Submitted to: Contest #296

The Moscow Gamble

Written in response to: "Situate your character in a hostile or dangerous environment."

Crime Historical Fiction Thriller

"A man who counts only his losses has already lost everything worth counting." — O.B.

Moscow, winter 1928. Four months had passed since Odessa's salt-tinged air had filled Ostap Bender's lungs. Now, the biting cold of Russia's capital snapped at his heels as he hurried down Tverskaya Street, collar pulled high against the wind. The Ottoman gold from the warehouse heist was long gone—some to Nadia, some to his crew, and the rest had slipped through his fingers like water, spent on train tickets, bribes, and enough vodka to briefly warm the hollow space where his conscience occasionally stirred.

The city sprawled around him, a gray labyrinth of Soviet ambition and old-world decay. Ostap had arrived three weeks ago with empty pockets and a name whispered in his ear by a fellow grifter in Kiev: Alexei Vorovsky, a mid-level bureaucrat at the Ministry of Trade with access to export licenses—precious documents that could transform worthless domestic goods into foreign currency. The scheme was simple: forge the licenses, partner with factory managers desperate to show production success, and ship substandard goods abroad under the guise of official trade. The profits would be enormous.

Ostap paused before a nondescript apartment building, brushed snow from his threadbare coat, and checked his reflection in a window. He'd spent his last rubles on a decent haircut and a borrowed suit, knowing appearance was half the con. The other half was conviction—and no one possessed that in greater abundance than Ostap Bender.

He climbed the stairs to the third floor and knocked on apartment 17. The door opened to reveal a short, balding man with nervous eyes and ink-stained fingers.

"Comrade Vorovsky?" Ostap smiled broadly, extending his hand. "Ivan Kruglov, Central Committee liaison. I believe Sergei Petrovitch mentioned I would be visiting?"

Vorovsky's eyes widened slightly at the mention of his supervisor. "Yes, of course. Please, come in."

The apartment was modestly furnished—a luxury in Moscow these days—with a bookshelf overstuffed with economic treatises and party manifestos. Photographs of Lenin and Stalin watched from the wall, their eyes following Ostap as he settled into a chair.

"I won't waste your time, Comrade," Ostap began, his voice carrying the precise mixture of authority and conspiracy. "The Committee is aware of certain... inefficiencies in our export protocols. Goods sitting in warehouses while our foreign partners wait. Bureaucratic delays costing the State valuable currency."

Vorovsky nodded cautiously, pouring tea into chipped cups. "The system has its challenges."

"Indeed. That's why we're implementing a special directive—streamlining the process for certain priority exports." Ostap leaned forward. "You've been identified as someone with both the expertise and the discretion needed for this task."

"I'm honored, but—"

"The procedure would be simple," Ostap continued, cutting off objections before they formed. "I provide you with a list of factories and goods. You expedite the licenses—off the usual books, naturally, to avoid bureaucratic entanglements. The goods move quickly, the State receives its foreign currency, and your contribution is noted at the highest levels."

Vorovsky's brow furrowed. "This sounds... irregular."

"Revolutionary times require revolutionary methods, Comrade." Ostap smiled thinly. "Stalin himself approved the directive. Would you question his wisdom?"

Fear flickered across Vorovsky's face—exactly what Ostap had counted on. In the Soviet Union of 1928, mere mention of Stalin's disapproval could send a man to Siberia. He pressed his advantage.

"Of course, there would be a stipend for the extra work. Entirely official." He named a sum that made Vorovsky's eyes widen. "Payable immediately upon the first batch of licenses."

An hour later, Ostap descended the stairs with a spring in his step and a preliminary agreement in his pocket. Vorovsky would begin processing licenses next week for the first three factories—real places that produced real goods, though Ostap had no connection to them. That would come later, once he'd established the operation's legitimacy.

The tavern on Neglinnaya Street buzzed with the careful conversations of men who knew the walls had ears. Ostap slid into a back booth where a woman nursed a glass of cheap wine, her dark hair framing a face both beautiful and hard.

"Sonya," he greeted her. "Still breaking hearts and bank vaults?"

Sonya Malinova's lips curled into something between a smile and a snarl. "Bender. I thought you'd be dead by now. Or worse."

"Your concern is touching." He signaled for vodka. "I have a proposition."

"You always do." She studied him over her glass. "Last time I accepted one of your propositions, I spent three months in a Kharkov jail."

"A regrettable misunderstanding," Ostap waved dismissively. "This is different. Clean. Almost legitimate."

Her laugh was sharp. "Nothing involving you is legitimate."

"You wound me." He leaned closer. "I need a document specialist. Someone who can turn crude paper into Ministry-grade export licenses. I know you studied under Gregor the Monk before the revolution."

Sonya's eyes narrowed. "How much?"

Ostap named a figure. She named one twice as high. They settled somewhere in between, and he explained the scheme over two more drinks. By the time they parted, Moscow's moon hung low and cold in the sky, and Sonya had agreed to begin work on the templates.

The final piece was muscle—insurance against the inevitable complications that arose in any enterprise involving forged documents and defrauded officials. For that, Ostap headed to the boxing club on Arbat, where an old acquaintance trained fighters and occasionally employed them for tasks requiring brawn over brains.

Mikhail Volkov greeted him with a bone-crushing handshake. "The great Ostap Bender graces us with his presence! What trouble are you stirring now?"

"Business opportunity," Ostap corrected, watching two heavyweights pummel each other in the ring. "I need two reliable men. Discreet, intimidating, but smart enough not to crack skulls unless absolutely necessary."

Mikhail grinned, revealing a gap where his front teeth had once been. "Got just the pair. Ex-army, worked as strike-breakers for the factory owners before the revolution. Now they provide... private security."

"Perfect. Send them to me tomorrow." Ostap handed over a slip of paper with an address. "And Mikhail—this stays between us."

"Always does." The trainer pocketed the paper. "Though word is there's heat following you from Odessa. Something about a customs officer and missing Ottoman gold?"

Ostap's face betrayed nothing, but his stomach tightened. Petrov had survived, then. And was spreading stories. "Baseless rumors. You know how people talk."

"Sure, sure." Mikhail's tone suggested he knew better. "Just watch your back, Bender. Moscow isn't as forgiving as the provinces."

The operation unfolded with surprising smoothness over the next two weeks. Vorovsky produced the first batch of license authorizations, which Sonya transformed into convincing forgeries. Ostap approached factory managers with promises of export deals that would boost their production numbers—critical for meeting quotas and avoiding party scrutiny. Most were skeptical until he presented the seemingly authentic licenses and letters of introduction from the Trade Ministry. Fear of falling short of production targets was a powerful motivator, and soon Ostap had agreements with five factories.

The goods—mostly machinery parts and textiles—were loaded onto trains bound for the western border. There, Ostap's final collaborators would reroute them to private buyers in Poland and Romania who paid in foreign currency, caring nothing for the goods' origins.

He was tallying expected profits in his modest rented room when a sharp knock interrupted his calculations. Wary, Ostap tucked a small pistol into his waistband before opening the door.

A woman stood in the hallway, breath visible in the unheated corridor. For a moment, Ostap stared in disbelief.

"Nadia?"

Her black eyes were the same, though less desperate than he remembered. Her face had filled out slightly, no longer gaunt with worry.

"I wasn't sure it was really you," she said softly. "In Moscow, of all places."

Ostap recovered his composure, quickly pulling her inside and shutting the door. "How did you find me?"

"I followed the stories." She unwound a scarf from her neck. "Tales of a smooth-talking man with ambitious schemes. They led me here."

"Why?" The question was sharper than he intended.

"To thank you." Her gaze was steady. "The gold you left—it saved my mother. Bought medicine, better food. And I found someone who knew someone... my brother is coming home next month. Released early for 'good behavior,' though I suspect good bribes had more to do with it."

Ostap shifted uncomfortably under her gratitude. "I'm glad. But you shouldn't have come. It's dangerous—"

"For you or for me?" A hint of steel entered her voice. "I know what you are, Ostap Bender. A thief, a con artist. But also the man who saved my family when no one else would. I owe you a debt."

"Consider it paid," he said firmly. "Now go back to Odessa before—"

Another knock, this one heavy and insistent. Ostap froze, then gestured Nadia toward the small closet. She hesitated before slipping inside.

When Ostap opened the door, he faced two men in the unmistakable long leather coats of OGPU agents—the Soviet secret police.

"Comrade Ostap Bender?" The taller one asked, though it wasn't really a question.

"There must be some mistake—" Ostap began.

"No mistake." The agent produced a folded paper. "You're under arrest for counterfeiting state documents, economic sabotage, and fraud against the Soviet government."

The second agent stepped forward with handcuffs. "Come quietly, Bender. Make this easy on yourself."

Ostap's mind raced through options, discarding escape as impossible—the hallway likely contained more agents, and the window led to a four-story drop. Instead, he adopted a look of confused innocence.

"There's been a terrible misunderstanding, Comrades. I'm a loyal party member working on a special economic initiative—"

"Save it for Lubyanka," the first agent cut him off, referring to the OGPU headquarters infamous for interrogations. "Your accomplice Vorovsky made a full confession this morning. Seemed quite eager to cooperate once we showed him the evidence."

Vorovsky. The weak link. Ostap should have anticipated it—bureaucrats broke easily under pressure. As the handcuffs clicked around his wrists, he cast a glance toward the closet, hoping Nadia had the sense to remain hidden until they were gone.

They led him down the stairs, past curious neighbors peeking through cracked doors. Outside, a Black Maria—the police van known for collecting people who often disappeared—waited at the curb. As they shoved him toward it, Ostap caught a flash of movement across the street: Sonya, watching from the shadows, her face expressionless. She would be gone within the hour, her survival instincts sharper than most.

The van doors slammed shut, and darkness enveloped him. Ostap leaned his head against the metal wall, mind already calculating angles. OGPU interrogators were skilled, but corruption ran deep in every Soviet institution. Someone could be bribed, information could be traded, identities could be assumed. He'd been in worse situations—though not many.

As the van lurched into motion, Ostap allowed himself a grim smile. The great gamble had failed, but the game wasn't over. Not while he still had his wits and the memory of coal-black eyes that had somehow found him across a thousand kilometers. Moscow had proven less forgiving than Odessa, but there would be other cities, other schemes. For now, survival was the only gold worth chasing.

The van rumbled through Moscow's snowy streets, carrying Ostap Bender toward an uncertain fate. But uncertainty had always been his natural habitat, and he settled into it like an old friend.

"The gambler's greatest asset," he murmured to himself, "is knowing when one game ends and another begins."

Posted Apr 04, 2025
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16 likes 1 comment

20:52 Apr 05, 2025

ABOUT OSTAP BENDER

"There are numerous, but extremely contradictory indications about his origin. He is said to be a native of Odessa, the son of a Turkish subject, and is supposedly Ostap Ibrahimovich, although he is also called Ostap Suleiman Berta Maria Bender-beg in another place. There is also an indication that Ostap Bender is actually Jewish. He first appears in 1928, in the novel “The Twelve Chairs”, and the second time in 1931, in the novel “The Golden Calf”. True, his throat is cut in the finale of the first book, but the enthusiasm of the audience was so great that his creators, Ilya Ilyf and Evgeny Petrov, had to revive him. Ostap Bender is, without a doubt, the most beloved criminal and villain of our twentieth century."
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Miljenko Jergovic

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