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A SISSY FOR MY MOTHER IN LAW - THE FULL STORY
🕑 Added 2023-05-19 08:54:05 +0000 UTCMy name is Ben and you are not gonna believe what I had been through. I would never guess that dating a rich girl could be such a dangerous thing. And would you expect that dating a rich girl could lead to crossdressing and feminization? Well… I had no idea and maybe… I was pretty much naive as well and in the end… it all went horribly wrong. It all happened when I was 19 years old and you know… I was never a rich guy. I always wanted to study law in college and I saved a lot of money for this. But it still wasn´t enough and my parents were really poor so they couldn´t give me any money for college. But it all looked very positive because I met an amazing girl. Her name was Kate and she was the best person I have ever met. She was so nice and humble and she really cared for me. We started dating and it all looked like the perfect relationship. She was from a very rich family and they had so much money… They owned several houses, had the best cars and nothing was a problem for them. I almost envied them because one day I wished to be as rich as they were… but not for myself. My dream was to help others with money… That´s why I wanted to become a lawyer. But I didn´t have money for that… And once… I told Kate because I was used to telling her everything.
“Honey… what´s wrong? You look so sad today, you are not talking and I can see that something is wrong! Tell me! How can I help?” she asked me when we were on the date. This was the last month because applying for college and I still didn´t have enough money for college and I wasn´t able to get a part-time job anywhere. And Kate knew me really well and it was easy for her to recognize that I am sad. I looked at her and told her:
“You know… my dream is to be a lawyer… to go to college and study there… and then… my goal was always to help poor people with the money I make as a lawyer… but unfortunately… I will have to give up on this dream because I wasn´t able to get any part-time job and I don´t have enough money for college!” I answered. She was looking at me I could see that she was surprised.
“Ben… Why didn´t you tell me earlier? I would arrange something for you… and you know… it still isn´t late! I am sure that in my family we can find you a very well-paid part-time job!” Kate answered me. But for me… it was just a little bit embarrassing to be working in my girlfriend´s family because it just looks like I am not even able to get myself a job… but it was kind of true… I wasn´t able to get any part-time job and if this was the only way…
“Really? Kate… but you know… I am not sure if your parents would be okay with that… It is a bit weird to employ your daughter´s boyfriend, isn´t it?” I asked her.
“No… why would that be weird, Ben? My family is rich, you know that and I am sure they will find a good job for you! And you know… it will be a good way to stay in touch since I will be two weeks away in London! I will try to get a working place at our house and you will be able to use our laptops and we could Skype every single day!” she told me and was really excited about the whole idea. Yeah… I even didn´t have a laptop because all my savings went to college. And in the end… her offer wasn´t that bad… It was actually amazing and it all looked perfect. I still had a little embarrassing feeling but there was nothing to do about that… This was the only option how to get through college and I am not gonna miss this opportunity.
And exactly as Kate promised me… I got a new job in her family. Kate was leaving for a school trip to London for two weeks and my new part-time job had begun. The day before I got a call from Kate´s mum, Karen. She was a really strict woman and I was even a bit afraid of her. She was a very strong woman and you just don´t want to fight with her. But I was getting along well with her and I thought that she actually might like me. But again… I was pretty much wrong. I took the phone call…
“Hello, Ben! Kate and I arranged a part-time job for you in our house, do you still want it?” she asked me.
“Good evening, Mrs Karen… of course! I really need it for my college and I wanted to say that I am really so much grateful for this opportunity! You really saved my dream!” I told her. I tried to be as polite as possible to make a good first impression.
“Well… don´t thank me yet! You still have no idea what the job is about!” Karen laughed.
“I promise you… I will do anything you want me to do because I really need the money!” I answered and was so much happy. Karen laughed again and told me:
“Okay… I am really curious about what will you say tomorrow! But you know… come to our house at 7 a.m. because I will need to prepare you for the part-time job!” she told me. I thought that it was really early in the morning but as I told her… I was willing to do anything for the new job and getting up early in the morning wasn´t anything that hard for me. I was kind of used to that.
“Okay and please, what should I bring with me?” I asked her.
“Nothing, my dear… we will give you everything else!” Karen laughed and then she hung up the phone. It was a bit weird but I didn´t care. I finally had the job. And exactly as she told me… I was standing in front of her house the next day at 7. a.m and ringing the bell. It didn´t take much time and the door was opened by Karen. She was very strangely dressed. She had a black short dress on her and well… I had to admit that she was a very beautiful woman… well… I knew why I was dating Kate… She will look the same at her age.
“Good morning! And thank you again for this opportunity to work here! I will do my best!” I greeted her.
“Hello, Ben… come in! I couldn´t wait for you to come because we have a lot of work to do! Come in! We have to start right now!” she giggled. I was a bit surprised that everything was done in such haste but well… why not… I came in and followed her. When we came to the living room she sat on the very beautiful chair and told me:
“Well… you wanted a job and I am gonna provide a job for you! A job you deserve! You know… A real man has to provide for himself and for his family. And you? You went to ask my daughter you date for money… And a real man wouldn´t do such a silly thing! So… I am gonna get you a job you deserve!” she told me. I was just staring at her because I didn´t expect anything like this… This was so embarrassing and I didn´t feel comfortable at all.
“But… Mrs Karen… I am sorry… I really need the money for college and I am from a poor family… please…” I mumbled because I had no idea what to tell her.
“Keep your mouth shut and follow me to the bedroom!” she told me and I had no choice but to follow her to the bedroom. I was almost afraid because I had no idea what was going on. In the bedroom… there were other two girls waiting for us… They were giggling and laughing. I had no idea why. My cheeks were blushing because I was so embarrassed after Karen´s speech.
“Well… I am gonna tell you what your new job will be about, our little sissy!” Karen laughed. “First of all… You are gonna put on this French maid dress because it is everything you deserve to wear! Then… We are gonna do the makeup on your face and transform you into a pretty sissy maid because it is an adequate job for you!” she told me. I was just staring at her and thought that she can´t mean this seriously. I wanted to run away… I looked at the door but the other two girls just stepped in my way and told me:
“No… no… our sweet boy… there is no escape from here!” they laughed.
“I am not gonna wear any dress! I am a boy!” I cried out. But all three women laughed so much in the bedroom and told me:
“Well… you will have no choice!”
Then… the two girls grabbed and I couldn´t move… And you can only guess what Karen did. She didn´t put just the embarrassing maid dress on me… She even put white panties and white nylon tights on my body and then… she put the French maid dress on me…
“Finally… your new outlook as our maid!” Karen laughed. “And now… the makeup!” she giggled.
The other two girls were still holding me and I couldn´t move at all. Karen brought her makeup tools and she started applying makeup on my face. I couldn´t defend myself in any way and I just had to let them do whatever they wanted to do on my face. Karen put a lot of layers of makeup on me and then… she made my eyelashes, eyeshadows and she even put a pink blusher on my cheeks.
“What a pretty sissy boy, right?” Karen giggled when she was doing my makeup. The other two girls who were holding me were laughing as well.
“Please…. let me go… this is crazy!” I cried out. But then Karen slapped me and told me:
“Now… you listen very carefully, my little sissy boy! You are gonna obey me or… I will make Kate to break up with you! You will obey me for the entire two weeks if you want the money for college and if you still want to date my daughter!” she threatened me… I got really afraid and scared… I really had to obey her… or she could completely destroy my life. I just nodded.
“That is a good sissy boy!” she laughed and she continued doing my makeup. She put a bright red lipstick on my lips and the final part was a wig on my head… I was fully transformed into a girl and my job as a maid in my mother´s in-law house had just begun. I had to clean the whole house for her… I had to make dinner for her and I was her personal sissy. But in the end… she gave me 4k dollars and it was really enough money for my college. After this incredible experience… I studied successfully the college and became a rich person and my goal was accomplished… I finally could start helping poor people with my own money and make them happy. That was my meaning in life… make other people happy…
