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A Strange Thing I pulled up to the mansion in my old run-down Chevy. My car looked odd next to the pristine nature of the house. Rusted side panels were offset by beautifully trimmed lawn, a missing windshield wiper was countered by grandiose stone-work that made up the walls, and faded tires clashed with enormous pillars that supported the massive entrance. My jaw literally dropped as I approached. Fountains lined the walkways, sculpted stone angels stood century in the perfectly kept gardens filled with different shades of blue, pink, and red. I was out of my element, so much so, that I could feel it crushing me. I interviewed for the job, basically a glorified housekeeper, at an outside location that I assumed was my new employers place of business. It's probably a good thing, because I was definitely not used to this kind of environment, and the nervousness I was feeling would have surely shown. however, I managed to get my courage up enough to walk up to the front door and ring the bell. There was a few moments of silence before a Jack, my new boss, opened the door. He had a kind way about him, his movements flowed, and he had a placid look on his face. His hair was black and cut short, but he had a few specks of silver in it. He had an athletes build and confident walk. "Hello, Ryan!" he said with a warm smile as he flung the door open. "You are a few minutes early. I like that, punctuality is important." I smiled as I took in the surroundings. The door opened to a huge three story foyer, complete with a double staircase leading up the the second floor. Both of the staircases converged on a fountain in the center of the room. "Ummm, wow..." was all I could manage at the moment. "Yes, well. It was my parents," Jack said quickly. "It's a bit over the top, I must admit, but it's home." He walked me into what I assumed was his study. A small room by comparison to the rest, but still larger than my my old single bedroom apartment. It was lined with all sorts of books, and one wall had a built in computer desk. He took a seat and motioned for me to sit down next to him and I did. "So, Ryan, as you know you will be caretaker here while I'm away at work." I nodded as he continued. "This will include, cleaning the house, cooking, doing dishes, running errands for me, and keeping all my appointments." He smiled. "It sounds like a lot, but if you put in a full day every weekday, it should not be too bad. You don't need to worry about the outside, I have a lawn service that comes twice a week." "Sounds good to me, is there anything else I should know?" I asked as he handed me some papers off of his desk. "As we agreed, you will get 45 thousand a year. You will be living in one of the guest sweets in the basement. There will be no rent charge as long as you do your job. You should also feel free to eat anything that you keep stocked in the house." "So, free food and rent?" I asked shyly. "Yes," he said flatly. "As long as you fill out the paperwork and go to the listed address and pass an illegal narcotics test." He pointed to the papers he handed me. "All the information is listed there." "Thank you," I said. "What's the plan for today, are you going to give me a tour?" "I don't think so. Just go get tested, if you pass, the job is yours. You can then have the rest of the day to explore on your own," He then pointed out a window at my car. "Oh, and forget that, I've already called to have it picked up. I have a dozen cars in the garage, take one of those. Your car will be put into storage until such a time as you either decide to get rid of it, or find somewhere else to store it." "So, whenever I leave, I can just take any of the cars out of your garage?" I asked. "That's right. Just be careful, some of them are worth, well...quite a lot." He smiled and tapped the papers in my hands. "Well, get to it," he said. So, I did what I was told, and eventually found my way over to the garage and picked out a car. I found the clinic easily enough and wandered inside. I had to fill out all kinds of paperwork listing illnesses that I've had, doctors I had seen over the years, surgeries, medications, yadda yadda yadda. It took a little over an hour to fill out everything. When I was done, I was escorted into a back room, and left alone for a while. While I was in there, I took a moment to expect myself in the mirror. I was not a tall person, only about 5'7", and a little chubby. Not fat, just a bit extra. I didn't have a lot of extra time in college to keep the weight off. I had short dark brown, almost black hair, and blue eyes. It was just when I started noticing how long I've been waiting when a short, slightly overweight, bald man with a kind smile walked in. "Mr. Ryan, I presume?" he asked holding out a hand. "Yes. That's me," I said as I shook his hand. "Jack wanted me to give you the works, full vaccinations, run all the tests, everything." He smiled reassuringly. "Okay, what's first?" I asked as he pulled out a box and opened it. Inside were a half dozen hypodermic needles. I gulped. "Oh..." After a few hours of poking, prodding, coughing with my head sideways, and frequent all too personal questionnaires, I was done. My arms hurt from all the needles, and I was just tired in general. When I got back to the house, I wandered around just long enough to get a mental map. By that time I was so tired that all I could think about was falling asleep. So I went to my new room, set my alarm for 5am and went to sleep. For a while, the job was pretty dull. I would work all day, from 5am to about 7pm, and by that point I would be so sleepy that I would be happy just to make it to my bed before falling asleep. In three weeks, I lost 16 pounds. No extra diet, no extra exercise, nothing! I assumed that it was from the change in lifestyle. Apparently, going from unemployed college grad, to a full time employee with less time to eat plus having to run around all day pakes the pounds melt off. Don't get me wrong, I'm not complaining that I lost the weight, I actually wanted to drop a few pounds. It was boosting my self esteem as well, and believe me, if I had the time or energy to go and talk up the ladies, I would be! As I got to know my boss, I realized that he was genuinely a nice guy. He was funny and never had anything but a kind word to say about anything. He had many friends who frequented the house, and he never seemed to have a bad day. Even when he was working 12-hour shifts he would always manage to come home with a smile. He was very social, which is a good thing, except that it clashed a bit with my private and shy ways. That being said, I found it hard to complain about the guy. However, money and nice bosses aside, I was starting to get worried about the fatigue and weight-loss. I wanted to see a doctor, but I just could not find the time. Jack was keeping me busy beyond anything I had expected. For instance, one day I had to wake up at five, make him breakfast, do the dishes, clean his library/study, a job which usually took me four to five hours to complete. At the same time, I had to take all his cars to the car wash, and make sure that he had a nice supper waiting for him when he got home. Once the supper dishes were finished, Jack would usually spend the rest of the night studying in his library, and give me some time to myself. However by this time I would usually be too tired to go to the doctor, or do much of anything. In fact, most of the time I would just sit in my room watching TV and goofing around on the Internet. Then by about nine o'clock, I was usually sound asleep. I cannot explain it, but for some reason I would always wake up refreshed. Like I was waking up from the best sleep of my life. To be honest it was the only thing helping me keep my sanity. I felt like an RC car. I would charge my batteries at night, and go really well in the morning and afternoon, but then I would start to get sluggish and unresponsive before I would eventually crash. Besides the physical changes to my body, I started to notice some changes to the way I behaved. On night I was channel surfing in my room and I stopped on a romantic movie. It was a paint by numbers piece with a completely predictable plot, and average acting, but for some reason I was gripped. I wanted to watch it, a movie that, just a few days ago I would have passed up without a thought was now taking up my precious free-time. Then it happened, that part in every romantic movie where the two main characters "find" each other. I got emotional, not very emotional, but definitely more than usual. When the man wrapped his arms around the woman and kissed her after almost two hours of will- they won't-they, I actually had my eyes water up a bit, something that had never happened to me before. Another thing I noticed was that I seemed to be hornier than normal, but I was never really that overactive in the lebito area. I chalked this up to the extra confidence and physical work I've been doing over the past weeks. A man has needs, but for some reason I could not even look at a halfway attractive woman without getting a full on erection. I felt like I was in middle-school, just becoming aware of sex, and how appealing members of the opposite sex really were. I found myself watching a lot of porn, and it was starting to make me feel uncomfortable. I just could not stop thinking about sex! It was the only thing on my mind. I would spend hours watching free videos on the internet, unable to stop until I was too tired to keep going any longer. I felt ashamed, someone my age should be able to go out and meet girls, instead of just sitting at home watching them on his computer. It went on like this for a long time. It was a few weeks of work all day, watch porn all night, then get up and repeat. One Saturday night, I decided to go out to a strip-club to try and get it out of my system. I watched for a while as the beautiful women strutted their stuff on stage, but nothing helped. I did not just want more, I needed more. I paid for all the extras, private performances, even sit down conversations with the girls. At one point in the night I was paying five naked and beautiful women just to sit next to me. However this just made everything worse. I needed sex, not just a sexy environment. I left for home, only to end up masturbating and going to sleep. The next day, while I was doing some grocery shopping for Jack, something weird happened. It was one of the single most awkward, and life-defining moments of my life. It happened when I was checking out at the register, and I got a look at the bagger. He was about my age, mid twenties, and built like a tank. He must have been working there part time to pay for college. For some reason, I could not take my eyes off of him. I would try to focus on the cashier or even the price going up on the cash register, but I just could not stop looking at him. It took a moment for me to realize it, but I was definitely attracted to him, and my hardening cock was the proof. I felt flustered, embarrassed, and above all confused. I was not gay, I had never looked at another man with lust, but for some reason I wanted this person to have his way with me. "How are you today, Sir?" he said with a smile when he noticed me. "Ummm, fine," I managed. "And you?" "Oh, you know, just working," he said clearly just making small talk as he started to place the bags in the cart. "You know," I started without thinking, "I work at a job." He laughed and screwed his face up. "Oh yeah, you don't say? I hear that jobs are important when you have a $150 food bill." He placed the last bag in the cart. "You have a nice day Sir," he said, slightly regaining his composure. It was just about then that I realized what I had just said, and I felt the need to get out of there as fast as possible. So I paid the cashier and ran out of there like the devil himself was after me. When I got to the car, I loaded the groceries and drove home going way over the speed limit. My face was burning from the embarrassment, and my head was hurting from confusion. When I got back home, I picked up the phonebook, looking for a psychologist. I needed to talk to someone about everything that has been going on. I needed to know why I was acting so weird, why I was changing. I figured I would call both a psychologist, and a doctor and get appointments to see both. However, as soon as I picked up the phone, Jack walked in. He was home early from work, and was coming up towards the kitchen. At this point I grew worried, so I closed the phonebook and started to prepare him supper. When he entered the kitchen he watched me work for a while, then he finally sat down at the dining room table and called me in to speak with him. I did as I was asked and I sat in the seat next to him. I was nervous, was he mad at me for some reason? "Are you feeling alright Ryan?" he asked me. "You have been acting very strangely lately, I need to know if you are well enough to continue with your duties." I paused for a moment, not really sure how to respond. Then, without warning, I broke into tears. This day was just getting weirder and weirder. I was never a very emotional person before, and now here I am, blubbering like a fool, in front of my employer. Then, if that weren't strange enough, he reacted by giving me a hug. I froze up and my eyes widened like saucers. As he hugged me, I felt some pressure building in my groin area. I was getting another erection! What was wrong with me? "I think I'm losing my mind!" I started. "I think I'm turning into a different person or something! I'm falling apart at the seams." Jack patted me on the back and broke the hug. He then took a handkerchief out of his pocket and whipped the tears off of my face. "There, there," he said to me. "I know a great doctor you can go see." He was talking in a calming tone. "It'll be alright." I sat down in a chair, and then I tried to explain. "I like working for you, and I don't want to lose the job," I started. "But I think there is something wrong with me. Maybe it's more than I can handle." I wiped my eyes and regained my composure. "Next weekend, I am taking off," he said. "I can take care of your duties, and I want you to go see these two people." He then took a pen out of his pocket, and found a piece of scrap paper lying around. He wrote two names down. "Who are these people?" I asked. "Two people who will be able to help you with what you are going through," he responded. "Now I want you to go to bed, I can take care of supper tonight." When I got down to my room, I decided to try and set my mind straight. I turned on my laptop and went to a free porno site online. I clicked on the first video that I could find, and started to watch it. It started with a girl stripping down to nothing, doing a sexy little dance in front of a muscular man. As I watched her take her clothing off and tease him, I started to panic. Not so much as a wiggle down in my pants, nothing. In fact, I could not even tell if I was attracted to her or not! Then things got worse. As the video progressed she unzipped the man's pants, releasing a monster cock, about 10 inches in length, and as soon as I saw it, the pressure started mounting. I tried to concentrate on the girl, but I could not. I found myself staring at the hulking man having his way with her. My mind went back to the bagboy and the pressure in my pants got even more intense. I quickly shut my laptop before I lost my mind and went to bed. That night it took me a while to fall asleep, and once I did, I was greeted with a vivid dream. In this dream, I was at the grocery store all alone. No customers, no employees, nothing. I yelled out for help, but could not find anyone, after a while of searching I went to the checkout lanes, and that is where I saw him. The bagboy. He came over to me and grabbed me in his muscular arms, and I did not resist. He picked me up and placed me down gently on one of the checkout counters and climbed on top with me and straddled me, one leg on each side. Then he bent over and kissed me deeply. I did not resist, in fact I embraced him and kissed back. That is when I noticed that I was no longer in my body, but in the body of a beautiful woman, with dark black flowing hair, ample breasts, and a nice wet pussy. I felt the bagboy move inside of me and start to rock me back and fourth. It did not take long before I woke up in a cold sweat. I could not say that I liked what I was dreaming about, but I also had to admit that the feeling it gave me was second to none. I also noticed that I was going to require a change of pants before going back to sleep. The rest of the night was an empty deep sleep, and when I woke up I prepared breakfast for Jack. Then I called the two people that he had told me about, and made appointments for the weekend. I only had one incident between the time I called the two doctors, and the time I got to go into see them, and that was when I was watching TV. I was flipping through the channels when I noticed a man. I stopped on the channel and watched for a moment. This man was on some show I had never watched, it was in a foreign language, and I did not understand a word of what was being said. But this man was hypnotizing me. I could not take my eyes off of him. I started to get an erection, and without even realizing it, I started stroking my cock. Then a beautiful busty blonde came onto the screen and the two seemed to be together. I figured it was a romantic movie, based on the way everyone was acting. This disturbed me greatly. A blonde bombshell was standing next to this man, and all I could think about was how lucky she was. I was now at the point where I was not even attracted to women, but I found myself envying them, wanting to be them. Then, as my mind returned to me, I noticed that I was masturbating to the sight of the man, and the thought of being with him. I quickly stopped and turned off the TV and went to bed. The weekend could not have come fast enough; the first person I had an appointment to see was Dr. Tim Weller. He supposedly was a well-known head shrink, and he had many degrees and awards hanging in his clinic. After a short while, he came out into the waiting room, and called me into the back office. He gestured for me to sit down, and I did. "So Ryan," he began, "tell me why you have decided to come and see me." I felt awkward talking to him at first, but relaxed over time. I when I got to the part about the bag boy his interests piqued. "Have you ever had homosexual feelings towards another man?" he asked. "No," I said distantly. "At least, not like this. I mean, I could always tell which men were attractive, and which ones were not, but this was the first time I've ever had THOSE feeling for a man." "How do you feel about homosexuality? In general," he asked. "I don't know," I said. "I don't think I've ever really given it much thought," I thought about it some more. "I guess seeing two men together has always kind of made me uncomfortable, I didn't ever have anything outright against gay people though." "I see," the doctor said as he wrote some notes down. "Well, I don't think you need to be worried. I mean, it may be a phase, it may be stress." He paused for a long while before continuing. "But in my personal experience, people don't just turn gay. Perhaps your low comfort level has made you go into a sort of denial about being homosexual yourself?" He phrased it as a question, maybe something I should ask myself. "Let me ask you this," he continued. "Have you ever thought about it, I mean, open and honestly gave it serious thought?" "No," I said after a pause. "I never really thought I had a reason to." We talked for the whole hour and decided that an appointment every other week would be beneficial. My next visit was to a medical doctor named Dr. Burt Timely. This visit was far less interesting, but he did tell me that I was a completely healthy person and that I had nothing to worry about. When I asked him about the fatigue and losing weight, he told me that it was most likely from the stress. However he told me that I was as healthy as an Olympic athlete, and that I had nothing to worry about. The next few weeks went by without much incident. I kept regular visits with Dr. Weller, and he always seemed to be able to help me with my problems. By now I had accepted that I was at least bisexual, it was the only explanation. I would get off every time I saw a muscular man, or even thought about a man. I still would notice an attractive woman if I saw one, but not in the same way I did before. Instead of undressing her with my eyes and imagining a crazy night out with her, I would look at her as a competitor. I noticed her beauty, but I would only notice it in comparison to other women I could see, and even to my own attractiveness. I would look at her clothing and her makeup, they way she walked and how she conducted herself in public. Things I noticed before, except now, it was more out of jealousy than lust. I also noticed that I seemed to be attracted to Jack. I would get excited when he would get home from work, and I would work extra hard to get compliments from him. I would lay awake in my bed at night and think about him. I would almost say that I was in love with him. One night, I went into Jack's living room while he slept. There were pictures of him and his friends all over the walls, and on the shelves. I looked at them all for quite a while, and then I found one that I quite liked. It was a picture of Jack, sitting in a hot tub, surrounded by some of his friends. I took it off of the shelf it was sitting on and looked more closely. At this point, I noticed that I was getting stiff. I started to play with myself a little bit, and before I knew it I was in the bathroom. I had the picture of Jack in the hot tub sitting on the tank on the back of the toilet. I thought about him bringing me into that tub with him and ravaging me under the bubbly surface. My muscles tensed and I quivered in ecstasy as I climaxed. Then, as I let my load go into the toilet I dropped the notion of being bisexual, and admitted to myself that I was gay. Not only was I gay, but also I was head over heels for my boss. I did not tell anyone besides Dr. Weller, but it felt good to be honest with myself. It took a while to get used to it, but I slowly became happy with the fact that I was attracted to men. I noticed that I was much more comfortable around women, and made a few new friends in a short time. It seemed that I had much more energy than I used to, even enough to go out at night after I was done working. I also was becoming a pro at scoping out men without them even noticing. I was not only happy with being gay, it actually felt great! Like a giant weight being lifted off my shoulders. Every once in a while, my new girlfriends and I would go out, either to the pool, or the mall, or a bar late at night and spend the whole time eyeing up all of the eye candy. I could not remember the last time I had so much fun! The next big change was a physical, as well as mental one. I had not cut my hair since I started working for Jack, and it was starting to get rather long. When I was naked, I could feel it tickling the top of my shoulder blades. However I did not desire to get it cut, instead I wanted to make it look nicer. So, instead of going to the barber, I went with one of my girlfriends to the hair salon. Once there, a group of women swarmed around me and made my hair wavy, bouncy, and silky smooth. They even put some blonde highlights in my hair that gave it an interesting effect. I liked it so much that I purchased all the different shampoos and such that they used on me. From then on, my hair was always a luscious, beautiful, shiny, and silky. As I became more open about my homosexuality, my living space began to change. My room was always clean and tidy, and my bathroom was the same. I had many personal hygiene and skin-care products lying in a small decorative basket besides my sink. I had pictures of me and my friends hanging all over the walls, along with pictures of men I found particularly attractive. Yup, it is fair to say that my entire life was making a major change. As the next week passed I noticed something else was off. It was something small, but definitely something noticeable. The way I was sitting was different than I remembered. I found that while I was sitting down, I now either crossed my legs one knee on top of the other, or sat with both together and to the side slightly. This did not worry me too much however, and I decided to ignore it. Besides, this was far from the weirdest thing that had happened to me recently. That was all for the longest time. I think it was almost a month before I noticed anything at all new happening to me. By this point, I was also getting emotional over the strangest things. For instance, I cried for a half an hour during the finally of a reality TV show I had been watching because the person I voted for had lost. Not only have I never previously voted for anyone on reality TV before, but until about 6 weeks ago, I never even watched it. The next strange thing that I noticed was that my pants have been getting tighter and tighter, and I could swear that my hips and butt seem to have grown substantially in the past month. They looked like they belonged to a woman. I found that I had to buy a few pairs of women's jeans to wear because none of the men's clothing fit right. After I started wearing women's pants, I had to admit that I liked the way they looked on me. By this time, I had told Jack about my homosexuality, and he was completely tolerant. I was worried that he would fire me, or make fun of me, but he did nothing of the sort. Even when I wore the woman's pants, he did not say anything to indicate that he disapproved of the way I was dressing, so I continued to wear them. That is when the next weird thing happened. I was waiting in line at the bank when a rude, smelly man pushed his way past me. However this was not the strange part, what caught me off guard was that he said, "'S'cuse me Ma'am," as he walked by. He was behind me, and I guess, with my long hair, wide hips, and women's jeans it would not be too hard to mistake me for a woman. That night I looked at myself in the mirror long and hard, and thought that my facial structure had changed a bit. Not much, just enough to be visible. My nose seemed a bit smaller, and my jaw seemed to be a tad narrower. However, this was far from the strangest thing that had happened to me lately so I just let it go. The next time I went to see Dr. Weller, I told him about the man who thought I was a woman. He asked me how that made me feel, and to be honest, I was not too sure. Then he asked me how wearing women's jeans made me feel, and I told him that they made me feel sexy. He then asked me how I felt, now that I told my boss I was gay. I told him that it was liberating, and that I loved that I did not have to hide who I was from him anymore. Then he made an interesting suggestion. He told me that if wearing women's jeans made my confidence go up so much, maybe I should start dabbling in other clothing usually associated with the opposite sex. I was not sure if I liked the idea of wearing more women's clothing, but I told him that I would give it a good think. That night, I thought about the man who mistook me for a woman. The more I thought about it, the more I ended up liking the idea. In fact, thinking about it was giving me and chills and setting my hair on end. (Hair which I noticed was getting finer and harder to see, in fact it was starting to become impossibly hard to see my chest and back hairs at all.) I thought about what Dr. Weller had suggested and decided to have a go at it, I would start to dress more like a woman. The next day I went out to the mall, and stopped in at a local clothing store. There I found myself a few v-neck blouses that I really thought made me look sexy. I bought a blue, pink, black, red and white one. Then I exited that store and passed a jewelry store. I decided to go in and have a look around, and ended up getting both of my ears pierced, and my nose pierced. This was an odd thing for me to do, I have never felt the urge to get a piercing before. For some reason however, I felt like it was something that I had to do. I figured that was enough for one day and left before I spent any more money. At home, I noticed that Jack was spending more time with me, which was fine seeing as how I was completely crushing on him. He would watch movies with me, and we even made plans to take me to his vacation home down south for a few weeks in the winter. It would seem that he had plans of keeping me around for a long time. Something that only made me happier. As Jack spent more time with me, I noticed that I became much more comfortable around him. I would tell him about my adventures that I had with my friends, and would even tell him if I had seen a particularly handsome man that day. He seemed to cling to every word that I said, so I would just keep on talking, and he would keep on listening. The next time I was at the mall, I ended up spending a lot more money. I decided to buy a purse to carry my belongings, seeing as how the pockets on my new pants were too tight and small to keep my things in. I also purchased a small makeup kit and an elegant necklace. I also bought a pair of three inch heels that were on sale at the shoe store. Next I purchased an elegant silk choker with a buckle in the front to hide my tiny Adam's apple. Then I stopped in at the jewelry store. I left with a set of hoop earrings, and a metal ring for around my left thumb. On my way out I passed the nail salon, and stopped in. I had always liked the way women looked with long nails, and decided that I would get some myself. I had them put on some fake nails that hung a full ? inches past the tip of my fingers. They were done in an elegant French tip, and I had to admit to myself that they made me feel damn sexy. I loved the way they felt as I ran them through my hair, and I would get horney every time I thought about digging them into some guys chest and back as he had his way with me. At this point I started to wonder what everyone around me thought. I looked like a woman, but I was not trying to be a woman, I was just a man in female clothing. I did not wear fake breasts or makeup, or use the women's bathroom. I was walking around in a tight fitting black blouse with equally tight women's jeans. My ears were pierced with big hoop earrings, and I had my black hair pulled back into a feminine ponytail. I wonder what went through the people's minds as I wandered past them. Some of the strange looks I received told me what certain people thought, something that would have bothered me if I was not so comfortable with who I was. Before going home, I decided to put all my new things in my car and then stop at the mall bookstore to see if I could find anything that might be interesting to read. It was a three-story labyrinth of books as far as they eye could see. Dozens of people lined the aisles, looking for just the right book for them. The section I was interested in was on the second floor, it was not the largest section of the library, but it had books that were specifically targeted towards gay, lesbian, bi-sexual, and transsexual people. I thought that perhaps I would be able to find a good story about someone like me there. I spent about 15 minutes looking through the books and reading the back covers to try and get an idea of what they were about. I was determined to find something; anything that sparked my interest, and that is when I met Kyle. He was in the same isle as me, looking over the shelves of books. I gave him a quick look over, and liked what I saw. He was tall, about 6' 2", with sandy blond hair that went below his ears. He was very clean-cut, and in very good shape. He noticed me looking him over, and gave me a quick smile. It seemed friendly and inviting, but I was too scared to talk to him. As I looked for more books, I noticed that he seemed to be checking me out, and finally, after what felt like an eternity, he broke the silence. "Can't find any good books either, huh?" he said as he approached me. "No, I've been looking for a while now and can't seem to find the right one for me," I said as I smiled coyly at him. He then extended his hand in greeting. "My name's Kyle," he said with a smile. "Ryan," I said taking his hand. At this time I was panicking, and my overactive libido was not helping any. "Ryan, huh?" he asked with a chuckle. "You don't look like a Ryan." "Oh, and what do I look like?" I said with some genuine interest. "You look like a guy who is in need of a refreshing drink and some conversation. I was just about to head downstairs for a cup of coffee, would you like to join me? I'll buy you a cup." I froze, unable to think. It was a full five seconds before anything came out of my mouth at all. "Ah, sure. That sounds g... great." I could hardly contain my excitement as he led me down to a small coffee house inside of the bookstore. Once inside, he bought me a cup, and we sat down together. He must have noticed that I was a little nervous so he started up some small talk. "So, Ryan, what brings you to the mall?" I smiled and tried to gather enough wits to put a few sentences together. "Well," I started, "I had a few hours to kill, so I decided to come and get some new clothes, and I ended up getting my nails done, and taking a trip to the jeweler." I held out my hand and he took it to inspect my nails. "They look very nice," he said with a smile. "Very feminine." As he said this I blushed. "Thank you," was all I managed to say, and after a small awkward silence Kyle laughed. "You seem flustered, is it something I did?" "No!" I said almost too quickly. "Well then, what is it?" he asked. "It can't be that you're shy, because you're walking around a mall, in women's clothing, getting your nails done, and looking at books in the LBGT aisle of the bookstore, so it must be something that I did." "No, I'm just bad at meeting new people," I said. "It takes me a while to get comfortable around them. It's not just you, it's everyone." "I see," he said as he took a sip of coffee. Then he looked back at me. "So, what are your hobbies?" He asked with a smile. "Um, I like reading, obviously, and cooking." I looked down at my hands. "Apparently I like getting my nails done too." This was the first time it had occurred to me how strange it was that I had done this. "I guess that lately I have been all over the place with what I like to do. I guess I like to do a lot of different things. How about you?" "Well," he started. "My favorite thing is football. I am on an all-gay football team that plays on Saturday nights. I'm the starting middle linebacker." "Impressive," I said as I started to get comfortable. "I like football, I played a little in High School. I was the safety." He laughed. "See, we have something in common." Then he gave me a smile. "If you don't mind me saying so, you seem kind of small to be a football player." "I never said I was any good at it," I said with a laugh. "I was second string all through High School, but I did make the team." "So Jake," Kyle said nervously, as if he was not sure he wanted to proceed. "How would you like to come and watch me play tomorrow night?" "Oh, well..." I said out loud, and then I was interrupted. "I'm sorry," he said. "It's too soon, I just met you and I don't even know if you have a boyfriend, or if you are even gay..." I stopped him by raising my hand. "I would love to," I said. "Just tell me where it is and at what time I should get there." He wrote down an address and a time on a piece of paper. "I think you will be pleasantly surprised. We are pretty good, our record is three and one right now." He gave me the note. "And a lot of people show up, it is really starting to catch on. We have quite a large following in the gay community." "I'm looking forward to it," I said with a smile. Then I took a napkin and wrote my cell phone number down on it. "Just in case you want to get a hold of me before tomorrow night, this is my cell number." I gave him the napkin and smiled at him. "However, right now I need to get back to work." "I can walk you to your car," he said standing up with me. "I would like that." With that he followed me out of the bookstore and we walked through the mall together. "So, if you don't mind me asking, what do you do for a living?" "I am kind of a glorified maid," I said simply. "I live with a man named Jack, and I keep his house clean, cook for him, do his laundry, and run errands for him." When I said this Kyle looked a bit nervous. "But don't worry, we're not in a relationship or anything, he's not even gay." Then we walked for a moment in silence, and then I asked a question. "So, how long have you been 'out of the closet'?" He smiled and gave me a look of mild confusion. "Wow, we have only known each other for about a half hour, and you are asking the big questions." "I'm sorry, I'm new at this." I looked away from him in embarrassment. "I have only been out for a few months, and you are really the first guy I've even talked to." "It's okay," he said after a short pause. "I've been out for almost three years now." Then he smiled. "Since you asked a personal question, now I get to." "Okay, I guess that seems fair," I responded. "How long have you been dressing as a woman?" he asked with a slight chuckle. "Oh, I guess only about a few months as well." Then I thought about it. "You know, it was like I decided to do it overnight. And on a side note, I don't try to pass as a woman; I am a man who happens to like a more feminine fashion and lifestyle." "I kind of thought that." Kyle responded. "Seeing as how you are not wearing breast forms or trying to hide your manhood under those jeans." I blushed deeply; he had been checking out my "bulge," I was so excited. "Exactly," I said. "I think that eventually I will try to pass as a woman, but I'm just not ready to stop being a man. It's been a slow transition so far, and for now, I'm just going to settle for the title of 'Most Effeminate Man in the World'." We both laughed. By this time we were at my car. "It was very nice meeting you," Kyle said to me with a gentle smile. "Likewise," I said extending my hand for him to shake. Instead he grabbed it by the fingers and kissed it gently. "I'll see you tomorrow, my lady," he said in a suave charming voice. I was a bit flustered, but very much turned on by his action. "You can bet on it," I said as I slipped into my car. When I got home I had a little more time before I needed to start making supper so I spent the time walking in front of the mirror in my new heels. I was dressed as a woman, I changed into a black v-neck and bellbottom women's jeans, and I even noticed that I walked like a woman. All in all, I looked like a female with no breasts. After I was done strutting around, I decided to put on a bit of makeup. I used a thin layer of blush, and mascara to make my eyes pop. I slowly walked away from the mirror and turned around and gave it my sexiest look, and then I gave myself a slap on the ass. I liked the way I looked. I felt confident, and I felt beautiful. At supper I told Jack about Kyle, and he seemed to be genuinely happy for me. He asked a lot of questions about him, and he teased me a little about having a crush. That night I could not fall asleep, I was too excited to see Kyle play football. I could think about was seeing him again, and hoping that he would want to do something after the game. The next day went really slow. I could hardly contain my excitement, which made getting my chores done extra difficult, but I got them all done in the end. I was too nervous to eat dinner, so I just made Jack a small meal, and after doing the dishes I started to get ready. I wanted to look as sexy as possible for Kyle, so I started by putting on some makeup. I did not go overboard, just a bit of blush, eyeliner, and eye shadow. Then I applied a layer of gloss to my lips that made them look wet and luscious. Then I put on a long sleeve women's t-shirt, and a pair of very tight fitting women's jeans. Then I slid into a crop top jacket, put on my new high heels and left for the game. I made it there just before the game started, and the stadium was packed. It was at a local high school, and was made to fit several thousand people. The visiting team was from upstate, and they seemed to be a bit uncomfortable playing a team made only of homosexual men. Not to mention a crowd that was composed mostly of people from the LBGT community. However they showed good sportsmanship and the game started without a hitch. Kyle's team was called the Pharaohs, and had golden yellow uniforms, with red and black stripes. The opposing team was called the Sharks, and they had blue and green uniforms. During the course of the game I noticed several important things; one was that wearing high heels can become rather uncomfortable after a short while, two is that Kyle is really good at football and that really turned me on, and three was that the cheerleading squad for the Pharaohs was made of all cross- dressing men. The game was a blowout, the Pharaohs won 42-10, and Kyle was responsible for 4 sacks, a single-game team record. After the game ended, I waited with some other fans for the team to come out of the locker room. While waiting I talked with one of the cheerleaders. He was wearing Egyptian style makeup with thick eyeliner, sparkly gold lipstick, with a gold uniform with red high heel boots and long black nails. He looked very feminine, and I would never have thought he was a man if I had seen him walking around in public. "Hey cutie," he started with a respectable female voice. "Hello," I responded, holding out my hand in greeting. He shook it and smiled. "Haven't seen you around here before, you a new fan?" he asked. "Yah, I met Kyle in the bookstore yesterday and he told me to come down." "He had a good game," he said before a slight pause. "Are you two together?" "I don't know," I responded. "We'll see how tonight goes. I hope so, he seems really nice, and he is really handsome. I'm Ryan, by the way," I said. "I'm Ben, but around here I'm known as Tonya," the cheerleader responded. "Nice to meet you Tonya," I said with a smile. "How long have you been a cheerleader for?" "Oh, this is my second season on the squad, but I have been a fan for longer." Then he let out a slight giggle. "My boyfriend is the fullback." "Oh yah," I said approvingly. "I noticed him when he was on the sideline watching the defence, not bad." I smiled. "He's definitely a looker." "Yah, he's a good guy, we have been dating for a little over a year." Just as Tonya said this, his boyfriend came out of the locker-room and gave him a kiss. Then he looked at me. "So, are you going to introduce me to your new friend?" he said with a gentle smile. "Joe, this is Ryan," he said as Joe took my hand. "And Ryan, this is my boyfriend, Joe." "Nice to meet you," I responded. Then Joe continued. "You must be the Ryan that Kyle was talking about," he said. "He mentioned that you would be at the game." "I hope he only said good things." I laughed. "Well, he said you were cute." I blushed and he continued. "He should be right out, we are all going to Blaze to celebrate, I think he wanted you to come along." "What's Blaze?" I asked. "It's a local gay bar." Tonya answered. "Will you join us, we can make it a double date?" "I'd love to," I responded just as Kyle came out of the locker-room. He lit up when he saw me, and came over to talk to me. "I'm so glad you made it," he said. "Especially after that game!" "It was fun, I'll have to come again," I responded, and then I looked over at Joe and Tonya. "These two wanted to go to Blaze, I was thinking we could maybe go on a double date?" "That sounds great!" Kyle said. "It's always fun to go for a few drinks after a win, most of our fan base likes to hang out there." "Sounds good," Tonya said. "We'll meet you there." And with that he and Joe were gone, leaving only Kyle, along with a bunch of other fans and me. "You played wonderfully," I said trying to flatter him. "However, I have to wonder, are you really that good, or does the other team just suck that much?" "Well," he laughed, "I'm pretty good, but I think it was a little of both tonight. Not to mention the boost I got from knowing that I had you watching me." I offered him a smile. "So, Tonya and Joe seem nice." "They are, Tonya is a lot of fun, and Joe is a saint. They are both good friends of mine." With that Kyle took my hand and walked me to the parking lot. "I'll get a taxi," he said. "What about my car?" I asked pointing to it. I had since gotten rid of my rusty Chevy and purchased myself the cutest little hybrid. "Don't worry, we can come and get it later. If you are going to be drinking, you can't drive it anyway." "Won't I get a ticket?" I asked. "Not unless it is still there come Monday morning." "I see." And with that we were off to Blaze. Once we got there, I noticed a lot of people from the stands, along with most of the football team and cheerleading squad. Kyle and I found Tonya and Joe and got ourselves a nice booth away from all the noise of the club, and talked and drank the night away. Tonya tried to convince me to join the Cheerleading team, something that I promised him I would give some thought to, and Kyle and Joe told stories of their greatest football moments. As it turned out, Kyle and I had a lot in common. We drank the same drinks, ate the same foods, liked the same movies, and watched the same TV programs. We seemed almost perfect for each other. As the night drew to a close, Tonya and Joe left for home, and Kyle and I called a cab to pick us up. While in the back seat we talked, but I was too drunk to really understand what was going on. All I remember is looking at Kyle and wanting to rip his clothes off. However, I resisted and we stopped at my house, or Jack's house, first. Kyle told the taxi to wait a moment while he walked me to the door. Once we were on the front stoop, we talked for a short while, and then he kissed me. It was not a deep kiss, or a long kiss, just a quick peck on the lips to say goodnight, and with that he was gone. I went inside and into the bathroom. The kiss had aroused me unlike anything I have ever felt before. I was so erect that my penis was actually in a slight bit of pain. It was throbbing underneath my tight jeans. As soon as got inside and locked the door, I pulled my pants down releasing my cock. I started to rub it with my right hand, and it felt better than anything I have ever felt before that point in my life. I used my long nails to tickle the bottom, and my thumb to massage the top all at once, and within a matter of about 20 seconds, I had an orgasm. Then, after a bit of cleanup, I went to bed. The next week was the slowest of my life, all I could think about was seeing Kyle again. I spent hours at night talking with him on the phone, and we made plans to go to his next game together on Friday. It was an away game, so he was going to pick me up around five; it was an hour drive to the stadium. Then we would go out after the game. For the game I bought a gold blouse and a black jacket, to wear. Along with my 3 inch heels and a new choker that I bought. The choker was a thin chain that fit snugly around my neck, with a medallion dangling down in front. Then I did my makeup similarly to the cheerleaders. I had bright gold lipstick that sparkled in the lights of the stadium, and black and blue eye-makeup that was done in a stereotypical Egyptian style. It was after the game, when Kyle and I were at Blaze, when we ran into Tonya and Joe again. Tonya and I talked in a booth while Joe and Kyle played pool, I don't know what they were talking about, but I was having an interesting conversation with Tonya. "You'll never guess what happened last night!" he said excitedly. "Um," I started, not really sure what to think. "I don't know, what happened?" He just raised his left hand to expose a dainty diamond ring around his ring finger. "Oh my God!" I shrieked, giving him a hug. "Congratulations!" "He proposed last night," he said looking at the ring with a huge smile. "I was actually worried that he was going to break up with me, but I guess I was wrong." "Why did you think he was going to break up with you?" I asked with sudden concern. "Well," he started, "about a month ago, I told him that I was planning to continue my transition as a woman. He's bisexual, but has said in the past that he favors men, I thought that would scare him away, but I guess not." "Oh," I said not knowing what to say. "You, you are going to have a sex change?" I asked. "Well, not for a while," he said. "I need a few months of therapy first, and stronger hormone regimen. I was going to start as soon as the football season ended." Then he looked at me, in deep thought. "How long have you been on hormones?" I froze, I have never taken any hormones, I just woke up one day and my body started changing. "About 5 months now," I said lying and not really sure if that sounded plausible. I had never even researched what it meant to be transgender. "But it's on and off, I'm not ready to lose my manhood yet." Tonya seemed to accept this answer, and I decided to change the subject. "So, I've decided to try out for the cheer squad." "That's great!" Tonya squeaked. "We practice at night from 6 to 8 on Tuesdays and Thursdays, just show up a bit early and I'll help you with some extra training." "Thank you," I said smiling. "I'm so excited." That was the truth; I was excited to start cheering for the Pharaohs. Just then Joe and Kyle came back to our table and we ordered some drinks. Tonya did not wait long to tell everyone that I was joining the cheer squad. Everyone seemed happy, and before long, Kyle and I were sharing the back of a cab again, taking me back home. This time we did not talk in the back of the cab, our mouths were far too busy for that. From the time we entered the cab, to the time we left, it was nothing but one long make-out session, and I loved every second of it. When the cab stopped we both got out, and Kyle waved the cab off. He then lifted me up and carried me to the front door and set me down. As soon as my feet hit the ground, I grabbed a hold of his collar and pulled him in to me, kissing him deeply, our tongues tangled and slid past one another as my groin moistened at the thought of having sex. Then I turned and opened the door, signaling for Kyle to follow me. We maneuvered through the dark mansion and down into my room in the basement, once inside he picked me up and set me on my bed, and then proceeded to crawl on top of me. He kissed every inch of me as he took my clothing off piece by piece, and before I knew it I was completely naked in front of him. He stood up at the foot of my bed and undressed, and at this moment I knew just how lucky I was. He was standing there in the dim light, his massive erect cock standing at a full 8 inches at least. It was throbbing underneath his tense abs, as he slowly climbed on top of me again. As we kissed I could feel our cocks slapping against each other in between our sweaty bodies. Then he pulled me up off the bed and turned me around. I was completely subordinate, just like in my fantasies, he was in control and I was his toy. He brought me to the wall and slid his massive tool inside of me. It hurt, but felt unbelievably good all at the same time. He started to thrust, causing my body to hit the wall over and over again as he did. It took all of my concentration to keep my balance, and I had to use both hands to stop myself from hitting the wall with too much force. I let out moans and little screams as I felt him reach deeper and deeper, and before I knew it I felt him cum inside of me. Then he grabbed me by the shoulders and walked me back to my bed, and sat me down. My cock still fully erect, but I could feel it about to erupt. He kissed me again, then grabbed onto my penis with his strong hands and jerked me off. It only took a few seconds and it was done. After I came, he sat down beside me and kissed me deeply. I was full of both mine, and his mess but I was too happy to care. I just crawled on top of him, sitting in his lap, facing him. I threw my arms around him and kissed him with more passion than I had ever kissed anyone with before. The next morning my alarm went off at 5 a.m. I woke up and stopped it as fast as I could, then looked at Kyle. I was still a mess from the previous night, so I decided to take a shower before making everyone breakfast. At around 7 a.m. Jack woke up, and I was just about finished with his steak and eggs that he liked for his Saturday morning meal. He walked passed me with a smile on his face. "So, you had fun last night, huh?" he asked trying to hold back his laughter. "Oh, ah, yes I did for a matter of fact." Then I blushed. "I didn't wake you did I?" "You did," he said quietly. "But don't worry about it, its fine. Is he still here? I would like to meet him." "He is, I was going to invite him up for breakfast." "Very good," Jack said with a smile. "I can't wait to see the man who could make you scream so." I blushed a deep red. "Was I really that loud?" I asked nervously. This was awkward, I was still in love with Jack, and so this conversation was far more uncomfortable than it would have been with almost anyone else. "Oh, you sounded like you were enjoying yourself very much," he said, this time unable to contain his laugh. "Go get him, I am getting hungry." Kyle joined us for our morning meal, and then left for home. He and Jack seemed to get along splendidly, while I was too nervous to say much of anything. As the day went on, I told Jack about my plans to join the cheer squad, and he seemed supportive, as long as it did not interfere with my job. The next week went by rather quickly, and before I knew it I was on Pharaoh's team bus heading to their next away game. I sat in the front with all the other cheerleaders, most of whom I got along with fabulously. Tonya and I were the only ones dating someone who played on the team; however, some of the other cheerleaders were dating each other. I sat next to Tonya and we chatted the entire ride. We were wearing our uniforms, gold tank tops and hotpants with red, knee-high high-heel boots, with black painted fingernails, sparkling gold lipstick, and thick black eyeliner with thick fake lashes and gold eye shadow. This was also my first time wearing breast forms, I did not have to, but most of the other guys did, so I did too. I did pretty well for my first game, and did not make any noticeable mistakes in our routine, however we still lost the game. The ride home was quiet, but this time I sat with Kyle and we talked quietly the whole way home. When we got back, no one was in the mood to celebrate, so I kissed Kyle goodnight and went home. The next few weeks were more of the same; I followed the team around from game to game. If we won, Kyle usually treated me to some fantastic sex, and if we lost, we usually went our separate ways. I was starting to feel that we were not meant to be together, we had a lot in common and the sex was incredible, but we did not spend much time together outside of the bedroom and football field. It seemed that we let everything get in the way. We were more like convenient sex-buddies than actual lovers. Besides, no matter how much I cared for Kyle, Jack was the one I really loved. So, after the last game of the season, we broke up. To this day we are still good friends, and we both agree that it was for the best. Kyle is now happily married to someone who joined the cheer squad a year later. His name is Brian and they have a daughter named Samantha. I stayed on the squad for another two years, and then quit when Tonya did. He is now a she, and we are best of friends, and she is still happily married to Joe with two kids. Not long after I broke up with Kyle, I fell back into my old routine. I worked all day for Jack, and by the time I finished I was too tired to do much else. This went on for several weeks until one day I felt a change. Not in my appearance, but in my confidence. All of the sudden I felt strong, sexy, and all together unstoppable. In fact, I felt so good that I was planning on telling Jack that I was in love with him right after his dinner. For the next few hours, I prepared a wonderful steak dinner for Jack, and a delicious salad for myself. I was wearing a bright pink lipstick that sparkled in the light making my lips look extra wet and juicy, that was offset nicely by a very dark eye shadow that made my bright blue eyes pop. I was wearing a very feminine pink blouse, along with a black knee length skirt and a silk choker. I was wearing stockings with a new pair of 4-inch black strap heels that I had purchased. I looked hot, sexy, and irresistible. At this time I still saw myself as a man, I did not have breasts, and did not wear breast forms, I did not even attempt to hide my manhood, so my tight pants usually had a masculine bulge, and if I got an erection while wearing a skirt, it was more embarrassing that you could possibly imagine. However I did not mind all this, I was just not ready to give up my manhood yet. When Jack got home, I waited on him hand and foot. When he was eating his dinner, he could not stop praising the wonderful job I did cooking it. When he was done, and satisfied with his meal, I looked him in the eye. He looked very sexy at the moment. His black hair was a bit longer than he usually wore it, and his muscles were visible through his shirt. He was about eight years older than I was, but he was such a stud that I did not care. I was about to speak, but before I could say anything however, he interrupted me. "I like your makeup today, you look very feminine," he said with a bit of a grin. I smiled and blushed like a schoolgirl when he said this. "Do you now?" I said in a playful tone. "I just felt like looking my best today is all." "Well," he started. "You should be very happy with those results, most transsexuals would die to look like you, and some women too," he said. Again I felt flustered. "Thank you," I said. "I thought that it made me look sexy, so I went for it. I have been talking to Dr. Weller about it, and he, as well as you, have been nothing but supportive." "Well, you look great," he said as I let out a slight giggle. "I'm surprised that you are so comfortable wearing women's clothing." "Believe me," I started, "it took a bit of getting used to. However I don't like to hide who I am, or what I like." "It would seem so," Jack said giving me a smile. "Jack..." I started my sentence when it happened. My voice cracked like a boy going through puberty. I was so embarrassed that I ran off to the bathroom. I hid in there until I was certain that Jack was no longer in the kitchen. After a long time, I snuck out to do the dishes. After I was done, I ran down to my room and did not come out till morning. The next morning, my voice was in rough shape. Everything I said was out of key, and sometimes I sounded like a baritone, and sometimes I sounded like a female porn star. It was frustrating to say the least. I kept quiet around Jack, mostly just nodding when he spoke to me, and I went to bed early. The next day, my voice was better, but it was stuck in what I called pop diva mode. My voice was high, sexy, and breathy. I sounded like a female singer, or an actress. I did not know how I felt about it, but once again, decided that there was nothing I could do about it and continued with my life. That night, I planned to tell Jack how I felt about him again. So I made him another special meal, lobster this time, and made myself another salad. I put on my best pair of jeans, and my black v-neck with my heels. I made up my face with some blush, dark blue eye shadow, and some mascara. My lips were colored a bright pink again with a heavy gloss to them. I had to admit, I felt sexy. I was feeling great except for a slight tingling in my chest, but I decided that it was probably due to my excitement. This time, after Jack was done eating, I made sure I spoke first. "Jack," I started, "I have something I would like to talk to you about." He put his plate to the side and rested his chin in his hand. "Oh, and what would that be?" he asked in a playful tone. "Jack," I said nervously. "I don't know how to tell you this..." At this point I was interrupted. "You like me," he said bluntly. I looked at him in both surprise and confusion when he said this. "You mean... you know!" I said standing up. "Of course I know," he said with a deep chuckle. "You have been acting like a nervous schoolboy around me for the past few months now." At this point I could only think of one thing to ask. "So, what do you think about that?" "Well," he said making me a little nervous, "I have to admit you wear those heels like no one else I know. Not to mention that you always seem to do your makeup just right." He paused for a moment and looked me over. "I guess I kind of like you too," he said with a laugh. At that moment I nearly jumped for joy as I gave him a hug. "So does this mean that we can be together?" I asked. "I don't know," he said. "You're cute and all, but you are also my employee. It would be unprofessional." My heart sank when I heard this, and I could feel that I was on the verge of crying. I was certain that this was his way of letting me down easy, but then he continued. "But I guess that doesn't mean we can't be together." At this time I backed away from him. "You need to be straight with me now," I said. "You mean gay with you," he shot back. "I think you could manage being both my lover and my employee." He finished after some thought. "To be honest, I have been eyeing you up for the past few weeks now. I have never thought of myself as gay, but I have to admit that I am definitely attracted to you." At this moment he stood up and gave me a gentle kiss on my lips. I could feel my knees get weaker as he squeezed me against himself. "Is that a good enough answer?" He asked playfully as he broke the kiss. All I could do was nod and fall back in my chair. I felt light headed, and my stomach was full of butterflies. "I think I should get started on the dishes now," I said in a weak voice as I stood up. Then Jack grabbed me again. "Leave them for the morning," he said, "your services are required in the master bedroom right now." My heart jumped into my throat when he said this, but I did not hesitate. "Alright, just give me a moment then I'll be right with you." I ran to the bathroom in the basement adjacent to my bedroom and checked my makeup, and then I put on some perfume and checked my makeup once again for good measure. Then I exited the bathroom and practically ran down the hall and up the steps to the master bedroom. Inside, Jack was waiting for me. He was lying back on his bed, with his shirt off, and I could see his erection under his pants. He had devilish grin on his face, and I could tell that he wanted me as bad as wanted him. At that moment, I crawled on the bed with him and started to kiss him. I let his tongue slip inside my mouth as we rolled around on the bed. Then he pinned me down against the mattress and started to suck on my neck, I let out moan after moan as the moment I had dreamed about for so long was finally happening. Then he let me go, and I sat up. He was kneeling over me, like a Greek god waiting to be pleased. I started to kiss his stomach and chest and worked my way up to his neck, and then his mouth. I ran my long finger

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Strange meeting leads to sex torture terror for Savanna Steel

STRANGE MEETING LEADS TO SEX TORTURE TERROR FOR SAVANNA... Since loosing my job suddenly a few months ago and being down on my luck I decided it was about time I made some money out of my favourite hobby, being a sexy t-girl. Well where was the harm? I loved getting dolled up in my sexy outfits and showing off my feminised figure in tight rubber, leather or PVC outfits. I had been told I was quite convincing with my enhanced boobs, long shapely legs and tight ass and I thought, well...

3 years ago
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Lustful Thinga

‘Have you met with my new driver?’ Mia Jensen asked looking up her young assistants’ short skirt, thinking back to her glory days in Hollywood and being the most sought after actress, but now she was lucky to get a dog food commercial. Carly turned to reply and was shocked that Miss Jensen was looking up her skirt. ‘He should be here by now. I told him that his room would be ready today and that he was to report at eight this morning.’ Carly said standing up as fast as she could, wondering why...

2 years ago
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First Time For Everything

I have been crossdressing since my mid-teens, from sneaking a pair of my sister's knickers to sneaking into the gardens of my parents' neighbors and pinching underwear from washing lines. In my late teens, when I found girls and sex, I purged any clothing that I had and managed to put the ’urge’ behind me. I settled down and got married.Unfortunately for me (or not?), my wife liked to wear very sexy underwear, stockings, and very revealing outfits. This meant there were a lot of these ‘things’...

Crossdressing
1 year ago
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Sam Cat SomethingNew

Sam was out on a run for free cheeseburgers from Inside Out, and the k*ds they were going to babysit later on in the day hadn't arrived yet, so Cat was bouncing on her bed playing with one of her yoyos. She had a red lollipop, to match her hair, in one hand and the green yoyo, to not match the lollipop, in the other. With her hair tied up in two ponytails, one on either side of her head, she could have passed for a twelve year old if it wasn’t for the noticeable lumps on her chest. She swung...

4 years ago
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JUST A LIL SUMTHING

One evening as you were relaxing at home after work, you hear the doorbell.I am at the door. I tell you that I am there on business having to do with the house. (I have found out that the house that you rent is going to be sold). I tell you that I have to do a quick inspection and then I will be able to refund your housekeeping deposit.You ask for ID, which I supply and then ask me in. We sit down in the living room and I ask you about ten questions about the house.I ask you if you could take...

2 years ago
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Fortysomething

Fortysomething By Melissa Tawn It was Alice Carter's birthday: fortysomething. She sat in her favorite easy chair, a drink in hand, and thought back on her life. Birthdays are the time one takes stock. She had been born Alan, a boy, though inside she knew, that she was really a girl. At one point she tried to explain this to her parents, tried to get them to understand, but they were unable to do so. This was in the days before the internet and the local library was...

1 year ago
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attendant to my mamin evrything

I am shwetha, an undergraduate working in Bangalore. I was working in five star hotels as house keeper and getting 3000. Rs. Marketing manager mam sema was looking so gorgeous I never saw or imagined a lazy like herseema ready is young studied in US and very good in giving business to hotel. As she was good friend of housekeeping manager she often visiting our section and when we met once she asked me to come to working her homes her previous servant left. She promised me 8000. And she told I...

3 years ago
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Silent VigilChapter 5 Sleuthing

“Did you find what you were looking for in that locked room?” Spencer asked as Ethan handed the heavy key ring back to him. The old man doddered into the office behind the main desk, returning the keys to their place on the wooden board, Ethan following after him. “I satisfied my curiosity,” he replied, a lie of omission. He wasn’t sure if anyone would understand what he had been through in that suite, it was better to keep his mouth shut for the time being. It was quite a leap to go from...

3 years ago
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Eric Olafson Neo Viking Vol 1Chapter 31 Thingstead

I had one spear left. Two of the Rock sharks floated belly up to the surface, the Slayer harpoon meant for Tyrannos was good enough to kill these triangle snouts. Even now fighting for my life I wondered why I called them that way. My last spear missed! Not that it mattered much, four sharks were now busy with the carcass of the ones I killed, fighting each other for the meat, there were three more now aiming for me, also that immense presence beneath me came closer. This was the largest...

4 years ago
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Eric Olafson Neo Viking Vol 1Chapter 32 Thingstead

We arrived in Halstaad Fjord and were greeted by a group of elders accompanied by twenty beefy looking men, all were dressed in the traditional Neo Viking way with leather vests and trousers and shirts. They all wore identical helmets and swords and all were dressed in the same dark brown color. Egill was also with them. As we stepped ashore he said to me, I know what happened, Eric and I will take it from here. You may have noticed the men; these are the first members of the Nilfeheim...

1 year ago
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40SomethingMag

40 Something Mag! What makes a MILF? Beauty is obviously part of the equation. Everybody loves an older woman who’s taken care of herself, aging like a fine wine instead of getting all old and haggard. I think attitude is a major component of a truly fuckable MILF. The broads at 40SomethingMag, for example, all have this eager enthusiasm for dirty sex that gets my blood pumping as soon as I hit the landing page.40SomethingMag.com has been around for a good long time, pumping out cougar-fuck...

Premium Mature Porn Sites
1 year ago
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I offer tea and you want something

“Please,” I begged again, “make me yours.” We retraced our steps down the High Street, stopping to look in the shop windows and steal a kiss in the darker doorways. Despite taking over two hours to eat a bowl of delicious pasta, drink a bottle of wine and a cup of excellent coffee it was still only 9:30 when we returned to his flat. We agreed it was probably too early to go to bed so cuddled up on the sofa and he told me about Naples, the Venus with the Perfect Bum sculpture in the art gallery...

Mature
1 year ago
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Strange Therapy

Author's Note: I would like to thank Elrod for the use of his characters, and words of encouragement, as well as his time helping me dispose of the worst of my grammatical and spelling errors. I would also like to thank Ellen Heyes for helping me with my writing. She tirelessly hammered me until I corrected some of the more implausible passages in the story. I enjoyed her frank and pitiless critiques as well as her words of encouragement. Thanks to her as well for allowing...

3 years ago
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Strange Fantasies

STRANGE FANTASIES? by J R D IN THE SECOND DECADE OF THE 21ST CENTURY... Lee Adams was waiting in the receptionist's area of the personnel department of Drasberg's, a multi-national company that had recently opened up an office building in his city. Lee wasn't very hopeful. Over the last year, he had gone after many jobs, but he was turned down time after time. It was always the same reason, "No experience". At least that was the official reason. Whenever he talked to the...

3 years ago
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Strange Meeting

I posted this god knows how many years back on Literotica under an old nick. Thought I had lost this until I was going through some old disks and found it. Having just reread it, and given it a bit of an edit, I though I might as well as post it. A Strange Romance. Although I was over qualified for such job's after I graduated, I could not resist accepting a post as an Internet operations officer for one of the high street retailers. With my qualifications I was offered better...

3 years ago
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Strange World

STRANGE WORLD by Geneva A dissolute English nobleman incurs the anger of an Italian Contessa and is changed to a woman by her book of spells. Through suffering and war a new life is made and love is found. The secondary character of Anna in this story is the main character in my earlier story, "Nun so Lovely". At least the wine and the food had been good. Inwardly fretting at the boredom and Conte Roberto's dronings, I watched as my wife Catherine and my sister Ophelia talked...

2 years ago
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Strange Woman In My Shower

Strange Woman In My Shower I came home from a two-day hunting trip in the Montana Mountains. I had shot a good size elk, gutted it, and managed to drag it out of the forest on a plastic tarp. It was all I could do to drag it while taking several rest breaks. It would go a long way to filling my freezer for the winter. I was very tire, I was dirty as usual, and I smelled like a dead skunk. Sweat, campfires, and that damn awful smelling stuff that covers up my human scent does not do...

1 year ago
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Strange Temptations

Author’s note: This is a work of fiction. Any resemblance to anyone living or dead is purely coincidental. If you feel offended by the subject, please skip to another story. Karen McAllister was furious. She had just received a phone call from the detective agency that she hired to spy upon her husband. An agent from Paris just informed her that for the last two nights a girl had been visiting her husband in his hotel’s room. This night as well she was there…for more than two hours....

Incest
1 year ago
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Strangelings Artifacts The Ring

Also, I've got a plea for my female readers: Please, Please PLEASE, let me know if I overstepped or got it wrong. I'm a guy, through and through. I have no right to claim that any of the ideas or the sensations in this story are true or or even close to the mark. I'm just assuming, and everyone knows where that will get me. So do me a favor. If you're reading this and you have a problem, or maybe if you just want to help me out, then leave a message or PM me. I'd love to get your take on...

3 years ago
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Strangers2

She had recently been recruited by an adult magazine to write a story on certain types of clubs. She had thought she was open minded but she had her eyes well and truly opened by some activities she witnessed while researching her story. Many times she found herself turned on by what she saw and upon her return home she relieved herself of 'tension' . Toni had not had a boyfriend for some months and she was not really missing the sex for it left her feeling as if she was missing...

2 years ago
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Stranger0

I felt like a whore, a filthy one at that. I looked at him to see if I could remember his face, and I didn't. Great. I got fucked by a stranger. Diseases, here I come. I tapped his shoulder. "Do we know each other?" "Yes." he replied "Can you tell me who you are?" "We used to go to the same church as kids. But you moved. And then I found you. And we fucked." "Was it good?" "Want to relive it?" I nodded my head. As soon as I nodded my head, the dude started fingering...

3 years ago
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Strangers1

"God, you're such a freak. Why don't you just go talk to him and get it over with?" Missy says, obviously a little sick of my growing obsession with the mysterious stranger who lives above our apartment. I just can't help it though. He's so.... mysterious... and strange. I gaze eagerly through my peephole as he approaches. I have to strain to make out his dark profile through the gloomy dusk but his silhouette is distinct. He walks with an easy confidence and a purposeful stride, as...

1 year ago
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Strangers3

As she was making her way across a vast open patch of field the first cool drops of rain splashed down onto her shoulders and she breathed a sigh of relief. Still walking she took black elastic from her wrist and pulled her thick red hair back into a ponytail, feeling the light rain and cooling air on the back of her neck. A large drop fell onto her neck and trickled down the middle of her back causing her to shiver and bringing her out in goose bumps. A flash of blinding blue lightning...

1 year ago
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Strangers0

Never in her wildest dreams did she ever imagine sucking a total stranger off in an airport. From the moment she met Ted on the plane from Chicago, she ached for his touch and for his cock. Ted was really into her as well. He loved the way the fabric of her tight red business suit hugged the plump curves of her body. Now Kathy wasn’t fat but she defiantly had a few extra pounds. Ted liked big woman though. His wife was a BBW but there was something different about Kathy that made him...

1 year ago
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PerfectStranger

I met him in an online chat room and within twenty minutes we were telling each other our deepest secrets and which way we preferred to get or give sex. I think it was my suggestion to go over to his place, but he was not against the idea and before you knew it I was scribbling his address and door code on the pad next to the computer. It took me all of ten minutes to drive over and another three to get into the building and up to his condo. Within those short minutes in the elevator I had...

2 years ago
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PerfectStranger

I met him in an online chat room and within twenty minutes we were telling each other our deepest secrets and which way we preferred to get or give sex. I think it was my suggestion to go over to his place, but he was not against the idea and before you knew it I was scribbling his address and door code on the pad next to the computer. It took me all of ten minutes to drive over and another three to get into the building and up to his condo. Within those short minutes in the elevator I had...

Oral Sex
1 year ago
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ExposedToStrangers

Do you get off to the thought of exposing yourself to total strangers? Or maybe you cream your pants when you think about someone running up to you and exposing themselves to you. Whatever the case may be, know that you are not fucking alone. There seems to be plenty of people that are into your kind of kink.Many of them are over on Reddit.com/ExposedToStrangers. Here, you will find an abundance of users that want nothing more than to get off to content that will make you horny as fuck. If this...

Reddit NSFW List
1 year ago
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ExposedToStrangers

Exposed To Strangers! I’m often approached by fans on the street who ask, “Hello, Mr. PornDude. I’m a huge fan of yours. Would you be willing to sign my fleshlight? … Aww, thanks a lot. You’re the man. Hey, I have a question for you. You review so many porn websites, but what’s your favorite genre?” Well, that’s a tricky fucking question. One I can’t answer within the time restraints placed by a polite conversation on the street. So instead, I think it would be best to approach the question in...

Voyeur Porn Sites
4 years ago
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Sweet Nothings

Jack was bending over into an empty display case as he refilled it with his signature chocolate cupcakes. They were the very ones that put him on the map and made it possible to open up his dream shop. Sweet Nothings was his pride and joy. The French inspired Bakery and Bistro has thus far been his greatest achievement. He could hear the distant ching of the cash register as he placed the last of the cupcakes from his baking tray into the case. The sound of money always put a smile on his face....

3 years ago
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Strange in Lust

"Don't resist. Don't talk." I had just pounced on her, wrapping one arm and one leg over her, pressing my hard cock against her thigh, and gripping her against my chest as she tensed up at my words. I wait to see what she does. She says nothing and does not resist. I feel her relax. I am a predator and she is prey. On a scale of one to ten, my predatory urge is at level ten. If she resists, my conscious will would contest my urge, and it would win. I am not a monster, but she doesn't know me...

Straight Sex
4 years ago
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Strange PickUp

DISCLAIMER Originally written in February 1999, I rewrote this in April 2004. "Strange Pick-Up" contains graphic sexual scenes between consenting adults. It is not intended for readers under 18 or those who are easily offended by pornography. If you are under 18, or if you are offended by pornography, please do not continue to read this story. All rights reserved: Permission is hereby given to distribute this story via electronic means only, for non-profit use. This header and the...

3 years ago
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Strange Moments 8

Some might say that having bodyguards is a good thing. Of course they aren't there to protect me they are there to make certain I don't escape. My sense of time has been lost and either the last couple of days or even months I was forced through a bizarre experiment from a man into a woman. A rather beautiful woman for that matter. As for the guards well they seem to be the goon squad of a one Mr. Johnson or so I think. Johnson's been at best my contact to the outside world and as of...

2 years ago
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Strange Therapy

STRANGE THERAPY The prosecutor said, "Your Honor, the facts in this case are clear. The boy, Henry Lincoln, placed his hands on Carla Gianassi in a clearly aggressive and sexual manner. He stopped only because he was about to be discovered by others coming into the room. He is a clear danger to all the women he comes in contact with. "Don't let his young age fool you. No doubt the defense will argue that he's just young, and it's just his hormones raging out of control. Well,...

2 years ago
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Strange Happenings in Ragnarok County

Disclaimer: This is a fictional story and any resemblance between real people and places is unintended. It does deal with Transgender themes and the supernatural. If these are not for you than stop here please! I the author reserves the right to repost this work. Thanks again to Janet Nolan, Hope, Holly and Paula for their great work and patience in proofing and first reads. Any mistakes of course are mine. Strange Happenings in Ragnarok County ...

Humor
2 years ago
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Strange Thursday

Strange Thursday by Lindsey Scott D I S C L A I M E R"Strange Thursday" contains graphic sexual scenes between consenting adults. It is not intended for readers under 18 or those who are easily offended by pornography. If you are under 18, or if you are offended by pornography, please do not continue to read this story. All rights reserved: Permission is hereby given to distribute this story via electronic means only, for non-profit use. This header and the rest of the story must remain intact....

3 years ago
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Strange Thursday

DISCLAIMER Originally written in December 1997, I edited this in May 2004. "Strange Thursday" contains graphic sexual scenes between consenting adults. It is not intended for readers under 18 or those who are easily offended by pornography. If you are under 18, or if you are offended by pornography, please do not continue to read this story. All rights reserved: Permission is hereby given to distribute this story via electronic means only, for non-profit use. This header and the...

1 year ago
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Strange temptations 8211 3

All of them overslept following morning. Devyani couldn’t sleep properly after the incident. She slept much late. She woke up around ten in the morning. With heavy heart, she went downstairs… To the living room. Both the boys were sitting in the living room watching television. Ashim greeted her with a mischievous grin, but she didn’t answer. She looked at her son… He was looking at her curiously. Sameer was trying hard to keep his face straight. Mother and son looked into each other eyes…...

Incest
1 year ago
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Strange Friendship

Strange friendship By Jennifer Adams I had to finally sit down and write this out to get my life into prospective. It has been several weeks since I last saw Micheal, my now ex-boyfriend. He said he had to move on with his life and find a nice girl who could give him children. I told him I understood and that I supported his decision. I have been crying ever since and I think I have finally cried myself out of tears. As my tears began to fade, my mind began to clear. I slowly began to...

2 years ago
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Strangeness at Fellows Part 1

Part I Denis Denis Robson was the floor manager of Fellows department store and ever since his promotion eighteen months ago, had been wrestling with a problem. The problem was that his responsibility was for the mens and ladies wear floor and every day he went to work, he was forced to walk through the ladies section, past the dresses, skirts and blouses that sparkled and shimmered in the carefully placed lights. He'd walk on past the shoes in pretty, bright shades, past the...

3 years ago
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Strange Land

It was a vast, unfriendly, alien world, slowly dying. The landscape consisted of nothing but gigantic black pillars, so tall it was impossible to see above them with the naked eye. These vast, dark columns totally covered this weird worlds surface, jutting defiantly out of the white, sponge-like ground. Within this huge forest, two creatures, indigenous to these lands stumbled. Renak the male and his mate Seela, a female. Though of different sexes, initially there was no visible difference in...

3 years ago
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Strange happenings

Strange couplingI had been dating Ann for a year and a half. I was not a favorite of her mother. She was constantly on Ann to break up with me. She didn’t think I was worthy of her daughter and was constantly on Ann about it. Thankfully, Ann was not aligned with her mother on that.Mrs. M , Ann’s mother, was also the principle of the High School. I always treaded lightly around her mother. It was one thing for Mrs. M not wanting me to date her daughter and another to get in trouble at school. We...

3 years ago
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Strange temptations

Devyani Dutta was furious. She had just received a phone call from the detective agency that she had hired to spy upon her husband. An agent from Delhi just informed her that a girl had been visiting her husband in his hotel’s room for the last two nights. This night as well she was there… For more than two hours.“Sonofabitch… !” She fumed with anger as she cut the phone. “The bastard is busy screwing a bitch on his wedding anniversary.”She lay on her bed trying to control her rage. She looked...

3 years ago
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Strange Moments 4

As I was being divested of my clothing which by looks around wasn't much by the man I was currently kissing. I felt him unzip the dress from the side and he pulled if off of me with ease. He was still a little spent from the blowjob I gave him in the elevator earlier. I was surprised how quickly I was able to go down on him and bring him to climax. Of course at the same time my intelligence was increasing to the point I was able to begin my plan of escape and revenge all thanks to his...

1 year ago
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Strange Moments Five

There I was getting nipple cream applied to my nipples so the pasties will stay on me. Of course you're wondering why this sounds a bit weird. Well for starters I was a man several days or has it been weeks? Time around this strange place is starting to take its toll on me and since being changed into a woman it hasn't gotten any easier. I've been submitted to strange trials where I've been forced to dress in women's clothing and I even had sex with a man and while it was surreal for a...

3 years ago
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Strange RelationshipsChapter 25 Some Girls Set Up to go Dear Hunting

The Darla Jean Nevins that showed up at school on Monday was not the same one who had left the previous Friday, and a number of people noticed. Oh, the clothing was the same -- but the presentation was different. Her shirt was still shapeless, but it was open another button, for instance. Her slacks rode lower -- or did they? Maybe it was all attitude... Darla Jean's habitual impenetrable reserve wasn't there; her camouflage had apparently either been shut off or otherwise wasn't working....

4 years ago
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Strange TemptationsChapter 2

Jeff woke up suddenly with a big thirst. He remained in his bed for some time breathing heavily in the darkness. Then he got down from the bed and went out of his room. Everything in the lobby was covered in the darkness. He went to the kitchen, opened the refrigerator and fetched a water bottle. He drank thirstily. He closed the door back and came out of kitchen. He was returning to his room when he heard a faint giggle. At first, he didn't notice it and continued towards his room with...

1 year ago
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Strangeness at Fellows Part 5

Part V Oh I do like to be beside the seaside... It was about three in the afternoon by the time the two girls got off the number forty-nine bus at Churchill Square. It was packed with shoppers, all of whom had little or no interest in either of them. They headed for the phone boxes on the opposite side of the road and leafed through the directory to find somewhere for the night. They chose one, just off St. James' Street. The phone had been answered by someone who sounded...

1 year ago
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Strangeness At FellowsChapter 5

Oh I do like to be beside the seaside... It was about three in the afternoon by the time the two girls got off the number forty-nine bus at Churchill Square. It was packed with shoppers, all of whom had little or no interest in either of them. They headed for the phone boxes on the opposite side of the road and leafed through the directory to find somewhere for the night. They chose one, just off St. James' Street. The phone had been answered by someone who sounded extremely effeminate...

2 years ago
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Strange Dilemma

STRANGE DILEMMA By Geneva Silene, the young queen of Genoria, uses cunning, ruthlessness and her magic book to protect her small kingdom against the encroaching Roman Empire. In my story "Myrine", I set the locale in the small state of Genoria. This is another story of Genoria, as it prepares to resist the encroaching Roman Empire in the 1st. Century BC. START Queen Silene looked out of her palace window, biting her lip in thought. Her chancellor, Hermia, patiently watched the...

2 years ago
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Altered Fates The Birthing

Altered Fates: The Birthing By Ellie Dauber (c) 2007 Here's a very short gargoyle while I take a break from "Eerie Saloon." * * * * * "Tansie," Alyson Palmer yelled. "Get Her Majesty some more spiced wine." "Yes'm." Tansie Nutter ran over to pour the wine. She was outwardly obedient to the midwife, but her thoughts were far different. 'Her Majesty... the king's slut'd be more like it. It ain't fair that she's having such an easy time of it, when the queen wore herself out...

4 years ago
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Estranged Sister Eve

My life in Santa Barbara is over. I don’t know what lies ahead. All I know is that I have to go live with my estranged sister, Eve, in Michigan. My sister is much older than I am. We were never very close. She and our parents never got along, which is why she left a long time ago. I barely even know her. We’ve barely ever spoke. Our parents avoided all conversations about her and took all her photos down. I never understood why. What could she of possibly done to elicit such actions? I know...

4 years ago
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Strange Encounter

STRANGE ENCOUNTER STRANGE ENCOUNTER?  The apartment was beautiful.  Tastefully decorated, and lavishly furnished. A large screen tv almost filled one corner of the room, the bathroom boasted a sunken bath with Jacuzzi, and the bedroom!. Right in the centre of the huge room stood an old, but beautifully preserved, four poster bed, not only was it? beautiful to look at, the bed was the most comfortable Eve had ever slept on. The rent was very low, but after seeing the apartment, she...

4 years ago
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Strange PerversionChapter 6

The next few weeks were sheer heaven for Bette. Not only did she have Don's cock, his sexual drive having been restored but she also had Greg's fabulous cock, but above all she had Kaiser's incredible prick to ease her almost constant desire to be fucked by him or to have him eat her cunt as only the dog could. She found her hunger appeased, her strange compelling compulsive craving satisfied by that delightful tongue and wonderful prick that fucked her as only he could. Several times she...

3 years ago
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Mummys Little Plaything

Mummy's Little Plaything I'm Paul this is my story ; Like every little boy I loved my Mum, she was the centre of my world and given that I didn't have a Dad like most of the other kids at school she was even more important. I'm not sure when dad left us but I was very young and can just barely remember a father's presence in the house. Like all boy's I lived for pleasing Mummy, seeking out praise and love and attention at every opportunity. The trouble was I never seemed to...

2 years ago
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Strangeness at Fellows Part 2

Part II The intrusion The card reader was taking its time as he stood there waiting and just before the receipt was printed, he heard a noise. There was a strange feeling that accompanied it, but Denis was too absorbed in straining his ears to hear what was going on. He wasn't alone in the building, of that he was certain and he didn't know what to do for the best. Should he hide, or should he go and investigate? "Nice idea Den," he said wryly. "But not in this...

3 years ago
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Strangeness at Fellows Part 3

Part III Denise Denis walked Stephanie back to her place, which wasn't that far from the restaurant. He wasn't sure how much he should tell her about how this came to be, if anything. As a result, they drifted along in silence until Stephanie broke it. "You're very quiet." "Yeah, I'm sorry. Today's been a real eye-opener one way or another and being arrested wasn't really top of my list of things to do." "I can imagine." "I'm not sure you can. The arrest was by far the...

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