Woman Turns Boyfriend Into A Sissy Slave, Then Into A Sissy Slut To Make Money For Her

I want to thank you for your new magazine, I knew there were others out there who enjoyed feminizing and sissifying men, but never has this wonderful process been so publicized as it is in Enslaved Sissies.
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 raped 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.
Mistress Jennifer

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19 comments

  1. sissy bun says:

    yes i became a sissy girl it happen one day i was home and i just brought my first bra and panties i always want to try a bra on and panties i have wore panties years ago so i went out and got some when i came out of my room my female room mate was there well dont you look cute in that turn around i want to see it all i did as told well the panties show off that nice ass and then she walk in front of me your bra a little big but i can fit that she then unhook my bra and put one of her on now that better she then told me i been waiting for this i knew you like to wear panties i found a pair in the wash now i think you should wear them every day soon i was in a dress doing house work then it happen one nightie i got home late there was a note it read sissy have a shower and use the cream i left out then after put the black teddy on no panties and come to my room i did as told after i was done and dress i went to her i knot on the door come in sissy i went in and i craw up to her she told me pull the cover off sissy went i did i saw a big strap-on cock you know what to do sissy yes miss i open my mouth and lick it and then i suck her cock that my baby sissy suck mommy cock like a good girl i pull out just to tell mommy yes mommy said yes what i like mommy cock then she ask do you want to be mommy girl and wear pettie thing i said yes mommy what ever it take i want to be you girl good then well after a year i became her sissy girl slave

  2. siobhan says:

    Wow.. what a cute site, Im a white transgender girl, never been with a woman in any way, and i think having a wife in a cuckold situation, or a misstres in a sisie situation would be pretty interesting to explore. So the site is interested and wow is pimping a sissy a very hot concept. <3

  3. Dannj says:

    Hey I’m actually really new to the whole sissy thing and even though I jerk off to sissy hipno pretty much exclusively. I’m still kinda leaning between becoming mannlier or girlier XD when I read this my blood pumps, my ass itches and i open my moutb.. and I want to be in that cumsluts postion… but at the same time I wanna learn techniques to make my dick bigger and work out to become a man a family would want and need… I’m so confused honestly XD But this is hot as fuck ;]

  4. DARRYL says:

    I LOVE IT WHEN PEOPLE ARE IN DIPPERS BECAUSES I WOULD LIKE TWO BE BACK IN DIPPERS 24/7 ONE MORE TIME BUT I WOULD LIKE TWO BE A SISSYBABY DIPPERS BUT I CAN’T TRAVEL AROUND THE WORLD IT IS HARD FOR ME I CAN STOP BRETHING BUT I CAN WHERE A MASK OF A BABY GRIL IT UP TWO YOU IT OK WITH ME

  5. Claire says:

    My wife has turned me into her sissy. I have been a sissy wearing panties, garter, stockings, heels, short micro dresses, and reveling tops for about a year and a half. Then I started to fussed about how I always looked like a slut. Now I am a baby sissy slut. I am in diapers all the time and I have learned that I am a baby slut. I now lick her clean after her lovers are done with her. I have learned that I like sucking cock daily for my much needed protein. I have no say and live as her sissy baby slut. Her boyfriend like to use me as a sex toy and I have to do as he wishes. So be careful what you cry about, I wished I would have stayed a sissy slut. She had no boyfriends when I was just a sissy slut. Sissy baby slut Claire

  6. susan says:

    So ive trained my husband to suck cock n eat cum..i called it her seeding and made a huge production of the deal. I would love to make her my sissy but at 6 ft 4 and 250 it may be too ridiculous and silly. She does however now recieve weekly feedings from many different men and ive begun charging for her services. Not for the money mind you but for the humiliation, in fact sometimes its only a dollar to make her suck gag and swallow, if its a huge cock like nine or better then she is to suck it and put it inside of me. Ive never been happier n shes a great bitch who now is known for giving the best head in south florida. Next i will breed her and open her ass to new men, ive used strap ons n butt plugs for mnths but shes ready for the real meat. My ultimate fav is watching another sissy or cd or hung ts girl fuck him so if any dom mistresses want to reward their sissy or t girls want to pop a cherry hmu

  7. gdm says:

    i meet a older lady one day she got in my cab and told me to take her home as i drover her home she ask if i knew any one that would help her around her place i ask what kind of help she need to do yard work and help clean her house once a week i ask what it paid i make it a good pay i told her i could do that i just drive at night she said good your hire one day as i was working out side it started to rain so i went in she said it raining hard now she ask if i could do her wash i said yes put i never wash women clothes before that all right i will show you how just then she had some dirty clothes here you wash these by hand just then she hand me her bras and panties i fill the wash sink with hot water i started to wash her clothes as i was washing she came up behind me and put a apron on me and tie it up it felt nice and soft i keep washing her clothes soon i had them wash i was hanging them up when she came over to me i see you do good work that when she saw the bra in my hand do you like that red bra of mine i said yes it feel nice she told me to take the apron off and shirt i did as told she toke the bra and put it on me and hook it up there look in the mirror i look yes i look like a man in a girl bra well what do you think i told her its to bad my tits are small she said i can fix that if you want i ask her how just leave it to me over the next few weeks i was wearing bras all the time then one day i toke a pair of her panties put them on i went out and put my apron on and did the dishes just then she came in the house and saw me well what have i here i told her i was sorry i put on her panties she do not worry silly girl put i think you should wear a dress i told her i will wear a dress the day you make me your bitch well that night i was in bed and she came in in a robe she pull the cover back i was in her nightie well i see my bitch has my sexy nightie she put her hand on my tits it felt nice my nipple were getting hard i do not know why i told if she had cock i would suck it just then she open her robe i saw a big dido cock well bitch i knew what she want i bend over and wrap my mouth around her cock and suck the more i suck she told me that it girl suck it good as i suck she play with my tits then she pull out and turn me over with my ass in the air she put some cream around my ass hole and then shove her cock in me soon i beg her to make me her full time bitch she told me that was her plan she than said i gave you breasts pills to make your tits grow just then she shove her cock in more yes please more well after two years i am a sissy girly house maid

  8. john says:

    sweetheart you can make me your sissie any time you wish ill do what ever you tell me to do ill wear whatever you choose me to wear & ill love you foe it sweetheart you can reach me @ tigerma3579@yahoo.com let me hnow what you think

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