My Stepmothers Sissy Daughter, Part 2 free porn video

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My Stepmothers Sissy Daughter, part 2 By: Malissa Madison I lay there sleeping peacefully, feeling safe for the second time in so long I couldn't remember. I heard voices and I woke up, I was facing toward them on my side. A woman I didn't recognize but looked a lot like the girl in the diner said, "I think she's so sweet. I'm glad Dave brought you here last night. I was afraid to say anything about the bruises on your face, I didn't want to scare you." "Thank you Monica," mommy said to the woman. "He really did help a lot. And meeting Grace this morning helped too. I only met one other family that had a Sissy Baby girl like Dina. But she's been raised and loved all her life. Dina is my Step Daughter, and I love her so much." The woman, Monica took hold of Mommy's hand squeezing it gently, "So you like Gracie. Did you meet Tammy when you were at the Diner?" "No, I just met Grace. And Dave brought the bear for Dina." "Tammy is my older Daughter. She runs the Diner. Gracie is Dave's daughter from a previous marriage. We met at a kind of group therapy thingy for parents with children like ours." "I didn't know there were any groups like that," mommy said honestly. "Tammy is eighteen, and just wants to keep on the way she's been. Dressing up pretty, and having the boys chase her around. She's really a good girl, she just has this incredible craving for sex," Monica blushed. "Maybe it's from the only pacifiers I could find for her that would fit her mouth. But the doctors say it's natural for Sissy Girls to crave oral sex." I moved and pulled Amanda panda close hugging her. "Are you awake Dina?" Mommy asked me. "Yes Mommy," I answered. She came over slipping a finger in the leg band of the plastic panties, "well your diapers still dry. Do you need to potty?" "Yes Mommy, I do." I was hoping she wouldn't make me use the diaper. That would leave us with only one for the night. She rolled me onto my back and pulled the plastic panties down, then off. Then she unpinned the diaper, and carefully folded it. "That's my good big girl, we'll save this for tonight. Maybe Mommy can find you some more, would you like that?" "Yes Mommy I need diapers." I hugged her. "Mommy, I lost my Pacifier." I was sucking my thumb. "Mommy will get you another one sweetie." "Oh I have several at the house. Tammy's outgrown hers. And Gracie, well she has her favorites. So I have extras if you want them for Dina," then she blushed a bit. "The only place we could find any big enough were at a Fetish shop. So you can imagine what they look like. But my girls love them, and the doctors assured Dave and I both that it's perfectly natural for girls to want to suck on things shaped like that." Mommy blushed too, "Oh I know what you mean, I love it myself. But I worried about Dina. I mean I didn't want her to be forced into it." "Well I do have one large one that's not penis shaped. I'll have Gracie bring that one too when she comes." "Yes then we can let Dina decide what she wants." Mommy was a little embarrassed but still she felt more relaxed talking to Monica. Who picked up the phone and called the diner. "Gracie it's Mommy. When you go by the house would you get the pacifiers out of the drawer and bring them. And get that one that you didn't like too." she paused, "Yes honey, I'm there now. I'm sure Daddy will stop in when he gets off work." She offered Mommy a job at the Motel, and I was so happy when Mommy accepted. It came with a little apartment style room with a refrigerator and stove, and a small utility room with a washer and dryer. "And I'll be happy to watch Dina for you if you need to go out or something," she offered. "And I bet my girls would love to Babysit." A few minutes later someone knocked on the door to the room. "It's open Grace," Mommy said. Grace glided into the room still wearing her waitress outfit, with three inch wedge sandals. She carried a diaper bag and another smaller diaper bag that I just knew had to be Amanda Panda's. Sitting down on the bed next to me she said here you go, now Amanda can stop worrying. I brought her bottles too." then she took a Pacifier out of her apron pocket and popped it into her mouth. I saw the large penis shape just before she started sucking on it. Reaching into the big bag she pulled out several more. Then pulling out her pacifier with a slurping pop she said, "These are for you. Mommy said you needed one, so I brought you some really nice ones." She giggled nervously then lay down on her tummy across the bed with me while I looked at each one of them. Mommy started to say something when I picked up the largest one and put it against my lips then sucked it into my mouth with a smile. Grace hugged me, winking at our Mommies. Then we lay there together watching cartoons while our mommies talked for a few minutes. "Gracie, your diapers wet. Why didn't you tell Mommy?" "Cause I wanted to feel like I'm still your baby girl Mommy." "Well I hope you brought a dry diaper with you." She smiled happily and pulled a disposable out of the bag then rolled onto her back ready for a diaper change. I got to watch as Monica pulled off her wet diaper, then cleaned her up and put on a clean diaper. I saw that she was just like me only a couple of years older. Her mommy tucked her little girl clitty into her diaper then patted her crotch. "Why don't you take Dina outside to the playground area. I'm sure she'll like the swings and merry go round." Grace lead me by the hand out to the swing set. We were playing having fun when her Daddy showed up. "How's daddies baby girl? Are you having fun playing with Dina?" he kissed her forehead, then kissed his wife. "I called Tammy and told her I had Pizza on the way, so she wouldn't think she had to fix a carryout." "Dave, thank you for everything you've done," Mommy said to him. "I feel kind of guilty about last night." "Why is that?" he asked. "Well Dina, she's really my Steps,,," she didn't get to finish. "I know who She is, and I'm very happy that you let me help you lie about it. She clearly wasn't safe with that Bastard." "See I told you there wasn't anything to worry about." Monica said. "I see she's figured out what Pacifier she likes, just like my girls. Or did you even offer the other one?" he asked Monica. "She picked out the one she wanted," Mommy assured him. "I see she's not wearing a diaper. She must be more relaxed and feeling safe now." "Yes thank you for that." Mommy kissed his cheek. We were on the merry go round when I saw someone coming across the road. She was very pretty wearing four inch open toed heels and flowing long skirt that almost covered her ankles. Her blouse was a simple peasant top but she had large hoop earrings and several silver bangles on her wrists. "Momma, Daddy," she kissed their cheeks. "Ma'am, I'm Tammy. Where's Dina?" she asked then spotted me. Squealing with delight she ran over to where Grace and I were on the merry go round. "You must be Dina, you're so pretty." "Thank you," I blushed. I wasn't used to being told I was pretty. We heard a car pull into the gravel lot, and Tammy looked up. "Pizza's here," she announced with an excited grin. As soon as Dave paid the delivery boy she curled her arm in his and walked him toward his car. "This is the part that's hard for a Daddy to handle," he said turning toward the playground. "Why, what's wrong?" Mommy asked. Grace giggled then pulled her pacifier out of her mouth sucking it in and out. "Gracie Martin, you stop that before I turn you over my knee," her Mommy said. Monica reached out and held Dave's hand. "I know it's hard dear, she's growing up so fast." "At least he treats her nice. Better than that last little shit head." Her daddy was clearly having problems accepting that his little girl was dating. A few minutes later she came back to the picnic table and sat down. Monica made a motion, "Tammy," she motioned to the side of her face next to her ear. Tammy giggled and wiped the milky goo from her face. "Sorry Momma." She turned to Dave, "Tommy's going to come back in about an hour, he wants to take me into town to see a movie." "What about the diner?" Monica asked. "Denise is going to open and do the breakfast crowd. And Shirley already has the morning shift." "Well I'm happy you're taking some time off," Dave told her. "Do you need any money for your date?" "No Daddy, Tommy always pays for everything. He even does what I want to do." "Well I hope one day he'll get up the nerve to actually come and introduce himself." "But Daddy you already met him," she complained. "I don't consider walking up on his car at the rest stop, while my daughter is bouncing naked in his lap, as a formal meeting." He turned bright pink, "At least he didn't hurt you like the last one did." "Daddy, please. He really does care about me." She giggled, "You really scared the hell out of him when he realized you were standing there watching us do it." "Then in that case he can come and ask me for permission to date you." He turned to Mommy, "Sorry about the family drama." "That's ok," she said. "You love your girls and want to keep them safe." "It's not easy knowing that she has the wrong parts down below. But as long as she's careful and doesn't get hurt again I'll let her be happy." A young boy about grace's age came over to the playground while we were eating. "That's George, he's kinda shy. I think he likes me," Grace said. "Tommy is his older brother. We go to school together, and he knows about me. He even got in a fist fight when the other boys started calling me names." "George, would like a slice of pizza?" Monica asked. He devoured a slice then Dave offered him another one. "How's your Dad doing?" "Fine I guess," he said with a mouth full of pizza. "Mom says he'll come back soon." "You don't think he will do you, son." "No sir, I really doubt it. not after he beat the hell out of Tommy and Mom for standing up for me." Everyone kept waiting for him to continue but he just stayed quiet. After he finished off the remains of the pizza he said, You have a pretty outfit, I wish I had," he stopped. "I mean I like seeing girls in pretty outfits." "Ladies, excuse me. I think I need to go pay a visit to Mrs Cain. I think there's more going on than we've been told and I want her to know they have our support." After he left Monica said, "He found her and the boys last year, about the same way he found you and Dina. George has been kind of introverted and the other two don't really talk much. I gave Linda a job cleaning rooms at first but then she took the job at the convenience store making more money when her husband showed up again." "Momma, Dina and I are going to take George to the house and show him my Dolls." Grace said. "Ok sweetie pie, we'll be along in a bit. I'm going to help Diane move into the Motel Inn Keepers apartment." "Have fun Dina," Mommy said kissing my cheek. George didn't say much, he just sat in the floor with us around her huge doll house playing with her Barbie's. Then Grace made a motion to me and we both leaned back behind him, and she pointed to where his jeans pulled away from his back. He was wearing girls panties. We almost giggled. I knew he would be scared if he knew we knew his secret. Then Grace got up and went to her dresser opening her top drawer. She pulled out a pair of pink cotton panties, "Here George. If you're going to play with us you have to wear pretty things like we do." He looked up embarrassed. "I, I don't." he stopped. "They are pretty. And I guess if It's just us here it might be fun to dress up like a girl. Just because it would make you feel more comfortable with me here," he said. Grace had him all dressed up in no time. She had him in two inch heels, and even put makeup on him. "See how pretty you are George?" He was almost in tears, but he was smiling. "Thank you. But don't tell anyone ok?" He'd fastened the bra Grace had given him like he'd done it before, "George, we won't tell anyone. But will you let us dress you up the next time we play together?" she asked him. "Yes I like dressing up. I like feeling like a girl. But Dad, he hates me for it. he was crying now, "he was going to hurt me bad, but mom and tommy stopped him. He beat mom up pretty bad before tommy kicked his drunk ass." "Oh George, I'm so sorry." We both ended up hugging him. After that he relaxed more around us and we had him prancing around. Dancing in his heels and pretty outfit. There was a tap on her doorframe, "Grace honey. Georgia's mom is here." He froze in fear, looking at both of us. Then she said, "It's ok, can we come in please?" He was shaking his head no but Grace said, "Come on in Mommy, it's just us girls." Georges Mom rushed to him, hugging him tightly. "It's ok. See I told you, you just needed someone else who understands you. Now you have all these others, it's not just me and Tommy anymore." He sniffled back his tears, looking around at her and Mommy and his mom. "You don't think I'm a freak?" "No Sweetie," Monica said. "But I would like to know what your name is." "George," he answered. "No, your girl name. if you really want to be a girl you have to have a pretty girl name." his mom told him. "You can pick any name you want." "S, Sandi, with an I instead of a Y?" he asked. "If that's what you want," she reassured her. "What about dad?" "He won't be coming back. He filed for divorce last week." She told him. "Now you can be the pretty little girl you always wanted to be. And we can go shopping and buy you pretty dresses. And I can take you to see the same doctor Grace sees to help you grow your pretty breasts." Dave stepped in the door, "Congratulations Sandi, you look very pretty." Before they left Grace had given her a few pretty lace nighties and some pretty panties and dresses and skirts and a second pair of heels. They were walking toward their house when Tommy brought Tammy home. "Oh my god," she squealed jumping out of the car. "Tommy you have a pretty sister." "Mom?" he asked. "Yes Tommy, this is your Sister Sandi." "I always knew you were happier as my sister," he hugged her. "I'll be home in a minute. I just have to talk to Mr Martin first." Tammy kissed him and headed for the door a huge smile on her face, walking with a wiggle that said her butt was sore back there. "Sir, I want to formally date your daughter Tammy Lynn." "Are you sure about that? she can be pretty high maintenance." "Oh I'm positive Sir." "Tammy Lynn Martin, get your cute little butt over here." She ran over, "Yes Daddy?" "You can Date Tommy," "I'll see you in the morning Beautiful," he kissed her lips, squeezing her butt. "Now go get your diaper on so you can have pretty dreams." He patted her butt, and she giggled before skipping off to the house. "Mommy how did you know about Sandi?" Grace asked. "Your window curtains were open, we saw the whole thing," Monica said with a smile. "You did a wonderful thing tonight, you know that right?" "Yes Mommy." "Come along Dina, it's past your bedtime. And I still have to put your diaper on." I held her hand while she lead me to the new apartment. It was huge compared to the motel room. There was a low, wide counter top in the bedroom next to the bed with a cushioned top. I saw on the shelves below it all my baby things stacked up neatly. My cloth diapers, my pretty plastic panties. The baby powder, and lotion. My new pacifiers. And something I'd never seen before. It was about six inches long and thin and about an inch in diameter. It looked just like a penis. Mommy patted the top of the counter. "This is a diaper changing table," she explained. I hopped up onto it easily. My feet hanging in the air. She unfastened my little skirt and I laid back to let her take it off me. Then she took off my big girl panties. The inside panties were a bit damp in the crotch, and she sniffed it to determine what it was. "You seem to have gotten excited dressing up Sandi, your little clitty oozed into your panties." I got worried, "Don't cry. Mommy isn't upset. It just means you're growing up a little." She hugged me, "Now roll over so Mommy can take your temperature." She'd pulled out the new thing, I saw it was shaped like a smaller version of a penis. The flat end had a thermometer dial in it. Mommy started out by rubbing lotion on my bottom then she rubbed some ointment over my girly pussy, and some more on the thermometer. "Now just relax, mommy won't hurt you. I felt her finger rubbing around and around gently pushing inside, in and out a few times then I felt something bigger. It filled me up stretching me open as she gently pushed it into me. I had to bite my lip to keep from crying, but then it stopped hurting and as she held in place it started to feel nice. About ten minutes later she eased it out of me. "Good you don't have a temperature. She powdered my bottom then I rolled over and she powdered my front. Then holding my clitty tucked she pulled the diaper really tight and pinned it in place being careful to get the pins in just the right place at the front over my thighs before putting on my plastic panties. Then she put a little baby doll nightie on me and I got down and she tucked me into bed giving me a bottle of apple juice. I lay there hugging Amanda Panda, watching her get ready for bed. She changed into pretty lace panties and a pretty bra. Then rubbed lotion into her face and arms, then on her legs. As she was bent over doing her legs I noticed the bra looked different. It looked like it had extra snaps over the top of the cups. She pulled the empty bottle out of my mouth and crawled into bed, pulling up the covers. When she cuddled me cradling my head on her arm she reached up and unsnapped the material at the top of the cup, pulling it down to expose her nipple. I smiled and latched onto it nursing greedily. "Oh Mommy's baby girl likes her Mommy's nursing bra," she giggled. "Let's see if you can be a good baby and make Mommy cum like you did last night." I was getting excited listening to her moans of building pleasure, I could feel her other hand between us, I scooted even closer to her. He hand was moving and I knew she was rubbing her big girl clitty while I nursed at her breast. "Ohh, ooohhh, ooohhh baby. Ohh yeessssssss." I suckled harder, pressing the front of my plastic panties harder against her hand. And she started trembling all over. "Ohhh god baby girllllll," she moaned out suddenly. Then her body relaxed. Her fingers moved a little more, then she pulled her hand out from between us. I could smell her scent as she gently started to pry her nipple from my mouth to change me to her other side. But I moved my mouth instead to suck on her fingers. They tasted good and I slurped them clean, before she finally remembered and switched me to her other nipple. I was nursing less urgent now, and she asked, "Does Mommy's baby like the taste of Mommy's Putty?" Still nursing I nodded my head, mumbling, "Yes mommy" She reached over to the night stand and got my pacifier, I could see the smile on her face. As her own excitement grew she slipped it down between us, her hand fumbling as she got it inside her panties. I knew what she was doing, she was pushing the little penis end into her Putty. It didn't take long before she was moaning again. I could feel my own little clitty getting stiff bent back inside my diaper. My Mommy was using my pacifier like a real penis. Her other hand slid from behind my head down my back, and into the back of my plastic panties. Her fingers curled into my crotch, rubbing the tip of my clitty through my diaper. I was moaning with her as I sucked herder on her nipple. My littler diapered butt rocking back and forth as she was rocking her own hips. When she began to cum again I felt so proud and so loved. My little clitty exploded inside my diaper as the wet spot grew around my little clitty I could see the smile on her face. When her breathing slowed back down she smiled and pulled my pacifier out of her Putty, then popped it in my mouth. And I sucked it greedily, loving the taste of my Mommy's Putty. She kissed my forehead, smoothing my hair. "Oh god Dina, you're such a good Baby Girl for Mommy." She began to hum a Lullaby and I fell asleep, feeling relaxed, knowing my Mommy loved me, and that before I woke up I would certainly wet my diaper. But my Mommy would change me and still love me.

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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...

4 years ago
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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...

2 years ago
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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
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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...

3 years ago
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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...

3 years ago
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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...

4 years ago
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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...

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...

3 years ago
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I Now Own You Sissy

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

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