Sissy Gimp free porn video

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Sissy Gimp I watched the red head spurn the fourth attempt to chat her up and smiled. I was sitting in a pickup bar and you may be wondering why I was doing this since I was happily married. Well I was happily married but my wife Penny and I did not see eye to eye on sex. I have a very high sex drive where as Penny has not, and so sex between us was few and far apart. In fact it has been four months since Penny and I had made love. In that time I had been to this bar and had two one night stands, which was exactly what I was looking for tonight. I noticed the red head had just about finished her drink so I stood and moved to the bar. I knew it was a fool's errand since she had spurned most of the men in the place, but there was something about her. I felt the eyes of the jilted watch me cross to the bar, I even heard a snigger. "Can I get you another" I asked As I spoke I looked into her deep soulful eyes and was captivated, she was gorgeous.....no bewitching! A knowing smile caressed her face and she spoke "Sure why not......Vodka and coke" I heard gasps from the men behind me and smiled inwardly. I ordered our drinks and then much to my confusion proceeded to tell her my life story! How I was happily married, but we were not compatible sexually, how I had come to the bar and picked up two other women for one night stands, and that is exactly what I was looking for tonight. As I confessed all this I realised in the back of my mind that she was not going to be going home with me tonight, in fact I expected her to spurn me like the others and I would have to make the walk of shame. She also spoke to me but as soon as she had finished a sentence I could not remember what she had said. As I finished my confession she smiled "I have a confession to make of my own, I am not her to pick up a man. In fact I am a lesbian so preffer women..." "Oh here it comes" I thought to myself "No what I was looking for tonight was a wimp like you..." She watched me closely a wicked grin on her lips. My heart skipped a beat and my cock hardened. Seeing my reaction she continued "I need a wimp that I can turn into a permanent sissy gimp as a present for my new girlfriend.....and I think I have found her" As much as my submissive side wanted this with all my heart I knew it could not be permanent "I'm sorry, I would love to but as I said I am married" I simpered "Oh let me handle that...." she laughed, then "Come!" she commanded She slipped off the barstool and headed for the door I obediently followed noticing the jealous stares from the other men. I would have gloated but realised I was not going to be making love to this Mistress.....did I call her Mistress! In fact my fate was going to be somewhat different to what they were probably imagining. My cock throbbed painfully at the thought. Outside she stopped beside a slinky sports car "Get in" she ordered "Yes Mistress" I answered causing her grin to widen. She jumped in and we were soon racing from the city into the rural area where the large expensive houses were. She parked the car in front of one such house and jumped out moving up the stairs to the door, we had not spoken during the journey but I realised I was meant to follow without question. When she reached the door it was opened be a maid in the skimpiest black satin maids dress I had ever seen, it was the stuff of my wet dreams...... dreams of course in which I had to wear the dress! She was tall around six foot, but that was because she was wearing impossible high shiny black heels, they must have been eight inch high! Black silk stockings encased her legs, I knew they were stocking because as my gaze traversed her legs the short skirt and petticoats revealed her stocking tops and old fashioned looking garter straps. Then my gaze took in her crotch and I was surprised to see a tiny bright pink device there, it was a chastity device and she was in fact a he. My gaze immediately moved to her face and I realise that despite the fact she was perfectly made up she was indeed a man. As I was taking in the maid Mistress stood watching me a bemused smile on her face. This is Maid Paulette, you will follow her orders as if they are my own, understand wimp? "Yes Mistress" I replied meekly "Take her and prepare her" Mistress ordered before leaving us "Yes Mistress" intoned Maid Paulette performing a very low curtsey So I stepped into the grand hall and watch Mistress arrogantly saunter away. "Come with me" simpered Maid Paulette in a falsetto voice. I followed her through a discreet door, as I followed her it gave me time to further examine her dress. The micro short skirt of her uniform was held up by a froth of petticoats, this had the effect of giving me a glimpse of her pert bottom every time the frills bobbed up and down. At first I thought she was not wearing panties but every so often I got a glimpse of white frills, it was just that the knickers had ridden up between her cheeks. The uniform waist was pulled in extremely tightly giving her the perfect hour glass shape. After travelling down various narrow corridors we arrived at what appeared to be a wet room. "Strip" she ordered I did so obediently but questions filled my head "Are you a man" I asked a little surprised that I now had the ability to question my predicament "No....." she answered a knowing smile on her face "I am neither male or female....I am a sissy" she stated simply "But why did you let this happen" I mused "Let it happen?......" a bemused smile creased her lips "My wife.....now mistress is a professional hypnotist. When she found out I was fucking my secretary she turned me into something more useful.....exactly what I was meant to be......her devoted sissy maid" "Your wife!" I exclaimed "Yes.......now she is my mistress and I am devoted to her.....now stand still" she ordered I wondered if that was the hypnosis or whether she was truely devoted, perhaps I wondered after a while the hypnosis becomes permanent. I also realise that was why I was so passively allowing this to happen to me. She had hypnotised me back at the bar, that would be the things she was saying that I could not remember. I should have been outraged but I submissively accepted this revelation! She snapped on pink rubber gloves and began to apply a thick pungent smelling cream onto my body, covering me completely from head to toe. "What is this.....what are you doing?" I asked She smiled noticing my nervousness "It is a specially designed depilatory.......hair removal cream...." she smiled at my shocked expression "Design by the pharmaceutical company I own......the effects are permanent and non reversible" I shivered realizing I was soon to be completely hairless for the rest of my life, I could also feel its effects. My skin had started to burn and itch so I began to wriggle trying to get some ease "Don't move" she commanded Obediently I stood still realizing that I could do nothing to stop her. After what seemed like hours of itching and wiggling she allowed me to stand under the shower and rinse off the irritating cream and towel myself dry. Once I was dry she took a second bottle and once again covered me from head to toe, this time it was a clear gel. She produced what appeared to be pink rubber suit and placed it at my feet. My nose picked up the scent of rubber and my cock throbbed painfully. I was going to be fitted into some kind of pink rubber suit and I thrilled at the thought of it! "Lift your foot" she ordered I complied allowing her to slide the rubber up my leg with the aid of the gel. At mid calf she stopped and then pulled on the other leg. "Is the gel to help you fit the suit" I queried "Well it certainly helps......" she smiled smoothing the rubber slowly up my legs to mid thigh. "It's another one of my companies products. They mainly use it in cosmetic surgery, it melts the top layer of your skin so that anything placed onto it will merge bonding them both together..." She laughed at my gasp of horror at her revelation "Yes that's right you are going to be permanently bonded to your new rubber skin" I should have stopped her but realized mistresses hypnotic commands were keeping me passive. As she smoothed the rubber skin over my thighs and bottom I realized they were padded giving me a feminine shape. I looked down as she fumbled with my flaccid cock. She was pushing both cock and balls into a tiny rubber pouch, positioning the head of my cock so that it popped into a slight bulge in the pouch. She took what appeared to be a tiny tube and inserted it into my cock using more gel to fix it in place. When she had finished I looked down a see what appeared to be a tiny pussy at the end of my cock. "That will allow you to pee.....but only sitting down of course" she giggled. She then smoothed the rubber over my stomach and up to my chest where she once again stopped. The rubber of the suit was formed into two large tits. Taking one of the breast forms she squeezed it and I watched curiously as a small hole opened on the inside of the suit. She fitted this directly over my nipple and let go. This had the effect of sucking the breast form onto my nipple aided by the gel and holding it there. Now as she squeezed and played with the breast form the pleasure was transferred to my nipple! I squealed in surprise and she smiled as she connected the other breast form in the same way. Now all that was left was to fit the hood that would completely seal me in rubber for the rest of my life, I shivered at the thought and my cock attempted to harden. I say attempted because I soon realized the rubber of the pouch was of a thicker grade allowing very little growth for my tiny cock! "Now close your eyes and keep them closed until I say so" she ordered I felt her smooth the rubber up my neck, over my chin and across my lips. As she did this I realized they felt different, heavier.......thicker. The rubber was pressed over my nose and smoothed around my eyes, finally smoothed to the very top of my head. She took my hand and moved me across the room "Open your eyes" I did and gasped in surprised, I was facing a full length mirror so I could see my new body, however it was my face that drew my attention. The thick vivid red rubber lips I now had opened in an o of surprise just like a rubber doll! My eyes lids were painted with bright pink eye shadow and adorned with long luscious lashes. All in all I looked exactly like a rubber doll, complete with huge rubber tits. As I was coming to terms with my new rubber body Maid Paulette finished sealing me in, she turned me around examining her work and I took the chance to look for a seal. To my horror I could not see where the new rubber skin seal was, I was now as Mistress wanted me to be, a rubber sissy gimp! As if she had been watching us Mistress appeared "Make me a cocktail" Maid Paulette hurried to a cabinet and began to prepare a drink for Mistress. She in the meantime strolled towards me and then looked me up and down. She reached out and twisted one of my nipples and I screamed in pain. It seemed the connection to my own nipples provided both pleasure and pain! "Like your new skin my sissy gimp" she smirked "Yes Mistress.....but I cannot possibly stay like this....I have a wife" I pleaded She twisted my nipple in reply "I told you.....you are mine now" Her fingers caressed my imprisoned cock and I melted into her soulful eyes realising as I did that she was drawing me under her spell again. Her other hand caressed my pert rubber bottom and then a questing finger found my puckered hole slipping inside. I gasped in surprise and a little pleasure "Mmmm quite a tight sissy pussy......I'm sure the men are going to love you" she winked Had I not had a pink rubber skin I am sure she would have seen my blush, then I realised what she meant and my eyes and mouth popped open in surprise making her snigger. She used my surprise to pop her questing finger in my mouth to be clean. To my humiliation I eagerly sucked it clean tasting my own sissy pussy! Maid Paulette returned with her drink on a tray and Mistress took it sipping it and smiling "Dress her" she ordered "Yes Mistress" Maid Paulette executed a deep curtsy. She moved to a wardrobe and opening a draw pulled out a heavily boned white rubber corset. I also noticed hung up in the wardrobe what appeared to be a pink rubber maids uniform, my heart beat faster at the thought of having to wear it. Maid Paulette place the corset around my waist and had me hold it there. She then began to lace it up making it tighter and tighter. When she had finished I could only breath by panting "You are such a limp wristed wimp" Mistress admonished "We can get it much tighter!" She brushed Maid Paulette aside and did indeed reduce my waist by a further two inches! I was now struggling to breathe "Please.....I can't breathe!" I pleaded "Oh hush sissy...you will get used to it.....and when you do we will make it tighter" she quipped "After all Maid Paulette has a much slimmer waist than you" I had to admit her waist was three or four inch narrower! I realised I could in fact draw in breath but was not sure I could do anything active. "Carry on" she ordered Next came the petticoats, they came in the form of a tutu like belt with layer upon layer of froufrou creating a fluffy ball around my waist. Then to my delight Maid Paulette took the pink rubber maids dress and dropped it over my head. I shimmed allowing it to slide down and I carefully arranged the short pink skirt over the petticoats, Maid Paulette busied herself fastening the back lacing, effectively lacing me into the dress. I heard the snap of a padlock at the neck and realised that I was now locked in the dress. I knew it was not needed just more proof that I was Mistresses to control! Maid Paulette produced a pair of shiny pink patent leather stilettos with six inch heels "Only six inch for the moment" mused Mistress Again this were locked in place to further enforce my status The final item Maid Paulette had was a long curly haired blond wig, again using more of the clear gel she fitted it to my head "Turn and face the mirror" ordered Mistress As I did so I was presented with the sight of my own reflection. I had been completely transformed into a pretty pink rubber maid, my heart quickened and my cock throbbed painfully at the sight. Mistress moved behind me and then reached round placing a collar around my neck. "SISSY GIMP" was written in fake white gemstones Attaching a pink lead to the collar Mistress pulled me from the room. Mistress led me through the house and up the stairs to what could only have been the master bedroom. She pushed the double doors open and waltzed inside. It was a large room with a leather suite and wide screen TV, but the dominant furniture was a large four poster bed on which another woman was sleeping. She was sleeping on her side with her back to us. She was wearing a gossamer negligee so I could make out her heavenly curves and pert bottom. My cock twitched at such a heavenly sight "Darling I have a present for you" giggled Mistress The figure stirred and then turned to face us causing me to stop dead in my tracks, almost pulling the lead from Mistresses hand to her consternation. She yanked hard on it causing me to stagger to the foot of the bed! "Penny!" I exclaimed "What are you doing here......." And then it struck me, my Mistresses girlfriend was in fact my wife! "I can't belie you did it!" She exclaimed jumping off the bed and hugging Mistress "But Penny......what have you done to me!......why have you done this" "Oh stop whining....." she demanded Meekly I stopped talking "You deserved this, I know all about you fucking other women. When Samantha told me she could make you pay I jumped at the chance......." she giggled "Although I didn't realize it was going to be as extreme as this" she laughed "Then please set me free" I pleaded "Is there any way to stop her whining" she asked Mistress Samantha "Well the hypnotic trigger is in place, all we have to do is activate it" she replied with a smirk "No please don't" I begged "What do we have to do" asked Penny....Mistress Penny too eagerly for my liking "Well the thing that will turn her into a completely passive sissy gimp is a mouth full of spunk" sneered Mistress Samantha, I gasped at this revelation. "Oh...so are we going to get a man to fuck her?..... Queried Mistress Penny "Or she could suck your sissy husbands cock!" she added I gasped at my wifes...Mistresses suggestions! "Well you can't really call that a cock" Mistress Samantha laughed Then a wicked and cruel smile crossed her lips. "No I was thinking we could make her drink her own spunk.....that would be much more humiliating. In a way she would be turning herself into a sissy gimp" she sniggered "NO....Nooo...please...not that" I pleaded again Mistress Penny gave me a withering glance and then turned to Mistress Samantha "Oh you have a wicked mind...." she laughed "Let's do it" "Good, let's get you ready" replied Mistress Samantha "You get on the bed, on your back and take hold of the bars of the bed head...." Commanded Mistress Samantha "Now lift your legs and place your feet beside your head" she demanded I was left in this position staring over my inflated tits, over my imprisoned cock at my vulnerable puckered sissy pussy. I watched as Mistress Samantha helped Mistress Penny into a strap on harness and then attach a bright pink eight inch dildo, she then coated it liberally with lubricant much to my relief. The relief was short lived as Mistress Penny mounted the bed with the menacing phallace swaying between her legs. She placed it against my puckered hole and without paused forced it inside "No please...its too big!" I squealed Mistress penny was having none of it and buried the dildo to the base in my sissy pussy. I wriggled on it feeling full. The pain was intense and I realized there was no way I was going to cum, it was just too painful....then she spoke. "I bet you're loving this.... A fantasy come true" she smirked "A dominant woman fucking your fag ass!....." she had my full attention the pain slightly forgotten "I'm sure you wished I had got a real man to dump his load in your sissy mouth to seal your fate..." She pulled out slightly and the pain returned causing me to groan "Or we could have got him to fuck you first before he shot his load into your mouth..." She eased the dildo back in and I groaned.....a groan of pleasure. Her dirty talk was having the desired effect, I was starting to forget the pain and my climax was coming. Deep down I knew the meaning of this and tried to fight it "Don't....please don't..." I begged "Don't what?..." she interrupted with a smirk "Don't stop fucking you?" she sniggered As she said this she did indeed stop fucking me. Slowly my climax ebbed away, I was going to ask her to not turn me into a sissy gimp but the sentence changed. "Please....don't stop fucking me" I mewled wanting and not wanting the climax "You want me to fuck you!" she exclaimed "You want me to fuck you until you fill your own mouth with sissy spunk!" she laughed All the time the dildo was buried in my sissy pussy and not moving, much to my distress! "Yes please...please fuck me!" I begged She eased the dildo out and then applied all her weight burying the dildo even deeper. I was bent almost double and my cock was pushed to within inches of my mouth. I watched mesmerized as a drop of clear pre-cum formed. Eagerly I stuck out my tongue and accepted my fate "I think she is ready" Mused Mistress Samantha Mistress Penny held me in place with her weight and began to rock the dildo in and out of my pussy, I in turn writhed and gasped under her "Immmmm Cummmmmmiiiiiiiiiing!!!!!!!!!" I screamed It was without doubt the most painful and pleasurable climax I had ever had. Rope after rope of sticky cum spewed from my balls. Six, seven, eight, nine, the steam was never ending and my befuddled mind realized I was being milked completely dry. At twelve the flow diminished and my balls felt totally drained and crushed. It was then I felt the effects of a mouth full of spunk. It tasted delicious, salty and metallic. It was so delicious I was loathe to swallow it, so I closed my mouth and let it trickle down my throat. As it did I stared into my wife's.......and now my Mistresses eyes. My thoughts changed, all I could think of was pleasing her....becoming the best sissy gimp I could be to please her. A beatific smile spread across my face that was matched with Mistress Penny's wicked grin. I felt the dildo sliding out and lamented its absence. Through a haze of uphoria I heard Mistress penny command "Knee by the side of the bed" I complied "Open your mouth" I complied Both Mistresses laughed to see that I had swallowed most of the spunk and was savoring the last few drops "What are you?" queried Mistress Samantha "A sissy Gimp" "Who's sissy Gimp?" "Mistress Penny's sissy Gimp" Mistress Penny started laughing heartily and this pleased me no end.

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Sissy Rules Reads like a proper job description

(Found this on the internet... #65 seems especially made for me) 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...

1 year ago
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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...

2 years ago
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Sissy Julian Chapter I Beginnings

Here we go again. Some boys simply are sissies. This is the story of one of them. It is not a story of discovery, although there is much of that, but rather a tale of a lovely boy's trip to self-realization, albeit a tad 'forced.' If lots of frilly sissy boy and girl outfits, super swishy behavior and a little sex, not to mention dominant women, are your thing, please read on. If not, thanks for looking anyway. It is also a purely fanciful, fictional fantasy work. No references...

1 year ago
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Sissy Crissi Chapter 3 Leroys Turn

Chapter 3 - Leroy's Turn But Leroy had been left out for too long. Eager for his turn, I had no sooner finished pleasuring my Mistress when I felt his hands reach up under my skirt and start pawing my panty covered ass. Standing behind me, Leroy bent down and lightly held the back of my thighs in the palms of his large hands. He slowly slid his caress upward, off my stockings, across my garter straps, up to where he cupped my round bottom in his palms. He then placed his fingers...

3 years ago
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Sissy discovers Part 5

Part 5 of the story about Sissy and her sexual awakening ****************Brad did not hesitate when invited to go over to Lisa’s. Sissy was not surprised. What young male would not want to hangout with a girl who flaunted her nude body in front of him only hours before. They decided to take the pontoon boat over as it is ten minutes by boat and almost 40 minutes by car. Evening cruses was a family specialty and Brad was good at handling the boat. As they pulled up to Lisa’s family dock Sissy...

4 years ago
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Sissy gracie Life begins anew

Sissy gracie, Life begins anew Chapter 2 As i stood to dress.. the first guy asked me.."So cunt.. you are wearing sissy clothes underneath and all lockedup. Do you have other clothes .. other sissy clothes?" 'ohh Yes Sir' i replied... "Good .. tomorrow.. bring the key.. and wear more.. i want to see you all sissified...... no pants.. just sissy clothes.. prissy dress.. stocking.. high heels.. make up... make your tits look big...... do it up...... and I will hold your key...

4 years ago
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Sissy thoughts 2 Questions From Sissies

1. I am about to have my first experience as a sissy with a Man! How can I make it more special for us both?A: How wonderful! You are at the very start of your new sissy life. It will of course be special and memorable, but to deepen the reprogramming of your still-forming sissy mind, try dressing as a sissy schoolgurl. Not only will it drive your Man wild with lust, but the symbolism of your costume, and the reality of the loss of your virginity will combine to kickstart stronger, more...

2 years ago
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Sissy Farm Chapter Twelve

Sissy Farm - Chapter Twelve 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....

4 years ago
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Sissy Sally

CAUTION: This is a forced fem story. If this is not your thing, please move on. All rights reserved. Sissy Sally Sam Smith fretted anxiously at the kitchen table while he waited for his mother to return from the district attorney's office. How could he have been so stupid? Breaking into the new neighbor's house had been a disastrous idea from the start. Ms. Johnson was an attractive, impeccably dressed older widow who had moved into the house-...

2 years ago
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Sissy discovers Part 4

the continuing original story of a young girl finding herself****************************Breakfast was filled with the usual mumbles of ‘good morning” and banging of pots, sizzling bacon and gurgle of juice being poured into tumblers. Sissy and Brad avoided looks at each other at first, and then Sissy sat down across from him at the table and patted him on the head saying, “what’s the matter grumpy?” in an exaggerated baby voice. “Nothin’ - hand me that fruit will ya?” He replied and gave...

2 years ago
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Sissy School Part 2

SISSY SCHOOL - PART 2 By Missy Crystal I followed Mistress Mary back to her office. She left me standing in the middle of the room and sat down behind her desk. After ignoring me for a few minutes, she looked up and said, "I told you that you would be severely punished for disobedience." Crap, I thought to myself. I already have six strokes of her leather paddle coming. What did I do wrong? My face dropped. She smiled, "but I can also reward, when I am pleased with your behavior. You...

1 year ago
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Sissy Cruise 3

"We are going on a Caribbean cruise, in two weeks time......." stated my wife Penny. "Oh......Okay," I queried. "With Samantha and Tim," she finished. "Oh really." Samantha is a new friend in my wife's life. They have known each other for a couple of months, but they are already quite close and always scheming together. My relationship is mixed. It seems that the only time she talks to me is to point out my faults which is somewhat annoying. However she is very domineering...

3 years ago
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Sissy New Year

Sissy New Year I remember heading out to a New Years Eve party with a group of my friends from work. I remember stopping by a bar for a few, pre-party shots--well, several pre-part shots. I even recall the super-hot transvestite hooker that winked at me as we left the bar. I don't remember anything else after that. Which explains why I was so confused when I work up a few days later, blindfolded, tied up in a strange bed, with something hard lodged firmly up my ass and a big...

1 year ago
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sissy rules

A sissy must wear panties. He does not own any male underwear.A sissy may wear a bra and pink or brightly colored tights or leggings.A sissy must sleep in lingerie. If he does not have any, he must sleep naked.When alone, a sissy must dress as a girl. Good sissies wear lipstick while alone.A sissy always keeps himself free of facial hair, and is otherwise well groomed. He must always be presentable, ready to please. Good sissies shave their legsEvery morning after he wakes up, a sissy strips...

4 years ago
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Sissy Arm Wrestler

Sissy Arm Wrestler By Margaret Jeanette Margie Ware came home from working out at the health club she belonged to. She was wearing the blue dress she had worn to work. She always felt renewed after a visit to the health club. She tried to visit it at least two times a week. It wasn't easy as she worked overtime at least two nights a week. She always tried to make it on Tuesdays and Thursdays. She looked at her husband of six years sitting in the recliner dozing while the...

3 years ago
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Sissy New Year

Author's note: My stories generally featured a lot of forced femme, bondage and kinky sex--you know, the stuff that I keep hoping will someday happen to me. That is still true for this story, but this time around, the author in me decided to spend a bit more time developing the characters before commencing the full-on sissy sex orgy. I also wanted to write a story where the characters are well intentioned instead of simply being a rogue's gallery of perverted bastards. With that in...

3 years ago
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Sissy Farm Chapter TwentyOne

Sissy Farm - Chapter Twenty One - 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; Doctor Shirley Williams: 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...

3 years ago
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Sissy Tammy

Sissy Tammy It all started back in the 60's, 1967 to be exact, when I was 13 years old. As a child I was a bit small and frail, taking longer to develop than most boys my age, and as a result I ended up playing more with the little girls on my block than the boys. This was also a problem of geography, not having any boy friends living near us, and that was probably just as well because all they did was tease me and beat me up, never letting me play any of their games. My...

2 years ago
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Sissy Julian Chapter VI Growing Pains

Sissy Julian - Chapter VI, Growing Pains by: sissystevie Yes, 'tis I, back again. If I can remember how to post this thing on FM. I came across a partially completed additional chapter to this saga, which I abandoned for personal reasons eight years ago, and thought why not? Thus, spurred on by some of your wonderful comments, I completed the chapter and may well complete the saga. There are just too many wonderful kinky - and romantic - moment to come. If you want me to...

3 years ago
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Sissy 101 Intro to Sissy Sluts

Sissy 101: Intro to Sissy Sluts One week before my freshman year at college, I received a letter saying that my class schedule changes had been approved. That struck me as odd because I hadn't requested any changes. Without explanation, I had been un-enrolled from two of my general studies classes. I was now signed up for SISGEN101 and SISHYP161--whatever that meant. I went online to the university's website. These classes weren't even listed in the general course description...

2 years ago
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Sissy Farm Chapter Nineteen

Sissy Farm - Chapter 19 - 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...

1 year ago
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Sissy in the making

Chapter 1 Jim arrived at the North Carolina motel Saturday afternoon as he wanted to make sure everything was in order for Mistress Cleo's arrival on Sunday, as per her instructions. He had gotten the suite to insure there was enough room and comfortable for his new found Mistress. A Mistress he had never met, but already under her control. He began to lay out the items he was instructed to bring, maids outfit, bras, panties, stockings, and every female garment he thought might...

3 years ago
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Sissy Caught at Work

Who ever goes to work thinking "today my life is going to completely change forever". I certainly didn't think that when I got up this morning. I thought I was heading for another typical day at work, full of boring meetings and sipping coffee. Little did I know... My day started like any other, 5 mile run at 6AM, shower, get dressed and headed to work. The only twist is what I'm wearing under my clothes. I love to wear girl's panties. I wear them all the time to work, and today is no...

2 years ago
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Sissy whorehouse veronica

Chapter 1 - The CaptureBefore I became a girl I was a lonely boy with no friends. I couldn't seemto make friends with anyone. I hated myself and I hated my life. One day Idecided to take a walk and try to get away form my troubles. It was earlyin the morning, the sky was a pretty pink, and no one else was out. Butthen, out of the corner of my eye I spotted a black van with heavily tintedwindows coming down the street. It slowed down beside me and as it did Igot a little scared. I was alone on a...

3 years ago
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SISSY DANI

I was not aware that my girlfriend had begun studying hypnosis,nor that she harbored ambitions of petticoating me. But I soondiscovered that the combination of the two was dangerous to mymasculinity. One afternoon I was sitting in my living room,listening to the stereo through a pair of headphones. It was awarm, sultry day, and after a while I drifted off to sleep. (Muchof what follows my girlfriend--now my mistress-- explained to melater.Seeing that I had dozed off, Jennifer saw her chance....

3 years ago
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Sissy discovers Part 3

part 3 of an original story********************After the drive to the lake it is a family tradition to pick up a pizza from the local joint at the village. The pizza is delicious after a day of driving. The whole family, mom dad and the k**s have just about demolished the large pepperoni and roasted red pepper pie. They sit around the counter and woof down the last slices. As they talk about the tomorrow and plans Vicky gets up to clean the counter, and Tom snuggles up behind. The k**s...

2 years ago
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Sissy Tammy

It all started back in the 60's, 1967 to be exact, when I was 13 years old. As a c***d I was a bit small and frail, taking longer to develop than most boys my age, and as a result I ended up playing more with the little girls on my block than the boys. This was also a problem of geography, not having any boy friends living near us, and that was probably just as well because all they did was tease me and beat me up, never letting me play any of their games.My only real play friend was a pretty...

2 years ago
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Sissy Julian Chapter II Introductions

Julian's story continues with his first day at Lake Orenda, and quite an interesting day it proves to be! If lots of frilly sissy outfits, super swishy behavior and a little sex - not to mention dominant women - are your thing, please read on. If not, thanks for looking anyway. It is also a purely fanciful, fantasy fictional work. No references are intended to portray any actual persons, places or events whether past or present. This chapter is rated R as it contains sissy sex....

1 year ago
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Sissy Crissi Chapter 2 Facing Erika

Chapter 2 - Facing Erika But my bliss would be short lived. I was abruptly wakened from my dreamlike state by a jarring shove into my shoulders that snapped my neck back and sent me reeling forward to the floor. I tried to reach out my arms and break my fall, but one hand was pinned between my pantied crotch and thighs. I reached out with the other and managed to get it in front of me, but it only tended to cause me to roll to the side, throwing my shoulder into the floor and toppling...

4 years ago
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Sissy Factory 3 School

Note: The following journal entries are sanctioned by the overseers of the Sissy Training Academy. STA staff believes that this history might prove useful for the future training of young sissies. With that goal in mind, Sissy 16452 has been authorozed to recount her experiences as part of the graduation and release process. As always, STA welcomes any and all comments regarding this sissy's account. Your thoughts are helpful in deciding future training courses for our young...

3 years ago
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Sissys SheCock Training

Sissy was in the corner on his knee's patiently waiting for Mistress's command. mind racing at the thought of days adventure, a nervous tremor passed through him wondering what it may be. Mistress had said she had a little surprise in store. Mistress standing there in black leather corset, her ample breasts on display fully fashioned stockings, 5" studded 5" heels crop in hand.Smiled and turned to the dresser grabbing, shiri, and sissy's collar, turning back to sissy in the corner, said over...

1 year ago
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Sissy Husband

Sissy Husband By Margaret Jeanette Betty Burns was headed for her mother's place. Her mother lived eighty miles away. She was talking to her on her cell phone, actually arguing some more with her. Just like that her mother hung up on her. She dialed her back and when her mother answered she said she didn't want to talk to her and hung up again. Betty turned her car around and headed back home. So much for a week-end with mother. She knew her mother had a temper and it...

4 years ago
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Sissy Farm Chapter Eight

Sissy Farm - 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 Jamie, ...

1 year ago
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Sissy Teaches Me Part Two

“Are you watching?” Sissy asked me as she lied there, legs spread nice and wide. The inner part of her pussy starting to gape a little, trying to open up larger than it was already.“Yes,” I answered.I was watching with everything I had.Sissy ran her hand down between her smooth legs and I watched her take her finger and trace her tender sexual entrance slowly. As she did, I saw her puffy lips come to life. Her inner ones swelled and slightly parted even more to reveal the hot pinkness hidden...

Incest
1 year ago
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Sissy School Part 5

SISSY SCHOOL - PART 5 By Missy Crystal I woke up thinking that I was in my bed at home and had a bad dream. I was on my back looking up, but the ceiling of my bedroom wasn't pink. Then the weight of my bedmate's arm and leg draped over me, the warmth of her body against mine and her soft breath on my neck as she slept quickly reminded me of what had happened the day before. My mother sent me to a school for sissies and here I was in bed with one. Well, that really wasn't the bad part....

3 years ago
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Sissy Julian Chapter V A Day at the Village

Julian spends a most interesting and eventful first day in Lake Orenda Village. So, if lots of frilly sissy outfits, super swishy behavior and a little kinky sex - not to mention dominant women - are your thing, please read on. If not, thanks for looking. It is also a purely fanciful, fantasy fictional work. No references are intended to portray any actual persons, situations, places or events whether past or present. This chapter is rated X just because of the sheer kink of it....

3 years ago
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sissy Britney serving Mistress Jeri James

About a month ago sissy was honored to meet and serve her Mistress.Mistress has been training me for a couple months to be her Britney sissy slave.Training included watching lots of sissy hypno vids along with BBC hypno vids.Learning to dress as Mistress likes, sucking dildoes to become a better cocksucker.Locked in Chasity, my chastity is a nub because my clitty is so small.Wearing butt plugs and once I got use to a size, I had to go purchase a bigger one to getMy pussy ready for large BBC.I...

2 years ago
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Sissy Fantasy

I waited for what seemed like hours and was probably minutes when I heard Masters voice. "Silly me I forgot to open it, better hurry sissy I don't think Jenny would be too pleased if the neighbors saw you dressed that way," he smirked. The car lights flashed and the boot unlocked. I grabbed the cases and hurried inside. As I was passing Master he handed me a package. "A present from Jenny....put it on when you change... and put my case somewhere safe but don't open it," he...

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