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A couple of years ago I had a girlfriend named Sara, we met at work and were starting to have a great relationship. In the bed things started to get interesting and we got more and more kinkier ever time. We would tie each other up and and play with each other. Then we started using chains and gags and having a great time. Now, she has always had bisexual tendencies but at the time I didn’t know about them. One Halloween she asked me if I would dress up as a girl for her. I asked her why but she said that it would be fun.

So, I thought, “why not?”

Over the next couple of weeks we shopped for outfits and dresses and heels and hosiery and other things. She then started shopping for panties, I asked her why, and I told her that I would just wear my regular underwear underneath. She said no that I had to have the full experience. To make her happy I just agreed and moved on. She chose a strapless pink prom dress with a black sash for me and black 6 inch stiletto heels and pink ruffled panties with nude stockings. To top it off she had gotten me a long black curly wig to finish the ensemble.

Halloween came and I got my cute little outfit on and I felt, well, different. I felt, good. I couldn’t believe how good I felt wearing this. My girlfriend came and and reached under my dress and felt my hard cock standing to complete attention. Her eyes got wide and she said that she didn’t expect that reaction. She had a really sexy schoolgirl outfit with a red plaid mini and white thigh high stockings and 5 inch chunky heeled mary janes and a white blouse. She had small but perky a cup breasts and long red curly hair with porcelain white skin. She was an image indeed. We went to a friends party and had a great time. But what happened in the later weeks was nothing short of interesting.

She worked late nights as I worked days. Halloween was over for about a month and I was home watching tv but I got the urge to look through Sara’s clothing. I went through it and found a cute French maid uniform. I pulled it out and put on a pair of her black boyshort panties and the white stockings she used with her schoolgirl outfit and I put on my stiletto heels and my wig again and I pranced around my apartment looking in the mirrors. Well, Sara came home early. She came in and saw me in the outfit and her mouth just dropped to the floor.

“Why are you wearing my maid uniform?!”

I couldn’t speak.

She came over to me and put her hand up the skirt of it and found my clit hard again. She told me that she didn’t expect this to go this far. She told me if I wanted to dress like this, I was to be her own personal sissy. She ordered me to make her dinner. I went and started dinner but I was only to make enough for her and her alone. I made her dinner and served it to her. She sat down at the table and I stood by the table watching her. I could only look at the floor because I was so embarrassed by what had just happened wondering how this would play out. She then looked at me and told me to get under the table and lift her skirt up. I got down on my knees and did as I was told crawling under the table to find her dripping wet cunt seeping through the panties.

She then reached her hand under the table and pushed my head into her pussy and said, “Eat me bitch.”

I started licking away at her love knob and stuck my tongue deep inside her hole. She had an amazing orgasm and came all over my face. She then saw that I was still really horny and got up and went into the bedroom. I got up as well with her cum still all over my face and went into the living room. She came back with her giant 10 inch black dildo and ordered me to get on my knees. I did as I was told and felt a cold liquid on my rectum, then her fingers. She continued to stick more fingers in and then jammed the dildo straight in. I screamed with pain but she slapped my ass and told me to take it like the girl I so desperately want to be. She continued to push it in and out until I couldn’t take it anymore and shot my cum all over the floor. Sara scooped it up and put it to my mouth and told me to swallow it. I ate all of it and licked her fingers when it was all over searching for more.

She said, “there will be plenty more to cum my sissy boy. From now on you are my slave and I will be able to have lesbian sex with women like I always wanted to. The only sex you will have from now on will be eating me out and having me fuck you with this dildo.”

There was no way to know what the future held for me……

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It was may be six in the morning, the sun was rising. Five men gathered in the foot of a low hill, leading their horses. They are rustlers; their aim is to get hold of the horses of Bar L. Bill, their 45-year-old leader took a last look at his crew. “It is up their, all we have to do is climb up this slope and take those horses.” He pointed up to the hill. “The cook will ring the bell in a few minutes for breakfast. Joe and his nephew will take the ranch house. Sanchez, you and Mike will...

2 years ago
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Me Ashley

So I moved to a new house with my f****y when I was about 6-7 years old. My parents and my s****r and I. Me and my s*s made friends with all the k**s on the block, oh yeah and my s****r was two years younger than me. Well, anyways, our best friends on this neighborhood was two k**s down the street, a b*****r and s****r named Zach and Ashley. Ashley was my s****r’s age, two years younger than me, and Zach was even younger, and he was kind of annoying. So me and my s*s always hung out with...

1 year ago
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Sears IslandChapter 5 Runner on First

Within days a trencher was out cutting soil for the service runs. Electricity, water, phone and internet lines were laid. The services terminated where the plans required them to. Next the whole road-bed was dug up and re-lined with crushed limestone. It was compacted and lined again. Four passes gave that road a foundation equal to that of an interstate highway. Then the asphalt top cover was laid on in two passes with tarred road felt in between the layers. The resulting road was...

3 years ago
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My Sexual Autobiography 8211 Part V 8211 Sex In Air

I was enjoying my normal life along with my secret sex life with my uncle without any problem. Once in a while, watching my parents in the night when they were in sex game was continue and sex had become a necessary and very important part of my life. I have learned everything about sex form uncle and I consider myself as SEX-PERT. My body was developing fast and taking a beautiful shape, I do not know whether this is because of having regular sex or because of my growing age. I was looking...

Incest
4 years ago
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Yuki Space Assassin

Word has traveled over the star waves from Federation Space to the treaty zone, whispers of the Jade Assassin. A Human woman, or at least humanoid in appearance who has slain hundreds of undesirable people for the Federation's Governments, and parties willing to meet her salary. Little is known about her, even to her employers. Leaks have confirmed she was once named Yuki, and ran with street gangs since a young age. The rest that is known is that she is slender, no taller than 5'4, pale with...

2 years ago
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Theres a Serpent in Every GardenChapter 4

I’m laying here in my hotel room, thinking about the last two weeks at home. Jr. isn’t happy. Monty looks like he lost his best friend which I guess he has, if he considered me his best friend. I never saw him smile the whole two weeks I was home. I destroyed a good man, not to mention a great marriage. It still haunts me. I still love him as much today as I did the day he made love to me in the floor of my house before our first date. Oh well, time to move forward with my new career, short...

1 year ago
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Moon Phases

Six months earlier. It was at a beach party that Jack was turned. Someone, an acquaintance, invited him and a few bottles, to the dunes on the South Kentish Sea front near Dungeness. As usual, he drank a bit too much, but he was sure afterwards, that his drink was spiked. Certainly, he had a metallic taste in his mouth the next morning and a monumental headache, the like he had never experienced before. He was also quite photosensitive to the point of almost being blinded by the...

2 years ago
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Executive Stress part 2

Executive Stress - part 2 by B. Pink (It is better to read Executive Stress before this as the story continues) Marie and I lay on her bed in each others arms. I had not met her until last night and now she had fulfilled my strongest desire. It was hardly possible to see were the body shaper started and my own body finished, it was incredible. It felt as if it belonged on me, part of me. The breasts felt so real, the nipples sensitive to the touch. When she touched me I...

4 years ago
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Underage Drinking

I own a pretty good chunk of woods on the outskirts of town. There are several logging roads running through it. One road in particular goes up to a pretty nice clearing. The local kids like to go up there and party, get drunk, and smoke some pot. There is a small pond there and it has a very nice view. I have often thought about building a log cabin there. Since I know the teenagers use it I cut down some trees and put the trunks around in a circle with a big fire pit in the middle. I...

2 years ago
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Home Again

I was being sucked and it felt so good. Those lips were working my shaft and that tongue was tickling my piss slit. I groaned and was telling him to work my cock harder. Then I shot my load and woke up. I had been home from that boys' school for about two weeks. At the age of seventeen, I was constantly horny and I found myself very lonely. Back at that "place" (as I referred to it,) sex was available anytime. Sometimes even when you didn't want it. Now back in my home town of five thousand...

Gay Male
2 years ago
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dirty cleaner

i am a cleaner and i recently got a new house to clean. His name is liam and is about 30. He is good looking, got a great body and looks after himself. I am 22 so its nice to have someone a bit younger to chat to as most of my customers are a bit older. Liam had broken his leg a while back so was off work when i first met him. He was getting better and better each time i saw him. I fancied him and i could sense he liked me back. One day in the summer i went there and he had recently got out of...

3 years ago
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The Pageant part 3

When Barb entered the second floor bedroom she could not believe her eyes. It was not just a bedroom but a complete suite with king size poster bed, a sitting area with a sofa and overstuffed chaise, and a wet bar. To the left were a set of ornate French doors. Upon opening these doors Barb discovered an oversized executive bath. Once over the initial shock of it's size she noticed that one wall was completely mirror floor to ceiling. Breaking her thoughts there was a knock at the door....

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