Woman Turns Boyfriend Into A Sissy Slave free porn video

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I actually began this with my boyfriend during our junior year in college. I became interested in feminization, and later sissification because my older sister’s husband is a doctor who has done some work with transsexuals. I began reading books and gathering information on websites and got started by crushing up Feminique and Triple Strength Mammary and putting them in Mark’s food and drinks without his knowing. Mark had a body I knew would convert with relative ease, average weight and height, strong but not over muscular. He had a sex drive that wouldn’t quit, was very masculine and was somewhat condescending toward women. These are all traits combined that told me Mark was the perfect person, the one I would work to change.
As the weeks and months went by I watched Mark’s body closely when we would have sex, or when I could get a peek at him naked. I noticed his skin was becoming softer to the touch and some swelling under his nipple. It wasn’t until his nipples began to itch that he noticed anything different. For a while he constantly scratched them. It got to the point where he could not stand it and I offered him some cream to ease the itch. It was your breast cream and it helped accelerate the development of his new breasts.
By spring break he appeared to lose his sex drive, but he was trying to hide his body from me because the changes were very obvious. I would get my arm around him and reach for his nipples and rub them, and I could tell he was getting turned on, his little breasts were sensitive. Mark was much less talkative and seemed distant as he was obviously wondering what was happening to him. He did not want to go home for the summer because of this and I invited him to spend the summer with me, as I would be house sitting for my sister while she and her doctor husband spent the summer in Europe. It was my big opportunity and I would spend the summer working not only on his body, but his mind too.
I could see, as we were together a lot, he was becoming more emotional becoming prone to tears and not being able to stop. I told him not to be ashamed women do it all the time. He told me he was not a woman and should not be crying. I confided in him that I had seen a lot of changes in him over the past year, changes I liked. I said he was now sweet, kind, thoughtful and considerate and that he seemed more empathetic to me and women in general.
I wanted to have sex with him, but with him on the bottom, so he could see sex from where I usually lay. Rubbing, fondling and sucking his nipples, I got him to where he would have probably done anything. I got in a top position to slide his cock into me while I rode him rubbing his nipples all the while. His climax and my orgasm were the best sex we ever had. He told me he wanted to have sex that way all the time. I agreed with the condition that he play along with me.
I told him I wanted him to spend the summer learning what it is like to be a woman. I told him that I wanted him to dress like a woman, act like a woman, and do all the things we women do every day. At the end of the summer I told him he could return to school as normal. He seemed confused at the suggestion and reluctant until I began fondling his nipples and cock again, and remembering the powerful climax, he agreed.
I told him I had been putting your hormones in his food and drinks for months and that explains the sensitive nipples, budding breasts, emotions and softer skin. I told him that if he wanted to go back to his normal life at summers end, I would stop the hormones and his body would return to its former state. I was lying because on the web I had found a permanent feminization treatment for men, that would fully develop breasts, round the hips, narrow the waist, create a feminine figure and soften the skin. I started using this treatment on him in March and knew by the end of August the 6 months would be up and his body would be feminine for life.
We began buying Mark clothes whenever I could afford them. I worked all summer and he stayed home and cleaned house and cooked. I knew that the name Mark would not do for the summer, so I gave him the name Marie, Marie Alexis, and had him take my last name. From the start with his body shaved, his new clothes, wig and my help with his makeup, Mark already looked like a very convincing Marie Alexis. There were the initial struggles with high heels, bras, stockings and makeup technique, but by mid summer Marie was well adjusted and had developed a new feminine routine that she at first commented took so long to get ready. I said it was just another part of learning what it is like to be a woman. A couple of weeks before it was time to go back to college Marie said she would have to take a semester off to allow her body to get off the hormones and return to his male self as Mark. Her breasts were quite full and the shape of her body was decidedly feminine, except for what was between her legs. It was then I sat her down and told her that I had been giving her new pills since March and these permanently altered the body. I said that he would forever have a feminine body but with a cock and balls. I told him he was now a she-male and I showed him some magazine with photos and stories of others who were also she-males. I said that the only choices for him now were to remain a she-male, and to begin therapy and counseling to get a sex change and have the cock and balls removed and eliminate the last visible sign of his maleness.
Tears flowed and flowed as she screamed how could I have done this, how could she live and how she could never go home or see old friends again. I consoled her and told her all the wonderful things about being a woman and being able to dress pretty or dress in slacks or jeans and how women are free to cry and show emotions and how women are in reality the superior and controlling gender. I said proof of that is how I was able to change you so much, at first without your knowledge and then get you to spend the summer as Marie Alexis.
I told her I had a surprise for her and told her to get undressed and wait for me on the bed. I came into the room with a strap on dildo and some lubricant and sat on Marie, coating her asshole with the gel. Marie tried to get up but could not and screamed to no avail. I shoved it into her, as she screamed in pain at first, then relented and took it from me as I ****d her. I reached one hand on her left breast and the other on her cock as I pumped and got Marie to explode onto the sheets. I felt so powerful and Marie was shocked at my demeanor. I told her that is another thing women have put up with is being forced into sex and used as an object, not a person, I slapped Marie’s ass repeatedly and yelled at her to lick up what she got on the sheets. I called her a cum sucking slut, using all the cruel words that we women have heard for so long. Marie was beaten, exhausted, devastated and best of all mine!
When my sister and her husband returned we were both there. They had met Mark before, but did not know I intended to do this to him. Marie did not want them to see this, but I forbade her from leaving. They, of course, remembered Mark, and were surprised when I said that the beautiful woman standing before them was him, now Marie. My sister embraced and kissed her and her husband also gave her a big hug and kiss. My sister said she had no idea Mark wanted to be a woman, but said she made the right choice because she was gorgeous. Her husband agreed and said Marie would have no trouble finding dates. He told Marie that he would be glad to handle any plastic surgery she may want in the future or breast enhancement, though he said her breasts were very beautiful already.
I rented an apartment for Marie and me. I went back to class, but Marie was not in college. I hooked up with a woman that came highly recommended as a trainer of sissies and in total behavior modification. I sent Marie away to be with her for three months telling the Mistress that I was looking for a completely obedient sissy slave incapable of being on her own or making any decisions in her life, someone who would be totally dependent on me forever.
In early December I went to pick up Marie. When the Mistress brought her out she was wearing a pink french maids uniform, petticoat and ruffled pink and white panties, pink stockings and garter belt, pink opera gloves with white lace trim and pink 6 inch heels with locks on her ankles. Her makeup was perfect, not overstated but fresh, with pink lipstick and her long nails with matching pink nail polish.
Marie curtsied before me and extended her hand. In a soft voice she said she was so pleased to see me again and would be honored to serve me in any way I wish.
Marie has now been my sissy slave for two years and in that time has never once questioned any command and has done all she is told to.
When I told Marie last year that I wanted to have her placed in an FL Frenum Chastity device she was only too happy to accommodate my wish and it is such a thrill seeing her former cock locked up and imprisoned just as I have had done with her body and mind.
Once chastised, I wanted Marie to begin bringing money into the household too. During the day she is my sissy maid totally domesticated, at night she is now an escort, more specifically she is working for a service I was put in touch with by the Mistress who sissified her.
She told me there is nothing like having a sissy cocksucker bringing home some money. The Mistress helped Marie learn to dress slutty for her work as a prostitute, and my sissy by day, on some nights, becomes a total whore.
I have the best of all worlds now, a good job and someone who waits on me for everything. I would encourage any woman to follow what I have done to convert Mark the boyfriend into Marie Alexis the sissy maid and cocksucking chastised slut. It is possible to put men in their proper place, on their knees before us to serve.

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Sissy School Part 4

SISSY SCHOOL - PART 4 By Missy Crystal Mistress Mary came over and stood next to us. To my surprise, her voice was calm. "The purpose of discipline is correction, not cruelty. There is nothing to be gained by punishing a sissy for behavior that cannot be improved and no profit in breaking her spirit by making her fearful of mistakes over which she has no control. I do not require perfection. Only that each sissy tries her best to be perfect. You have always done so, Sissy Heather."...

2 years ago
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My Daily Sissy Schedule Part 1

My Daily Sissy Schedule I met Daddy online a little more than a year ago. He lives about five hours away from me, but promised that despite the distance, he could help me become the perfect sissy slut if only I would agree to follow his schedule for me. I readily agreed, and started down the path to becoming his perfect sissy whore. Here's a peak at my sissy schedule, just in case there are any other sissies out there looking to add a regimen to their life. I wake up every morning...

4 years ago
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Forever Her Sissy Chapter 5

This is a work of fiction for your enjoyment and all the characters are fictional. Please practice safe sex, respect others limits and know that bondage and discipline can be dangerous if done to extremes. None of the scenes in this literature are meant to be reproduced in real life. Be respectful to all women and to local ordinances and laws. Forever Her Sissy - Chapter 5 The ride home was wonderfully uneventful. So many things had happened today, It had been confusing and...

1 year ago
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My Sissy Calling

My Sissy Calling Like many recent college graduates, I found it hard to get a job after I received my super-impressive English degree. Sure, the job market was tough and my degree wasn't going to open any doors, but part of the problem was that I still didn't have any idea about what I wanted to do with the rest of my life. I was looking for a calling--something to give my life meaning. I thought that I would find it in college, but it never came. Well, that's not exactly true. I...

1 year ago
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Sissy Farm Chapter Eleven

Sissy Farm - Chapter Eleven By: Beverly Taff List Of Characters. Me: Michelle - A Natural transvestite sissy. Janice: My Younger sister Aunty Bev: Janice and My mother's Sister. Mistress Janet: Headmistress of the young lady's academy Dr Shirley: My endocrinologist. Miranda: A very effeminate Sissy sales assistant. Miss Stern: Miranda's mistress who owns the shop. Peregrine: AKA. Uncle Penny. My transvestite uncle, (Aunty Bev's brother.) James: AKA. Auntie...

3 years ago
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My Sissy Schedule

Author's Note: Another reader request, this one from a fellow sissy who enjoys when I write about a daily routine that helps keep me in a sissy headspace all day long. She requested that it be detailed enough to seem plausible, should somebody want to start following the schedule. And of course, it should spiral out of control so that her sissy stick throbs in her panties. I'm always happy to oblige. I'm left wondering if I could actually follow such a sissy schedule. It would sure be...

1 year ago
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Forever Her Sissy Chapter 4 of 6

This is a work of fiction for your enjoyment and all the characters are fictional. Please practice safe sex, respect others limits and know that bondage and discipline can be dangerous if done to extremes. None of the scenes in this literature are meant to be reproduced in real life. Be respectful to all women and to local ordinances and laws. Forever Her Sissy - Chapter 4 More shopping? I thought to myself. How much more of this could I take. "Mrs. Karen?" I spoke...

2 years ago
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The Sissy Contest

Author's Note: This is a quick one off story written from a reader request. I was especially motivated to write this as a genuine sissy training fantasy, with the hopes that somebody would read it and use it as a blueprint IRL. That certainly got my clittly interested! Enjoy! And as always, please feel free to comment here or contact me directly at [email protected] xoxox Emshoninque The Sissy Contest My phone rang just after 3am-caller unknown. I normally don't answer...

2 years ago
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Crowd Sourced Sissy 3

PREVIOUSLY ON CROWD SOURCED SISSY: In part 1, a man met a sissy exhibitionist while on a trip to New York. She has a website (something like OnlyFans) where her admirers request that she perform kinky acts and tip her for posting videos of her completing these tasks. In part 2, the man decides to become a sissy as well. He travels to New York with visions of sissy in his head, but the anonymous Master who is controlling his fate has other plans for our poor sissy. Crowd Sourced...

3 years ago
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Sissy Farm Chapter Eighteen

Sissy Farm - Chapter 18 - By: Beverly Taff List of Characters. Me: Michelle - A Natural transvestite sissy; Janice: My Younger sister; Aunty Bev: Janice and My mother's Sister; Mistress Janet: Headmistress of the young lady's academy; Dr Shirley: My endocrinologist; Miranda: A very effeminate Sissy sales assistant; Miss Stern: Miranda's mistress who owns the shop; Peregrine: AKA. Uncle Penny. My transvestite uncle, (Aunty Bev's...

2 years ago
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Sissy Hypnosis Fun

Sissy Hypnosis Bet I have always been something of a night owl, which means that I take a while to get up and going in the morning. My alarm generally goes off at 7am, I hit snooze two or three times, then I finally get up and hop in the shower while my coffee pot starts to percolate. I grab my coffee and try to head out the door by 7:45, which is just barely enough time to get me into the office by my 8am start time. Needless to say, I frequently arrive with my hair still wet and...

2 years ago
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Sandys Sissy Maid

Sandy's Sissy Maid By maidboy275 Mistress Sandy had given me a simple order, "When you get up Monday morning get dressed into your pink domestic maid uniform." I knew I needed to do it, I even planed on doing it. Sunday night I had added a new coat of polish to my always polished toenails and then used the deep pink nail polish on my fingernails. I had let it dry in order to be ready first thing Monday morning. I had gone over my body with a razor in the shower and made sure I...

2 years ago
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Online Sissy Training

Online Sissy Training I must admit that I was surprised, but also thrilled to get the email. "Hello Sissy Michelle;" it read. "Please excuse my impertinence in reaching out to you, but I have seen several of your posts on Craigslist, Fetlife and Adult Friend Finder. You always say that you are a sissy seeking dominant men who will train you to become a sissy cum slut. I am guessing that you have not found that man as of yet, because I keep seeing variations on the same ad week...

1 year ago
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A sissy called Jezebel

Part I - Jezebel starts her big day, serving as a sissy maid for the dominant females of hir family. We seen in depth hir morning routine, as sie gets her sisters and hirself ready for school. My alarm goes off at 5:30 in the morning. It is an old fashioned wind up alarm clock with the clapper bell ringer which would wake up the dead, or at least this sissy who had been dreaming sweet dreams of dancing in a full ball gown with hir Prince Charming. I turn on the light on my side...

2 years ago
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Curiosity Spanked the Sissy Finale

You watch Mistress Michele sway towards you provocatively her red lacy worn panties dangling from her finger. Your cock throbs painfully knowing exactly where they are going. Reaching you she takes hold of the dildo and you plead with your eyes for her to remove it. Instead she turns it until the rubber balls are resting against your chin, a wicked smile on her lips. "I never knew what a cock sucker you were..." she smirks and you blush. "I mean ten inches!.You're a pro!..perhaps I...

2 years ago
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Sissy gets a black master

Sissy Gets A Black MasterI got up wearily from my long and exhausting night being fucked andpunished by my new Black Master. As I awoke, I could scarcely believe thatall those depraved things had happened to me. One minute I had been merelyexchanging emails with a man, who could have been anywhere and the nextminute, that very man was at my door, in my home, and then inside mybody. Black Master, a man whose name I didn't even know, a man who lookedto be about ten years my junior, had taken me...

3 years ago
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I Now Own You Sissy

It had all started with a routine visit to his Doc for a simple prostate exam. After he'd given away his submissive tendencies by pushing back against her finger, she'd given him a good hard anal fingering and then he'd revealed the true depths of submissive tendencies, to Dr Megan Sutton, or Miss Megan as he'd begin to know her. "Then a week before the next visit you'll not be allowed to cum, if you do, you'll be punished very firmly. I'll be measuring you cum output and will know if you...

2 years ago
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My Sissy Secret

My Sissy Secret I got the text on Friday afternoon, just as I was heading home for the weekend. I glanced at my phone as I left the building and stopped dead in my tracks. I didn't recognize the number, but the text sure got my attention. "Hello Sean," it read, "or should I say "Sissy Sean." I was standing in the parking lot trying to decide whether to block this guy or just ignore the text when his next message arrived. "I don't know if you remember me," he wrote, "but I...

4 years ago
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Crowd Sourced Sissy 2

PREVIOUSLY ON CROWD SOURCED SISSY: A man meets a sissy exhibitionist while on a trip to New York. She has a website (something like OnlyFans) where her admirers request that she perform kinky acts and tip her for posting videos of her completing these tasks. The guy decides that he wants to/needs to join her as a willing-to-do- anything sissy, so he starts his own website. He will become a perfect sissy by doing whatever his online fans demand. Crowd Sourced Sissy 2 My trip...

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