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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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