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I was made to become a sissy slut by a shemale

So, i spent a lot of time in one master’s dominance and finally he gave me the choice I was hoping for. 

He continued to program me for weeks and made me a better sissy than ever and finally gave me a choice. I can leave or continue as his personal sissy slave. I was the one who was to make a decision and believe it or not, the decision to become a permanent sissy slave was easier than I thought. 

I was to choose whether I want go on my knees for my master , or go out of the door. I choose the right thing and Yes I became a permamnent sissy. 

Before I proceed any further, I need to tell you the backstory so you guys dont get confused. 

It all started a week before when I have decided to head onto a different bar. I have been to this bar once or twice , but not more than that. I always used to go to these bars just to have a first hand experience of the fantasies these people live. The fantastic fantasy of Crossdressing, Domination, Becoming slaves and masters etc. 

So, the other day when i entered the bar, the scene was a little different. I overlooked at the scene and there were all type of people over there. Some of the people there were really hot and I felt a tingle in my crotch down there. I dont know why being at a place of sissy and crossdressing fantasy was such a beautiful moment for me. 

So there was one sexy blonde sitting next to me at the bar, and then she slid up to me and told me ” Hey, you look like a guy who could use a friend”!

I was excited that she approached me. She was really beautiful and quite a looker. Deep eyes, blonde hairs going down till her back, makeup with red lipstick and purple eye shadow. 

She was wearing a halter top that literally showed off her big 36D chest. She had a peircing in her belly button and the skirt she wore actually hid nothing of sort. 

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Down the skirt, there were her legs. Her legs were covered in fishnet stockings that went all the way to her legs. Hooker heels, red and i guess 6 inches high. 

All in all she was appearing very hot. And I cant tell you about the way she was smelling. It was incredible. I almost went intoxicated at her smell. So, all this was a lot for me and my clitty. It kind of started twitching .

She came near me and whispered ” If you want some freeky night, I am interested, do let me know when you are done”!

This was a jackpot for me and what else could I have asked for? 

So, i kind of started giving this girl hints, and we had few more drinks and some small talks. Finally the moment came and she led me out of the bar and next moment we were heading to her place. 

Well, I must tell you about my type, I am not the most manly guy in the world. And I actually look a little girlish from outside. I have a small build body, I dont have much hairs and i maintain long hairs. I am kind of soft from many sides, and sometimes, men hit on me because they thought I looked like a girl from my backside. 

But I have one thing that makes me a man in bed. My nine inches long dick that I know how to use quite well. 

Once we reached her place, She became more authoritarian and she took the charge. We had one more drink and after that came the kiss. We kissed and kissed and then started getting naked. 

I took my clothes off, she took her clothes off and turned her back to me. she took off her panties and then i could see her perky butt. It was amazing. 

Suddenly she turned slowly and there it was. A fully functional male penis! I was shocked and then it was not a good thing I could enjoy. Holy Shit!

Before I saw her penis, I saw her smile, her breasts and her belly! It was all like a supermodel from the TV. But the penis, was like a man. It was a big cock, and I wont say it was anyway inferior to my cock. 

I have never been with a cock ready to do some action without a single girl in the room. Apparently I was the girl that day. I could never trust that this beautiful girl was a shemale.  So as I told you i was drunk and not in my senses. She came near me caressed me a little and told me, “Dont worry darling, We will have much fun tonight”.

“Get Ready”

How am i supposed to get ready? I mean what am i supposed to do to get ready? I dont have any idea about getting on the knees and sucking off a cock. 

But, before I could say anything to her, She brought one red lipstick and applied it on me roughly. It was not even perfect and she pushed me down to sit on my knees and gave a thrust to her cock in my mouth. It was my first cock in years. I had no idea how cock feels in mouth. Her cock was too big and soon she started fucking my mouth with steady pace. I was intoxicated and it was not possible for me to resist much. I was extremely high. I guess she mixed something in my drink. She was fucking me like i was a slut and she was my master. 

She kept on going deeper and deeper and deeper and soon she could touch the back of my throat. 

She fucked my mouth for like 15 to 2 minutes and without giving a warning, she pushed my head back on her dick and came in my mouth. I felt terrible but at the same time I was getting aroused on the feeling of being used like a slut by a shemale cock! I dont know, It was a mixed feeling. She had a lot of cum in her stock and she spurted many times in my mouth. She took out the cock and shot some cum on my face. Her cum was still in my mouth and she instructed me that I swallow all of it. I was scared of her strength, so i did what she told me. 

She threw me on the floor and let me rest there for like some time. After that she went to kitchen or something and brought  a wine glass. She sat down near me and started stroking my cock. I was quite aroused and it was a matter of minutes before i unleashed my cum in that wine glass. Next thing was shocking, she brought that glass to my mouth and pour some on my lips, asked me to drink my own cum and when i did, she threw the remaining on my face. It was really humiliating, but it felt ok ok!

Then she left me to my condition and I was hell tired. She left me for a moment and i closed my eyes to absorb the life changing event I have just went through. 

My huge cock became soft as I was out of my senses and suddenly I felt something metallic of my cock. It was a cage and yes, she locked me in the chastity cage. I was too tired to even think about the hygiene of the chastity cage and just let go off the things. 

She kind of kidnapped and captured me and it is funny that i went to her nest on my own will. 

After a couple of minutes, she started talking to me. ” So, here is the deal sweety. I like you and I found you perfect for my plan. I am giving you a chance to live your fantasy of crossdressing and becoming a sissy slut for a real alpha man. There is a friend of mine, who wants a little sissy. He will offer you everything, the money, the princess treatment, a place to live, money to spend. In return you have to become his sissy for sometime. You have to suck cocks , be ready to take cocks in your sissy arse and of course you have to clean and cook. Sometimes, friends will come over and you will be their group sissy slut. Thats all you have to do”

” Out of many people, why did you choose me only” I asked with teary eyes?

” You fit the description he gave me. He offered a really good amount of money and he will pay you too”

“But I am a man”

” You are a sissy, and the way you sucked my cock in drunk state, your subconscious mind says you are a sissy. You are a whore and your new master would be making you the whore you truly are”

” I feel bad. I trusted you” I said covered in cum . I gave a thought about how alone I was and I dont have a family or friends, and recently got fired from the car wash place. It was a big decision, but I really have no one for whom I would say no. 

” Dont cry darling, you will thank me after you are back from your task. You try it for a week and after a week you will be offered a lifetime contract. Its you life, if you want you can stay or leave, completely your call. I love you”

she kissed me and i kind of agreed to what she said. Deep down I had a fantasy to become a sissy slave. It was probably the right time. 

“OK, I’ll try it.” I said with my eyes on the floor and a happy state of mind. I was thinking about becoming a girl for a man.  

So, the date my new master finalized was 5 days from today and I have never seen him. For the next five days the shemale who fucked me became my girlfriend and we did oral sex often between these 5 days. It was mutual. I only got the oral but never got a chance to enter her ass. It was not bad. For some reason she kept me virgin from my ass.

So the day came and I was taken to this house across the country drive . When we reached there I was welcomed with a warm smile by another shemale at that place . I was directly taken to a room full of clothes and costly stuff related to women, like perfumes, panties, sexy hot dresses and shoes. It was beautiful and full of lighting. 

The girl who was appearing like a shemale took me to the chair in the room in front of mirror and started dressing me up. She was making me look like a slutty sissy. 

She applied lipstick, eye shadow, blushing , fingernails and nailpaint. She put some mascara too. Now comes the clothes. I was made smooth for all the body hairs already during my shemale sex 5 days. I was given a G-string, a bra. i wore it, and then fishnet stockings, connected to a garter belt.  My hair was done and puffed up by her. 

The came the real thing. My very first French Maid outfit and 5 inches heel. She made me appear like a real girl and to be frank I was kind of aroused by my own look. I would have fucked myself for being such a sexy sissy. 

She asked me to go down where I will meet my new master. I was explained all the money terms by her and I rushed downstairs where he was waiting. 

He was a handsome sexy guy in his late 30s and was really well hung. When I saw him, I was relieved that I am selling out myself to a real dude. I bowed down to him as I was instructed that my new master will first inspect me. 

The moment i bent back, he pushed me on the floor and pulled out his big cock. I was there waiting to take his manly cock in my sissy mouth and he slapped me with his big cock. It was a signal that I can take it in my mouth now. So, i sucked it and tried to please him as much as I know. Then without a warning he came in my mouth. I wanted to move my head away but I remembered about all the money this cock sucking can give me. So i did not mover swallowed all of it . After a while his cock shrinked and came out of my mouth. One thing, his cock tasted good. And he smelled even better. 

The he placed me on the nearby couch and pulled off my dress. He pushed away my g-string and put his middle finger in my ass with his spit. I closed my eyes and enjoyed being finger fucked by a millionaire. I moaned with pleasure and got a little excited. My clitty was not in any chastity at that time, i dont know why, but my cock got erected. He took my cock in his hands and stood up. He then applied some lube and started entering in my ass. It was painful , like really painful.  He could not enter much and then i realized why i was kept a virgin. He pushed and pushed further and then at one point of time, he took my anal virginity and now I officially was his sissy slut.  My ass was tight and I know that when the pussy or ass is tight, you can not fuck longer, but my new master fucked me for 20 minutes straight with harsh rhythm and my pain kept on increasing. 

The after fucking for about 20 minutes, he received a call and as per the words he used while fucking me on the phone, I guess he was to attend a meeting and then in a hurry he came in my ass. He has clearly marked his territory in my ass and was my sole owner from now own. Sometimes I think that If it was not for phonecall, how long would he have fucked me?

Now, as his load was inside me, it was a signal to his staff that Now i can become his sissy slut. I wonder how many more sissies he have and what does he do with them.

He came to fuck me often but didnt talk much. He fucked me in weird positions and places, like in the swimming pool at night, in the garden at 3.00 in the morning and what not. I enjoyed every inch of his cock and he was actually pretty good at fucking. 

So the week started, and for time being i was there only for a week and during this week, I sucked his cock many times a day, he fucked me 2 to 3 times a day. He called for party twice and during these parties he and his friends used to gather and I was their only source of entertainment. I got fucked many times and by many cocks. I drank a lot of cock, a lot of booze, weed and what not. I was made to dance like a slut, they made videos with me , they took turns on fucking my ass and mouth and a lot more fun happened. During these parties, I always ended up being covered in cum all over my body, including mouth, ass , legs, stomach , face and even hairs. 

So, I stayed there for the week and I quickly learnt how to cook, take care of the house, all of staff left except one or two and I was there to do everything. I became a domesticated servant for my master who works whole day and becomes a whore by night. I got up early, get ready in my makeup as a sissy. Made his breakfast by 8.30 Sharp. After he leaves for office and meetings, i cleaned his room, dusting and other works. As i was his exclusive personal sex slave and a sex toy, He used me a lot and that made it impossible for me to go to bed before 12 in the night. I didnt get much sleep, but i was enjoying this. 

I learned how to take care of his house and cook. I cleaned and did everything a domesticated servant would do. My days were long — I was up by 5:30 a.m. to get ready as my makeup and shower and dress took about two hours to get ready. He wanted breakfast by 8:30 a.m., so I had to work. After cleaning and doing everything else each day, then being his personal fuck toy for several hours each night, I usually didn’t get to bed until 12-1 a.m.

I didn’t get much sleep, but it was a routine I got into.

So, the week went by and that brings us to the top sentence of this story. I had to make a decision. I was able to win my master’s confidence to become his personal sissy slut and he offered me a permanent sissy life at his feet and serving  his cock. 

He read out the contract I was about to sign . The contract had clauses about, how he’ll be able to change my body with tattoos, breast implants or other plastic surgery. If he so chooses, after 10 years, he can have me undergo a sex change. Piercings and any other marking are fair game as per the contract I am signing. 

So, the money was good and I was happy. There was no reason to backout. 

If I chose to  sign that contract, I am agreeing to all the clauses mentioned . Also, I agree that I will be serving him for remaining years of my life. There is no clause for me to go out of this contract unless, at some point of time in future, we both decide with mutual agreement that I should stop being his sissy slave. If by any means he decide to “fire me,” He will pay me, $25,000 as severance money. Everything in the contract was good.

If I agree to sign , the contract mentioned that he will supply all of my food requirement , dress needs and a place to live for life. Of course, he will be choosing everything I eat and dress and where I live, but that was enough for me to sign. 

So, there i am standing in front of him in m y Six-inch heels, wearing a sexy and exposive a mini skirt that literally doesnt even cover my ass properly. I was in  Fishnet stockings , wearing a lot of Slutty makeup and a belly-shirt that read “slut” on front . 

I have to chose between signing the paper and get on my knees to take out his cock and suck him off, or walk out of that place immediately. 

To make it even better, he put a blindfold on himself so he couldn’t see me either signing or walking away. 

The decision was easy and still it took me time that felt like hours. I finally signed the contact, got on my knees and took out his cock. I looked at my new master, who will be there for me for next all the years of my life. I was getting comfortable in the position , in which I will be put more often than ever!

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