Amber Becomes a Reality
Keywords: Reality, Amber, a, Becomes,
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Over the years I had fantasized more and more about kinky sex. At first it was just a little kinky but after surfing the Internet I have wanted to try almost anything and everything. The problem was I had been dating Jen. She wonderful and beautiful but she was not kinky at all. I would have loved to experiment but I loved her and was not willing to cheat. The fact I couldn't try any of the things I saw it made me want it even more. At first I spent a lot of time on bondage websites and I would even tie myself up while I masturbated. I started to pretended I was a slave to a mistress I named Valerie. I pretended Mistress Valerie was forcing me to do things to myself I didn't want to do.
As time went on I became more and more kinky. I went from looking just at girls and bondage websites to adding in she-male and gay websites. I never thought I would get a turned on thinking about cock but as you can tell, it happened. It got to a point where I would wear women's clothes and make-up while I masturbated and looked at the Internet. I even pretended Mistress Valerie gave me the name Amber. When I pretended to be Amber I would call my cock my clit, and my asshole was my pussy. I would dress up completely like a girl and fuck myself with a dildo. I would also do my best to walk and talk like a girl. As time went on I became more and more convincing as a woman. I think the fact that I'm thin, (I am five feet, five inches tall) and my face had feminine features helped me pull-off pretending to be a girl.
After about six months of this, I took it to a new level. Sometimes I would wear women's underwear under my clothes while I went out in public. I always wore them when I went to sex shops. At those shops I would buy assorted toys and videos so I could play with myself when Jen was busy or out of town. When I was alone in my fantasy world, I would watch she-male and bondage porn. I loved teasing my clit and keeping it hard without allowing myself to cum. Once the movie was over I would finally cum and I would make myself lick up every drop. It was almost like I had a second life but I justified it because I never actually cheated. Sometimes I would stuff a pair of pants and shirt with towels and have a dildo sticking out the zipper. Then I would set up a video camera, hit record and when I sucked on and rode the dildo it looked like I was making my own she-male porn. I loved watching myself on film giving head and riding a cock. I only wished it was a real cock and not just a dildo. I got real good at controlling my gag reflex to the point where I could handle an eight in dildo in my mouth. My pussy had also become use to it have the eight inches sliding in and out of it.
This went on for about a year when one day I came home to find a letter that had been place though my mail slot. The only thing on the envelope were the words, "I'm sorry". I opened the letter to find Jen had left me. She didn't say much except she was leaving the area and she was sorry for hurting me. I was crushed because I loved her and loved being with her. This is when things really changed for me.
To distract myself from the depression of her leaving, I spent more time being Amber. I went on the Internet and I bought a lot of new slutty women's clothes and tons of make-up. I even ordered a very real looking set of fake breast. I already had long hair so I didn't need to buy a wig. Kinky sex chat rooms became my best friend and I would use Amber as my log on name. I would always wear the breast and dressed up pretending I was a she-male when I did this. I spent most of my spare time either doing this or I would make my porn films and analyzed every aspect on how I acted and looked on film.
Finally my curiosity got the best of me and I decided to take Amber from fantasy to reality. I have been good at business ever since I was a little kid and my whole life I have been an entrepreneur. This is why I figured if I was going to try having sex with a man, I might as well get paid while I found out if I liked it. One thing that helped me decided to do this, is the practicing I have done made it easy to pass as a woman. Now the way I saw it, it was too dangerous to be a street whore and I could make better money as a tranny escort. I had made enough money from my previous entrepreneurial endeavors I did not need to work. Therefore, I decided to spend my time building my own She-male/Tranny website. The main purpose for the site was to have a kinky sex chat room that I could control. I also figured I would used this medium to set up my first sexual experience as Amber. However, to get people to the site I made deals with a bunch of pay websites, which had sex pictures and videos. I would get daily thumbnail pictures to show for advertising their websites. I used these pictures to draw people into the website. My website took off in no time and I branched out having chat rooms for many different fetishes.
I met a guy in one of my chat rooms that used the name Tranny-Lover. He and I spent a lot of time in private chats discussing many aspects of our lives. We also had cyber sex and did a lot of role-playing. He didn't know who I was but he knew I spent most of my time as Amber. He thought I would go out in public as Amber but that was not the case. Even though I became real comfortable being Amber I was still afraid to let anyone see me that way. Tranny-Lover decided he wanted to meet me and was willing to pay me to do it. He appeared to be very rich and he was willing to pay me $1500 to spend one evening with me. From all of the chats we had, I felt comfortable with him. To be safe, I told him the money was strictly for my time and not for sex. If any sex occurred, it would be because we mutually wanted to have sex with each other. He agreed to this and I had it recorded on my website just in case it was some kind of set up. He didn't live in my town but lived only a few hours from me.
For our encounter, I made reservations at an expensive hotel in a city between where we both lived. I had already acquired a fake ID with my picture in make-up and the name Amber Sue Williams on it. I also had gotten a couple of credit cards in Amber's name. The morning of our meeting I got up and packed multiple sets of outfits, sex toys and enough make-up to last for days. I had only planned for this to last one night, but since I was getting paid such a high price for one evening, I wanted to be prepared for anything. I drove most of the way there when I pulled into a rest stop so I could change into Amber. I have a conversion van with plenty of room in the back. I got into the back of my van for the transformation. This way no one from my town would see me as Amber, but I could arrive at the hotel as Amber.
When I got to my hotel suite, I was very pleased. The suite consisted of a living room with a comfortable couch, love seat and chair set. It was charcoal gray which looked nice on top of the cream color rug. There also was a desk, an entertainment center and a mini bar. The walls were a pale yellow with nature paintings on them. Down the hall from the living room were a bathroom and a bedroom, which also had a bathroom. The bedroom was painted a dark red and had a king size brass bed. The brass headboard was perfect for bondage. In the master bathroom there was a Jacuzzi bathtub and the shower had two showerheads.
I sat down and made myself a screwdriver from the mini-bar. Once I finished my drink I gave myself an enema and called the number Tranny-Lover had given me. I told him I had arrived and gave him the name and suite number of where I was staying. He told me he would be over shortly. I was so nervous and scared my heart started pounding just from his voice. To stay busy I spent the time practicing my walking and talking like a girl. I almost jumped out of my skin when I heard the knock on the door. I took a look in the mirror to see how I looked. I have to admit I looked beautiful and my make-up looked great. I had on a long black evening dress with a pair of high heels, which complimented the dress.
I opened the door and my jaw dropped when I saw he was such a large handsome man. He towered over me and he must have been six feet, five inches tall. He had a chiseled face, which match his large muscular body. He had short brown hair and his deep brown eyes were mesmerizing. I wondered why I guy this good looking and rich wanted to pay for a she-male. "Hi, I'm Frank and you must be Amber. May I come in?"
"Oh, I am sorry about that." I stepped back and let him in. He brushed past me as he entered my room.
"Nice suite you have here. I have to say I think you are even more beautiful than you described your self."
"Thank you, you are quite a looker your self."
"If you don't mind I want to get all of the formalities out of the way so we can spend the rest of the night having fun."
"Okay, in that case you agreed to pay me $1500 for my time. You understand that you are not paying to have sex with me, just to spend time with me."
"I absolutely agree to those terms and here is your money."
I took the money and placed it in the safe in the bedroom. When I returned to the living room I could see by the bulge in his pants he had a large hard cock. Now my heart is really pounding because I am finally going to know how it feels to suck and be fucked by a real cock. It made it even better because he is so good looking and I getting paid for it like a slutty whore. As I sway my hips back an forth as I slowly walk toward him looking at his big cock and I ask, "Do you have a name you want to be called or should I just call you Tranny-Lover."
"Well Amber, how about calling me Frank."
"Okay Frank, if you could do anything at all right now, what would it be?"
"I would watch you undo your dress and step out of it." He was so forward I stopped in my tracks.
As I did as he requested I asked, "What else would you like to happen?"
"First thing, you have a great body and your panty, bra and shoes look fantastic on you.
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Keywords: Reality, Amber, a, Becomes,