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Chapter 15
by johnmary56
What's next?
Week 1: Thursday, 6th Dec 2029, Night
The night settled early over the arcology, thick and still, as if the world itself held its breath. Our plan was in motion. But here, in the side chamber off my office, I had a more intimate design in mind. The kind that couldn’t be scheduled.
Tonight, Lisa’s true induction begins. I want to see how Utopian Orphanage programming holds up against my brand of slaving.
So I rest on the edge of the bed.
Before me was Lisa, kneeling in textbook posture. Back arrow-straight. Shoulders poised. Hands folded precisely on her lap. Her knees parted just slightly.
To my left, Jennifer mirrors her. She kneels with practiced grace, lips parted slightly, eyes half-lowered.
At the far corner, Yoko lounges, hoodie slipping off one shoulder, one leg draped over the chair arm, tablet in hand. I told her she could have the night off. She said nothing and showed up anyway. She’s still monitoring Vivien, barely. Her eyes flick between surveillance logs and Lisa’s thighs.
"May I begin?" Jennifer asked, her voice calm and natural. Today she held the reins. I'm present only as an observer. I needed to know if Jennifer could instill my brand of obedience without my hand guiding hers.
"You may," I answered.
Jennifer didn’t look at me again. She turned to Lisa with the ease of command slipping into her bones.
“Do you know why we kneel in this position, Lisa?”
Lisa’s voice was quiet, careful, calibrated to her lessons.
“Because it exposes my breasts and vagina for the Master’s use, Mistress Jennifer.”
A beat of silence. Jennifer’s correction was smooth, but cutting.
“Close. But not too one dimensional. The exposure is important, yes. But the angle matters. This posture lowers the body, physically submitting it. When your eyes are cast downward, your field of vision narrows. It builds anticipation. When you look up, you see your Master from below. That view creates psychological submission.”
Lisa swallowed, a hint of blush creeping up her neck.
Jennifer’s tone dropped an octave.
“Have you sucked a cock before?”
“Not an actual cock, Mistress Jennifer. Only a dildo, for training.”
Jennifer smiled, not kindly.
“Demonstrate.”
She slid to the left, reaching beneath the bed. The sound of leather dragging over tile was deliberate. When she rose again, she held a training dildo, long and thick.
She placed it upright on the cushion beside my hip.
“Show me what you've learnt”
“Yes, Mistress.”
Lisa crawled forward, knees tapping lightly against the tile in even, practiced rhythm.
She parted her lips. Her breath hitched once, then her throat opened, and she plunged.
Slchhh... slchhh... slchhh...
Half the length disappeared in a single drive. Her jaw yawned wide, her eyes stayed downcast.
Her cheeks hollowed immediately. Tongue pressed tight. The shaft shone wet before the second thrust even landed.
She sucked hard but not sensually, picking up the pace, fast and aggressive
Hk...slhkk...glk...glhkkk...
Her throat fought her by the third cycle, gagging lightly, but she **** herself down harder. Her nose mashed against the base.
Spit sprayed. Her lungs strained, her face flushed and her entire body trembling.
Then came the tears, involuntary weeping, saline streaks spilling from the corners of her eyes.
"Stop," Jennifer said, her tone cutting clean through the wet chorus of Lisa’s **** sucking.
Lisa froze, eyes wide, lips clinging to the base of the dildo with threads of spit stretching from tip to chin. Her breath came in short, heated bursts, her jaw quivering from exertion, her throat raw and glistening.
"Why did you choose to suck like this?" Jennifer asked.
Lisa’s voice trembled with both shame and certainty.
“Because… because my mouth is just a hole to be fucked, Mistress. And a hole’s ability to take dick long and hard reflects its usefulness.”
I couldn’t help but smile. Crude. But not wrong. The new world operate in rewarding performance, and Lisa had clearly absorbed that truth. Her method may be unrefined, but the intent, to serve, to please, to be used, was sincere. Misguided, but sincere.
“You impress me, Lisa,” Jennifer said, mirroring my smirk. “Master told me the Utopian Orphanage emphasized sexual theory. I wasn’t expecting such… aggressive practice.”
She glanced at me, then leaned closer to Lisa, her voice dropping to something almost conspiratorial.
“It’s the first real cock you’re going to suck. And I’m sure Master wants it to be enjoyable for you… am I right, Master?”
I studied Lisa, kneeling, flushed, lips red and glistening, chest heaving.
“If you enjoy being face-fucked, I can accommodate,” I said. “But I don’t think you actually do.”
Her answer was automatic.
“I enjoy whatever pleases you, Master.”
A little too obedient.
“I value your honesty more than your blind obedience, Lisa.”
There was a pause.
Her voice came smaller, but truer.
“I… I was only taught to suck cocks like this, Master. I don’t know any other method.”
Poor girl. Efficient, functional, joyless. Product of an educational system that taught the body like a machine, holes to be filled, schedules to be met. Not a second spared for joy or intimacy. Given their customers are mostly brothels, I guess fast and blast meant more customers and more profit. What a customer driven product.
“Jennifer,” I said, unfastening my trousers, my cock springing free into the open air. “You’re up.”
“Yes, Master.”
She shifted beside Lisa and guided her forward, positioning her perfectly between my legs.
“Hands behind your back,” Jennifer said.
Lisa responded instantly, wrists tucked neatly behind her. Jennifer seized them in one hand, firm and possessive, while her other cupped Lisa’s chin, fingers sliding across spit-slick skin.
“Follow my rhythm. Suck when I say. Move when I move. Understood?”
“Yes, Mistress.”
Jennifer brought her close, close enough for Lisa’s breath to brush against the tip of my cock. She pressed Lisa’s face in front of it.
“Open.”
Lisa parted her lips, tongue out, waiting. Her cheeks were still flushed, eyes glassy.
“Look at your Master.”
Lisa’s gaze rose, uncertain but obedient. Wide blue eyes met mine.
“Ask.”
“Permission to suck your cock, Master.”
“Did I say you could close your mouth?”
“Mah… ah… sah yah cah, Mahstah…”
I let her strain for a second. Her mouth wide, breath caught, tongue still flat against the underside of my shaft.
“You may.”
Jennifer’s fingers guided her. Lisa moved slowly this time, letting my cock slide onto her tongue, not into her throat. Her lips wrapped around the tip.
Jennifer spoke soft, but commanding.
“Seal your lips. Suck. No movement yet. Just hold it, let him feel the warmth and dampness of your mouth.”
Lisa obeyed.
Her cheeks pulled in just slightly. My cock throbbed as the warm vacuum of her lips enclosed the tip.
Jennifer let her hold it. Just the head, wrapped tight and motionless, like her mouth was made to be there.
“Now breathe through your nose. Three counts. Moan softly on each exhale.”
Lisa did.
Inhale. Exhale.
“Hnnh...”
Inhale. Exhale.
“Ahhh...”
The vibrations tickled up the shaft.
“Good. Now down. Slowly”
Jennifer’s grip guided her, inching her forward, her tongue sliding under the curve. Lisa obeyed, perfectly in sync.
“Stop. Hold. Moan again.”
Lisa trembled. The moan came shaky now.
“Now up. Off the tip.”
Lisa pulled back, lips dragging slowly. Her eyes never left mine.
“Again. Down. Slightly deeper.”
Jennifer built a rhythm with her, inch by inch, until Lisa had half of me in her mouth. Still no ****. Still no gag.
But her lips glistened, her jaw flexed, her breath ragged with restraint.
Slrrchh...
This time the sound was softer, wetter, slower. She let her tongue swirl on the way down. She moaned without instruction.
Jennifer pulled her back, then pushed her again.
Slchh... slrrck... ahhnn...
I rested a hand lightly atop Lisa’s head. No pressure or grip. Her pace increased, still slow, still shallow, but deeper with every cycle.
“Now... don’t pull off,” Jennifer said softly. “Use your tongue. Circle around the slit.”
Lisa whimpered softly and obeyed. I felt the heat of her breath, the wet glide of her tongue over the head, teasing me like she’d never been taught.
Jennifer whispered again.
“Now go deeper. Not to ****. Let him fill you.”
Lisa slid down again, and this time, when her lips touched my base, there was no thrashing, no gasping.
Just a moan. “Nnnhh—M-Master...”
I exhaled slowly, fingers tightening in her hair. Lisa whimpered, soft and shaky. She began to move, head rocking in slow, submissive waves.
Jennifer released her grip on Lisa’s chin, her touch gliding downward along the girl’s trembling frame until it found her wet and ready cunt.
Jennifer’s fingers moved in slow, teasing strokes, matching the rhythm of Lisa’s mouth. Each time Lisa descended, Jennifer’s fingers circled her clit. Each upward pull of lips brought a stroke down between soaking folds. It didn’t take long for Lisa to understand. The faster she sucked, the faster Jennifer stroked.
Lisa’s breathing hitched. Her pace picked up—slchh... slchhh... slchhkk...—her mouth now working greedily, like orgasm was hiding somewhere at the back of my cock.
Her eyes never left mine. She moaned around me, long, muffled cries that vibrated through her throat and into my flesh. “Mmmhh—nhhnn—haaahk—” Every sound was ****, not for air, but for reward. For release.
“Feel him, Lisa… He’s close. Don’t stop. Take it. Show him you’re ready to be filled.” Jennifer whispered just beside her ear.
Lisa moaned again, louder this time, her throat tight around me, suction deep, tongue swirling as if she could milk the climax out of me by will alone.
My cock throbbed. One sharp intake of breath, one final clutch of her hair, and I released into her welcoming mouth.
The first spurt hit the back of her tongue. She didn’t flinch. Didn’t pull away. Her lips locked down tight. She swallowed instantly, instinctively, a raw “nnnhh—gllk—gllk—” bursting from her as my cock pulsed again, and again.
I held her there. Breathing hard. Eyes locked.
Only once the tremors passed did I loosen my grip.
Lisa pulled back slowly, chin dripping with spit, lips swollen, tongue still out.
She panted once, then looked up at me, eyes wide and dazed.
“Thank you, Master,” she whispered, voice wrecked.
I reached forward, thumb stroking across her bottom lip.
“Don’t keep it all to yourself. Share your spoils.”
Lisa turned toward Jennifer who met her halfway. Their mouths met, slow, breathless. Lisa parted her lips and offered what lingered, swapping what she’d claimed so greedily, surrendering her taste of me like tribute.
Jennifer accepted it eagerly, tongue dipping past Lisa’s lips, then pulling away with a soft hum of satisfaction.
“Delicious,” she whispered.
Her hand was still buried between Lisa’s thighs.
“May I, Master?” Jennifer asked, fingers stroking slowly.
I nodded once. “She’s earned it.”
Jennifer pressed in deeper, two fingers now, circling and curling, thumb pressing against Lisa’s clit in rhythmic pulses. Lisa gasped, thighs twitching, hips jerking against the touch. Her eyes rolled back, her mouth opened in a sharp, **** moan.
Jennifer kissed her again, biting at her lip, swallowing the sobs as Lisa’s body jerked, knees slipping on tile, orgasm crashing through her like a current let loose.
She cried out into Jennifer’s mouth, “Nnhhh—f-fuck—Maahhhsterrr—!”
Jennifer held her the down, easing her through the tremors, fingers slowing only when Lisa sagged forward, spent and wet, breath ragged against Jennifer’s chest.
Their bodies slumped together, cheek to cheek, slick thighs pressed, heat still radiating.
And I sat back, cock glistening, hands relaxed.
"Class dismissed."
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Free Cities Story
Loosely based on Free City Game
A man finds himself in a world very much like a game he's played.
- Tags
- harem, free cities, maledom, Royal Blood, sissies, Bondage, Future Societies, cuck, humiliation, sissy, femdom
Updated on Jun 3, 2025
by johnmary56
Created on Dec 5, 2024
by johnmary56
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