Sissy Trap free porn video

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Sissy Trap Everything had went so terribly wrong from my long anticipated shopping experience. I had been a lifelong cross dresser not remembering my first actual endeavor into slipping into my mothers or sisters lingerie drawers. Over the years I had kept this well hidden from my family and friends and had even ceased dressing for 6 years during my ill fated marriage. When my marriage ended I found myself with the passion, time and means to fulfill these long hidden desires. In no time I had accumulated a large wardrobe and all the feminine accruements required. With internet shopping available it opened up easy means for acquiring anything needed and my feminine persona blossomed but remained firmly fixed within the safety of my home. I had met Carol on a chat site for cross dressers about a year ago. She sent a chat request and we made some small talk a couple nights a week for a few weeks. Most topics centered around the types of clothing we liked, outfits we had, looks that we tried to emulate and basic gurl talk. As time went by I found myself answering more of Carol's questions while she seemed to become a little more evasive. When confronted about this situation she confessed to me that she was a genetic female and not a CD. But she had a strong desire to help with individuals in the community as she had a younger brother that had dressed. Her brother was a 19 year old sophomore at college at the time of discovery. Their parents could not accept this aspect of their only son and shunned him from the family. Her brother, feeling lost and confused while seeking acceptance to these desire he didn't understand, started using drugs. This led to his dropping out of school and he found himself in a downward spiral which finally ended when he took his life with a drug overdose. Carol had taken the death of her brother very hard and vowed to help with other individuals within this community however she could. At the time it was only by chatting with and lending support on chat sites for CD/TV and transgender individuals. For the next few months we chatted almost nightly about a variety of topics. One night she offered a unique shopping trip for me. She explained that she worked as a regional manager for a women's boutique. Her job required her to visit and oversee stores in a 6 state area and as part of her responsibilities she from time to time would fill in for store managers who were taking vacation time. It so happened that she would be covering for a manager at a store located about an hour from my home. She offered for me to come to the store, after closing, where I would be free to shop, and try on anything wished. Any outfit I wanted could be purchased at her employee discount of 25%. The tag would be then removed, the items totaled and I would pay cash. She would then ring the items up the next day. Although the internet had opened unlimited opportunities to purchase clothing, makeup, accessories and other items I so desired, I did find that many of the items purchased were not what I had anticipated or did not fit as I wished. So I found myself with a number of outfits that I did not wear. This opportunity to actually try on clothing while dressed in my feminine attire and alter ego was something that was next to impossible to decline. Although I was quite nervous about this I was longing for a night out as Dyanne and found myself agreeing to meet. She sent me the dates that she would be working at the store and it was decided that Friday night would be the best opportunity. I would leave work and drive to the suburbs, get a room close to the store, and change into my feminine persona. I was to leave the room about 9:00 PM and get to the store between 9:15 - 9:30 PM. I would call Carol when I got to the parking lot and she would direct me once everyone was gone. The plan was to enter through the back employee entrance and spend an hour or so shopping. Arriving at the motel I was able to get a room with direct access to the parking lot which was a benefit not having to walk through hallways and a lobby. I showered and slipped on a sexy Vanity Fair matching white bra and panty set, my Hanes Ultra Sheer panty hose (I prefer stocking but for this shopping trip I settled on pantyhose), a Vanity Fair white full lace slip. Next I slid in my breast forms, slipped on a sexy red sweater dress and then slid into my red stiletto heel sandals with ankle straps and 6" heels, no platforms. I chose this outfit for its warmth on this fall night. I had not ventured out as Dyanne so I did not own an overcoat and this dress would provide some protection from the chill of the fall air. I sat in front of the bathroom mirror slowly applying my makeup trying to make myself as feminine as I possibly could. After completing this task I set about fastening my long painted nail extensions, my toenails had been painted in advance. Then a dash of perfume, clipped on my earrings and fastened my necklace. Grabbing my purse I dropped the room key cards in (I requested a duplicate in the event I had a problem with one as I would not want be caught locked out of the room enfemme). Next I placed my makeup in the purse and glanced at the clock. It was only 7:45 PM so I had 75 minutes to kill. I would had loved to had a drink to calm the nerves but did not want to take a chance on driving with liquor on my breath. The timing of this event was great as the fall days were getting shorter and I would have the cover of darkness on my side as I ventured out for the first time as Dyanne. The time seemed to stop as I surfed the channels on TV looking for something to occupy my time. Finally 9:00 PM arrived and I made my way to the door. Never have I been so nervous as I contemplated walking out of the safety of the motel room and into the outside world as Dyanne for the first time. I checked and double checked every item on my list, car keys, room keys, cell phone, Carols number, store address, etc. I now thought that the last 75 minutes had just flown by. I opened and closed the door a number of times not getting up the courage to leave the safety of the room. I finally thought I had worked up the nerve and as I was about to open the door I heard people leaving the room next to mine. I watched them walk to their car across the parking lot and leave. I glanced at the clock on the nightstand, 9:06. If I was going to do this, it was now or never and I knew it. Somehow I came up with the nerve and opened the door, stepped out onto the sidewalk and the cool fall air. Pulling the door closed behind me I heard the clasping of the lock and knew that I was alone outside and any return to the safety of my room meant getting into my purse, retrieving the room key and getting it into the card slot. The walk across the parking lot to my car felt like it took forever as my heels clicked louder than they ever had in the security of my home. At my car I dug out the keys from the bottom of my purse, hit the unlock button, opened the door and slid into the drivers seat. Trying to act as feminine as possible but still wanting to get my keys into the ignition and the interior lights off. Finally I succeeded in starting the car fastening my seatbelt and heading out of the motel lot. The drive to the boutique was uneventful but I did struggle with driving in the heels. Not being use to the angle caused by the heels it provided a foreign sensation in placing your feet on the brake and gas pedal. I arrived at 9:22 and parked in the large lot in front of the store. Only a few cars remained and it appeared that the boutique was empty. I called Carol and she answered on the third ring. She instructed me drive around to the back to park and use the rear entrance door where she would meet me. I found the back of the store deserted of cars, parked and prepared myself for the next major hurdle. Again I was searching for the courage to leave the security of my car and make my way to the door. Suddenly the door opens and there stood Carol waving me over. The mix of emotions was enormous. I was excited as I had ever been, yet scared to death of what I was about to do. But in the moment I grabbed my purse, opened the door, swung my legs out placing my heels down on the pavement. Standing and closing the car door I hit the door lock and slid the keys and fob into my purse as I strolled towards the door. Carol ushered me into the store and closed the door locking it behind us. We hugged, said our hellos, made some small talk and then Carol showed me around the store, where the different departments were located. I was free to shop but Carol explained that she had to finish up paperwork and then make the night deposit. If it wasn't completed by 10:00 PM the security team would be notified and they would investigate. A few moments later she informed me that she would be right back as she had to run to the bank with the deposit, but upon returning she would help with my shopping experience. I was told not to touch any of the doors while she was gone as they were alarmed with motion detectors and the last thing we wanted was security showing up. This was something I had not been aware of and the thought of leaving me locked in the store alone was terrifying to say the least. But before I had time to make any objection Carol was closing the door behind her with the deposit bag in hand. I nervously started my shopping experience hoping to take my mind off of the situation. I had only spent a few minutes looking through some cocktail dresses when my phone rang scaring me to death. The number was Carol's and I immediately thought of all the possible problems that my have occurred. She was in a wreck, stopped by the police, car trouble, etc but none of those compared to what I heard. "Hello Sissy," the male voice from the phone spoke out. "Who is this and where is Carol?" was my fast and nervous reply. "Carol is not coming back. She was only here to help with this charade. It was I that have communicated with you over the last months. I have set up a trap and you have fallen into it. See I really enjoy sissies, feminizing them, training them and using them. My last sissy left my life unexpectedly about a year ago and I have been searching for her replacement ever since. When I met you in the chat room I came up with this little plan to trap you. Let me explain your situation in case the gravity of it has not settled in yet. You are dressed in sexy women's clothing, locked in a women's boutique after hours which you have entered illegally. If I call the police you will have a lot to explain. Most of which will be highly unbelievable to law enforcement and the simple facts will not shed a favorable light on you, your career or family. If you are thinking of trying to make a run for it I only warn you that the moment you touch one of the exit doors an alarm is sounded and security forces will arrive within minutes. Also once the alarm goes off it triggers cameras around the store which will record you and your vehicle with its license plate which will take police only a few moments to solve. So dear you can play along or you can make a break and take your chances with the law which may be fun in your state of dress. What's it going to be dear?" "I can't get arrested or have the police find me here dressed like this," I pleaded. "If you want to be my sissy then tell me "I want to be your sissy". If not then I can only assume you don't want to be my sissy and I will be forced to call the police. But if you agree to be my sissy then you will commit and your training will start immediately. Which is it Dyanne?" "I can't have the police involved in this," I pleaded yet again. "There are two choices here, one is for you to submit to being my sissy or for the police to be called. I am going to start counting down to zero from three. I have typed 911 on my phone. When I get to zero I hit send and the wheels of justice will start. THREE.....................TWO..................ONE.................. "I'll be your sissy damn it," I blurted out. "No it is 'I want to be your sissy' now get it right or I hit send." "I want to be your sissy," I meekly responded. "The first thing you need to do is follow these instructions to the letter, be fast and efficient as time is of the essence here. There is a wooden straight back chair in the changing room. It has a brown envelope sitting on it. Bring them out to the aisle running through the lingerie department. Set the chair near the back of the department so you will not be highly visible from the front window but I will be able to view you with binoculars from the parking lot. Sit in the chair and from the envelope remove one of the small zip ties and secure your left ankle to the left leg of the chair, then cross your right leg over your left and secure your right ankle to the zip tie on your left ankle. The final piece in the envelope is a large zip tie which you will secure around your waist to the chair. Be swift about this and realize that I am watching every move" I found the chair and envelope and moved them to the aisle. Sitting in the chair I found the zip tie and secured my left leg to the leg of the chair at the ankle, then crossed my legs and secured my right leg to the left as instructed. I did not tighten it much as it was uncomfortable, then finished placing the large zip tie around my waist, securing me to the chair and rendering me helpless. Moments later I heard the back door open and someone enter. "Well sissy. You know what the definition of a sissy is don't you?" the voice boomed up from behind. "Sorry I don't" Don't be sorry as I am going to train you to be a good sissy. A sissy is always found in panties, sexy clothing, anything to please her man and just loves sucking cock. Doesn't that sound like you?" "I just like to dress up in women's clothing, nothing else," I stammered. "You stated that you wanted to be my sissy so that means you want to be my little cock slut and I am going to turn you into one of the best little cock sluts ever." I could sense his presence behind me but I couldn't tell just how close he was when I felt him push my hair to the side and he cautioned me not to move. Then I felt him wrap a collar around my neck and clasp it in back. Then came the sickening sound of a lock clicking closed and I knew it was locked in place. My predicament kept getting worse as next came wrist cuffs on booth wrists that were attached to D rings on each side of the collar. With that he stepped around from behind me and I got my first look at him. He was muscular, probably a little over 6' in height and 200 pounds. Had the clean cut look of a business man but more the demeanor of someone from the streets. He moved close to me taking my chin in his hand, he straddled me bringing his crotch to my face. "Now your going to provide your first duty as a sissy by sucking your masters cock. If you even begin to think about biting remember the position you are in. I have complete control over you and can be a really sadistic ass if required. Show me what a little sissy cock slut you are and make sure you enjoy it as much as I do." Here I was dressed in a sexy feminine outfit, locked in a women's boutique with the threat of arrest. Zip tied to a wooden chair at the waist, with my legs crossed and zip tied together and to the leg of the chair. I had a collar locked on my neck and my wrists were clicked to my collar. The man doing this to me was standing in front of me his left hand cradling my chin as he looked down at me with this huge smile across his face. I could hear the zipper on his pants being lowered with his right hand. He kept my chin up looking at his eyes and I could see the enjoyment he was getting from the humiliation he was putting me through. I sensed his tension ease on my chin and as my head lowered his cock came into view. He was quite large, especially in comparison to myself, and it looked intimidating just inches from my lips. "Open up sweetheart and enjoy this because you are going to be sucking a lot of cock in your future. It is best to enjoy it rather than fight it. If you learn to be a good cocksucker I may just keep you for myself. But if you aren't good then we may have to loan you out to get lots of practice" He brought the head of his cock against my lips, I slowly let my lips open and he slid his cock deep into my mouth. I didn't have a choice so I tried my best to please him and end this nightmare. I ran my tongue around his shaft sliding my lips up and down, I used my tongue on the head of his cock trying to stimulate him and end this. He let me work his cock for a number of minutes calling me names such as cock slut, sissy slut, bitch, cock whore and then he erupted into the back of my throat. I thought that this ordeal was over and I was be set free but he had yet another surprise. He cut the ties binding me to the chair but left my collar and wrists restraints attached. Then a hood was slid over my head and fastened to the collar a leash was clipped onto the collar and I was led out the back door to a waiting vehicle outside. I couldn't imagine what lay ahead.

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

1 year ago
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sissy rules

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

4 years ago
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Sissy Arm Wrestler

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

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...

3 years ago
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Sissy Farm Chapter TwentyOne

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

3 years ago
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Sissy Tammy

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

2 years ago
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Sissy Julian Chapter VI Growing Pains

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

3 years ago
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Sissy 101 Intro to Sissy Sluts

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

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...

3 years ago
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Sissy Caught at Work

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

2 years ago
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Sissy whorehouse veronica

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

3 years ago
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SISSY DANI

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

3 years ago
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Sissy discovers Part 3

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

2 years ago
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Sissy Tammy

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

2 years ago
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Sissy Julian Chapter II Introductions

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

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
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....

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....

4 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...

3 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...

2 years 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...

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