All Chapters of The Underdog Turned Kingpin: Chapter 101
- Chapter 110
122 chapters
Chapter 101: When Queens Walk Away
The Underdog Turned Kingpin/Orion Steele
"You mean the rules and how it's played." It wasn't a question.Maria's heart skipped. "So they do exist.""Sugar, in this family?" Helena's laugh carried generations of carefully curated cruelty. "Everything exists. Question is – what's your angle in all this?""My angle?""Please." Helena's hand swept dismissively. "You've been feeding me intel for three years. Playing both sides like a concert pianist. You really think I didn't see your own game running parallel to mine?""Mrs. King..." Maria's voice wavered."It's like chess, ain't it?" Helena continued as if Maria hadn't spoken. "Every piece has its purpose. Even pawns. Especially pawns." Her smile promised violence wrapped in Versace. "The thing about pawns, though? Sometimes they're exactly where they need to be. Right in the enemy's path."Understanding gradually crawled into Maria. "You want to use me as bait.""Smart girl." Helena's approval carried poison. "See, our boy Mason? He's playing a longer game than anyone realizes
Last Updated : 2024-12-23
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Chapter 102: Beneath Saint Patrick's
The Underdog Turned Kingpin/Orion Steele
The old church stood like a guardian of stories untold, its gothic spires piercing Chicago's twilight sky. Saint Patrick's wasn't just another landmark—it was a confessional booth for the city's most dangerous souls. Mason Rivers knew this better than anyone.He'd arrived early, selecting a corner table that gave him full visibility of every entrance and exit. His contractor's days had him wired that way, even when he was playing the role of Leo King. The worn leather jacket he wore today wasn't designer—it was street armor, a stark contrast to the tailored suits he'd been flashing around lately.Mason absently traced the rim of his coffee cup, the steam curling up like the memories that haunted him. Each twitch of his fingers, every measured breath every micro-movement—survival instincts hardwired into his DNA. In this game, stillness wasn't weakness. Stillness was a weapon.The church basement reeked of old wood, stale coffee, and unspoken confessions. AA meetings and community gath
Last Updated : 2024-12-23
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Chapter 103: The Abyss Between Us
The Underdog Turned Kingpin/Orion Steele
Mason's laughter rang out, but it was hollow—a brittle sound that fizzled as it collided with the air. He leaned back, skepticism etched deep on his face. "Is that right? After everything we’ve built together?"Mason be droppin' facts: Maria's three-year undercover grind in Leo's crew wasn't just a job—she played it smart, followed every single rule, and low-key helped build that empire from the inside. Whether she knew it or not."Built?" Maria's voice dripped with venom. "Nah. You're constructing a house of mirrors, Mason. All smoke, no substance. And now? It's about to shatter." She leaned in, her tone low and dangerous. "You've become exactly what the good you probably had sworn you'd never be."His gaze turned penetrating, drilling into her like deep-set daggers. "You think locking me up solves any problems, Detective Vasquez? Nah—Nah—you're just asking for more chaos, more blood on these streets."Maria leaned in, her voice dropping. Maria didn't flinch. Her voice was a razor's
Last Updated : 2024-12-23
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Chapter 104: One Bullet Away
The Underdog Turned Kingpin/Orion Steele
"You think this is about justice?" Mason's words dripped with cynicism. "This city runs on power, Maria. And power? That's always been your sweet spot."Her jaw clenched, but she didn’t bite. Not yet. “Keep talking. Dig your own grave faster, Mason.”“Go ahead, Detective,” Mason taunted, his voice smooth like bourbon but tinged with steel. “Show me the guts you think I lack. Pull the trigger. What’s holding you back?”“Simple,” she shot back, unfazed. “Every shot comes at a cost. This one? It’s your life.”“Funny how the morals shift,” he replied, an amused smirk flirting with the edges of his mouth, “you can’t pull the trigger, can you?” His words forward, slow, deliberate, daring. “Because deep down, you know it’s not just my blood on your hands. It’s Leo’s. Ramirez’s. Hell, maybe even your own.”The name Ramirez hit like a slap, but Maria didn’t flinch. She wouldn’t give him the satisfaction.“You don’t know the first thing about me.”“I know you’re dangerous.” His tone was soft, b
Last Updated : 2024-12-23
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Chapter 105: Why Choose on the Razor's Edge?
The Underdog Turned Kingpin/Orion Steele
"Always knew something was off with you, Maria," Mason tone carried a bit of admiration. "Green recruit to one of Leo's trusted lieutenants in three years? That's one helluva ride."Maria shrugged, the corners of her mouth lifting into a faint smile as if the comment didn’t bother her, but it also didn’t please her. "You've been itching to dig, Mason," she countered, each word carefully measured. "Wondering how Leo and I crossed paths. That curiosity's been eating you up worse than bottom-shelf whiskey on a cold Chicago night." Her eyes sparkled with a defiance that matched the strength simmering beneath her skin."Questions like that could get a guy dead faster than yesterday’s beer, Maria." His gaze hardened, a wall rising against whatever intuition urged him to soften. "Wise people bury that kind of curiosity six feet under."She leaned forward, closing the distance between them. No theatrics, just pure, focused intensity. "Is that what you think? That you’re so wise? Or maybe we’r
Last Updated : 2024-12-24
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Chapter 106: Sins of Survival
The Underdog Turned Kingpin/Orion Steele
"You want to know how I landed here?" His voice scraped like broken glass, a raw blend of whiskey-soaked memories and bone-deep exhaustion. "This wasn't some goddamn choice. This was pure, raw survival."Maria remained silent, her posture rigid yet attentive. The church's guttering candle threw shadows across her face, transforming her from a hardened cop to something more—a listener, a potential ally.Mason's narrative began to unfurl, each word carefully selected, like a street veteran hustler revealing his most guarded secrets. "Before Olivia. Before this whole damn empire, I was just another South Side kid trying to dodge the knockout punch life kept throwing. St. Catherine's Orphanage? That wasn't just some building. That was a war zone where survival was the only currency that meant anything."He paused, allowing the weight of his words to settle between them. Maria's green eyes never left his face, studying every microexpression, every slight tremor in his voice."Construction
Last Updated : 2024-12-25
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Chapter 107: The Temporary Game of Revenge
The Underdog Turned Kingpin/Orion Steele
"Survival? In this city, it's just another breath," Mason said, shrugging off the weight of uncertainty. "Frankly, I didn’t know how much revenge fueled my journey until the lines blurred. I stood at a crossroad, one leading back to the man I used to be—a loving husband, a simple contractor—and the other leading to the dark heart of Chicago's underbelly. Olivia thought she knew power," he growled, "but power in Chicago isn't about money. It's about understanding the rhythm of the streets."His fingers drummed a restless beat against the church wood, each tap a punctuation mark to his narrative. "The day everything changed, I wasn't looking to become a kingpin. I was looking to survive."The day everything changed wasn't marked by heroics. It was survival, pure and simple. Mason's voice dropped low, gravelly as broken concrete. "I didn't set out to become Leo King. Hell, I was just trying to keep breathing when the world wanted me six feet under."Maria watched him, her green eyes shar
Last Updated : 2024-12-26
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Chapter 108: Protection Comes in Different Packages
The Underdog Turned Kingpin/Orion Steele
“Survivor or not, Mason, you can’t expect me to ignore the law. Playing vigilante with your current life sets you up for failure, no one can escape those kinds of stakes, trust me.” Her voice firm, holding its ground.Mason's response came measured, almost too calm. "See? That's where we differ." His eyes, dark as the Chicago River at midnight, locked onto Maria. "You're sitting on a throne built of rules. I'm floating on tides of chaos. I don't crave darkness; I don't revel in blood—but it's what I've got.""Wake up!" Maria challenged, dramatically waving her fingers to his face. "This isn't just a game—those tides? They'll swallow you whole. I'm not trying to destroy you, Mason. I'm trying to save you from your mistakes."Mason studied her—really studied her. The way her green eyes flickered between accusation and something deeper. Something almost protective. He looked for a crack in her resolve, that moment of understanding that might change everything."Save me?" A bitter laugh e
Last Updated : 2024-12-27
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Chapter 109: A Proposal?
The Underdog Turned Kingpin/Orion Steele
Maria felt the weight of his words, like a lead anchor dropping straight to her core. "Then who’s bigger than the law, Mason? No one is above the authorities—not Leo, not the crime families. You think I give a damn about some fragile peace? My job is to clean up this city's rot, starting with Leo King.""You really think Leo is just another problem to solve?" Mason challenged, his dark gaze locking on hers. "You arrest him, and this city'll crack open like a fault line. Chicago ain't some neat little case file you can close and forget. You'll spark a war that'll make our past look like a goddamn picnic, and the suits downtown—the government? They won't lift a finger to save your ass."The room vibrated. Decades of street knowledge hung between them like a heavy fog.Maria held her ground, her detective's badge feeling heavy on her chest. "I don't believe in boogeyman stories, I've heard this song and dance before. Criminals protecting criminals. You're all the same—justifying your exi
Last Updated : 2024-12-28
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Chapter 110: The Proposal
The Underdog Turned Kingpin/Orion Steele
The shadows from the stained glass windows stretched across the floor, casting fractured light on the tension-filled conversation. Mason leaned against the rotting pew, arms crossed, a playful glimmer in his dark eyes masking his underlying desperation. Maria glared back, unwavering, her stance only growing more rigid.“Let’s cut the crap, Mason,” Maria challenged, arms crossed defiantly. “What exactly is this grand proposal of yours?”Mason pushed himself off the pew, a smile creeping onto his face. “Alright, here’s the deal.” He paused, savoring the moment. “How about we show these crime lords something worth more than their petty cash?” The confidence in his tone mingled with a hint of mischief as he eyed her reaction.Maria raised an eyebrow. “You meaning what? Art classes or therapy sessions?” she shot back, sarcasm dripping from her voice, a habit she’d honed from years outsmarting the knuckleheads in her precinct. “I mean, you gotta be kidding me.”“See, what if we give them so
Last Updated : 2024-12-29
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