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Chapter 21
by Testytesterton
Where do you go next?
Faculty Party
A cock in the hand is worth two in the bush. And you sort of trust Principal Kingpin after your frantic fuck. You put your hand back on his crotch and coo, "Okay, Mr. Principal, I'll be the teachers' pet tonight!" He starts panting again and you giggle to yourself, feeling a little cocky and thinking you might just be able to wrap the other faculty members around your finger just as easily.
"Yes...oh the sissy's worth it...trust me, you'll practically cum just from seeing which bitchy brat I found...of course you can bring it, you're paying for it...no, no animals, fucking health department is already on my ass...okay, well be there soon, she's not getting any younger." You listen for clues as to how many guests he's invited on his creeper conference call or who they are, but he keeps it vague enough that you only have more questions. You are feeling a lot less cocky, but to your embarrassment, even hornier as you imagine which lame losers and middle aged perverts are about to have their way with you. "Home sweet home. Let's go, slut. They'll be here soon and I want you to be ready."
You wonder if you might have made a terrible mistake coming home with your perveted principal, but it's too late to turn back now. You wonder how much more "ready" he expects you to get, but you don't have to wonder long.
"Don't get me wrong, I love the runaway sissy slut look, but I'd like to add some tweaks so the other staff members can work out their...uhm frustrations towards some of the student body. He hands you a school girl outfit even sluttier than the one Mommy had you wear. The top is slightly bigger than your tank top and the skirt is more like a pleated belt. You blush brightly realizing that everyone will be able to see your little clit and plump ass.
"Hmm not everyone is a fan of seeing the goods. Here, wear this..." he hands you a bright red silk g-string. Just enough to make a cute lil' pantied bulge of your clit while leaving your cunt protected only by a piece of floss-like fabric. He lets you keep the bra and torn fishnets as he thinks it adds to the naughty look. He finishes his "masterpiece of ass" with a blonde wig complete with pigtails. You would wonder what kind of weirdo has this stuff just lying around, but you know exactly what kind of weirdo he is. And people who live in glass whore houses shouldn't throw stones...
You slip into your outfit and preen and pout in front of the mirror while you wait for the other clients to arrive. You hate to admit it, but you have to agree with Principal Kingpin, the extra naughty schoolgirl look is a turn on. It takes some getting used to. This morning you were still so sure you wanted to fuck sexy sluts and naughty sissies like the coquettish cocktease in the mirror. Now, the more cock you take, the more you need, and looking at the Brat Bitch in the mirror just makes you wish you could watch them fuck the slutty smirk off your face...
"So where's the guest of dishonor...haha. I came up with that one in the car." Oh no...it's your corny English teacher, Mr. Keating. A pasty, paunchy balding boomer who wears actual tweed jackets and tries to make learning "fun" by making terrible jokes only he laughs at. You step into the parlor so he can see you and hope silently his dick is cooler than he is. "Shall I compare thee to a summer's day? You're hot!" He chortles pulling you on his lap as he sips on his drink. You feel a not unimpressive boner stirring in his pants as you grind your practically bare ass on him. You decide to shut him up and see if you can get it to grow any more impressive.
"Can I get a sip of that?" You purr drinking his last sip from his lips to his shock, and judging by his growing bulge, to his delight as well. You stick your tongue in his mouth and taste his boozy breath, feeling buzzed and bold as you taste the brandy on his tongue. Mr. Keating must feel the same way as he slips a hand under your bra and teases your aching nipple. Sipping your sweeter than brandy whimpers as the Principal answers the door.
"Christ on a cracker. Look at that eager little faggot. How come I don't see this level of enthusiasm when it's time to run laps?" Oh fuck. It's Coach Schneider! Built like a brick shit house with a buzz cut and a Tom of Finland mustache and with the personality of a brick shithouse. He lived to terrorize the wimps, the sissies, the faggots. He sure hit all three with you. He pulls you off Mr. Keating's lap and pulls you close to him, giving you a good whiff of his signature Old Spice and sweat stench. When he begins groping your ass cheeks, one in each of his huge hands, you find yourself leaning in to get a whiff of his heady musk. It's so humiliating to be getting felt up by such lame ass olds, and it's even more embarrassing to be getting so turned on by it.
"Hey! Did you assholes get started with out me?! Huh?! You think you can overlook me?!" It just keeps getting better. Mr. Court, the woodworking teacher, often called "the wood elf" for his diminutive stature, as usual has a chip on his shoulder and something to prove. He isn't even your teacher but he recognizes you from his role as Hall Gestapo. "Well I see this is one time you're not tardy. I guess we can get you to class on time if we offer hard cocks for you to suck!" He pulls out a long, wooden paddle from his dufflebag, stroking it and smiling and you can almost feel the sting already.
"Well, gentleman, if you would all hand over your $250 to this naughty little sissy school slut, we can get started. I'll put in my share and we can all do whatever we want to this whore until sunup. Mr. Court, you look raring to go. Why don't you get her ass 'warmed up'?" Coach Sneider leads you over to the sectional couch, which is covered in a plastic tarp, and has you bed over while everyone takes a seat to get a good view of Mr. Court paddling your plump ass.
"Fuck...look at that fine ass. You've been keeping this fine ass hidden away...what? You think it's too good for me? We'll see about that!" Yep. Definite little man syndrome. It's got to bug him that he's shorter than the sissy he paid to fuck, you just wonder how hard he's going to take it on your ass...
TWAAAAAACK
"Eeeeek!" You can't suppress a girlish squeal as the paddle lands on your soft ass with a clap of thunder and a stroke of lightning. You had thought you were used to getting spanked by now, but this is something new, something much more intense and...
SMAAAAAACK
"Yeeeeeeep!" Lightning strikes twice and you are squealing louder. You hear the low rumble of lustful laughter and you can feel the electricity in the air. Tears are streaming down your flushed face and your ass is throbbing in stinging agony, but you can feel the arousal emanating off the lame losers sitting around you, and you feel it seeping into your supple skin.
"Little whore! I can tell this is turning you on! Little...filthy...whore!"
CRAAAAAAAAAAACK
"Mooooooaaaaan" you feel the paddle splinter and snap in two as Mr. Court slams it down one last time on your well cushioned cheeks. The deviant debauchery of it pushes you over the edge, causing you to stain your silk panties with a small thin stream of sissy spurts. Mr. Court takes notice, flustered and furious as he undoes his jeans and pulls out his disproportionately long cock. He wastes no time with foreplay, forcing it in your well prepped ass and slamming it into the hilt. It's not nearly as thick as the Principal's or Daddy's, but he's thrusting so fast and deep that you can feel it hit your sissy g spot over and over.
"Oh gaaaaawd Mr. Woodelf! Your cock is OOOH taller than you are! You should put a AAAAH hat on it and let it teach shop." You giggle as your teasing makes him fuck you faster, the rage and lust pushing him to pound you deeper and harder, sending more jolts of erotic current coursing through you, making you seize up, spasm, contort, and climax as your sissy clit spurts in your panties...
"Little...NNNGH whore...UNNNH sissy...OOOOH slut!" Mr. Court fills you with impressive gushes of cum. He keeps fucking the cum back into you, sticky squelching spurts **** from your cunt by his long prick. You shudder and spasm as he finally finishes, spent for now and pulls out, leaving you leaking and longing. You don't have to wait long.
"I'm getting her next. Any of you faggots got a problem with that?" Couch Schneider slides down on the couch and pulls you over so your head is hovering over his gym shorts and his meaty paw can grope your freshly fucked ass. You try not to show your disappointment at the size of his cock, which is just a little bigger than yours, but to be fair it's still soft. You wonder why he isn't, but don't get to think to long as he says, "It's a grower, not a shower!" and forces your head down on his cock.
For the first few minutes, you are deep throating a stack of marshmallows. But then he starts fingering your cunt and you start squirming and whimpering around his cock. You guess he get's turned on by the sounds of squirming sissies, as he starts throbbing and swelling to a hard eight inches. You start having to practice your developing deep throat skills as he get's rock hard rigid the more you buck and burble from his skillful fingers in your sloppy cunt. You whimper, wondering why he keeps pulling his fingers out and pausing before pushing them back inside you. You look up pleadingly, hoping he'll stop teasing you, only to see him lifting creamy cummy fingerfuls of Mr. Court's seed from your sissy cunt!
"Mmmph Coumph, youph ssshoul juph ssssuph Mimpher Courmph's comph! You'ph geph mmmorr cumph!" Couch Scneider looks down enraged, but pretends he can't make out your manhood muffled proposition. Some shameful, secret part of him must like the idea however, as he floods your hungry mouth with his tasty seed. Without a word, he pulls you up into a creamy kiss. Less sharing the cum the way you had with Mommy, and more stealing it from your mouth with his greedy tongue. The rest of the staff seem used to ignoring sights like this so you pretend it's business as usual as well...
"I suppose that leaves the best for last." Mr. Keating cracks himself up again as motions for you to sit on his hard nine inches. Coach Schnieder slinks off to watch from the corner, nursing his rage with Mr. Court to get revved up for round two. "I will let this little pussy sing for her supper. Do you know, 'This little horsey?" You pick up on his oh so subtle humor and straddle him reverse cowgirl style, letting him sink into you, inch by throbbing inch...
"I don't mind doing all the work, teach. It must be hard at your age. We wouldn't want you to break a hip." You are starting to really getting into the role of bad mouthed bitch brat. It turns you on to tease the over the hill humps until they burst in frustration. You can tell Mr. Keating is struggling to come up with a witty rejoinder, but with the speed you're jerking his cock off with your ass, he can barely stammer much less soliloquize. "Come on, cornball, doesn't Milton have a pun about fucking sissies young enough to be your daughter? How bout you let your cock do the talking, splurt is funnier than anything I've ever heard you say!"
"Fuck! Cunt! Damn! Cum!" Mr. Keating reaches a rare eloquence as he grips your hips and begins pulling you down hard on his cock. He floods your cunt with his scholarly seed and sets off another sticky sweet sissygasm inside you. You slide off him and stretch on the couch like the cat that ate the cock. Your cunt gaping and oozing cock, your smug smirk smeared by the cock you've sucked. You don't know what perverse impulse has pushed you to tease these already tense men, but judging from their raging hard ons and the veins popping in their...foreheads, you are going to be in for a wild night.
"Alright gentleman, we've all had a turn. Now let's work together to show this troubled student some respect!" Principal Latimer gives them the go ahead and they are on you like wolves. Within seconds you have a cock in your mouth and two struggling to fit in your cunt. The Principal walks over slowly, stroking his cock and deciding where to fit it...
It's going to be a loooooong night.
Night into day...
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Becoming a bitch
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Eager, , or . One way or the other you are going to be made the bitch for real men to use.
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- Sissy, Gay, Crossdressing, Feminization, Hypnosis, Humiliation, Shemale, Transsexual, Chastity, Bdsm, Bondage, Domination, Sadism, Masochism, Schoolgirl, School, Bully, Cuck, Cum, Anal, Oral, Gangbang, Dp, Double penetration, First time, Prostitute, Prison, Porn, Pet, Pet play, Age play, Role play, Mommy, Daddy, Brother, Crush, Romance, Wife, Sph, Spanking, Dreams, Mind control, Nerd, Sold, Dungeon, Bimbo
Updated on Feb 19, 2025
by adventurousTNB
Created on Nov 28, 2019
by Testytesterton
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