This is how I showed up the other day to babysit Sissy Annie. It was after I got out of school. As usual, I showed up at Ms. Jennifer's house expecting to babysit Sissy, Annie, and Prissy. I was greeted at the door by Ms. Jennifer as always. But when I walked in and put my bag down, I could tell there was something of a miss. was not sure what. I was greeted, as always, by a beautiful Ms. Jennifer, and I could see that Annie was already in her playpen, a sissy little toddler.
I thought it would be just another babysitting job for Ms. Jennifer.
Once Ms. Jennifer and I exchanged greetings, she looked at me and said, "Well, I have a special treat for you today, with a bright mile," with a wink in her eye. Then she said, "It's something your mother and I have talked about."
She handed Annie her paci and bottle in her playpen, told her to be a good sissy girl, grabbed my hand, and let me into the back room. Once she got there, she told me in a very strict voice to get undressed. Well, with that, I began to remove my uniform and stood there in front of her in my sissy girl panties, a light pink color, and a white training bra. She told me to remove them, too. There I was, well-naked in front of her, and she told me to get into the shower and well-remove all of my body hair, including my little sissy patch around my sissy male parts. I was not sure what was going on, but I did it with soap, shaving cream, and a razor.
Once done, she helped me dry off and led me back to the living room, where a towel and a changing pad were laid out on the floor. She told me to lie down on it on my back. As I lay there, she put a paci between my lips and told me to suck on it. She then wiped my little bottom with a diaper wipe and put a bit of baby lotion on it there as well. I was hairless. As she did it she told me I was a good sissy baby girl.
After that, she took out a locking chastity clamp and slid it on me and locked it into place. I felt so alive and scared at the same time. Once that was in place, she slid a girly disposable diaper on me and then fastened it around my hips. patting the front of it gently and saying, "What a sweet baby girl I was." There I lay with a paci in my mouth and a diaper on, afraid to move. She then placed a pair of light blue plastic panties over the diaper and then a pair of very light blue pants on me with a bow in the rear and ruffles over my butt.
They felt wonderful on me as she patted my front, saying, "You and baby Annie will be baby sisters today."
She then placed a pair of ruffled sissy socks on my feet. I could see the little blue bows on them. After that, she pulled me up to a sitting position and held my arms sup. She slipped into a blue dress. I felt so entranced as she did it. Sucking on the paci as if it were so natural for me. Once she had it on me, she buttoned the top back, saying how pretty I looked.
She then held me up and took me to the playpen that Sissy Annie was already in, eyes wide open by this time. And she fit me into it so the two of us could fit. She handed me a clear baby bottle of milk, said, "Now you two be good girls," and giggled as she walked away.
I could not believe it, I was now Annie's other sissy baby sister. As we looked at each other in the playground, I could see both joy and bewilderment. It was not long after that that I wet my diaper and let the warm urine from myself fill the diaper with both embarrassment and joy.
After a few hours together, Ms. Jeffifer came back and looked at me and said, " Time to change. I was taken again to the shower, but this time she left the chastity on me as she helped me back into my panties and training bra. I finished dressing, and my mother was there by then. As we got into the car for the ride home. She said, "Well, dear, how was your afternoon?" And then she said, looking at me with a smile, " It might be something we do again, only at home. I blushed and thought oh yes , please " to myself. What Annie and I did in the playpen, well, that's for another story.
Says Ms Jennifer
"NOW YOU REALLY ARE PRISSY PINK LITTLE PANSIES!!"
