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Sissy Stepdad

Chapter I

Daaadddeeeee!" the shrill voice of my stepdaughter called.  "Get your sissy ass up here!  I have a clean-up job for you!"

Shit.  As if having to clean the house while wearing a red lace panty and bra set with six inch stiletto heels, and a butt plug shoved up my ass wasn't bad enough.  I knew she was in her bedroom with some boy, and also knew exactly what the "clean-up job" would be.  Just like all the other times. She'd just been laid, and I was going to lick the cum out of her pussy, and then suck her lover's cock clean.  If I was lucky, that's all I'd end up doing.  Fuck. Again.  I climbed down from the step stool and laid the feather duster I had been using to clean the tops of the window sills down.

I struggled up the carpeted stairs, teetering precariously on the ridiculous heels.  As humiliating as my situation was, I could feel my hairless cock straining within the confines of the tiny, hard plastic case locked around it.  Perhaps, I thought, she might unlock it for a few moments and allow me to jack off, if I pleased her.  At least, I hoped so.  Probably not, though, since she wasn't exactly pleased to find stubble around my asshole arms during this morning's inspection.  I could still feel the burning on my ass cheeks caused by the beating she gave me with my own belt, while I stood bent over with my legs apart, my lips on the inner rim of the toilet seat.  She insisted that I remain hairless, except for my scalp, eyebrows and eyelashes.  Entering her room, I stood in the doorway and curtsied, wincing when the cock cage whacked against my thigh.  Then, kneeling, I addressed her.

"Yes, Miss?" I said, my eyes focused on the floor, submissively.  "How may your sissy slave boy serve you?" I recited, already knowing the answer. My mixed-race stepdaughter - the product of an African-American father and an Asian mother - pointed to the creamy mess covering her curly black pubic hair and motioned me over with a perfectly manicured finger.  I knew better than to hesitate, and immediately knelt at the foot of her bed, lowering my head between her muscular thighs.  Sometimes she wanted me to work from the outside in, circling around and lapping at her thighs and belly on my way to her cum-filled snatch.  This time, she just grabbed a handful of my long, recently permed and frosted hair - I'd not been permitted a haircut since she began dominating me - and shoved my face forcefully into the cum-clotted mess of her pubes.

Her latest boyfriend looked on in amusement.  He couldn't have been more than sixteen; young and muscular, just like all the others.  So many of the others.  The only real difference was this one was blond; Stephanie's dates tended to be Black or Hispanic of late.  He was naked, cum glistening on his still-turgid cock.  Nine or ten inches, I quickly estimated.  I doubted I'd be able to take it all in my mouth.  I hadn't yet learned to deep throat, even after six months of humiliation at the hands of my stepdaughter and her suitors.  He was probably inexperienced, too, so might cum quickly if I had to suck him off. 

"Is your slut any good?" he asked, taking a moment to flick his finger against the cage surrounding my cock, causing me to flinch.  "Very cute, by the way," he laughed. "I think the look suits her."  Except for my head, I was completely, permanently hairless.  She said it would make the tattoos she had planned easier; so far, there was just one - the word "sissy whore" in lower case letters on my left ass cheek.  Heavy mascara and bright red lipstick only made me look more hideous, I felt, but even that wasn't as bad as the professionally done finger and toe nails.  Bright, florescent pink, with a single letter on each digit spelling out "panty slave."  I could hide the tattoo with clothing; I could remove the makeup; but if I ever I went out in public - that hadn't happened yet, but would soon - everyone would be able to see my fingernails. 

"She's fair.  I've been told she's a better cock sucker than a cunt lapper, but that's probably because she's a latent faggot, you know," she replied, pushing my head lower, towards her thighs, forcing me to lap up the fluids that had dripped there.  She was referring to me as though I wasn't even a man.  In a sense, I suppose she was correct.  It had been so long since I'd felt like one, it didn't really matter.  All I was now was whatever my stepdaughter wanted me to be.

"She's getting better, but she still makes mistakes," she continued.  "Just last weekend, for example, she fell asleep while I had her servicing a few of my friends.  I had to punish her for embarrassing me."

A few friends, hell, I thought to myself, not missing a beat with my tongue.  Twenty-six couples, and before I even got to the first woman, I had to take each of the men up my ass or suck them off.  Some wanted both; ass first, of course. Shit.  Of course I was tired.  I'd sucked and fucked for over six hours before my semen-covered face was shoved into that first sweaty, smelly, hairy cunt.  My tongue gave out on the eighth pussy.  My lips and tongue were so swollen by then that I could barely do anything with them.  That didn't matter to Mistress, though.  She beat me bloody, then still made me lick the rest of the women until they came on my face.  The welts still hadn't healed.

"It seems your sissy has a hard-on, babe," he said.  "Not that you'd really notice, though, huh?  Tell me, slut, does it get any bigger?"

"Sir," I said, reciting the humiliating words Stephanie had imbedded into my brain, "The panty bitch's useless wee-wee never gets any longer than four inches, unlike your beautiful cock, sir.  Sir, may I suck your cock, please?  I love having a long, hard cock in my mouth," I recited with a faux tone of excitement in my voice.  They were all lies, of course; I wasn't exactly well-endowed, but when hard, was a full eight inches long, and sucking cock was far from what I really wanted to do, ever.  I hated the humiliation of being forced to suck cock even more than licking the fresh semen from my stepdaughter's cunt, but I knew from experience what Mistress Stephanie could do to me if I ever disobeyed.

"That's enough, slut," she suddenly said, roughly shoving me off the bed with a stocking-covered foot. "Go clean Bobby's cock.  He's going to be late for class if you don't hurry up, and if he IS late, I'm going to let HIM take it out on your ass!"        

I crawled across the carpeted floor to the young teenager and knelt at his feet.   Keeping my hands at my side, I took his drooping cock into my mouth, being careful to not touch it with my teeth.  I knew Mistress would ask him if he felt my teeth, and if he said yes, I'd be beaten again.  I could taste Mistress's cunt on his cock as it began to harden in my mouth.  Shit.  That was the last thing I wanted.  Now I was probably going to have to suck him off, too.  I was wrong, but that didn't make things any better.  They quickly got worse for me.

"Don't cum in daddy's mouth, lover boy," she said, assuming a position on her hands and knees.  "Once she gets you hard, climb up here and stick that beautiful tool of yours up my ass.  She's never sucked cum out of my asshole before, and I want the slut to get a taste of it right now."

"Actually," he said with a leer, "I've never butt-fucked a faggot before.  How about I just take the bitch in the ass?  You and I can always fuck later."

"You know, I think she'd really like that.  Yes, I think so," she commented, then turned towards me.  "Get up here, bitch, and get that scummy tongue of yours to work.  Get my asshole nice and clean."

Fuck, I thought, as I got up from  my position at the foot of the bed, what else could happen?  As I lowered my face to her ass, I felt strong hands on my ass, spreading my butt cheeks painfully. 

"She does have a cute ass," he commented offhandedly, shoving his thumb up my shitter.  "I like the way you've marked her up.  Mind if I do the same when I'm done?"

"Feel free," she replied.  "There's a selection of whips in her bedroom.  Oh, and she really enjoys the taste of a shit-covered cock, too, so you won't have to bother getting cleaned up afterwards.  Just let the slut take care of it."

As he slowly entered me, I could only grimace, knowing that even a quiet moan would result in a beating. I wasn't like I'd never taken a cock up my ass before, but never before without lubrication.  As the familiar pain began shooting up my spine, I heard the click of a camera, and Stephanie's voice.

"You know, he's only fourteen.  He'll be in your class next semester, too." 

"That's right, Teach!" he said, thrusting deep inside my bowels.  "You got four years to make sure I'm class valedictorian!"

I was the head of the high school social sciences department.  I was so fucked!

************

I guess it was bound to be my fate, though.  I've always been a wimp.  I wasn't a sissy until high school, though.  Sure, I'd always been a loner who never stuck up for himself, but it wasn't until my sophomore year that things changed for the worse.  Or better, depending on your point of view.  Even 20 years later, I'm still undecided on that point, but I can still remember the day it all started.

I was sixteen years old, with a terminal case of raging hormones so typical of teenagers.  I was envious of the football stars and others who always had one beautiful, short-skirted thing after another hanging on their arms.  I knew they were off-limits to the likes of me, however, but that didn't keep me from lusting after them.  Or touching, when the opportunity arose.

You see, the school I went to was overcrowded by half, which meant the hallways were virtually always shoulder-to-shoulder between classes.  It also meant the "invisible" kids like me could live in relative anonymity.  It also meant it wasn't uncommon to have bodies pressed up against other bodies, so I would try to surreptitiously bump my groin against some girl's butt, or press my arm into her breasts, sometimes even copping a real feel.  Once in a while, I'd flick at the hem of a mini-skirt, or even rub the palm of my hand against a satiny-smooth thigh.  One morning, I went even further.  The girl I targeted was someone I'd lusted after for nearly two years.  I didn't even know her name, but she had long, blonde hair and legs that seemed to go on forever.  We were walking towards each other in the crowded corridor, when I quickly slipped my hand between her thighs, cupping my hand and shoving it upward into her pussy, and just as quickly pulling away as I passed behind her.  The whole thing took just a fraction of a second, and I was gone.  I never even looked back, as though I was oblivious to what had just transpired.  I was probably five feet away before she finally let out a loud gasp, almost like a squeal.  I knew I was safe, though, as I walked away in the shoulder-to-shoulder crowd.  There was no way she could have identified the person had felt her up.

I was wrong.

.

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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-...

2 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...

2 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...

1 year 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...

3 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...

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...

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