A Different High School Love Story free porn video

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This is a story of true love, of the purest kind. It's first and foremost a love story, but has a transgender backbone that runs the length of the story. It may get wordy at times, but I felt it necessary to flesh out the whole story. There is no violence, no rape, incest, or bondage, so if you are looking for that kind of thing, you might want to look elsewhere. But if you are looking for a story that makes you feel good about the human spirit, then you have come to the right place. I hope you enjoy reading it as much as I enjoyed writing it, and feedback is always welcome. ---------- My mother died in an accident. Yea, I know this isn't the best way to start a story, but thinking back, it is really what was the catalyst for THIS story. A driver ran a red light, and my mother was in the middle of the crosswalk. I would like to think she didn't see anything coming, and that is was relatively quick and painless. I was told she was killed instantly, and she didn't suffer. Probably never knew what hit her. At least it eases a bit of my pain to think that. My parents had been married for 15 years or so, and as far as I could tell, they were very happy together, and very much in love. My father took her death very hard. The two million plus we got in insurance and from prosecution of the driver did little to ease my dad's broken heart. What did help was my aunt, or more specifically my mother's sister. My mother and her sister were as close as two sisters could be, so my aunt took it very hard as well. So as it happened, two grieving people got together to comfort one another, and as it turned out, it became a relationship. Was I upset that my father found himself in a relationship so soon after my mother's death? Not in the least. I loved my father and wanted him happy. I loved my aunt, and soon to be step-mother. They are good people. I know they loved my mother, and more than anything would rather have her back. I was and still am very happy for them; so few people find happiness after such a tragic loss. We lived in a small town and everywhere we went my dad saw things that reminded him of my mother. There's the beauty salon where she got her hair done. There's the bank where she worked as a teller. There's a tree in the middle of town. My dad won't tell me the significance of the tree, only that it was significant. And of course, in the middle of town was a crosswalk... My dad said he had to get away, too many things that tugged at his heart. Happy memories yes, but painful reminders of what will never be again. He couldn't take it. We packed up and moved one state over where we would start all over: where I would begin High School. And this is where my story begins. Freshman Year Mom and dad settled in fairly quickly after the move and the wedding. I agreed to call her mom just because it is what worked best. I couldn't go around calling her Aunt Jackie, and going by first name basis was out of the question as well. "Hey, step-mom, what's for breakfast?" didn't cut it either. Nope, mom made it easier on both of us. We moved in during the summer months. I had a little time to make some friends before starting school, which made things easier on me as well. As it turns out, while we were unpacking, I met my very first friend. Her name was Anne, and she was/ is beautiful. Flowing flame- red hair, the cutest freckles, and the sweetest voice I have ever heard. I know it is a corny phrase to say the least, but she had me at hello. It turned out that she had just recently moved in to the house across the street as well, and didn't know too many people. We hit it off right out of the starting gates. It was as if we were the perfect match. She was into scrapbooking, so I was thrilled to show her some of the scrap books my mom and I had done together before... um.. yea. In many other ways, I dare say every other way we found we were interested in the same things. Music, food, movies, sports. Yes, even sports. We both loved football, and followed the same team. The only place we differed was that she hadn't lost a loved one. But she was very sympathetic and compassionate. I felt she could actually feel my pain. We became friends instantly. We were inseparable. I wanted to be with her, and she wanted to be with me. The week before school started she told me she loved me. We were both teenagers and had a lot to learn of life, but she said she was convinced she had found her soul mate. I agreed. We made love that week before we started school. I gave her my virginity, and she gave me hers. When school started, we both got the average freshman classes. Our parents pulled some strings, and we actually got two classes together. It was really fun doing homework together. We were both rather intellectual, so we really did do our homework, and helped each other out in their respective weak areas. I dare say we made a great team. Once the homework was done we went at it like the horny teenagers we were. Our parents usually worked late, so being alone together only made things easier. She was a lot of fun in bed too. She was on the pill, but I also used a condom as well, just in case. She loved to have sex in the craziest places and craziest ways. She wasn't an exhibitionist, but she definitely took risks. We actually made love in the middle of the yard once. But she made sure the lights were off and it was a new moon out. Nobody could see us. One night she told me if I shaved her pussy bare that I could eat it out if I wanted to. I didn't have to be told twice. I was rock hard while I was shaving her. As much as I wanted to eat pussy right there and then, my throbbing cock said it wanted a piece of it first. When I finished shaving her I fucked her pussy with the hardest cock I had ever had. Once it had gone flaccid, I went down on her and got a face full of pussy. She promised she would keep it trimmed and bare just for me, and I could have a piece of her pie any time I wanted. It became an inside joke for us. At lunch the next day she asked if she could have half my sandwich and offered a piece of pie in return. She got the whole sandwich, and after school, I got the piece of pie that was promised me. The only downside is she would not suck my dick. She said some day she would, but right now she just wasn't ready for it. Personally I didn't push it. Things were going good for both of us in so many ways, why mess with a good thing right now. She knew it was something I wanted, but I wouldn't ask her. She said she loved me oven more for that. The second week of school, she came to me and told me she was going to try out for cheerleading. Before I could respond she asked me if I would try out too. I said "What!, for cheerleading?" She giggled a bit and said yea. I told her I wasn't gay, and I didn't really care for the idea. She then told me there are plenty of guy cheerleaders. Actually, it is good to have a guy on the squad because they are more physically developed than the girls. They can throw the girls a bit higher, catch them a bit more safely, and can be a base for many stacking routings. Plus I would be able to spend even more time with her. I told her as usual she made a convincing argument, and I would try out. As it turned out, I was a shoo-in for the position. Only three guys even applied, and I was the most athletically built of them all. The competition for the freshman girls was very tight though. Seventeen girls applied, but there was only spots open for eight. I went and talked to the cheerleader coach when she was out of earshot of anyone else. I told her "I am not trying to influence your decision making process, but also want to let you know Anne is my girlfriend and is the only reason I am here. If she does not make it on to the squad, I would have to bow out as well". Whether I had any sway in the decision making process, I do not know. Anne made the squad, and therefore I remained as well. We both enjoyed being on the cheerleading squad. We had a lot of fun and made some good friends. Although we were primarily the cheer squad for the football team, we also did cheerleading for the other sports teams as availability and facilities permitted. For the football team, we were not always available to cheer for their away games. As most people know, sporting people are a superstitious bunch, so somebody eventually noticed that the football team won every away game that we attended as a cheer squad. At first, people took this as random chance, but it continued, and the superstition built. Late in the season, we had to miss an away game due to prior commitments. The team lost crushingly, and almost lost out on a state championship run. Policy was suddenly changed. We would cheer at EVERY football game. Even away games. We were on top of the world. The whole school loved us as a cheerleading squad, even if it was just for superstitious reasons. For the time being, we were celebrities. Life was good. It's times like this when things are too good that you can expect the hammer to fall, and part or all of your world crumbles. I will admit that at that point things did change in a way I could not have planned or foreseen, but whether or not it was good or bad is open for debate. That late-season loss did not take us out of the running for state championship, but did bump us down in the standings. Instead of having home field advantage, we now had to play our games as visitors in away games. Our first playoff game was against a team we hadn't played all season. And worse yet, word came down that not only did they not have male cheerleaders, but could not or would not provide facilities for male cheerleaders, only female cheerleaders. I could not go. Being so superstitious at this point, the football team wanted me on the field. They wanted the entire cheerleading squad on the field, including me! Finally the football and cheerleading coaches came up with a plan. A crazy plan: probably one that broke a few school if not state rules, but hey a state championship was on the line. The cheerleading coach brought Anne and me into her office to see if I would go along with it. I think Anne was in on the plan already, and was there to help convince me. They wanted me to dress up in drag. Not just drag, but full femme. I was told I could use the girl's locker room to get dressed, but had to be convincing as a girl so the other school didn't know what was going on. All the other girls on the squad were ok with sharing a locker room with me, so it was my decision. I had to think about it for just a few minutes, but with very little prodding from Anne, I agreed to it. The last thing I wanted to be was the fall-guy for losing the biggest game this school has seen in a long time. It was still almost a week before the game, so Anne and a couple other girls from the team got with me to help me be a convincing girl for a day and a half. Since the game was so far away, we had to get a hotel room in town, and if somebody in town saw a guy going in and out of the girls' hotel room, it might jeopardize our plan. No, I had to stay a girl the entire trip. I was told that I was lucky and had a frame that was easy to work with. I had a lean body build, not overly bulky. I was told a little makeup, wardrobe, and work on mannerisms, and I would be quite passable. I told my mom and dad what was going on, and they were supportive. They even took me out, to get some new clothes for the trip. Anne came along too because as a teenage girl, her opinion was invaluable. We got a few tops and sweaters, and decided to stick with skirts, no pants or shorts. We didn't want any unsightly 'bulges' giving us away. I also got a female cheerleader uniform. Since it wore differently than a guy's cheerleader uniform, we wanted to go through a practice or two before the trip to make sure I could still do the moves comfortably. All went well. During the practice I even put on a bit of makeup and tied my hair back in a girlish style just to work a bit on the convincing part. The plan turned out to be a success on several levels. I was able to play the part convincingly the entire weekend. If anyone saw through my disguise or was even curious, nothing was ever said. And the football team won. Heck, not only did they win, but it was a total blowout. We all returned heroes, ready for the next game. I was pleased when I heard they had male facilities at this next school. But it didn't last. When Anne came over to my house on Tuesday, she told me that they wanted me to do it again. I asked her who was 'they', specifically? She said pretty much the entire school. I asked her why I couldn't just be myself again? She said that the next team we were playing was really tough. When I went en-femme, we were even a better team, and needed that extra bit of luck if we were to beat this team. I told her no. I am not a girl, and last week was a special set of circumstances. Those same circumstances do not exist for this game so I do not want to do it. She asked if I would do it, if just for her. I told her I really think it is wrong. Then she played her trump card. She said if I did it, when we got back to the hotel room after the game, she would give me what I really wanted. That sealed the deal. The next morning, I went in and talked with the cheerleading coach. She did not know that Anne had already convinced me so she laid it on hard and thick to convince me. I played a little hard to get, but eventually gave in. I was going to be a girl for the second weekend in a row. We won. And again, it was a total blowout. Call it superstition, call it luck, but everyone believed it was a magic formula that worked. After the game, I got what was promised. Anne gave me the greatest blowjob of my life, ok, so it was the first. I don't know if she had studied or practiced, but damn she was good. Afterwards in bed she told me "of course, you know what this means". I told her I think I did. Everyone at school expected me to be a girl for next week's game: The state-championship game. I asked her if we would have the same extracurricular arrangements. For the briefest of moments, she had a look on her face that she might say no. That something was bothering her. But it was a very brief moment and quickly passed. She said, "Sure! Peach pie and sausage it is". But she followed it up by saying she was a vegetarian until then. We both laughed. We won state championship hands down and returned home heroes. Yes the football team got almost all the glory, and decidedly so. Superstition or not they had won when it counted. But a lot of people saw us cheerleaders as heroes as well. At the victory rally they even asked me to show up in my girl's uniform. I couldn't say no. This was the first time I ever wore a dress in my home school, but nobody seemed to mind. This was a victory celebration, and everyone was happy. When the school year ended, Anne and I were as happy and in love as when it had started: Maybe more so. Things changed during the year. But in the end, life was still good. Summer went kind of fast, as it usually does. Anne and I were joined at the hip (along with other places) the entire summer. I didn't get a blowjob from Anne the entire summer. I think Anne liked to hold that in reserve for only the most special occasion, and that was okay with me. We still had frequent sex, and I got to eat her pussy as often as I liked. I can't tell you how much I just loved being face deep in her crotch. The last week of summer she asked me if I would be interested in a threesome. She said she would understand if I said no, but she thought it would be fun, and maybe a bit educational. I was concerned. I was scared. I asked if our relationship was suddenly in jeopardy. Was there a third person I needed to be concerned about? She said no, absolutely not. She said she was 100% mine, and that would not change. Cautiously I agreed, as long as it was another girl we were talking about. She said "Fair enough" and we both laughed. Anne's parents would be gone for the weekend, so on Saturday when I went over Beth from the cheerleading squad was already there. I did a customary knock, and then let myself in as usual, which was expected. Both Anne and Beth were sitting in the living room watching TV stripped down to their bras and panties. Anne got up and came over to me and gave me a long and passionate kiss. All the while her hands were finding all the buttons on my clothes, and I was soon wearing only my boxers. The girls told me that there were simple rules. I was not allowed to actually fuck Beth. Anne said that was off limits. Anything else was fair game. I said I was cool with that. Actually I was quite pleased with that. It meant that Anne was true to her word, and was keeping herself for me only. Anne started off by telling me that as much as she loved me, she wanted to show me a few things. She then, using Beth, showed me the way to truly and passionately kiss a girl - With feeling. And she then gave Beth a long and passionate kiss that would be on the highlight reels of any movie. Next, unclasping Beth's bra, she worked down the body. She said that a woman's breasts, large or small were a very erogenous zone and not to be taken lightly. Again, using Beth, she showed me how to make love to a woman's breasts. Not too hard, not too active. Slow passionately love making, only with the breasts. I could see that what Anne was doing was working because Beth was getting very turned on. I was too for that matter. And lastly, there is the pussy. She said "Now, obviously I do not have the equipment to show you how to fuck a pussy, but then again, you do a pretty good job on your own. But I can give you a few pointers on how to eat a pussy." No sooner had she said that, than she had Beth on the ground with her panties off. Beth was also shaved bare which was really turning me on. Anne showed me that eating pussy was much like sucking a woman's breast. Know the erogenous zones, go slow and gentle, and don't push it. She was eating Beth's pussy in the most erotic way, and I could see Beth's eyes roll back in her head out of sheer ecstasy. She continued to eat Beth's pussy and even though I felt the lesson was over she continued. I began to feel Anne was really enjoying it. I was at a breaking point. While she was still enjoying herself with Beth, I dropped my shorts and entered Anne doggy-style. I didn't have a condom, and just hope she was on the pill. Anne did not protest the penetration, only let out a pleasant squeal. I was so turned on that it only took four strokes for me to pump my load into Anne's pussy. I pulled out; content to watch the girls go at it. But Beth then pulled away from Anne and came over to me. She said I was not done yet, and put me on my back. She then told me sucking cock is much like sucking pussy. Slow and gentle and knowing how to do it could make things extremely erotic. She started sucking my cock, even though it was still covered from cum. She seemed to enjoy it. I had always used a condom with Anne before so she never showed an interest in it. But Beth sucked it up like it was candy. She sucked me dry, and continued to suck my dick trying to get it hard again. It was trying, but just couldn't get a full erection. She said let's try this. She pulled a band from her hair, and put it around my ball sack. She said it restricts blood flow, and allows the penis to remain erect longer. She said to give it a minute to let it do its magic, and she would be back to give me the greatest blowjob of my life. She then went over to Anne and sucked her pussy dry. Every last drop of cum, and ensured Anne had one heck of an orgasm to boot. When she got back to me I was at full staff, and as promised she gave me one hell of a blowjob. We spent the entire evening learning and experimenting. I even sucked Anne's pussy and tasted a bit of my own cum. We collapsed in each other's arms about 1:30 in the morning. After breakfast, Beth left early, said she had plans. It was just Anne and me at that point, so after a little more screwing, and taking a long shower together, we went out and spent a very happy Sunday together. Sophomore Year The next day we started our sophomore year of high school. Anne and I only got one class together, but by this time I was so comfortable in our relationship that it didn't bother me at all. We also signed up for cheerleading again. For returning sophomores and above, priority was given to those who were on the team the prior year. So Anne and I got on the squad no problem. But, as usual, things once again took an unexpected turn. The Cheer coach asked me to dress as a girl again. I was hesitant. I thought last year was a fluke, a one-time deal as it were. She said be it as it may, something caused the team to run on all cylinders. Whether it was dumb luck, or seeing me on the sidelines gave the team a boost of confidence, who knew. But she said all the coaches along with the top school staff had gotten together and agreed that whatever it was, let it run until it didn't work anymore. I was still mulling it over when she dropped another bombshell. They wanted me to dress as a girl for all games, home and away. This was a bit more than I was ready to deal with at the moment. I told her I would need some time to think about it, and that I would get back with her. I left her office in the gym and walked out. My head was in a daze, and I just kept walking - Off campus, across town, and all the way home. I went upstairs to my room and closed the door. Sat down at the end of the bed and stared out the window. A lot of things were going through my mind and I really needed to put them all in order. My bedroom window looked out across the street, straight across the street in fact to Anne's house: And more specifically, her bedroom window. I knew she wasn't there, she was still in school, but as usual she was central to my thoughts. Seconds - minutes -hours. I didn't know. I just didn't know. And then I saw Anne walking up the street with her school books. She walked straight to my house and walked in the front door, without even the customary knock. Man, I hope she wasn't mad at me. I heard my door open ever so slowly. No words. Then I felt a soft hand on my shoulder, and a set of soft sweet lips on my neck. Then she sat next to me on my bed, looking out the window. Nothing was said for some time, and then very softly "I love you". "Whatever you decide, I will support you. I know what went down today, the entire cheerleading squad does. You have a big decision ahead of you, but know this. We are behind you. You have done it before, so it shouldn't be too much of a reach to do it again. But Beth and I had a talk with all the girls and in an almost unanimous decision, we decided if you do this for us, we will make it up to you after each winning game, not just me this time. I promise you we will make it worth your while." She nibbled my ear and whispered "I love you either way" and got up and walked out the door, out of the house and across the street to her house. My parents carpooled, so they always came home together. It wasn't long before they were knocking on my bedroom door. My mom (step-mom) came in and asked if they could help. I tried to play dumb and not know what they were talking about. But apparently Anne had left them a note that they needed to sit down with me and have a heart to heart to resolve some conflicting feelings. I told them almost everything. What the coach had said, dressing as a girl during each game. It bothered me. I'm not a girl, why should I dress as one. I know it's a superstition and all that, but what about MY life. And then there was Anne. I loved her. I wanted to make her happy. I didn't want to upset her. I enjoyed cheerleading, and all the girls on the squad were my friends. I didn't want to upset them either. But I am not a girl, why should I dress up as one. It just kept going in circles in my head. My mom spoke up. She said she knew what I was going through, and not to worry. Do what my heart tells me. The world would still be spinning tomorrow. But also, if everyone is okay with it, what does it hurt wearing a dress once a week. They left it there and walked out the door. The next morning I walked to school with Anne as usual. I started apologize, but she said to forget it. There was a lot on my mind, and it was smart that I took a step back and put the pieces together in such a way as to make the right decision. She then asked me if I had finally come to a decision. I said,"yea, I'm gonna do it". I told her it doesn't change who I am, it's only a costume in the long run. She smiled, gave me a peck on the cheek, and said "the girls will be happy". And so it was. I was dressed to the nines at our first game. Some people at school told me after the fact they could hardly recognize me, and that I was quite pretty. One guy called me a "sex bomb", and said I was the prettiest girl out there, so to speak. And we won. Being true to her word, we had an after game party at Anne's house. Snacks, drinks, and video games downstairs, and those who wanted to participate in the real festivities came upstairs to Anne's room. I told her she didn't have to do this, but she said a promise was a promise. Our threesome became a five some, and in following weeks became a six, seven, and eight some. The girls all wanted to thank me orally as-it-were for once again doing what was necessary to help the team win. And the girls got good at it. It got to the point that I couldn't get through one or two girls before I started to lose my erection. But as usual, Beth came to the rescue with her hair bands. When she would band my cock I would last much longer, and even get through all eight girls. And the team kept winning. And after every game we had our own party. Each time I would band myself a little tighter to last a little longer. Sure it burned a bit, but it was worth it to spend the night with eight girls. Whether or not Anne's parents knew what was going on, I honestly can't say. But they were always conveniently somewhere else for the evening after every game. Every now and then somebody was able to bring along a bottle of alcohol. It always made things much more fun. One night, right after Thanksgiving I had a bit too much and passed out - Maybe way too much because I did not wake up until a full twelve hours later. As I awoke from my alcohol induced haze, I became aware of an extreme discomfort. By ball sack was still tightly banded and was very sore. It wasn't burning as it usually did after a long period of banding, just very sore like my arm would feel after somebody punched me. I couldn't get the band off because it had dug way too deep into the skin. I woke Anne up and asked her to get a pair of scissors to cut it off. She came back with a pair of sewing scissors and had to dig into the flesh a bit to get under the band enough to cut it. It bled a bit, but didn't hurt much. She said my balls were a very dark blue, and had a bit of an awkward smell to them. She said I might need to see a doctor, but I said no. I wouldn't be able to begin how I would explain how and why my balls got the way they were in the first place. I said if we give it a day or two, they should probably heal up just fine. But they didn't. They continued to deteriorate, kind of like a helium balloon after a kid's party. They stayed the darkish color, and continued to whither. Within a week they were limp and lifeless. I had starved my testicles of blood for too long, and they did not recover. Two weeks before Christmas, and my testicles were officially dead. I was now between a rock and a hard place. I could no longer produce my own testosterone. I could get a prescription for it, but that would involve parents and a doctor and explaining what had gotten us to this point in the first place. But if I did not, I knew without testosterone, my male characteristics would give way to female ones. As always, Anne said she was willing to take the heat. If word got out about what was going on, she would take full responsibility. Have I mentioned how much I loved this girl? I told her we couldn't. If it was just her and I, then maybe, but her parents would have to deal with some extreme legal issues concerning unattended minors in the possession of alcohol. Her parents have always been too good to me, and I just could not do that to them. No, I would have to deal with the ramifications of my actions in another way. I was sixteen and a half. In another year and a half I could see a doctor and get the necessary drugs on my own without getting anyone else involved. I would just deal with the sexual side effects for the next year and a half until then. Hopefully, by then, things could be reversed to some extent, and I could get back to being a male. Anne and I discussed this in depth and went through all the what-if's. She didn't really like the plan, but agreed that it was the one plan that kept the most people out of trouble. Step one was to tell my parents. Not the truth, but that after dressing up as a girl for so long, that I enjoyed it and wanted to wear girl's clothing full time. I know my parents would be caring and understanding of this story and although concerned, would go along with it. And they did. We had a long talk in which I tried to convince them that this is what I truly wanted. They reminded me that only a couple months earlier I didn't want to wear dresses at all and steadfastly wanted to be a boy. I told them that I was lying earlier, and was denying my true feelings. This is what I truly wanted, and only now had I drummed up enough courage to express my true feelings. They bought my story hook, line, and sinker. We were now on Christmas break, and my parents took advantage of the opportunity to make any necessary changes. I was able to talk my way out of any physical examinations, but even still, my parents were able to get the medications necessary for a boy transitioning into a girl. They got me testosterone blockers (which I really didn't need) and estrogen pills. As much as I didn't want to grow breasts because I planned to change back later, I had to go with it to support my story. If I didn't start developing at least some girl features, they would know something is up. They also made arrangements with the school to allow me to attend full time as a girl. My name, Jamie, was fairly androgynous, so it didn't have to be changed. And everyone at school was used to seeing me in skirts at least half of the time, so full time wouldn't be much of a stretch. For Christmas, everything was girl oriented. They even redid my bedroom, all pink. I didn't have the heart to tell them pink was not my color, but I decided I was playing the part so I would go with it. At the start of January, school started again, and Anne and I walked through the front door as two girls arm in arm. If you didn't know the truth, you couldn't tell that one of us wasn't really a girl. My testicles healed up. No they were still dead, just all done dying off. There was no longer any pain or discomfort. I was able to go back to cheerleading, and our sports teams continued winning. Every Saturday we would have a party just like before, but left the alcohol off the list. We continued to have the greatest sex parties. I no longer had testicles, but everything else still worked. Of course when I went limp, Beth had no more tricks up her sleeve to get my cock hard again. Once that happened, it was straight oral sex, which was still great. Anne and I were still having sex on a regular basis too. She no longer needed to be on the pill since I was no longer producing anything that would get her pregnant. Of course it was getting harder and harder to get an erection, and it was staying up progressively shorter and shorter. Anne still refused to go down on me though. It was just one thing she couldn't get into. At our weekly 'parties' she was more than willing to allow the other girls that honor, but she always politely refused. On the other hand, she would never pass up the opportunity to eat pussy. As the year went on, I started developing primary female characteristics as expected. My skin was getting softer, my face was getting a more and more feminine look, and my breasts were already starting to bud. Much to my concern, I was developing into a girl just a bit faster than I had wanted or expected. It was finally the end of our sophomore year, and once again things were much different at the end of the year than anyone had expected or could have predicted. Our summer months were quiet. And by that, I mean uneventful, thank goodness. Anne and I spent every summer day together and had a blast. If she had a concern that I was beginning to look more like a girl than a boy, she never let it show. She remained my confidant, my best friend, and my lover. When I showed concern that the changes were coming on too fast, she reminded me that in a little over a year I would be eighteen, and starting to turn things around. She always knew the right things to say. One of the biggest downsides to develop was that we no longer looked like boyfriend and girlfriend. We looked like two girls out together. Boys who before would have just kept on walking or doing what they were doing were now hitting on us. Anne laughed at this and said we could at least let them buy us drinks or something, just for the fun of it. I told her I would rather not. I can afford the drinks, but confessed that even more than that, I was a bit jealous. I really didn't like the thought of another guy flirting with Anne. She said she understood. Like the rules at our sex parties, there were boundaries that shouldn't be crossed, even though they may just be harmless interactions. I loved her that much more for understanding. As summer drew to a close, Anne and I found ourselves on a hill, under a tree, overlooking a beautiful valley and landscape: A Norman Rockwell setting if you ever saw one. In the two years since we had met, things had changed so drastically. We were half way through our high school years with the other half coming up. The one constant in all of this, the one thing that held me together through good times and bad was Anne. And I let her know that. She told me that she had no plans to change the status quo if I got her drift. She then let me in on a little secret she had never shared before. She said she fantasized often of us graduating high school together, going to the same college, getting married, and having at least 2 children together. She said she was hoping it was more than a fantasy, and more a blueprint of her life to come. She said that as much as she was central to my past, I was central to her future. She wanted to be with me forever. In a wave of impulsiveness, I asked her to marry me. She said no. I was crushed. Then she said she only answered that way because we were only teenagers in high school. I then said, "Okay, will you marry me two weeks after we graduate high school?" She then giggled a bit, but said yes at the same time. I asked what was so funny. Still laughing, she said that is what she has been planning all along. We made love under that tree to seal the deal. Sex with Anne was still awesome. Last summer, her and Beth showed me the finer points of making love to a woman's breasts, and since, for the time being, I had a set of my own, she was more than willing to show me personally how it was done. I never knew a woman's breasts were so sensitive. Although it was getting harder and harder for me to get an erection, playing with my breasts did it almost every time. Anne was not the least bit surprised by this, and said she would have been surprised if I DIDN'T get a hard on because of it. She made love to me, I made love to her, in every way we could. The only exception was that she still wouldn't suck my dick. As badly as I wanted it, I never asked. I loved her and respected her. For Anne's sake, I would do without it. Junior Year And just like that summer was over, and Anne and I began our junior year of high school. Whereas our summer vacation was quiet and uneventful, my life was in for some unexpected changes as soon as school started. The first change actually had nothing to do with school. At dinner one night my parents told me that mom was pregnant, and I would become a big sister towards the end of the school year. I was speechless, and the wind went out of my lungs like somebody had punched me in the stomach. I was surprised and elated that I would have a little brother or sister, but what really knocked me for a loop was that they said I would be a big 'sister'. I couldn't help but think, "Man, this is getting way too real". I regained my composure as soon as I could and told them I was thrilled. Anne and I actually had four classes together this year. That was an unexpected change that I was more than willing to accept. Every second spent with Anne was a second spent in heaven. As usual, Anne and I signed up for cheerleading again. Unexpected change number three. I was to be just one of the girls this year. Not just a guy in a dress. Plus, with my transitioning, I no longer had the strength and muscle mass to fill the guy's role anyway. No they said they would try to find a 'real' guy this year to fill that spot. But my contribution to the team did not go unnoticed. I was unanimously voted as cheerleader captain. This was the first time in school history that a junior was voted captain instead of a senior. I was shocked, thrilled, and totally surprised. We had a pep rally at the start of the year, as we always did, to support the various sporting teams and root them on to a victorious year. This year was a little different. Not only did the crowd cheer on the sports teams, but also the cheer squad. Okay, my life got a bit confusing last year, so I guess I never took the time to mention that our baseball, basketball, and football teams all won state championships. First time in state history that one school swept all the sports like that. This year at the pep rally, the school stood up and gave their appreciation to the teams for a fantastic year, but in the same breath, took notice of the cheerleading squad. Yes, the superstition persisted, and many still believed we were at the least a good luck charm, and at best, the reason we won all those games. Regardless of what they believed, everyone wanted to show appreciation for us being a part of it, and hope that we could match that chemistry this year. School settled down to a dull routine, only made better because of the fact I got to spend so much time with Anne. I was just a girl around school, and nobody gave me a second glance. Heck, half the people that ever even knew me as a guy have since graduated, so half the school never knew I was anything but a girl. And I was still developing. I was already into an A cup bra, my hair was half way down my back, my hips were filling out a bit, my arms were getting leaner and more girly, and my face was getting very feminine even without makeup. We were making love one night during the third week of school when I expressed my concerns to Anne. We were laying there just talking about life when I brought up the subject. I asked her if she thought I was developing as a girl too fast. She just laid there silently for a few seconds staring at the roof as if she was trying to compose an answer. Then she said "You know, most girls would be happy to develop as nicely and quickly as you have". I said "yea, maybe so, but I really don't want to look like a girl. I don't want to be a girl, this is all for show". She responded to this with a true expression of sadness. "I know. And only you and I know that." This was the truth that cut like a knife. Because of the decisions I have made, wise or otherwise, everyone except Anne and I believed I was happy as a girl. Anne said that we had another year to play this out before we can find a way to turn it back around. I told her that I was concerned how much I would develop over the next year. I know I would have to have a breast reduction, I expected that, but other changes I'm not sure could be reversed so easily. Facial structure, widening hips, muscle mass. And then there was the AHA moment. I swear I could almost see a little light bulb pop above her head. "Hormones!". I looked at her somewhat confused. "Yea, I'm on hormones, I have to. Can't really get around that". She said "Yea, but how strong. You are on hormones designed to kick start a girly body. And without any testosterone, they are probably having an over aggressive effect on your system. What if we get you on some lighter hormones? Maybe that will slow down the rate of change." I actually thought that was a great idea, except I expressed my concern on how to get a lower dose of hormones. If I went to my parents about it, I would have a lot of explaining to do. No, can't take that route. She was grinning ear to ear. "What?" I asked. She said the answer was simple: Birth control. I told her I wasn't planning, much less expecting to get pregnant. She laughed and said guys could be so dumb at times. (I was glad at least she still thought of me as a guy) She told me that birth control pills are an extra dose of estrogen that affects their body in a way to lessen the chance of them getting pregnant. She said the estrogen pills were likely a much lower dosage than what I was taking now, and therefore would slow down the changes. I laughed, "Yea, my mom, or step-mom, was taking birth control, and she went and got pregnant, so yea, the stuff aint perfect." We just laid there in stunned silence for a second. We both knew what I had just said, and realized how to solve our problem. She spoke up first. "Does she still have any lying around? If so..." I said "yea, I think so." Anne mentioned that it would be the perfect solution to our problem. Normally, she would just let me have hers, but since I could not get her pregnant anymore, she cancelled her prescription without her parents knowing. We got dressed and went back over to my house. We went through my parents' medicine cabinet. We found a bottle of prescription pills, still filled almost to the top as if it had been refilled right before my mom got pregnant. It was the only prescription bottle in my mom's medicine cabinet. Anne showed some concern. Birth control pills normally came in a monthly bubble pack, not in a bottle. But these were the only pills in my mother's medicine cabinet, so we both determined this had to be the right ones. Anne showed a bit of concern though. What if this was the wrong stuff. I asked her what harm could it do. I'll take the prescribed dosage, and watch for side effects. If I start growing a third eye or something, I would stop, and go back to my previous prescription. By the looks of things, there was a year's supply. "Now how do I take them without anyone being the wiser?" I asked. Anne looked at the pills. They were little white pills. She said, "They look a bit like a sugar substitute pill I have seen at the store. I bet we can substitute them and she would never know. I mean she isn't using them anymore, so it's not like she's gonna be getting a good look at them, right?" I figured she wouldn't need them until at least after she had the baby in seven months or so, so we had time to make them accidentally disappear or something. "Ok, here's to us!" I said, and popped my first pill. The sugar substitute pills Anne had suggested turned out to be a pretty good knock off, so we went ahead with the substitution. Nobody, especially my mom, ever said anything, so we figured we were in the clear. The prescription called for a daily dosage, so that is what I took. Anne kept a close eye on me and gladly I didn't start to grow a third eye. More importantly, after a month, I was still in an A-cup bra, and didn't seem to be growing any more. I still had decidedly feminine features, but didn't seem to be changing much more. Another month later, Anne said that the pills appeared to be working. The changes were definitely coming much slower. Our school routine remained pretty much the same. And we still had our Saturday parties at Anne's house. The downstairs party was always rocking, but those who went upstairs were getting fewer and fewer. Although there were those who surmised what we were doing, and asked to join in, we politely declined. We wouldn't allow anyone upstairs who didn't already know I had once been a guy. I mean, that I was still a guy. We had a great cheerleading squad this year. Joshua was the guy who won out on my old spot. He had six-pack abs, ripped arms, and rugged good looks. All the girls on the squad were totally taken by him. As cheer captain, I was frequently the one on top of him, or being thrown or caught by him. Being held in his arms, if for even the shortest time was extremely comforting, and I loved it. I mean, any other girl would have loved it. I was really a guy after all. In November, the week before thanksgiving, I got sick - Very sick. And it came on way too suddenly. One moment we were at cheer practice, and I was just doing fine, and then, just as we were practicing our latest all girl pyramid routine it hit me. I was standing at the apex of the pyramid when a wave of nausea came over me. Anne said I crumpled to the ground like a sack of potatoes. Joshua tried to catch me, or at least lessen the fall. I ended up with only a bunch of bruised ribs, but Anne said to be thankful, and that if it wasn't for Joshua, I could have broken my neck. I was laying there in a crumpled heap on top of Joshua with my head still spinning and my shoulder screaming out in pain, and I just started to vomit, and vomit, and vomit. My body would just keep seizing up, and then expel whatever it could come up with. I couldn't control it as my body was forcing my innards to become my outtards. Somewhere after either the third or fourth time of spasms and vomiting, I mercifully passed out. I do not remember the ambulance ride, but was told Anne was by my side the entire way. She wouldn't take no for an answer, and gave the paramedic an earful when he said she couldn't come along. Everyone heard it except me. Apparently it ended with her saying quite forcefully, "If you think you are taking my fianc?e away in that ambulance without me, you got another thing coming". Then she climbed into the ambulance and sat down beside me. She gave a stern look at the paramedic and said, "You coming?" I woke up in the hospital with three people beside me: Mom, Dad, and of course, Anne. It was now eight at night, and I was told that to doctors had found nothing critically wrong with me. They were doing blood tests, but for the time being it looked like a sudden onset of the flu coupled with dehydration. I was told that they wanted me to stay overnight for observation, but I should be able to go home in the morning. My parents said all the usual stuff. We were so worried about you. You gave us a good scare. Thank God you are all right. I was glad my parents were there, and appreciated the love and comfort they were providing. They are wonderful, and I love them, and am glad I have them as parents. But I couldn't help but notice Anne. She was just sitting there. Since I woke up, she hadn't said a thing, just sat there. Her eyes were red and swollen as if she had been crying, a lot. My parents said they were going to leave Anne and me alone for a bit, and left the room. Anne started crying again. She tried to say something, but only an inaudible jumble of words left her lips. With my good hand (the other was in a restrictive sling), I reached over and handed her a cup of water that was beside my bed. She took only the smallest sip and set it back on the counter. She then whispered, barely audible. I felt it was all the strength she could muster to speak at all. "I thought I had lost you" she said. "Your parents didn't see what I saw. I honestly thought I was watching you die out there on that practice field, and I could do nothing." She just laid her head on my chest and cried. After a few minutes the doctor came in. He asked Anne if she could step out for a few minutes. She said she would rather not. He then looked at me and said he had to ask some personal questions. I told him I was ok if Anne stayed. There is nothing about me she doesn't know. He said ok. He started off easy, asked how I was feeling. I told him that I still felt really bad and if there was anything left in my stomach, I think I would be throwing that up right now. But I guess I left everything and then some out on that practice field. The doctor chuckled a bit at the attempted joke, but Anne started to laugh. It was one of those laughs when a joke hits you just right, and you can't help but laugh. The doc and I waited to be let in on the joke. Once she could catch her breath, she said, "You didn't quite leave ALL your guts out on that practice field. Oh you should have seen Joshua." We all laughed at that point, even me as bad as it hurt. The doc then said, "Yes, you should be feeling a bit rough for the next few days, but bed rest and liquids should pull you through. But..." He then pulled a stool up beside the bed and looked at me like a concerned parent. He said yes this had all the earmarks of the flu, but came on a lot more sudden than usual. He asked if there was anything that he as a doctor should know. He was only doing his job, and had to ask these questions. I told him I was a boy going through transition to be a girl, and am taking female hormones; nothing else. He said he hadn't done a full physical exam on me, so was unaware I was anything BUT a biological female. He commented that I was transitioning well. After a few other questions about my general health and lifestyle, he was satisfied with my responses, and left us. Anne told me she would have to leave. They just wouldn't let her stay past visiting hours. She kissed me and left. The next day the doctor gave me the green light to go home, and of course Anne was there. She refused to let the orderly wheel me out in a wheelchair, and insisted on doing it herself. Once I got home, she got me into bed, and for the next two weeks was my personal nurse. She still went to school each day. And because we shared four classes together, she was able to keep me up with class assignments and homework. She made arrangements with my other classes as well. I didn't realize until afterwards that she was skipping out on cheerleading practice to be with me as well. Outside of school hours she spent every waking moment with me, and quite a few non-waking moments as well. She took care of me in every way she could, and babied me back to health. At first I was throwing up anything solid and living on strictly Gatorade and water. If I drank in small enough quantities, I found I could keep it down. Slowly my body did in fact start to improve. By the time Thanksgiving came around I was actually able to eat some solid food, well, kind of. While nearly everyone else was downstairs eating turkey, ham, stuffing, and all the fixings, I was upstairs working on half a bowl of oatmeal. Anne was right there by my side too, also having a bowl of oatmeal. I told her to go downstairs and get a real meal, but she wouldn't have it. We laid there side by side in bed, eating oatmeal, and watching our favorite football team get the tar beat out of them for the Thanksgiving Day game. The doctor's initial assessment was that I should be up and around in about a week was a little off. In fact, it was closer to two and a half. I finally made my way back to school the first week of December. Because of Anne, I wasn't too far behind in my classes, and would have little problem catching back up. I attended cheerleading practice as well, but was still way too weak to participate. But I wanted to be there for moral support. I took the time to personally thank Joshua for saving my life, and apologize for what I did to him. He said he wasn't the slightest bit concerned about me vomiting all over him (over and over and over), but that he was just glad that I was all right. He then turned to walk away, and then stopped and came back. He said "Oh by the way, I have Anne's permission to do this". He then came up and gave me a kiss on the cheek and told me he really was glad I was doing better, and to get back on the field as soon as I can. He then headed back out to practice. Anne was out there practicing as well, which I was glad to see. Especially since I learned she had skipped so much practice on my part. In our absence, Beth had taken over as interim cheer captain, and was doing a wonderful job. Sadly though, since mid-November, we have lost every school sporting event. Some games were close, and two even went into overtime, but we lost none the less. Several classmates had asked me how I was doing, and when I would get back to cheerleading. I had a feeling the entire school wanted to know the same thing. When would I get back so we could start winning games again. I felt the weight of school pride on my shoulders. I had to get back out on that field. I told Anne about this but she said no. I told her I had to, and for the first time, forced the issue, and told Anne I was going to do it. She reluctantly agreed, but said she would be right there with me to make sure I didn't over exert myself and do something stupid. I looked at her and asked jokingly, "Oh when have I ever gone and done something really stupid?" She just rolled her eyes at me. We cleared things with the cheerleading coach who was less reluctant, but still concerned about my health. I found that I now needed a uniform two sizes smaller, and because of the weight loss, I was looking more girly than ever before. That Saturday when the football team ran onto the field, the stadium stood up and cheered is support as well. When they saw the entire cheerleading squad enter the field, with me leading the way, they erupted in a roar! I kept my promise to Anne, and stuck to the simpler routines, and let the other girls do the more physical and demanding stunts. I hoped my being there was enough, and it was. Not a blowout, but a convincing win. When I got home that evening, I collapsed from exhaustion. Even keeping my participation to a minimum was enough to drain me of everything I had. I just wanted to sleep, but it wasn't to be. Anne came over and told me I was expected at the after game party. I told her I didn't think I could do it. She told me I had no choice. She then brought Joshua into the room and he picked me up like I was a bag of feathers. Anne said, "You be gentle with her", as we walked out the door over to her house. That's the first time I ever heard Anne refer to me in the feminine, 'her'. They took me over to Anne's house, but there wasn't the usual party downstairs. They just kept walking through the house to the backyard. I found why the party wasn't in the house, the house couldn't hold this many people. Normally the party consisted of the cheerleading squad, but tonight, it was them plus the entire football team as well! When they brought me into the yard everyone broke out in cheer as if I was a quarterback that had just won the Superbowl. I spent the entire evening in a lounge chair watching the festivities. Anne barely left my side the entire evening, and we all had a great time until things wrapped up somewhere around midnight. Joshua carried me back home and put me back in bed, and with another kiss on the cheek wished me good night and left. It was just Anne and me. I was still in my cheerleading uniform, and she helped me out of it so I was just lying there in bed in my underwear. She said she understood if I lacked the strength to respond in kind, but she wanted to give me a personal, very personal thank you. Taking my bra off, she started to fondle my breast, and make love to them. She was doing her best to turn me on, and I was responding in every way, except one. My penis remained limp. She asked if something was wrong. I told her no. She is the only one who I wanted to have sex with, but for some reason just couldn't get an erection. Then she did the unthinkable. She pulled down my shorts and sunk her lips onto my cock. She did everything she could to get it to respond. If she meant nothing to me, and I had no interest in her, what she was doing to me would normally force any man's cock to respond instantly. But it just didn't happen. It just wouldn't go. We finally settled for falling asleep in each other's arms. Well that was a short week of school, and now we were into winter break. That would give me a few weeks to regain my strength properly before school started again in January. As always, Anne and I were side by side and went everywhere together. She took care of me. She and I enrolled in the local gym and started working out to develop my strength. She also ensured that as I was regaining my appetite that I was eating healthy. We tried to get back into our normal routine of having sex on a regular basis too, but sadly, that is something that refused to recover from my illness. I had sexual urges and desires, but could not get an erection. Two days before Christmas, Anne even invited Beth over for a threesome. As much as I, as well as most men, loved having two women at the same time, it wasn?t to be. We could satisfy our sexual urges in every way but. We did learn that it wasn?t totally hopeless though. I was still able to orgasm. Although I couldn?t get an erection, we found that by giving my cock a lot of attention that I was still able to come to an orgasm. A little bit of cum trickled out when I did, but very little. It was a lot of work to get to this point, but the girls said they were glad to do it. If they were able to cum, then I should to. Even though two days early, I thought that was the best Christmas present I could get. Two days later was Christmas, and thankfully my parents didn?t go girl crazy as they had the year earlier. They still got me things that were more feminine than masculine, but not quite so overboard this time. I got Anne a diamond necklace. No I didn?t clean out my parents bank account or anything. It was only a couple of small diamonds in a heart setting with a silver and gold rope necklace. There was also a matching silver and gold bracelet as well. She got me a jogging bra and a spandex workout suit. She cried because she felt I had given her more than she gave me. I told her she was wrong. In the last month or even last couple years she has given me far more than I could repay. She just cried and hugged me. When school started about a week later, I was fighting fit. I was back in shape and ready to get back into a normal routine. Although I found out, I was still a dress size down from where I was two months ago. Regardless, we got back into our old routine. I was able to fully participate in cheerleading, our sports program was back on track and winning again, and every Saturday we had a cheerleader?s only party at Anne?s house. Anne, Beth, and I were seeing a lot more of each other than before as well. Anne steadfastly swore that she was faithful to me, but Beth was a good friend to both of us and made things much more fun. What could I say; Anne had never done anything to cause me to doubt her, and time and again went way beyond what I could have expected of her. It was about the first weekend in February that Beth noticed something that had gone completely overlooked. My balls were gone. Since they had died just over a year ago, I paid little attention to them; they were just shriveled up lumps of flesh. But they weren?t even that now. The shaft of my penis went straight up to my body with nothing hanging underneath and looking as if nothing ever had. It was also somewhere around this time that my voice started to crack. Even when I was a fully functional, anatomically correct teenage boy, I never had a deep husky voice. When I started transitioning, I was able to soften my speaking so as to sound more feminine. But now it was starting to break. It was pitchy all over the place as if I was a thirteen year old boy going through puberty. Anne and I had a long talk about these sudden revelations. What should we do? Was it because of my mother?s medication I was still taking regularly? I was still in an A-cup bra, so we assumed things were going well. Maybe I was growing that third eye after all, metaphorically of course. She said that actually it wasn?t that bad. Ok, my testicles had shriveled up and disappeared. They were dead anyway, so is any harm done? As for your voice, it could simply be a reaction to the hormones. Maybe your voice should have broken several months ago, but the new hormones you are on slowed it down. Then she said. ?That being said, it has been my opinion since day one that you should talk to your parents and/or a doctor. So if you choose to do it now, I am still behind you one-hundred percent, and damned be the consequences. But I love you, and will stand by you whatever you decide to do.? Have I mentioned how much I love this girl? We talked it over a bit more, and decided to let it go a bit longer. As it turned out my voice found its new place in about a week and a half. I now had a quite feminine dare say sexy set of pipes. For the next three weeks everything was fine. Sex with Anne and Beth was becoming routine again and if anything was getting better. I found I was requiring less and less stimulation to orgasm now, but still couldn?t gain an erection. The girls made the best of the situation, and never let me feel inadequate. Then in March, I started to get sick again. Not so bad as to need a doctor this time, but I was getting severe cramps in my stomach and groin. As usual Anne did everything she could to help me through it. Finally, on a Wednesday afternoon in mid-March, we were at cheerleading practice when I doubled over in pain as if somebody had kicked me in the testicles (if I still had any). And then just as sudden, I felt a sudden relief of pressure from my lower abdomen, and I felt just fine. No pain, no nothing. I just sat there catching my breath, and thinking how good I suddenly felt. Then strangely, I saw Beth hurrying people off the field, and it was just Anne and me. I asked her what was wrong. She asked me if I was ok. I told her I felt better than I had in days, and asked why. She said she was concerned because it looked like I was bleeding. Beth returned bringing some hand towels and said she didn?t think anyone else had noticed the blood. I was sitting on the ground with my cheerleading skirt in a tent like position over my legs. But I noticed blood seeping out the sides of it. I lifted up the edge of my skirt and found I was in fact sitting in a pool of my own blood. But I felt fine. Heck, I felt great, like I said, better than I have in days. The three of us cleaned up the mess as best we could and made our way to the locker room. I took off all my clothes, and we tried to figure out where I was bleeding from. But I wasn?t bleeding, at least not anymore. My penis was soaked in blood so we assumed at first I had pissed out a quart of blood for some reason. But when the pressure was ?relieved? it didn?t feel that way. I found I had been cut, or at least what look liked I had been cut just below my penis. It was s

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This story is a two part. We did it my way, then her way. Enjoy The first part is about how a schoolgirl fantasy, that I wanted to do with my girlfriend. The second part is how my girlfriend did the same kind of fantasy, but she had a twist of her own to do it. It all started, when we looking up costume on what to be for her Halloween company party. She wanted to be something sexy because everyone in her office think it's kind of boring, and she wants to change that. We were looking online and...

Straight
4 years ago
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WTF Highs School Defense Force

Windroy Twelve Forrest Secondary School was just your average public high school.  Well... on the outside, anyway.  Although it was over a hundred years old, the school building looked very modern and was up-to-date in terms of school equipment and such.  At present, it had over 50 classrooms and around 900 students.  The computer-labs had the latest computer models and used the Linux OS.  The gymnasium had the latest in training equipment and the library took up two floors.In the year 2XXX, it...

2 years ago
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High School Kevins Story

High School: Kevin’s Story - Part One.On the first day of high school, Kevin did the rare thing and lost his virginity. Only if was Kevin who got fucked. Kevin was a little guy at 5’4?, and he weighted only 115 pounds. With his black hair and bright blue eyes, Kevin could be quite a looker, but he was so shy that he tried to go unnoticed. For the last decade and a half he had managed to do that. But underneath those clothes he had a body and an ass that would make people cream over.It started...

2 years ago
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Highlights of the Day A Jo Cross Story

A LITTLE PSA FROM JO: Kirsten has finished writing her update on the day for you all, but I've just taken the netbook from her to add a little something of my own. I want to thank you all for taking an active part in her adventures. The truth and the fantasy. If I sometimes seem a little pushy in the feedback comments about the targets I set....That is because I can only have Kirsten at certain times and days because of work, personal lives, etc. And as I read your amazing suggestions, I...

3 years ago
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A High School Story

It was the first day of high school, and you weren't excited. It wasn't the fact that you had just moved to this town, and now you were going to the local high school, and you didn't know anyone, though that was a part of it. It was the fact that there were so many fucking hot girls in this town. Jesus Christe, back in your old town, the girls were all fat, oily and pimply girls acting like little sluts. Here, there were young eighteen-year olds with ample tits, round, huge, round asses and...

3 years ago
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Romys Sexual Journey from Schoolgirl to Schoolgirl Part 2

The final day of term was mighty hectic. A lot of tears and taking of phone numbers, addresses, future education plans, ‘I’m sure going to miss you ladies. It’s been a real gas. We’ve had some fabulous times together and I just hope we’ll bump into each other sometime in the future,’ I said. And then it hit me! That’s what it was - Paul. I had really been missing him since our liaison and, stupidly I didn’t even know what his surname was! Later that day I would be even further away from him...

3 years ago
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A High School Story

Your name is James and you're a high school senior at a California high school. It's the day before you start your senior year. You've maintained a perfect 4.00 GPA for all your high school career and now that you've worked your ass off, you want to have some fun. You just picked up your schedule today and look at it. 0 period: Leadership- Mrs. Hernandez 1st period: AP Literature- Mrs. Moore 2nd period: Physiology- Mr. Wayne 3rd period: AP Government- Ms. Nguyen 4th period: Philosophy- Mr....

2 years ago
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The Bare Bottom Spanking and Wedging of a High School Senior

The Bare Bottom Spanking and Wedging of An 18-Year-Old High School Senior with a Hard-on For Bullying The Bare Bottom Spanking and Wedging of An 18-Year-Old High School Senior with a Hard-on For Bullying? 48385 Word Count ??????????? It's payback time for a sexually-harassed, high-school senior co-ed who partners with a male principal to discipline a male high school senior who is not only embarrassing her in public but also bullying kids on the bus with painful and demeaning wedgies.? Is...

3 years ago
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Yet another high school story

First off, let me say that this is my first ever story, so it will likely be a little bumpy at the get go, so I beg forgiveness. Stick with things and I assure you you'll be rewarded. I've labeled this story "Erotic Couplings" because that's the most general tag. The truth is that my tastes run all over the place; from fairly straight-forward erotica, to the lighter edges of pretty goddamn dark. That said, it'll usually be pretty clear from the decision questions where things are going. Don't...

4 years ago
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Steph n bigthighlover

THIS STORY BY bigthighlover:I had been talking with this very beautiful sexy tranny from the southern part of the state for weeks and she told me she was going to drive up to Morgantown and check out the gay lesbian club Vice Versa on Saturday night so I decided to surprise her and be there I got there around 8 pm and got a table next to back wall in front of stage I could see from there desk the hostess set out and I watched for Steph to come in it was all most 9 pm and there she was walking...

4 years ago
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The Orchid The Storyteller

This story is an allegory of a real life relationship that developed in my life. It helped me cope with disappointment, and to perhaps be better able to accept the reality that had crashed upon my infatuated fantasy. I cope with the friendship better now, having decided that staying a part of her life is better than nothing, yet there are times when the attraction is still magnetic. I’m sure there are many of you out there who have experienced such a thing and perhaps this will give you a...

2 years ago
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Afterschool Special True Story

Before I start this, I just want you people to know that I really hesitated about sharing this story. The reason being that this site has so many followers you never know who is on here and if they read your stories. The information in this story is true and it could cost me my job if anyone figured it out. That is when I decided to use fake names to protect my ass and the innocent. One day when I was laid up in the hotel with my man fucking his brains out, we decided to play a truth game. It...

2 years ago
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Robin reflects on high school

Robin reflects on High School Robin Jacobson and his cousin Beth were in the cafeteria of their Pennsylvania High School, both wearing the white robes and mortarboards of graduating senior girls. Underneath their robes they were both wearing pastel colored dresses, required by their high school dress code for graduation. Both girls were of course wearing heels, as they were both eighteen years old. Like every other girl in their graduating class, they had their purse makeup bags...

2 years ago
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HIGHGATE HIGHS

Back in the late 1970s the local council were in the process of building a Hoising Estate at Dartmouth Park Hill right next to the famous Highgate Cemetery in North London, But the building firm went bust and youths had been stealing building materials such as lead for roofing and valuable copper wire or breaking windows so two guards were employed 24/7 myself assigned nights 7pm to 7am with a second colleague. As it was such a large site we communicated by radio. We were also paid to do two...

3 years ago
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My First Day at Understanding High School

My First Day at Understanding High School By Jennifer Allison "I want to welcome all of you to Understanding High School." said Ms. Roth-Morton, my new school's principal. "This is a new school in an old school building, but a school set up for the needs of all its students." Let me explain how Understanding High School came about and the reason I am attending. First the school. The city I live in has a population of around a half million. This city is also one of the richest...

2 years ago
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Breeding an Old High School Friends Lactating Hotwife

Most of the cuckold stories I’ve read are from the perspective and in the first-person voice of either the husband being cuckolded or his hotwife. But I’m happy to provide my story about fucking and impregnating the wife of an old high school friend. This happened several years ago, when they moved back to our home town of Birmingham, Alabama.My name is Sam, and I’ll first explain the early years of my friendship with Jeff, before getting to the main events in the story. I was born and spent my...

Cuckold
2 years ago
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Best Friend From High School Breeds My Mouth And Wife

I have mostly good memories of my high school years. But there were some aspects, involving my best friend, Peter, that have bothered me right up until now, at the age of forty-five.My name is Evan, and I became best friends with Peter in the second grade. We came from very different backgrounds socially, with his father being a prominent attorney in the Atlanta area, and my father working a less gainful job as a warehouse manager. Peter made better grades than me, is more athletic, and he was...

Bisexual
2 years ago
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Sorry High School Sweet Heart I love BBC

I am finally 18! I acutally turned 18, over a week ago, but celebrated a few days after my bday. I went to a club to celebrate and party it up with my classmates and my boyfriend Nate. It was great as great as great can be! It was a Saturday and I was with all of my best friends & high school love. He had already turned 18 2 months before me. When the party was finished we all went back to my house and had a sleep over. My parents were out of the country so I planned to spend a whole night...

3 years ago
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High School Softmore II

High School Softmore II I'm not much for writing sequels to my stories but for some reason this story has been a favorite for many of you. Even months after writing this story I keep getting so many request for this story to continue. So I have decided to give you one more chapter. I hope you enjoy it as much as the first one. You can reach me at, [email protected] My head was spinning out of control with my nylon covered legs rubbing with my best friends silky legs. To...

3 years ago
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High School Lovers

High school Lover By Ben Miller Chapter one Jesse was laying in his bed wondering how he let it go so far. His ribs hurt really bad and he thought he had a black eye. Feeling disgusted within he was weeping when he hurt footsteps and his bedroom door opened. He saw the slim figure of his sister Karen walk in to comfort him. He let a soft groan for he knew she had a really strange sense of humor. Whatever she had to say, he doubted it would make him feel any better at all. School had...

2 years ago
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SWINGING IN HIGH SCHOOL 196568

SWINGING - THE EARLY YEARSTrue stories (as best I can remember) copyright 2015 (c) Fred Lake========= I'm in my early 60s, and these events were from my high school and college years, more than 40 years ago, before I married Tiffany and she (two years later) asked me if I'd want to try what was then called wife swapping. Technically, I became a swinger only then, when we entered the lifestyle as married couple 35 years ago. That doesn't mean I didn't have some proto-swinging experiences. As...

3 years ago
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Mr Hightower and his new friend Cydney

My name is Jason Hightower. I'm 47 years old, married to my high school sweetheart Dana, and to everyone else it seems like I live the perfect life. However there is one small problem. I'm unbelievably bored with my marriage. I'm not sure who's fault it is. My wife is beautiful and she is my best friend, but lately I've felt a disconnect between the two of us. We're still intimate, but it isn't the same. I think we've just grown apart. My wife is unable to have children and even though I told...

Mature
4 years ago
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Black High School Friends Convince Me to Suck Them

Parents always try to protect their children and keep them from making the same mistakes they did when they were growing up. That’s why I find myself in a quandary now, even as I'm looking forward to a major advancement in my career. My name is Justin, and my wife, Julie, and I are forty years old and living in California. I’m an aerospace engineering director and I was just offered a vice-president’s position with a competing company’s division in Mobile, Alabama.I am happy to have the...

First Time
2 years ago
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Black Bullies from High School Fuck My Wife

Most of us have probably had experiences in our younger years that we would just as soon forget. I had some experiences like that in my junior and senior years in high school, and they were all but forgotten until chance reared its ugly head. My name is Walter, and I’m a pretty average 62 year old married, white man at 6’ tall, 185 pounds, with grey hair and beard, and hazel eyes. But I started out as a skinny kid who had a hard time defending himself. My wife Sheila is a 60 year old white...

3 years ago
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Black Bullies from High School Fuck My Wife

Most of us have probably had experiences in our younger years that we would just as soon forget. I had some experiences like that in my junior and senior years in high school, and they were all but forgotten until chance reared its ugly head.My name is Walter, and I’m a pretty average sixty-two-year-old married, white man atsix feet’ tall, weighing one hundred and eighty-five pounds, with grey hair and beard, and hazel eyes. But I started out as a skinny kid who had a hard time defending...

Cuckold
3 years ago
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High School Sweetheart

High School Sweetheart Chapter 1 It was 1971 and Halloween had come around once again and I was dreading it. It fell on a Sunday this year so I knew some time during the day my mom was going to tell me I would need to escort my brothers and sisters on their rounds tonight since my dad was working. I was in my freshman year of high school and felt that I had become too old to dress up and beg candy. I sort of regretted the candy part but I would probably extort some candy from my...

3 years ago
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High School Again Ugh Ch 01

Author’s note: I started writing this a long time ago and enjoyed the way it was going (At least in my head). I’ve held off posting this first chapter because I wanted to get more done, but I’m curious to see if people are really interested in this story line before I go too much further. Please feel free to comment. I do read them. I also make an effort not to delete any comments that people make, as long as they’re not offensive. In other words, I’m old enough to take constructive criticism...

4 years ago
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A Highland Fling

Clouds scurried swiftly across the sky and the early morning air was crisp with the first hints of autumnal frost as I started my southerly drive over Rannoch Moor. I'd set off deliberately early, hoping to avoid the worst of the late summer holiday traffic on the A82. Behind me lay Fort William and a fabulous week's holiday in the Scottish Highlands, where I'd visited Kilchurn Castle, explored my paternal ancestry on the Isle of Skye and searched unsuccessfully for the Loch Ness Monster. Ahead...

Lesbian
3 years ago
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The Ghost of Dixie Highway A Halloween Story

All of my writing is intended for adults over the age of 18 ONLY. Stories may contain strong or even extreme sexual content. All people and events depicted are fictional and any resemblance to persons living or dead is purely coincidental. Actions, situations, and responses are fictional ONLY and should not be attempted in real life. If you are under the age or 18 or do not understand the difference between fantasy and reality or if you reside in any state, province, nation, or tribal...

2 years ago
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High School Nurses Exam

Chapter  1 –        High School Nurses Exam or Welcome to Hell, Boys        15 Year old Jordan Haystack shifted anxiously in his seat as he awaited the mandatory nurse’s exam for freshman year of high school.  The knot in his stomach grew tighter and tighter, and he felt sicker and sicker.  The line of boys in front of him looked just as terrified.  The boys filing out of the nurses office ahead of us kept their gaze fastened straight to the floor, their cheeks bright red.        It didn’t...

4 years ago
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True High School Love

I arrived at school that day, on time, ready to go. The faculty introduced us to themselves. We were also asked to introduce ourselves. At that moment, I saw her. Her wonderful black hair complimented the curves of her body. It was an almost black brown color, and wavy-straight. She was a rather pale girl, with a clean, smooth, and innocent looking face. Her lips were a medium red, but they looked very kissable. She had brilliantly white teeth, as I recall. She was about 5’5” in...

4 years ago
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Attacked by Silk GlovesChapter 2 The Glove Trick

Paul woke up, his heart racing. He checked his watch on the nightstand. 12 midnight, so he had only been asleep for a couple of hours. "Gonna be a long night," he sighed. Ancient but unmistakably feminine smells surrounded him. He looked around the room, scanning its contents. Apparently, nothing had been touched after Rosemary's daughter had died. "A car accident," Rosemary had said, clearly still angry. "Hit and run." Old clothing was left on chairs and dressers, make-up lids were...

3 years ago
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The Twin Cheerleaders High School Reunion

The twins had befriended a local housewife, named Claire Bontsman, who used to be a schoolteacher, but was laid off and decided to open up her own daycare. This woman was only four years older than us, at age 27, she had one kid, who was the same age as my two children. All in all, leaving my children with this woman, was a good opportunity. My children were able to interact with other kids, and I was able to get to know other parents.  My father had asked me two years ago if I was going...

1 year ago
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KU High School Stories

(for those from less advanced cultural meccas: that’s Klamath Union High School in Southern Oregon, USA) 1.) In freshman year, I went out for track and joined the long distance team. I did this because I wasn’t very fast and really just did it for fitness and to see pretty girls in their track outfits. One day, I just didn’t want to do the 5 mile run so I fell behind and then ran to a nearby minute market, had an iced coffee and a cigarette, then wrote a poem… and ran back toward K.U. (all in...

4 years ago
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High School Reunion Drinking Games 5th in the Golden Series

A few years ago I went to my twenty five year high school reunion. Coincidentally, I’d also begun a fitness regime about a year ahead of the reunion. I didn’t really do it for the reunion, but over that year the reunion date did provide some motivation. After all, the desire to impress a group of people that you shared five years of your life with in the distant past seems a common condition. Since I wasn’t famous or rich, the only avenue left to me to impress was through a regime of workouts....

Fetish
3 years ago
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Underwear High School

Underwear High School Son of a bitch. Fucking Underwear High School. Damn the luck. Brenda and I weren’t even doing anything wrong but somehow we got caught and tossed out of our regular school. Dad had threatened us before with Military School, Shock Camp, and even the Stockade. As you can imagine, he used to be in the military. Well that first Monday morning Mom and Dad delivered us to school at the designated time. They took us in to see the Principle. His secretary...

4 years ago
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High School Softmore

High School Softmore By Jeffanie As I peered into the window of Karen's bedroom my eyes were glued to her as she undressed in front of me. What an ass and tits she had, she was truely the prized senior in school. As her skirt dropped to the floor her sheer pantyhose covered legs and perfect ass came into view. God what a sight! When her blouse was off I got the whole picture and then I snapped a couple pictures with my camera high in the tree aside of her...

2 years ago
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SRU High School Reunion

This is written for the third anniversary of the SRU universe. It's a little late, but somethings can't be helped. The first story specifically designated as SRU (although I spelled it all out the first couple of posts) was posted to the TSA-TALK mailing list on October 8, 1996. At first, I wasn't sure if I would have the time to write an anniversary story. There was the crossover series with the Altered Fates universe to consider, although that project now looks dead. And I didn't...

2 years ago
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The Clover Coffee Club

This story is a little creepy. Fair warning. The Clover Coffee Club By Joe Six-Pack The desire to create is insatiable in some people. They want nothing more out of life than to dream, to design and to build. No force known to man can stop a man when his mind his focused on the goal of making something. The need to leave something behind that shows you were here, that shows that you meant something, that demonstrates an existence validated by the object one brings into...

4 years ago
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High School Reunion

All characters are over the age of eighteen.Finally walking off the plane from my first class seat on a Thursday evening, it feels good to be home. I’m back in town for my ten-year high school reunion. This time I’m going to be the one everyone’s jealous of. I’ve got the perfect job, making more money than I know what to do with. Well… being an accountant for a huge tech firm, I obviously invest my money to earn interest and make more money… but my point being, I’m far better off than all the...

Trans
2 years ago
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Dee Does High SchoolChapter 24

I followed Mrs. Devers out the main school doors and down the steps into the early afternoon sun, trailed by a line of Very Important People. We were lined up in the order we were going to speak, Mrs. Devers to welcome our guests and do introductions, then me, then the President of the Student Council (none other than Matt Mozilla), the high school Principal, the Superintendent of Schools, the President of the School Board and the Mayor. Bringing up the rear was our congressman, who was up...

3 years ago
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My Wife The High School Teacher

My beautiful wife Sandra was in her 5th year of teaching high school in our mid-sized town of about 60 thousand people. It is located in the southeastern part of one of the old traditionally southern states. The population mix is about 60 percent black and 40 percent black. Yet the school population was just the reverse. While having lived in the deep south both of our lives, we don?t consider ourselves as being bigots or prejudice. While we don?t associate with the black population in general...

3 years ago
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A New Lease on LifeChapter 12 High School

The first day of school has arrived, Jake is in the 8th grade now he’ll have to apply to the specialty schools this week. Myself, along with Cindy and Mindy, Beth, and Danny, who just got out of the hospital are in high school, the new Freshman class of 2025. First up was trying to find our respective homeroom assignments, this first week we will meet every day for 20-30 minutes to get papers sign, wavers filled out, and sign up for after school activities if one wanted to. Unfortunately, we...

1 year ago
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High School Sweetheart part 4 of 4

High School Sweetheart Chapter 4 By Lauren Bliss Sunday morning, I awoke to a breakfast of sugar smacks, and coffee. Mrs. Connolly seemed to always have her hands full, so it was no surprise that she fixed the family's morning meal by taking the path of least resistance. Still, I thought it nice that their whole clan, all eight of them, had breakfast together. Archie had stumbled in pretty late, well after we went to sleep, and it showed. He shoved his cereal into his mouth in...

4 years ago
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High School Pimp

I was only thirteen years old throughout most of my freshman year in high school. I was only four years old when I entered kindergarten and I had not failed any grades. I was a nerd and had no friends. I just didn’t fit in. High school was nothing like grade school I’ll tell you that. Then one day in March a senior boy talked to me. I thought that he was talking to someone else and turned around to look. He walked right up to me and then I figured that I was going to get beaten up. He...

3 years ago
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High School Fall Festival for Slut Wife Terry Webb

High School Fall Festival for Terry WebbHigh School Fall Festival for Terry WebbHigh School Fall Festival for Terry Webb 2High School Fall Festival for Terry Webb 3High School Fall Festival for Terry Webb 4High School Fall Festival for Terry Webb 5High School Fall Festival for Terry Webb 6High School Fall Festival for Terry Webb 7High School Fall Festival for Terry Webb 8High School Fall Festival for Terry Webb 9High School Fall Festival for Terry Webb 10High School Fall Festival for Terry Webb...

4 years ago
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httpsxhamstercomstorieshighschoolfallfest

High School Fall Festival for Terry WebbHigh School Fall Festival for Terry WebbHigh School Fall Festival for Terry Webb 2High School Fall Festival for Terry Webb 3High School Fall Festival for Terry Webb 4High School Fall Festival for Terry Webb 5High School Fall Festival for Terry Webb 6High School Fall Festival for Terry Webb 7High School Fall Festival for Terry Webb 8High School Fall Festival for Terry Webb 9High School Fall Festival for Terry Webb 10High School Fall Festival for Terry Webb...

1 year ago
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HIGH SCHOOL REUNION TAKE FOUR THE STUDENT HELPERS

It is the annual alumni reunion event at the Lauderton High School, which they hold in the large gymnasium in the main school building. The events in these stories take place at various times during the evening, and to different characters; they are not chapters of the same story, but a series of separate takes. We are the invisible camera, panning around the scene and then zooming in for a close-up ... TAKE FOUR Jenny Neustein, the teacher who had done most of the work of...

3 years ago
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My Story The High School Years Chapter 1

This is a story about me and my youth. The story is 100% true and I use as little artistic license as possible. Chapter 1 sets the stage and there is very little sex. I’m setting the stage, I am painting a picture, I am telling a story. I am doing my best Bruce Springsteen impersonation. I promise though the sex comes in the next few chapters. It’s fucking glorious, it happens often, and its fucking graphic as all hell. I welcome your constructive criticism. I was your ordinary high...

2 years ago
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Simones High School Adventure

Simone's high school adventure: by Simone Clark I was a high school student in the mid-80s on the East Coast of the United States. I love the fashions of the 80s, leather skirts, high heels, dresses for the ladies and big hair. When I was in high school, I was surrounded by teenage girls dressed in these clothes, and I desperately wanted to be one of them. I am a cross-dresser, and have been a cross-dresser since about age 12 when I first tried on my mother's pantyhose. Being a...

2 years ago
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Ten Years After High School

I was scrolling through social media looking for long lost friends I had known in high school. I wasn’t really looking for a hook-up, but I have to admit, my inattentive husband had driven to desperate measures.Then, there he was Dan. Dan Shackleford. Dan had been in my JROTC class in high school. I had always thought he was a cool guy, and I loved the way he looked in his uniform, but I was too shy at that time to say anything.I married Ray right after high school, and we very quickly got...

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