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Joanne, my wife, has for many years insisted that I wear lingerie and girly things under my male clothes when at work as part of my sissy training. At home I am a sissy slave.
“Sally” she said “Today we are going to make you feel more aware of the pretty things you wear”. After years of taking hormones my breasts are a nice 38C with dark brown shades round my nipples and Joanne had arranged for me have my balls and sac removed when we went to Thailand one year. Despite this and though my cock is now very small it can still shoot lots of cum which I am often given on my cereal for breakfast. If anything the volume is greater than before. My cock is so small I can push it right inside me. This is handy on the beach – sometimes I wear male trunks and get some strange looks but usually I am fully made up with a bikini. I have until now hidden my breasts with a tight tank top when at work.
First I was given the enema bag which I filled with warm water and hung it up. Joanne washed me out at least 10 times until I was squeaky clean. I am always completely hairless after years of electrolysis and not a hair on my face ever grows these days. She then reached down to her vagina and pulled the string on her tampon which came out all glistening with her juices and blood. She then inserted a large hollow tube in my love hole (not the normal tampon one which is too small for a used sticky tampon) and with the help of a smaller solid tube pushed it inside me – it felt all squishy and lovely – a bit of blood ran down my leg. Then she produced another tampon which she had left soaking in a week’s worth of my cum I had been made to save. Now I know why she made me have her juices and pee on my cereal!!
As she pushed in the second cum soaked tampon she said “Sally I want you to feel what it is like to have a period and I want you to smell of sex when some of the cum drips out.” I replied “Thank you”. “Now lie on the bed with your legs open” She said. She brought out some heavy duty double side carpet tape which she had cut into 4 inch lengths. Each length had a curved section cut out. She pulled the skin around my cock hard back and stuck the tape all round it so my cock was sticking straight up. Then she gave me some lovely Woolford Satin shear to waist tights to pull on and using a cigarette made a small hole where my cock would go through. She reached in and took off the tape covering, pushed my cock through the small hole and effectively glued the tights to the tape. I felt strangely erotic but very vunerable.
My cock was now sticking straight out. Next I had some pink double organza panties to pull on. They had lovely lace and satin bows all over. (Auntie Annie). Joanne the produced one of my bra’s which I put on. She marked with a pen where my nipples were and then made two more holes. Two more sections of carpet tape with holes cut in the centre were stuck over each of my nipples. I then put the bra back on making sure the nipples holes lined up. The nipples would now protrude all the time and not move. A silky camisole completed my underwear.
“How do you feel” Joanne asked as she stroked my nipples which made my cock stick straight out. “Wonderful” I said. But rubbing my nipples on my camisole will make my cock stick out of my trousers like a tent. “Good “ she said “They will see your breasts too!!” Everyone needs to know you are my slave. To finish off I had a ladies silky shirt and a pair of shiny silky slacks to put on. The shirt could easily pass for a men’s shirt though the buttons were the wrong way round but when I pulled the slacks on I found that the zip was on the side. “I don’t think you should wear heels yet so here are a pair of pumps”. They only just covered my toes so you could see I was wearing stockings (well tights).
I was quite used to being exposed and humiliated by Joanne but had always kept it a secret at work. Joanne said “Well off you go – have a nice day”. She squirted perfume all over me as I was pushed out. I was terrified as I drove up and walked to my office. You could easily see my breasts and the slacks which had a nice feminine flat front kept tenting as my nipples caused my cock to have a mind of its own. The tape was holding it straight out. I got many strange looks and quite a few pretended not to notice. Walking around made me leak quite bit smelling strongly of my cum – I realised why some wore sanitary towels – I really needed one.
My secretary Sophie nearly fell over when she saw me but regained composure and looking me up and down said “Very pretty Mr Duncan”. My heart sank “I am not meant to be pretty” I said. She came closer and stroked my blouse noticing my breasts. “Well you are” she said “But you can’t go around half and half – lets go out shopping at lunch time – but for now come with me to the rest room - you need some makeup” We went to the Ladies where Sophie put some makeup, eyeliner, eye shadow, eyebrow pencil, mascara and lipstick. I looked in the mirror and gasped. Only the hair was male. She then dashed out and came back a few minutes later with a blonde wig she had apparently borrowed.
“Thank you Sophie” I said “I feel really feminine now”. We had a cuddle and as she rubbed my nipples she said “I really fancy you like this” then felt my cock sticking into her she rubbed that as well through my silky panties. I pulled her close until our nipples were touching. And we kissed. “Can I introduce myself” I said “I am Sally”. I am a sissy slave to my wife who has her own man – I often have to give him a blow job but would love for you to be my partner. “Oh yes Sally I have been in love with you since we first met – much prefer you as a girl though!!
At lunch time we went out and bought a proper real hair wig which suited me well. During the drive I told her I wasn’t a real man any more and was very small but could still get hard and cum but took much much longer than before. She smiled and said “That sounds great – the longer the better”. We parked up and she said “You need a treat today”. She pulled me close and she said I smelt of sex already – I could feel my cum and Joannes juices driping into my panties. I told her what Joanne had done so she rubbed my nipples and found the side zip for my slacks which she undid and reached inside stroking my cock through my panties. I reached under her skirt and stroked her and then pulling her panties to one side stroked her clitoris. She moaned and cried out as we both came together. My panties were full of cum - Sophie’s panties were dripping too.
Sophie and I went back to meet Joanne after work. Joanne was amazed at the apparition – said I was really girlie now. At that moment Tom came in. He picked me up and carried me to the bedroom where I would normally have given him a blow job but this time he said “You look so pretty Sally – I need to fill you up with cum” . I undressed down to my bra and tights – Joanne made a hole in the back of the tights and pulled out the first Tampon which she put in my mouth. “You can suck on this” she said. Tom then put his huge cock in my love hole – it wasn’t the first time but felt really special with Sophie watching. He slid in easily with all the juices lubricating. He went deeper and deeper with his strokes getting faster and faster. Joannes tampon was pushed higher than it was meant to go and the string disappeared. I was in heaven with so much inside me. My cock was now at its largest length of 3 inches but nice and hard. Sophie sucked me for a while then lay on the bed with her legs apart so Tom picked me up with his cock still deep inside and lay me on top of Sophie. My little cock went in to Sophie’s cunt far enough to stroke her clitoris and she smiled. Joanne who had felt left out lay on the bed also with her legs wide apart each side of Sophie’s head. I was able to reach and suck on Joanne. We all came again and again until we collapsed exhausted. I licked Sophie clean from all my cum. Tom eventually pulled out of me and put a but plug in me so his cum would stay inside me. He said the tampon would have to stay in for now and with it, and the but plug, I felt very full.
It was agreed that Sophie could move in with us. She agreed with Joanne that my cock should be taped back all the time with tights and no panties. It could be hidden by my wearing flouncy full skirts with petticoats. I found that when the silky material moved over it the feeling was so erotic that I did orgasm after orgasm – my cum went everywhere dripping down my petticoats and my nylon covered legs – making them glisten in the sunlight. I was not embarrassed because I was in love with Sophie. We also bought some satin sissy water proof panties which I wore especially after Tom had filled me up. At night after these panties had a day’s worth of cum in them, I was made to wear them over my head with all the cum sliding over my face and making my hair all sticky. The smell and taste was wonderful.
Sophie said my cock was too small to be of any use and that I should get an operation for a vagina – my cock would become a clitoris and I would still be able to cum because my prostate would remain. Instead of sissy I would be a girlie slave.
But that is for later. For nowSophie and I are very happy lovers – my hair is long and curly – I don’t wear trousers anymore.

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

2 years ago
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Sissy Tammy

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

2 years ago
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Sissy Julian Chapter II Introductions

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

1 year ago
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Sissy Crissi Chapter 2 Facing Erika

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

4 years ago
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Sissy Factory 3 School

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

3 years ago
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Sissys SheCock Training

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

1 year ago
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Sissy Husband

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

4 years ago
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Sissy Farm Chapter Eight

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

1 year ago
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Sissy Teaches Me Part Two

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

Incest
1 year ago
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Sissy School Part 5

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

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

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

3 years ago
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sissy Britney serving Mistress Jeri James

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

2 years ago
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Sissy Fantasy

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

2 years ago
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Sissy Farm Chapter Nine

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

1 year ago
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Sissy Gets A Black Master

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

1 year ago
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Sissy Outed Brandon to Brandy

This is a story about seduction and transformation that’s written about a real-life sissy named Brandon Hippel, Brandon’s a cute little limp-wristed sissy-faggot from Abington Pennsylvania that loves to be humiliated and exposed online. She loves feminization, crossdressing, being exposed online, humiliation, anal play, degradation, being captioned, taking pictures, and talking to new people, so feel free to contact her through these various social media; Her kik is; HumiliationSlut2Her email...

3 years ago
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Sissy Stepson Part 6 Carolines Sissification

Part 6 - Caroline's Sissification Mrs. Monet was now going to really put the spurs to her sissy stepson and force him to live a life of sissified faggot. With Carl still lying on the floor with sissy cream stains all over his pantyhose and panties she began taking pictures of sissy stepson. "What are you doing, I want to change," said Carl. "Oh, no just because you popped your cookies doesn't mean its over, you pathetic faggot. I now have evidence what a pervert you are and I...

2 years ago
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Sissy Therapy

Sissy Therapy by Kate "Great practice, guys! If we keep working hard, we have a real shot at the conference title," Coach Jones addressed the thirty or so high school boys gathered around him. The boys were sweaty and tired, but the coach's praise momentarily raised their spirits. "Smith nice passing out there. Keep up the good work." Fifteen year old Billy Smith grinned cockily. "Sure, Coach. After all, I am the greatest!" The other boys moaned at Billy's arrogance. Coach...

3 years ago
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Sissy Stepson 8 Carolines Milking

Part 8 - Milking Caroline "Our sissy is going to get ready for milking, I have enough knee highs for everyone to participate" said Mrs. Monet excitedly. She gave everyone three knee high's, sissy Caroline was going to get the milking of her life! Caroline came back to the group with here outfit on and was instructed to sit next to Regina for milking. Regina encased the Caroline's sissy stick with the nylon and instead of using her hand. She took off her high heel and stuck the toe...

2 years ago
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Sissy hypno The beginnings

The beginnings of cock lust – Sissy Hypno pornFOR THOSE NOT INTO STORY OR BUILD UP, SCROLL DOWN TO THE ******** MARKER FOR EROTIC ACTION!Felicity heard Billy come rushing down the stairs from his home quarters above the pub, he swung around the doorframe and appeared behind the bar area calling out to the Indian beauty who was sat looking out the window for a moment.Felicity stood in an empty pub window looking out at the welsh countryside. As far as her Indian eyes could see, were blankets of...

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