Adult story etc etc...consenting adult only etc etc...enjoy?
Let me introduce myself. My name is Jenny. I used to be called James but that was over a year ago. I moved to Singapore to further my studies. I am small for a guy, only 5 foot 8 and not very well built. Still I feel almost average height in Singapore where everyone is the same height as me.
My story begins when I read an article about a street in Singapore where lots of transsexuals hang out. I had never really thought about these things before and as I had nothing better to do I went down that night to have a look. There were so many beautiful transsexuals. Most of them really beautiful. They were from either Malaysia or Indonesia and if I did not know better I would have said they were real women. I was approached by many and eventually persuaded to follow one into her room. I gave her 50 dollars and she began to strip. She had lovely breasts and I was extremely turned on. She removed the rest of her clothing and I fucked her artificial pussy. In fact it felt very much like the real thing, only with the use of some KY jelly.
Over the next few days I could not get the image out of my mind. I felt so dirty fucking not only a prostitute (this was my first time) but also someone who had started life as a man. I have only ever had girlfriends and I cannot name one man whom I am attracted to. Anyway, it was only a matter of time before I found myself down Desker road for a second time. I could not find the girl I had fucked before, even after waiting around for over one hour. Anyway I had seen another one that took my fancy, called Candy and I followed her. She had long black hair and a naughty sparkle in her eye. I knew she had fantastic breasts, because she was wearing a see- through black top with no bra. Sitting down I paid her and as she was standing she moved between my legs. She leant down and I kissed her. She kissed so gently that I could have come right there and then. I moved my hands over her c-cup firm silicon breast before licking her nipples through her blouse. She moaned as I did this and leaning forward started to rub my cock through me jeans. I moved my hands up under her miniskirt and on to her silk panties. The she took my hand and moved it around and started to rub her crotch. It was so smooth and I could feel her pubic hair under the thin material of her panties. I rubbed harder trying to find her slit, wanting to feel what I was about to fuck, but there was no slit. All I could feel was a lump and I suddenly realized that she actually had a cock which was tucked between her legs and was now straining to get out as it was hard. I pulled my hand away, not sure what to think. I knew I was not gay but then again I did not feel gay as I was kissing a beautiful woman.
"You can fuck me here" she said moving my hand round to her firm arse.
She then moved my hand back to her cock which had appeared from its hiding place between her legs. It was not big, maybe only 5 inches long, and not fat either. It gently strained against the thin material of her panties and almost instinctively I started to run my hands over it. I could feel myself really hard as she unbuttoned my flies and herself moved her hand over my cock. Almost as if she was telling me what to do she moved her hand inside my shorts and took hold of my cock, which was considerably larger than hers. I did the same and for the first time in my life felt the smooth skin of an Asian's shemale clit. It felt so warm as she undid her skirt which fell to the floor. Almost as if she was paying me she moved her panties to the side and her cock stood out in front of my face, as I was still sitting. Without even thinking I took her into my mouth. I wanted to know what it felt like.
It tasted wonderful as I slowly started to move my mouth up and down her shaft, sucking harder as I savoured her scent. She spoke like a little angle that she was and moaned as I continued to give her cock attention.
"Do you want to fuck me now?" she said, but I was more interested in sucking this beautiful cock which was in my mouth. I cupped her sweet small balls and then tried my best to give her the most pleasure. I soon leant that running my tongue up and down her shaft as I looked up into her eyes really turned her on and I also found out that she got really excited as I fingered her arse hole. Her I was a respectable business man sucking the cock of a common street whore who dressed as a man...and I was loving every minute of it.
She moved over to the bed and I took off the rest of my clothes as she did the same. I don't know if it is an Asian thing but she looked just like a women with a cock. I lay next to her and she started to lick my cock before moving lower and licking my arse hole. I have never found a women willing to do that and it felt fantastic. I motioned her to move around and she did offering herself in the same way. I licked down the length of her cock this time as we were in a 69 with me on the bottom and started to take her small balls into my mouth. like the rest of her they were hairless. Then I wanted to please her as she had me and moved my tongue to her anus, licking gently, she spread her legs wider and as she did this her anus opened up slightly and I started to dip my tongue into her. She moaned in delight as I did, taking my cock out of her mouth long enough to tell me that I was her first customer of the evening. Somehow I felt privileged at hearing this and doubled my efforts to please her. Without warning she started to cum in my mouth. I was gagging as she forced her cock deeper into my throat. There was nothing I could do except savour the pleasures of her warm cum shooting into my mouth and down my throat. She pulled her cock from my mouth allowing a spurt of warm cum to land all over my face. I swallowed what I had in my mouth before licking her little cock dry. I felt I was serving her instead of the other way around. All this was too much as I began to cum in her mouth. She then moved around and kissed me again and we shared my cum licking it from each others mouths.
The next day or two I was in a real state. Almost disgusted with myself at what I had done, I was confused by how much I enjoyed it and the pleasure it gave me to suck cock. Of course I went back and sucked Candie's little she-cock many times over the next month and she mine. I also fucked her many times and enjoyed the pleasure and pain on her face as I did this (I have a large thick cock).
And then she was gone. I returned to Desker road one night and there was no sign of her. I was lost for words. So I started to look around for another one. There was one I had noticed many times and I chose her. It was at that moment that my life changed. Her name was Rebecca, she was from Singapore and she was beautiful. Long dark hair, heavy firm breasts, such a cute arse which wiggled when she walked, and those large rosy lips. She also acted very feminine and I would never have known that she was born male unless I could feel that 6 inches of cock pounding the back of my throat almost every night.
So that was that, I had found perfection. I was never so satisfied sexually and she new it. It was at this point that she started to take more of an interest in me, asking questions like
"why do you like sucking my cock so much?" and "do you like the taste of my cum?" She always asked me these questions when I was busy working on the beautiful slender soft cock of hers, and therefore could only look into her eyes and show that the pleasure I was having meant yes to both.
She wanted to fuck me and I was so excited by the idea that I could not say no. She took my virginity away slowly and painfully with me staring up into her eyes, cupping her firm breasts and she started to fuck me until I felt her cum in my arse. It felt wonderful and the pleasure was even more intense feeling some of her cum drip out of my arse hole as she removed her cock.
"You like that didn't you?" she asked. "You like getting your white arse fucked by a lovely cock don't you?". There was only one answer and she knew it.
I saw her everyday for three months, paying her S$50 every time. Soon I was running out of cash and I dreaded the day that I was not going to be able to pay. That day came soon enough and I told her that I had left my wallet and that I could pay the next day. She agreed, but was not so convinced the next day when I could not pay either. When she confronted me about it I told her that I had given all me money to her and had no more. I also told her that I did not think that I could live without her. Could she be my girlfriend?
"And let you fuck me for nothing?" she laughed "Then where am I going to get my money from?"
I sat there in silence wondering how I was going to be able to keep seeing this angel with a cock.
"OK, I have an idea" she said, "I won't be your girlfriend but you will be my boyfriend, OK?" I was confused at this, not sure what she meant. "In other words, you will serve me whenever I want you too. Fuck me whenever I like and let me fuck you whenever I like, agreed?" This sounded perfect. "One other thing", she continued almost as an afterthought, "do exactly as I say."
"Agreed" I laughed moving forward to hug her. she kissed me and I moved my hands down on to her arse.
"Oh no you don't" she said "I don't feel like it right now" Simply by saying that she had made the extent of our agreement obvious. She was now in charge. I was no longer the customer. If anything the roles were changed and I was to serve her needs from now on.
It went on like this for a week or so. I met up with her at agreed times (her agreed times) and we fucked at her convenience. She made me clean her room sometimes, removing the used condoms and cum stained tissues from her bin which customers had left behind. She told me she always uses a condom unless she is sure the man is clean, which was very rarely.
Then one day she gave me a pair of her soiled white cotton panties and I assumed I was to wash them.
"Where are you going?" she asked as I went towards the sink. "They are for you".
"A present?" I asked.
"You could say that." she said. "I want you to wear them and that way we will be connected all day. You shall wear them tomorrow, all tomorrow and be wearing them when you come to see me"
She knew this was a turning point in our relationship but I had not realized. in fact I was very excited about wearing her panties. I took them home and sniffed them, clearly making out her scent that she had left behind. I wanked as I did this and was surprised how quickly I orgasmed.
The next day I wore her soiled panties to work all day. They were tight which just reminded me I was wearing them. On two separate occasions I had to relieve myself in the men's room. When I turned up to see Rebecca she was angry though.
"What do you think this is?" she said looking at me wearing her panties. I was confused "but i thought..."
"When you wear a pair of ladies panties you must tuck your nasty cock between your legs where is belongs." I was still confused but at why I was aroused by the concept of seeing myself "tucked" and behaving like Rebecca did.
"Go ahead" she said. I tucked my cock between my legs and looked down at my new smooth feminine crotch. "That's right sweetie. Now, how does it make you feel"
"Feminine" I said, "and a little bit silly".
"That is because you are not behaving like a girl. Of course if you wear a pair of panties you must play the part. Now, what do girls do?"
"Look sexy?" I replied after some thought.
"No silly...they suck cocks. Girls LOVE to suck cocks." She hitched her skirt up and pulled her knickers to the side. Her erect cock sprang to attention in front of me.
"Now, I want you to suck it." I knelt down obediently and took it into my mouth tasting the familiar scent of her. "Not like that!" she said pulling her cock away. She lifted my head up with her hands and looking me in the eyes from above said "Imagine you are a girl and this is a real man's cock. Imagine it is your job to please him. Imagine he has paid you to suck him dry, as a girl not a man. Now go ahead. Imagine I am a man and you are a sissy transsexual like me trying to please him."
I leant forward again and this time tried to suck the cock gently and delicately as girls often had in my previous life. I gently cupped her balls and took the cock slowly down my throat, all the time moaning like a little slut would.
"That's good darling. Now look at me in the eyes and tell me what you are and what you are doing."
I instinctively knew what to say. I pulled the cock out of my mouth, leaving the tip next to my lips so I never quite lost contact. Looking up into her eyes I said
"I am a little slut sucking a real man's cock"
"AND" she said...
"and I want to make my customer happy by making him come"
Obviously I had said the right thing because at that moment I felt a warm jet of my lovers cum shoot over my face.
"Now little sluts like you also need to clean a real man up. It is part of the service" I licked his cock dry. It tasted different this time. As though I really was a little slut who had earned her cum.
"Now get dressed" Rebecca said. I did wiping my face clean with my fingers and licking them dry as instructed.
"Here" she said, passing me $10. " I laughed
"I am not a hooker, and besides, I give you $50"
"And when you learn to suck real men properly, maybe they will give you $50"
At home that evening was about the time I realized that the roles had completely turned. I was still desperate to be in her company and never felt so content sexually, but there was no denying the fact that she was starting to treat me a transsexual myself, which I was not, and had no intention of becoming. I was unaware at that time of the gradual process of forced feminization that had begun. Maybe I should have been a little suspicious when I thought to myself, stroking my cock in bed through the silky material of a pink thong she had given me, but it was kinda fun.
Over the course of the next few weeks Rebecca started to teach me the ins and outs of prostitution without even knowing it. I only ever "serviced" her but she made me do it in the most degrading fashion with me having no control over when, where or how. I leant to suck her cock like she would suck mine, she taught me to arch my back and moan softly for more as she fucked my tight arse. She taught me to clean her cock with me mouth and lick her arse with my dirty tongue.
In the meantime I had lost my job. I put this down to the economic recession but the reality was that I was no longer thinking about work, preoccupied with serving my mistress. I simply could not leave Singapore and Rebecca and almost naturally I moved in with her and was living as an illegal alien. I shared her flat and she made me sit tied up in a chair watching men come in and fuck her for $50 a shot. I was angry that they were touching my girl and upset that she seemed to enjoy it so much.
"You just better get used to it" she said "cos I need the money and like the action."
I had a little money which Rebecca had given me, usually as a present after a degrading act like licking her arsehole when she woke up in the mornings. she loved that. But it was not much and soon she told me that I had to start earning my keep. I was terrified that she was going to suggest that I service men too, but she laughed at the suggestion saying
"who would pay good money to fuck you? I have long silky hair, great tits and a willing hole. You have just got a hole and it seems it is not even willing. No, you shall service me. Each time I have a customer you will lick me clean."
I was not sure exactly what she meant, but that night after a man had pumped his load into Rebecca's arse she untied me and got on her hands and knees. I could see cum dripping out of her still dilated arsehole and instinctively knew what I had to do. I licked the cum dripping down her soft thighs before using my tongue to dip into her arse and lick her clean. I felt so degraded and she would not even let me wipe my face clean, which was covered in cum, before another customer came in. I had to sit there like a little cum-covered bitch, watching my next job being created.
Another week passed and Rebecca's plans became more intense. I had to remove all body hair, have a perm and have my ears and nipples pierced. I was also put on hormones (I don't know what) and I could feel my skin becoming softer.
Over the next 12 weeks, I was basically Rebecca's maid-in-waiting. Cleaning after her, licking her arse clean and doing anything else she requested. In return, she would let me fuck her occasionally and sometimes even suck me off.
All this time I had been restricted to t-shirts and jeans. I knew that soon I would be wearing female clothes, which I originally dreaded, but by denying me for so long, I was keen in the end, just so that she would let me. She took me shopping, and bought me my first bra and panties set. It was cotton and white. She told me it was a trainer bra for my little AA-cup titties and that soon I would need a bigger one.
"These are for him" she told the girl serving us. I was so embarrassed. The sales girl looked at me oddly, and with disgust and I could have shriveled up and died. She also bought me a pink dress which hugged my body beautifully, especially as I was so slim after not being allowed to eat much for so many months. Next stop was the makeup counter. Rebecca was so generous and she made me say
"thank you for buying me my first lipstick" or "I am so pleased to have my very first blusher". It was all part of her game to make me more obedient.
That night I was allowed to wear my new outfit and she made me up. I was still tied to the chair but this time I looked more female than male. In fact I was beautiful and there were even customers who were looking at me with desire as they fucked Rebecca.
Then the day finally came. Two Chinese males had come in and one was fucking Rebecca while she sucked the other. She said that she had to go to the bathroom and pulled away from them.
"Here, Jenny will take care of you while I am gone" she said as she untied me. Then she left without another word and I was sitting there alone in my bra and panties with these two erect Chinese cocks in the room with me. I was taken completely by surprise when one of them came over and stood with his cock in front of me. I just looked at him. But he slapped me and told me he had paid good money and wanted his cock sucked. I leant forward and took him into my mouth. He was the one who had been fucking Rebecca and I could taste her familiar taste of her arse as I sucked him. The other Chinese guy came up behind me and now standing, pulled up my skirt. Before I could remove the cock firmly embedded in my mouth he had pulled my knickers to the side and had pushed his cock into my tight arse. I could tell he had lubricated it well and he began to fuck me hard. I well to my knees still sucking that beautiful cock in front of me except this time I was pushing my arse back to meet the strokes of the cock entering me.
"I see you are getting along just fine" said Rebecca as she walked into the room. She knelt next to me and felt for my cock in my panties, slowly wanking me off almost as a reward. The two men came together, and I was a mess with cum everywhere when they left. Rebecca licked my arse clean this time, kissing me on the lips afterwards so I could taste my "work" and then gave me my cut. A full $50. I was so proud.
Now a year has passed. I have had c-cup implants done in Thailand and I am slowly paying off the borrowed money for the operation to Rebecca. I service maybe 10 guys a night. Sometimes Rebecca and I work together, sometimes alone. One thing is for sure. Ever night our arses end up saturated with cum and we always clean each other. I have a full wardrobe of beautiful clothes, g-strings, frilly pink bras etc. which I love. I would never change my life back to what it is. I am a little whole slut with a cock that services dirty men I don't even know for a living and I would not change it for the world. Thank you Rebecca.
End
Note: this is my first story and if you jerked off to it I would live to hear from you at dance654321@hotmail.com