CROSSDRESSED WHILE BABYSITTING THE FULL STORY
Added 2022-10-27 11:14:29 +0000 UTCI am Peter and back then I was a 16-year-old boy. I was a poor student and I guess that every student like me was looking for a part-time job. My family wasn´t rich and I didn´t have almost any money to hang out with my friends or even to take a girl on a date. So I was looking for a well-paid part-time job which wouldn´t be difficult and time taking. But that was quite a difficult task because I lived in a small town and it was always hard to find a good part-time job, especially for students. Even my mum was helping with it and I really hoped that soon I could get a good job. But my hopes were futile because there was just no good job available and it was looking bad. But one day… everything changed.
I came from school afternoon as usual and I came to the kitchen where was already my mum waiting for me and she was quite happy as I could see on her face. That was quite strange because my mum was usually worried about our financial situation and she needed me to make a little money as well in order to pay our bills and food. But that day, she was almost gazing and I was really curious about what happened.
“Hello, mum! You look quite happy today! What happened?” I said.
“Welcome, my son! And yes! You are absolutely right! I am really happy today because I managed to get you a job. A very good and well-paid job! I am just not sure if you would like it, but for our sake, you have to go there!” she answered me and it scared me a little bit. Of course, I was glad that she managed to get me a job and if it is well paid, then I guess I don´t mind doing anything. But why did she say that she isn't sure if I would like this job… Why would she say something like this?
“Okay! That is amazing mu, thank you so much! We really need that money, right? And don´t worry! I am willing to do anything in order to secure our family!” I assured her. “And tell me, what is the job?”
“Well… Do you know Mrs Gartner? The rich lady who lives in the great house on top of the hill?” she asked me.
“Of course, I know her. The whole town knows her. She has 3 daughters and she lives without her husband because they are divorced! What a shame!” I said.
“Yes… divorces are a really bad thing… BUT… I ran into her today in town and I asked her if she doesn´t know about a job for my son. She was thinking for a moment and then she offered you if you would like to babysit sometimes her daughters. She must be sometimes out of the house evening because of her job and you could go there and babysit her 3 daughters. And she will pay you really good money and it isn´t a difficult job! So… are you happy?” asked my mum.
“Of course I am happy! That is quite a dream job, isn´t it? Babysitting s quite chill and I will be even in her house… I mean… could you imagine the luxury there? Thank you so much, mum! I really don´t care that this is usually the job for girls! I will gladly do it and make finally some money!” I answered her. “And did she tell you when should I go there for the first time?” I would really like to start as soon as possible.
“Yes… you have your first babysitting today evening. She will be expecting you at 6 p.m and she will explain everything about your new job!” informed me my mum and she was just as happy as I was. I finally got a job and babysitting was really an easy job for me. I guess it won´t be anything too difficult to look after three younger girls. I could actually quite enjoy such a job and even make money out of it. And I start already today! I was quite excited about the new job and got even a bit more nervous when the evening came. I dressed up for the job and I was ready to leave our house.
“Good luck, my son! Enjoy your first day!” my mum told me and hugged me. She was a golden woman and I was really happy that I could help her now with the money. And then… I went to my new job. Mrs Gartner lived just a few minutes on the top of the hill where she had her beautiful house. It was a very large house with an outdoor swimming pool and a great garden with a lot of rare trees and flowers. I came to the gate and it was already closed, but there was a ring. I buzzed and I waited approximately 3 minutes. After those 3 minutes, the gate was opened to me and I could enter the area. It was such a luxurious house and I would really love to live in a house like this. This was almost like a dream for me.
I saw opened door of the house and I decided to enter the house. There was already Mrs Gartner waiting for me.
“Good evening!” I greeted her and I smiled at her. Mrs Gartner was a really beautiful lady and I just couldn´t get, why she was divorced. Who would divorce such a beautiful lady? I just didn´t understand it.
“Good evening! I am really happy to have you here, Peter! It will help me a lot if you will look after my girls sometimes. Today, I will be away just one hour, but still, I will be a lot comfier when I will know that there is somebody with my girls!” she said and then she gave me a little house tour. I was surprised at how pretty her house was. It was more like a castle than a house. Everything there was shiny and kind of feminine, but I liked it. She explained everything to me about the house, how should I use the equipment etc…
“So, is everything clear to you?” she asked me.
“Yes, Mrs Gartner, thank you so much!” I said.
“Okay! So, now it is the time for you to meet my girls!” she giggled and she took me to another part of the house, where were their rooms. The house was so large… We entered probably the girl´s living room and Mrs Gartner introduced me to them:
“Hey girls, I brought you a new friend for tonight. His name is Peter and he will be looking after you this evening!” she said and I could see how much she loves her girls. And I was kind of surprised that she really wanted me to babysit them. The oldest girl was already 14 years old and I guess she could take care of them. The other girl was 12 and the youngest was 10. But anyway… it will be a lot easier like this. Or I thought so, but I was soooo wrong.
“Oh, he is a boy, mummy! That is so cute that you brought us a boy! Can we play with him then?” the oldest girl asked her mum.
“Of course, you can play with him. I just gave him a house tour and explained to him everything. I will be off in ten minutes! So… enjoy the evening and if something would happen, I will be on my phone, Peter, right?” said Mrs Gartner.
“Alright! It will be fine, don´t worry!” I assured her and I stayed in the room with the girls. The oldest girl was really pretty after her mom and I asked her:
“Hey… what is your name?”
“I am Grace and you are Peter, right?” she answered and she got that right. “Hm… Let´s play something together, all four of us!” said Grace and we decided to play some card games for over an hour. It was actually quite fun and I really enjoyed playing cards with them, but then… Grace said something that kind of surprised me.
“I would like to play with a doll, right? Do you agree girls?” she asked her siblings and they all started to giggle and laugh. I just didn´t understand what was funny about that. I was surprised that a 14-year-old girl wanted to play with a doll…
“Alright, let´s do this!” giggled Grace and before I could say something or before I could even move, the girls blindfolded me and dragged me somewhere. I had no chance to defend myself because they were 3 and I was just a skinny boy.
“Hey… what are you doing… I don´t see anything! Where are you dragging me?” I shouted and I was getting scared.
“Shhhh! Dolls don´t talk!” giggled Grace and then I realized… I realized that when she told me that she would like to play with a doll… she meant me… I was becoming her doll now… And it was terrifying.
“Wait… I mean… I should babysit you… I am not your doll!” I tried to defend.
“Don´t worry, we will turn you into a doll!” giggled Grace and they dragged me to a room where they sat me on the chair. I was still blindfolded and I didn´t see a thing.
“I think that our doll deserves a shower!” I heard Grace and believe it or not… in a minute I was in the shower and I could smell how the girls are putting the most feminine shampoo on my hair and on my body. I didn´t even protest, because I was quite scared and at the same time… it was something completely new for me…
After they showered me, they sat me again on the chair and I was still blindfolded so I could see anything around me.
“I think that our doll deserves some nice and comfy clothes, don´t you think so?” asked Grace her siblings and they all agreed. And then… I could feel how they put silky panties on my body and then they even put a bra on my chest.
“I would put nylon tights on his legs… he will be so cute!” I heard one of the girls and indeed… They put the nylon tights on my legs and they laughed and giggled.
“What a sissy princess she is becoming!” laughed Grace and it was just the beginning because then came to the worst thing… Grace put a so fluffy princess dress on me… I could feel how fluffy the dress was and I could do absolutely nothing about it because they held me very firmly. I still couldn´t see myself, because I was blindfolded. Then… they put high heels on my feet and I could feel that they started to put makeup on my face… OMG… they really wanted to turn me into a girl… I was so helpless. During my makeover, they finally removed my blindfold and I could see the dress on my body… fluffy pink princess dress… Oh no… I was so embarrassed., but they still weren´t finished. They did my whole makeup… eyelashes, eyeshadows, eyeliners and even the pink lipstick… Wow… I looked like a princess and they even crowned my outlook with a blonde wig… Blond wig… I became a doll that evening and it was just the beginning of my new job…
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