St Judes Shemale Academy free porn video

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My name is Amanda Johnson and I am a 38 year old post operative transsexual and owner and headmistress of a rather unique school, a school that turns troublesome and reluctant boys into shemales. This is the story of St Judes academy for shemales. My own transformation happened over 10 years ago when in my mid twenties I decided to transition from male to female. Being the son of a world famous actress, my gender change was largely kept secret and only a select few of my parents friends and my siblings knew of the situation. Being the son of a world famous actress, I had a very privileged upbringing and was spoilt rotten by my parents and to be honest I treated people like shit. This is a common thing amongst the children of the rich and famous, there offspring expect to be waited on hand and foot by servants and live the life of luxury. I started St Judes shemale acedemy 7 years ago and it's perpose is to teach the ungrateful boys and young men of the rich and famous that treating people like dogs, getting into a life of crime and having their famous parents continuisuly bail them out of trouble was unacceptable and as a last resort, these wayward boys and young men were sent to my acedemy to straighten them out and make them productive members of society. My fees for the St Judes academy don't come cheap, I charge ? 1,000,000 per annum and the contracts are either 3 or 5 year terms, but I guess that's small change to most of the clients parents, being global film stars or sports stars and even royalty. The St Judes Shemale Academy is based in a remote location in Switzerland and I gave this unique school its name as St Jude was supposed to be the patron Saint of hopeless cases and most of my students are enrolled here as hopeless cases. The acedemy is divided into two parts. The first part is for the junior kids, the ones whose parents have sent them here for a fixed term of 3 years and the second part, the senior school is for those boys who remain here for the full 5 years. The admissions process to St Judes is the same for every boy, the start of hormone therapy which will over two years give the boys stunning hourglass figures and the fitting of their chastity device. For this example, I would like to talk about Lucy Evans who has been a pupil of the school for the last three years and is just about to attend the senior school which is for year 4 and year 5 students. Lucy, formally Mark, was the son of a high ranking member of the British Royal family. The young man at aged just 17 had been in trouble with the police on numerous occasions whilst studying at a famous English public school. Several times his parents had to pay off people, including the police to avoid bad publicity and the obvious shame that would be brought on the British monarchy. As a last straw, I was contacted and after the fee of five million euros was paid, arrangements were made to kidnap the young royal and smuggle him to my unique school in Switzerland. In Mark's case the kidnapping was easy. Being a member of the Royal family, the 17 year old youth had bodyguards who had been instructed to sedate the boy and fly from London to Switzerland and then be driven to the academy. Like every new student at St Judes, Mark underwent the same admissions Process as every other Pupil. On arrival, Mark, still heavily sedated, was taken by the medical staff to the medical centre and fitted with his chastity device. I know from personal experience that most teenage boys think through their dicks. My motto is that if you control the penis, you control the boy. Once you have control of their dicks it's amazing how Obedient and compliant they become. The chastity devices that I use are very high tech and serve many uses alongside preventing the boys from getting erections. The locks on each device is a time lock and it is impossible to remove the device or reset the timer once set. I always set these devices for either the 3 year or 5 year period, depending on the length of the boys stay at the academy. The inside of these nasty devices are lined with 80 razor sharp pins inside the tube in which the penis is locked. The device also has an electric shock facility to inflict severe electric shocks on boys who decide not to cooperate with the academies teachings. Any initial rebellion is soon quashed and after one or two shots of 50,000 volts of electricity shooting through their young bodies, a form of punishment which has the poor victim rolling around the floor in agony for several minutes, I usually find my students become compliant. After the fitting of their chastity device, the boys are quickly given there first dosage of very powerful female hormones. These hormones are administered in a similar way as the female contraceptive implant which in addition to weekly hormone injections will feminize the boy's body Once mark had been fitted with his chastity device and the female hormone implant had been inserted into his left arm, in this case the implant would last for his entire stay, 5 years, the young man, still asleep was taken to his room, room 34 which was to be his home for the next 5 years. The Academy has a total of 40 bedrooms, 30 single and 10 double thus allowing me to have up to 50 clients. Because my unique service has proved so popular with the rich and famous, I actually have a waiting list of nearly 900 parents who wish to enrole their wayward sons to the academy, that I am in the process of opening acedemies in England, the USA, Canada, Australia and Thailand. When Mark awoke for the first day of his new life, which was two days after being brought to St judes, the youth was obviously confused as to his surroundings. I always like to welcome new clients to the acedemy personally and so I was stood by his bedside along with two of my staff, William and Brian who were probably best described as being my bodyguards, in case any problems arose as I would answer the many questions that the youth may have. Of course I also had the added security of the chastity device electric shock system which I hoped that I would not have to use. When a client first realises that they will be leaving after the contract has been fulfilled with large boobs and an hourglass figure, I fully understand that they are going to be very upset and angry about being forcibly feminized and so I usually ignore the threats and abuse I receive from the clients. Mark was no different and his abuse and profanities lasted a full half of an hour before he collapsed, exhausted back onto his bed. Explaining to the client as to the circumstances that brought them to St Judes and what was going to happen to them during their enforced stay at the academy, both to their bodies and their intense training that they would receive during their stay is most rewarding. The looks and expressions on their faces as I explain that when they leave, they will leave in designer skirts and dresses and the most expensive lingerie that money can buy to match their feminine bodies is priceless. In Marks case, his parents wanted an obedient skilled French maid to take care of the 48 bedroom mansion house in which his parents and siblings resided in. Like all new clients, Mark had his name legally changed, his younger sister had actually chosen the name Lucy Marie and so that was done by his parents. For the first 3 months, all clients whether they are signed up for the 3 year or 5 year contracts, start as 10 year old girls. They are treated and wear the attire of a pre- teenager which includes frilly petticoats, blouses, skirts and dresses and jeans and trousers are not permitted. When the hormones start to kick in and the first signs of breast development becomes evident, the clients are treated as a 13 year old starting female puberty and have more choice as of what girly clothing they would like to wear. Lucy was initially dressed in pretty dresses, always accompanied by petticoats for the first three months of her stay and when her breasts started to develop, she had a choice on which feminine clothing she would wear. Naturally at first, Lucy rebelled, most clients will try and fight their forced feminization, but it's amazing what a few 50,000 volt electric shocks or a few 100 strokes of the cane sessions on their naked buttocks can achieve and its very rare after this punishment that the clients rebellion continued. Lucy's training began after she had been a client for just over 4 months and her breasts had started to bud. Each client has a monthly check up with our doctors and it is they who decide when the client is ready to start their intensive training. The reasoning behind this is because all the clients will still have a fully functioning penis and be capable of fathering a child when they return to their families after 3 or 5 years. To ensure that they are fully functioning shemales, the doctors don't use anti-androgens, instead the female hormone implant and injections are of such a high potency that for the first three months the poor clients are all over the place mentally and emotionally until the body accepts the combination of both female and male hormones. This can usually be noticed by the development of the breast tissue. Only then is the client deemed ready to begin their training Lucy was only one of 14 boys whose parents had paid for there son to become a shemale maid. In Lucy's case as was the same for 3 of her fellow shemales, she was to become a French maid. This meant that she would have to learn to speak fluent French during her stay. When she personally begged me not to turn her into a French maid and repeatedly asked to speak with her parents, I refused. Looking back, it was quite an amusing sight seeing this former macho troublemaker of a son, resort to such humiliating behaviour. One rule I have at St Judes is that a client is never allowed to see or speak to any family or friends throughout their stay. The parents of the clients of St Judes always get to choose the future life that their former sons will have. Being a maid is the most popular followed by being a wet nurse for any children that their sisters may have and being a secretary for their parents or siblings business. Just simply living the life of a female is also popular and many clients return home after their stay and still live a life of luxury, although not in the gender that they were born. Throughout the next 3 years, Lucy and the other 13 shemales were taught daily every minute detail of being a perfect maid for her parents. The whole group were taught how to clean, cook, wash and iron clothing and each day the training would last for 8 hours, 7 day a week. Of course the 14 shemales were properly attired, 11wore a plain grey uniform while Lucy and the other 2 shemales who were being trained to become French maids wore a black short French maids dress, stockings and suspenders, the dress being low cut to allow a perfect view of the wearers ever increasing cleavage. In addition to there maid training, the 3 soon to be French maids had nightly French language lessons, between 7-30 pm and 9pm Monday to Friday. The first 3 years of Lucy's training is now completed and wow, what a transformation. Thanks to the female hormones and some minor facial surgery, no one would ever know that this stunning beautiful looking girl is actually a former boy and now a fully functioning shemale. Looking at her in her French maids uniform is enough to turn any gay man straight. Her stunning hourglass figure, enhanced by her natural DD-cup cup breasts and her incredible sexy French accent that she has been taught was to much temptation that I knew I had to get some of that 21 years old shemale cock. I've never had sex before with any of the shemales of the St Judes academy but in this one particular case I made an exception. Normally I don't live at the academy but I do have several rooms for overnight guests. On this particular occasion, I informed my staff that I would be staying the night in one of the master bedrooms with a guest and were not to be disturbed. At approximately 8pm, one of my staff members went to Lucy's room to inform the young shemale to come to my private room clad in her sexy French maids uniform. I did not have to wait long because around 8-10pm there was a knock on my door and I thanked my staff member for bringing Lucy to me and then ordered the shemale into the bedroom. Once inside, I undid the cord that held my robe together and let the robe fall to the floor, leaving me standing naked in front of this beautiful shemale. Lucy was obviously very turned on by my naked female body and she like most of the staff and clients were unaware that at one time I too used to be a male. I ordered Lucy to slowly remove her uniform and soon she stood in front of me dressed in her sexy lingerie. Slowly I ordered Lucy to first remove her bra, which once off revealed her beautiful DD-cup breasts. Next came her panties which once removed, the solid metal of her chastity device revealed that this beautiful girl was like me, once a boy. After her shoes were removed, all that was left was her black seemed stockings, held up by a matching suspender belt. The poor shemale had been locked up in her chastity device since the day she arrived, 3 years ago and was probably desperate for release. Luckily all the chastity devices that the clients were forced to wear had an escape code. I was the only one who knew this code, all the devices had the same 12 digit code and so I was able to free the young shemales cock which within seconds became fully erect. In the 10 or so years since my own sex change surgery, I must have had at least a dozen lovers. In all of this time I have never seen such a magnificent cock as the one that was standing inches from my face. My legs turned to jelly as I knew I had to have this weapon buried deep inside my man made vagina. I ordered Lucy onto the double bed and within seconds I almost orgasmed as this 10 inch monster entered my willing hole. I lost count of the number of times that I had an orgasm as I continued to ride her weapon for what seemed like forever. Finally I heard a loud moan from Lucy seconds before I felt her warm seed flood the inside of my vagina. Once finished, it took the both of us several minutes to recover from the best sex that I had ever had, I made the young shemale lick my saturated pussy clean and made sure that she swallowed most of the cum that minutes earlier she had deposited into my vagina. Exhausted from our love making, I allowed Lucy to share my bed that night before she was placed back into her chastity device, redressed into her french maids uniform and was then returned to her own room by another member of staff early the next day. Unlike the other clients, Lucy who was about to begin year 4 would be frequently released from chastity and share my bed. After a client has completed the first 3 years of the contract, those shemales who were sent to St Judes for 3 years are picked up by their parents or a brother or sister and taken to begin their new lives as a shemale. For those clients signed up for the 5 year term, they are transferred to the senior school to begin 2 years of advanced training. The advanced training consists of more personal training than the previous 3 years. Many parents want their children to be humiliated alongside being forced to become shemales and in Lucy's case it was no different. Her parents wanted a lactating shemale, they deemed that having breasts that had a continuous flow of milk would be punishment for the many years of trouble that she brought to her family. To enable this to happen, in addition to the hormone implant and the weekly hormone injections, a new implant was introduced, one under each armpit, which would allow milk production to begin after around 6 weeks. The flow of milk would be continuous and the breasts would always feel heavy and full and each breast would produce about a litre of milk a day. I longed for the day that when I had Lucy on my bed, her wonderful penis buried deep inside my willing vagina, I could suck on her beautiful boobs and drink her sweet milk. Most of the training for year 4 and year 5 clients revolved around how to pleasure a man. Although at the end of year 3 all clients now sported large DD-cup or even larger breasts and had a stunning hourglass figure, the whole purpose of being unwillingly transformed into shemales was done as punishment. Several of the shemales had long ago accepted their new status and some even enjoyed the wearing of designer clothing. Years 4 and 5 clients were here simply to be humiliated. As part of their training, several men, some in their 60s and 70s paid tens of thousands of euros per week to stay in one of the guest rooms. The intention was to have sex with the reluctant shemales as part of learning how to be a slut in the bedroom. All year 4 and 5 clients, including Lucy were forced to have sex every single night of their stay at St Judes and as an added humiliation the shemales remained permanently locked away inside their chastity devices, although I'm sure many would have ejaculated whilst having anal sex. This must have been extremely painful for the shemales as the razor sharp pins of the chastity tube dug deep into the poor shemales penis. On the very rare occasion where a new client continues to rebel, so far I've only had 11 in 7 years, further punishments are warrented. Stephen, now Melissa is a prime example and she was the hardest client to control. Despite the dozens of times we used the electric shock treatment on her and on ten separate occasions we gave her at least 100 strokes of the cane and on the last two occasions 300 lashes of the riding crop, she still rebelled. Her parents had sent her to the acedemy to be trained as her youngest sisters personal maid but after several weeks she still refused to wear the lingerie or the maids dresses provided. Melissa was quite happy to spend the 3 years at the academy, naked. As a last resort and with the full permission from her parents, we were left with only one alternative. One morning after coming down to the dining room for her breakfast, dressed in only her bathrobe and her permanent chastity, Melissa helped herself to some cornflakes and milk from the jug situated at the table where she usually sat. Unknown to Melissa, her milk had been laced with a strong quick acting seditive that would knock her out within a few minutes. After 10 minutes, 2 of my nurses placed the young shemale into a wheelchair and took her to the operating room where she was placed on a bed completely naked and her Legs were placed in gynecological styrupps to allow the doctors easy access to the boys genitals. For this punishment, the whole acedemy was present as Dr Samantha Robinson began the procedure. First she asked the nurse to pass her the bottle of iodine solution with which the doctor covered the boys testicles, which were hanging either side of his chastity device. Next she requested the scapal which once in possession of, the doctor began to cut into the boys scrotum, exposing his right testicle. Dr Robinson explained to her audience what she was doing as she picked up the scissors and cut the small tube connecting the testicle to the boys body and with one snip the testicle was free. The process was repeated on the left testicle and within minutes the poor boy had been castrated and his testicles were placed in a silver tray. If anyone in the room was shocked as to what they had just witnessed, then they certainly were not prepared as to what was to happen next. Because Melissa now didn't have her testicles, her chastity device was easily removed exposing her penis. Dr Robinson carefully took hold of the organ and with her scapal in her left hand, she made a deep incision into the boys penis. Following this, she had one of her nurses take hold of the boys urethral tube whilst she carefully removed the remaining tissue of the boys penis. Once complete, the urethral tube was then shortened and the hole that was once where the boys penis was located was stitched up, leaving the boy with just a tiny hole which once healed, would be used for urinating. Melissa was now sexless, without a penis or a vagina and would never be able to orgasm. Any further sex would either be by oral or anal sex and Melissa wouldn't receive any sexual satisfaction from any future sexual encounters. After Melissa's surgery, the whole room was silent but one Thing I knew for sure is that this group of clients would be the best behaved yet.

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How I became a Slave to a Shemale

Hey readers, This is Karan, back with another . I am sure that you guys will love it. I lost my asshole virginity to a shemale I met at a massage parlour. She took me to her place and fucked the wits out of me. So let me give you my brief intro again. I am 5 foot 10 inches tall, have a fluffy personality, and have a dark complexion, but attractive. I have a tool of 6 inches, and I am a pansexual from Hyderabad. I am shemale lover and would have sex with shemales only. I am flexible with both...

2 years ago
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The Diary of a Shemale Whore on Tour

This one comes by popular request and is dedicated to all you naughty people who fe-mailed me and complained that whilst you enjoyed my stories you felt that I could perhaps be a little more filthy instead of being suggestive! Well, I've always said that I'll give you what you want, well, you got it and I hope you like it! Disclaimer; (seriously!) The following story does not reflect the writers personal tastes and depicts entirely fictitious characters and fantasy scenes of an...

3 years ago
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A Shemale Fantasy and my Wife Part 1

Our relationship has always been good. We love each other, and the life we have built. But lately our sex life and our life in general has become some what stagnant. We get up go to work, come home have dinner, then go to bed. It's the same thing you've heard from couples who have been married for ten years. The excitement level no longer exceeds sexual intercourse more then once a week. It becomes frustrating at times because I've always been the type who wants to try new...

2 years ago
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A Shemale Fantasy and my Wife Part 1

Introduction: I didnt know what I was in for. But what a ride. I was always a sexually open individual. But in my world sexual expression wasnt really part of my routine. Im a 35 year old married man. My wife and I met back in high school and have been together ever since. Our relationship has always been good. We love each other, and the life we have built. But lately our sex life and our life in general has become some what stagnant. We get up go to work, come home have dinner, then go to...

2 years ago
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MY FIRST SEX WITH SHEMALE

This is some of True incidents happen in my life when i take an office trip at last 2 years. After a long flight, I departed, and made arrangements for my luggage to be sent to the hotel, and then went to a restaurant / bar to get a meal and a drink. I am not a good flyer, and get real nervous during a flight, so I needed a drink to calm my nerves. I sat at the bar and ordered my meal and drink. After a few drinks were gone, I noticed this stunningly beautiful lady enter the bar. She sat a few...

4 years ago
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Mile high shemale

“Curious? Bi?” Well, yes, but only with a shemale. Beyond that I’m a firmly planted heterosexual.For many years I longed to have sex with a shemale but never did anything about it. (I’m not much of an initiator).The community I live in has lots of shemale beauts; maybe that started my interest. One such ravishing creature has a gallery close to my office, and I fantasize every time I see her in the coffee shop. She also has an eye popping diamond on her ring finger.Once in a while I’d visit...

2 years ago
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MY FIRST SEX WITH SHEMALE

This is some of True incidents happen in my life when i take an office trip at last 2 years. After a long flight, I departed, and made arrangements for my luggage to be sent to the hotel, and then went to a restaurant / bar to get a meal and a drink. I am not a good flyer, and get real nervous during a flight, so I needed a drink to calm my nerves. I sat at the bar and ordered my meal and drink. After a few drinks were gone, I noticed this stunningly beautiful lady enter the bar. She sat a few...

4 years ago
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Young shemale with mature woman

High speed internet has arrived at our cottage, fibre-optics! We own almost 500 acres with a very large pond, nice home with a pool in its backyard. Pond has a lovely beach but is a serious walk from our house/cottage, roughly 20 minutes via a trail through the woods. Seclusion is paramount, peace and quiet, love it!! We've decided to try living at our cottage and have a grown daughter with her husband and k**s live at our house. I went on an extended trip to Europe for business. Wife loved...

4 years ago
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Shemale Ne Mummy Ko Choda

Hi friends yeh story meri, meri mummy aur shemale ke beech hai. Is story mein btaunga kaise shemale ko maine choda aur phir kaise shemale ne meri mummy ki chudai ki. Meri mummy jinka figure 34-30-36, bank mein job karti hai. Unka divorce hue 6 saal ho gaye hai. Mummy job ke karan kafi fit hai. Yeh incident 3 mahine pahle ka hai. Main aise hi net surffing kar raha tha.Tabhi ek din maine shemale wali video dekhi.Woh mujhe kafi achi lagi. Us mein shemale gand marwata hai aur marta bhi hai. Mujhe...

4 years ago
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The Academy

The Academy I always felt like I had something within me, something strong and powerful that yearned to escape its confinement. I'd been intrigued by it and frightened by it at the same time. At times I wondered if everyone felt the same thing, but no one ever hinted that they had something lurking inside them. I would have liked to talk to my mom about it, but she was a thousand miles away and never spent any time with me. My father was long gone, supposedly leaving my mom before I...

3 years ago
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Mommys Christmas Shemale for David

She had to make it good. It couldn't be just another gift wrapped cologne set, or a gift card to Ulta. She wanted this Christmas to celebrate her newfound lust with her k**s. She wanted David and Dana's presents to be fun, kinky and perverted. That's why, after a few weeks of thinking about it and a little searching, she had finally found David's gift.David had very open tastes. He was very in touch with his sexuality; he knew what he liked, and he was willing to explore new things to keep...

1 year ago
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The Academy

The Academy By Morpheus When I woke up in the morning I climbed out of bed, feeling nervous and excited at the same time. I immediately looked at the calendar which hung beside my bed, even though there was no reason to do so. There was no doubt that today was the day. After all I'd been looking forward to it for weeks. "I can't believe I'm so excited about going to school," I muttered to myself with a faint shake of my head. "Of course this isn't any normal school..." My...

2 years ago
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A tale of male seduced by shemalefrom rohitraj

Hi I am Rohit,I am young,very fair and handsome,well educated decent person age 26 years almost 6 feet tall living in Hyderabad,India.I am a great fan of Indiansexstories.net site and always read the sexual stories.....and compliment the people who write so long stories......i always wanted to share my encounters......but alas i dint met a single encounter.....but recently.....met an exciting one....which i am going to reveal to you people......This is my first story and i request you people...

2 years ago
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London Mein Indian Shemale Se Fuck Hua

Hi dosto, mera naam Azim hai. Meri age 23 hai aur main ek bisexual mard hun. Mujhe sex ka bohut craze hai chahe aurat ke sath ya aadmi ke sath. . Aur yeh meri pehli story ek shemale ke sath hai jo kuch saalon pehle ki hai. Agar aap logon ko meri gay stories aur maid ke sath stories pasand hai toh zaroor yeh story bhi aap logon ko bohut pasand aaye gi. Yeh kahani 2 saal pehle ki hai jab main London mein padhai kar raha tha. Meri age uss waqt 21 thi aur yeh meri birthday ke kuch dinon baad ki...

3 years ago
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Would love a shemale like this

****d (sort of) by a Shemale!I repair computers, often "on site"--in people's homes. I got a call from a woman asking me to come to her house to fix her PC. She told me her name was Shandra. We made arrangements for me to show up there Saturday afternoon. I showed up at the appointed time and was surprised when I saw her--she was taller than I am (I'm 5'11", she had to be at least 6'2") and fairly stocky. She looked like she could kick my ass in a wrestling match, but had an unmistakable...

3 years ago
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My Sister8217s A Shemale

We are a family of four. Me, my parents and my sister. I am 23 years and my sister is 18 years old. She is very beautiful, fair and very sweet looking with small perky boobs and a very petite slender body. I, on the other, am a regular gym goer and have a very good physique, but the thing with me was that I was gay and loved gay and shemale sex. I have done gay sex a couple of times but have never been with a shemale. I always knew there was something different about my sister as I often...

Gay Male
1 year ago
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Sherry got fucked by the Shemale hairdresser Shemale Sex Stories

Living in the poshest parts of New York, Sherry was perfectly happy with every aspect of her life. She was ambitious and had a great job. She earned enough to lead a luxurious life in this part of the city. The only trouble was her hectic lifestyle and how it left her with no time to date. Her last breakup was rather messy. It has been three months since she broke up with her boyfriend. The only thing she misses now is the sex. She was not much into flings and one-night-stands so finding a...

Shemale
4 years ago
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Shemale academy

I shake my self awake, while the alarm blares on the side of the bed. A quick slap ends the loud noise, which leaves me to think. I will be starting college today, if you could even call it that. It seems more of a high school style of classes. Really the whole idea of it is more of an extended high school. The idea of this type of college would be weird to me if I hadn't grown up in THIS town. It's a small town that kept it's own morals. Which includes ideas like "more exercise!", "more sex!"...

Fetish
3 years ago
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A Shemale Fantasy and my Wife Part 2

About an hour later my phone vibrated once again. It was from Carol. This time she had send me a picture of a shemale. The text read "do you think she's hot?" I responded with a YES! And I meant it. This shemale had beautiful big tits and a pretty big dick. In fact it may have been a bit bigger then mine. This was really starting to get interesting, just like Carol had promised. She was texting me dirty pictures and being really naughty. I loved it. I wanted to be naughty just...

4 years ago
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A Shemale Fantasy and my Wife Part 2

Introduction: I didnt know what I was in for. But what a ride I arrived at work, walked into my office and settled in for the day. Just as I was checking emails on my computer my phone vibrated. I took a look. It was a text from Carol. In closed was a picture of her laying in bed totally nude with her legs spread. The text read, my tight wet pussy is waiting for you. I instantly got horny. I would never dreamed Carol would send me a picture like that. I texted back I cant wait to stick my dick...

4 years ago
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A Shemale Fantasy and my wife Part 4

A few hours later I was woken up by Carol. "Wake up baby this day is just getting started" she said. My eyes opened and I was like a kid on Christmas morning. I couldn't wait to see and "feel" what she had in store for me next. Carol instructed me to shower get dressed and leave the house for a few hours. My next surprise needed some set up. I did ask she told me. Before I left Carol came up to me grabbed my dick, kissed me and said "get ready for some fun". Having no...

4 years ago
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A Shemale Fantasy and my wife Part 4

Introduction: The Conclusion Basking in the glow of what just happened, I put my head back and just passed out from total bliss. I didnt know what else Carol had in store, but I knew I wanted to be well rested. A few hours later I was woken up by Carol. Wake up baby this day is just getting started she said. My eyes opened and I was like a kid on Christmas morning. I couldnt wait to see and feel what she had in store for me next. Carol instructed me to shower get dressed and leave the house...

2 years ago
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Shemale Stewardess Seduction

Please note that this story is not written by me! It was stored in my computer for a long time now and decided to share it with you. The author's name as well as the site I found the story are not known... My introduction into the sultry, steamy world of shemales came (and I mean came!) at 35,000 feet, on a plane flight to the Northwest. I had been working myself to the bone, staying until ten or eleven at night, coming back in at six o'clock in the morning, and I guess the stress...

3 years ago
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Beautiful Shemale Sex Fantasy 8211 Part 1

Hello people, Leviathan here with my first story. To describe me, I am an average looking guy with a pint of femme body and many have said I have a great ass. Jumping into the story, this is purely a work of fiction. I request you all forgive me for grammatical and spelling errors. I made up a story by mixing a few of my fantasies and pint of my imagination, and a lot of horniness! It was around 8 pm. I set off for a 16-hour long journey to native, my train just arrived. After a fuss, I managed...

Gay Male
2 years ago
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Sweet Julie Birth of a Shemale

Sweet Julie Birth of a Shemale by Mistress Tawny Suede Chapter One Is It Just a Role? The dress rehearsal for the drama club's latest production was over. The curtain fell, the audience of excited parents applauded enthusiastically. The curtain rose and the performers stepped forward to take their bows. The curtain fell again and still the crowd applauded. The two stars, Troy and Julie, took their positions centre stage, holding hands as the curtain rose one more time. They...

1 year ago
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My Vivid Memory of Sex with a Shemale Free Sex Stories and Adult Erotica Stories

I am a lonely man in his forties. I love to travel, dine and explore new places by myself. But I often wish for a partner. I got divorced early, so the little chance of being with someone was also ruined in my memory. So, each morning I would go to work, do my mundane bank job and visit my nearest LGBT bar. I am sharing my memory of sex with a Shemale and how I found pleasure in it. I am not gay or have any element of pride in me but what really fascinates me is Shemales. I believe they have...

Shemale
3 years ago
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First time fucked by a shemale

I repair computers, often "on site"--in people's homes. I got a call from a woman asking me to come to her house to fix her PC. She told me her name was Shandra. We made arrangements for me to show up there Saturday afternoon. I showed up at the appointed time and was surprised when I saw her--she was taller than I am (I'm 5'11", she had to be at least 6'2") and fairly stocky. She looked like she could kick my ass in a wrestling match, but had an unmistakable femininity.Her hair was dirty blond...

3 years ago
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shemale fantasy ive read before and dream

I repair computers, often "on site"--in people's homes. I got a call from a woman asking me to come to her house to fix her PC. She told me her name was Shandra. We made arrangements for me to show up there Saturday afternoon. I showed up at the appointed time and was surprised when I saw her--she was taller than I am (I'm 5'11", she had to be at least 6'2") and fairly stocky. She looked like she could kick my ass in a wrestling match, but had an unmistakable femininity.Her hair was dirty blond...

3 years ago
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A Shemale Vacation

A Shemale Vacation - Part One by Richard-to-Rachel I was eighteen, na?ve and horny. After graduating from school a group of us decided to head to Europe for a last trip before having to enter our real adult lives. It was a chance to get completely drunk and have lots of wild sex. At least, that was the idea in our simple teenage minds. As for me, wild sex was something I wasn't exactly familiar with. I was still a virgin and I was pretty determined that that...

1 year ago
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Fucking the Shemale Librarian on the table Shemale Sex Stories

I was a student by day and a firefighter by night. I had joined the team two years ago and was trying to get a college degree by attending classes at night. I often used to silently masturbate when I would go to the library, as I was alone in the evenings, at the almost closing time and it would take the edge off a bit. During one of these times, I saw the local librarian and oh she was hot. Perky tits, tight ass and a low cut blouse. Wow. She would probably feature in my fantasies for a while....

Shemale
1 year ago
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Making a porn flick and then sex with a shemale

I had met Josie at a bar and she had no qualms in letting me know that she was a shemale. We both were drunk and horny, so she let me feel her up. I had had gay encounters and considered myself bisexual, so I wasn’t afraid of touching another penis. It made me hard. I was too drunk for sex so I shared my contact information with her and when we met, there was a porn flick made on my camera while having sex with a shemale. Josie had arrived at my apartment on Saturday and we were having a few...

Shemale
1 year ago
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Lust Academy

Lust Academy, by Bear in the Night Games, is arguably one of the most highly regarded porn games out right now. While most adult video games are thrown together by some lone pervert with a stray fan or two before being given away on the free porn game archives, Bear in the Night has managed to build up a sizable following who are willing to pay for their games. They've got around a thousand Patrons right now. And given how many cheapskate weeaboos live in their mom's basement and spend their...

Free Sex Games
4 years ago
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A Shemale Fantasy and my wife Part 3

Their was so many areas I wanted to explore with her. I felt like a teenager again. I couldn't stop thinking about how naughty Carol was being. It was Sunday, and my only day off so I decided I would do something nice and bring Carol breakfast in bed. I went to our kitchen and made our favorite breakfast, bacon and eggs. As I began to walk up the stairs I could hear moans coming from our bedroom. They weren't Carols. I walked into the room to see Carol totally nude, with her...

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