing A Book | Writing A Novel My cheeks turned a bright red, but not out of embarrassment from wearing such girlish clothes. Rather, it was because deep within, I couldn't imagine anything nicer than continuing this new and exciting experience for as long as I could. I told her of the movie that was due to start soon. She said, “It’s interesting you chose that particular movie, I know of the movie, a man dressing in woman's clothes." She continued, "Well Chrissy my dear girl how you are enjoying your stay here with us?" I replied, "Very much Aunt Mary, the clothes you have put me into are so wonderful I wish I could always dress this way." Aunt Mary replied, "We are glad you enjoy it so much. We want to give you a taste of what it will be like as a girl from earlier in your life, we have a surprise for you later." I was wondering what it could be and looked forward to it as I was sure it would be good.

After a few minutes, the change was remarkable. Eye shadow, a bit of mascara, and blush had served to remove any hint of boyishness. I enjoyed being made up as it would remove all traces of boy. The young girl at the door busted out laughing at how much he sounded like a little baby talking. Lois then said “well that’s to bad sweet heart, but I do think your mommy knows best for you.” “So you go have fun dressing up so pretty, and playing with your little dollies. Now remember to try & stay dry and not do any poopy messes in your diapers ok”. She looked at baby Pricilla and said I must tell you sweet cheeks that you look simply adorable & oh so cute in your little frilly little outfit. I felt totally mortified; never had I been treated like such a completely helpless child. Despite my humiliation, Carolyn smiled as the sound of water splashing in the bowl echoed in the small stall. When I was finished, instead of replacing my panties to their former position, the maid had me stand, my petticoats still raised to waist level. She took a tissue and gently dried the tip of my penis, and with the frilly white panties still around my ankles, she opened her purse and removed a small container. Fiction Writing | Blog Writing | Creative Writing | Essay Writing | Letter Writing | Poetry Writing | Technical Writing | Story Writing

As she slid the silky panties up and down along my member, I began to shudder, “Yes! Yes! Make me your little girl!!” With that, my shaft erupted into the delicate little panties and I collapsed down onto the vanity seat. At this point I considered myself to be a girl. Still blushing, I took my seat, as Carolyn's eyes met Aunt Mary's and the two women shared a knowing smile. 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.” Carolyn got me to walk about the room taking small steps and placing one foot in line with the other as I walked. Carolyn praised me as I mastered walking as a girl would. Next Carolyn got me to giggle in girly Mom just smiles and says that is about right and that means that your bed is the crib from now on as well.It seems we'll have a young lady joining us for dinner today, Carolyn, and not the almost teenage boy we were expecting,” the older woman quipped. Mercy, I don't know why folks think they ~have~ to make this disclaimer. First, it's not at all true. As you can guess, it is set up with a crib and changing table. Here I am fighting and screaming that it is not my bedtime and this is not my room. However mom just puts me in the crib and tells me that this is my new room and this is now my bedtime.



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