Young Sissy Son/Brother Part 2 free porn video

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Young Sissy Son/Brother Par 2 After lunch, Bree announced that it was her turn to be in charge, and she wanted to play dress up. "What?" "Dress up. You know, we try on different thing's and act (girly)." "Like what kind of things?" "Come up to my room little brother and I will show you." Up in Bree's bedroom, Alan was concerned for the first time that his sister was now firmly in "control," for the balance of the afternoon, that is. While younger than himself, Alan still knew he had to do what she wanted to avoid the wrath from mother. "OH, this going to be so much fun, brother! "First, I think we will have a sleep over, and try some of my makeup samples that Sara gave me. And then we can talk about the cutest boys in school. Ok." "Now, since you will be a girlfriend this afternoon, I can't call you Alan, so how about Ali?" "Yes, Ali, cute, ha!" "I'm going to wear my new baby doll, for our sleepover, and Ali, you can wear my old Disney's Belle night gown. And, I have the slippers that go with it." "Bree, I don't want to wear any nightgown, let alone your old Belle one. And in any case, I don't want to play sleep over or wear any of your stupid old clothes. Get real." "Now Ali, that is not the way to speak to your big sister, is it? Mother would be soo disappointed in you. And my friend Sara told me that she thought you looked cute with her lip gloss and that she wanted to come over again and kiss you some more. But she said she would like you to be more girly, so she can experience what it is to be the "boy," when they kiss her." "She wants to come over a kiss me again?" "Yes, but only if I say so, and invite her. So, Ali, what's it going to be, my Belle nightgown and slippers, for another kiss with Sara?" "Ugh, I don't know. I can't believe I kissed her, but." "Yea, ok, so what do I need to do." "Well, first Ali, since you resisted me, you will also need to wear my tween panties with your Belle nightgown." "Panties, No way." "Now Ali. Do I need to tell Mother that you were uncooperative this afternoon? Well, do I." "No, no please don't say anything to mom." "Ok. Then let's find some cute panties for you to wear to go with my Belle nightgown. And you may keep the panties after you wear them, as I don't want them back. They are yours! Ok, sweetie." Bree dug into her panty drawer, and in the back found several old tween panties. Each one was a pastel color with contrasting hearts and star colors. "Oh Ali, look. You can choose your first pantie!" "It is you first panty, right?" Ali turned red with embarrassed. "Oh, I don't care. Just give me one." "Well, sister, the first thing you should learn is that a girl always tries to match items and colors. Now, since your Belle nightgown is yellow with strawberries, I would think you would want this yellow panty with red hearts!" "Now, put these panties on with your night gown and slippers. I will put my night gown on in the bathroom, and see you in 30 seconds, Ok, sister!" Bree went quickly into the bathroom and put on her new, cute baby doll. She decided to take off her training bra to give her brother a rush with her young, developing breasts! With her sexy matching panties, she knew she would definitely get a rise from him when she shifted her legs just right, offering a glimpse of her panties. Boys are so easy to manipulate, you know. Meanwhile, Alan hesitated with the feminine items in front of him. Did he really want to do this? Did he want to wear girl things? Tween items? Did he really want to play like a girl with his younger sister? He thought about kissing Sara again, and he thought about the potential angry of his mother. Alan quickly disrobed and slipped the cute tween panties up his legs. His journey had begun! While he was bigger than his sister, he was surprised to see that the tween panties fit him so well. Too well. They were perfect, in fact. He then slipped the Belle nightgown over his head. Again, it was not too small for him. The night gown came down almost to his mid-thigh. Maybe, just maybe, a pinch too short. He stepped into the slippers just as Bree came into the bedroom. He was surprised to see how sexy his little sister looked in her cute, baby doll. And Bree was also surprised and happy to see her older brother in her tween clothes. Cute to say the least, she thought! Alan had not tucked his little fellow back between his legs, so within seconds, after seeing his sister's emerging young breasts through the flimsy baby doll, he began sprouting a little hard on which was quite pronounced in the front of his nightgown. Bree noticed it immediately. "Oh, Ali. Are you so excited to wear your own tween panties and nightgown?" Alan could have died! He didn't know what to do. His face was now so red, that he could feel the heat from his cheeks. So, he turned his back to his sister and tried to adjust his "equipment." But he was so hard that his penis would not go back between his legs. He then decided he had to use the bathroom and quickly ran in his girly slippers past Bree who was grinning ear to ear. As Alan went into the bathroom, Bree yelled out, "Ali, remember to sit down, Ok." After 5 long minutes and some cold water, Alan finally emerged from the bathroom. He was still embarrassed, while Bree now felt confident, with a new sense of empowerment over her brother. No question about it, especially with her brother now in tween clothing and being totally embarrassed. "Ok, Ali, sit down next to me. I think we should try some of the samples Sara left for us." (for us?) "Let's do our toenails first. Ok. And don't worry Ali. I have nail polish remover, so just relax, sweetie." "Now, I will do your toenails first, and then you can do mine." "Oh, isn't this fun?" Bree proceeded to take Alan's leg and put his foot right in her lap. OMG! As Alan sat to have his fingernails polished, he could see quite clearly his sister's beautiful, young emerging breasts with her teasing, projecting nipples looking right at him. Bree put Alan's heel so it was resting right on top of her young mound! Her mound felt both soft and firm at the same time. Within seconds, Alan's little pecker was reaching for the heavens again! Bree seemed to be aware that her brother was in an excited, arouse, and pleasurable state. He offered no objection to having his fingernails polished in a light, soft pink hue, and his toenails polished in a deep, ruby red color. Wow, his hands and fingers were so dainty and feminine looking. Maybe he should have been a girl, or still could be, a girl, Bree thought. Anyway, Bree had her mother's orders to feminize her brother, even though it was Bree's manipulation that started this whole process. When Bree was finished with Ali's nails, Ali tried to do Bree's toenails without much luck. Part of the problem was that Ali was new to applying nail polish, and the other migrating item was that Bree would rotate and move her foot while it was in and on Ali's lap. Bree was now teasing, tempting, and controlling her brother. Men, so easy to manipulate. The next tween sleepover activity was to wash each other's hair and put in a few large rollers. The tweens went into the kitchen to wash their hair. "Ali, lay down on the counter with your head over the sink. I can wash and rise your hair very easy this way." Ali, obediently got up on the counter and laid back with his head over the sink. Bree wet Ali's hair and proceeded to apply Johnson and Johnson Baby shampoo. Ali closed her eyes and just enjoyed the fragrance of the shampoo, the hair washing, and the head massage from Bree. Wow, this girl thing is not too bad, he thought. As he laid there, he wondered why Sara wanted him to be more girly. He didn't care as long as he was able to spend more time with Sara and kiss her again. Bree looked down at her brother. His nightgown now barely covered his panties! His long, hairless legs looked quite feminine. In fact, he looked like a young, tween girl with his finger and toenails polished. Bree thought of Ali as her little sister and not as her peer girlfriend. Yes, a younger sister was Bree's preferred view of Ali going forward. She wondered how she could keep Ali as her "little sister." Bree finally rinsed Ali's hair and wrapped it up high in a bright, pink towel. Now it was Bree's turn to lay on the counter. Ali wet Bree's hair and shampoo Bree just like she had done for him. Oh, I suppose this is how girls lean to do things and take care of themselves - by watching each other and doing things together, Ali thought to himself. Ali looked down at his sister as he washed her hair. Her young body for a 12 year old girl was quickly changing and developing. He was mesmerized with her baby doll now exposing her cute, sexy panties and fetching mound. He wondered if his panties on him looked like Bree's! He now looked at Bree's chest. Their mom had large breasts for her size. He wondered if Bree's breasts would eventually be the same or larger. He even thought for a second - if he was a girl, would he have large breasts! The mutually, enjoyable hair washing brought both tweens closer together. Back in Bree's bedroom, Ali offered no resistance now to having several large rollers woven into his hair. His hair was a little short for the large rollers, but time will take care of this, like it will do for all things needed Ali. Bree set Ali's hair with the curlers, and then blow dried Ali's hair using a hair dryer. "Let's let this sit for a while, before we take out the curlers. Ok." "Now we should play with some of my dolls like I wanted you to do the other day. "Ali, let's pretend it's my doll's Angel's birthday and she has to set up for her party. "Now, first, who did she invite and why?" "I have no idea." "Of course, you do silly. You're only going to invite the girls that are most popular, or the ones with the cutest boyfriends. But not Lauren, as she did not invite Angel to Lauren's last birthday party. Now, how should we set up the party room and what games are we going to play at the party? I read in my tween magazine that a fun game is to spin the bottle with all the girls in a circle. If the bottle points to you, you apply a shade of nail polish to one of your nails. The first girl with ten different shades wins. Isn't that a fun game?" The "girls" played for a while, and even Ali got into pretending about the doll party. It was fun. "Ali, it's time to remove your curlers. Now sit between my legs and I will remove them." Ali sat between his sister's legs. For some reason he now felt different interacting with Bree. He sorta liked that she took control and showed him new thing's, even though they were girl things. Between Bree's legs he felt safe and secure. He loved the way she touched his hair, brushed his new curls, and whispered in his ear. And he felt the tingle of feeling Bree's "mound" against his backside with her legs now wrap around him. She said she did that to hold him still while she worked on his hair. "Oh, look Ali" as Bree held up a hand mirror. "See, just the right amount of curl for a tween. You look cute! And you don't really need much makeup. Maybe just a little blush on your cheeks. A tween like you has to be patient before she can look like a real teenager. Ok, Ali?" Ali did not know what to really think. He looked in the mirror. There were a few soft, cute curls. They looked nice. He turned his head each way to see the different looks. Continuing to sit between Bree's legs, Ali really did not want this time to end, so he kept holding up the mirror. Bree, likewise, was enjoying Ali in her control: physically, emotionally, and psychology. Yes, she would love to have Ali as her little sister! "Ali, Sara would like to come over tomorrow, but she can only come in the morning. Is that Ok?" "Yea, sure. We can trade times." "NO, we will not trade times. The afternoons are my times, so if you want to see Sara again, it will have to be in the morning. Ok." "Yea, Ok, I guess." "Good. That's now settled. I will have Sara come over tomorrow. And we could still do (girl) things outside in the morning Ali." It was now established, and mutually acknowledged and understood between the siblings, that in the afternoon with Bree dictating the activities, she was definitely in charge and in control. In the late afternoon Bree instructed Ali to change back into his clothes, but keep his panties on as there were now his. The two tweens were sitting together and watching tv when their mother June came home from work. June was surprised that her two children were together, not arguing, and seemed to be enjoying each other's company. Wow, what happened, she wondered. June said a quick hello and went upstairs to change clothes. When she came back down, she noticed the curls in Alan's hair. "Oh, honey. I like your hair. It looks really nice. What did you do to it?" "Oh nothing. Bree gave me a shampoo and set a couple of curlers in my hair. I can comb the curls out in a day or so, if I don't like them. (Gee, how does he know so much about curls all of a sudden)! June then noticed his fingernails. OMG, he is wearing fingernail polish! Wow, Bree is really doing her job as I requested, I just didn't realize things would move so quickly. Maybe, he really does want to be more girly! June didn't draw any attention to his fingernails. She wanted to speak with Bree, so she had Bree come into the kitchen. "Bree, I can't believe what I'm seeing with your brother. Curls in his hair, polish on his fingernails? What happened today?" "Mom, Ali really wants to be a girl. We did girl things all day, even played with my dolls in my bedroom all afternoon. Ali is wearing my old Elsa tween underwear and she has her toenails painted a bright, ruby red color. She even wore my old Belle nightgown today for our sleep over party." "Bree, I can't believe what I'm hearing. And why do you call him Ali?" "Well, mom, he apparently likes the name "Ali," and asked me to call him that. I think he wants to be my sister instead of my brother. In fact, my "little sister', that is." When I put on my new baby doll outfit for our sleepover today, I know he was really jealous. He said something like he wished he had his own baby doll, and that you should make him wear it to bed, so he doesn't have to asked or sneak. I guess he doesn't want you to know that he really wants to wear a baby doll, but if you make him, he would be soo happy. So, what are you going to do Mom?" "Bree, let me think. This is all moving way too fast for me." "Well, mom, I also think he would like to help you more in the kitchen making dinner and wearing one of your aprons. So, I would start there." "Ok, Bree, I see your point." "Alan, Alan can you help me tonight with dinner?" "Sure, mom." Hmmm. "Oh honey. Thank you so much. Sometimes you are so precious." Why don't you wear one of my aprons, so you don't spill anything on your clothes? Ok dear." With that, June retrieves her most feminine, sissy looking apron and put it over Alan's head. She then spun him round and tied a tight, fancy bow in the back. With Alan wearing shorts and the apron being longer than the shorts, it looked like Alan was wearing a "sissy" dress. "Oh, honey. You look so, so cute in that apron, I may just call you 'Ali' tonight." Later that night at bedtime, June knocked Alan's bedroom door. "Honey, I want to give you something to sleep in tonight." Alan looked at the feminine garment in his mother's hands, while also trying to cover up his underwear. "Mom, I don't need any of your things." "Oh, but honey, I think you do. I see you still have on Bree's tween panties, or are they yours now? Anyway, it's ok for you to be girly sometimes, and want to wear and do girly things. I love you honey. Now, come over here and try on my old baby doll. Come on sweetie." "I'm not sure it will fit, probably a little too large, but it will do until you get your own." The baby doll was a little too large, but it felt heavenly with his first touch of satin and silk. "Ali, did you cleanse your face tonight?" "What?" "Oh, never mind. Tomorrow night, I will have Bree show you how to get ready for bed." "Good night honey. Sweet dreams. I'm sure you will have many."

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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...

2 years ago
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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...

4 years ago
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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
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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...

4 years ago
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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...

4 years ago
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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...

2 years ago
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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,...

4 years ago
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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
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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...

3 years ago
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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
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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
3 years ago
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Sissy School Part 6

SISSY SCHOOL - PART 6 By Missy Crystal The sissies flounced out of the kitchen in a train of swirling petticoats and went into the living room, which was also the classroom. I was the caboose, following Sissy Heather. As soon as we were all in the room, Mistress Mary appeared. Either she had ESP or she really was constantly monitoring us. Either way, I was glad I decided not to try anything for the time being. "Today we will have a deportment class," she announced. "Yeth, Mithtwith...

3 years ago
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Sissy Slumber Party

Sissy Slumber Party I was on my way to the slumber party and I was so excited that my panties were getting wet. As I felt the moisture between my legs I blushed and giggled. My high heels clicked on the sidewalk as I went and my full skirts and petticoats swooshed around my baby smooth nyloned legs. I wiggled down the street and my long curly hair and bangle earrings swung from side to side as I walked. Some men in a passing car whistled at me and I just smiled. But my panties...

3 years ago
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Sissy Farm Chapter Sixteen

Sissy Farm - Chapter 16 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...

3 years ago
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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...

2 years 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...

2 years ago
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Sissy Emma is turned

Sissy Emma is turnedI had been a crossdresser all my life but completely in the closet and hidden from all my friends and family. To ease my tensions, I often chatted with people on line, at first with females and other crossdressers but as I got braver with men as well. I loved to chat with them and their strong demeanour made me feel even more feminine.I had been chatting with John for a couple of weeks, about my fantasies. And let me get this straight, that's all they were fantasies. I mean...

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...

2 years 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...

4 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...

3 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...

2 years 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...

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