Crystal's StorySite storysite.org

Sugar Daddy                          by:   Elaine             © 1999

 

Chapter 1 - Chatting

I was a lonely fifteen year old when I started browsing the internet, within months I had congregated to chat rooms and newsgroups looking for transgendered themes, images and information. For as long as I could remember I had felt like I belonged in the wrong body.

Being transgendered is not something you can easily talk about. It's not like you can say something like, "Hey mum, I'm a transsexual," or "dad why didn't I get a pair of C cup breasts and a bra for my fifteenth birthday like every other girl in school?"

Tell anybody about your true feelings face to face and they will label you as a freak, a nutter, a headcase, certifiable and just plain odd.

Not so on the internet, I visited numerous T-girl homepages in Geocities and had read all the stories about transgender and sex changes on the main story archives. Shortly after my 18th birthday, I left home and went to California to study. In between my studies I discovered several web sites that suited me right down to the ground.

There were several that catered for the physical and the mental side of being transgendered. Of the physical there were suppliers of hormones, wigs, prosthesis, body forms, and clothing. The mental side was fulfilled with great readable stories and transgender chat rooms.

One site that offered more than most was called Fictionmania and covered all types of transgender images and stories. However I particularly liked reading about the stories involving real transsexuals. I also liked chatting in the Fictionmania chat rooms and it was there that I met my sugar daddy.

My femme name is Sue, I know it sounds corny like the song A boy Called Sue but I wasn't worried about that when I logged on and put up my name to find four or five people in the chat room. Most seemed to be quite happy to chat in public but one guy called Reinhold wasn't saying anything. While we chatted about all it took to be transsexual in a modern world he remained silent. I ignored him and concentrated on a chat with a girl called Michelle.

I was getting fed up and somewhat jealous listening to the progress she was making taking hormones and how she was looking forward to her SRS in a few months time. I decided to take the initiative and I said hello in private and still nothing. Just when I was about to disconnect, back he came.

(Reinhold) Hi Sue tell me about you? Sorry I was busy on the telephone.

(Sue) I am a pre-op TS.

I lied but how was he to know.

(Reinhold) Oh yes tell me more, what age and where do you live?

(Sue) I am 18 and I live in Anaheim CA.

That was the truth, thinking he lived in another part of the US.

(Reinhold) That's cool because so do I. What do u look like? May be we could meet?

He gave me his address and it was unbelievably just two blocks away from my rented accommodation. This was scary. I described my real long blonde hair and fair skin, weight, size and imaginary B cup breast size.

(Reinhold) Can we meet? I would love to treat you like a real lady.

(Sue) Perhaps, can we get to know each other here first?

(Reinhold) Yes I think that's a good idea. Are you on hormones?

(Sue) Yes, I have been taking them for nine months now. I was good at lying and then how would he know? The main thing was that logging on the internet I gave up myself to my female persona completely when I became Sue. I was Sue. Logging off wasn't easy as I went back to being plain old Brian in the faded blue jeans.

After a few minutes chatting I felt more at ease with Reinhold, he told me that he had been looking for a T-girl ever since his wife had died nearly 15 months earlier with breast cancer.

(Reinhold) I am very wealthy, money is no object I could sponsor you through your transition.

(Sue) You serious, what would you get out of that?

(Reinhold) I would get to give you the best present in the world.

(Sue) What's that?

(Reinhold) Womanhood of course

This guy was serious and I began to think seriously about him as a way out of my own internal conflict. To stay as a male and hate myself or give up to my female being and really be me.

(Sue) How would I know you were serious?

(Reinhold) You don't Sue but if you are indeed in Anaheim come by my place this afternoon and have a look at me.

He gave me a description of his house and himself. He was 30, dark hair, well built and he said handsome. He drove a Jeep Cherokee and didn't smoke. His wife's insurance meant that he didn't need to work and he had bought the house with some of the settlement money. They had not had any children and his parents like mine were back in New England.

(Sue) You don't mind if I come and check out your story?

(Reinhold) No I will go out and wash my car so you can see what I look like.

I logged out after giving a promise to come back on line in a couple of hours. I walked round the block and then down a long well heeled street that oozed money. There were trees on each side and I kept walking. This was eerie, yes there he was pressure washer in hand pointing it a brand new 4x4 and alongside that was a Toyota sportscar.

I looked over and kept walking and thought I saw him look up from his washing efforts. I tried to look nonchalant and kept on down the street. I was dressed in my faded jeans with holes in the knees and an ordinary pale blue T-shirt. My long hair was tied as usual in a ponytail.

I doubled back and headed back to my PC via a fast food shop. Eating my hot dog I switched on the PC and logged on again to find Reinhold waiting. He surprised me.

(Reinhold) I will buy you new pair of jeans if you come round for drinks in an hour.

(Sue) New jeans what makes you think I need new jeans?

(Reinhold) Because you were the only one that walked past while I was washing the car. I also know that you bought a hot dog and that you do indeed live two blocks away from me. So I also know that you are not what you seem here.

I thought about logging out but then he knew me and I had been caught red handed.

(Sue) I am sorry I may not look feminine but I am transgendered. If I come round you wouldn't do anything to me for lying to you would you?

(Reinhold) No of course not, I really do want to help you. I can make you into the woman of your dreams.

(Sue) Why would you want to do that?

(Reinhold) Because I am transgendered myself and as you saw I could never pass as a woman. From what I saw, you are young and could easily pass.

'This was scary. I had the chance of a lifetime to become the girl of my dreams would I take it?' I thought.

 

Chapter 2 - Meeting up.

(Reinhold) Will you meet me to discuss our little project?

(Sue) Yes where?

I had made up my mind.

(Reinhold) How about the bar at the end of your street?

(Sue) OK lets say in an hour.

(Reinhold) What do you drink?

(Sue) White wine.

(Reinold) I will be waiting.

(Sue) I'll be there, see you soon.

I couldn't believe this was happening. I hung around my little apartment excited and nervous. I pulled nervously on a slim cigarette trying to get some much needed nicotine into my blood stream.

I put on a pair of panties, my stockings and suspenders over my best slacks, some white socks and a pair of slip on shoes. A sports shirt and a denim jacket. I brushed my hair hard and tied it into a pony tail. I applied a small amount of make-up to my face, including some mascara and some lip gloss.

I kept my nails long and they were already covered with clear varnish.

Since I had moved to CA I had not been very successful in my studies. I resented the menial tasks that I had to do to make ends meet but these were all I could get. The wages were just enough to keep the eviction notice away but it was getting to the stage where I would be homeless unless I got a big break soon. My savings were almost exhausted and I no longer ate as well as I could.

I turned into the bar and there he was sitting on a stool perched at the far end.

I moved up to him and said, "Hi my name is Sue."

"Yes how are you?" he asked smiling and shaking my slim hand. His hands were broad and strong.

"Good thanks and you?"

"Just fine, I am glad you came. Can we go over to that booth and chat quietly together."

We went over and I slid in first and he followed. I would be unable to get away from this situation until he was finished. The bar was empty and it was obvious he was going to come straight to the point.

"So you call yourself a transsexual in the chat room but you still look like a man," he said.

"Yes I am sorry for deceiving you, when I chat I become Sue, I can't afford to be her any other way."

"I see, perhaps I could help you fulfil your dream in real life."

"How?" I asked.

"I could be your Sugar Daddy, I have more money than I know what to do with and in return for certain services, I would be prepared to fund your complete transition."

"What kind of services?"

"I assure you nothing too onerous, look after me and the house, be my wife perhaps," he spoke softly but I shouted.

"Your wife!"

"Yes if you are passable after surgery and I think you will be very pretty then it is something that could happen," he said seriously.

"Why?"

"Why not? You want it and I want to give it to you," he replied.

"I need to think about this," I said taking a sip of my wine.

"Don't take too long, because if you don't want it I will find somebody else."

"If I do agree, what will happen?"

"You move in with me and we start you on hormones. I have a good doctor friend who knows all about transsexuality and he will take you through each step carefully. If he thinks you don't meet all the criterion then we will stop."

"OK when do you want me to start?"

"Right away, just walk away from your apartment and come with me," he said, "I have everything a girl like you would need."

"I have possessions, photographs, CDs, clothes and a little money," I said.

"Just leave them, I will buy what you need," he said. I could see he was serious. "This way you will just disappear off the face of the earth. From today and for evermore you will be called Susan or Sue. I have a word or warning though, you will be required to be ultra feminine."

"Ultra feminine?" I asked not sure what he meant.

"Yes you will be more than just female, you will have big breasts, long painted nails, wear high heels all the time, wear waist cinchers, stockings and suspenders, hair styling and more."

"Reinhold I really need to go back to my place first, I have to collect a few things first," I said with my photos of my parents and other personal items lying around.

"OK, I don't suppose it will hurt," he said smiling. I felt at ease strangely.

He drove me around and I jumped out his Jeep saying, "I won't be long."

I ran in and pulled out some bin liner bags and started filling them with the things that mattered to me. I switched on my old 486 and started to reformat the small hard disk. I dumped all my floppy disks into the bin bag. I picked up the photo of my parents and put that in too. Suddenly I stopped and picked it up and looked at their smiling faces staring back at me.

I knew then I would and could no longer be their loving son Brian. From today Brian would be dead and Susan would exist. They would have to accept that and it would be hard on them. I weighed up the pros and cons and decided that I should leave the equivalent of a suicide note on the computer keyboard.

"Dear Mom and Dad,

I am sorry that I have failed you as a son but I really can't carry on any more. My grades are worse than I hoped and I have just given up hope of making it as a man. I love you with all my heart and I hope you will forgive me for what I am about to do. From today Brian will cease to exist except in your hearts.

I do so love you both and I wish there was an easier way out but I have no choice.

Love

Brian"

Just then there was a honking outside and I looked outside to see Reinhold waving his arm giving me the hurry up. Oh God I was in tears. I saw the hard disk format was complete and switched off the PC. I took hold of the two bags and decided that one would head for the trash can and the other I would keep.

When I reached it, I reluctantly tossed both into the empty container. Reinhold started up the engine and smiled at me as the tears streamed down my face. I had nothing but the clothes on my back and 25 dollars in cash. We drove silently back to his house and I had a sense of foreboding as I entered his house for the first time. He showed me his computer room and his massive master bedroom.

Then he showed me my bedroom with it's wardrobes full of frilly dresses and underwear. The bed was a traditional four poster with traditional silk and lace bedding. I sat on the bed and looked around me and I was either in heaven or this was a dream. A big lump came to the back of my throat.

 

Chapter 3 - Changes

From then on I dressed as a girl, he insisted on skirts and dresses at all times. I had the hormone shots and felt my sex drive diminish and my breast buds start to swell. He had me go through a complete laser hair removal process. I can still imagine the pain from that. But now I don't have to shave ever again.

It was strange at first, waking up and then finding a skirt and blouse in the wardrobe instead of my usual jeans or slacks. I would wear a padded bra, high heels and full make-up too.

A week after I moved in he had my hair permed and I had those long nails fitted that extended a full three quarters of an inch past my finger tips. At first I felt helpless and my fingers throbbed constantly but over the weeks I became more and more used to them. Now I would like them even longer. They are always changing colour, sometimes they are blood red and sometimes they are painted in a French manicure style but always they are painted. Reinhold insists on that and one or two other things like how often I get my hair styled and that I remain a honey blonde at all times.

A month after I moved in he insisted that I take a greater role in looking after the house, I was to make sure that the cleaning was done correctly by his cleaning lady and that the food was purchased and cooked correctly.

"You can't be my wife until after the operation, but I would like you to learn to be my housekeeper until that day comes," he said.

As the days passed we got closer and closer, I would allow him to take me anyway he wanted and we regularly enjoyed great sex. I was never happier than when I had brought him to an orgasm.

"You are a wonderful girl, Sue," he would tell me.

"You are a wonderful man for letting me be Sue," I would whisper in a sultry way into his ear.

As the hormones kicked in I found it harder and harder to have an erection and when I came my come was clear and watery. I was now impotent and felt happier than ever. I was happier still when my breasts started to grow and develop. First they got tender to the touch and then they would grow visibly larger each day. I was able to discard my padded bra and started to wear B cup bras all the time.

It was obvious that I was still going to need some breast enhancement as Reinhold complained they didn't look big enough and were unnatural looking.

"But Reinhold they will get bigger with the hormones, I don't need implants," I complained.

"I will pay for everything, I have spoken to my doctor and he has arranged an appointment for tomorrow morning. You will look so good with bigger breasts," he said his mind apparently made up. "I think a pair of double D's would be good."

"Don't I get a say in this, I mean I will be carrying these things around all the time?" I whined realising that I was not fulfilling my part of the bargain.

"No I want you to be my girl," he said nibbling my ear lobe now equipped with several piercings for the long dangly earrings he made me wear.

I was like putty in his hands, he could mould me and transform me as he saw fit. The thought of having this procedure performed still rang alarm bells in my head.

On the day Reinhold drove me to hospital, the car radio announced that the police case on my disappearance / suicide was being wound up after a badly decomposed body answering my description was found about 20 miles away near a river bed. The police put the cause of death as drowning.

'Brian was no more only Sue would exist from now on.' I thought and I could see the smile on Reinhold's face.

At the hospital I learned that I would be fitted with silicone implants that would take my small buds to massive proportions. He also then told me that a tracheal shave would also be done to remove my Adam's apple.

When I came round I was sore from head to foot.

"What have you done?" I asked croaking slightly to the nurse when I become fully conscious.

"Everything you signed for dear, your husband is going to be so happy," she said. "How do you feel, do you need anything for pain?"

I was going to say that I didn't remember signing anything when I noticed the consent form had my signature but was obviously forged. I asked to see it and found that I now sported double D breasts all right. A bandage had been wound around my neck and it was obvious my voice was higher. My chest hurt when I sat up and I could feel the pressure on each of my shoulders.

"Your nails look lovely," she said when I cupped my hands around my breasts.

"Thanks," I said, "what else has been done?" My breasts were very tender.

"A few changes to your nose and that slight dimple on your chin has been filled," she said, "ears pinned back and your lips injected with collagen."

"Now I know why my lips feel swollen," I mumbled.

"Then your feet were a little large for women's styles so your toes have been reduced in size," she added.

"My feet feel bigger not smaller, how can they make my toes smaller?"

"Just removed one of the bones in each toe," she said matter of factly.

"Oh god no," I said in disbelief. "Instead of a size 10 I guess a size 8 or smaller will be normal in foot wear for you now."

She pulled back the covers to reveal that my feet were bandaged and throbbing. She gave me something for the pain that me drowsy and as she did she said softly, "we also removed your testicles."

 

Chapter 4 - Factmania

Instead of reading about some magical transition to womanhood, I was actually transforming in real life. It took me several weeks to recover from the operations. When I walked I could feel my breasts bounce and wobble. My pectoral muscles slowly altered to mould with my new breasts so that they no longer looked like two jelly moulds stuck to my ribs. My shorter length feet meant I was able to wear higher heels than ever before and Reinhold insisted that I wear them from the moment I woke to the moment I went to sleep.

With the removal of my testes, I found that my will power ebbed away and I became much more compliant. I did Reinhold's bidding without question. He was never violent towards me, he would just withdraw some privileges like how often I had my hair done and reduce my visits to the gym if I transgressed his instructions.

Love, yes I was in love with him, deeply in love, I was becoming the girl of his and my dreams. Who wouldn't or couldn't love him? All the operations had cost a great deal of money and he was looking at a cost of nearly $20,000.

Since I started I was determined to keep in trim and quickly sported tight ass cheeks, and stomach muscles. I also ate correctly and I lost nearly 30 pounds in weight. My hair grew out long and I loved styling it in so many different ways.

Despite the loss of my testes I kept getting hormone injections and my penis got much smaller and of course my empty scrotum started to shrivel and shrink. I had heard stories that it was important not to let all that happen or the surgeon undertaking the vaginoplasty would have more work to do. If that happened skin transplants would be needed.

I asked Reinhold, if I could go for my final surgery but he kept saying no. When I quizzed him about it he said that he loved me the way I was. It was then we had our first blazing row. I accused him of abusing my body and called him all the bastards of the day for not giving me what he had promised all along.

I threatened to leave him, but he said that I couldn't leave him now because I was legally dead he held all Sue's papers and identity and without them I would be treated as an illegal immigrant.

Then one day he called me on the intercom, "Sue come here please,"

"Reinhold I am just painting my nails, can you give me a few minutes please?" I asked halfway through painting them deep red.

I reluctantly screwed the top back on the bottle and teetered in my heels down to his study. He had been working on some business scheme and his desk was full of brochures and advertising ideas.

"Yes darling," I said conscious that my nails were in desperate need of a second coat of polish.

"Sit down Sue, I am going to need your help," he said looking serious.

"I have been offered a business proposition by a close friend and I need to promote it so that the business gets off to flying start. I thought that you and your obvious attributes would be a useful resource to throw at the problem."

There was no need to throw my dumb blond act this time, he had lost me completely.

"What exactly do you want me to do?" I asked in between blowing on my long nails.

"Some entertaining," said Reinhold, "entertaining potential clients and one in particular."

"What kind of entertaining and who in particular?" I asked wondering what he had in mind.

"You remember that chat room we met in all those months ago, well she's the controller. She will be here later tonight and like you she is transgendered. I want you to show her a great time," said Reinhold. I wondered if he was anything holding back.

"If I do this will you give me what I want?" I asked hopefully.

"Yes Sue it's all arranged, the operation is scheduled for tomorrow afternoon, we will go to Nevada in a few weeks time to get married," he said and with that he opened up a small box and there was a single solitaire diamond ring.

"Yes," I said, "I will marry you."

We kissed and cuddled, I was quite overcome with emotion. Just then there was a knock at the door outside. I teetered out to answer it and saw this gorgeous creature staring back up at me.

"No! This is way more than I bargained for!" I said taking a quick breath.

"Hi my name is Mindy."

THE END

If this story should win one of the prizes in this competition I would be grateful if the judges would donate the cash prize to any cancer or children's charity in the state of Nevada. Thanks.

 

 

 

 



© 2000
The above work is copyrighted material. Anyone wishing to copy, archive, or re-post this story must contact the author for permission.