Sissy Sharon's Saturday free porn video

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The day begins at 4:30 a.m.. I am awakened by the alarm next to my bed on the floor in my tiny cell. It’s barely big enough for the old mattress I have to sleep on, but it has been my bedroom for the past 8 or 9 years (I’ve lost track). Every day is basically the same. I wake up and crawl from my room to the bathroom at the end of the hall in the basement. Cameras watch my every move, so trying to cheat by walking (ever) is a no-no. The punishment is far worse than the crime, so I am always obedient. In the bathroom I administer several enemas, being sure to expel all the nasty waste from my bowels so that my boi-pussy is perfectly clean and acceptable. I am allowed to stand and shower, and I must always shave everything to perfection. I am in the process of undergoing laser treatments for body hair (we started with my back), and eventually it won’t take so long to get ready for the day, but for now the whole process can take about 90 minutes, so I must get up early. Once I am clean and smooth, I dress in my little maid costume consisting of a very short black skirt and a little white apron that covers the front of the skirt and ties behind my back and around my neck, providing some modest cover for my breasts. My shoulder length hair, straight and light reddish brown, hangs softly around my face. I put on my pink leather collar with rhinestones that spell Sissy Sharon. My little boi-stick cock is securely locked in a special chastity device and just shows below the hem of the skirt. My smooth round ass peeks seductively from the bottom of the skirt in back. I put on my high heeled strappy shoes and walk as quietly as possible up the stairs to the kitchen where I begin to fix my Mistress (and any guests she may have) breakfast.

My name is Sharon, and I belong to Mistress Angela Hightower. I am her owned sissy, and I have been hers since my early 20s. She is my world, and I would do anything for her. I hardly remember my previous life, even my real name. The combination of the lifestyle routine, the hormones, the occasional poppers at parties, and never hearing me called anything but Sharon or Sissy for nearly a decade has pushed most of it to the dark recesses of my mind. Besides, I don’t want to remember it – mostly. I didn’t like who I was, never felt like I fit in, and felt as if I had been reborn when I met Mistress Angela.

Today she berates me as usual at breakfast. The coffee isn’t strong or hot enough. The eggs aren’t cooked the way she likes them. She raises my skirt and fondles my little caged clitty with the spikes in it. The tip of my clit is exposed in this special device, so it is available and sensitive. Mistress Angela delights in arousing me enough to cause an erection to begin which results in pain from the spikes in the device’s collar. For my punishment this morning, she takes her little Allen wrench and adjusts the spikes so that they dig in even more. Then she gently licks the tip of my clitty until I start to respond, and I moan with pleasure/pain. “That will teach you to do a better job tomorrow, slut,” she says, with an icy edge to her voice. “We will leave it like that for the rest of the day, and you have a big day today, so you’ll get to enjoy the sensation often.” I think I know what she means, but I clean up the table and do the dishes, then finish the rest of my cleaning chores while she spends time on-line and on the phone with friends.

Around noon she calls me to her side where she commands me to strip completely and stand with my hands behind my head. She admires my increasing breast size, playing with them as I stand in front of her, pinching my nipples hard and enjoying the look that flashes across my face. She attaches a little bell to the cage between my legs. Whenever we go out, and often when we have guests, I must wear the bell so that she always knows where I am, and she knows without looking if my cockette is twitching and trying to become erect. It is quite humiliating to be walking with her in the mall or a quiet store and hear my little bell tinkling beneath my skirt. I often get looks as we pass other shoppers, but I keep my eyes down as instructed and always follow just behind her.
As we’re due to go out shortly, she leads me to her room and the special closet she keeps for me. I dress under her instructions, as usual, in a little demi-bra that lifts up my 34B breasts but doesn’t cover them and a little frilly garter belt (pink and white). White stockings are next and my shoes are little black high-heeled Mary Janes that look both innocent and slutty at the same time. Next a petticoat that will support the skirt of the frilly pink sissy dress I’m given to put on. The clothing is always some variation on this – very frilly, very sissy, very obviously over-the-top femmy to reinforce to everyone that I am a very special gurl. The petticoat constantly rubs against the exposed tip of my clitty giving me an almost constant partial erection, but the mean little spiked collar beneath the head prevents it from fully rising and sticking out. Mistress Angela frowns on rude displays of sissy excitement like that, unless of course she is the one trying to make it happen. Once dressed, I follow Mistress to the garage and her big sedan. Mistress clips a pink leash to my pink rhinestone collar and gets in, giving the leash a jerk to pull me in after her. Her driver, an enormous black man named Ernie, closes the doors for us and then slides behind the wheel. “Frank’s,” is all Mistress Angela has to say to him, and we head into town.

It’s Saturday, but I’m not really aware of that. Days mean nothing to me, nor does the time of year. I exist solely for the pleasure of Mistress Angela, so there is no need to mark the days of the week or any other occasions for me. Every day is the same. I do realize when certain holidays arise, because Mistress will often have parties to celebrate, and I’m either helping to serve her guests, or else I am part of the entertainment. Because it’s the weekend, Mistress has plans with some of her friends, and she is taking me to a place where I can make some money for her, Frank’s Adult Emporium, in a rather sleazy part of town. When we arrive, Ernie accompanies us as we enter, holding the door for us and chuckling quietly as I pass by him, the sweet scent of my sissy perfume giving him a little twinge in his groin.

Frank greets Mistress and Ernie warmly and immediately takes my leash from her and tugs at it, forcing me to nearly stumble as we head down a narrow, dimly lit hallway. I know where we’re going. I’ve been here before, many, many times. In the back of the store, which features videos and sex toys up front, Frank maintains a collection of glory hole booths. He has created a special one for me. It is narrower than most, and he opens the door to my place of employment. Of course I don’t make any money at this. Mistress Angela has an arrangement with Frank for a percentage of what I bring in. He charges men $25 to use me, and I often service 10-15 men an hour. I’m told to undress, down to my bra and garter belt and stockings. Frank hands my clothes to Mistress Angela and then bends me over facing the hole on the left hand wall of the room and clips a chain from the corner to my collar. A second chain from next to the door is also attached keeping me from moving my face away from the hole. He undoes my leash and says, “Hands!” I put my hands behind my back where he clicks the handcuffs in place that I will wear until I’m done for the day. Then he smacks me on the bare ass. “Do good, today, fuck face! I have a new sign in the window letting everyone know you’re here,” he says laughing a dirty laugh. What makes the booth special is that it is just wide enough for me to push my ass up against the right wall, which also has a glory hole in it. If I almost stand up, my boi pussy matches the hole in the wall, so it’s possible for two men to use me at the same time. When I’m not being fucked in the pussy, I can kneel on the slightly padded floor (Frank is very thoughtful) and just suck the cocks that are constantly poking through the left hand hole in the wall. Usually, however, the demand for my pussy is as great as for my talented mouth. There is a little mirror on the wall just above the hole I’m facing so I can see when the next cock comes through the hole wanting my ass. The other special feature of this room is the trough. It’s a long shallow dish that runs almost from one wall to the other on the floor between my legs. It is solid pink plastic. Its function is to catch any cum that I either miss with my mouth or that oozes out of my pussy. After hours and hours in the glory hole room, believe me, the trough can be very, very full. At the end of my shift, which is usually at 2 or 3 in the morning, I’m unchained and made to slurp up the impressive amount of cum that has accumulated in the trough, most of it having dripped out of my well-fucked asshole. The trough is never washed. I am the cleaner, and the smell of old and fresh cum fills my nose as I lick, slurp and suck up the juices from scores of men who have used me.

Mistress Angela first brought me here about 3 years ago, and it has been a good partnership for her and Frank. His sign out front beckons “Today – Sharon!” as she and Ernie leave me to go on to her afternoon and evening engagements. Already the parking lot is filling up with men who have been waiting for another chance to have me suck their cocks or offer them my sissy pussy. I’m usually brought here a couple of times a month, and Frank makes good money when men know I am available. So my job begins, and I am happy that I can be so productive for my Mistress. It’s the least I can do for the life she has allowed me to have. For the next 12 hours, I am sodomized repeatedly and without any let-up. I swallow quarts of cum and occasionally some piss as some men take advantage of the opportunity to use a sissy as crudely as possible. Frank doesn’t mind. He doesn’t have to bother to give me any breaks or bring me something to drink because he knows I’ll get enough fluid in the course of my time in the booth. He just wants to keep his customers happy and coming back for more.

In the early morning hours, Ernie arrives to take me home. He and Frank watch as I carefully consume the contents of the trough, licking up the cum and urine that has collected there. “She’s a good little cum dump, isn’t she?” Ernie says. “The best! Better than any woman, as far as I’m concerned,” Frank replies. “She’s a natural cocksucker and has a great, tight ass,” he continues. “I sometimes slip in and fuck her myself,” Franks says with a laugh. “When there’s a lull. That didn’t happen today, though. It was constant, once the word got around that our little Sissy was in the back, I had ‘em lined up! You tell Angela she can expect a nice chunk of change this week!” I hear all this as if in a dream. I’m exhausted, and my stomach is full of semen and urine. All I want is to curl up on my smelly mattress and sleep for a few hours. Ernie doesn’t bother to let me dress. He clips the leash to my collar and drags me out to the car in my underwear, putting me into the cavernous trunk of the car. After 12 hours of use, I smell, and Mistress doesn’t want the inside of her car smelling like used pussy. The ride home goes quickly, and I’m taken to my little room where I quickly fall asleep, the taste and smell of cum and the sensation of cocks sliding in and out of me filling my dreams. I’m in sissy heaven.

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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....

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...

3 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...

2 years 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...

3 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...

4 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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