Sissy Sister Sitters free porn video

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SISSY SISTER SITTERS by Throne Claire and Rosa stopped as they approached the front door of the latter's house. They wore sexy outfits and a touch too much make-up, which was appropriate because they had been out clubbing. They looked at each other and began laughing spontaneously. "This is SO funny," Claire said. "I mean, us going out for the evening and leaving our husbands in the care of a sitter, like they were little boys." "You mean our SISSY husbands. And you should say 'like they were little girls'." That triggered another wave of merry laughter. "I couldn't believe it when I found Florence on-line. I mean, even just reading what she wrote, I could tell she would be perfect for our wimp hubbies." "That's how I felt too, the minute that you showed it to me. I can't wait to see how she dressed them. And to find out what she did to them." "Did you see the looks on their silly faces when we introduced them to her? Ha! And how upset they were when we said goodbye?" "Absolutely. I think a lot of the way they felt was from being left with an older woman, who had complete authority over them. That and being seen by her, in all their sissy glory." "Right. They still haven't gotten used to how girly we've made them." "And I hope they never do. Half the fun is making them squirm." "Hee, hee. Let's get in there and find out how entertaining their night was. We got to flirt with hunky guys and those wussies we're under Florence's thumb the entire time." They composed themselves and entered Rosa's home. It really was hers because, when she and her husband bought it, she convinced him to put it entirely in her name, saying it was for 'legal purposes'. Since then she had gotten everything into her name, which left him penniless. That was just one more way she dominated and controlled him. As they entered the home they heard moaning coming from another room, followed by the sitter's stern voice. They glanced at each other excitedly before moving toward the sounds. When they got to the playroom, as they had dubbed it, they could see Florence through the slightly ajar door. She was tall and imposing, a middle-aged woman with a somewhat full figure. Her auburn hair was up in a tight bun and she had glasses with small rectangular lenses, perched halfway down her long nose. Her thin lips were turned down with disapproval. She was wearing an ankle length dress with long sleeves and a high lace-topped collar. Her feet were shod in black shoes with square toes and blocky two inch heels. She resembled the strict teacher or librarian of an earlier era. Rosa coughed into her hand discretely to announce their arrival. Florence acknowledged her with a nod and said, "Come in, please, ladies. I'm afraid these sissies of yours have been rather unruly. Come and see what they forced me to do to them." The women entered and were delighted to see their spouses kneeling, facing each other, dressed in shamefully non-masculine style. They had on sleeveless tops and brief panties, along with dainty shoes. Their hair, which fell just past their ears, had been brushed and and gelled to give it a look somewhere between faggy and out-and-out feminine. On their embarrassed faces were hints of eye cosmetics, as well as pale lipstick. The wives thought it was the perfect look for their grooms. But it was what they were doing that made the picture perfect. The two sissies had their faces nearly touching each other, as if they were about to kiss. But in their mouths was a single shared bar of soap, with each of them holding one end of it between his teeth, the unpleasant tasting surface resting firmly on their tongues. They looked at their brides in desperation, their expressions begging for mercy from the stern woman who had been minding them. But the women had no intention of ending the double mouth-soaping anytime soon. "Oh my," Claire said with theatrical concern. "What did Muffy and Dink do to earn such a punishment?" "Yes," Rosa echoed in the same tone. "Just how badly did they misbehave?" "Well," Florence said, squaring her shoulders and lifting her chin. "They were a pair of little monsters. When I told them it was time to get out of their slightly girly clothes and wear something that fit their real personalities even better, they started whining and fussing right away. I had to grab them by their ears and twist just to get their attention. Then I marched them to Muffy's bedroom, where I had already laid out the pretty things they're wearing now. They started their backtalk again, as soon as I let go of their ears, and that's when I had to face slap them, make them strip naked, and have them play statues for a half hour." "Play statues?" Claire asked. "Yes. They had to stand their with their tiny penises exposed, and strike pin-up poses. Every time I saw an especially cute one, I said 'Freeze' and they had to turn into pretend statues and stay that way while I looked them over. I touched them too, testing their skill, but it seemed that every time I stroked their nipples, which are as sensitive as any girls, or blew into their ears, they flinched and moved their feet or their arms..." She huffed at how frustrating it had been. "So I found it necessary to turn them over my lap, one at a time of course, and give them rather severe bare-handed spankings." "I'm sure the little ninnies deserved every swat," Rosa said in support of Florence's decision. "I'm just sorry you had to be bothered with tanning their fannies." "Oh," the authoritative woman said with a gleam in her eye, "I didn't mind." She composed her face and resumed her serious presentation, saying, "But then, when I made them pose together, hugging each other and pressing their lower halves together, the way sissies like to do with each other, they tried to rebel. They dared to speak back to me, and even used some rough language. Both of them employed the 'B' word." "You mean... bitch?" Claire wanted to know. "I'm afraid so," Florence confirmed. "And that's when I had to use the soap. But don't worry, I didn't take a bar of yours. No, I always carry one or two of this brand in my bag." She nodded to the oversized handbag that sat opened on a chair in the corner. "It's a type I find in the local dollar store and all my sissies tell me that the taste is quite... memorable." The wives nodded approvingly. Claire said, "I'm so glad you handled them that way, Florence. Besides the fee you mentioned, I'm going to give you a bonus." When the woman in the dark dress tried to say it wasn't necessary, Rosa chimed in with, "Don't worry, dear. All of your payment is coming out of their allowances. If they have to skip a few lunches this week at their jobs, it will be a good reminder of how they disrespected you. And if they don't have gas money and have to take public transportation, it will give them more time to think about their bad attitudes. That's the way it is with sissy sisters like these two. You have to work extra hard to drive home anything you're trying to teach them." She squatted down alongside the disgraced men, who obviously hated being treated as sissies, as much as they did the punishment they were currently enduring. Rosa stared hard at them and said, "Isn't that right, you naughty, little-dicked, fairies?" The husbands faces got pink and they blinked nervously. Together they attempted to nod, though they were limited because they didn't dare to drop the soap. Claire told them, "While we thank Florence and pay her, you can stay just like that and think about your unruly behavior. After your sitter leaves, the two of us are going to chat about the good- looking guys we met at the club tonight, and about what ELSE we might do to discipline you. See you in about an hour... sissies." As the three females left, the unhappy husbands could only turn their eyes to the side to watch them depart. The husbands admired their wives' swaying backsides, wondering if any of the men they had flirted with had patted or even pinched them there. It was so difficult being a sissy with a small dick and no money except the pittance your spouse granted you. And that situation was not going to improve in the foreseeable future. ****** The sissy duo hated Friday nights. That was when their wives went out with their girlfriends, sometimes to a club, other times to a movie with a sexy male lead. This time they were going to a male strip show. What made it so terrible for the submissive husbands was that their brides insisted on having a sitter come and watch them all evening. Each time it was a different one. And each one seemed to be worse than the last. Who would they get this time? The front doorbell rang and the husbands were told to go and answer it. They didn't want to do that, not while looking the way they did. Both of them had all their body hair removed and their eyebrows thinned just enough to give them an epicene look. They were wearing short colorful tunic tops that barely covered them below their waists. Their smooth legs were encased in stockings and their feet were shod in girly slippers. The two of them looked at each other worriedly as Candy reached for the doorknob. Cookie wrung his hands and bit his lower lip. When the door opened they got the shock of their lives. There stood Myra and Amy, girls they had dated and then dumped. One of the wives appeared and said, "I'm so glad you girls agreed to come and sit our husbands. I'm sure you'll have lots to talk about... especially the way they left you for us." The other wife appeared. She picked up the conversation with, "Really, isn't that typical of guys? They have sweet girlfriends and then they abandon them for sluts like us, just because we come on to them a bit. They even marry us. Too bad they didn't know we were just after their money. Which, by the way, we now totally control." Myra and Amy, two unspectacular girls with large busts, wide hips, and big bottoms, smiled. Myra said, "Oh yeah. We'll have so much to chat about. Like how they were happy to take us to bed until they got a better offer. And how we put up with their tiny dicks and lack of technique." "We even pretended to like it," Myra seconded. "We never pointed out that they had no staying power. Stick it in and shoot it off, all in under a minute. And still they left us. Jerks like that DESERVE what you did to them." "Agreed," said the first wife. "They're much better as sissies. It was comical how quickly we were able to break them. A few spankings, a lot of insults about their baby-sized dicks, and we had them eating pussy and kissing ass in no time." "Not only that," added the second wife, "but it was SO easy to get them into panties and wearing perfume and lip gloss. Now listen, we're going out to see some real men dance and won't be back until late. Keep an eye on our pansy husbands and have fun. Do any damn thing you please to them. In fact, there's only one thing you can't do with them." She gave the men a sharp look and told them, "Lift up those pretty hems, sweeties, and show your ex-girlfriends how we keep you from playing with yourselves." Candy and Cookie blushed as they reached down and gingerly raised the bottoms of their tunics. Myra and Amy laughed when they saw that their penises were locked into pink chastity tubes. The wives gave the sitters warm hugs and told them once more, as they left, that there were no limits on what they could do to their charges... except that getting them hard would be impossible. The guys were totally disgraced by everything that had been said about them. As soon as the door closed, Myra said, "All right, wimps. When your wives tracked us down and set this up, they said there's a nice recreation room where we can play games with you two. Lead us to it. And let's see those girly hips swish when you walk." "And hold hands." The shamed husbands gripped each others' sweaty palms and moved, pelvises swaying, through the house with the amused pair following them. In the rec room they had to stand side by side and lift their tops in the back to show off their pale bottoms. Then they were told to stand back to back, bend forward, and rub their rear ends together. They hated being made to touch each other but were too afraid to stand up for themselves. Myra and Amy had plenty to be angry about and there was a good chance that they might show it by doing something worse then just humiliating their exes. While the guys wriggled bottom against bottom, the women got out of their blouses and skirts. They confronted their betrayers clad only in bras and panties. Even as upset as C and C were, they couldn't help staring longingly at the females they had once been able to take to bed. Next the men had to move to opposite sides of the room, so each could see what was being done to the other. Myra went to Candy and said, "What's the matter, stud? You always loved to get your hands and mouth on my big tits... and now you can't. Feeling frustrated? Hmmm?" She reached out slowly and began to tease his nipples through the thin material covering them. He moaned and pressed his knees together. She brought her face close to his and made an air kiss in front of his lips. Opposite them, Amy got close to Cookie and ran her hands over his face. She blew into his ear and whispered lewd suggestions about what they might do together. Her hand went to his testicles and massaged them lightly, getting him wildly aroused. Both men had their dicks straining against the confines of their chastity devices, which caused them discomfort and added to the strain of being denied sex by their wives. Amy turned her back to Cookie and pressed her wide sitter against the moaning male's crotch, making him quiver with need. Now that the men were warmed up, the women wanted to make sure to spoil any pleasure they might be getting from the encounter. So they had C and C get near each other and embrace. "Go on," Myra insisted, "and show us a nice long kiss. That's the way. Now let's see some tongue action. Come on, if you don't want us to do something really nasty to you." The guys whimpered as they exchanged unwanted kisses, licked each others' lips, and nibbled each others' ears. They even had to give each other love bites and leave hickeys on their necks. They dreaded what their wives would think and say when they saw those. "Of course," Myra said, sounding reasonable, "if you want to make up for how you treated us in the past, you could do some nice things to show us you're sorry. Like... I don't know... maybe... kissing our asses." "Right," Amy said with enthusiasm. "And kissing other spots." C and C had to kneel between their former dates and press their lips to the seats of their panties. They were made to talk to the women, but had to address their asses when they did it, making apologies in that most demeaning way. The women had them pull down their panties and kiss them on the bare. The poor guys were being demeaned and stimulated at the same time. Their heads swam as they were ordered to bury their faces between those full mounds and kiss deeper. Both husbands were close to tears as the way they were being mistreated. The females lost their panties completely and faced C and C, inviting them to kiss their pussies. They even stood with their feet wide apart to give the men better access. Sure, the guys were used to serving their wives that way, but having to do it for the women they had left, had rejected, was awful. At last the women decided to take a break and sent the men off the fetch them glasses of wine. In the kitchen the pair glanced at each other, embarrassed by the scenes they were being forced to play. They hurried back to their sitters, not wanting to upset them by being too slow. Myra and Amy were on the couch, side by side, their bras removed. They accepted their drinks and had the males kneel before them. Between sips they leaned far forward and let the guys suckle their big breasts. C and C were panting from bottled up desire. The women spread their legs and slid their hips forward, so the men could lower their heads and get their faces back into their moist crotches, lapping and probing, making Myra and Amy sigh and hold them by the hair. That went on until both of the ladies had loud wet orgasms. They declared that the sissies might like to let each other taste the fluids from the pussies they had pleasured. C and C looked at them uncomprehendingly for a moment and then realized what was expected of them. They turned toward each other, shuffled forward on their knees, and kissed -- passionately, sloppily, noisily -- the way they knew their captors wanted them to. It was extremely uncomfortable to have to do it and, worse, to be watched while they did. At the same time, they actually were sharing the juices from their licking. They were instructed to touch each other, tease each others' nipples, and play with each others' balls. They couldn't stop blushing. Their chastity tubes stood up from the semi-erect state of the flesh inside them. "You know," Myra said thoughtfully, "I think these sissies aren't trying hard enough." "It's true," Amy said with a nod, "and that means they're disrespecting us. And the punishment for disrespecting your betters is..." "A good hard spanking. So they should go and find something for us to use on their backsides. One should go to the bedroom..." "And the other to the kitchen." More distressed than ever, the men hurried off. Cookie returned with a hairbrush. Candy carried a large wooden spoon. The women accepted those instruments and slapped them meaningfully against their open hands. The guys stood by unhappily, licking their lips and hugging themselves. The women laughed at them and took up positions on two wooden chairs that stood against the walls, facing each other. The men had to remove their girlish tops and drape themselves over their exes' full thighs. The women patted their targets, letting their victims worry for a few extra minutes. Then it began, the females taking turns, delivering a half dozen swats, provoking gasps and yelps, trading off so they could each watch the other's efforts. Those male rumps got redder and redder. Their legs kicked and they began to sob. Their tormentors continued, occasionally targeting the tender backs of their legs. It went on until both guys were weeping openly, unable to disguise how weak they were in the face of pain. The women stood up abruptly, dumping their charges off their laps. Myra said, "Would you girls like something to make your sore bums feel better?" When the men nodded, she told them, "All right. You have our permission to kiss each others' rear end and sooth them." The guys were shocked. That wasn't what they had wanted. But they were so defeated by then that they went straight to the middle of the room and took turns pressing their mouths to each others' blazing backsides. They had to do it for over a quarter hour, ending with some intimate oral contact between the damaged cheeks. They hoped that their ordeal was at last over but they were mistaken. "As I remember it," Myra began, "when we were dating, you girls never ate our pussies the way you do for your loving wives. You know, the wives who took all your money and turned you into sissy wimps." "That's how I recall it, too," Amy said. "But your demonstration a little while ago showed us that you're well trained now. Which you should be, since that's the only kind of sex you get to have. The kind where your face is between a woman's thighs." The females chuckled at how humbled the men appeared. "So how about if we head for the bedroom and you can give us another round... or two or three... of what you do best." The women got up and left the room. The men started to rise but were told to stay on their hands and knees and move that way. They crawled after their former bedmates, tanned bottoms shown off. When they got there, Myra and Amy stretched out on the wide bed alongside each other and spread their legs. The men got into position and Myra was struck by an idea. She said, "You know, you two might not even like women. Let's do a test. Eat our pussies for a little bit and then, when we tell you, take a break and lock lips again. Feel each other all over. Lick those stiff little nipples. That way you can compare and see which you prefer. Won't that be good?" Though they absolutely didn't want to do any of that, the men nodded submissively and then got their mouths busy. The women lay there moaning with pleasure and occasionally purring. Every time they got close to finishing, they would stop the sissy husbands and make them put on another show, kissing and feeling up each other. They even had to lick balls and then put their mouths over the chastity tubes and suck on them. The bedroom session lasted for over two hours. The guys were made to kneel behind each other and pretend to have back door sex. They had to worship the women's asses and then kiss each other, pretending to love what they were doing. By the time it was at last done, something inside Cookie and Candy had changed. Whatever scraps of their male egos they had managed to preserve had been severely damaged. They were uncertain about whether or not they really did like kissing and touching each other. At any time before this evening they would have been certain of the answer. Now they were confused, and their mixed feelings were permanent. Their former dates had calculated well. This would leave the men who they so resented in a sexual-preference limbo, never sure of what their true desires were. Of course they were still straight, but their confidence had been shaken so badly that they couldn?t be definite about it ever again. A process of involuntary bonding had been started between them and, unless someone worked hard to make it stop, it would go on and on, growing stronger and stronger, yet always upsetting them. Eventually the wives returned. They had plenty to say about what a wonderful evening they'd had and how they had enjoyed looking at and even touching the hunky male dancers. Then Myra and Amy described in detail how they had spent their time. As they lovingly recounted each incident, the men had to squat in the middle of the room, still naked, rumps looking as sore as they felt, both of them hanging their heads and sniffling. The wives understood what direction the male personalities had been taken in and vowed silently, with glances at each other, to carry on what the wicked visitors had begun. The husbands would never have a chance to recover. The women exchanged hugs and Myra and Amy left. "Well, well," said the first wife. "I want to see how much you two sissies have learned about your affections for each other." "Or should we say your lust?" wondered the second wife. "Maybe sometime soon we'll even take off your chastity tubes and let you go all the way. I bet you could make each other VERY happy. Or you could just go on and on without any orgasms. Maybe we'll let you make the choice." The females snickered at how uneasy that thought was making their spouses. "But for right now, we're both heated up from watching all those muscles and those big packages." "So you girls have a long rest-of-the-night ahead of you. We're both going to want lots and lots and lots of pleasure. Hope your tongues aren't too tired already." "And hope you're not too busy thinking about each other to do a good job of pleasing us. Because if you don't do a good job, Mommy will spank." "Both Mommies. And I don't imagine you want another hard swatting on top of what you've already been given. So you'd better show extra effort in satisfying our pussies." "And our asses." "All putting on a good show for us with each other." "Like you're going to be doing every night from now on." ****** The two tall brawny men who had escorted the wives all evening came into the pink bedroom. Their dates' sissy husbands were there with their nanny-for-the-evening. She was a plump Black woman in her early forties, with an amused expression on her face. She had the effeminate pair on the bed, atop a spread that matched the color of the room. They were on their sides in the classic 69 position, but positioned so they could smooch each others' rear ends. She made them shift their bodies forward more so they could bury their faces between each others' buttocks. "That is too funny," one of the men said in a gruff voice. "While we're screwing their wives, this pair is wearing baby doll nighties with their faces in the other one's rump. What a couple of perverts. The girls told us they found out after they married them that they're fruity fruit boys." "That's the truth," said Thelma, the Black woman. "I can barely keep them off each other. So I always let them have their fun but never let them cum. They haven't emptied their balls for almost two months now." "Amazing," said the second guy. "And with such hot wives." He stepped closer to the bed, looking both fascinated and repelled. He spoke to the cuckolds, saying, "That's how it goes. We get to bang your wives while you do this." The pair continued their mutual butt mouthing, with their small members stiff. Going so long without orgasms meant that any sort of intimate contact aroused them, even though they didn't enjoy what they were doing and had no desire for male-on-male encounters. "Well," said the first guy, "it works for me, us two getting all the pussy while they -- almost -- get off on each other." To the couple on the bed he said, "So I guess this is it for you two. We do all the banging and you lay there making those sad sounds. Your world ends not with a bang, but a whimper." ****** (Hope you'll take a look at my previous Sissy Sisters stories and leave comments. Thanks.)

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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 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."...

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...

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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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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Sissy Training at Last

Sissy Training at Last The email came at 3pm on the Saturday before my birthday. All things considered, I have to admit that His timing was perfect. I'd just returned home, and as I had the rest of the weekend free, I'd decided to have a little fun. For me, "a little fun" meant that I'd indulge in some sissy fantasy play. You see, I've been a closet sissy for years, and even though it's my main sexual kink, I hadn't really found anybody who wanted to make my weekend fantasy into my...

3 years ago
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Sissy Farm 20

20 Sissy farm 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 Bev's brother.) James AKA Auntie Jamie Peregrine's...

2 years ago
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Sissy Farm Chapter Fourteen

Sissy Farm - Chapter Fourteen 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...

4 years ago
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Sissy Velina

I walk into the living room of my master. I am completely sissified and wear a very frilly sissy maid outfit. My 6" white leather peep too high heels have thick leather straps around my ankles and are closed with medium sized padlocks. I wish I knew where my master holds the keys. On my lightly sun tanned and smoothly shaved legs I wear white sheer seamed stockings and with a nice lace band at the top. At the back the pink seams end with large pink girly satin bows. Just above my...

3 years ago
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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...

3 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...

2 years 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...

4 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-...

3 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...

3 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...

2 years 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...

4 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...

2 years 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...

4 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...

4 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...

3 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...

2 years 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...

4 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....

2 years 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...

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