Sissy Daddy free porn video

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SISSY DADDY My name is Sam and I'm a married middle-aged man with two daughters...Amy who is 13, and a step-daughter Mary who is 19. One day I was confronted by the 2 girls while the 3 of us were alone in the house. "We need to talk to you, daddy," Mary announced. "I found some interesting stuff in the basement that I know belongs to you. A while back I found your hidden little collection of magazines and books about 'Sissy Crossdressing Boys' and I decided that you should know that I was very surprised to find out that my step-daddy is a prissy little sissy boy. And Amy just happened to find out too one day when she caught me reading an interesting book titled 'Daddy Wears Panties'. I wasn't going to tell her or anyone else but now she knows too. Well guess what little sissy-pants? We are OK with it and want to know more. And not only that, but we plan to dress you up and see just how cute you look." I looked at them. ... I cried. "No, ... you can't! ... I can't .... put ... NO! Mary!" "You have little choice, I'd say. ... So are you going to cooperate, or not?" I was panicked! My deepest, darkest secret, as well as my most forbidden fantasy had been found out by my 2 young daughters. They merrily talked to each other about how I would be dressed. I looked at them in disbelief, ... but knew I would go along with their plans. I couldn't believe this! Just an hour ago everything was normal. Now, my 2 sweet girls are telling me they know all about my secret life. They said there was a lot they wanted to know, but for now they just wanted to see me dressed up real pretty and frilly. There was nothing I could do to stop this...my wife knew about my crossdressing and hated it...but she knew nothing about my sissy feelings and she had always been scared of having the girls find out about me and I promised her I would be very careful. But of course I obviously wasn't careful enough. Mary told Amy to go wait in her room while she gave me a bath. I was totally humiliated and embarrassed...and excited! I had to strip right in front of my step-daughter and step into the tub which was filled with bubbles. She started washing me as if I were an infant and was speaking almost in baby-talk as she did so. As she rubbed the scented washcloth over my chest I winced a little...my nipples had become very sore the last couple of weeks and her touching them hurt a little. "Well daddy...what have we here," she teased as she took her hands and started squeezing my nipples between her fingers. "Is my little girl starting to get her titties? Well, I'll answer that one for you daddy...and the answer is YES! You know those new vitamins I had you start to take a couple of months ago? I guess I forgot to tell you that they contain a powerful female hormone that is starting to make your body react as if you were a 13 year old girl just like Amy. Now isn't that nice that you and Amy will be going through your adolescent female puberty together? See, your nipples are already starting to grow and protrude a little." My penis started getting stiff as I realized that Mary had obviously done a lot of research and planned this all out very precisely. She shampooed my hair, and then held a towel up for me as I got out of the tub....this was so embarrassing having her see me this way...I was so humiliated... and totally excited like I'd never been before! As she wrapped the towel around me she grabbed my stiff penis and said, "Oh my, you sure have a big clitty for such a young girl." She took my hand and led me into Amy's bedroom, with the towel wrapped under my armpits, like a girl. Amy looked surprised and tentative at my appearance. "Hi sis, how are you feeling?" Mary asked, cheerily. Amy nodded slightly. ... She was a shy, dainty little girl. I say little, but she and I were about the same size, just about the same anyway. She just seemed smaller I guess because of her 13 year old age but she was big for a 13 year old. And I'm not a very large man. Thinking about this made me feel like a sissy indeed and I thought to myself that mybe I deserved this. "How would you like a new little sister,....a princess... someone you can play with?" She nodded again, but looked puzzled. "Your daddy has decided he wants to be a girl, and become a soft, sweet, baby sister for you. And since he is about the same size as you, I'm sure he'll just love getting to wear your pretty, frilly things...just like the sissy I'm sure he is." That brought a smile and giggle from Amy, but still a look of puzzlement. I was mortified, and felt so displaced and vulnerable standing there in her bedroom...how could I have been so stupid as to leave my crossdressing material where Mary could find it...I was so ashamed. Mary went over to Amy's dresser and pulled out a pair of white, lace trimmed panties. There was lace all over the front panel and around the waist and leg openings...and several little pink bows and ribbons on the front...they were such sissy panties! "Amy hasn't worn these for a long time, but she kept them just for you, daddy." She held them open for me to step into. My heart pounded; and I made a face, squirming. I looked at a determined Mary, and timidly stepped into them. As the slick satiny material slipped up my legs I couldn't help getting aroused. It felt SO good. She took the towel away and I heard Amy giggle softly. I looked down at the thin, delicate underwear that up to now only Amy had worn, and put my hands over the frilly panties, and my semi-visible maleness...and I couldn't help but react to the delightful sensations I was feeling....I was getting an erection right in front of my girls....oh god the panties felt SO good! "Mmmm yes, we'll have to do something about that," Mary mused. She pulled me down the hall to her room, turning to tell Amy to stay put. She rummaged through her dresser, until she came up with a small, flower print girdle. It wasn't much bigger than the panties. I hadn't seen one quite so small, although I knew it was a girdle from the garters that hung from the bottom. I was surprised Mary had such a garment until she said she had purchased this just for me knowing it would be needed. "And a girdle with garters will come in handy for when I decide to let you grow up a little and wear nylons, daddy." Then she held up a sheer pair of black nylons and said she couldn't wait to see my legs in these one day. I felt my penis stirring again because not only was I incredibly turned on by seeing such intimate garments as well as the tingling I was getting from wearing Amy's frilly panties....but a secret fantasy I had for years was coming true....having my daughter Mary not only know about my fetish, but actually being there and sharing it with me. It was a bittersweet experience....exciting and embarrassing all at the same time. As Mary slid my frilly panties down and off and then pulled the girdle up my legs, I looked over at the pile of my daughter's frilly garments she had pulled out in her search...I was intimately familiar with each and every one of her pieces of lingerie. I then accidently looked down to peer into her gaping blouse to see her pretty, lace trimmed, white bra, holding her small, firm breasts. I felt myself getting aroused, and I felt my face getting red...I was secretly jealous of Mary's firm young titties...I tried to imagine how it would feel to have her beautiful breasts on my chest. I had often sneaked in her room and worn her bras and other intimate things...pretending to be her as I did it. By the time she finished tugging the girdle in place and again put the panties on me, I was embarrassingly stiff. She gasped. "We'll have to do something about THAT unladylike thing!" she grumbled. "It looks like you LIKE your new pretty underwear, daddy." I shook my head in denial. I was too embarrassed, nervous, and scared to speak as my stiff penis betrayed me. "Stand still!" She checked my rounded front, rearranged the girdle and panties a bit, and smiled thinly. The added tightness of the girdle didn't help to relieve my frustration. I looked down. It made me look like I had the slightest girlish tummy. She ran her hand along my leg and shook her head as she removed the garters from the girdle. "We won't need garters for the outfit you'll be wearing today...oh and we'll fix THAT too!" She sighed as she rubbed across where my excited penis was resting. I wasn't sure what she meant but I soon found out as she said,"We can't let Amy see her daddy with a big bulge in his panties now can we? We need to fix that right now." She went to her laundry hamper and returned with a silky pair of her pink panties. She then pushed me back on her bed and quickly pulled down the front of the girdle and panties and let my penis spring free. As it did so a few drops of pre-cum splattered over her hands. She then placed her pink panties over my turgid penis and took her hands and started stroking me very rapidly using the copious amount of pre-cum that was flowing from the head of my penis. As she was doing this she was looking directly at me and smiled a very wicked smile. "Jason loves it when I jerk him off with my panties daddy, and I used these same ones on him last night. See!" With that she held them up to where I could see a crusty stain that must have been his dried semen. "But he's not a sissy like you are....well, not YET anyway!" She then started stroking right where the stain was and my pre-cum mixed with Jason's dried cum which made quite a slippery sensation. I soon was on the verge of orgasm and she sensed it and said, "but....guess what? Last night he was WEARING a pair of my panties as I was milking him with these. Come on now daddy. Shoot your load in here just like Jason did." She then quickly brought me to a shuddering climax as a huge amount of pent-up semen blasted into her pink panties. As she picked the panties up from my still-dribbling penis she said, "It was almost too easy getting Jason to love panties. Your naughty little books have given me so many ideas." "Since you're soon going to be wearing silky things that I'm sure will excite you, we better take a precaution so you won't make a mess in Amy's stuff." She reached for a small packet and tore open a condom. She stroked my rather deflated penis and quickly brought it to a slight erection, enough that she was able to roll the condom over it. I shuddered when her hand rubbed against me as she rolled the condom all the way down. She teased me, "Seems you all are charged up again already just by thinking of wearing Amy's silky and frilly clothes. Or...are you thinking about Jason wearing my panties?" She stroked me for a short time, all the while knowing she had total and absolute control over me. She then slid the heavenly panties and tight girdle back up and over me. Just as she finished Amy showed up, wondering what was going on. "Go back to your bedroom. We'll be along shortly, I promise," Mary yelled. "Don't worry about her daddy...this is the only time she will be involved with you like this. But I wanted you to be totally humiliated this first time by having her involved. I knew how you would love it...I've learned so much from your naughty little storybooks. But from now on, it'll just be you and me. Amy has no idea what my other plans are for you." "Now, ... you're going to cooperate ... completely! You are going to act like a sweet little girl for us and we won't tell anyone about this. Understand?" I was horrified, but nodded in reluctant agreement. ME, ... act like a sissy girl ! My stomach felt nervous and icky...yes I did have a fetish for sissy and girlish things, but never ever dreamed my girls would ever know about it...and now here I was...being treated like a naughty, sissy little boy-girl by my 19 year old step-daughter. What had I gotten myself into? She pulled me by the hand out of her bedroom. We stopped at the bathroom, where she soaped my legs, and began sliding a razor over them. I started to protest, but she gave me a look that made me stop. The hair on my legs was thin anyway...always had been, ... barely enough to argue about. "Consider yourself lucky that your hair is sparse. I don't like doing this to my own legs." Then she grabbed my elbow, raised my arm, and shaved under there too, and then the other side. She smiled wryly as she picked up deodorant and applied it to my pits. I winced. "That stings." "Yes, it does. Girls have to make some sacrifices." She opened a box with a light scented powder. It had a large puff with a ribbon bow on top. I felt jittery as she patted the feminine powder over my body, and wondered what girlish things I was going to have to endure. "Doesn't this feel nice? Girls also like to feel and smell soft and pampered." She pulled me back to Amy's room. .... she was eager and happy to see us return, especially me. "Get me daddy's training bra, Amy," she instructed. I broke into a cold sweat. My youngest daughter seemed only too pleased to help. She was all giggles. My heart was pounding. I suddenly remembered when Amy got her first training bra...it was not long ago and she had just turned 13 and had been after my wife to let her buy one for many weeks, and was so pleased when she finally got it. She was so proud that she got breasts before some of her friends. Now Mary was sliding that very same white, cotton and lace garment up my arms, ... and Amy giggled as she hooked it in back. My stomach was full of butterflies. "Well Amy, it looks like our 'baby sister daddy' has finally graduated to a bra. Just in time too since you have just recently started wearing training bras...now you can share." Then she winked at me. The statement about the training bra was for Amy's benefit since Mary knew how excited Amy had been to get it. The bra had a little ribbon bow in the middle! I looked down at it. I was shaking. I wasn't sure I could go through with this. Mary gently squeezed my nipples through the bra and whispered to me "Hmmmm daddy..... you are starting to develop here just like Amy is so you can wear her bigger bras some day too. Just think...your very own titties." My mind was racing...not only was I wearing Amy's training bra, but I truly needed it just like Amy did and my tender, hormone-enhanced nipples reacted to her manipulations by erecting to where you could see them pushing out the flat cups of the bra. My step-daughter was telling me she wanted me to grow tits. My already excited penis stirred once again and started leaking. "Amy, would you find a nice slip for your 'sister...one of your old ones... one suitable for our dear 'baby sister'?" Amy handed Mary a white garment, amongst giggles. It was hideously girlish. It was shiny linen on top, with a white satin ribbon bow over flared nylon ruffles and a taffeta underskirt, and it had small embroidered flowers with ribbon loops where the nylon straps attached to the lace trimmed top. I trembled as the silky confection was pulled down my body. Mary adjusted the slides on the ribbon straps, and I felt my face burning. I wanted to scream about the humiliating, yet tittilating garments that they were slipping on me, but all I could do was revel in the deliciously naughty sensual feelings that were coursing through me. I looked over at another slip that dangled from the dresser. It looked quite different. The one I had on was flat on top, ... for a younger girl with no or very little breasts. The one I looked at was fuller at the bust. I looked at Amy. She had small mounds, and I realized she no longer wore this sort of pre-pubescent slip. Just little sissies like me now wore these things in this house. "What a pretty slip. Your slip is so pretty, isn't it?" Amy chimed. I gulped. I was trapped. All I could do was nod slightly. "Now, now, that's not a proper response, now is it? Girls love their pretty things, and to feel pretty in them. ... You like Amy's old...er I mean YOUR pretty slip, don't you?" Mary prodded. I wanted to die! "I .... uh .. yes, I like my slip. It is ... very .. uh ... pretty." My daughters giggled. Amy looked at me with such pleasure, and then looked at her older sister in awe. "How .... how did you do this to him?" Mary just laughed. "I told you, .... he decided he wanted to try to be a pretty girl today just for fun, and wear pretty dresses and things...YOUR pretty things. He's tired of being a daddy, and wants to be a sissy girl now ...a sissy Princess for the day... don't you daddy?" My girls laughed and giggled; and my face burned with humiliation as I gently nodded my acknowledgment of my agreed subjugation. "Oh, I'm going to love this!" Amy giggled. "You are going to look so frilly and sweet in YOUR 'sissy' girl things!" My toes curled. I was so ashamed and humiliated hearing this from my 13 year old daughter! It was one of life's fascinating, never to be solved, mysteries for a boy...sissy girl clothes, and the frilly things girls wore under them. Not many boys found out but here I was learning first hand, and from the hands of my little daughter...and I loved it! "And to think, we nearly threw Amy's little girl things out, now that she's blossomed. And here we have one more pretty little 'sister' to go! And now for a pretty dress. Let's see what we have for our sweet, new sister....our new little Princess!" The girls headed for the closet; and they were all giggles. I heard them oooh and aaah, and I knew they had made their choice. Amy carried it over to me. .... It was a pale pink with a long, wide, organza sash that tied in back, and flowers and ribbons at the waist in front, and the ends of the ribbons fell nearly to the hem. It had pouffed, short, gathered, ruffled lace trimmed sleeves, decorated with florets and ribbon bows, and a lace trimmed collar. The full skirt was organza. It was the frilliest of girl's party dresses...and a sissies dream come true! I remembered Amy wearing it a few years ago....I envied her then....and now I am to wear it myself. I felt like I was in heaven. They both helped pull it over my head, and fluff and fuss with it, cooing and fawning over me and the dress. Amy took forever tieing the sash to her satisfaction. "My, aren't you the pretty girl!" "Oh, ... she's adorable!" "A pretty little girl in a pretty little dress." My eyes got watery; and I felt a tear on my cheek. "Oh honey, ... it's all right. You must be overcome with joy to be dressed in such a darling dress. Is that it, sweetie?" Mary cooed. I could only nod my agreement. They laughed and squealed. "I think a pair of lacey, ruffly nylon ankle socks.....how about these? I bet our sissy daddy remembers you wearing these Amy...I bet you looked at her feet and wished you were wearing them...and now you will be. You'll just love how thin and delicate they are...you'll even be able to see your sissy toes through the thin material...and the frilly cuffs are SO adorable with the pink lace ruffles....SO girly and sissy, ... and Amy, ... I think a pair of your old shoes will fit her, .... your shiny white single-strap Mary Janes." Mary had me sit and held out first one and then the other of my bare feet as Amy slipped each of the delicate nylon anklet socks on. She then turned down the frilly cuffs at the ankles and I looked down at what has to be the most sissy items imaginable....frilly lace anklets on a grown man's feet. I could see my toes through the thin nylon. Mary told me we would have to put pink toenail polish on my toes next time so it would show through the delicate anklets. Amy then slid her gorgeous white Mary Jane shoes on me and secured the thin straps that were at the instep...I was amazed that I was able to wear shoes that she had worn at such a young age. As I looked down at my feet in the sissy socks and heavenly shoes, I almost fainted.....I realized I had become the prissiest, sissiest daddy for my two giggling girls. They both squealed with delight. "Ummm Amy, don't you still have that curly blonde Shirley Temple wig? Your 'sister's' hair is kind of short." Amy returned with a wig. It was short for a girl, barely down to my shoulders. Amy had long, pretty, light brown hair, down to her waist. I didn't understand why she would have a wig. Mary pulled it on my head, and then pushed me over to the vanity. The dress rustled, girlishly, as I sat. Amy had me stand again, and smoothed the dress as I resat. She arranged the dress over my lap and bench. Unbeknownst to her, her movements with her hands on my lap were sending shocks of electricity to my already supercharged penis. She brushed and combed the wig, with a delightful, satisfied smile on her face, and then picked up a shiny, pink, satin ribbon, drew it around the wig, and began tieing a bow in front. The long ends dangled, unmercifully, in front of my face. She smiled satisfactorily at her work, and then gripped my chin, looking me over from side to side. I glanced at the mirror as she sorted through the lipsticks. With the ribbon bow in my curly wig, the ruffled lace around my neck, the lace and ribbons on the sheer puffy sleeves and the sweet lacey anklets and Mary Jane shoes on my feet I looked every bit as frilly and sissified as I had ever seen Amy look. Mary selected a lipstick of light pink; and I shuddered as she held my chin and brought the pink tube ever closer. My skin tingled as I felt it smooth over my lips. She had me press my lips together and then again over a tissue. She sat next to me, and I shook nervously, and blinked back my tears. She cleaned and buffed my fingernails; and then unscrewed the cap from a bottle of nail polish, to the delighted squeals of my younger daughter..... she proceeded to turn my fingernails a bright, girlish pink. The girls cooed and fawned over what a pretty girl they were making me into. Mary finished by squirting perfume on my wrist, and then a squirt toward my neck... and I made a face, amongst their giggling. "OK, stand up and turn around for us," she instructed. "Come on, twirl! Faster! .... Faster! .... Yes, that's it. You make a splendid girl. You're very pretty." Hey ! We've neglected to give her a name. What do you think?" "Darla" ... "Chrissy" .... "Penelope" .... "Susie" .... "Cherie" .... "Brooke". "I think she looks like a prissy girl. How about Priscilla, Prissy for short? What do you think, Amy? She's your new sister and playmate. Do you like it, or would you like to choose?" Mary asked. "I like all of those names...but since he's Sam, let's call him Samantha." I felt so humiliated and excited. And as I caught my reflection in the mirror, I saw what took so long with the dresses sash. It was huge. It was all poufed out, with the ends of the wispy bow visible from the front, like the wings of an angel, .... or fairy! The long ends floated down the back of the dress! I looked and smelled like the sissiest girly- boy in such frothy lace and ribbons! Mary came up behind me and turned me to where Amy couldn't see or hear....and then put one hand over my tits and squeezed, and her other hand up and under my dress and slip, pulled the girdle and frilly panties down just enough to grab my now throbbing penis in her hand and quickly started stroking me through the layers of nylon and lace and whispered to me, "You're loving this aren't you daddy....this is just the start....just wait until those female hormone pills really kick in and start turning you into the real sissy girl you want to be. Now, tell me you want to be my secret sissy daddy. I know all about how sissies have to be 'milked' regularly and I can tell you need it now...just like Jason needs it regularly now too. That excites you, doesn't it daddy...knowing your naughty little books have taught me everything I need to know to bring my boyfriend under control." And with that I moaned and ejaculated several times under her skillful hands, filling the condom with a huge load of sissy sperm. "Yes....yes......I am your sissy daddy. Please turn me......AND Jason into your little sissy girls," I said as I orgasmed. "Is daddy OK?" Amy asked seeing my reaction. "He's fine honey....he's just so happy to be dressed so pretty". As I regained my composure, I realized that what just happened was a fun game for Amy.....but it is much, much more than that for Mary. With the thought of things yet to come, my penis spasmed and ejaculated once more and Mary smiled as she felt even more of my sissy sperm fill the end of the condom. She knew she owned me completely.

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

4 years ago
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Sissy Farm Chapter Eighteen

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

2 years ago
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Sissy Hypnosis Fun

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

2 years ago
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Sissy gets a black master

Sissy Gets A Black MasterI got up wearily from my long and exhausting night being fucked andpunished by my new Black Master. As I awoke, I could scarcely believe thatall those depraved things had happened to me. One minute I had been merelyexchanging emails with a man, who could have been anywhere and the nextminute, that very man was at my door, in my home, and then inside mybody. Black Master, a man whose name I didn't even know, a man who lookedto be about ten years my junior, had taken me...

3 years ago
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Sissy Training at Last

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

3 years ago
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Sissy Farm 20

20 Sissy farm List of Characters. Me. Michelle A Natural transvestite sissy. Janice My Younger sister Aunty Bev Janice and My mother's Sister. Mistress Janet Headmistress of the young lady's academy Doctor Shirley Williams. My endocrinologist. Miranda. A very effeminate Sissy sales assistant. Miss Stern Miranda's mistress who owns the shop. Peregrine AKA Uncle Penny. My transvestite uncle. (Aunty Bev's brother.) James AKA Auntie Jamie Peregrine's...

2 years ago
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Sissy Farm Chapter Fourteen

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

4 years ago
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Sissy Velina

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

3 years ago
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Sissy Rules Reads like a proper job description

(Found this on the internet... #65 seems especially made for me) Rule#1: A sissy does not have a cock. A sissy has a clittyRule#2: A sissy wears a bra and pantiesRule#3: A sissy loves cockRule#4: A sissy loves cumRule#5: A sissy takes it in the assRule#6: A sissy loves pinkRule#7: A sissy loves her toysRule#8: A sissy dresses like a slutRule#9: A sissy sharesRule#10: Sissies love facialsRule#11: A sissy must have a tight assRule#12: A sissy must have perfect bimbo makeupRule#13: A sissy grows...

1 year ago
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Sissy Rules

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

3 years ago
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Sissy Julian Chapter I Beginnings

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

2 years ago
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Sissy Crissi Chapter 3 Leroys Turn

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

4 years ago
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Sissy discovers Part 5

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

4 years ago
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Sissy gracie Life begins anew

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

4 years ago
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Sissy thoughts 2 Questions From Sissies

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

2 years ago
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Sissy Farm Chapter Twelve

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

4 years ago
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Sissy Sally

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

3 years ago
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Sissy discovers Part 4

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

3 years ago
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Sissy School Part 2

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

2 years ago
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Sissy Cruise 3

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

4 years ago
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Sissy New Year

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

2 years ago
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sissy rules

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

4 years ago
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Sissy Arm Wrestler

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

4 years ago
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Sissy New Year

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

4 years ago
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Sissy Farm Chapter TwentyOne

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

3 years ago
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Sissy Tammy

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

2 years ago
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Sissy Julian Chapter VI Growing Pains

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

3 years ago
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Sissy 101 Intro to Sissy Sluts

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

3 years ago
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Sissy Farm Chapter Nineteen

Sissy Farm - Chapter 19 - By: Beverly Taff List of Characters. Me: Michelle - A Natural transvestite sissy; Janice: My Younger sister; Aunty Bev: Janice and My mother's Sister; Mistress Janet: Headmistress of the young lady's academy; Dr Shirley: My endocrinologist; Miranda: A very effeminate Sissy sales assistant; Miss Stern: Miranda's mistress who owns the shop; Peregrine: AKA. Uncle Penny. My transvestite uncle, (Aunty Bev's...

1 year ago
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Sissy in the making

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

4 years ago
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Sissy Caught at Work

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

2 years ago
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Sissy whorehouse veronica

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

3 years ago
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SISSY DANI

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

3 years ago
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Sissy discovers Part 3

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

2 years ago
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Sissy Tammy

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

2 years ago
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Sissy Julian Chapter II Introductions

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

2 years ago
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Sissy Crissi Chapter 2 Facing Erika

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

4 years ago
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Sissy Factory 3 School

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

3 years ago
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Sissys SheCock Training

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

2 years ago
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Sissy Husband

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

4 years ago
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Sissy Farm Chapter Eight

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

2 years ago
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Sissy Teaches Me Part Two

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

Incest
2 years ago
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Sissy School Part 5

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

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

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

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