To avoid a prison sentience, i needed to convince Master that i was worth the TROUBLE of having Him as my Master to train me to be a girl. So i tried my very best to PASS as a slave. My slave contract lasted initially for three years, but i am NOT allowed to be free and the contract would be automatically renewed for another three years without the need for my signature and approval. So Master is in fact my owner for the rest of my life, unless and until He agrees to set me free, or unless He decides to sell me as slave to another man, in whichever case i cannot get rid of my low status as slave.
All that was ...still IS... better than being sent to a male prison for up to ten years under Malaysia law for the crime of embezzlement I committed. During the first four weeks of my slave training, Master asked me to put on the same clothes that I used to wear when I was working at his firm as a male administrative assistant.
Then He invited His friends to have fucked. And while the men...oh so many of them, at least five a day...were penetrating me, the overhead television screen reflected the whole action in high definition video records.
It was a strange, almost surreal, sight, me...looking like a well-groomed, handsome young boy....being stripped of my shirt and trousers and then fucked in my asshole by men who were usually bigger in size than me, for I AM a small-sized person, at just 5 feet 3 inches plus and 110 lbs.
I was still wearing glasses, the way I did most of my life, and this image of me ...a bespectacled, looking-well-educated boy... being required to raise my butt way high for easy fucking by the men...and with me begging and crying out for mercy in my femininely sharp voice...was most EMBARRASSING, to say the least.
Although my face looked sufficiently feminine at the time when i became Master's slave, my breasts were very small by any standard, at just B Cup.
Master invited His friends to have my body fully inspected, and every man concluded that i needed to be REMINDED of my adequacy as a ladyboy. A ladyboy with breasts as small as mine is unlikely to be popular with men. So i must be reminded on a DAILY basis that it was my duty to grow larger breasts, to a size deemed acceptable to Master.
But then at first i resisted that, because to be honest, it isn't convenient to have large breasts because such breasts literally physically INVITE men to squeeze or press them really hard, causing me more pain as the 'pain zones' tend to get larger since my breasts are large. But as slave, whether my breasts are big or small is strictly the decision of Master.
So every day, for about an hour, Master applied clothes clips to my nipples...a big, tight clip at each of my nipples...and i wasn't allowed to take them off or loosen them. i needed to repeatedly say, throughout that hour, this : ' i am a girl...i need to have big tits...i deserve to be punished since my breasts are too flat, like a boy's.'
Master's friends took along their teenage sons to examine and squeeze my breasts to check whether they were big enough, and every boy was of the opinion that my breasts were just too small to be even called breasts, because a few rather fat boys among them paired their chest against mine, and THEIR chest, when propped and pressed up, was indeed larger and softer...having more flesh...than mine.
So during that painful hour, Master's friends and their sons chatted and sat around me, playing poker or Chinese mahjong, while using their hands to tighten the clips on my nipples for fun...i moaned from pain and begged for mercy each time any man/boy tightened the clothes clips, but this 'breast enlargement reminder exercise' went on until after my castration when the complete removal of my testicles enabled me to absorb female hormones more easily, and then my breast size jumped to 36 inches in June 2014, about six months after my castration.
When my company manager....now Master... discovered that i had stolen money from the company treasury to buy clothes, jewelry and cosmetic products for my own use, His first reaction was to send me to jail. All the evidence was there...with my signatures on all the papers forged by me to get funds released from the treasury...and i was destined to be jailed for at least five years...perhaps more...for embezzlement and forgery, quite apart from the medical certificates that i forged saying that i was a normal male, which i was not since i had breasts.
i got down on my knees at the feet of Master and His six friends to beg for mercy. At first Master was adamant that i must be punished for my crimes, but His friends intervened and asked me to strip myself naked to see what i had got as a ladyboy, and if my body was pretty enough, they said they would persuade Master to release me on condition that i underwent castration to work as a shemale escort to earn back the money i had stolen from Master.
i immediately agreed to that because being locked up in jail as a male inmate at a male prison was a living hell -- i would definitely be molested, tortured and fucked by other male inmates on a daily basis. i asked Master to allow me to go into the bathroom first, so i could get myself ready to have my body inspected.
There at the toilet i took a quick bath from head to toe, removing the BROWNISH cream which i had purposely rubbed onto my body to make my skin more masculine-looking. And then i tuned the shower water to 'very hot', so that the hot water made my cock...especially my penis...contract to the smallest size and length possible. Then i gently massaged my own nipples to make them erect and hard, so they look sufficiently feminine to compensate for the relative small size of my breasts. i shaved off all the hairs on my body, especially the pubic hair on my small cock, so my cock looked not just small, but very cute. In addition to that, i pushed the handle of a tooth brush into my asshole, while using the waist belt of my male trousers to form a collar around my neck.
After all that, i crawled out of the bathroom on my hands and knees, collared and with my asshole plugged in with a tooth brush handle, and then when i reached the feet of Master and His friends, i kowtowed to them, again and again, for 10 minutes.
Master was surprised that my skin was so soft and white after the brownish camouflage cream had been washed off, and every man there looked at my small cock, which had shrunken to become a miserably small -- but really cute-looking -- lump under the hot bath water.
The men were set on fire and then one by one they fucked me in my asshole, and the tightness of my asshole satisfied them, especially Master, though so much penetration in just one go caused me great pain, so that i moaned and begged for mercy. In that way, i got released, though the condition was that i must sooner or later be castrated, and that i MUST work as an escort of earn back the money i had stolen from the company treasury.
As you can see from the picture above, I looked nice soon after I had got a degree, which was at upper second good honours level. I could easily get a decent job if I just did one thing, which was having my breasts removed. But I liked to have breasts, because they made my body looked so pretty and feminine. So I just wouldn't like to go through the surgery.
One day while sitting at a public park not knowing what to do next, I met a girl classmate of mine who was in the same F. 5 class as mine some years back. She was in love with me, because my English was good, and I looked pretty in a way no other boys were. She was working away from home, and was renting a room downtown. She offered to take me in, and provided me with free lodging.
I told her that I was a ladyboy, and then she looked at my breasts, at which she knit her brows again and again. But eventually she said that it was okay ...as long as I stopped taking female hormones everything would be okay with her. So for a period of nearly 4 months, I gave up taking female hormones, and I allowed my girl classmate...who wanted to become my girlfriend...to take away my female clothing and lingerie which she kept in a drawer under lock and key.
At night we caressed each other's body, and my girlfriend noted that my little cock just couldn't get hard. I apologized for that, telling her that I had been raised as a girl so Papa didn't allow me to get hard, and my penis had been wrapped and bound tight since childhood, so it was so small...just 2 inches...and always soft. My girlfriend said that that was also okay with her, and she said that if I ate more nutritious food my penis could get hard eventually.
But still our lovemaking was like lesbian love, not involving any penetration...just touching, squeezing and fondling each other's breasts, butt, arms and legs...and I felt so sorry about my condition...but still my girlfriend wouldn't give me pressure and said things would work out fine for us as long as I kept trying hard to become a real boy.
Then one night as we were returning home after seeing a late night movie, we were waylaid by an Indian Tamil thug...a teenager with very dark skin and looking very hairy all over. He took the two of us under knife point to a dark street corner, where he said he would like to have my girlfriend raped.
I went down on my knees to beg him not to do that...but he said he must do it unless... I got up and had a fight with him ...if I could knock him down he would let the two of us go, without harming my girlfriend. He would just take away our money if I proved myself man enough to defend my girlfriend.
I kowtowed to him and told him that I was too weak to fight him...I was not really a man...but a ladyboy. Then I held his hands to touch and feel the softness of my breasts...almost immediately the Tamil boy robber seemed to have been turned on, and he said that if I could take the place of my girlfriend to be fucked by him, he would be very glad to let us go.
My girlfriend shouted aloud that her boyfriend...me....would never do that, and then the boy robber again threatened to have my girlfriend raped. I was frightened...trembled all over...and immediately take off my men's shirt and trousers to let him see that I was also 97 per cent a girl, except that I still had a cock....the boy robber pulled down my bra and just tore off my panties...and my 34-inch breasts and 2-inch penis were exposed to full view. He laughed and said, 'Yes you are a ladyboy...I like you...I like small-cock ladyboys with big breasts.'
I then got down on my hands and knees with my butt raised well up to allow the boy to have me fucked. But the boy insisted that I must suck his penis first...which I did for 15 minutes...with my girlfriend watching on all the while...until he started cumming onto my face. Then he went behind me and I felt a huge penis ramming into me, and as usual when I was being fucked by a man...any boy or man...my small pee pee would get hard a bit. The boy robber unfortunately noticed that, and to my surprise, he held the hand of my girlfriend and ordered her to feel my hardening penis. While my girlfriend was holding onto my hardening penis...in tears and sobbing badly...the boy said,'See...your boyfriend enjoyed being fucked by me !! His skin is even whiter and softer than yours. Don't worry I won't fuck you...your boyfriend is far prettier !!'
The boy's penis was huge...over 8 inches I supposed...and I moaned in pain as he was ramming in really deep inside me. Normally I feigned a deeper more male-like voice when chatting with my girlfriend, but as I was being fucked so hard, I couldn't control my voice...I moaned and begged for mercy in the sort of high-pitched girly voice I was born with, and I noticed that my girlfriend was crying even harder.
When it was all over, the boy left, just taking our money and not harming my girlfriend. But my girlfriend was furious at me...as she saw everything..and she called me a pervert. Back home...it was already late at night past 12 pm...we had a big quarrel. My girlfriend insisted that I must become a real boy immediately by surgically removing my breasts in three days' time...she would pay for my medical fees. And then we could still live together...but if I didn't, and insisted on putting on bra and panties beneath my male clothing, I might as well leave her tomorrow, as she didn't like living with a man who had breasts...and she scolded me for apparently enjoyed being fucked by that boy robber.
I refused to cut away my breasts...it was okay not to have bra and panties on...but I liked having breasts...there couldn't be any agreement between us, and in the morning I packed my bags and was ready to leave when my girlfriend embraced and kissed me on my face. She said she understood how I felt but she just couldn't live with me anymore because she was no lesbian. She gave me lots of her clothes.....and heels...along with accessories like necklaces, bracelets and anklets...and wished me luck as she waved and said good-bye to me. She also gave me some money and asked me to be careful as she also noted that I looked attractive as a girl, and I might be harmed by horny men if they found out that I was a ladyboy.
After leaving my girlfriend's home, I decided to sleep rough at public parks to save expenses. I put all the money I had into my bank account just in case I might be robbed again. It turned out that while my money was safe, my own body was not.
I spent almost all my time at public parks, and in order to avoid unwanted public attention, I chose to do a bit of reading at a remote country park in the outskirts of the city.
One afternoon...three days after I had left my girlfriend...as I was reading, a rough-looking man...obviously a construction worker...sat right next to me at the bench where I had been sleeping. He touched me on my hands, saying,'Pretty white little hands...are you a boy or a girl ?' I said I was a boy, but I forgot that since I had been sleeping rough, I had forgotten to wrap and bind up my breasts...my shirt was just buttoned halfway up, revealing parts of my breasts. I tried to run off, but it was too late.
A half dozen construction site labourers soon crowded around me and they threatened me that if I didn't obey them and did as they said, they would report me to the police telling the police that I was violating moral decency by getting around public places all naked.
I said I was not naked, but two men rushed forward ...stripped me naked...and used my own handphone to take pictures of me with me standing in front of the entrance gate of the public park. Those pictures, they said, would prove to the police that I was violating public standards of basic moral decency.
I was terrified and in a panic, and so I got down on my knees to beg them to let me go. ..which they did, but on condition that I allowed them to have sex with me...all of them...over half a dozen. I told them that I was not a girl...I was a boy...I still had a cock. But they said that they liked to fuck ladyboys, because since I had both breasts and penis, I was both a lady and a boy, and they so loved to have me fucked.
As I was being tortured and fucked by them, they used my hand phones to take photos of how I was being humiliated. Those pictures are shown below, and I wouldn't need to describe to you what happened during that painful two-hour-long gangbang experience.
(I was stripped naked and made to stand against a wall of a nearby construction site. The men came up to me...one by one...to have my breasts, cock and butt squeezed, caressed and fondled. Their hands were very rough, and they seemed to be using all their strength when they were squeezing my nipples and cock, causing me to moan to pain and begging for mercy.)
They were very dark-skinned, and seeing that my skin was so white and smooth, they asked me why I could have such skin since I was a boy. I told them that Papa would have me whipped if my skin got darkened by the sun, and I myself liked to keep my skin as white as possible because that was pretty. The men laughed and threatened to make me stand under the hot afternoon sun for two hours to make my skin become dark. I was very scared..I begged them not to make my lily white skin dark. They then required me to write and sign a statement saying that I had begged them to have me fucked. They were afraid that I might report them to the police. After I had signed my statement and gave it to them, the required me to pose for them, so they could take pictures of my body at close range, with my breasts, nipples, cock and butt being focused most often for photo shooting.)
( Me : Being 'Made' to Be a Girl by a Middle-aged Man who gave me food and lodging - Soon after I had been gang raped by a group of construction workers, I was aware that it was necessary for me to cut my hair short like a boy's, so I wouldn't attract so much unwanted attention while sleeping rough at public parks. As the days went by, the little money that my girlfriend gave me was running out, and there was a real need for me to get a fixed income job for basic survival. I was thinking...with my good honours degree in history and literature, I should have little difficulty in finding a clerical job but for the fact that I couldn't pass any medical checkup exam because of my having breasts.
If I could somehow get a medical report with the signature of a registered doctor, I should have no problem in getting a job. I approached my girlfriend...or former girlfriend...for help. She was working as a nurse at a hospital where standard medical reports...already chopped and signed...were just left lying everywhere ...unattended...at the medical staffs rest room. I asked my girlfriend to get a medical report form for me to fill in myself. Which she did...but without the signature of any doctor. I forged the signature myself, and in that report I was certified to be a medically normal male.
In the meantime my financial situation was getting desperate...I was not feeling well because of having slept rough for weeks. I needed a place to stay to settle down to go online to find a job, which I was certain I could find since I now had a forged medical examination report.
So one evening, I did what I was good at, putting on girls clothes to find a man who could help me out from the terrible mess I was in...without a home and soon to be totally penniless.
I had observed that a middle-aged man living in a terrace house near the public park I was sleeping at was living all alone. So at 11.30 pm one night, I knocked at his door, having noticed that he was all alone at home. He opened the door...I told him what I wanted...if he could allow me to live at his house and give me food to eat, I would make him happy...and then I pulled open my shirt and lifted up my skirt to let him have a look at my breasts and small cock. The man was interested, but said that if I agreed to have sex with him and helped him to look after the house...that was doing cooking and cleaning for him...he would take me in.
I told him that as soon as I could find a job I would leave. He said that was okay with him but first he must see that I was worth it. He took me into his bedroom immediately...he asked whether I really liked being a girl...I said 'Yes'...he said,' Well let me make you a girl.' As I was being penetrated by him in bed...with pictures being taken in one continuous shot...I looked at myself in the mirror placed at the side of the wall facing me.
There in the mirror was a pretty young man with short hair...with creamy skin...narrow-shouldered...and with a baby-sized small cock. On top of me was this middle-age man fucking me hard...taking pictures of my body...and hand spanking me if I didn't turn this way and that way in the postures needed to make him happy. I felt so sorry for myself that with my good academic results, I should end up like that. But I liked being a girl...and I must pay the price for that...I must save up money for my sex change surgery.
(Me : Being penetrated at the hillside behind the house of the middle-aged man who had agreed to give me accommodation during the period of my unemployment after graduation from university.
As I had no money I want unable to pay him rent, and I agreed to let him have me fucked where, when and how he wanted it to be done. We did it mostly in the open, for the man's house is at a remote part of the suburbs. He said he was willing to help me pay for my sex change surgery if I agreed to be his slave girl. I said 'no' because I just wanted to remain a crossdresser...a boy at day and a girl at night...MtF transition was NOT on my agenda.
I didn't like this man at all as I thought he was a real pervert. While I was having sex with him in the wild...among the trees...he liked putting a few ANTS onto the body, so that every now and then I got bitten by those ants, and when I screamed in pain, he smiled sadistically, saying that the sounds of my screaming were sweet and musical.)
(Picture Above - Me, lying in bed at a beauty therapy clinic to await 'electromagnetic' stimulation of my nipples (bandaged) so they could become larger and sexier-looking.)
One reason why my girlfriend decided to dump me...calling me an 'incorrigible sissy'...was that I absolutely refused to have my breasts surgically removed. I love (still do) having breasts, because they are soft, cute and in terms of aesthetic beauty, they look so very pretty in a way that the unsightly male cock... with saggy testicles skin bags and a hairy penis... cannot even get close to compare with.
Over a period of several months, I had miserably failed to have a passable erection to at least penetrate my girlfriend once...just to make her happy because she had saved me at a time of distress...and that harsh reality of my sexual impotence shocked me, making me go further on my way to MtF transition.
As soon as I had got a job as Administrative Assistant, I spent extravagantly ...my whole salary...on beautifying my skin. One of the things I was almost in a great hurry to do was breast enhancement. It didn't involve any silicon implants, because breasts propped up with such implants look oddly round like rice bowls being turned upside down --very unsightly, almost ugly.
I chose the more expensive way of using electromagnetic stimulation to promote the NATURAL growth of my breasts which had remained too small by female standards, at just 34 inches within the year after my university graduation.
That cost a bit of money which could not be easily supported by my small salary on a long-term basis, so eventually I took the very wrong step of stealing money from the investment funds of my company -- by juggling profit and loss accounting figures at the Accounts Section I was in charge of. That, as you might have read, eventually led to my castration and my present life as a post-op shemale escort.
At the time when I was living together with my girlfriend, my breast measurement was 32 inches, and it was indeed possible for me to remove my breasts with a simple, minor surgery. My girlfriend took me to a private clinic and explained my situation to the doctor.
The doctor asked me to strip down to the waist....with my girlfriend looking on...and examined my heart beat rate with a stethoscope. He then said that he would be willing to help cut off my breasts by removing the breast tissues accumulated over the years. It was not expensive to do that, and my girlfriend said she was willing to pay for my surgery.
The doctor asked me to sign a statement saying I was undergoing the breast removal operation out of my own free will. I almost signed it, but then I remembered how long and how hard it was to grow my breasts. I refused to sign the document....my girlfriend cried in misery...and from then on, our relationship began to deteriorate until we finally broke up.
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