Mommy Made Me A Sissy free porn video

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I was about 5 or 6 when my father left, leaving me with just my mother. A mother that I came to love very, very much. Maybe, I loved her too much. And Mommy definitely loved me too well! A quick family history would be appropriate right now. My parents got married when Mom was only 18, and Dad was an old man of 20. Pregnancy either occurred just after, or just prior to the wedding. As a result, I still had a young, and very pretty mother. As I said, about five years after the wedding, my father just up and left us. Mother was really broken up after he left, even though we were pretty well off, thanks to the passing of her mom and dad, who had left her a sizeable chunk of cash and about a dozen rental properties, along with a stock and bond portfolio that produced some nice quarterly returns. Since Mom owned the condo outright (a wedding gift from her aunt), there weren't too many bills to worry about. Now, money aside, Mom reacted badly to Dad's leaving, and broke off contact with a lot of her friends, and shortly thereafter, she sold the condo, and we moved from the city, to a big house in the country. Now, I realize she was running away from memories. After Dad was gone, I spent a lot of time hanging around Mom. Since we now lived out in the country and there just weren't that many kids around. I remember being in her room while she was dressing, and admiring all the pretty things she wore. I would do the kiddy thing and put a slip on like a dress, put my feet into her heels, and try to walk around the room, and Mom would laugh and call me her little princess. She would pick me up and hug me, and I came to love the close bond we had. Later, as I got a bit older, I would still hang around my mother, but now with a bit more interest. I would still pull on one of her slips or nighties, and she would still laugh, but then things got a little different. We were in Mom's bedroom one rainy summer's morning, and had just finished making the beds and vacuuming the upstairs, when she turned to me and asked me if I still liked wearing her clothes. This was like a bolt out of the blue. I was a teenager, and even though I was a bit embarrassed about it, I did love our little game where I put something on, and she would hug me tight. and to be quite honest, I was beginning to love wearing her soft silky things. So, I told her how pretty and soft her things were, and how lucky girls were to be able to wear such nice things. Mom laughed, took my hand, and led me to the bed. "Now Mikey," she began softly, "would you do something special for Mommy? Would you do something special that's also a little silly for Mommy that would make her very happy?" Now, I hadn't called Mom "Mommy" for many years, but I told her that I would do whatever it took to make Mommy happy. I think that was the beginning, the real beginning. She told me to take off my clothes for her, and I took off my shorts, t- shirt, socks and shoes, and stood there in my little white underpants. Mom smiled, and then reached over and slipped her thumbs into the waistband of the underpants, and slid them down my legs. I was old enough to get a stiffy from this, but not quite old enough to know what to do about it, or even do with it! I started to protest, but she put her finger to my lips and told me to be quiet and relax, everything would be okay. Now, my mom was about 5'5" tall, with long dark blonde hair, pale green eyes, and now that I look back at all the pictures, the body of a 16 year old cheerleader. I was a little shorter at the time, but skinny, with the same hair and eyes. Of course, my hair was shorter, and being a boy, never taken care of properly. Mom, or as she asked me to call her, "Mommy" took me by the hand and led me to her bathroom. She sat me down on the toilet seat while she ran a bath and added some bath oil. When the tub was full, she took off the white cotton blouse she was wearing, and with her breasts covered in just a white lacy bra, she helped me into the hot fragrant water. After I was in, she began to wash my hair with a shampoo that smelled like the bath oil. She washed it twice, both times rinsing it with a flexible hosed shower head. Now, Mom hadn't given me a bath since I was a toddler, but I had to admit it all felt pretty good, and even though she was my mother, those breasts were so close and so beautiful! After my hair was clean, she told me to stand up, and she wrapped a big fluffy towel around me, and lifted me out, just like I was a baby. Standing on the rug, she dried me off, and then went to the bathroom door, where she took down her pink satin robe, and slid my arms into it, tying it off around me. I loved the cool, silky smooth material, but... Again, I was told to relax. She led me back into her room, and sat me down in front of her mirror and began to work on my hair with a comb, brush, and blow-dryer. Fifteen minutes later, my hair was dry, and looked a little girly. She stood me up, and rummaged around in her dresser, and then told me to turn around and close my eyes, really tight. I was standing with my back to her, and she reached around and undid the sash of the robe, and slipped it off of me. She then told me to lift up a foot then the other, and then she slipped what I knew had to be a pair of soft panties up my legs, and settled them into place. She then told me to hold my arms out in front of me, and to keep my eyes closed like a good boy. She slipped something over my arms and then over my shoulders, and I knew it was a bra, but kept my eyes closed like a good boy. She fastened it behind me, and did something with the straps, and then told me to open my eyes and turn around. I found myself looking into the mirror at what used to be a boy, but was now more like a skinny girl! I was wearing what Mommy told me were full-cut satin sissy panties and I could see for myself they were pink satin trimmed with lots of white lace around the legs and waist, and that the bra matched the panties. Mommy told me that she saw these on a web site, and just could not resist getting them for "her little princess." With that, I know I blushed as pink as the satin! I spent the rest of the day wearing my new bra and panties, with Mommy's pink robe over all. I started out feeling very silly, then kind of sexy, but after a few hours of helping with the housework, watching some TV, and messing around on the computer, I completely forgot what I was wearing! That evening, Mommy came to my room to tuck me in, something she hadn't done in years. I was standing there in my pink lingerie, and Mommy asked me if I liked wearing the pretty things. I wanted her to be happy, and I didn't mind wearing them, so I told her I liked wearing them very much. This got me a big smile and hug. Mommy told me to take off my new things, and get ready for bed. I thought she would leave, but she stood there while I removed the robe, and with some help, removed the bra. When I saw she was staying, I shrugged, and pulled off the panties. Mommy handed me my pajamas, and tucked me in, kissing me goodnight. Nothing else happened for a few days, and then Sunday morning, we were back In Mommy's bedroom. I saw "my" bra and panties on the bed, along with a white box with a pink bow on it. Once again, I was given a bath, and my hair was washed, and once again I was helped into the smooth, soft satin, and then Mommy told me to open the box. Inside was a beautiful pink satin robe, trimmed with white lace and ribbons, that Mommy told me to call peignoir. I lifted this peignoir out of the box, and saw something else under it. Mommy had me lay the peignoir on the bed, and she took out a pair of pink nylon socks and a pair of shiny white shoes. I was told to sit on the bed, and Mommy pulled the short socks over my feet, and then fitted the white shoes on my feet. She called the shoes Mary Janes, and they looked just like what a little girl would wear. I stood back up, and she slipped the robe on me. I have to admit that I loved the cool, slithery sensation as I moved. She fastened the one button at my chest, and told me how pretty I looked. Again, hugs and kisses, but this time, Mommy caressed my satin clad bottom, making me feel weak in the knees. Again, I spent the rest of the day in my new finery. All that summer, Mom would call me into her room every week or so, and give me some more girly things. Mostly, they were more panties and bras in a variety of satin in soft girly colors, but there were some more socks, several pairs with a cloud of lace at the ankle, and two more pair of shoes, one in pink and one in shiny black to match my white ones. I was getting a little uncomfortable, I mean, I wasn't a girl, but Mom never pushed me, and I did enjoy those hugs and kisses. Okay, they were kisses that were more appropriate to a girlfriend than a mother sometimes, but that just added to the fun. I mean, a boy wearing lingerie was a taboo, right? And having his very pretty mother kiss him on the lips, while he was wearing lingerie was most certainly taboo, but it wasn't hurting anyone, and it felt good. Besides, I felt that I was making Mommy very happy, and that made me happy. School started back up, and was a drag. I was small, didn't play sports, wasn't smart enough to be a nerd, didn't smoke pot, and in short, fit in with no group. Other than watching the girls, I can't say I liked school at all. Even though I wasn't a brainiac, I read all the time, and really knew most of the pabulum that was passed off as public education. I wished I could go somewhere, anywhere, else. Anyway, back at home, Mom told me that she would put the girly things in the dresser in the spare room, and we could play with them on special occasions. We played dress-up a few cold rainy weekends, and she kept me in my panties and bra almost all the time over the Thanksgiving break. But over Christmas, well, let me tell you about Christmas! Exposure to the boys (and girls!) at school, along with a few peeks at various men's magazines, including a well-thumbed Penthouse that I bought from a Junior for ten bucks had helped me grow up, at least a bit, sexually. I now knew not only why my cock got hard, I knew what to do with it to feel really good! The only problem I had was with what you might call "visualization." You see, there was this one picture of a beautiful woman in a pair of lace trimmed, white silky panties, matching bra, white stockings and high-heeled pumps. One of the bra straps was down over her arm allowing a nipple to poke out of the not very substantial garment. She was kneeling in front of a man who was wearing only boxers and a bulge. In the next picture, her bra was off, and her hand was the man's thick erect penis. I would stare at those pictures while I masturbated, but in my mind, sometimes I was the man, sometimes the woman, and sometimes the woman was my Mother! Yeah, I was just a teensy bit confused. Well, back to Christmas morning. Mom came into my room early and woke me up. As I opened my eyes, the first thing I saw were my mother's beautiful breasts through an almost sheer white nightgown trimmed with white satin and baby blue ribbons and bows. The gown was covered (?) by a sheer robe that I learned to call a peignoir. Her breasts were firm mounds with erect nipples that about poked through the material. This was my mother and I was aroused,, but I thought I was still dreaming! She bent down and kissed my cheek, and told me that it was Christmas morning, and that Santa had brought some wonderful presents for "her little princess!" I was still half-asleep, and mesmerized by those breasts and her soft fragrant perfume, so it took a moment for that comment to sink in. By the time it registered, Mommy (she insisted that I only call her Mommy at home) had pulled me from my bed, and was unbuttoning my pajama top and pulling it off of me. Telling me to just stand still, she pulled my bottoms off, smacked my bottom, and told me to get to her room for a bath. We went into her bathroom, and Mommy stopped only long enough to remove the peignoir, and to pull on a clear plastic, over-the-shoulder apron, trimmed in white lace. Once that was done, she did an odd thing, and knelt on the bathroom rug by my feet. "Now, Mikey," she asked me rather seriously, "would you be willing to give Mommy a very special Christmas present, even if it sounds a little odd? I promise you, that if you do, Mommy will make this your best Christmas ever." With that, she blew my little mind by leaning in and kissing the head of my cock! She gave it a little lick, and looked up at me. "Well, does Mommy get what she wants?" I didn't care what she wanted, the answer was yes, Yes, YES! With that enthusiastic answer, she licked the full length of my small, but rock- hard penis, and stood up. I was told to stand still. Mommy got a plastic bottle of something, and after pulling on a pair of rubber gloves, she smeared this lotion all over my legs, chest, arms, underarms, and back. Now I didn't have much hair, and when I saw what the bottle was, I knew I wouldn't have any left. I stood there the required time, and then Mommy stood me in the tub and rinsed me off with warm water and a sponge. Still standing there, she lathered up my rock hard penis and balls, and told me to stand very still while she plied her lady's razor to what little pubic hair I had. A few minutes later, I was told to turn around, bend over, and spread my butt cheeks. She repeated the process there, leaving me hairless and very horny. She wrapped a towel around my shoulders, and rinsed out the tub. She then filled it with hot water and added some very feminine bath oil. Once it was filled, she helped me step in like a little child, and began to shampoo my now shoulder-length hair. After she washed my hair twice in perfumed shampoo that smelled just as feminine as the bath oil, she picked up a sponge and began to wash me all over. I protested, but she again to me to relax. She paid particular attention to my cock which was now embarrassingly rock hard, and my behind. I didn't mind this wonderful attention at all, even when Mommy pushed her finger into my butt hole a bit. Once my bath was done, she helped me out of the tub, knelt at my feet again, and began to dry me off, as though I couldn't do it myself. But hey, even if she was my mother, she was one of the most beautiful women I had ever seen in person, and if she wanted to lavish this attention on me, who was I to argue? After Mommy dried me all off, she handed me a bottle of lotion, and told me to rub it in, all over, and it would help with any irritation. It was again the same delicate fragrance as the bath oil and shampoo. When I had done that, I was told to come back out into Mommy's room. Once there, I put on my sissy pink satin panties and bra, and Mommy told me that I would get to wear a very special outfit for Christmas. First, I was told to go to the closet door and grab the bar that was there. I reached up, on my toes, and wrapped my hands around the bar. As soon as I did, Mommy snapped a pair of handcuffs on me, cuffing me to the steel bar. Before I could even protest, she reached around and began to caress my nipples through the satin of the bra, making me moan out loud. She moved my hair out of the way, and began to kiss my neck while she gently pinched and twisted my nipples, Finally, one hand dropped to gently caress my cock through the satin of my panties. She only did it for a second, but I almost shot my load right then and there. "There," Mommy whispered in my ear, "every time you do something for Mommy, Mommy will do something nice for you. And each time, it will get nicer and nicer! Of course, if you are a bad little girl, Mommy may have to punish her princess." She giggled as she said this, so I paid little attention. Let's face it, my Mom had me in soft girly lingerie, and was starting to make out with me, words had very little meaning at that point! Mom patted me on the bottom, and told me that she was going to put a corset on me to give me a little more figure, and if I was good...Oh yeah I was gonna be good! She produced a white satin corset with white lace trim, wrapped it around my middle, laced it up, and then told me to take a deep breath. With those words, she pulled the laced real tight, and tied them off. At first I couldn't breathe, but within a moment or two, it felt okay. She told me that it wasn't nearly as tight as it could go, but was tight enough to make me look good. The next few hours were a blur. I opened package after package, containing dresses, nighties, panties, bras, shoes, and all manner of sissy-styled girly clothing. About half-way through, Mommy told me I had been such a good girl, trying on all my new clothing, that she had two special surprises for me. The first one was a new, top-of-the-line notebook computer, designed for gaming. The second surprise almost made me forget about the computer. I was wearing the last dress I had been given by "Santa." It was a baby blue satin creation with a very short skirt, like most of the dresses I had tried on. I stood there, dressed like no boy should ever be dressed. I was still wearing the white corset, and now there was a pair of pale blue satin panties trimmed with yards of white lace, not only around the waist and leg opening, but in three frilly rows across my bottom. I was also wearing a frilly training bra that matched my beautiful panties, white patent leather Mary Jane shoes, white nylon ankle socks with a cloud of white lace around the top, and the poofiest, sissiest blue satin dress you can imagine. It had short cap sleeves with a white satin bow on each shoulder, a Peter Pan collar of white satin, a wide sash of white satin, tied in a big bow in back, and layer upon layer of ruffled, lacy, white petticoats to make the skirt stand out. I was also wearing a pair of short white satin gloves with lace at the cuff, and a white, ruffled satin choker. The crowning touch was a baby blue ribbon in my hair. I stood in front of the full length mirror and turned this way and that. When I stood on my toes, and looked back over my shoulder to see my frilly bottom in the mirror, Mommy just laughed. "Just like a woman!" she giggled. I didn't care. I was a boy, I wasn't a girl or woman, but still, I just loved this dress! I loved the feel of the satin against my skin, the feel and sound of the petticoats as they swished when I turned. Was I some kind of sissy? Was I gay? Hell, I knew what I was. I was a confused and excited young man. I loved playing this game, even though I had no idea that the game was rigged, and the house always won. For the rest of the afternoon, I sat at the kitchen table in my beautiful new dress, and played a bit with my new computer. I could get on-line in a flash, and the starter game Mommy had bought with the computer was great! I did notice that there seemed to be a few websites preloaded into the browser. I would have to see what that was all about. Hmmm, Sissy Kiss? Fictionmania? I was just going to check them out when Mommy told me to put down my new computer for just a few minutes, and come with her, as she had one more, really big present for me. She took my hand and led me upstairs to the spare bedroom. Now, this room was usually locked, but today it opened at the touch of my satin gloved hand. As it swung open, I beheld a room fit for a little girl! There was a white canopy bed with pink and white satin comforter, pink curtains at the windows, delicate white furniture, and a matching dressing table, like Mommy had, complete with a little stool with a pink satin cushion. There was even a brush ad comb set, a bottle of perfume, some make-up and lipstick neatly laid out on top. I just stood there with my mouth hanging open, not knowing what to say. Mommy never let go of my hand, but with the other hand, she reached under my dress, and caressed my stiff member. "You don't have to talk, Princess," she whispered, "I know you like it! Now, come inside for the rest of your Christmas Present. Still holding my hand, she led me into the room. I was dressed like a 5 year old girl going to a party, or some kiddy beauty pageant, and Mommy was still wearing that wonderful white negligee with the matching sheer robe, and white high-heeled slippers with some kind of white feathery stuff on the instep. She was beautiful sexy, I was so turned on I was ready to scream, so, OF COURSE I followed her into her trap. She led me to the bed, where a heavy, cream colored envelope lay. The name "Tammy" was written across it in my mother's beautiful penmanship. "That's yours, Princess," she said softly, "Go ahead and open it." I unfolded the flap, and stared at the official documents inside. Finally, I was able to make sense of the legalese and realized that after Christmas, I was to be home schooled! That was wonderful news to me, as I hated school and felt as though I learned nothing there. I looked at Mommy and asked her who Tammy was. "Why," she giggled, "That's you, my little princess! Or at least, when you're dressed so adorably! I can't possibly call such a delicious confection like you Mike, can I? Why, not only do you look like a little princess, you even smell like one! Now, Mikey never even liked to shower, but Tammy, well..." I stood there for moment, and then broke down and started crying. things were moving way too fast, and in directions that I couldn't even begin to fathom. Mommy knelt down and took me in her arms, holding me close. I wrapped my arms around her and buried my face in her thick hair. The sweet, delicate fragrance of her perfume, the soft, silky material of her gown, and the feel of those soft breasts pressing against me soon calmed me down, and my tears slowed to sniffles. Mommy stood up, and went to the dressing table where she grabbed some tissues to dry my eyes, and blow my nose. "I thought you would be happy, sweetheart," she said softly. "All I wanted was my little princess to be the happiest little girl on earth!" I stammered out that I was not a little girl, no matter how much she dressed me in these wonderful outfits. "So, you do like the dresses, the panties, and all the other soft frilly things?" "Yes Mommy, but everything is going so fast, and I just don't know what you want me to do, or say, or be!" With that, I started to cry again, and again, Mommy took me in her arms. But, this time, she picked me and put me on the "princess bed," and sat down beside me. "My little man," she whispered, with her soft arm around my waist, "I just want you to be happy, to feel loved, and to wear whatever you want, whenever you want to. Do you want to put on your boy clothes and play with your computer? With the new wireless router, you can sit in your room and play all day and night if you like. Or, you can be my little princess for just a little longer, and I will make it a very special time for you." I knew Mommy wanted me to wear the girly clothes, and I so wanted her to be happy, so I told her I would wear the pretty things until she wanted me to take them off. With that, she began to kiss my forehead, and moved to my cheeks, and then, without warning, kissed me on the lips. I froze for a second, and then nature kicked in, and I returned the kiss as best I could. She parted my lips with her tongue, and I locked my arms around her neck, and realized I never wanted this kiss to end! It ended sooner than I wanted, but then she did a wondrous thing. She pushed me back so I was lying on the bed, with my feet dangling off the side. Then, she got out of the bed and knelt down in front of me on the soft rug, and began to rub my cock through the soft satin panties. My little man responded quickly, and before I knew it, she was sliding the soft panties down, and had begun to kiss me on my hairless cock and balls. "Oh, Tammy," she cooed, "I just love your little clitty!" I heard her say that, but it didn't register. I was in heaven, and very confused. She took me in her mouth, and gave me my first blow job, sending me into orbit when I came! Climbing back on the bed, she kissed me, and shared my cum with me. I was so shocked I never offered a bit of protest, and then we lay there cuddling for the longest time, with her whispering in my ear how good girls get very nice rewards. I had no idea at all what the heck was going on, but at that point, I wanted to keep going forever! I learned that fateful Christmas day that this girly room was mine, to use whenever I wanted to. We carried up all of my new panties, bras, dresses, socks, and shoes, and put them away. Mommy asked me to stay in my beautiful dress for the rest of the day, and I didn't feel like arguing. We had a very nice Christmas dinner, and then sat down together to watch a few Christmas movies. Mommy had gotten dressed, but was wearing a white satin blouse that was sheer enough to show the pink lacy bra underneath, and a blue wool skirt, stockings and black high heels. She looked very glamorous to me. Finally, she told me that it was time for beddy-byes, and one more Christmas surprise. Taking my still gloved hand in hers, we went upstairs to my new bedroom. Once there, she helped me to take off my dress and hung it in my closet, then unlaced my corset. It had not been too tight, and I had really forgotten it was there at all. After I was undressed down to my pretty panties and bra, Mommy told me to sit down on the bed. I did as she asked, and then Mommy slowly unbuttoned her blouse, and let it slide off her shoulders. The zipper on her skirt was pulled down, and it joined the blouse on the floor. My mother, my Mommy, stood there in black heels, black stockings, pink silk panties, a pink garter belt, and matching bra. Slowly she came to the bed, and told me that since I had been a very good girl, Tammy would have a very special bedtime snack. She then told me kneel on the floor, and face the bed. Again, mesmerized by the sheer amount of sexual energy in the room, I did what I was told. Mommy slowly slid those wispy panties down her long, smooth legs, and sat down on the bed, right in front of me, and put those wonderful legs over my shoulders! I could smell the musk of her, and when she told me to lean in close and kiss her shaved sex, I only hesitated for a moment. Soon, my young face was buried in her sweetness, and with ample direction from Mommy, I was able to bring her to an orgasm. Shaking, she gently pushed my head back, and took her legs off of me. She stood up, and helped me to my feet. Without a word, she began to kiss me, my mouth, my face, and the whole time she did, she was rubbing my panty-clad ass and my back. I had a rather uneasy feeling that this was all so very wrong, but pure adolescent hormonal overdrive took care of those doubts. Mommy then took off her bra, and on impulse, I began to kiss and suck one of her hard nipples. With a few cautions about biting too hard, she began breathing hard, and began to work her fingers in and out of her sex, and quickly had another orgasm. With that, we gently broke apart, and she told me to finish getting undressed, and Mommy would give me a bath and tuck me in my nice new bed. Mommy gave me my usual girly bath, but this time in just a garter belt and stockings. I had heard the term MILF bandied about the school, now I knew what it meant! After my bath, Mommy dried me off with a pink towel, and then just stopped and looked at me. "Sweetheart, do you want to sleep in your new room as Tammy tonight, or in your old room as Mike?" I told her that I was her Tammy tonight, and she kissed my forehead and took a pink satin robe down from the door hook and wrapped it around me. She then picked up a pair of what looked like pink satin ballet shoes with a sole, sat me down on the toilet and slid these slippers on my feet. I noticed that beside the pink robe was my navy blue cotton robe, and beside the ballet slippers were my rubber flip-flops that I wore as slippers. I guess both choices were covered, and it seemed to me that I could make that choice easily. Well... Mommy, still mostly naked, took me to my new room and she would be there in just a sec. She made a detour into her room, and came back wearing a black satin robe that was so shiny it looked like it was wet, and seemed to flow around her body like a kind of liquid. She went to the dresser and opened a drawer, and stood there for a moment, putting her hand in, then stopping, closed that drawer and opened another, moved on to a third, and finally, with a look of triumph on her face, she pulled out a pink something. Turning to me, she asked me if I would do one itty bitty thing more for Mommy to make Mommy's Christmas so very special. I told her I would do anything she wanted me to. She told me to take off my robe, and handed me a pair of ultra frilly satin panties that seemed to be lined in plastic. She told me to throw them on the bed, and hold my arms up. When I did, she slid a pink nightgown down over me that came in ripples to the floor. It had long sleeves that ended in ruffles, and was very soft and pretty. Turning me around, she proceeded to fasten the buttons at the back, right up to the collar. Telling me to pick up the hem of my nightie, I was to sit on the bed, and lay back. I heard another drawer opening, and then Mommy told me to pick my cute little bottom up off the bed. When I did, she slid the nightgown up over my waist. Giving my pee-pee another long lingering kiss, she told me to hold still for a moment. She picked up something, and put it on the bed, under me. Telling me to put my bottom down, she proceeded to pin a thick baby diaper on me! I started to protest, but Mommy got very stern and told me that I made a promise to do one little thing, and now I was getting pissy about it. If I didn't want my little bottom spanked, I had better just be quiet. WOW! I held my tongue as my diaper was pinned on, and didn't say a word when those plastic lined sissy panties were pulled up my legs and snugged into place around my diapers. Mommy stood me up, and took me in her arms. "Now sweetheart, I want you to know that I'm not mad at you! I know you are very confused, and that's okay. I sort of want to play dress-up with you, and you have been a very good sport. Any time tomorrow after you wake up, you can just walk down the hall, put on your boy's underpants and jeans and be Mike whenever, and for as long as, you like." With that she picked up a pacifier, put it in my mouth, and tied the white ribbons behind my head to hold it in. A lace-frilled satin baby bonnet in the same pink as my nightgown was placed on my head, and tied off under my chin. Mommy stopped and stared at me with a look of satisfaction and what I thought was love. She told me to hold out my hands, placed pink satin mittens on my hands that had no fingers or thumbs, and had some kind of thick lining. These were tied tight around my wrists, and a little flap on the cuff buttoned into the sleeves of the nightgown. My hands were now useless. Mommy stepped around me and turned down my comforter, and I saw for the first time that the sheets were pale pink satin. I got into bed, loving the slithery feel as the satin of my nightgown rubbed the satin sheets, and Mommy pulled the sheet and comforter up over me, and handed me a baby bottle full of apple juice. "Drink it down, my little princess, and then it's off to dreamland for you!" I went along, and sucked at the oversized nipple until the bottle was empty. I found out that I had to hold the bottle with both mittened hands, as I could not even wrap one around the silly thing. Mommy just stood there, beaming, until I finished the bottle. She took it from me, and then did something very odd. She lifted up the foot of the comforter, and played with something. She then grabbed my foot, and placed something soft, tightly around my left ankle, the one closest to the wall. I heard a little snick, and she pulled the comforter back down. "There now," she cooed, "My little baby Tammy is snug in her little diaper and nightie, and I put a little locking restraint on my baby to keep her all safe in her widdle beddy. We wouldn't want some bad man to kidnap my widdle baby now, would we?" I started to protest, and started to try to get out of bed, but my foot would only move a few inches. I started to fuss and fume, but found myself getting groggy, my words slurring. "There was a sedative in your juice, sweetie. I knew you would get all worked up, and not get any sleep, and today was so tiring, I just wanted you to get some good sleepy time." My head dropped back on the satin covered pillow, and Mommy reached down, kissed my forehead and cheek, and told me to have sweet girly dreams about fairies, and princesses, and a handsome prince! I wanted to protest, but fell fast asleep. I woke up with that strange feeling of not knowing where I was. Slowly, as though a fog, it all came back to me. I had sex, at least orally, with my mom last night! I also remembered that I was in a girl's room, dressed like a baby girl, complete with diaper. I brought my useless hands up to pull the covers off of me, or at least I tried. My hands, still encased in the mittens, were secured to my sides, and I could only move them a few inches. I was stuck in bed, gagged with a pacifier, and I had to pee really badly! I held it as long as I could, and finally nature won out over dignity and I peed into my diaper. I have to admit that It felt kinda good. I mean, I was in a soft satin nightie, tucked into satin sheets on a cold winter morning, and all I had to do was lie here in the soft warmth, and since I was wearing diapers, I didn't even have to get up to do that! I drifted back to sleep with that thought, and a very wet diaper. I had been napping again for another hour or so when the door opened quietly, and Mommy slipped in. "Oh goody!" she cried, "My precious baby is awake!" Very gently, she untied the pacifier, and helped me into a sitting position. She then produced the baby bottle, and told me not to worry, it was just plain juice, and she was so sorry for going a bit overboard last night. Mommy was wearing a royal blue nightgown with long sleeves that ended in lace. Her soft arm was behind my head, and her breasts were against the side of my head, and she was holding a bottle for me to drink from. I know I should have been angry and revolted, but it felt so good, I just went with the program. After my morning bottle, Mommy laid me back down, and pulled the covers off of me. She undid the fasteners that held my arms down, and took off the ankle restraint, and helped me out of bed. Reaching up under my nightie she felt my diapers, and looked as though she couldn't be happier to find them sopping wet! She undid my hands from the mittens, unbuttoned my nightgown, and then placed a plastic sheet on the bed. Instructing me to lie down on the sheet and to lift my cute little bottom, she slid off my satin covered plastic panties, and removed my diaper, cleaning me up with some baby wipes. Again, here I was, a young man, and I had just had my satin nightgown removed so my Mommy change my diaper! I lay there for a few moments, thinking it all through, and didn't hear Mommy the first time. "What did you say?" I asked. "Do you want to be Tammy or Mike today, sweetheart? Whatever you want, no pressure." I lay there again for a minute, and told her that I thought I wanted to be a boy again. Mommy left the room for a moment, and I thought I had made her mad or something. Just when I was about to call her back and change my mind, she showed back up with my boy robe and slippers, told me to take a shower and come down for breakfast. Twenty minutes later, dressed in jeans, sweatshirt and trainers, I was sitting down to a nice breakfast with my Mom. The rest of the day was rather ordinary. I spent a lot of time sitting around with my new computer, playing video games, and checking out the web. Everything was normal, except there was no hint of anything other than a mother and her son. Mom was wearing jeans and a bulky sweater, I got no kisses or caresses, and that night when I went to bed in my boy's room, in my boy's PJs, all I got was a kiss on the forehead and a soft good night. I lay there a long time, thinking about everything that had gone on for the last year, and especially the last few days. Instead of Mommy giving me a bath, I took a regular shower. My jeans and cotton underwear were the same as they had always been, but felt coarse and rough against my shaved legs and crotch. Plus, as bizarre and irregular as it might be, I wanted my mother back in my bed, and the rather pointed sexual dreams I had that night bore this out. I woke up very early the next morning, my full bladder forcing me awake before I was ready. Remembering the soft satin, and the thick diaper, I was a bit grumpy as I padded down the cold hallway, and used the toilet. Instead of going back to bed, I stood in the cold hallway a while, thinking. As a bit of an experiment, I went past my normal room, and into Tammy's bedroom. I took off my robe, slippers, and PJs, and went rooting in the nightie drawer. I found a baby pink satin camisole and tap pant set, and figured that these were pretty girly, and put them on. I also found the mittens and bonnet from the other night, and even though I couldn't tie the mittens, the elastic kept them on my hands. Dressed as much as I could, I climbed into the satin sheets to wait for morning. I found the feel of the cool, slithery-soft satin against my satin covered skin gave me a hard-on like a hunk of steel, but I resisted playing with myself, and forced myself to relax and get a little more sleep. Just before I drifted off, I saw a teddy bear in a pink satin ballerina outfit on the headboard. I reached up, cuddled it close, and went back to sleep. About nine that morning, I was awakened by the bedroom door opening, and Mommy's giggle. As I came more fully awake, I saw that she was wearing what I would soon learn was called a teddy. It was a shimmering white garment, with fluttery ruffles of the same material around the high leg openings, and two panels of beautiful lace on the front. Over it, she was wearing a sheer bed jacket of white lace. She looked beautiful! Without a word, she slipped into the room, pulled back the covers, slipped off the bed jacket, and slid in beside me. Under those soft sheets, she wrapped her arms around me, and began kissing me, calling me "her sweet Tammy." I kept trying to push my crotch into hers, as there was nothing but two wispy pieces of satin separating me from that treasure, but Mommy kept her lower body away from me. Sigh. Nothing more in a sexual way happened that day, but as I decided to experiment and spend the day as Tammy, I got a whole lot more cuddling, kissing, and personal attention that I ever did as Mike. That night, I slept like baby, literally. Mommy had helped me take off my pretty dress and then gave me a bath, washing and drying my hair. Once again in my pink satin robe and ballet slippers, I was led back to Tammy's room. Mommy started to walk to the dresser, but stopped, and looked at me. I knew what she wanted, and had already made up my mind. I walked to the nightstand where my pacifier sat on a lacy doily. I picked it up, stuck in my mouth, and let my robe slip to the floor. I crawled up onto the bed, lay on my back, and held my little bottom up to be diapered. A very short time later, I was back in thick cloth diapers, pale yellow plastic panties, and a yellow trimmed, white satin garment that Mommy called a special made "onesie." This garment had long sleeves that were sewn to sides of the body, and legs that were a very tight, one piece affair, all the way to the ankles. I could not move a muscle! Mommy left me lying on the turned- down bed, and telling me that she would be back, left the room. she swept back in wearing that beautiful royal blue negligee, and looking very sexy. She helped me up into a sitting position, and asked me if I thought I could go sleepies all by my widdle self, or did I need a little help. I told her that I was tired, and would not need a sedative, so she held my bottle of apple juice to my lips until I sucked it dry. Then, she slipped the strap off her shoulder, exposing one of her beautiful breasts. I began to suck and kiss it, and Mommy began to rub my pee-pee through the thick layers of satin, plastic and cotton. After a few minutes of this, I was laid down, and Mommy tied my pacifier in my mouth and placed a yellow satin bonnet on my head. Finally, she reached up under her negligee, and pulled off her panties. They were the same blue as the negligee, and gossamer thin. Giggling, she put her nose in the crotch and inhaled, Then, she arranged them over my face so I was looking out through beautiful lace, and inhaling the heavenly aroma of my mother's sex. I slept very well that night, with lots of sexual fantasies flowing through my dreams! I was released the next morning, and my soggy, pee-filled diaper was removed. As I was being cleansed with the baby wipes, Mommy asked me which name I was going by today. I told her I her Tammy today, and would either be her big girl, or her baby girl, whatever Mommy wanted. I thought she would split wide open, she was smiling so widely! I spent that day in a cute little white and pink satin romper, a white satin bonnet trimmed in pink lace, diapers and plastic panties. I was fed baby food, some warm milk from a baby bottle, and some ice cream. Mommy seemed very happy to have me just sitting in the room while she ironed, or cleaned, or watched TV. That evening, around five or so, Mommy told me that I had been such a good little girl, that it was time for a big reward. I was told to upstairs and Mommy took of my wet diaper, and she cleaned me up. "I'm going to make a very special meal for us, so little Tammy, dress up pretty for dinner, and as soon as dinner is in the oven, Mommy will get dressed, too. I thought hard about what dress to wear for Mommy. First, though, I took a long hot bath, and washed my hair. While I was in the bath, I used the razor and had removed all traces of hair from my legs, underarms, and crotch. About a five minute task. I used the brush and hairdryer to make it as nice as I could. Then it was into my bedroom, where I put the corset around my waist, backwards, and laced it as tight as it would go. I think I got it tighter than Mommy did. I thought that this would be easy, and I could just spin the garment around, but it took almost twenty minutes of struggling, puffing and panting to get the corset in the right position. I know, but I was a boy, and no one had taught me how to put one on! Gee! Now, I had to make the decision. As soon as I opened the closet door, I knew. The choice of the white satin sissy dress with the pink ribbon trim and wide pink sash was a no- brainer because that was the one Mommy gushed over so much Christmas morning. That dress meant the frilly pink satin sissy panties and the matching training bra along with the white nylon sissy ankle socks with the cloud of pink lace at the top. I put on the panties and bra, and realized that I liked the feel of the soft material, the caress of the corset, and the look of pure femininity that I saw in the mirror. I would love to see a few of the girls in my old school wearing this outfit, and then take it off of them, slowly! I then sat down at my little make-up table, and embarked on my first attempt at nail polish. I don't think I did a bad job for a first timer, but I have learned how to do it properly since then. While my pink polish was drying, I decided to try a little lipstick. I put it on like I had seen Mommy do, and how they did it in the movies. The first three times it came out looking like clown paint. I finally found the right way to do it, and now my lips matched my nails. I carefully pulled on the dress with its built-in mass of crinolines, and then spent five minutes trying to get the zipper up behind me. The sash was much easier, as it had a little snap on each side to hook it to the dress. I undid the snaps, ties a big bow in front, turned it to the back, and popped the two little silver snaps. Done! Fluffing out my dress, I carefully bent over and pulled on the sissy socks and then went looking for the right shoes. Okay, thanks to my tight corset, I should have done that near the beginning, but I was just starting to figure this girly dressing thing out! I decided that even though I was dressed as a little girl, I had been a baby last night and wanted to grow up a bit. I figured I would put on a pair of my new high heels. I had a white patent leather pair with what looked like skinny, mile high heels, but were really only 4 inches tall. These had a round toe and little straps across the insteps, so they looked like high heeled Mary Jane shoes. Perfect! I finally got them on and the little straps buckled, (which was very hard with the tight corset) and stood up. I almost fell over, and had to spend almost fifteen minutes just to get to the point where I could walk around without looking like a cow on ice. Not graceful, just not falling down. I hadn't really noticed the time, but just then I heard Mommy calling up that she was already dressed, and dinner was on the table! I could smell the food now. It had to be my favorite meal, steak! As I rushed to leave the room, I stopped to grab what I hoped would be a finishing touch. I had no jewelry, not even a girl's watch, but I had found a pair of poofy, lacy wristlets in white satin with white lace, and a matching choker, so I put them on, and hanging on the banister, slowly made my way down the stairs. When I was almost at the bottom of the stairs, Mommy came out of the dining room to yell up and tell me dinner was on the table. I don't know which one of us gasped louder. Mommy was wearing a long, shimmering silvery-white gown that hugged her body like a second skin. There was a long slit up one side that allowed me to see her legs encased in shiny white stockings, and a pair of silver high heels. She was wearing a simple silver necklace that had a single blue sapphire that dangled just inside the swell of her breasts. The gown had no straps over the shoulders, and looked like it was staying in place by sheer magic. When she walked, she seemed to float across the room, Her hair was done up in a French braid, and her nails and lips were painted in a dusty rose color that seemed to glow. As I gingerly navigated my way to the bottom of the stairs, we both tried at the same time to tell each other how beautiful the other was, and ended up in each other's arms, laughing. Dinner was broiled petite Fillet Mignon, asparagus, a small green salad, and a bottle of vin rose wine. I hadn't ever had more than a sip of wine before, but there was a full glass at my place. The Dining room lights were off, and the room was lit by candles, making it seem a very romantic setting, indeed. I don't remember much of what we talked about while we ate. I was transfixed by this beautiful, sexy, sophisticated woman at the table, and very, very conscious of my own frilly clothing, and the raging hard on that was trying to tear through my satin sissy panties. After dinner, I was a little tipsy, and Mommy picked up a lacy white apron and tied it on me. It went over my shoulders and tied in the back, and Mommy called it a pinafore, or a "pinny." At her request, I carried the dishes out the kitchen, and put them in the dishwasher, the joined her in the living room. She was sitting on the sofa, and patted the spot beside her for me sit. Mommy poured us each another glass of wine, finishing the bottle, and we sat back and relaxed. She told me that my formal schooling was going to start soon, but we would begin on the informal education tonight. She laid out her plans for the rest of the year. Every morning would be intensive school work, and every afternoon would be classes in home economics. I was to learn how to cook, clean, do laundry, iron, balance a checkbook, do a budget, shop for food, mend clothing, etc. In short, all the things a woman has to do, or a man for that matter, if he is out on his own. All I had to do, between now and the first day of school was decide if I was going to enroll in the Mommy Home School as Mikey or Tammy. Mommy told me to relax, and not to worry. As long as I made my decision in the next three weeks. After we finished our wine, informal classes got started. Mommy had me stand and walk for her, giving me pointers on shortening my stride, placing one foot in front of the other, etc., and soon, while not nearly as graceful as she was, I was walking just fine in my new heels. I also received instructions on how to sit, stand, and enter and exit a car in a dress and heels. Every time I did it right, I got a very non-motherly hug and kiss. I wondered if I would ever need to know these things, as I wanted to go back to being Mike full time, and only play at being Tammy every now and then. Still, I did enjoy the, shall we say, fringe benefits of wearing dresses, and the lingerie felt good...I dropped this line of thinking and concentrated on walking, sitting, and standing for Mommy. She asked me if getting dressed tonight had been a problem, and got a good laugh when I told her how hard it was to put on a corset by myself. She kissed me and told me that she would teach me how to put one on, but that in the meantime, she would help me with that anytime I wanted. After about 2 hours of being in heels, my feet and legs were on fire, and I told Mommy that I needed to sit down and take off my shoes. She told me that a good girl would wear her heels all day, but since I was so very new to heels, we would go upstairs and make me feel better. I was told to take the empty bottle and the two glasses out to the kitchen, wash and dry the glasses and throw away the bottle. I was to start the dishwasher, make sure the kitchen door was locked, and come upstairs. She told me that the rest of my reward for being a very good girl was in her room, and it would only take a few minutes to be ready. I went to the kitchen, and Mommy glided toward the stairs in that beautiful gown. It took me about fifteen minutes to finish up in the kitchen, and on tired, aching feet, I made my way to Mommy's room. As much as me feet and legs hurt, though, I noticed that walking in high heels was feeling pretty natural. I looked in the hall mirror, and took stock of what I saw. My legs looked pretty darn good in the heels, in fact, maybe with stockings; they would look as good as that hot blonde in the adult magazine I had hidden in the basement. Not as good as Mommy's, but still pretty damn good. The whole little girly look, combined with the heels gave me a kind of innocent look, like the girl next door, and that was sort of sexy. I mean, with satin caressing my little cock, and the thought of Mommy's delicious bottom in that dress, maybe anything would look sexy to me! Anyway I knocked on Mommy's door, and was told to come in with my eyes closed. As soon as I stepped across the threshold, Mommy took me by the shoulders, and gently moved me into the room. She closed the door, and then put something soft over my eyes. "This is a satin sleep mask, and it's just so you won't try to peek like a naughty little girl. With that, I was sat on a soft cushioned chair, and Mommy told me to put my hands in my lap and relax. She took off my heels and ankle socks, and began to rub my left foot. Her thumb went round and round on the bottom, while her fingers mad little circles on the top and my toes. I thought I would die, right then and there, and die the happiest person on the planet! She worked all the pain out of my left foot, and then went to work on my right. After a long time, her hands began to massage my ankles, then my calves, and finally my thighs, stopping well short of any sexual contact. She helped me stand up, and told me that she was going to take my beautiful dress off, and help me get changed into something more appropriate for the evening's activities. Okay, I thought, here comes another nightie, maybe a diaper. My dress went over my head, and I could hear it being hung up. My corset was unlaced and removed, along with my training bra. My slippery satin panties were pulled down my legs, and Mommy told me to pick up one foot and then the other so she could take them off. I was now naked in Mommy's room, except for my lacy choker, matching wristlets, and the sleep mask, and wondered what was going to happen now. All sorts of sexual thoughts were running through my head, and I could feel my rock hard cock bounce in front of me. Mommy must have seen my little man, because just then she wrapped one delicate hand around the shaft, and cupped my balls with the other. I almost fell over from the palpable heat of her hands, and the electric current that ran though my shaking, naked body. Mommy asked me if remembered her putting on my first corset. I mean, how could I forget? I've only worn one twice, and the first was just a few short days ago! I told her I did, and she asked me if I minded wearing another one for our little game. I was a bit confused, as she had just taken my corset off, and now wanted to put it back on me. What the heck, though. I told her I didn't mind being corseted again. She led me to the closet door again, with one hand on my back, and the other holding my hard cock. I would have followed that hand to Hell! She told me to reach up to the bar like first time, and unlike the first time, hand cuffs were clicked onto my wrists! As my mother stood behind me, I could feel the heat from her breast burn into my back through whatever flimsy garment she wore, one of her hands was still gently and slowly stroking my little man, while the other was kneading and tweaking my little nipples. I started moaning, and trying to hump her hand, and she just laughed and took her hands away. I began to plead with her, and she told me to open my mouth, really wide. I did as I was told, and something thick and rubbery was shoved into my mouth. As I was trying to force it back out, Mommy was tightly buckling the straps behind my head. She told me to run my tongue around the gag, and to feel its shape. "It's a rubber penis gag, sweetheart. It will keep things fun for a while." Fun for whom? I was starting to get scared, and tried to tell her, but all that came out was something like "aaarugh, r-r-rar!" Mommy then began to kiss the back of my neck, which started to calm me down, and then began to kiss her way down my back, pausing to kiss both cheeks of my fully exposed bottom. She then took a corset, and wrapped it around me. Telling me to take a deep breath, she laced it tightly around me. It was much tighter tonight that it had been either of the other two times, and I tried to tell her it was too tight. She finally asked me to nod if the corset was a bit too tight. I bobbed my head for all I was worth. "Okay, my little princess, take a very deep breath and hold it, and Mommy will fix." Gullible little me took the deep breath, and the corset was pulled even tighter! Mommy started to nibble on my ear, kiss my neck, and with both hands, began to play with my nipples. I had found out from the adult magazine that women had sensitive nipples, but I never knew until right then just how sensitive mine were. I thought I was going to pass out from the sensations caused by her lips and tongue on my neck, and her manicured fingers on my nipples. She stopped, and I moaned into my gag, not wanting any of this to stop! She told me that she was going to uncuff my hands, and I was to place them behind my back. She undid one wrist, and quickly, my hands were cuffed behind my back. Blindfolded, cuffed and gagged. I was gently led to the bed, and told to sit down. She took one foot in her hand, and then began rolling a stocking up my leg. The feel of that smooth material against my shaved legs was amazing! She rolled the other stocking up, and told me to stand up. She busied herself hooking the garters of the corset to the stockings, and then told me to sit back down. She slipped another pair panties up my legs, a pair of high heels onto my feet, and fastened a strap around each ankle. My choker was removed, and another choker was placed around my neck. This one felt far heavier, and was a lot tighter. Mommy stood me back up, and helped me walk across the room as these heels were skyscrapers, and they already hurt like hell! When she took off my "blindfold" I was amazed at what I saw. I was looking into the mirror, and saw that Mommy and I were both dressed alike, except my corset was pink with black lace, and a pink, lacy choker, and Mommy was wearing the same corset but in black with pink lace, and a black lace choker. My stockings and heels were pink (with 6 or 7 inch heels!), and Mommy's were black, and she wasn't wearing panties! The very tight corset pushed some flesh up, giving me the illusion of tiny breasts, but the effect on Mommy's small but beautiful breasts was, to say the least, breathtaking! I wanted to suckle on those delicate, sweet mounds thrust forward so brazenly. I wanted to kiss and suck on those hard, delicious nipples, to do so for hours and hours, but I couldn't. I was perched on heels so high that I could barely stand in them, let alone walk, my hands were still cuffed behind me, and I was still tightly gagged. Mommy came to me, and after kissing me on the forehead, began to suck on my exposed nipples, and to lick and kiss my breasts. Her hands roamed over my satin encased bottom, caressing my cock, and making me harder than I have even been in my short little life. I kept trying to hump her hand, but she just kept soft pressure, not enough to get me off, but more than enough to keep me raging! The whole time this was going on, my body was screaming to be released, and to be able to grab this sexy woman, to kiss her, to lick her, and yes, to fuck her, while my mind was screaming just as loudly that this was my mother! Mommy had been whispering in my ear, and I hadn't noticed. She looked me in the eyes, and asked me if she should stop. Without any conscious thought, I wildly shook my head no, and tried without success to beg her through my gag to keep going. She asked me if I wanted to cum, and again a violent head motion, this time nodding hard enough to break my neck! Would I be willing to be a very good girl, and let Mommy play before her "widdle Tammy went cummies?" Again the violent nod. "Now sweetheart, what Mommy wants to do may scare you, and will hurt some, but it will be so-o-o good for Mommy, and the more you submit to Mommy, the happier she will be, and the better your reward will be in the end. Now, on the other hand, if you snap your widdle fingers together, three times, right now, Mommy will take all that nasty stuff off of you, and tuck Mike into beddy-byes. Snap once for Mommy to go on, and three times for Mommy to quit." I stood there, raging hard-on in my panties (MY panties?) and then, slowly, snapped my fingers, once. Mommy clapped and giggled like a little girl, and then told me that she had some questions for me, that I could answer by nodding my head yes, or shaking no. "Are you ready for your questions?" Nod. "Do you love your Mommy?" Nod, nod, nod. "Do you like dressing up as Tammy and wearing soft silky things, and sleeping in your soft sissy bed?" Slow nod. "Do you want to be Mommy's widdle sissy Tammy forever and ever, and to play with Mommy, and to wear all the sissy, soft, silky, and lacy things Mommy wants you to wear?" (mommy cheated with this one, as she had gone back to massaging my stiffy, and I would have agreed to chop off a hand to keep that going on!) I nodded again, and the questions were over. At least her questions were done, mine were just beginning! Mommy told me to relax because this will hurt, and I probably wouldn't like it at first, but she loved me, and would do nothing to cause me any real harm. If this was supposed to calm and reassure me, it had exactly the opposite effect. Mommy busied herself at my back, and put another cuff on each wrist. When she was done, she removed the steel handcuffs from my wrists. She told me to hold my hands up to my mouth to allow the blood to flow, and when I did, she took first one, and the then other, and hooked the leather cuffs she had placed on my wrists to the, what I now saw was a lace trimmed, leather choker around my neck. She then led me, teetering on those god-awful, ultra-high heels to the foot of the bed. Now, Mommy is a very feminine lady, and likes very feminine things. One of her feminine goodies was her bed, which was a beautiful 4 poster of polished cherry, with a light maple oval inset on the footboard, itself set with inlayed pieces of wood to make a floral arrangement. It was to this footboard that I was led. Mommy started to place me against the footboard, facing the bed, and then, almost as an afterthought, turned me around, and unbuckled the gag from my mouth. I started to ask her what was going on, and she shushed me, grabbed my shoulders, and began to kiss me deeply. After a few breathless minutes, she stepped back, and began to talk in a quiet, but serious voice. "Honey, I know you're very confused, and very horny right now, and I wanted to explain things before this all got too far out of control. You see, I hated your father, and still hate him for what he did to me, to us. You see, my darling little princess, when we started dating, your father was a very loving and gentle man. He practically waited on me hand and foot. I was a virgin, and didn't want to have sex until my wedding night. I had so many dreams about wearing a beautiful silk wedding gown, and my new husband would take us to an elegant hotel. Once there, he would lovingly remove my gown, and attired in just my white silk undergarments, he would make beautiful love to me. What happened was a little more pedestrian. We had pizza one night with a bottle of wine, I got tipsy, and we ended up in bed. That was the first time we had sex, and I got pregnant. Well, he did the "honorable thing" and married me. After we got married, I realized that all the love, devotion, and attention he had lavished on me was designed merely to get into my panties. Very shortly after the wedding, he almost ignored me. After a few months of my pregnancy, he started running to hookers, or to any female who wasn't pregnant like me to get his kicks. Even on our honeymoon, when I wanted him so badly, he didn't want to touch me. I wanted to have sex with your father, but he had changed after the pregnancy and wedding, and for the worse. I started hating all men after that, and soon, not only wouldn't allow your father to touch me, I wouldn't even let him sleep in the same bed with me." "Honey, I'm so terribly sorry to say, I even hated you at first for being a boy. (she started to cry a bit, and had to take a moment to wipe her eyes, and get her emotions under control) When you started to dress up, and play little girl, I thought that I wanted a girl, not a boy. Now, I don't want a girl at all, I just want you. But, and this is a serious but, I don't want to raise a man who thinks he can do whatever he wants, with anyone he chooses. If you agree to go along with the program, you will live with me as my Tammy, my little Tammy. I will be in charge, and you will do what I tell you. You will learn submission to Mommy, and to any woman, or man, you live with. (that caused me to jump!) You will start your home schooling as Tammy, and be trained to be an obedient little girl. I even wanted, at first, to take you to the doctor, and make you a girl all the way ( I gasped at this and began to argue, but she k

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Welcome Your Now a Sissy

Are you ready?Are you ready, princess?It's finally time. It's finally time, princess. It's time to begin. Are you ready? I think you are, princess. I think you're ready. I think you've been ready for so long.You've been ready for your whole life princess.It's time to drop the mask and be who you are. Who you really are. What you really are. No more lies, princess. No more games. It's finally time to reveal everything.It's time to reveal the sissy.That's right, princess. You are a sissy. Say it...

3 years ago
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407am Sissy

My phone buzzed at 4:07am. I roused myself from sleep to look at the text message because somebody only sends you a message that early in the morning when it's important. I was right. That text message would be the start of a life-changing series of events. It simply read "Good morning, sissy slut." It was followed up by a picture of me, on my knees, wearing a bra, panties and stockings while sucking on a very hard cock. A second picture followed showing my open mouth, filled...

1 year ago
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Milking Sissy

The bondage wasn't necessary. The straps are there really as more of a ritual and now something I took comfort in due to its familiarity. My make up wasn't necessary either. Well, not really. But I no longer face the day without having at least some lipstick on. Thanks to what my Master had tattooed, I usually don't need much more than that. When it's time for my milking however, I like to make sure I'm as pretty as I can be. Especially if my Master decides to make use of me while...

3 years ago
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I Now Own You Sissy

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

1 year ago
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Classroom Sissy

Classroom Sissy By Cassandra Morgan I did it! I got in! Me! Geeky Brad Hollins. I'm one of the 10! I'm finally accepted! I'm finally one of the chosen few! I never thought I had a chance. After all, more than 200 students apply for the 10 every year, and 190 of them go away disappointed. Only the finest minds at Calvin Coolidge Community College (CCCC) get a Golden Ticket. And I'm Willie Wonka! Whee! You've heard of the 10, haven't you? It's a secret honor society at CCCC,...

3 years ago
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A Submissive Sissy

A Submissive SissyMy sissy slave husband, Princess, was in the process of paying his usual obeisance to my feet on a recent morning. It's always good to see Princess applying his tongue to my high heels and on this particular morning he was working extra hard to please me since he was about to beg me to not take him to the beauty parlor. He knew that it was unlikely that I would relent, nevertheless, the outings I arrange are so excruciatingly humiliating for the poor dear that he is ever...

2 years ago
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Saturday Morning Sissy

Saturday Morning SissyI woke late on Saturday morning and immediately knew that something waswrong. Sure, I'd been out drinking Friday night, so the hangover wasn'tunexpected. But I was surprised to wake and find that there was aleather band snapped tightly around my balls and that this was tetheredsecurely to the foot of my bed with a short chain.Further exploration revealed that my entire body had been shaved and mynipples had been marked with some type of semi-permanent red dye. Ifthat...

3 years ago
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Saturday Morning Sissy

Saturday Morning Sissy I woke late on Saturday morning and immediately knew that something was wrong. Sure, I'd been out drinking Friday night, so the hangover wasn't unexpected. But I was surprised to wake and find that there was a leather band snapped tightly around my balls and that this was tethered securely to the foot of my bed with a short chain. Further exploration revealed that my entire body had been shaved and my nipples had been marked with some type of semi-permanent red...

2 years ago
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Revenge of The Sissy

Revenge of The SissyA big fat dirty pig dad abuses his sissy too much. I come home from work in my uniform from the garbage company, work shoes, and Hat. I head towards my recliner. I say you fucking sissy get over here. Get me a beer. Where's my remote? Where's my god damn dinner?I take my belt off and set it beside my recliner. I take my pants and uniform top off. I take my cigars out of my shirt pocket and set them beside me. I hang my pants and shirt over the back of my recliner. I set my...

3 years ago
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I Sissy

I, Sissy By Cassandra Morgan The late-night glow of the computer screen was the only sign of life in the house. Molly had long since gone to bed, alone. It was 3 a.m. Casey Matthews knew he should get to sleep. But he wanted to read one more fiction, get to one more situation, feel the stirrings from one more author. This was story time for Casey. His hand dropped and rubbed himself, just for a minute. He wasn't going to masturbate, not with Molly in the next room. But shifting...

3 years ago
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The Farm School Sissy

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

1 year ago
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Becoming a Sissy

Previously published, but in separate parts, this one is the whole story start to finish.This is the story about how I went from being an inadequate husband to being a porn addicted goon and finally in the past year fulfilling my sissy ambition to worship a big cock and balls. They belong to my best friend Tom who I have known for 20 years. It was a journey that took a few years but if I had been brave enough when I was younger would have taken no time at all and spared me lots of humiliation...

3 years ago
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What is a Sissy

I am often asked what makes a sissy. In my experience you cannot make a sissy. A sissy is born that way, it is like saying how do you make a homosexual or a lesbian, I truly believe that sissy is a form of sexuality. Over the past 20 years I have met many "sissys", they have run the full gauntlet from those who think wearing pink frilly panties makes them a sissy to those whose whole existence is consumed by thoughts and actions of sissyfiaction. In the latter group many are middle aged men...

1 year ago
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I would be the Young Sissy

My 21st birthday...my first day as a man, as a true lord of the Manor...myfirst day as a Master. I was so nervous I threw up my lunch. Not verymanly, I know, but just the thought of having my very own sissy to playwith had me teetering between the giddy excitement of a k** right about toopen the biggest present under the tree, and the stark terror of officiallybeing a man in my step-father's eyes...how could I measure up to him? Ifelt destined to disappoint him...and I didn't even know why I...

2 years ago
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I Want To Be A Sissy

He Wanted To Be A Sissy The Lincoln town car drove slowly up the long driveway and halted at the entrance to the two-story building. It was late morning on a warm sunny day. The chauffeur jumped out and opened the rear passenger door. A lady dressed elegantly in a mauve skirt, white blouse and matching jacket swung her feet out and stood up. She looked at the other person in the car. "Well we're here now. Seems like a beautiful place. So step out carefully." The other person...

1 year ago
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My sisters their friends and me their sissy

Part One My oldest sister Vickie, was 18 when my mom died. My middle sister Michelle, was 14 and my youngest sister Joy, was 11. I, Mark was the baby of the family at 7 and had been the only male in the house since father had passed away when I was 2. He left us well off and with his money well invested we lived very nicely indeed. We had a private tutor/governess, Ms Wells, a young lady of some thirty or so I suppose. A live-in housekeeper Ms Dee Dee, a French exchange student...

3 years ago
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Young Sissy

Young Sissybysmittysimon©Author's Note: This is a follow up to The Young Master series. You can start here if you aren't interested in Belle's misadventures as spoiled young man turned out by his own sissy slave and eventually enslaved by his step-father, but it does introduce a lot of characters you'll read about in this series.I don't know how long I was under days, weeks who knows, maybe even months. Reality blurred with nightmares as I felt my flesh being cut into by cold scalpels and stuck...

4 years ago
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Rules for sissy

General Behavior Sissy is expected to always obey these rules. * Sissy will never masturbate or in anyway contribute to her having an orgasm without Mistress' permission. * Sissy will report immediately any orgasm that occurs without permission. * Sissy will accept whatever punishment Mistress decides appropriate. (Punishment for orgasms out of chastity will be more severe than for those within the cage). * Sissy will not put any part of her Mistress' sissy in jeopardy of ...

2 years ago
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Raised a Sissy

Raised a Sissy Alessandra Durante I've been a sissy my whole life. I didn't know that when I was child, but that what I was raised and reared to be. I never had a choice in the matter. I was born into a wealthy family, but I never knew the privileges of wealth. My mother was a strong willed woman who ran our countryside home like a queen. My sissy father was her faithful and humble servant. My father doted on her and obeyed her every command as if he had no choice. My...

1 year ago
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Curiosity Spanked the Sissy

You had driven all night to get to where you were and as you look at the house you wonder why? You just cannot understand why you are outside the house of Mistress Penny. Is it curiosity you wonder, certainly she is a completely different Mistress from your own goddess, Mistress Michele. She is the Mistress to your good friend on Fetlife, Sissy Davina but the only thing you know about her is how she has been described by Davina. You know she is curvy Mistress unlike Mistress Michele, is...

1 year ago
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Tweak Chapter Three Birth of a Sissy

Melissa's mentoring of Simonne continues at an ever-increasing pace. He quickly learns that submitting to Melissa's demands may be the only way of convincing his girlfriend to submit to his. Operation Linda begins in earnest. Author's note: Although I'm posting this in serial form, I assure you, dear reader, this humble offering consisting of eight chapters, is complete. "Tweak" By: Simonne Danielle © 2008 - 2010 All Rights Reserved Chapter Three - Birth of a...

2 years ago
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Beth and Sissy

Beth and Sissy Copyright CassandraToday 2016 Beth stood up and walked from the bed to the far side of the room, over to the ... what is it? thought Sissy; it looks like a St Andrew's Cross lying on its back, with supports underneath to hold it at tabletop height. Beth turned, smiled at Sissy, and crooked her finger in an unmistakeable "come here" gesture. So enthusiastic at first, Sissy was now hesitant, as it sank in that this would be reality, not fantasy. She rose and started...

2 years ago
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The Making of a Sissy

She had known from a very early age that she was not like the other boys; her mother had passed her on to her strict aunt Jane at a very early age, and she had never known her father.  Jane’s strict regime of making the boy dress in girls clothes at all times when at home only furthered the yearning to be a girl which was already firmly within the soon to be a sissy’s mind.  Jane’s girls took special delight in dressing their sissy brother and loved to take him out to the mall and such places,...

1 year ago
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Andrew the Unsuspecting Sissy

ANDREW'S INTRODUCTION Audrey was alone in her study. Up on the 60 inch, big screen was a security camera that flashed from locations all across the manor. Audrey locked in location six and location eleven. She then pressed a button and stood up and removed her blood red silk blouse and unclasped her long black tweed skirt and lowered the zipper and watched as the skirt puddled at her feet. Carelessly she stepped away and adjusted her hose and garter belt. She was braless and wore no...

4 years ago
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Sunday Night Football Sissy

Sunday Night Football Sissy It's no surprise that we love football here in Texas. We all head out to watch high school ball on Friday nights, and of course we love to cheer on our college boys on Saturdays. And the grown men dominate our Sundays. Especially if you're a sissy slut like me. I am a sissy cock slut who happily serves a small group of men here in town, and things took an interesting turn a few years back when I learned that Master David was an avid Cowboys fan, while...

1 year ago
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Teaching the Sissy Maid Workshop at the MVP Chapter Three Daisy Begins Her New Life as a Sissy

Teaching the Sissy Maid Workshop at the MVP, Chapter Three Daisy Begins Her New Life as a Sissy Maid She took and held three enema bags before I allowed her to get out of the tub and she was emotionally, sexually, mentally, and physically broken. Not permanently, that takes years to accomplish, but she had given up and began the process of accepting that she was powerless and too weak to resist me. To keep her in the right frame of mind, I grabbed her by her hair and walked her...

2 years ago
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A Happy Sissy

A Happy Sissy Kathleen didn't iron. Janelle wouldn't work past noon. Hannah wanted too much money. Damn, good help was hard to find. Monica, my wife, sat on the bed with the newspaper ads spread around her. She was looking for a maid. The way she tells it, Sharon had been a domestic with her family for a thousand years. As Monica grew up, Sharon was always there to advise her, to steer her toward decency, to make sure she knew that hard work was the key to good results....

2 years ago
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The Blushing Sissy

The Blushing Sissy by StateRowdy [email protected] ? She'd been teasing me all week, much, much more than usual. And, now I could hear her talking to me from her bathroom tub, which by the way, used to be our bathroom. Me, I was busy ironing her long and elegant pinstriped wool gabardine black skirt with the flounced hem and her very sheer ruffled black silk halter. Ironing is perhaps one of the hardest chores I have to do. Everything had to be just so, or it was over her knee, panties down...

2 years ago
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Degraded Sissy

fondamaid asked: Hi. Sorry it's been a while. I haven't dressed and I felt a little odd sending you a note while in men's clothing. Today I'm dresses, corseted, and locked up. I'm just not sure how long I'll keep myself locked up. I did finally get baby oil to use though and the cage is more comfortable because of it. I thought lube would work fine, but I was wrong. Now I'm all sissied up and wondering what I should do. Part of me thinks I should practice pleasing real men.I hope that, when you...

2 years ago
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How to Build a Better Sissy

How to Build a Better Sissy Or My Evolution by: Missy Satinpanties I was a small, skinny child, with a rather normal family. My father worked for the electric company as an auditor, and my mother ran a yoga studio in the converted garage of our home. When I was young, this was where I played, watching women contort themselves into the various yoga poses. I was about 6 when I asked my mother...

3 years ago
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Checkerboard Sissy

Checkerboard Sissy By Cassandra Morgan A guy never wants to meet his girlfriend's parents for the first time. There are always years to negotiate, and beliefs, and backgrounds. As nice as the parents may be, there are always judgments to make, and old boyfriends and girlfriends to reference, and finances to be probed. It is natural to be suspicious of someone who loves your child. For Keisha and I, this was more challenging than for most couples. As an interracial couple, Keisha...

3 years ago
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Mommy are you serious I have to find a summer job Part 4

Mommy are you serious I have to find a summer job? Part 4 By Princess Pantyboy Me, Kelly 16-year-old boy Miley 13-year-old little sister that is taller than me. Mrs. Anderson Manager and my boss Sandie New friend, works with me Luke Sandie's boyfriend Max Luke's little brother Authors note: Hello to all! I want to thank everyone for all the sweet emails. I hope you all enjoy my newest story. I look forward to hearing from you all soon....

3 years ago
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Trucker Daddy Gets A Sissy

It could easily be the lowest point in Denny life, sitting in an old Ford Escort that wouldn't start, the temperature outside well below freezing and him not having the cash for a hotel or to have the car fixed. He had no idea what to do next. Completely out of ideas, he had been sitting in for hours watching the normal people with money coming in and out of the Flying J Truckstop. He almost jumped out of his skin when someone knocked on the window. Denny cautiously rolled the...

2 years ago
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Saturday Night Sissy

SATURDAY NIGHT SISSY by Throne I spend all week, every week, dreading Saturday. My wife Alana met Dutch several months ago. I knew my bride had a past as a party girl, and that she still flirted with men. Male eyes always went to her, a tall girl with a stunning figure -- big bust, tapering waist, flaring hips, full thighs and, most of all, a plus-size bottom that sticks way out and moves like it's on springs. Dutch was the kind of guy she used to date -- big, rough, uncouth. The...

3 years ago
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The Blushing Sissy

Story writing contest 10 [email protected] She'd been teasing me all week, much, much more than usual. And, now I could hear her talking to me from her bathroom tub, which by the way, used to be our bathroom. Me, I was busy ironing her long and elegant pinstriped wool gabardine black skirt with the flounced hem and her very sheer ruffled black silk halter. Ironing is perhaps one of the hardest chores I have to do. Everything had to be just so, or it was over her knee, panties...

3 years ago
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Home Alone Sissy

What is it they say, "It all began like any normal day." Well since I was wearing a sissy maids uniform it was not going to be a normal day! I had on black patent leather Mary Jane shoes, with four inch heels. I love higher because it forces me to walk more daintily but I had a full list of chores and would be on my feet all day, so practical is better. My legs are encased in shear black stockings, of course they have to be stockings, tights just do not do it for me. They have a...

3 years ago
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mommys new girl

It's true that I had become accustomed to drama in my family. My father was loud and mean, especially when he was drunk, which was most evenings and every weekend. He would back my poor mother into a corner of the kitchen and berate her, towering over her in that threatening way that I knew so well, telling her she was fat and ugly and stupid and spending too much money on me. He would get louder and louder until she finally began to tremble and sob – then he would storm out of the house in...

3 years ago
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Be a Sissy

forced to be a Sissy IThe young man stood facing a very large woman sitting in an upholsteredarmchair. There was no other way to describe her. She was fat, perhaps,pushing 300 pounds he thought. The way she was staring at his punyframe suggested that maybe he was going to be her next meal. She wasn'tsaying anything as she visually appraised him for the first time...Jacob had been brought to this woman by his step-grandmother earlierthat morning. He had been given over to his step-grandmother by...

3 years ago
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Sissy On Sissy

SISSY ON SISSY by Throne Bob stood there feeling beyond foolish. His body had been denuded of hair and his skin, after weeks of using an imported emollient, was satiny. All he had on was a pair of bikini-cut panties and a training bra. He was wearing the latter because his wife, Tessa, had taken him to a specialist two weeks before and gotten him a lovely set of breasts. They were small implants and his nipples rode high on their feminine curvature. It didn't provide any modesty...

1 year ago
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Mrs Grant and her new Sissy

New Little Sissy"I'm done planting the flowers Mrs. Grant," I said."Justin honey, I swear I have no idea why you keep coming over to dochores around here.""I am rich you know just like your Mother, I do have a gardener.""There's no need for you to do these things.""Not that I mind paying you, but you certainly can't need the moneyeither.""I just like coming over here Mrs. Grant."She appraised him slowly now, was this a little slip, or was she justimagining things? Was he actually saying he was...

3 years ago
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New Little Sissy

"I'm done planting the flowers Mrs. Grant," I said."Justin honey, I swear I have no idea why you keep coming over to dochores around here.""I am rich you know just like your Mother, I do have a gardener.""There's no need for you to do these things.""Not that I mind paying you, but you certainly can't need the moneyeither.""I just like coming over here Mrs. Grant."She appraised him slowly now, was this a little slip, or was she justimagining things? Was he actually saying he was attracted to...

1 year ago
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Mommy i dont want to try out for the baseball team again

Mommy I don't want to try out for baseball again!!! By Princess Pantyboy Me, Kelly, Kellie 9-year-old boy Miley 5-year-old sister Mommy 42-years-old looks 21-years-old Grandmother 77-years-old acts like 100-years-old "Mom I don't want to go try out for baseball again! Every year you make me try out, and every year I don't make the team. I am always told the same thing, I am too small or too slow." I stamp my foot on the floor....

2 years ago
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Its Hard For This Sissy

IT'S HARD FOR THIS SISSY by Throne Pete had just gotten home from work and he immediately noticed a look of mischief in his wife Andi's pale blue eyes. He seen that all too often in the past. She must have spotted the concern on his face because she wanted to know, "Is something the matter, Petey?" She was calling him by the diminutive of his name. The switch from Pete to Petey was another bad sign. "It's just..." he extemporized, "that you seem... distracted." "Well,...

3 years ago
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stepson becomes moms sissy

Mark Peters let out a low moan that couldn’t be heard above the organ as it played "Here Comes the Bride." Although every other head in the church turned to glimpse the tall, dark-haired beauty imperiously making her way down the aisle, Mark kept his eyes fixed on his feet. Had anyone been paying attention, they would have seen a small tear escape Mark’s eye.It seemed like only yesterday that Mark’s mother and father had split up. Mark’s dad, Mark Senior, was a partner in one of the city’s...

3 years ago
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Mommys Models the full story

MOMMY’S MODELSChapter1I was lying on my bed a 17-year-old boy – practically au natural, looking at porn on my laptop and stroking my cock when Mommy knocked on the door – not waiting for an answer, she just pushed the door in. “Mommy WTF?” I asked stuffing my cock back in my boxers. “Oh honey sorry to disturb you but I needed to know if you still shave your body for the swim club” – that’s the excuse I gave her for shaving everything bare of hair, chest, pits, legs, cock, balls and ass – all...

2 years ago
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Mommy are you serious I have to find a summer job Part 2

Mommy are you serious I have to find a summer job? Part 2 By Princess Pantyboy Me, Kelly 16-year-old boy Miley 13-year-old little sister that is taller than me. Mrs. Anderson Manager and my boss. Sandy New friend, works with me Authors note: Hello to all! I want to thank everyone for all the sweet emails. I hope you all enjoy my newest story. I hope to hear from you all soon. Hugs, Princess Part 2 I start walking away from the mall down the...

1 year ago
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Mommy are you serious I have to find a summer job Part 6

Mommy are you serious I have to find a summer job? Part 6 By Princess Pantyboy Me, Kelly Small for my age, okay really small for my age Miley 15-year-old little sister that is much taller than me. Mrs. Anderson Manager, and my boss. Sandie New friend, works with me Luke Sandie's boyfriend Max Luke's younger brother Author's note: Thanks for all the sweet comments, and lovely emails with words of encouragement you have been sending...

1 year ago
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My Sisters Sissy

My Sister's Sissy By: Missy Satinpanties Note: This isn't one of my usual stories of sexual degradation, but what I think of as "my autobiography that should-have-been." The make- up of my family is the same as it was, my sister's names are the same, but that's about it. This is how I wish things would have gone when my little secret got "out of the bag." I guess I've always been a sissy. I remember playing dress-up with my sister when I was very young, and can vividly remember...

3 years ago
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A Nasty Daddy gets a Naughty Sissy

I came out of the bedroom dressed in my too-short pantyshowing Pink Shorty dress, pretty anklets, black MJ's, pink panties, red lipsticked lips and with my cute cuff and collar set on, awaiting Daddy's padlock, which would begin the playtime for real. This Daddy I had run across on a website was one who loved forcing sissies to literally mess their panties while they were in bondage so he could then go on to the diapering and teasing them for being such bad baby girlie sissies. Me,...

3 years ago
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Sissy Stepson 10 Stepmothers Sissy

Part 10 - Stepmother's Sissy Mrs. Monet put another knee high on the exhausted sissy and got an open toed spike heel with a very small opening in the toe of the shoe. Mrs. Monet forced the shoe on the sissy's limp dick, which started to harden within the shoe. "Come on sissy, just three more milkings, I know your balls ache and your sissy stick is red and sore, but you promised to hump my shoes!" his stepmother cooed. Finally, Caroline's sissy stick got hard enough for the just the tip...

1 year ago
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Mommy

Mommy AUTHOR'S NOTE: This story is set in the same world as my "At the Beach" stories only without the "Morality Tale" tag or the need to visit a certain gift shop for the transformational fun to begin. That is a good thing since the "Morality Tale" label has certainly come back to haunt me. I was raked over the coals by one reviewer for being too easy on the characters while another pilloried me for being too harsh. You sure can't please everyone. Anyway, I hope you enjoy this one....

3 years ago
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What does it mean to be a sissy

Sissies are a distinct breed of transvestites. A sissy is a transvestite who’s primary sexual interest lies not just in wearing feminine clothing, but in becoming an exaggerated version of femininity. Femininity as seen through the lens of traditional hetero male sexual desire. Sissies are not seeking to become women in a normal sense, but are instead seeking to become the object of their desires. Their ultimate fantasy woman if they were normal, rather than being a sissy. Sissies are...

1 year ago
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What does it mean to be a sissy

Sissies are a distinct breed of transvestites. A sissy is a transvestite who’s primary sexual interest lies not just in wearing feminine clothing, but in becoming an exaggerated version of femininity. Femininity as seen through the lens of traditional hetero male sexual desire. Sissies are not seeking to become women in a normal sense, but are instead seeking to become the object of their desires. Their ultimate fantasy woman if they were normal, rather than being a sissy. Sissies are...

2 years ago
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What does it mean to be a sissy

Sissies are a distinct breed of transvestites. A sissy is a transvestite who’s primary sexual interest lies not just in wearing feminine clothing, but in becoming an exaggerated version of femininity. Femininity as seen through the lens of traditional hetero male sexual desire. Sissies are not seeking to become women in a normal sense, but are instead seeking to become the object of their desires. Their ultimate fantasy woman if they were normal, rather than being a sissy.Sissies are...

2 years ago
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Ken Sissy

Ken sat there, staring blankly at the movie screen, showing a big black cockplowing into a white beauty. His wife was far from a beauty, as she was now inher early fifties and had put on a few too many pounds for his taste.... butevidently it didn't seem to have bothered the two black men.Ken looked over his shoulder at the entrance to the adult theater, hoping thathis wife would be walking back in, but he knew better. It had all happened sofast, that he tried to remember how he ended up...

3 years ago
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Mommy and Daddy Really Love Me

It's Friday and I can hardly wait to get home from school. Tuesday was my eighteenth birthday and Mommy and Daddy have promised me that Tonight will be the best birthday party I've ever had. We're going to spend the entire evening and night celebrating. Now I'm an adult and tonight Mommy and Daddy are going to show me how big people love each other.I've been looking forward to this evening for years. I remember when Daddy first noticed my boobs starting to grow. I had just gotten out of the tub...

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Mistress Sabines Sissy

My phone vibrated softly signaling a text. I almost didn't look at it. I was at a meeting of the board of the corporation I work for, trying to steel my nerves for a presentation I was scheduled to make. This was my first time and instead of running through my presentation in my head I was focused on what I was wearing under my suit.I glanced at the phone."Someone in the room knows exactly what you're wearing..."It was from Mistress Sabine, a woman I'd only met a few weeks ago. She was also the...

1 year ago
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Miss Lindas sissy

My finger was shaking bad as I went to push the doorbell. Miss Linda had told me how my slave training was going to change. She told me she was going to turn me into her sissy slave. Oh My God! What was I doing here? Why did I even come back here? I was afraid of what my heart said in response. The truth was, I really wanted to be a sissy. Even the thought of the intense humiliations that were to follow excited me. I rang the doorbell and felt my doom consume me. Ms. Linda answered the door...

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