Streetwalking As a Girl in Public for the First Time

Master set me a minimum target earning of USD 30 per night  and if I earned less than that, such as earning just USD 25 I would be given five lashes on my poor butt for laziness. 

That meant that if I earned just USD 10  I would get 20 lashes, and for every nine lashes I got on my butt cheeks, I would be  whipped once on my poor little penis to remind me that I must put aside my male pride to please men so  could earn more -- oh so painful, those lashes on my penis.

 So to avoid being whipped, I took the risk of standing outside residential buildings to wait for men who returned home late. My earnings increased several times over since I started stading outside residential buildings. But it was not  without danger though. Once  a security got me caught, f saying that I was doing immoral things and he said that he would report me to the police. I immediately went down on my knees to beg for mercy. He said okay if you made me happy. 

Then he took me into his security guard rest room where he stripped me naked. When he saw that I was a boy with breasts....a ladyboy...he was NOT angry and most delighted . He said that my penis was very short and small, and my skin was very white and soft, and so he would like to have sex with me. Not only that, he would help me to find residents in the building who might be interested in buying sex from me. 

He asked me to have sex with him for free..I said okay...and since that time, my earnings increased  though I had to give free sex to that security guard.

As I said before, i  wasn't doing very well as a streetwalker, and the money i could make from streetwalking during the first three months was so very MINIMAL  that Master warned me that He would give me suspension whipping if i continued to perform so badly. 

So i got so very nervous, this possibility of being whipped while being suspended was so real,  and in desperation, I ventured into a construction site to see if there was any man interested in me. Yes indeed there were plenty of men who were ready to have me fucked or have me down on my knees to suck them off, but after having done what they wanted, seven men out of ten just WALKED OFF, saying that they had no money, although a few did pay, just five dollars in Malaysia ringgit/blow job. Indeed I never received more than ten dollars in Malaysia ringgit for any service I gave to the construction workers there. 

Yet I still kept going there, despite such desperately low returns, because the penis of the construction workers was without a single exception always so hard, rock-/steel- hard in fact, and just having their penis sucked was such pleasure, even for nothing. 

Furthermore, the  duration of each and every one of the  erection of the construction workers was so very long, nearly an hour for some, and most could manage half an hour of erection without a single pause or a moment of softening. 

The men all praised me for having such snowy white skin, and they said my penis looked very cute, so very small and docile. All that pleased me tremendously and I kept visiting those construction sites throughout the nearly eight months of my streetwalking. 

Before I was castrated, I chatted with some construction workers about what I was going to do in Thailand, and the workers were ALL supportive of my castration and asked me to come back to make them happy after my castration. That  i did not do because as soon as  i recovered from my surgery, Master sold me to a night club to work as a shemale escort.

Though I had been walking around at night as crossdresser since the age of 13, walking around to sell sex as streetwalker was a frightening experience, the worst fear I had being the very real possibility of being arrested by the police and then  being sent to jail as a MALE inmate. 

The first four months after i had signed up to be Master's slave were nightmarish, because my hair was embarrassingly short...i had had  a male haircut the day before i was caught by Master for embezzlement...and although i did have small breasts, my cock...especially my penis...was not nearly  small enough to make Master happy, because He wanted my penis to be just two inches (soft) -- and never being able to get hard. My penis was less than three inches...measured at around 2 inches and a half much of the time...but never at that 2-inch-mark as required by Master. 

The worst thing was that my naughty penis still got a bit hard...in fact just hardening, not real erection...and i was often found to be getting this kind of hardening WITHOUT  permission  from Master.

 On the whole therefore  i was looking and behaving too BOY to make Master happy.  So He arranged for me to walk around at a wooded area at a remote spot with an open field backed by columns of overhanging trees. The idea was to make me walk around all naked, and if any man  happened to take morning walk at that spot, Master would turn on a remote-controlled vibrator plugged into my asshole to PROMPT  by vibration that i needed to approach that man and give him FREE sex.

i was required by Master to walk straight up to that man/boy...all naked...and told him direct that i would like to be played like toy by him and be fucked by him because i was training to be girl. This kind of self-introduction was so very strange, walking up to a man in broad daylight...all naked...and telling him that i needed to be fucked by him. Furthermore, the way i looked...with boyish short hair but lily white and velvet soft  girlie skin...having breasts and yet having a full cock complete with penis and testicles...was just toooooo weird, and it seemed that i was a mental patient just having escaped from a mental hospital. 

But Master wanted me to do it, to get rid of my male pride and  most importantly, to get me ready for castration and escort work, so i HAD to do that. I hid myself behind some tall grass and as soon as  Master turned on the remote-controlled vibrator inside my asshole  i knew that a man/boy was approaching me from somewhere near -- or across --the open grass field. 

When I approached a man/boy, he was usually so very surprised by what he saw...a naked girl (I covered my cock with my hand) with not a single shred of clothing on. During those  brief awestruck moments,  I explained my situation to the man/boy. Most young men just ran off thinking that I was mad , but mature men, old men and much older men would listen first, and then nine out of ten of them would agree to play me, but not necessarily having me fucked. Nine out of ten would  also require me to kneel down and suck their penis, with about half of them attempting to turn my small penis up and down...left and right...like turning the arms of a clock. Only one man out of ten agreed to fuck me in my asshole. ALL men, young or old, praised me for having such soft white skin, and ALL agreed that I needed to cut off at least my balls to make my penis look cute. 

This walking around at a wooded area looking for men to fuck me...more or less like a female Tarzan...was VERY EFFECTIVE  in  helping me to forget my past role as a boy and as an educated university graduate, because most men/boys would simple call me  'a slut' or simply 'a whore' and EVERY man agreed that my penis was too small and short and I  WELL DESERVED  to be punished, whipped and then fucked like any obedient girl. So this strange training  was good for me as a trainee  escort.

It was very difficult for me, as a novice, to compete with professional streetwalkers. At night at the red light districts where streetwalkers could operate without the fear of police arrest, practically all the dark street corners, staircases and back lanes were crowded with women, mostly in their late 20's and 30's. 

Although they were not young, they knew how to pose, smile and react when men seemed to show interest in them -- whereas I just couldn't do it, because basically, I was different from them, with me still having a cock...a very small one indeed...but a cock nevertheless. I found that MOST men were looking for REAL women and girls, not ladyboys like me, and when they used their hands to feel my bottom, and found that admittedly unsightly little cock of mine, they just walked off. 

So night after night I returned home without having earned a single cent. Master started having me whipped for being 'lazy' which in fact i was NOT.  Fortunately, Master's friends intervened, and said, 'You see, his breasts are so small, and he still has a full cock...he just can't compete with others being like THAT. Let's put him to work at DAY.'  

So in the daytime, I was told to put on a big overcoat, and then I needed to walk around those areas where I could be RECOGNIZED, such as areas adjacent to my neighbourhood where I grew up as a boy.

 At first I refused to do that, because it was such a shame, since I was known to have graduated from university and was known among my neighbours as a BOY...what would they think if my neighbours see me the way I was....in girls clothes, and looking for men to have me fucked to earn money as a streetwalker.

 But Master said, 'If you don't do that, I will sell you to work as a maid in Saudi Arabia.' That really frightened me, because if I was really sold there, how could I ever hope to get out ?  So I accepted the arrangement. It was arranged for me to put on sexy lingerie beneath my overcoat, and though my breasts were very small indeed, they did get  squeezed out and up by the tightness of the sexy lingerie. Around my neck was a collar with a chain linking with a  steel  ring into which my small penis was inserted. So if men got interested in me, he could pull the chain around my neck to control me and he could pull and push my small penis for fun and pleasure if he so wished. 

My boyhood neighbourhood was seldom patrolled by the police so streetwalking there even at day was safe. So there I was walking in girls clothes....in sexy lingerie beneath my overcoat...walking to and fro along the bank of a river that runs through the town in which I was born. 

Sure almost immediately I was recognized....but I played it safe when TWO persons walked as a pair and seemed to recognize me, I turned my back  on them, as if I didn't know them. I approached only men/boys who walked alone. That arrangement was a remarkable success because the boys/men who recognized me....but not necessarily knowing my name and my past history...would so very much like to hear the story of how I became a girl. I was able to earn more than USD 200 on  a single  day, whereas at night I usually ended up with earning nothing.

Between  late March 2013...when i signed a slave contract to become Master's slave... and mid-December 2013...when i was finally castrated for disobedience...i was ordered to do streetwalking to prepare for my future life as a full-time escort.  Master told me to keep my hair long...no more haircut...so that my hair became long enough to cover my shoulders. i was told by Master to take female hormones...mainly in the forms of contraceptive pills, at three pills a day...but it didn't seem to have much effect on feminizing my body, other than the fact that i did become quite slim because of the strict vegetarian diet that Master put me on. My weight was trimmed down to about 108 lbs which, along with my long hair and lily white skin, made me become a pretty, feminine-looking BOY  by August 2013.  

Master was disappointed because as He tried to squeeze my breasts and nipples for fun, there was not much for him to toy with, because my breasts were so very small, barely budding, while my nipples were also small like a boy's. 

Master then found out that i sometimes missed out taking hormone pills and quite often i didn't carefully make up myself beautifully to serve Him breakfast.It was important, Master  therefore said, that i must be stripped of my male pride, so that He ordered me to email to some of my naughtiest students---those whose school results were so poor that they dropped out early in form 4 without even having sat the Malaysian Certificate of Education Examination, or S P M.   Those students were now working and had reached the age of 18. 

 Master asked me to email to these boys telling them about my present situation, which was that i was preparing for castration so i could work as a castrated shemale escort. i told them i needed to be fucked by strong boys like them...for FREE... to become girl enough for my new job. I emailed six students, but only ONE reply came. 

It seemed even the naughtiest of my students were so very afraid of even meeting me, not to say having me fucked, because it was, as most of them said in their reply emails, too weird that i should cut off my balls to become a girl. That single reply was from a student whose father I had visited to advise him on how to discipline the naughty boy who spent all his time on playing football rather than studying. During that home visit, I had advised the boy's father, a middle-aged businessman, to keep his son at home to study and to have his son whipped if he was so lazy and disobedient. The man just laughed, saying that what I said was no way to raise up a boy, but it was good for girls. Which really upset me.

The reply email requested me to come to the student's home...dressed as a boy...so that I wouldn't attract too much neighbourhood attention. I agreed to that immediately as it was the ONLY reply I got. Master drove me to the boy's home one evening at nine o'clock, and dropped me there, and said that He would pick me up tomorrow morning at nine. 

I knocked at the door, and almost immediately the boy and his father opened the door and shuffled me in. The boy's father said, 'So you like to be a girl, right ? I'll make you one.' The boy then asked me what I had been doing since I left teaching. I said that I had been streetwalking, at which both father and son laughed. 

Before I even began unbuttoning my shirt, the boy and his father saw that I had practically no breasts to speak of, their face changed colour, saying, 'What kind of joke is this ? Get out ! We have no time for you !' 

I was so scared because if they kicked me out without having me fucked, Master would have me whipped hard for disobedience. In theory, I said in my email that I would be fucked by them for free. But in fact Master wanted them ...the boy and his father...to at least said that I was feminine and obedient when He came back to pick me up in the morning.

I therefore immediately got down on my knees and told them, ' Please play me...I have very white, smooth skin...I do have small breasts...they are pressed down only...but they are there...my butt is round and very white....my penis is very small, short and weak ...please whip me if you find me disobedient...I need help to be trained to be a girl.' 

So  both father and son said,'Okay, let's see your body first.' So I very quickly stripped myself naked, removing the cloth wrapping around my breasts...let my small breasts come out...and then I unbound the wrappings around my cock...so my small penis could be seen droopping down miserably like a little, curled up sleepy worm. Father and son seemed turned on when they saw that I was indeed, as they said, ' a pretty boy'. 

So they had me first spanked, and then fucked with a big dildo, a large vibrating machine that looked like a penis. They drilled my asshole with that dildo on and and off, for hours, so that my nipples turned firm and erect, and my penis became so retracted from vibration that it contracted to form a small fleshy lump.

I cried out in pain because it hurt my asshole so, but the father held me down and tight, so the son could continue to fuck me with that dildo. They took pictures of me, and said they would circulate my pictures among other students of mine so they would come fuck me. At long last, when the hour-long dildo-fucking session was over, they took turns to fuck me in my asshole and in my mouth.

It was a long night...and I suffered so. 

In the morning when Master came, the two of them...father and son...actually KISSED me good-bye and told Master that i was a 'good girl' - at which Master was so pleased. The boy and his father did circulate my pictures among my other students, so eventually after my castration in December 2013, I did have lots of clients, an average of 7-10 a day/night -- and during the first two months after my castration, ALL my clients were my students.

My body as you can see looked very much like a boy's at the time when I was streetwalking with my cock still intact and in place.  Men were just willing to pay me USD 5 for one quick shot into my mouth/asshole at a street corner.

Occasionally, some men would pay me USD 10 for an hour of service at a hotel room. i was so afraid of returning home to Master empty-handed, because i would be whipped by Master for being too lazy at work. So I let the men see my shaved little cock first, showing them how cute, white and soft my penis was, and in cases I could lure them to take me to a hotel for USD 10. In such cases, men squeezed, twisted, pressed and pulled my penis really very hard, and that really caused me much pain, so I had to hold onto the bed sheet....as tight as possible...to release the tension building up inside me as my poor penis was being TORTURED  by those men. 

I twisted and turned, even as the men often complained that my breasts were too small, looking more like a boy's than a girl's. I apologized and asked them to squeeze my penis harder to make me more girl. This they ALL did, and I moaned in pain, begging for mercy while holding my FIST tight to get my pain released. 

The men however were so turned on as my legs were stretched tight and taut to upset the pain at my penis, and then I dared not look at how the men were making my penis suffer more by having it clamped with clothes clips. I told myself, yes I am a girl and I must learn to make men happy -- in that way, my pain eased, but my hands still kept the bed sheet clasped until that part of the bed sheet was all wrinkled -- oh, being a girl is so very tough, especially if you have to make money by streetwalking.

Initially, while I was doing streetwalking, I was unable   to find even one single man/boy who would pay me just USD 5 for half an hour of my service at a back street. 

I was very shy, because although I did crossdress to find men to have sex with every now and then, I treated that as just fun, and even if I could not find a single man, it was okay since it was just a game. But Master said that i was lazy, because  at some nights i returned to Master's Residence empty handed, without having earned a single cent. i explained to Him that i was after all a boy, and doing this kind of kind, begging men to have sex with me for money was soooooo embarrassing. 

And then Master got angry at me, saying, 'You think that you have a cock and you can pretend to be a boy, eh ? Let me get your cock smaller so you can feel more girl.'  Master then stepped onto my cock with shoes on....oh so painful...and my cock contracted and retracted from the pain and pressure. Master said that if i could get my cock...especially my penis...as soft and small as possible...and let the men see how small my penis was, i could more easily get clients.

So each time when i went out streetwalking, Master would use his feet to rub and press my poor little pee pee until it contracted to the smallest possible size. And then it WORKED, almost miraculously, for when men saw my very small, baby-sized cock...especially my penis, which was made to retract to look like a sleepy worm....they got aroused and agreed to have me fucked for $ 5 for every half an hour. So from then on, I never ever returned home empty handed.

While streetwalking with skirt on, the fact that I was in female clothing fired me with hot passions, and I delighted in having myself amused with me STANDING to pee, with my panties just pulled sideways to let my little penis jut out...but only just... to shoot out the urine. I normally chose to urinate at a spot where I felt that I could be seen by a man passing by, so that he would get curious...oh, a girl standing to pee. with her panties pulled sideways, skirt up !!...and if and when he approached me, I would ask him if he would pay me just US 5 for a quick shot into my mouth or my asshole, whichever hole pleased him more. 

As a ladyboy streetwalker, I was not allowed to walk along or stay at those streets where other types of escorts were also walking. Female streetwalkers seldom communicated with me, because they told me that as a boy/man, I shouldn't be doing such 'women's job'. 

So I stayed mostly at those street zones reserved for ladyboys. Most men...but not all...would like me to hold my penis DOWN while I was being penetrated. As it was just a quick shot of less than 15 minutes...I charged only USD 5 anyway...they couldn't care less about whether I was getting hard while being fucked. Which as I mentioned before I usually DID.

 Anyway, in the darkness of street corners or staircases, men just couldn't really see that my own penis was hardening while I was being fucked. It seemed so embarrassing for me to be doing that...as I was in training to be a girl...but I just couldn't control it.

Furthermore, in those early months of my MtF transition, from March 2013 to November 2013, I had not yet been castrated, so I was still having both of my balls , which somehow made my penis get hardened...but  never firm and erect  -- it never did... or could ...at any time before my castration.

In  mid-October 2013 when I started streetwalking at night, I had been on HRT (hormone replacement therapy) for nearly eight months. My breasts had grown sufficiently large...at nearly 36 inches...for me to appear reasonably attractive to men. 

While standing at a fixed spot to await potential clients,  I was not allowed to have bra on  because a bra of whatever material would  cause some sort of obstruction to men who all wanted to feel and touch my breasts to see if they were real before having me penetrated in my asshole at a location of their choosing. I usually put on panties beneath my mini skirt though because there were mosquitoes flying around the grass-studded back streets or lanes at night and they would bite me at my butt, thereby causing unsightly red dots there.

October 2013 was a turning point in my MtF transition, as I started being required to do different types of women's work, such as cooking, cleaning and giving men whole-body massage. To avoid further punishment and whipping...very painful...I had already agreed to be castrated in December and I needed to start walking the streets to allow men to use me like a girl in preparation for my future work as a castrated shemale escort at a night club where I had already signed up to work until 15 March 2016, when my slave contract would expire

 While doing my housemaid work, I was not allowed to have bra on either, and I was often required to be butt bare to give easy access to any man or boy who would like to  toy with my butt, asshole or small penis. I found it sort of very weird, walking around to do housework with men and boys gazing at my big boobs and small penis. It made me feel so different, so inferior and so embarrassed.

Before going out at night to do my streetwalking, i  got down on my knees to let Master help push a butt plug into my asshole to get it loosened enough for penetration in case some men would like to have anal sex with me.

In those days, I charged a client only USD 10 for one anal fucking session of 10 minutes. The men usually took me to a public park to be fucked behind some trees or walls.

Before going out onto the street at night to wait for my clients,  I needed to have a butt plug inserted deep into my asshole, which was also carefully lubricated with olive oil at least two hours before I was to be fucked in my asshole. 

Dry fucking without having the asshole loosened...with a plug...and lubricated...with olive oil or certain lubricants...would unnecessarily cause me pain while being penetrated by men.

But at times when I was disobedient...arguing and quarreling with men...not getting down on my knees fast enough to receive my needed whipping on my butt...or simply that I forgot to wiggle my butt as I walked...I would be punished by being dry fucked, so that the pain I would have to bear would for ever remind me that I must at all times be soft, gentle and obedient. Any boy behaviour such as forgetting to fold my legs when I sat...allowing my legs to spread open M-style...would result in my being mercilessly dry fucked in my asshole.

I had been living a double life all my life since the age of 13, being in male clothing at day in public and fully dressed like a girl indoors and at night. To avoid my ladyboy identity from being discovered,  Papa had ensured that I did not have my ears pierced like a girl....and I didn't have piercing at one single ear lobe, either, as that might show people that I was gay.

 Days before I started walking the streets to find clients, my ears were finally pierced,  so that with ear rings on, I would be unmistakably recognized as a person who was ready and willing to play the female bottom role in any relationship. That helped men to approach me more easily, since if my ears were not pierced, men were afraid that I might get on top of them.

 I received three piercings at each one of my ears...without the use of anesthetics...very painful...extremely so...at first I refused to have my ears pierced, but Master's sister...who pierced my ears...said that I had got used to PAIN  of different sorts, as in my future work as escort, men would humiliate and punish me in different ways, and if I couldn't bear just a little pain by being pierced at my ears, how could I ever hope to become an obedient girl ?

 Master's sister, whose ears had also been pierced, said, ' Having your ears pierced and putting on ear rings of different sorts shows that a girl is obedient. Do you want to be an obedient girl ?' I nodded my head and then obediently knelt down to have my ears pierced. Afterwards, a 10-year-old boy was purposely chosen to humiliate me by helping me to put on ear rings. That boy asked, 'Are you a boy or a girl ? How come you have a penis like mine and you are putting on ear rings like a girl ?' My face flushed red but I had to answer him out of politeness, 'I am a boy but my penis is too small...so I am punished  for that by having to put on ear rings .'

I was not the only girl doing streetwalking so it was arranged for me to be chained at my ankles to add to my attraction. When men approached me, the first things they saw were always the chains at my legs and those  leg chains always successfully aroused men because they were out on the street at night feeling extremely hot --and they needed extra, special services from girls....such as having them whipped on their butt...to get aroused. The fact that my legs were in chains showed men that I was willing to offer such special services. 

In fact up to seventy per cent of the men who bought  sex from me on the street required me simply to suck their penis and eat their cum. Even if I invited them to have me penetrated in my asshole...sometimes free of charge...they wouldn't do it for fear of becoming HIV positive.

 Streetwalking gave me plenty of training to learn how to stroke, massage and suck men's penis, and every night, I took in many spoonfuls of cum down into my throat because cum-eating was a required service of ALL men, old or young. As I was down on my knees sucking men's penis, I felt so inferior because I needed to hold my own penis down very tightly to prevent it from impolitely getting hard...or even bigger. 

I finally accepted the fact that since I was in training to be a girl, I must never even think of getting hard. Getting  hard is something for men only...but I am a girl...I well deserved to have my penis cut away sooner or later because it was so soft, small and - 100  per cent useless !!

My breasts had grown sufficiently big in October 2013 for men to derive much fun and pleasure from having them stroked, caressed or even squeezed. Just as my penis was getting atrophied...shrinking in size fast...because of heavy female hormone intake...my breasts were blowing up in all directions like a balloon. 

The men who bought sex from me on the street were mostly interested in having me done just doing two things for them, namely,  sucking their penis and allowing my breasts to be played with in any way they wanted. If we did just those two things, we wouldn't need to go to a hotel, because cock sucking and breasts fondling could be conveniently done behind any wall or tree, and would take less than 20 minutes, at just a nominal and minimal fee - just USD 5 for a half-hour session.

A few men who bought me on the street liked having my small penis sucked. In fact before streetwalking, my small pee pee had just been sucked once - by Master.  The men in my part of the world don't like sucking a ladyboy's penis because of their male pride. A person like me with a small soft penis that couldn't get hard is supposed to have bad karma in my past lives, so that in this life I end up having such a small dysfunctional penis.

 A small soft penis like mine is a mark of inferiority and kneeling down at my knees to suck my penis was unthinkable for many men - but not all, for some men did get down on their knees to have me sucked and one of the best feelings I had had  when I was s streetwalker were  those sweet moments when men put aside their pride and humbled themselves at my feet to give me the joy and comfort of sucking my poor little pee pee -- which was so very often punished and whipped by men for getting hard without permission !!

This was the way I dressed while walking to the locations where I did my streetwalking. Street walking locations are found all over northern Malaysia and southern Thailand, usually at the back streets of certain poor districts with numerous squatter huts. The men there don't have enough money to have an escort booked at a posh hotel, so they turn to buying sex from street walkers. 

Initially just for the sake of taking away my pride and dignity...and to give me as much humiliation as possible so I could more easily forget my past as a university-educated male teacher...Master only required men to pay USD 10 for a complete package of services  including having me fucked, whipped at my butt and  they were free to humiliate me  by having me   got down on my knees to eat their  cum and drink their urine, which they shot direct into my mouth -- very smelly. 

Indeed this sort of humiliation...so horrid... worked  --for after less than three months of streetwalking, I did  begin to feel that I was worth nothing...I was cheap...I NEEDED to be punished by having my balls removed.

At some isolated locations, Master required me to take a dash across an open ground without any clothes on --totally naked--and I could only use my hands to cover my big breasts and my small cock. This sort of stunt inevitably attracted two or three men to run after me to ask me how much I would charge them for having  me fucked. When I said that it was just USD 5, they all went mad and two or three of them would just immediately threw their money at me while having me literally towed behind some trees to have me fucked right there out in the open and at day.

A. Me -  Jogging at 5 am at a remote, isolated country hillside mud track in search of the lone morning jogger who might be interested in having sex with me for just a small fee of USD 5.

B. Introducing myself to a morning jogger by inviting him to touch my breasts --and then I would push down my pants to let me look at my small cock to show him that I was a ladyboy.

C. If he was interested, we would have sex behind a tree or among the overgrown grass. Most men would just ask me to suck their penis, limiting their service fee payable to just the minimal USD 5. If any man would like to fuck me in my asshole, he would have to pay me an additional USD 5. Only one out of every ten men I met up with in the early morning would ever ask to have anal sex with me because they were afraid that I might have some sort of diseases  like Aids.

More often, Master required me to JOG early in the morning at 5 am with no bra on and butt bare, having just a shirt on. This kind of sexy jogging would most definitely get some early morning joggers...particularly young schoolboys...to run right after me to ask for my services.

 That was a  blatantly shameless act, and unthinkable for me in my days as a teacher. As I was jogging butt bare and waiting for men to pick me up, I felt so ashamed of myself, but since it had already been arranged for me to have my testicles cut off in two months' time, I just had to accept the reality that for the rest of my life, I HAD to be butt bare to be fucked by men, like any woman or girl. I was leaving my shirt unbuttoned...exposing my breasts...and my little pee pee was dangling miserably in between my legs as I was jogging butt bare. I knew sooner or later some men/boys would come up to me and have me fucked, and then I would have acquired more experience in preparation  for my future work as an escort.

Another way to attract men was to purposely wiggle my butt as I was walking near or around a man at an isolated location. If I did that several times...taking several rounds at  the spot where he stood...he would know, and I would be expecting him to come forth to have me touched or molested at any time --soon. Which was what actually happened many times over. 

The first time men did that they often just ran off, but when they noticed that I didn't scream out for help and still kept walking slowly and calmly at the same spot where I had been molested, they would understand what I was up to and would approach me to ask me for the price I would charge them. As the fee I asked was never more than USD 10, this sort of public butt-wiggling exercise always worked wonders in attracting clients at any time at day or night.

Streetwalking naturally does NOT involve just walking around. In fact much of the time when I was a street walker, I just sat quietly at a public park bench with my skirt pulled as high up my thighs as possible to attract the attention of the men walking by. 

Sitting quietly to wait for clients was in my view much better...safer...than walking about at dark back streets. The trouble was that there were other girls sitting at my side, so that created a sort of competition that was bad for business. 

Since I had been staying at home to do housework since childhood, my legs are soft, white and smooth ... anyway I never needed  to darken my legs from exposure to the sun in outdoor work...I  often succeeded in attracting men with my white, smooth-looking legs  --where girls from poor working-class families ...who were used to doing outdoor farm work... often lost out to me because of their dark,  mosquito-bitten  and scared  legs.

To flatten my pubic spot so it took on the triangulated flat pussy illusion, my cock was bound and pulled backward to be hidden and sandwiched in the v-cavity between my thighs, with the cock wrapping being bound and pulled tight...to be held in place... with ropes tied around my groin. 

 I often had my cock hidden and bound in this way while crossdressing  or streetwalking. That was essential for setting the heart of the man at ease to assure him that although I also had a cock, my small cock was tightly tied up and strictly restrained, so I would never be able to get on top of him. A bound cock like mine was a  safety guarantee...for men...   that I would play the bottom, submissive female role in any sexual intercourse  act.

Although in my slave contract it was specified that I had to work as a ladyboy escort to pay back to my company...in double and  at a flat, fixed interest rate of  6% annually...it was left an open option as to whether or not I would need to be castrated. Even as a streetwalker, I strongly objected to being castrated, as that was in irreversible surgery that would make my turning back to becoming a crossdresser very difficult. 

So initially...during the first four weeks of my streetwalking...I purposely chose to behave in a very boy, aggressive way, shouting at...and quarreling with...the men who were attempting to try me out in public before taking me to a hotel.  And then I had developed an uncontrollable tendency to get hard as men squeezed and caressed me at my nipples. 

When I was a crossdresser, I chose to arouse men by asking them for permission to get hard. Since I was forced to do streetwalking...unwillingly, as it was really shameful...I chose NOT to ask men for permission to get hard, so there was the odd situation of me getting harder even sooner than the man who it was my duty to make him get hard. I was doing all  that to show that I was NOT suitable for castration, and that painful surgery should be reserved for more feminine ladyboys, not for a boy like me - who was aggressively uncooperative. 

My admittedly rude behaviour made Master very angry, so instead of allowing me to keep my balls, He decided that my balls needed to be punished even BEFORE they were cut off. He put on my cock a steel, very much hard-wired cock cage with wiring that was adjustable and could be tightened with a lock to really SCREW my small and penis and balls into a timid-looking lump. I knelt down to beg for mercy, but I was indeed disobedient...and I simply had to put on this nasty cock cage as punishment. 

This cock cage is a double-edged device, meaning that if  the penis is pressed and straightened before it is caged, the hard wiring could help to prop a soft penis up to make it get erect to the point of erection or ejaculation.  But if the penis is bent way down in a dropping, lay-down posture when it is caged, it won't ever be able to get erect because of the strong pressure from the hard wiring. Before streetwalking, I had to put on this cock cage with my penis being curled up  inside it so it wouldn't ever get erect to make men feel angry. That was most frustrating but Master reminded me that it was the most suitable punishment for me for getting hard so often without asking for permission from men.

Another problem which I had when I was streetwalking was that I didn't have a man to help me advertise myself on the street. Practically all other girls walking on the street on the lookout for customers were escorted by either their boyfriends or their masters, but Master and his close friends are (still are) respectable businessmen in the community and wouldn't like doing the work of a pimp on the street at the expense of their reputation.

 Indeed if I continued earning  the pitiably small sum of just USD 20 every week, Master said that He might as well send me to jail for being so miserably incompetent and unattractive as a street walker. I was so afraid of going to jail where I would definitely be harassed by the male inmates for being a ladyboy, so I thought out a way...very humiliating to me yes...but...also yes... would most definitely work. It was that when I was teaching part time at a secondary school while  I was at the university, I had taught a number of boys...about 8 or 10 of them...who kept calling me a sissy in my face. They were therefore periodically...and sometimes routinely...made to stand in class or at the corridor outside the classroom to do corner time  for having insulted me, their teacher. 

Sometimes even after they had been punished, they still kept saying that they would pay me to have me fucked, if I would just let them strip me naked. In desperation, I complained to the principal about that, and as a result the ring leader of that naughty, very horny gang of  eight boys...a big strong boy of 17....was punished by being kicked out of school. That boy was so horny that even after leaving school, he still whistled at me whenever he saw me on the street, saying, 'Hi, Teacher, your butt is getting bigger every day !' I wore baggy trousers after that to hide my really big butt just to avoid being  embarrassingly commented on like that by him. I knew he would be most willing to be my pimp.

 So, towards the end of October...about two weeks after I started my rather unsuccessful streetwalking... i called  the boy...now unemployed and doing just odd jobs... to meet me up  at a small village house ...owned by Master...near the Thailand-Malaysia border...at the Thailand side...and there I told him that  he was right...I was indeed a sissy...and I wanted to be be fucked by men on  the street in preparation for my castration in December 2013. i missed out my slave contract part to avoid giving Master any trouble.

 I was telling my story to him still in men's clothes...in shirt and trousers...but left my shirt unbuttoned at the top to let him see that I had breasts....and I had both my cock cage and butt plug on beneath my trousers to show the boy that I was really preparing to be girl- -and would allow myself to be fucked by men like any girl. The boy was overjoyed, and said that he would help me by being my pimp. He would help lift up my skirt on the street for men to see, and he would toy with my penis in public to get attraction from the men looking for escort service. He would have me spanked right at the roadside to show men that I was a submissive  and was willing to offer special services.

 All that he would do on condition that I would serve his needs, and he promised to bring along some other boys I once taught to be my customers, which would mean that I would never be short of customers. At the end of our meeting, he had me stripped naked and as he was stripping off my clothes, he kept saying, ' Teacher, you are right in choosing to be a girl...your tits are nice...I like your pretty little cock.' But then he took off his waist belt and told me to get down on my knees to receive my needed punishment for refusing to admit that I was a sissy while I was teaching him as a male teacher.

 I needed him to be my pimp so I obediently got down on my knees ...with me looking really sort of odd on my hands and knees...with  dangling breasts and a drooping cock on the same body...stark naked, white and soft  like a  new-born baby...to receive my humiliating role-reversal, teacher-being-spanked-by student...whipping.

That was the very first time I had been whipped by one of my students...and that was just the beginning. After I had been whipped...for 15 minutes...the boy helped me to re- adjust the curled-up position of my penis inside the cock cage, so that it was pushed and pulled by the hard steel wiring to stand firm and erect...the very first time it had been able to do so since I was 13...and then he stoked the tip of my penis with his hands until some droplets of  white fluid...my cum loads...started leaking out. The boy was surprised that I could just leak out so very little cum,..just a few drops... and the cum was so watery and thin-looking. I told him that I had been taking female hormones since childhood so that was as much as I could do while cumming. 

The  boy had plenty of experience in having sex with ladyboy escorts in Thailand so he was not surprised by the butt plug I was wearing. He said that even when I was in baggy trousers, he could still see my bubble butt cheeks wiggling vigorously  while I was walking, and told me that he would  be most delighted to lift up my skirt every now and then on the street to let men see how nice and round my soft white butt was.

 As he said that, I felt my nipples got firm and erect and my caged little  penis again leaked out bits of cum...the boy noticed that, and asked, 'You want me to fuck you ?' My face got red...he had after all been my student...but nodded my head. Then I saw him unzip his fly...took out his huge penis--oh nearly 8 inches hard...so  disproportionally  huge for a boy of his size  at just 5'6" 130 lbs...and then like a wild beast, he held me down...removed my butt plug...and entered me brutally without mercy --and he kept saying, 'Oh, so narrow and small...so comfortable !'

 As he shuffled his ;penis in and out of me, I had to hold the bed sheet tight...clenched bits of it tight in my fists...to get relief from the piercingly great pain of such  ferocious penetration. The boy seemed unhappy at seeing the pain I showed in my face, and he said rather mockingly, 'If you don't like it, I won't fuck you...and you find yourself another boy to be your pimp.' I forced myself to smile and said, 'Thank you Sir for fucking me and making me a girl.' When the boy heard that he was most pleased, and from that moment on, he has  become not just my pimp (till now) but  one of my most steadfast, supportive customers

(Me - being humiliated in public by having my skirt lifted up to reveal my butt cheeks and cleanly shaved  pubic spot with a tied up small penis -- as other men, my potential customers, watched on nearby.)

This stunt, having my skirt lifted in public to reveal my lily white thighs and very small penis...bound tight and made to look flat in between my legs...worked wonders in arousing men who were my potential clients. 

Within just a few days after the boy...and some of his friends...took charge of me by escorting me while I was streetwalking, the number of my customers increased by many times over, and I was steadily earning hundreds...rather than  just tens... of  US dollars...sometimes even amounting to an astonishing total of nearly one thousand...every ten days. 

My students did not ask for money for escorting me. When I had finished walking, they chose to take me to a nearby hotel where they would have me spanked, humiliated and fucked  as punishment for my having most dishonestly disguised myself as  a man to teach and punish them at school.

I have myself handpicked several of my former students to be my bodyguards. They are (still are) helping to protect my security while I am on outcall services because without adequate protection, there is no telling what some of the men who have booked me might do to me. 

Since my castration, I became physically very weak...and much of the physical strength I used to have as a man seems to have gone. Any boy/man can easily overpower me by using just one hand, and then I just don't have the needed strength to set myself free.

 I am paying 20 per cent of my earnings to these students of mine for protecting me. In addition to that, to show my gratitude to them, I have sex with them at a location and time of their choice when they are off duty.

My Bodyguards ....they are not my pimps...but my Saviors in times of danger.

(Me : Being kissed in bed by one of my student bodyguards  -  with  me showing real passions out of gratitude for the numerous times he has saved me from the dangerous situations I have been in as an escort on out-calls. )

(Me -- Being  on top of one of my student bodyguards to help release his tension when he is off duty - at no cost to him, completely free of charge)

(My breasts are becoming ever larger since my castration, jumping from just 33 inches... pre-castration... in November 2013  to 38 inches plus...reaching nearly 39 inches... in January 2016, which is now. My student bodyguards like to stroke and squeeze my breasts to, as they say, test  'how girl  Teacher really is.')

Darkness...punctuated by clusters of dim lights from houses far and near...was everywhere as I was street walking and looking for men to be my clients. For the first time, I was having sex with men for money, and I was not quite used to it. 

Initially, I didn't even dare to ask for money after I had got down on my knees to suck a man off, because I simply found it too embarrassing to do so. But then when soon I got whipped really hard for earning practically nothing,  I had to do something...which meant I had to really ASK for men to give me a bit of money. I just told them I was hungry...I had no job...or I needed money for buying clothes.

At times I found streetwalking as a hooker to make money was much worse than begging as a beggar. An old, dirty beggar might have easily got say USD 10 from a sympathetic, kind woman, but getting even just USD 2 for being fucked from men...any one man...was absolutely impossible in many cases. Men expected my services to be FREE, and when I asked for money, they looked at me with doubtful...then hostile...eyes.

 Actually it is in my view NOT possible for a girl  to walk the streets for money unless and only if she is accompanied....chaperoned, as it were...by a man who would prevent her from being bullied by men.

Because I really looked very soft and weak...with such lily white skin and being (for a boy) so undersized and so sissy...men just kept bullying me by scolding me...telling me  that 'you are cheap !' for example....and a few even squeezed me at my breasts...and cock...before they left, saying that a uselessly cheap ladyboy like me well deserved to be fucked for nothing.

Once a teenage boy held me down on the ground after he had fucked me hard in my asshole, and, while I was being held down... he phoned two of his friends to come to have me fucked, and I narrowly avoided a severe beating by apologizing...on my knees and in tears... to the boys, saying, ' A cheap whore like me must be fucked for nothing. I asked for money...I was wrong...please play with my butt, my tits and my cock in anyway you like....all free of charge...I won't dare to ask for money...please don't beat me up...pleaseee ! ' 

 Incidents like that occurred with alarming regularity until I eventually got my students to protect me. They negotiated the fees with the men first, and when the correct amounts of fees were agreed upon, they took the men to the location where I was, which might be a  dark street corner, behind a big tree/wall or at the top/bottom of a staircase. In that way, I was later on able to earn some money from streetwalking, albeit still very little indeed , at an average of just USD 10 per fucking for about 20 minutes.

Some of the girls who were street walking alongside me on the same streets were quite curious about me, because they had never seen a girl with a penis.

 I needed to make friends with all of them because as the sky was darkening...and the lights coming from nearby houses got ever fewer...the streets became very dangerous with hooligans sometimes loitering about in search of girls like me ...with a penis...to be bullied. Ladyboys who are raped or sexually harassed on the street are not usually given much police attention as we are regarded as prostitutes anyway.

The easiest way to make friends with them was to let them have a good look at my cock, and the girls found it most unusual...and amazingly interesting... that I was having a penis while looking outwardly so very much like a girl.

Unlike escorts who normally have at least a room to have sex with clients, the streetwalkers in my part of the world do not have a single fixed pitch space called a 'room' to have sex with men.

When I was a streetwalker, I would sometimes  take my client to the  roof-top of an old building which had neither a security system nor a night security guard. There on the roof top, the man would play with my body in any way he wanted without the danger of being disturbed by a passing car or a passer-by.

Essentially men took me to the roof top mostly out of curiosity, because practically ALL of them had never seen a true shemale in their lives. I was usually asked this embarrassing question...'Why do you want to be a girl instead of a boy ?'... as the man was caressing my breasts and my small cock.

Surprisingly,  they expected that my cock SHOULD be small because I looked so feminine with makeup on my face and in  bra and panties.

In Master's view, i was not walking hard enough and i needed to be punished for my laziness. Having me whipped on my butt seemed to have no effect on making me walk and work harder, as i seemed very tough...the testosterone, male hormone, being pumped up into my blood stream...from my testicles...kept making me struggle and kick while being whipped or spanked by Master. 

Master therefore resorted to punish me by hiring a big black man...a construction worker at a work site nearby...to have me fucked each time my income was less that USD 20 per night.

But it was not easy for me to earn USD 20 because to be honest..with little or no makeup on ...I didn't look pretty , and since I didn't adjust well to my new life as a slave girl, I didn't often care to dress sexily when I went out to do streetwalking. 

Consequently, for at least two times a week, I was earning less than USD 20 per night. As punishment, the black man would penetrate me with his huge penis...8 inches soft, nearly 10 inches hard...for about 15 minutes. His penis was so huge that at times my asshole started bleeding from the brutal intrusion.

 I couldn't take it anymore so i begged Master to buy me some makeup and pretty mini skirts for me to put on each time I went out streetwalking. With careful makeup and pretty clothes  on, I eventually succeeded in earning as much as USD 40 per night. 

Each time when i successfully earned more than USD 20, I would get down on my knees...kowtow to Master...and then hand all the money to Master, saying, 'Please Sir...don't ask that black man to fuck me...very painful...i will work hard and earn more money Sir...please don't let that black man get near me...pleasseeee !'

Master squeezed my nipples and then used his big strong hand to pat me on my small cock, saying, 'Good girl...don't worry...i have already sent him away.' Oh...what a relief from that B B C -- Big Black Cock.

Picture Above : Even before my castration, my small cock was my best selling point. In my part of the world, men do NOT like ladyboys with a strong, big cock, least of all a long, hard penis. In fact it was my very small cock...my penis could be made to retract to just two inches plus if whipped...that saved me from jail because Master believes that a small-cock ladyboy like me could be sold at a high price.

As streetwalker, I found that most men...nearly all... would like me to suck them off, for as long as possible, and the subtle mechanism that turned them on was my clean-shaven small cock, which made them so hard as soon as they saw it when I lifted up my skirt for them to see it.

I liked doing my streetwalking at a public park, because there the trees could serve as covers, and the benches would conveniently serve as beds. 

In the early morning, at about 5.00 am, there were usually just about five or six men...usually much older men or middle-aged men in retirement...walking about at the small lanes crisscrossing the park near Master's residence. 

I noticed that men who wore glasses were usually more horny, and they showed greater interest in ladyboys probably because they liked reading and had at least read about us in books or had seen us online at porn websites. So I usually chose a bespectacled man to be my potential customer, which usually worked. It seemed that more high-powered the lenses that a man had on, the more interested he was in freakish sex, such as having sex with a ladyboy like me.

When I approached a man, I would first let him see that I had the real things...my boobs...and I invited him to touch me there...at my big nipples in particular... to feel their softness and smoothness. That usually succeeded in arousing him, but some men...about half of the men I approached.. were turned off as soon as I lifted up my skirt to reveal my small cock.

Again those men with glasses on were NOT intimidated by my cock, and ALL of them seemed to get more interested...more aroused with a rock-hard erection...as soon as they saw how small, soft and short my penis was. 

They liked my small cock because it was neatly shaved, and  I had very soft, white skin on my penis. I was also often praised for having compact-looking balls, not those loosely hanging-down ones that men usually have, but two nicely round, cute-looking balls neatly paired like a pinkish desktop for my cute penis. 

I got my penis either tightly bound or folded in the v-cavity in between my thighs so as to simulate the flat pussy illusion to arouse the men, and that usually worked, but most would prefer to have me sucked their cock with my hands stroking and holding down my own cock as a sign of my feminine submission.

As usual, nearly all the men left in a hurry as soon as I had finished sucking off their cock...with their cum loads shot onto my face...and for my services, they paid me USD 5, but some men paid me just one US dollar -- but that was still better than having no customer and returning home empty-handed to await being spanked for my  presumed laziness !!

                     -------------------

NEAR The  Streets Where  I did my streetwalking, there was a shophouse which operated as an unlicensed inn for girls like us. Its front gate was always left half-open 24/7, so that if men wanted to have sex with me, they could if they wished took me to this particular inn which, being unlicensed and operating illegally, charged just USD 3 for renting a room without windows for half an hour.

While young boys did not care to have me fucked at a hotel and chose to have sex with me direct at dark street corners or staircases, middle-aged or old men preferred to take me to this budget inn, because they were afraid of being caught in the act by patrolling police who in fact NEVER appeared because they had been paid by our boyfriends/Masters not to do so.

If  I was serving a client in bed at a rented room, I tended to suffer much more pain because the man would usually be able to stay inside me...on and off, in and out...for the full half hour. 

My asshole is (still is) very small, and having a man's penis inside it for that long ALWAYS causes me pain. But it seemed that men in general enjoyed hearing my moans in pain, and their penis got even harder as my narrow anal canal  twisted and convulsed...sometimes violently... when a man entered me brutally, and that twisting and convulsion...which I also felt inside my asshole... caused me pain...yes...but that did give much pleasure to the man on top of me.

Another thing men liked to do before having sex with me was to check the size of my cock with all the lights turned on. Before they had me booked, I  always told them...as my main attraction... that my cock was small...my penis was just 2 inches plus, soft and less than 3 inches, hard...so the first thing men did was to toy with my penis to see whether I was telling the truth.

As I couldn't easily get hard...not while streetwalking anyway...my penis was usually just 2 inches plus in length, which satisfied the men, but which made them curious enough to see whether my penis could expand to about 3 inches after intense stroking.

That they did with their hands, and if they couldn't make it, they could ask an experienced waiter at the inn who had special massage skills to get a ladyboy's penis like mine, soft as it was, hard. Men liked to see how my small penis got gradually hard...and a bit longer... after the skillful stroking of the hands of that waiter. 

When they felt that my penis had stayed hard long enough, they would ask the waiter to stop, and the waiter would then pour very icy cold water onto my penis to make it retract and contract to the smallest possible lump. 

This continuing process of inflating and then contracting my poor pee pee gave the men much fun, although I did feet very tense...almost as if I were suffocating because of the tension...while my penis was being steady contracted by the cold water to its normal 2-inch length.

At times the tension was so very great that I begged on my knees for permission to get hard anyway. The middle-aged and old clients usually acceded to my request...allowing me to get hard...but the teenage boys would bully me and threaten me with spanking  if I did not make my penis small again before being fucked by them.