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SISSY SERVING-GIRL SCENE by Throne My Owner told me to get ready because some of his buddies were coming over. He said to make sure I dressed sexily, and added that my outfit should be mortifying as well. I hurried off to my bedroom, which is really just a converted storage space. There are a bed and a dresser, along with plenty of newly added closets, so it's rather cramped. Naturally, everything looks as girly as possible. I took off what I had been wearing all day, a short quilted robe, chartreuse with white faux- fur trim at collar, cuffs and hem. Under that I was naked. Sometimes Owner likes to keep me that way, so that if I reach above my head or bend over, intimate parts of me are exposed. I sighed as I put the robe on its padded hanger and returned it neatly to its place. Then I began to search for an outfit that would fit both his qualifications. The trick was that, if I made it at all subdued, to preserve even a hint of pride and modesty, he might get angry and decided I needed punishment. But if I went in the other direction and made sure it met his requirements, that would add to my shame and discomfort. So I had to try to find the balance between those extremes. Except that it was safer to err on the side of pleasing him. He loves to put me in that position, where I have to make my own situation worse if I want to be safe. So I checked the main closet and several drawers of the dresser until I found something that I knew would make him happy. Seeing me endure emotional tribulations is one of his favorite forms of recreation... and stimulation. As I dressed, I thought about make-up that would go with the outfit I was donning. Inside I could feel stress building. It persisted and grew as I finished dressing and began my face, applying a light foundation over my beardless cheeks, always smooth and hairless since I'd had laser treatments there and all over my body. When I was finished I examined myself in the full length mirror. One of Owner's little jokes is that the mirror isn't in the room, but mounted on the hallway wall. So I have to stand out there while I examine and primp, never knowing if he will suddenly appear and see me. The only privacy I have is in my claustrophobic, pink-nightmare of a bedroom. That's why Owner is considering taking the door off the hinges. My reflection told the story of just how far I've been forced into my feminized role. I had put on a brief top that covered about as much as a bra, except that it was made for someone flat chested, so it was perfect for me. It featured white and red checks and had puffy shoulders. My midriff was bare all the way down to my hips. Not covering my nether region very well was a pair of pale blue cotton, micro mini-shorts, briefer than Daisy Dukes. On my legs were pink stockings of very fine fishnet material. My feet were stuffed into narrow red shoes with three inch heels. The combined effect was to make me look like a slutty country gal. The cosmetics did nothing to minimize that image. Quite the opposite. I had applied long, upswept artificial lashes, with plenty of liner and pink eyeshadow. There were wide circles of rouge on my cheeks, intentionally applied with more spirit than sense. And my mouth was the most outrageous feature of all. I had outlined it widely and then colored the entire area in with blazing red lipstick, even carefully darkening the space under my lower lip to give me a fake pout. I ducked back into the room and selected some cheap plastic jewelry, including several rings and bracelets, along with a neck cord from which hung an oversized pink pacifier. Owner had made me grow my hair out, so I was able to gather it into two pony tails, high on either side. It didn't help that I had been given a cheap dye job to change the color from light brown to washed out blond, with reddish streaks added later. My total look certainly sent the wrong message. I was a walking invitation to lewd behavior. Of course, that was exactly what Owner wanted anyone seeing me to think I desired. And I knew his guests would appreciate what they were eyeing. It was only me who wished I could clean off my face, get my hair cut, and change into some male clothes. That last hope was certainly unrealistic . I'm too short and slim to fit into Owner's attire. And I hadn't seen any of my clothes since I had arrived here. It was girly fashions for me, 24/7. I returned to the mirror for a final check, even striking some suggestive poses because I needed to be ready to show off for Owner's visitors. Again, I didn't want to risk earning a punishment. As I headed downstairs I heard voices. They grew louder as I entered the stairwell to the basement recreation room. I paused near the bottom. There was male laughter, deep and raucous. I shifted my feet nervously, thinking about how, when I walked those heels shaped my legs and put a wiggle in my hips. My hand went to the center of my narrow chest and I closed my eyes for a few seconds. It helped, but not much. With no way to further delay the inevitable, I descended the final steps and moved into the room. There was a long sofa against one wall and several well upholstered chairs across from it. I went toward Owner, on the sofa, making myself give him a simpering smile. He leered back at me and patted a spot alongside him. I sat delicately and he petted my bare thigh above the elastic top of one stocking. "How's my little girly-girl?" he asked as he gave a squeeze. In the high soft voice that I was required to always use, I told him, "I'm fine, Owner." I put my hand on top of his. "Especially now that I'm with you." The other men all laughed. My eyes darted around. The one sitting on my other side was Burt, one of Owner's regular pals. Across the room I recognized Harry, who appeared occasionally but not as often as Burt. In the remaining easy chair was a stranger, an imposingly large but very fit Black man with a shaved head. He gave me a penetrating look and I turned my face away, deeply disturbed by the hunger I had seen in his dark eyes. I wriggled closer to Owner, as if for protection. Owner told Burt, "Feel Cookie's leg. You won't believe how smooth it is." Another big hand fell onto my other leg, equally high up, and rubbed lightly. Burt said, "Damn, it's like touching a girl. Or a total sissy." Harry laughed. "This is new, man," he said to Owner. "You don't usually let us paw your private property." "Well, she's been well behaved all day. I didn't have to spank her once. Or put her into any bondage clothing. So I thought that she'd like a treat. You know how pansies like her just love to have men fondle them." Taking that as a cue, Burt slid his hand inward, letting the backs of his fingers brush against my genitals through the thin material of the shorts. I shuddered and wanted to yell that I'm straight, that all of this was terribly difficult for me. But Burt took away his hand, not wanting to overtax his host's hospitality. Harry said, "I'd like to give her a feel too." Owner told me, "Go on, Cookie. You heard the man. Go over and let Harry have some." I got up. It was like the room was tilting as I crossed over and put myself in front of Harry. He ogled me, in no hurry to use up his opportunity when he could prolong the fun he was having from my submissiveness. I had my feet close together and there wasn't much space between my legs. So when he got his hand in there, at knee level, and slowly brought it upward, he brushed both my inner thighs. A shiver ran through me as his palm cupped my scrotum and his fingertips tickled me behind the balls, on my sensitive perineum. I bit my lower lip. Every muscle in my body wanted to rebel, to push him away, so I could flee. That, however, wasn't an option. I had to stand there while he extended his arm further so he could bend his wrist and feel the lower halves of my buttocks where the skimpy shorts failed to cover them. I wished Owner would tell him to stop. He almost never allowed other men to caress me. Harry finally withdrew his hand without being asked to. I sighed in relief but that respite was not to last. From the other chair, the Black giant said, his voice deep and rumbling, "Come here, Princess Snowflake. Give Uncle Josh his share." With my whole body tingling from dread, I moved to the final interested male and stood there. Feeling Owner's eyes on my back and guessing that he wanted me to make a big impression on his guests, especially one who had never seen me before, I put my hands on the sides of my face, pouted prettily, and gave my hips a slow motion roll. It was a combination I had practiced in front of the long mirror. Josh grinned up at me and his hands, looking to me like a pair of bear paws, grabbed my waist, spun me around effortlessly, and tugged me down onto his lap. I gasped as he pulled me against his hard chest. One long muscular arm went around my shoulders and kept me in place. I breathed in his male scent, lightly fragranced with perspiration, plus some distinctive product that was spicy rather than sweet. His free hand came up and boldly slipped under my inadequate top. He instantly found a nipple and a blunt thumb and forefinger closed on it, rolling it, causing only slight pain. Along with that negative sensation there was unwanted pleasure. He was easily arousing me. I had never responded that way to Owner. Well, not a lot anyway. I mean, being stimulated by Owner's skilled touches had triggered some involuntary responses, even made my little penis twitch, much to my shame. But this was different. Josh switched to the other nipple and I mewled softly without meaning to. I moved my bottom around on his broad lap. That was the wrong thing to do. In reaction to that and to handling me, he began to get hard. I could feel an impressively large bulge growing. "You like what you're sitting on, Cookie?" he wanted to know. "You like what I'm doing to you? How I'm making you feel?" In spite of my attempts at self control, I whimpered, loudly enough for everyone to hear. I blinked repeatedly before remembering how that would make my artificial eyelashes flutter. My lips quivered. I licked them. Another mistake. And I still hadn't answered his questions. "I... like... what I feel underneath me, Sir," I lied. "And it feels so good to be touched like that," I told him, which was less of a lie. Just to be safe I added, "Thank you, Sir." He chuckled, stood me on my feet, and swatted me hard on the ass. "I know that's true." He put the flat of his other hand against my crotch and I realized I had an erection. "Something down here is telling me so." He took my wrist and pulled down, forcing me to bend partway so he could place my hand on the enviable lump between his legs. "Quite a difference between your little sissy bump and my big old blacksnake. Ain't there?" He wasn't letting go of my hand. I turned my head to look to Owner for help. He scowled at me for daring to question the rights of one of his friends. I shifted my attention back to Josh and, to redeem myself, gave his enormous tool a some hand action through his pants. He let me keep it up for a minute while my face grew warm and I knew a deep blush was spreading across my cheeks. Not until I was close to some sort of mini breakdown did he release me. I gave him a little more fingering before straightening up unhurriedly, trying to look sexy as I did. I was dreading what might come next but Owner surprised me by simply ordering, "Cookie, now that you've said hello to everyone, why don't you scamper upstairs and grab us some beers. You can handle a simple job like that, can't you?" Nodding, unable to find my voice, I bent slightly at the knees, the dip meant to signal my compliance, and started for the steps, aware that my half-naked, rolling bottom was on display as I moved, an open invitation to lust. Back on the main level I got four beers and put them on a tray. They had twist-off caps, so I didn't include an opener. The experience of being on Josh's lap was still dominating my thoughts. I did the best I could to stop thinking about it but didn't have much luck. So, still dwelling on that, I returned to the rec room. The guys each took a beer from the tray, taking advantage of my nearness to play some grabby-hand. To my dismay, I reacted to them as I had to the powerful Black man. Everyone could see my shameful erection. "Whoa," said Burt. "Is that a ladyfinger in your panties, or are you just glad to see us?" Harry laughed and told me, "You're one easy step away from being a real girl. There are doctors who can fix that with a quick snip." "Hear that?" Owner contributed. "Maybe I should just go ahead and get you the change." Josh gave me a broad smile. "Nah. She's better like this. When a sissy has still got a tiny pecker to remind them they were born male, it makes being girly even more of a disgrace for them. Ain't that right, Cookie?" The big man could tell that I actually didn't want to be that way. I stood there with my lips parted, trying to think of an answer that would minimize my shame, amuse Josh, and convince Owner that I was behaving. Before I could say anything, Owner just laughed and told me, "Put your pacifier in your mouth, you silly girl. You're all confused from being around so much testosterone." Grateful not to have to answer Josh's question, I did as I was told. As I gave the binky a few sucks, the guys made crude jokes about it. Then Owner used the remote to turn on his big screen TV and switch the channel to some sports program. There were commentators talking about a big game that had been recently played and another big game that was coming up. Happily for me, my penis grew flaccid again. During that show and the similar one that followed I had to scoot off and fetch two more rounds of beer. The guys got in a few more free feels and fired off several salvos of lewd comments, but there was nothing else as upsetting as being on Josh's lap or getting my unwanted hard-on. At last Owner's guests left. On the way out they each gave me a squeeze, Burt and Harry's to my slender upper arms and Josh's on my soft unmanly rump. The Black man said he was glad he got to meet me and was looking forward to a return visit. After they had gone, Owner gave me an unreadable look, told me I could remove the pacifier, and said it was time for bed. I hurried upstairs and waited obediently by his bedroom door. His room was as masculine as mine was feminine, the furniture of dark wood with brass fixtures. He brushed past me and got out of his clothes. Then he told me to slip into my new pajamas. I cringed inwardly. What he had ordered for me, from a company that specialized in sexy lingerie for sissies, was harem pajamas, smoky colored and transparent. I had to change in front of him while he sat on the edge of the bed, naked, his big feet on the floor. When I was done changing he made me prance around the room, swaying my hips and holding my arms up with my wrists limp. Next I had to return to him and kneel in front of his muscular hairy legs. His long thick cock was directly in front of me. My palms itched and I had to swallow excess saliva. I didn't want to have to do anything sexual with him but, of course, that was expected of me now. But Owner surprised me. Instead of telling me what sort of service he desired, he put his hands on his knees, looked down at me, and spoke. "So," he said thoughtfully. "You got hard for Josh. I've never seen you get hard for me, Cookie. You always used the excuse that it was because you're straight. But if you're not gay, why would you get stiff for him? Now you know I don't want to punish you. Remember that night you had to spend all scrunched up in that laundry bag, with the drawstrings pulled tight and tied into a knot under your pretty chin? Do you recall how unhappy you were because you were barely able to sleep and the next morning your body ached? Now I don't want to have to do that to you again. Especially if this time I had to give you a really hard spanking first. Reach under the bed and see what's there, Cookie." I did, and found a wooden sorority paddle. As I held it up to him, all I could say was, "Here you are, Sir." He took it and tapped it against his open hand. "You know I don't want to have to use this on you. All I've ever swatted your sweet fanny with up until now was my hand. But if you're going to get hard for Josh and not me, well, I don't see how I'd have any choice. So I guess what I'm saying is that the choice is yours. How about if, right now, you do nice things for me. You know how I like it, Cookie. And we'll find out if you get hard. Or not," he added warningly. As Owner set the paddle beside him, in easy reach, I bent to my task. Using my hands I quickly had his cock rigid. It was close to eight inches and thick, with a big knob. I lowered my head and got the end of his tool into my mouth, giving it a full minute of sucking and swirling, until I heard his breathing get deeper. That was when I backed off to use my hands, lovingly stroking his full length with both of them. After that I dipped down to tenderly lick his balls before kissing my way up the receptive underside of his shaft, all the way to the top so I could cap the head again and resume my oral attentions to it. He leaned back to rest on his elbows. I took him in, deeper and deeper, until his scrotum, still moist from my tongue, was against my smooth chin. I kept going like that, alternating techniques, while his need grew more and more urgent. But I was also expected to become aroused from what I was doing. With the threat of a severe paddling hanging over me, I tried to think of how to accomplish what he wanted. First I toyed with my nipples. Then I wet my fingers on his slick member and played with my nipples again. That started to get me in the mood he wanted. My penis became semi- stiff. When I tried to picture sexy females in my mind I couldn't make the images stay. And I had a mental picture of Josh naked and well endowed, which wouldn't depart. I snuck one hand down and lightly diddled my member, bringing myself to three-quarters of full hardness. Fondling my balls with one hand and Owner's with the other, I fell into a curious synchronicity of scrotum stimulating. My dick gradually rose the rest of the way. Against my will I had gotten myself genuinely excited. Sadly, my full size was only four slender inches, half of his size. He had to know what I had achieved, so I stopped sucking for a moment, gripped his firm calf, and humped his leg like a bitch dog. He chortled, I guess from the control he had exerted over me, as well as how extremely mortifying he knew my situation was to me. I gave my hips a few more jerks before returning to my main job. He exhaled loudly and told me to keep myself worked up but not to dare to finish. I was glad that it proved easy to stay engorged, but also worried that I was able to remain that way while giving him head. That wasn't supposed to happen. What had changed? I had used my mouth on him often enough by then to recognize the signs that he was close to an orgasm. I paced myself to prolong his pleasure without delaying his finale too long. It was a delicate timing game but I'd certainly had sufficient practice. My efforts were rewarded, if you could call it that, when he grunted, moaned, and blasted his thick hot cum into my accommodating mouth. I gulped it as he ejaculated several heavy spurts and then slowed to the oozing final output. I sucked it all down, cleaning him and adding to his satisfaction at the same time. Knowing he was still sensitized, I got his entire length into my throat and held it for long seconds, breathing through my nose, before letting it slip free and sitting back on my haunches. Owner took a few deep breaths and sat all the way up. He caught me with my petite hand on my little dick, still maintaining my stiffness. That made him smile. "Okay," he told me. "You can stop tugging that tiny thing. Good job, Cookie. Do you need anything before you go to bed?" "No, Sir. I don't have to tinkle." He loved to hear me say that. "But thank you for asking." "No problem. I think tonight you can stay in my room." "Thank you, Sir. Shall I be on the doggie bed?" "Yeah. That way you won't disturb my sleep, but you'll be handy if I need anything in the middle of the night." He paused and then, as if suddenly remembering something, went on, "There's a blue tube on the bathroom sink. Go and get it." I got up and started for the master bathroom. He called after me not to rinse my mouth. Owner enjoys making me sleep with his salty taste on my tongue. I got there and, in the dimness from the nightlight, found what he wanted. When I got back to him and better illumination, I glanced at what I was carrying. OMG, it was a big fat tube of lube. Why did he want that? All he had ever used me for was to give him BJs. I mean, he sometimes rubbed his cock on my belly, or put it between my thighs, but he had never taken my backside virginity. I held the tube out to him and he accepted it, setting it on his nightstand where it was plainly visible. Then he stretched out and pulled the covers over him. I went to the corner and curled up on the fuzzy pink oval that was my sleeping spot. "Oh," he said sleepily. "I almost forget to tell you. Your wife is coming by tomorrow to see you." "Denise is coming here?" "Yeah. I'm not sure why. I figure you'll find out once she's here." "But, didn't she give any hint about..." "Hey," he scolded. "Don't make me use that paddle. Now stick your pacifier back in your mouth and be quiet." As I curled up on the pet bed and pulled my pink satin sheet over me, my mind was racing. Denise would be here. My wife who I hadn't seen for... how long? Weeks. Months. It had been difficult for me to keep track of time while Owner was turning me from the man I had been before, into the pansy I was now. But I was still a man inside. That is, I still believed I was, though this evening and the way I had responded to Josh, along with my ability to get hard while sucking his cock, made me less sure than ever. Still, Denise might be ready to take me back. I know I had disappointed her with my undersized penis and premature ejaculations, my lack of manliness and total inability to stand up for myself. She had started the job of stripping me of my manhood, well before she brought me here and Owner took it to the next level. Yet, if she had forgiven me and decided I deserved a second chance, I knew I could redeem myself in her eyes. Lying there in the dark, sucking on the pacifier, trembling slightly from a mix of anxiety and hope, I was left alone with my thoughts. If she took me back I could restart my old life. But if she didn't, if she left me here and I remained the property of Owner, if my wife had found a real man, it would be the end of my prospects for salvation. I would be Cookie from then on, spiraling down deeper and deeper into this sissy nightmare. And that might push me the rest of the way, so that my body would react as it had earlier, my needs would shift until I craved males, wanted to satisfy them, even if it was still repugnant to the real me deep inside. I would be addicted to the behavior and acts I abhorred. And what about that lubricant Owner now had so close to his bed? Did he intend to use it soon? Would I be rescued? Or left there to be dragged down the rest of the way into a total sissy makeover of my desires? What was going to happen to me? ********* (Hope you enjoyed this short piece about a guy with a short piece. Would love to read your thoughts in a Review.)

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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...

1 year ago
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Sissy Emma is turned

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

2 years ago
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Sissy Serving Poker Night

I was terrified when I was actually invited to serve at the usual Friday night poker game with 5 guys I had been talking with online. Three of them are black and 2 are white. I arrived at the house to find a nice setup in a basement rec room with a card table and a pool table.I was nervous as I approached the front door and knocked having never done this before. The party host answered and immediately I was told to get dressed in something sexy and start serving drinks. Well since the only...

3 years ago
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Sissy Farm Chapter Eighteen

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

2 years ago
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Sissy Hypnosis Fun

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

2 years ago
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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...

1 year 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...

2 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...

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...

3 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...

2 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...

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