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BECOMING MAID JENNIFER
{At the hands of Mistress Laura}
First let me tell you a little about myself, I am a submissive bi male cross dresser that loves role-playing and several other kinks such as exhibition, humiliation, forced sex, spankings, and water sports. I started very young at the hands of my older sister when she caught me playing with myself, she right then took control of begun train and me me to please her. These included licking her pussy or fingering her and once in a while even fuck her. She even started having me play dress up with my younger sisters and their friends. This went on until she got into high school and she stopped making me do the things I loved so much. So I became frustrated and began exposing myself in public and doing things that gave me a thrill. That is when a friend caught me and he took up where my sister left off. He went as far as to fuck me in public and humiliate me, which I loved every minute of it. But even this had to come to an end and it did shortly after high school but my tendencies never left me I just suppressed them for many years until computers and the internet became so popular and you could do just about what you wanted. I started going into chat rooms and talking at first, then role-playing and then even started using my cam. I was going into the gay and bi rooms also the rooms for transsexuals, tranvestites, and crossdressers. One of my favorite room was the slaves room because I was told what to do which I love. That brings us up to now and what happened to me a few weeks ago.
I was chatting online and since my wife was out of town I decided to put on the dress and high heels I just bought. So I went to the bathroom to put on lipstick and some fake nails when I was done with that I began to dress. First I put on a pair of black stocking and garter belt, then the dress and heels. Then I went back to the computer and started chatting again but this time with my cam on so everyone could see me. I was on about 15 minutes when this one guy said he really wanted to meet me but does not have a place so I said my wife was out of town and he could come here, which I don't usually do. In 3o minutes there was a knock at the door and I answered it, there I was looking at my new master standing there at the door. He walked in right past me and sat down in a chair then ordered me to shut the door and get over here slut, I shut the door and went to Master Tom. There I was standing there if front of him when he ordered me to lift my dress he then slid my panties down and played with my man clit until it was hard. Then he had me turn around, spread my legs and bend over, I did as I was told. Then he started playing with my balls and all of the sudden I felt this cold against my puckered asshole, I could not move forward to prevent his finger from going inside because when I did he would squeeze my balls and yank me back onto his finger. Then there was two and three then four and his whole hand, he left it in me a while then ask me if I had anything that big to keep me open I said yes and went and got an empty 7 ½ ounce coke bottle which he slid in to my man pussy. He then ordered me back to the computer for some fun and games, he also said not to let the bottle fall out or I will be punished on line for all to see.
So he then ordered me to go to my office where my computer was and had me kneel in front of it. Then he ordered me to go on-line and turn on my cam so every one could see what I was about to have done to me. We were on for about 15 minutes when I received an instant message from a Mistress Laura ordering me to follow her orders or else she would show and tell my wife what I was doing while she was gone. That is when I realized just who Mistress Laura was and knew that she would tell my wife, so I follow her instructions to let letter. First she ordered the other guy to strip and have me give a blow job but not let him cum, when I got him nice and hard she ordered me to stop and bend over the desk I did as ordered. She had him lift my dress and that is when she seen the coke bottle in my pussy, she says OH MY what do we have here and has the guy pull it out and show her then put it back in and tells me it better stay there. Then she orders him to whip me with one of my belts and I was to thank him for each one, she also had me turn on my microphone so she could here me be punished. He proceeded whipping me with me thanking him for each swat from the belt. About half way done the bottle slipped out and fell to the floor, she got real mad and said that is ten more and if it falls out again it will double the number of swats each time. Finally I was able to make it all the way with out the bottle falling out of my pussy. He was then ordered to fuck my sore ass, which real hurt because of the 100, or so swats I just received from him. He fucked me for about five minutes when he came in my man pussy filling it up with must have been a gallon of cum. I was then ordered to suck his cock clean and get him hard again. When he was hard again she ordered me back over the desk and for him to put his cock back in my pussy and slowly fuck me but do not cum until she arrives.
There I was bending over the desk being slowly fucked by this guy while 12 guys on cam were watching me. Finally Mistress Laura arrived, and just walked in since she new my house well. There she standing at the door to the office with a video camera in one hand and tripod in the other. I looked over my shoulder to greet her as all-good slaves do the she ordered me to keep my eyes straight ahead. She then set up the camera and ordered the guy to pull his cock out of my ass and put it in my mouth. I was then ordered to suck him until he cums but not to swallow it. He finally shot his load in my mouth and over my face she then ordered me to show the camera and his cum in my mouth and on face, which I did. She then ordered to swallow it and told the other guy to leave. After he left she came back in to where I was kneeling on the floor and took a sit in front of me. She then said that she was going to tell my wife if I did not do as she says so I agreed. She then ordered me to get a pair of scissors and bring them to her, which I did. She then proceeded to cut my dress just below my butt cheeks so every time I walked or sat down it would expose me. Then she gave me a pill to take and I ask her what it was and she said it was viagra. I said no it will make me stay hard and everyone would see the bulge in my panties thru the tight dress, she said that was the idea now lets go and out the door we went. Lucky for me no neighbors were out to see me like this and we got in her car, as I sat down my dress raised up so all that was covering my crotch was my thong. She then got in the car and off we went but I knew that I better not ask where we were going so I just sat there quietly until we arrived at the pet store. When I asked why are we here and she said to get you something's I told her NO I am not going in there like this! Oh did she get mad and grabbed me and throw me against the hot car, held me down, then proceed to spank me hard right there in the parking lot until my ass was bright red and sore. I promised to obey her and she said let's go and into the pet store we went with me following her two steps behind.
Next chapter will be coming soon.
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