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Chapter 7
by
Hi101
What's next?
Go and see another teacher
The hallway of the **** school is quiet, the sound of your footsteps and Lily's soft soles echoing off the polished floors. She walks half a step behind you, hands clasped at her waist, her high ponytail swaying with each step. The shiny aqua skirt rides up with every stride, the hem barely containing the curve of her ass, and you catch glimpses of the garter belt straps against her tights.
You reach Mr. Harrison's door—number 47, a corner room with heavy oak panels. A small brass plate reads HARRISON, R. - ENGLISH LITERATURE & **** ETHICS. You don't bother knocking. You turn the handle and push the door open.
The room is larger than yours, with tall windows letting in soft afternoon light. Bookshelves line one wall, but the desk has been pushed to the side, and a thick mat has been laid on the floor in the center. Mr. Harrison—a broad-shouldered man in his forties with grey-streaked hair and a neatly trimmed beard—looks up from where he's seated in a leather armchair. His cock is out, thick and fully hard, gleaming with spit and precum.
Kneeling between his spread thighs is Chloe.
She's a small thing, smaller than Lily, with dark curly hair tied in two low pigtails and a dusting of freckles across her nose. Her uniform is in disarray—white blouse completely unbuttoned, revealing her small tits with nipples that are red and swollen from pinching. Her tartan skirt is hiked up around her waist, and she's not wearing any panties. A thick chrome anal plug with a heart-shaped base is nestled between her ass cheeks, and her pussy is slick and glistening, her thighs wet.
Mr. Harrison smiles when he sees you. "Headmaster. I was wondering when you'd stop by. Chloe and I were just in the middle of a lesson."
"Don't stop on our account," you say, guiding Lily into the room. She follows obediently, her eyes flicking to Chloe for a moment before dropping to the floor. "I thought Lily could use some social time with another student. We'll just observe."
You settle into a second armchair that Harrison gestures to, positioned perfectly to view the mat. Lily kneels at your feet immediately, her hands resting on her thighs, her back straight. You reach down and run your fingers through her blonde ponytail, then let your hand rest on the back of her neck.
Harrison turns his attention back to Chloe. He reaches down and grips her chin, tilting her face up to meet his gaze. "Where were we, pet?"
"Face-down, sir," Chloe says, her voice small but steady. "Ass up."
"That's right." He releases her chin and leans back. "Show the headmaster what you've learned. Slowly."
Chloe lowers herself to the mat with practiced grace, pressing her cheek to the woven surface. She pushes her hips up, arching her back until her ass is raised high in the air, the plug glinting obscenely. Her fingers spread wide against the mat, and she waits, trembling slightly.
Harrison stands and moves behind her. He runs one hand down the curve of her spine, over the swell of her ass, then wraps his fingers around the base of the plug. He twists it gently, and Chloe gasps, her fingers curling against the mat.
"Count," he says.
"One," she breathes.
He pulls the plug out slowly, watching her asshole stretch around the widening bulb. When it's almost out, he pushes it back in with a wet sound. She moans.
"Two."
Again. Out, then in.
"Three."
By the time he reaches ten, Chloe's legs are shaking, her pussy dripping onto the mat, and her moans have turned into soft, **** whines. Harrison leaves the plug halfway out, the thick ring of her asshole gripping the narrowest part of the stem.
"Good girl," he says, his voice warm. "Now stay like that while I use your mouth."
He positions himself in front of her, his cock at the level of her lips. She opens her mouth without being told, tongue extended, and he feeds himself into her wet heat with a satisfied groan. He doesn't fuck her face—not yet. He lets her work the head, licking and sucking, her hands still planted on the mat, her ass still raised.
You watch the scene unfold, your hand sliding from Lily's neck down to her shoulder. She stirs, sensing your attention, and looks up at you with those big blue eyes.
"Stroke my cock," you say quietly, your hand moving to unzip your trousers. "Slowly. I want to watch."
Lily's fingers find your cock, already half-hard, and she wraps her small hand around the shaft. She begins to pump slowly, just as you taught her—thumb tracing the vein, wrist twisting on the upstroke. Her other hand cups your balls, massaging gently.
On the mat, Harrison has begun to thrust into Chloe's mouth, his hips rolling forward in a steady rhythm. Her throat accepts him without protest, her nose pressing against his pubic bone with each deep stroke. But her ass stays raised, the plug still perched halfway out, her body trembling with the effort of holding the position.
"Tell me about your day, Headmaster," Harrison says between breaths, his voice casual, as if he weren't fucking a ****'s throat. "Any interesting new enrolments?"
"Three new contracts this week," you reply, leaning back as Lily's hand works your cock. "A pair of sisters from the merchant district—twins, Their owner wants them trained together, shared discipline. And a redhead from the northern provinces, very well-bred, but she needs attitude correction. Apparently she bit her last trainer."
Harrison laughs, pulling out of Chloe's mouth with a wet pop. She gasps for air, drool and precum stringing from her lips to his cock. "Bit him? I'd love to see the damage report."
"Lost a decent chunk of his thumb. She's been in isolation for three weeks. I'm starting her reconditioning tomorrow." You nod toward Chloe, who's still holding her position, her face flushed and wet. "Chloe seems to be coming along well."
"She's a natural eager learner," Harrison says, gesturing for Chloe to turn over. She obeys immediately, rolling onto her back and spreading her thighs wide, her pussy open and slick. "Aren't you, pet?"
"Yes, sir," Chloe says, her voice hoarse. "I live to serve."
Harrison kneels between her legs and guides his cock to her entrance, rubbing the head through her wet folds. She whimpers, her hips twitching, trying to push against him.
"Ask nicely," he says.
"Please, sir. Please fuck my cunt. I need it."
He slams into her in one stroke, and she cries out, her back arching. He doesn't give her time to adjust—he sets a brutal pace immediately, his balls slapping against her ass, the plug shifting with each thrust. Her tits bounce, her pigtails splayed across the mat, her mouth open in a silent scream.
You watch, your own cock throbbing in Lily's hand. She's sped up slightly, her grip tightening, and you let her—you're close. The sight of Chloe being fucked raw, her legs wrapped around Harrison's waist, her fingers digging into his shoulders, is exactly what you needed.
"Lily," you say, your voice low. "I'm going to cum. Where do you want it?"
She looks up at you, her blue eyes bright with arousal. "On my face, sir. Please. I want to wear it."
You grip the base of your cock and let her finish you with her hand, your hips bucking as you spill hot ropes of cum across her cheek, her nose, her lips. She catches the last few drops on her tongue, licking your head clean, then sits back on her heels, her face glistening.
"Thank you, Headmaster."
You reach down and smear the cum across her cheek with your thumb. "Clean yourself up. I want you to join Chloe on the mat."
On the mat, Harrison has flipped Chloe onto her stomach, pulling her hips up and driving into her from behind. The plug is still in place, and each thrust pushes it deeper, making her gasp and moan. He reaches around and presses his fingers against her clit, rubbing in tight circles.
"Cum for me," he orders, his voice strained. "Now."
Chloe's body convulses, a strangled cry escaping her throat as her orgasm rips through her. Her pussy clenches around Harrison's cock, and he groans, burying himself deep and spilling his load inside her. He stays there for a moment, breathing hard, then pulls out, his cum leaking from her swollen cunt, dripping down her thighs.
Lily rises and moves to the mat, kneeling beside Chloe. The two girls look at each other—Lily's face still sticky with cum, Chloe's thighs wet and open—and then they turn to their respective masters, waiting for instructions.
"You wanted them to get to know each other," Harrison says, settling back into his chair, his cock softening. "What did you have in mind?"
What's next?
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school
Girls who learn to obey
You own and are the headmaster to a school , from the outside it would look like a regular private school However it is dedicated to education of girls. Wealthy clients like their slaves to receive a formal education as well as being taught how to service cock. The girls are made to wear a uniform, knee high socks or tights , small skirts barley covering their asses either pencil or tartan classic school girl skirt depending on the owners request , blouses unbuttoned showing their cleavage well. are permitted to wear underwear however it must be at maximum a thong and some clients request that their girl wear nothing but an anal plug all day. Teachers are allowed to pick a “teachers pet” which the poor girl is required to stay under his desk and suck the teachers cock through the lesson or sit on their lap being fingered. Teachers pets can be also taken home to personal rooms at the end of the day. Lessons are a mix of traditional education or can be sexual and obedience training where teachers will commonly subject their pet to being used as a demonstration model made to be displayed on all fours on the desk for see or even touch.
Updated on May 13, 2026
by Hi101
Created on May 4, 2026
by Hi101
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