The Sissy Show Part 2 free porn video

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Chrissie and Brad Chrissie was unsure why she was doing this. She and Brad had been married just over two years and they loved each other. They still made love with passion and Brad was always thoughtful seeing to her needs above his own. Yet she felt compelled to give Brad the serum! She also had a strange half memory of sucking a big black cock! which made her blush just at the thought. Even worse was the fact she had loved it. He tasted so much different from Brad, before Brad would let her suck his cock he would have to have had a shower, so he always taste......flowery. This cock was musky.......and dare she say it more manly. She blushed an even deeper red, and before she could talk herself out of it added the serum to his drink. She watched with interest as he drank his coke chatting about his day at work. She took him by the hand and led him upstairs without a word. Instead of the main bedroom though she led him to spare bedroom. "Oh.....I thought we were going to bed" he commented with a grin "Wait and see" she chided She had laid out the costume provided by Barbara's seamstress on the spare bed. Bright pink patent leather bondage boots with eight inch heels. Chrissie mused that they would make him even taller. Pale pink rubber stockings, rubber knickers, a rubber mask complete with two pig tails. Over these would go the pink high neck hobble dress and finally over that a heavily boned rubber corset. That much rubber in the small bedroom meant the scent was all pervasive when they entered the room. She heard Brad gasp behind her as he picked up the scent, this surprised her a little so she stepped aside to reveal the rubber costume watching his reaction as he did. His eyes and mouth popped open and his breathing quickened, she could also see that he had an instant erection. Without being told he wondered to the bed and began to touch the items almost drooling, this reaction shocked Chrissie. "Sit down Brad" she ordered He sat down on the bed and she noticed he placed his hands on the rubber. Could he have a secret passion she knew nothing about she wondered. Then she thought maybe the drug would act like a truth serum, she sat beside him. "Brad tell me honestly do you like rubber?" "Oh I love the feel...the smell" he groaned earnestly "Is there anything else?" She was almost afraid to ask "Bondage" he replied almost too eagerly "You want me to tie you up" she gasped "And me to do the same to you" he gushed. "Why have you not told me this before?" "I thought you would think I was a pervert" he blushed "Oh Brad" they hugged each other and she whispered "Fuck me!" They almost ripped each other's clothes off and then they fucked long and hard, Chrissie revealed in her new found knowledge and it seemed Brad was unbelievably more passionate than he normally was. She hoped it was not the drug driving him, in her heart she knew it was the fact he had opened up to her. Sated they lay spent amid the rubber, then Chrissie jumped up. "Get dressed we're going shopping" They drove to an adult store out of town, Chrissie would not have dreamed of going in before but today she was emboldened. She was glad to see that it was a middle aged attractive woman behind the counter. "What can I do for you folks" she asked "Well we are looking for bondage....items" Chrissie murmured "For you?" "Both of us" "Come on let me show you" winked the woman So Chrissie let the woman show her the best things to buy and soon she had a rather full shopping basket! She finally sent Brad back to the car before selecting a few things as a surprise for him. Back home she found herself bound to the bed and blindfolded. Brad then spent what seemed like hours teasing her until she begged for him to fuck her. He then gagged her much to her surprise and teased her some more, she grunted around the gag pleading for release. She heard him laugh and realized she was seeing a side of him she had not seen before and loved him all the more! When he finally.....oh so slowly entered her she bucked and screamed, mercifully he released the gag allowing her to give full vent to her frustration. She thrashed under him as orgasm after orgasm washed over her as he fucked her to his own orgasm. They stopped for dinner which was much needed sustenance after the afternoon then it was her turn to play the dom, rather surprisingly her pussy was wet at the thought. So she left him washing the dishes and headed upstairs to prepare his surprise. Prepared she almost skipped downstairs and entered the kitchen, when he saw her his eyes popped open and he fell to his knees, the reason for this was her outfit. Black patent leather stiletto shoes with six inch heels, black rubber stocking so glossy he could see his reflection in them. Her slight curvy body was encased in an equally glossy rubber bodice. The suspenders from the bodice attached to the stockings framed her naked and wet pussy. Her small breasts were amplified due to the tight rubber spilled from the low plunging neckline. "Follow me" she turned on her heels a wide grin on her face and headed upstairs, she almost laughed when she heard him scurrying after her. In the spare bedroom she ordered him to strip naked marveling at how hard his cock was. She almost had him fuck her but resisted the temptation. She handed him the pink panties and watched him wiggle into them, fortunately although Brad was hairy it was fine and all but invisible. Once the panties were on his cock looked even more engorged, she rubbed it through the rubber making him pant. "My turn to make you beg" she smirked She had him sit and then she salaciously rolled the stockings up his legs. "Time to make you girlie" she giggled flourishing the rubber mask. She pulled it over his head and smoothed it into place, marveling how well it fit and bemused at how girlish it made him! She had him stand and then helped him to wiggle into the high neck hobble dress. It was so tight it hugged his manly frame but hampered his ability to walk. To her amusement he had to mince and wiggle to get back to the bed were he sat so that Chrissie could fit him into the bondage boots. Once again she helped him to his feet watching him wobble around. "My god! You're even taller in those boots..." she laughed She fitted him into the corset pulling it tight to reduce his waist. However when it was fitted it only seemed to amplify his manly physique! Her pussy was now dripping wet at the sight of his feminized body. "Okay one last thing" She took a leather belt from the pile of newly bought bondage gear and fitted it around his waist. It had matching cuffs that she attached to his wrists. She then chained his wrists to his waist smiling as he panted with excitement. "Oh Brad you look delicious.....and I am so horny" she crooned "So am I" he panted "Although Brad doesn't suit you at the moment" she laughed as he cocked his head to one side in confusion "How about Brandi.....Brandi Bondage slut" she burst into hysterics and he blushed She knew Brandi liked her new name because she could see how hard Brandi was! "It's such a pity she is covered in sooooo much rubber" she laughed rubbing her straining cock through the layers of rubber. She groaned in frustration. "But I do have something else the nice lady at the sex shop sold me......go to our bedroom and lie on the bed" she ordered As she minced seductively to the bedroom Chrissie retrieved something from her bag. Because Brandi was bound and helpless she had to help her lay down. She then showed her the last item she had purchased, it was a ball gag....her eyes bulged in the rubber mask. The reason for this was that although it was a ball gag, protruding from the front of the gag was an eight inch dildo! "Open wide" she giggled Brandi complied almost reluctantly as she fastened it tightly in place. Then licking her lips she climbed onto the bed and then knelt over her face positioned looking down Brandi's rubber encased body. She lowered her pussy onto the dildo "See that it enters my pussy" she ordered Brandi watched as Chrissie's pussy descend moving her head to allow the dildo to slip inside her. Chrissie wiggled as the dildo slipped fully inside smothering Brandi with her ass and pussy. Brandi groaned around the ball gag which excited her even more. She wondered what she could see, what scent was she reveling in? Slowly she moved up and down on the dildo catering to her own building orgasm. Pretty soon she was bouncing up and down on the dildo regardless of Brandi's discomfort bringing herself to an ecstatic orgasm. Having slaked her passion she slowed down, she also focused on Brandi's encased cock rubbing it through the rubber. She smiled as she felt Brandi shiver at her ministrations. Slowly as her body began to heat up Chrissie was able to slide the rubber up and down her engorged cock. At the same time she pumped the dildo in and out of her pussy. Soon Brandi's grunts were in time with her moans as she brought them both to a simultaneous orgasm. Feeling her orgasm about to crest she crooned "Ready to fill those pink rubber panties with your dirty spunk slave!" Chrissie immediately felt Brandi tense, her back arched and she pushed the dildo deeply into Chrissie's pussy driving her over the edge as well! She screamed and Brandi growled and they both bucked in a mind blowing dual orgasm. Exhausted she flopped on top of Brandi feeling her ragged breathing . Slowly she recovered and to her surprise she wanted more so she shuffled back sending the dildo back into her pussy, Brandi groaned under her and she felt a pang of guilt. Brandi must be uncomfortable with her weight on her, her sticky pussy juices overwhelming her senses, her own spunk soaking her cock. However these thoughts had her humping the dildo again with scant regard of Brandi's comfort. In fact she kept Brandi in the rubber dress all evening, achieved several more orgasms and giving her a couple more. Chrissie realize she had no need for the drug Brandi would gladly wear the rubber dress however she was not sure Brandi would do so in public. She had a sinking feeling that she was going to need the serum with the red top to get her to the sissy show. So whilst they were showering together before going to bed and whilst she was still under the influence of the drug she asked "Honey....now I know you love wearing rubber....what do you feel about doing so in public?" "Now way.......just in the bedroom" he answered instantly. Sadly she realized she was going to have to use the drug and then a wicked grin lit her face. Well she was pretty sure Brandi would want to push her boundaries.......wouldn't she? Wendy and Danny Wendy was surprised that all her girlfriends knew her secret, but then she thought why should I be surprised they had all known me since school. She blushed as she remembered the crush she had had for Barbara! She had told no one not even her family...especially not her family. Her parents were old money there was no way they would allow her to have a lesbian lover. Father had no time for `FAGGOTS AND DYKES` he would rant, mother meekly did as she was told. Her marriage to Daniel although not in so many words had in fact been arranged. Before her marriage she had only met Danny a few time, she knew that he was the son of one of the rich families of the town and so there marriage would bring both families together making them richer. Danny was not the type of man she would have married, but then she would not have married a man given the chance. So it was with a little trepidation that she opened the box that Barbara's seamstress has given her. All she could see was frills, and froufrou and lace.......and it was all pink! She started to feel sorry for Danny but then stopped herself. Although he had been a good husband he had also been quite cold, to him the marriage meant a step up in business and nothing else. He was good in bed but the sessions were few and far between, and she also suspected he was cheating on her. She knew father had cheated on her mother and no one had spoken of it, it would seem Danny was following the male family tradition. With a renewed enthusiasm she unpacked the items, what she found at the bottom of the box made her grin wickedly. She then wondered downstairs and having spiked Danny's whiskey and soda took it to his office with a smile on her face. Danny stood passively in the centre of the bedroom totally naked, exactly as she had left him half an hour ago before popping out to the chemist. She had decided once she had seen him naked he was far too hairy and no way did she have enough hair removal cream, hence the shopping trip. "Follow me" she ordered He followed her into the bathroom were she slathered him neck downwards with the cream and left him standing. The instructions on the packed suggested thirty minutes, she left it on for an hour much to his discomfort. Wendy was feeling especially spiteful since she had quizzed Danny on his extra marital affairs and found out he had two other women and regularly paid for hookers! She could see the worried look in his eyes and reveled in her power. Finally she relented and let him shower and towel himself dry before heading back to the bedroom. The first thing she had him put on was the most bizarre item. It was a latex body suit that would cover his torso only. She held it for him to step into then slid it up his now baby smooth legs. At the crotch she fitted a tube into his soft dick and then fed the dick into an internal tube. She then smoothed the latex up over his stomach, noticing as she did that he now had wide hips and a larger curvy ass. It now appeared that he also had a pussy complete with swollen lips. The instruction for the suit said that thanks to the tube he would be able to pee....sitting down of course, thanks to the internal tube, also limited stimulation would be possible as his cock sat behind the imitation pussy. To test this Wendy pushed her fingers into the folds of his new pussy and began to stroke. He groaned in answer to her ministrations and to her surprise the latex pussy began to expand making the lips look even more swollen, she giggled at this. She continued taking hold of the breast forms. According to the instructions she had to squeeze the breast forms to open the internal apertures she had to then place them over his nipples allowing the apertures to close and capture his nipples. In that way he would be able to feel anything done to the breast forms, pain and pleasure. An evil grin crossed her lips as she set the breast forms in place. She caressed the rubber nipples and he groaned with pleasure, then she squeezed hard causing him to bellow in pain "Oh that will never do, from now on you will only talk in a high girly voice and scream like one too.....understand?" "Yes Wendy" he simpered in a high falsetto voice. Then he screamed like a girl as she again squeezed his nipples. "And with a girlie figure like that I can't be calling you Danny anymore......mmmm...how about Daphne...yes.......and you will call me Miss or Miss Wendy, understand Daphne?" "Yes Miss Wendy" she simpered She smoothed the suit up Daphne's neck and then sealed it at the back marveling at how the seal was almost invisible. She also realized that the skin tone was also exactly the same as Daphne's so it was hard to see were latex ended and flesh started, there was also a mole in exactly the same place as on Danny's, now Daphne's chest, although it was larger due to the size of her new fake breasts....they were big! She stood back admiring what she had done and she felt her pussy moisten. Danny now looked like a woman and she had to admit he looked good. Face wise Danny had never looked masculine, in face he had quite an elfin like look making him look distinctly.......feminine now. She once again caught the look of fear in his eyes and smiled "Oh I am not finished yet, time to get you dressed." She laughed at the look in her eyes First she fitted Daphne into a pink satin corset gradually lacing it tighter and tighter until she could hardly breath....then tightening it another inch for good measure. It now gave her quite the waspish figure which pleased Wendy no end. The corset was edged with white lace and had frilly suspenders attached. She rolled pale pink gossamer stockings up her legs and attached them to the suspenders, as she did this she noticed Daphne's pussy looked particularly swollen "Are we enjoying this?" she smirked "Yes Miss" she blushed in response. She had Daphne step into the frilliest white panties she had ever seen. Because she now had a new pussy they fit perfectly if slightly tented by her arousal, she caressed Daphne's pussy through the panties and she groaned in ecstasy. Carefully she fitted her into layers and layers of petticoats, so many layers that they stood out horizontal. She then picked up the dress and let her see its full frilly glory. Daphne fairly paled at the sight of such an overtly sissy, frilly, lacy dress. She dropped it over her head and smoothed it into place. Daphne helped by arranging the skirt over the layers of petticoats so that the hem like the petticoats was held horizontal. The collar was high and had a padlock to secure it in place, this she snapped shut eliciting a sigh from Daphne. Wendy dipped into the box and realize there were several wigs to choose from. She selected a blonde wig with huge bangs and arranged it on her head, placing the others beside the dressing table. On Daphne's feet she placed White frilly ankle socks and over these she fitted two inch heeled shiny pink Mary Jane shoes once again padlocking them in place "So Daphne I have full control of your attire, if you want to take something off you will have to ask me first" "Yes Miss" she replied obediently She handed Daphne lace gloves and bid her put them on, the gloves were fingerless and Wendy mused that pink nail polish was needed. Fully dressed Wendy led Daphne to the full length mirror and allowed her to admire herself. As she did she watched the reaction in her eyes, she could see Danny did not like what he saw, that made her pussy throb......the power she had over him was like an aphrodisiac! Wendy looked at the reflection and sniggered, she looked the epitome of girliness. Pink Mary Jane's, ankle socks, pale slender legs leading up to a froth of petticoats. A mere glimpse of frilly white panties due to the shortness of the dress. And the dress, candy pink, white piping, frilled at the edges.....simply divine. As Wendy's gaze moved up she locked eyes with Daphne and winked. "Come on time to get your nails done and some makeup" Wendy in fact spent the whole afternoon, making her up and trying on various wigs. To her shame she ended up with a wig that looked remarkable like Barbara's and makeup to match! She had Daphne make dinner and they sat together to eat it. She instructed Daphne to start reading all the fashion magazines that were about the house and then they could have more girlie conversations. "Yes Miss" smiled Daphne Wendy ordered Daphne to do the dishes whilst she hurried upstairs to prepare herself for the evening's entertainment. To be honest she could not wait to get her new sissy girlfriend into bed her pussy was positively dripping. She jumped into the shower, washed herself trying very hard not to play with her pussy and then slipped into a shear negligee after dabbing perfume in a few key places, she then lounged on the bed to await her girlfriend. Before long Daphne appeared, her eyes widening when she saw Wendy, this caused her to giggle happily "Let me get you ready" she said slinking off the bed. Kneeling she unlocked Daphne's shoes and gently removed them watching as she wiggled them to get some relief. She moved behind Daphne and unlocked the padlock allowing her to slip out of the dress, she also helped her step out of the petticoats. Now in her underwear Wendy had to admit she looked delicious "You look divine darling" she whispered in her ear Daphne blushed in response then sighed as Wendy caressed her nipple "Come" she said taking Daphne's hand and leading her to the bed. As she moved to the bed she shook off the negligee eliciting a sigh from Daphne, she then sprawled tummy down across the bed "Worship me" she said over her shoulder. She then sighed herself as she felt Daphne's butterfly kisses on the back of her calf, her pussy thrilled at the touch. Daphne kissed first up one leg and then the other. She worshipped Wendy's upturned bum her tongue occasionally slipping into the dark musky crease. This had Wendy moaning with pleasure and to Wendy's surprise she heard Daphne giggle "It would seem she was enjoying herself" mused Wendy Then she realized that she had referred to her husband not as a he but a she! Her pussy moistened at all she had done and what was to come. She knew that Danny would be taking a week off work that was for sure! Daphne had worked her way up her back and was now nibbling on her ear, something that drove her wild. She turned her head and their lips met. Tongues snaked out and entwined and as they kissed Wendy looked into Daphne's eyes, she had expected some form of resistance but instead all she saw was lust, her heart skipped a beat and her pulse quickened as the kiss became more passionate. Without bidding Daphne pushed Wendy onto her back and began working her way down Wendy's body, pausing to suckle, lick and bite her sensitive nipples. Wendy thrashed under her questing mouth, begging for release. Daphne paused in her pleasuring then with a wicked grin kissed her way down to Wendy's sopping wet pussy "Someone is excited" she growled before plunging her tongue deep into Wendy's pussy. Wendy immediately screamed her release and bucked under the lashing tongue orgasming as she had never done before and squeezing Daphne mercilessly between her legs. Her initial hunger sated Wendy allowed Daphne to bring her to three more orgasms before stopping her "I need something inside me" she crooned She ordered Daphne to kneel on the bed and then she retrieved the last item from the box Barbara had given her. It was a strap on harness complete with an eight inch pink dildo. Wendy moved to Daphne and began to strap it on, she watch as the lust seemed to ebb a little from her eyes. "I wonder if she would prefer to fuck me with her own dick.....well too bad?" She mused Once the strap on was in place Wendy reached below the dildo and began to stroke her pussy. Daphne gasped and the lust was reignited. She continued to rub and realized as she did that Daphne was getting wet! How could this be? Then she realized that Daphne was incredibly excited and the juices were the pre-cum dripping from her encased dick......she decided it would now be her clit. Wendy watched with a smile as Daphne closed her eyes and threw back her head succumbing to the pleasure. Soon her breath became raged and her moans became louder. Wendy stopped a wicked smile on her lips and Daphne's eyes flew wide open as she gasped "No please.....please...I need!" she begged sweetly "Fuck me and I will make you cum" demanded Wendy falling onto her back Daphne needed no bidding instantly the dildo was at Wendy's pussy lips and then it was buried completely in her molten pussy. Once again Wendy bucked and screamed her orgasm and as she did this Daphne did the same. She arched her back sending the dildo deeper into Wendy "I...I...I..mmmmmmmmmmmmmmmm" she screamed She thrust hard into Wendy sending her into orgasm after orgasm as she thrilled to her own sweet exquisite rapture! Exhausted they collapsed together on the bed. Wendy laughed with joy at what had just happened, Daphne could hardly believe it and was totally overjoyed with this new experience. So the girls spent the rest of the week, either talking fashion or making love. By the end of the week Wendy was toying with the idea of taking Daphne's cherry with a slightly smaller dildo! And to her surprise Daphne seemed enamored with the idea!

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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
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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...

3 years ago
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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
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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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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...

1 year 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...

2 years ago
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The Sissy Diaries My Two Mistresses

Dear Diary, Things were going so good for me. I got promoted at work, even though I know most people there don't like me because I'm quiet and reclusive. It's just that I can't get too close to anyone there and risk exposing that I'm a closeted crossdressing sissy. Still, I do my work and go home to my apartment and escape into my sissy world. Still, I decided that with my promotion and my increase in salary, I could afford a better apartment in a better neighborhood and that's where...

2 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...

3 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...

2 years ago
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The Young Sissy Chapter 3

I was running through an empty parking lot...looking for someone, or something, but I wasn't sure who I was looking for...or what. All I knew that was no matter how hard I looked, how far off into the distance I stared, all I saw was miles and miles of concrete. It was an oppressive emptiness, the vastness of the open space crushing me. I fell to my knees in despair. I don't know why I was looking anymore...everything I had seen up to this point was testament to the futility of hope. At...

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...

3 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,...

1 year ago
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The 150 Sissy Rules

Rule#1: A sissy does not have a cock. A sissy has a clittyRule#2: A sissy wears a bra and pantiesRule#3: A sissy loves cockRule#4: A sissy loves cumRule#5: A sissy takes it in the assRule#6: A sissy loves pinkRule#7: A sissy loves her toysRule#8: A sissy dresses like a slutRule#9: A sissy sharesRule#10: Sissies love facialsRule#11: A sissy must have a tight assRule#12: A sissy must have perfect bimbo makeupRule#13: A sissy grows big fake titsRule#14: A sissy is a pro cock suckerRule#15: One is...

3 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...

2 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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The Reawakening of Sissy Jackson

The Reawakening of Sissy Jackson By Cassandra Morgan The memories came at night, when his consciousness was not on guard to stop them. A little boy, rushing across the playground to his mother. She laughs and picked him up, kisses him on his lips. He is a small boy, frail, too weak to play ball sports with the other kids. He plays on the swings...but not too high. He plays hopscotch. He plays jump rope. The mommy does not care. She likes having her little boy close to him, and if...

2 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...

1 year ago
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My Sissy Calling

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

1 year ago
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Sissy Farm Chapter Eleven

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

3 years ago
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The Farm School Sissy

INTRO (Skip this bit and get on with the story if you want) Like most of my writing projects this is unfinished. I seem to always get obsessed with small details to the detriment of ever finishing the work. Feel free to take over this story yourself and make it what you will. This particular story is set in a world perhaps just slightly off centre to our own. The location is a boy's only orphan farm school run mostly by strong and independent women. The world has changed in so much...

1 year 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...

1 year ago
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Forever Her Sissy Chapter 4 of 6

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

2 years ago
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Crowd Sourced Sissy 3

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

3 years ago
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Sissy Farm Chapter Eighteen

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

2 years ago
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Sissy Hypnosis Fun

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

2 years ago
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Sandys Sissy Maid

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

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