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Chapter 16
by johnmary56
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Week 1: Friday, 7th Dec 2029, Morning
07:30
I woke to Yoko’s mouth on my cock. Likely a protest for excluding her from last night’s lesson. She always declared herself the best cocksucker I owned, and it wasn't a false statement. She had a way of swirling her tongue when taking the whole length of my dick. I consider her flexible tongue a result from all the lollipops she sucked when she was hacking stuff.
“Good girl. Up and hungry for your morning milk,” I rumbled, fingers tangling in her hair as she bobbed earnestly. “Here comes breakfast,” I teased, letting go, my cum spilling hot into her waiting mouth.
She swallowed with a contented slurp, licking her lips with exaggerated showmanship.
Mornings like this needed to be a regular occurrence. The thought drifted lazily across my mind as I swung my legs out of bed. Maybe it was time to formally assign morning duties. Once I had more slaves, a proper rotation would be my top priority.
As I tugged on my pajama bottoms, I turned to business. “How’s Vivian?”
Yoko wiped the sleep and spit from her chin, stretching like a satisfied cat. “Well, I’ve got good news and bad news.”
“Bad news first,” I prompted, bracing for nonsense.
“She’s inexperienced, sure. But her mother’s got connections, and she’s not stupid. Her cargo’s secured with a top-tier security detail this time. I doubt Mikhail has enough firepower to raid her goods outright.”
“And the good news?” I asked, tugging on a shirt.
“Vivian told the security company it’s her private business. They’re not expecting trouble, so they’re sending a newer team. But even with Mikhail’s recklessness, this firm’s reputation might be enough to deter him. We’ll need more leverage if we want him to risk it.”
Mikhail I can handle, my real risk was the security company alerting Vivian’s mother if anything went sideways. I can't have her in the picture, at least not yet.
“I’ll handle Mikhail,” I said. “But you keep eyes on Vivian’s mother. If she even sniffs something off, we stall our plan for Vivian.”
Yoko nodded thoughtfully. “Her personal security is ironclad. She might figure out someone is watching her, only promise I can make is that she won't trace it to us. But I can tap her contacts inside the firm, if there’s trouble, we’ll get warning.”
“That’s good enough. Dig into Mikhail’s debts. I want a list of every bastard who’d break his kneecaps for a stack of cash. Since credit is abundant, we can turn their short term investment into huge upsides, as long as they can secure the cash investments that is. We might even make some friends along the way.” I said.
"Also Get Lisa here, I need her to be the messenger."
09:30
Lisa appeared not long after. Yoko sprawled on the sofa with me, her lap pillowed under my head and her fingertips playing lazy circles on my scalp as I scrolled through the names of Mikhail’s creditors.
I flicked a few names aside, keeping only the most ruthless and greedy. “Lisa, send them an offer, big money up front, quick turnaround, fat returns. I want them breathing down Mikhail’s neck. ”
She nodded crisply.
I stretched, letting my hand drag up Yoko’s bare thigh. “Then draft an email to Mikhail, tell him I want his entire slaving business, simple as that. Use your name, not mine. Offer to buy, but go low, way under market.”
“Yes, Master.” Lisa tapped rapidly, voice clipped and efficient.
The apartment grew quiet. Yoko’s nails danced lazy spells on my skin. I could have dozed for hours, but maybe twenty minutes later, the office phone rang and she shot me a look. I flicked my fingers, signaling her to answer and put it on speaker.
“Moxie speaking,” I droned, not even bothering to open my eyes.
A harsh, gravelly voice spat into the room, thick with arrogance. “Think you own the place, huh?”
I yawned. “Who is this?”
“Mikhail. I'm the one running things. Play stupid, play cute, but don’t forget: your penthouse isn’t a fortress. I can make your life hell, and I don’t need an invitation.”
I snorted, feigning boredom. “You’ll have to be more specific. I don't think I know a Mikhail. Let me check with my secretary.”
I left him on hold, dead silence, just long enough for the rage to simmer. Five minutes. Ten if I felt cruel, but he wasn’t worth more.
Picking up again, I let my voice ooze icy politeness. “My apologies. My secretary Lisa sent you that email. I'm starting up a slaving venture in the arcology and she thought buying your little enterprise might speed things up. I’ll punish her for her naivety.”
A grunt, barely stifling his offense. “That’s not going to cut it. You want to make things right? Send her over tonight. I’ll show you how a real man breaks in a ****. Maybe let you watch, if you’re willing to show up naked with your cock locked in a cage.”
I laughed, slow and unbothered. “You’ve got the wrong impression, Mikhail. Your shoddy operation isn’t worth half of what Lisa offered. Frankly, I’m disappointed, my slaves know not to waste their time on people this irrelevant. Don’t worry. She’ll be punished alright, you're welcome to jerk off fantasying about it though. I won't judge,”
I then signal to Liza to cut the call, rolling my head to catch Yoko’s eye.
“Keep tabs on that idiot."
She grinned, her nails tracing slow, delicious patterns lower and lower. “Already on it. He won’t take a piss without me knowing.”
I smiled, savoring the warmth of her skin and the gleam of anticipation threading through the day’s chaos. The trap was set.
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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.
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- 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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