Becoming A Sissy Part 7 free porn video

This is a FigCaption - special HTML5 tag for Image (like short description, you can remove it)
Peter continues to tell us about his day out with Mistress who accelerates sissification. this part should be read in conjunction with the previous part as it follows directly from where we left off.


Just then I looked around and saw two people in the corner of the store. One must have been a mistress because the other was a little femme boy like me. I was stunned to see that he was naked except for a pair of six-inch fuck me shoes and a gorgeous pair of stockings and suspenders. His little clit looked like he was getting a kick out of it. He looked over at me, winked and blew me a kiss.

This reaction made me shed my inhibitions. I immediately started stripping off, taking off my T-shirt, and then shoes and trousers and dropping them to the ground. The shop assistant murmured approvingly, "nice little body, glad to see you've taken care of all that the body hair" then she went around behind me pushing my shoulders down and inspected my anus" oh yes, sissy boy has a plug in, this is going to be easy".

Mistress walked over to the lingerie and asked me "have you dressed up in stockings yet?" "No mistress just my panties and underwear" She chose a number of pairs of stockings with suspenders some beautiful silk underwear" my heart was beginning to beat faster as I realised how beautiful mistress would make me for Daddy. With her encouragement, I put on a black pair of stockings, sitting down in a chair with one leg extended, rolling the stocking up over my shaven legs. Then I attached the suspender around my waist and clipped it to the stockings. I felt amazing, it felt so natural and sexy to be dressed like this my clit started to react.

Mistress gave me a withering look and walked over to where there was
a bewildering array of high-heeled shoes. I sat down on a chair and the shop assistant consulted with my mistress. The result of that was a beautiful pair of red leather six inch heeles shoes, size 6 (which they agreed was perfect for a little sissy). I slipped into them and then attempted to stand up. At first I stumbled, struggling with the acute angle the shoes produced in my body. I held onto the back of the chair and stood again.

With that mistress picked out what looked like a corset of the shelf. "I wouldn't do this with every sissy, but your body is so feminising to start with I think we can really work with it to produce the perfect, feminised girly body" I couldn't move for a few moments as I thought about what mistress had said. Was it really possible that I have the perfect girly body? My heart jumped in my chest as I thought about how happy Daddy would be. Mistress took the corset and going behind me, wrapped my body in it and started tightening the strings from behind. Tighter and tighter she pulled as my waist became smaller and smaller. With one final tug she tied my corset off and came around to look at me. I looked into her face trying to detect approval or disappointment. All she gave away was a nod of what I took as approval. "Okay in the absence of breasts we need to give the appearance of something upstairs, how big would you like to be?" This was an easy question to answer "well I know daddy likes big tits, but he does like natural ones" as we looked at the fake plastic tits I knew I would never be able to satisfy Daddys desire for really big natural breasts.

Mistress picked up a large pair of fake tits and pushed them down the front of my corset then looked at me, reading my mind. "Well sissy boy if you really want to please your daddy we can organise some hormone treatment, but that's for further down the road" I filed that knowledge away and decided to do some research later.

Mistress next found a dress which she thought would fit me, "okay given today is your first day of dressing we will find something modest, for wearing outside" I looked at her trying to understand if I had heard her properly "wearing outside?". "I thought you were serious about this…………. when we leave here you are going home dressed like the sissy that you are, believe me when your Daddy hears of your progress he'd want to come straight around and plough your pussy "then she winked at me saying "but not before I do"

My head was spinning, this was all getting out of control, what did she mean?

She helped me slide the dress over my head and down over my body. She zipped me up saying "don't look in the mirror yet, we need one more thing" with that she went up and spoke to the shop assistant who went in behind the counter coming out a few moments later with a wig. It was pitch black and the hair was shoulder length. "Okay let's try this on." With that she placed the wig over my head and played with it until she was satisfied how good it looked. She then reaching into a handbag took out some lipstick and looked at me pouting her own gorgeous lips. I copied her and she applied the lipstick generously. I was delighted, it would match my shoes. With that she turned me around and walked me up to a full length mirror.

I looked into the mirror and saw this pretty slim woman looking back at me. I caught my breath and a small tear escaped my eye. There was no doubt that Daddy would love this.

We then walked over to the shop assistant and mistress instructed her "darling please gather up the usual slut wear for my little sissy. You know for when Daddy wants his sissy to be a total slut bimbo, while you're doing that we'll go in the back " then looking at me she said "are you ready for the rest of your education?"


Mistress walked behind the counter and opening a curtain and walked through. I followed her. We walked down a corridor and into what I assumed was another room. But it looked like a row of changing rooms in a department store except they were open, no doors. As I tried to take it in I could hear the sounds of fucking in one of the cubicles. "Yes Mistress, fuck my pussy, Fuck my pussy" these were obviously the mistress and sissy I had seen earlier. We walked up to the cubicle were the sound was coming from to see an amazing site. The sissy I had seen earlier was bent over with her hands on her knees for stability while her gorgeous mistress was fucking her from behind with a massive strap on dildo. Her mistress was pounding her ass and for a moment all I could hear was them both panting in effort and the dildo smacking against the sissies arse.

My mistress brought me to the next cubicle which had a big mirror and on a hook hung a range of strap on dildo's. "Okay Sissy, have you been fucked in the pussy yet?" I explained to mistress the extent of my experimenting with my anus, reminding her that I had taken big boy, only that morning. She nodded approvingly saying "well that's a start, but I think I may have to take it easy on you. Take off your dress" with that I slipped the dress over my head and hung it up. I took the opportunity to examine myself in the full-length mirror, I thought I looked beautiful, the corset with the fake breasts, the stockings and suspenders and those killer shoes. I gave myself an erection.

Mistress became much more stern. "Okay choose the strap on that you want in your arse" mistress was very clever she knew that I wanted to prove what a good sissy I was, so I would choose the biggest one possible. Which is what I did. Mistress raised her eyebrows and nodded in appreciation. "Head back, and give this b**st a blowjob"

I immediately tilted my head backwards and taking the strap on from her attempted to get as much as possible into my mouth. After fucking my mouth for about five minutes with this enormous strap on, I had half of it down my throat. "That really isn't good enough my little bitch, Daddy is going to expect you to take all of his cock and maybe even his balls in your mouth at the same time" I was embarrassed by my poor performance and in an effort to improve recalled all of those deep throating videos I had seen. I started to synchronise my breathing with the strapons invasion "of my throat. I relaxed my throat and pretended that it was Daddy in my mouth. "That's better, I thought you were going to let me down" a couple of minutes later I had the whole strap on down my throat and was able to gently fuck myself with it, spit was running down my face and make, but I didn't care. I was fully aware how important a milestone this was. Meanwhile Mistress took my phone an took a photo with the strapon bulging in my throat. “ For Daddy”

Mistress took the strap on for me and started to tighten it around her waist.
"okay assume the position". Immediately I replicated the position of the sissy in the next cubicle (who was now begging for his mistress to pound him harder). As I did I was slightly uneasy on my feet and actually started to feel a little faint, the corset was reducing my breathing, but I guess I would have to get used to that. A few seconds later I felt mistress easing the butt plug out of my anus and immediately positioning her enormous cock at the entrance of my sphincter. My spit had lubricated it but nonetheless I was sure this was going to hurt. I was surprised when mistress gently eased the head of the strapon into my anus.

Clearly mistress was impressed and she gently started to fuck me, inserting a little bit more each time. By now I could feel the pain ripping through me and I started to feel faint just then mistress reached around and put something under my nose which I sniffed, smelling salts, which brought me to my senses very quickly. Mistress continued with her fucking me and after 10 minutes patted me gently on the shoulder and said "congratulations! You have lost your virginity" by now I was starting to feel less pain and more and more pleasure washing over me in waves from my pussy, it was an amazing feeling. Not happy with my performance so far,I gently started to push back against mistress, begging her to fuck me. "Oh my, you are a little slut" with that she started to rock forward harder and harder withdrawing more and more of the strap on each time and pounding my pussy with it. By now the pain had gone and all was there was intense pleasure and pure sissy pride "More, more I begged, Fuck me like the sissy I am" Mistress, realising my need to be reamed upped the pace. It got so all you could hear was my breathing and her grunts as she fucked me like an a****l. All of a sudden an orgasm washed over me from my pussy and I spilled my girly cum on the floor. Just then we could hear applause behind us and I looked in the mirror to see the other sissy, mistress and the shop assistant standing there with a look of awe on their faces. "Did I really hear you say that your first time?" the other mistress asked. " Yes mistress" I said" "Well your Daddy will be very proud of you"

After we tidied ourselves up and I had collected all my bags and paid at the counter I was starting to leave. Just then the shop assistant came up to me and raised her skirt to reveal a magnificent cock. "If Daddy ever gets tired of you, come and see me, I think we could have a lot of fun" "I hope that never happens but if it does, I like what I've seen"

With that I walked out to get the bus home. Mistress wanted me to travel home so that everyone could see me. I was apprehensive, when I was dressed. Like a sophisticated lady, I had not had my make-up done and like outside of myself in a shop window all I could see was a man dressed up in women's clothes. I certainly got some strange looks on my journey home, but it was an important rite of passage. Mistress had asked me to take photographs of myself on the bus just to prove that I had not backed down.

I arrived home, hung up all of my clothes and on Mistresses advice I sent the photographs of my afternoon to Daddy. I reflected on the progress I had made since my first evening with Daddy. I hoped that I had not changed too much for him and I was very nervous as I waited for his reply.

Same as Becoming a Sissy Part 7 Videos

3 years ago
  • 1
  • 13
  • 0

The White Sissy Slave Society A Walk into Sissyhood

The White Sissy Slave Society: Sold into Sissyhood By Meeah Soo They were standing in a small group, drinking beer, smoking, and laughing. I could hear the rap music thumping aggressively from their boom-box. I could see them watching our car. It was late, well after midnight, and this particular park was no place for a white sissy to be at this hour. I've never been a physically or mentally strong person. I'm very easily intimidated. And there I was in a tiny plaid mini and white...

4 years ago
  • 0
  • 11
  • 0

Becoming a Sissy Maid for Mark 5

Becoming a Sissy Maid for Mark & Rebecca, Part Five - Ms. Rebecca Tells Mark About Meeting Stephanie and More I continued telling Stevie about Stephanie and how I got to know her and her sissy, picking up from where I had left off with my having just finished sucking Mark to a climax and being told to share the news of my good fortune performing the research he had assigned me to complete for him. "Good girl, Rebecca," he said smiling. "I'm glad you still like sucking your...

1 year ago
  • 0
  • 13
  • 0

Becoming a Sissy Part 10

Apologies for the delay. This is the final part of "becoming a sissy". Obviously, I have packed a lot more into this story, and I apologise if it got complicated with too many characters. I'm thinking of writing another story which will take up from where we are now, but I will make it more focused on one or two characters. It's my first story, so I guess lessons.Over the next five days a plan formulated in Tom's mind. As he thought about it he would have three submissive sluts vying for his...

3 years ago
  • 0
  • 25
  • 0

My Girlfriend madd Me a Sissy Part3

Here's the 3rd part of my story, I hope I didn't make you guys wait toolong. Hope you enjoy, its best read one handed ;-)My Girlfriend Made Me a Sissy - Part 3-------------------------------------------------I lay on Jess' bed waiting for her and wondering what would happen forages. She was in another room getting ready for her new lover, I wasalready dressed up. Pale blue, see through panties and matching bra, ashort black skirt and a blue vest top. With my make up done to show off mypretty...

3 years ago
  • 0
  • 21
  • 0

My girlfriend made a sissypart1

Hey guys this is my first story ....hope you all like it ...When I was 18, in spite of my shyness and not being in anyway incrediblyattractive, I somehow landed myself a girlfriend 2 years older than me. Iwas quite short for a boy then, around 5'7 and very slim having not yetdeveloped much muscle. I had shoulder length brown hair and bright greeneyes and I simply couldn't believe my luck in getting this girl. She wascalled Jess, a beautiful redhead with a body to die for and an appetite forsex...

2 years ago
  • 0
  • 11
  • 0

Becoming a sissy part 1

This is the story about how I went from being an inadequate husband to being a porn addicted goon and finally in the past year fulfilling my sissy ambition to worship a big cock and balls. They belong to my best friend Tom who I have known for 20 years. It was a journey that took a few years but if I had been brave enough when I was younger would have taken no time at all and spared me lots of humiliation (that being said humiliation can be a turn on!)I'd been married for about six years but...

3 years ago
  • 0
  • 7
  • 0

Becoming a Sissy Part 8

Tom makes a decision. It lists Mandy's help. And Sissy proves herself.Tom had already made his decision concerning Peter. He had thoroughly enjoyed his role-play with Mandy, but knew that having his best friend as his sissy would be even better. He trusted that what Peter wanted was to service his Daddy, and he knew from the way Peter (Sissy from now on) had serviced him on that evening, that he would do anything for his Daddy.He too had explored X hamster and was aware of the degree of...

1 year ago
  • 0
  • 12
  • 0

Sissy Puppy Fifi Part2

Chapter 2 I tried as best as I could to get comfortable curled up in the corner of the room. At first I kept squashing my tail which either caused the vibrations to start or pushed the plug further inside. I had eventually worked out the best position to lie in when Mistress appeared. "Time for bed Fifi," she said as she attached the pink lead to my collar. I was then led through the house and up to her bedroom. This was a strange feeling to enter her bedroom not in my usual maid's...

3 years ago
  • 0
  • 37
  • 0

BECOMING KATHY A SLUT SISSY

Any one that knew me saw an average 18 year old teenage boy , friendly , a good student who worked a part time and lived with his divorced mom an older sister . That's what I wanted them to see , only a few special friends knew the real me and my secrets . In junior high I realized my growing sexual attraction to the other males and living with my mom and sister it wasn't long before my feminine side began to show . It was a Saturday morning mom and Sue my sister were just leaving for the for...

3 years ago
  • 0
  • 17
  • 0

Becoming A Sissy Slut part 2

I awoke Sunday morning alone in Kassy’s bed, still in the tight mini skirt, my ass was deliciously sore bringing back a flood of memories from last night. I had spent the evening in full drag dressed as a slut and serving my mistress’s rubber cock followed by swallowing my own cum. It was hands down the best night of my life, I had never came so hard, and the rush I felt while serving her was a high that I’d never known. I rolled out of bed and stood up, my wig had fallen off in the night...

2 years ago
  • 0
  • 14
  • 0

SISSY DANI PART3

CHAPTER THREEMistress Jennifer and Mistress Susan's plans to create an entire"harem" of transformed men and boys continued apace. The lure ofTeasing Tammy (the transformation name of Susan's teen-agedbrother Tommy) proved quite effective. Each of the young men (theyoungest just 14, the oldest 22) the little tease brought back tothe home we all now shared was turned into a different kind offeminized sex-toy, all designed to please the Mistresses andtheir dominant friends.The little...

3 years ago
  • 0
  • 8
  • 0

Becoming Sissy

Hi everyone,I'm toni naomi, a sissy slut from ohio, and this is my journey into sissy-hood.Little about me:I've always been into cock.. but to scared to act on my desires. I've had said desire since I was very young. My family and piers have always been fag bashers.. and I would play along to try to fit in, act strait as possible. Spent my life with women to try and force my self strait. didn't work. I love women.. how they look.. act.. sound.. i want to be like them.. i want to try all the...

2 years ago
  • 0
  • 9
  • 0

Becoming a Sissy Part 6

The story returns to find Peter in the aftermath of his mind blowing night with Tom, how would he react?When Tom walked out the door and left me on my knees with my own cum stain on the floor, the taste of his arse, cock, balls and cum in my mouth I was stunned. The whole night was like a dream. Earlier in the day I considered myself to be a porn addict who would goon and wank for hours. Now? Well I had answered one question, this was more than a fantasy, the satisfaction I felt for giving such...

2 years ago
  • 0
  • 15
  • 0

Becoming A Sissy Slut Part 1

It was a Friday evening in late January as I walked through the lounge in the back of a bar in downtown Spokane Washington. A friend from work named Mark had invited me to come to his wife’s 30th birthday party and even though I didn’t know her, it was a good excuse to get out of my apartment. I had just moved to Spokane the previous fall, taking a job as an engineer for large road building company. At 21 years old and just out of college, I was pretty proud to start out with a $60,000 a...

2 years ago
  • 0
  • 15
  • 0

Becoming my friends sissy

I was standing in the pub toilet having a piss. I had been in the pub for a couple of hours and had had a few pints with my mate Roger. I had tried to slip off for a piss by myself while Roger was up getting another pint. As I stood really close to the trough my little cock was dribbling, when Roger came bounding in. There you are Tom, I thought you had done a runner, he laughed. He stood beside me and fished out his enormous cock from his trousers. Unlike me he stood about a foot from the...

3 years ago
  • 0
  • 7
  • 0

Becoming a Sissy Part 4

Toms voice"Fuck me daddy, fuck me daddy, use me like the Sissy that I am, FUCK MY BOY CUNT, Give me your cock Daddy" I had my hands around the sissies hips as I fucked her doggy style pulling her pussy onto my hard cock, pounding and pounding. "Please daddy cum on me, paint my Sissy face, I want your cum on me, fuck me harder, I've been a bad boy"I loved the power Sissy submission gave me. I was a fucking sex god getting the respect I deserved. As I looked down at her back I could see the butt...

3 years ago
  • 0
  • 7
  • 0

Becoming a Sissy Part 3

Third instalment. Apologies it has been slow until now, but things progress a lot. In part three. We start with Tom, getting some of his background and thoughts on Peter and then back to Peter's voice.Tom's story.Myself and Peter had been friends since we were in school together were we had an interest in supporting common which really kept us as friends for years and years. We finished school, went to college got our first jobs and settled down all the time being in touch with each other,...

2 years ago
  • 0
  • 14
  • 0

Becoming A Sissy Slut Part 3

I heard my mistress leave the room as I tried to catch my breath, still on my knees with my head down on the carpet. My ass was still gaping wide open from the rough anal fisting I had just received, I reached back with one hand to feel my sissy fuck hole. I easily slid 4 fingers into my ass, almost without even touching the edges of my entrance. ‘Holy fuck I’m a complete anal whore’ I thought to myself. ‘I would do anything for that every day...’ Slowly I got back to my feet and walked to...

2 years ago
  • 0
  • 12
  • 0

Becoming a Sissy

Becoming a Construction Site Sissy for AllI was just a few months past 21 when I left Mom and our small country trailer to try out life on my own. By this point in time, not only Mom but just about everyone in the rural country knew how queer I loved to be and act. Yes I can’t begin to count the cocks I had orally serviced and pleasured since my early days. While I had loved it more than anything, I had paid a strict price for my dick addictions. Verbal assaults every waking day, sometimes even...

1 year ago
  • 0
  • 8
  • 0

Becoming a Sissy Part 9

Things between Tom, Mandy and Sissy evolve. Also, Sarah decides to throw caution to the wind.Across town Sarah was just finishing another unsatisfactory fuck with Kevin which was driving her crazy. Ever since her night with Julia it was like the God of Sex had flipped a switch, making her insatiable. She supposed that a lot of women would view Kevin and his penis as completely acceptable. But her experience with King Kong (she smiled at the thought) and Julia's stories of Tom's massive manhood...

1 year ago
  • 0
  • 11
  • 0

Sharons Mistress Throws a Sissy Party

Sharon’s Mistress throws a Sissy Party(Prior chapter is Sharon’s Sissy Saturday)The next morning Mistress was kind enough to let me sleep in, but an alarm above the door to my little cell went off at 6:30, rousing me from a delicious dream of being naked and fucked in the woods by a handsome, dark-haired man who kept me as his personal sissy slave slut. I woke with the sensation of his hard cock filling my dripping pussy, and I realized I was still leaking cum from my day in the booth. I...

1 year ago
  • 0
  • 14
  • 0

Becoming a Sissy Maid for Mark and Rebecca Part Two Ms Rebecca Explains the Purpose of Stevies Visit Explains

Becoming a Sissy Maid for Mark & Rebecca, Part Two: Ms. Rebecca Explains the Purpose of Stevie's Visit As we sat in the living room of the new house she and Mark had bought upon their return to the Dallas/Fort Worth metroplex a few months earlier, Rebecca continued to lead our discussion as she shared her memories of the three of us in college, and more specifically how she and Mark had sometimes dominated me and forced me to serve them as their personal waitress at times. "As...

3 years ago
  • 0
  • 26
  • 0

Sissy dannis birthday party

My last "true life" story was about how I became Heidi's sissy crossdresser "Danni" - I only explained the initial experience of Heidi coming home to find me in one of her dresses - followed by spankings, punishment and eventually getting pegged by her wearing a strapon. Of course there is MUCH more to what happened next (like being taken out in public and going shopping, to hair salons, etc...), but I'd like to for now jump ahead to what happened to me on my 19th birthday. By then I...

2 years ago
  • 0
  • 12
  • 0

Sissy Sisters Party

SISSY SISTERS PARTY by Throne Bob Clump, the friendly retired guy at the end of the street, was taking advantage of the mild weather of late Spring. He was sitting on his front porch enjoying a fine cigar. Or at least a cigar. Those fine ones cost a lot more than what he smoked. As he sat there, a car pulled up across the street, in front of the house diagonal from his. In the dimming light of dusk he saw two figures emerge. The first was a woman, quite attractive in a slender,...

2 years ago
  • 0
  • 10
  • 0

Becoming Sissy

Looking at me now, one will have an extremely difficult timebelieving this story. But let me assure you that every word istrue. It started late one spring afternoon. The weather was typicalspring weather, windy, wet and cold. I was walking home from highschool, hoping for a ride. I had just turned 18 a couple of days before and was within two months of graduating. My options after school were causing me much concern. I was very small, looked 16 and feminine. If you're thinking that's normal...

3 years ago
  • 0
  • 11
  • 0

Sissy Girl Party

SISSY GIRL PARTY by Throne Danny felt so ashamed, standing there before his wife Melba in a pink and white party dress that would be appropriate for a nine year old girl, not a grown man like himself. He cringed inwardly and unconsciously took one of his short pigtails and wound it around his finger. His feet were shod in pretty ballet-type slippers, pink ones with little rhinestones on them. "You look so sweet, Dee Dee," she said with a smirk that he knew all too well. He had...

3 years ago
  • 0
  • 8
  • 0

Becoming a Construction Site Sissy for All

My favorite story from another site:I was just a few months past 21 when I left Mom and our small country trailer to try out life on my own. By this point in time, not only Mom but just about everyone in the rural country knew how queer I loved to be and act. Yes I can’t begin to count the cocks I had orally serviced and pleasured since my early days. While I had loved it more than anything, I had paid a strict price for my dick addictions. Verbal assaults every waking day, sometimes even being...

1 year ago
  • 0
  • 11
  • 0

Wife and Sissy invited to a party

My wife and I were invited to some friends’ house on a beautiful estate in TX for a weekend party. While we were both well aware of the debauchery that could occur at the event, we had no idea how much participation we would both play. We were just getting off the plane to meet our driver when my wife handed me a slutty little maid outfit, and told me to go into the bathroom in the airport and change before we got out of the terminal. I did as she asked and then tried to walk out without anyone...

3 years ago
  • 0
  • 18
  • 0

Sissy Bachelorette Party

'You want it again?' She said, as she climbed between my legs, spreading them with the force of her knee. 'Yes Mistress.' I said, turning my head to the side. Her gloved hand grabbed my chin and turned it towards her. 'You want to be my girly lesbian bitch?' She said, as she tweaked my puffy nipples with her other hand, the dry latex chafing me. 'Yes Mistress - I want to be your girly lesbian bitch,' I rubbed my horny cunt against her stocking clad leg, ignoring the pain, wanting, no, needing...

2 years ago
  • 0
  • 9
  • 0

Becoming a real sissy for guys pleasure

Well I have been working allot and this whole week I have been just extremely horny for a hot guy to fuck me. I got home on Friday and I proceeded with getting fully dressed up as a girl to go to the bookstore / theater fully dressed so I can get guys to have sex with me as a girl as usual. it didn’t quite work out as i wanted as I couldn’t get one of the private rooms. I still went anyway and had some extreme sex with some guys in the theater side and did allot of showing off in front of...

2 years ago
  • 0
  • 16
  • 0

The family ndash Sissyrsquos Babysitters Part

The family – Sissy’s Babysitters Part-2Sarah had left, I heard the front door close and her car drive off.....I couldn’t believe what was happening. Sarah and me had done some things, had fun with others, but she had dressed and prepared me not for ‘our’ fun...to leave and let her parents use me, they obviously knew about ‘our’ pleasures....it was James & Helen the couple that I sat with, talked to before marrying their daughter...was it something they always knew, or something they had...

3 years ago
  • 0
  • 11
  • 0

Becoming a sissy slut part 4

He also had me wear a special headset with two screens to cover my eyes and speakers placed over my ears. Continuous loops of different hypnosis tracks and videos would play over and over for hours destroying any sense of my former self with the special key words planted deep in my brain. Larger breast forms were attached to my chest to allow me to get used to the different weight they presented. He told me that one day I wouldn’t have to wear them as I would have a genuine pair of my own,...

3 years ago
  • 0
  • 15
  • 0

Becoming a Sissy Maid for Mark and Rebecca Part One Ms Rebecca Initiates a Discussion

Becoming a Sissy Maid for Mark and Rebecca, Part One: Ms. Rebecca Initiates a Candid Discussion "I'm so glad you came over tonight Stevie," Rebecca said as she sat opposite me on another couch, a large glass of white wine in her hand. She was wearing a long, tight skirt and a pair of black, four-inch pumps. The back of her skirt had a long slit that revealed her amazing legs and the black pumps she was wearing revealed just the hint of her toes which were painted with dark red nail...

3 years ago
  • 0
  • 27
  • 0

2088 Its a Sissy World

2088: It's a Sissy World Charles Pauline - Data Processor Cindy Pauline - Charles' wife Ms. Miriam Jensdotter - Charles' Boss James Marie - Charles' work friend Ms. Marysdau - James' boss Creampuff - A Sissy Store Worker Babykins - A Sissy Store Worker Suzi - The Sissy Store Owner Butterscotch - Creampuff's Roommate Supervisor Gabriellez - Creampuff's Apartment Supervisor Janice and Roger - Passengers on the Looper Ms. Hardcastle - Milking Salon Director Nurse Hamilton - Milking...

2 years ago
  • 0
  • 18
  • 0

Meinen Mann zur Sissy erzogen

Achtung diese Geschichte ist noch voller Rechtschreib- und Gramatikfehler. Jeder der m?chte kann diese Geschichte als Vorlage nehmen und sie verbessern. Jetzt reicht es mir. Ich hatte die Internet Seiten meines Freundes gefunden. Er surft also st?ndig auf Adult Baby Sissy Seiten. Ich hatte mich schon l?nger gefragt warum er im Bett nichts zu Stande bringt. Das kann er haben, ich werde ihn einfach in ein kleines Babym?dchen behandeln bzw im Grunde verwandeln. Er war eine Woche zu einem al...

1 year ago
  • 0
  • 26
  • 0

Chrissie The Saga of a Lovestruck Sissy Maid

Chrissie by c.w. cobblestone BOOK ONE "Mrs. Martin" Part I My right leg had a mind of its own. Rebecca frowned. "Why you keep bouncing like that? What's wrong with you?" "Um, I ... I ... nothing." "Bullshit, nothing. Something's up; you been acting weird ever since we got back from Paris. What the hell's going on, Chris?" I balled my fists. Clenched my jaw. Closed my eyes. Drew a breath. Took the plunge. "Okay. Okay. It's just ... well, now that we're...

1 year ago
  • 0
  • 23
  • 0

Sissy spit roast sleep over

Pt 1: Long black limoSissy Saraya was very excited because her new mistress had told her they were going to continue with her corset training tonight, she had been wearing her waist trainer and inflatable plug all day along with her favourite pink maids outfit and cute sissy 6" white heels and stockings with pretty pink bows, She had been watching BBC porn all day and was dreaming of cock while she finished her chores, Mistress text to say her driver would be arriving at 6pm sharp, Mistress...

2 years ago
  • 0
  • 15
  • 0

The SissyMaster

THE SISSY-MASTER CHAPTER 1 I have read many tales and stories on this site over the years; some of them 'autobiographical' and some of them complete fantasy. It strikes me that most of the stories have been written by the, either real or wannabe sissy girl and therefore is 'her' fantasy from a sissy's perspective. So I have written my stories of my experiences, beliefs and methods from the perspective of the male. This is for the REAL MEN that read this site, a guide to the...

2 years ago
  • 0
  • 9
  • 0

The Sissy App

The Sissy App 1. Setup "This is the longest user agreement I've ever read!" thought Rick as he scrolled and scrolled through the hundreds of pages of legalese on his recently-downloaded smartphone app. The "Sissy App" User License Agreement was indeed voluminous, containing numerous sections detailing the GRA Software Corporation's exemption from penalties, payments or legal requirements, granted by authorities or statutes, for any harm that may come to a user when using the Sissy...

3 years ago
  • 0
  • 19
  • 0

A Sissy called Jezebel Part VIII

A Sissy called Jezebel Part VIII - Jezebel has returned to hir classes at Templeton Academy: where young womyn become dominatrixes and sissies are crushed into submission. We are all getting an education on the Matriarchy in hir sissy life skills class. (Authors note: We are definitely at that world building point, where I really let my imagination fly off the hook. I am throwing out a lot of ideas, but hopefully in...

2 years ago
  • 0
  • 15
  • 0

Adult Sissy Little Girl World

Journey Into A Special World My name is Hannah Stone. I've been a reporter for a newspaper for years. A couple of days ago I ran into an old sorority sister and good friend Linda Hart. It's been a few years since we last saw each other and we decided to do lunch together. At the beginning of lunch we had the usual light chat. Then we sort of got on the serious side of chat, when I asked Linda how her marriage to Bob was going. "Oh, Hannah I divorced that bastard years ago. He was...

3 years ago
  • 0
  • 10
  • 0

Forever Her Sissy Chapter 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. I Absolutely love reading the reviews that you wonderful readers have been leaving, please, please, please continue to write and post...

1 year ago
  • 0
  • 13
  • 0

Training Sissy Michelle

I first became aware of "Sissy Michelle" back in the old Craigslist days. She would pop up in the T4M section, advertising herself as an older but very horny sissy looking to serve a group of kinky guys. She said she was interested in all sorts of kinky stuff, everything from group sex to watersports to hypnosis and lots and lots of bondage. She practically begged to be photographed and blackmailed into doing all of this. Here's an example of one of her ads that piqued my...

4 years ago
  • 0
  • 19
  • 0

Tweak Chapter Four Whats A Sissy To Do

What makes a sissy happy? What makes a sissy's Mistresses happy? It's complicated. Author's note: Although I'm posting this in serial form, I assure you, dear reader, this humble offering consisting of eight chapters, is complete. "Tweak" By: Simonne Danielle © 2008 - 2010 All Rights Reserved Chapter Four - What's A Sissy To Do "You have made your Mistress very happy, sissy Simonne. Let's see if we can't make you just as happy." She led him to the bedroom...

2 years ago
  • 0
  • 14
  • 0

Cocky Weewee Peepee Sissy Slut Training The Bladder Test

This is one of the sets of stories I am currently writing. The set is called Cocky, Weewee and Peepee Sissy Slut Training. These sissies are in the hands of Mistress Katrina, Mistress Heather and Mistress Satin. Sometimes Master John and Master Rick are involved in their training. Many situations await them. MANY! If these stories succeed I will add some prequels and sequels. Hope you enjoy it! English is not my native language! I will do my best! Sissy Joan Cocky Weewee and...

2 years ago
  • 0
  • 11
  • 0

Good Sissy Girl

Good Sissy Girl. I kept pressing myself backwards. Not much further to go now, I could feel the flare really stretching my lips now and that meant I was almost there. As the plug's biggest width popped past my sphincter and went all the way in I shuddered all over. It felt so full. It felt so good. "That's a good girl. Allll the way in..." my Mistress purred at me. I loved seeing her this excited. I loved turning her on. I loved that transforming myself for her turned her...

3 years ago
  • 0
  • 16
  • 0

Sissy School Part 3

SISSY SCHOOL - PART 3 By Missy Crystal After Sissy Heather had swished and drooled a couple of more times, she began to give me gentle nibbles and licks to clean the cummy residue on my lips and chin. After the kitty bath, she stood up. Since her crotch was now at my eye level and since her short skirt exposed her frilly panties, it was obvious that I wasn't the only one that got turned on by her sucking my dick. She must have been aware of it too, because she pulled her panties down...

1 year ago
  • 0
  • 23
  • 0

Sissy tasks

Your First Sissy AssignmentThis is your first step on your journey into femininity. A journey that will change your life. You will be humiliated and embarrassed. Most of all, you will be feminised. If you don’t intend to follow all of these assignments to the letter, then turn away now.Your first assignment is to buy yourself a pair of panties. Be sure to measure your hips before you set off. You will go to a smart department store or, better still, a specialist lingerie shop. How exciting – a...

3 years ago
  • 0
  • 16
  • 0

She Found a Sissy

She Found a Sissy ? by: Donna Sash She had been working at Bardwell's for the last 10 years. Five years ago she Had moved to the scarf counter and had been there ever since. Sales had gone up because she really likes it here. From the time she was a little girl she always loved wearing a scarf with her outfits. Now every day she wore a different one on the job and it helped sales. Women reacted well to someone who believed in their product. Some women just wore a scarf...

4 years ago
  • 0
  • 12
  • 0

100 Sissy Points

Author's note. This is a work of erotic fiction, so if this offends you, please stop reading. Also, most of what's described in this story wouldn't be ethical or legal, but again, I remind you that it's fiction! I hope it's good-and-kinky fiction, and while I wish something like this had happened to me, once again, it's only fiction. Some readers think that my stories are autobiographical. I wish! Also, a fan of my work suggested this story concept. Feel free to message me if you have...

3 years ago
  • 0
  • 20
  • 0

Welcome Your Now a Sissy

Are you ready?Are you ready, princess?It's finally time. It's finally time, princess. It's time to begin. Are you ready? I think you are, princess. I think you're ready. I think you've been ready for so long.You've been ready for your whole life princess.It's time to drop the mask and be who you are. Who you really are. What you really are. No more lies, princess. No more games. It's finally time to reveal everything.It's time to reveal the sissy.That's right, princess. You are a sissy. Say it...

3 years ago
  • 0
  • 14
  • 0

Femocracy A Sissy Maids Tale

The year is 2050 and women rule the world. I should really follow this statement with a sinister laugh but there was nothing sinister in the current situation. There was no bloody coup by women to overthrow man, there was no war waged by man to wipe himself out, no it was mother nature who took a hand in helping women find there rightful place. Things started changing from the year 2012. Gradually women began to realise that they could read minds. They could easily read the mind of a man...

1 year ago
  • 0
  • 11
  • 0

A sissy called Jezebel Part II

Part II - Jezebel goes to school, the Templeton Academy: where young womyn become dominatrixes and sissies are crushed into submission. We meet some of hir friends, hir Instructresses, and hir bullies. I exit the gate and head to the main road. We live in a giant gated community, with families that are only 'in the know.' Families that have sissies or otherwise dominate men. A sissy waiting for the school bus, is just something you see. No biggie. One of my neighbors, Dorcas,...

3 years ago
  • 0
  • 23
  • 0

407am Sissy

My phone buzzed at 4:07am. I roused myself from sleep to look at the text message because somebody only sends you a message that early in the morning when it's important. I was right. That text message would be the start of a life-changing series of events. It simply read "Good morning, sissy slut." It was followed up by a picture of me, on my knees, wearing a bra, panties and stockings while sucking on a very hard cock. A second picture followed showing my open mouth, filled...

1 year ago
  • 0
  • 13
  • 0

Milking Sissy

The bondage wasn't necessary. The straps are there really as more of a ritual and now something I took comfort in due to its familiarity. My make up wasn't necessary either. Well, not really. But I no longer face the day without having at least some lipstick on. Thanks to what my Master had tattooed, I usually don't need much more than that. When it's time for my milking however, I like to make sure I'm as pretty as I can be. Especially if my Master decides to make use of me while...

2 years ago
  • 0
  • 13
  • 0

Unexpected Sissy Transformation

An Unexpected Sissy Transformation My unexpected transformation actually began at the company Christmas party, when Jennifer, our HR Manager of all people, sauntered over to me with an odd smile on her face. "Merry Christmas, Sean," she said, never taking her eyes off my face. "Do you mind if I ask you something personal?" Here we go again. I am an out gay male living in Texas. I can't tell you how many women have quizzed me about my "fabulous" gay lifestyle. The truth of the...

1 year ago
  • 0
  • 10
  • 0

Sissy and Paul

The double ended dildo had appealed to her sense of humour and made her wet thinking about using it on me. Sissy and Paul Years ago life was very different to nowadays, for a start pubs shut at 10.30 unless they had and extension for special occasions, they had different bars such as the main or public bar, the lounge and sadly no longer, a room called the snug. This room was usually used by the 'older generation' or people who wanted a bit of quiet/privacy. We had married several months...

Mature
2 years ago
  • 0
  • 7
  • 0

Becoming a Sissy Slut 5

Standing outside a gay bar under a street light with several loads of cum in my ass , plugged with a large bead necklace , wearing my very slutty outfit , I see a Dodge Ram truck cruising passed with the windows down. The two people in the front are both staring at me so i arch my back push my ass out , fake tits , sexy pout ..... they stop and ask if i want to take a ride?I reply with a smart ass comment. The guy in the passenger seat replies but i can't hear him so i move next to the truck...

Porn Trends