Alessandro Vitale
1936.
You walked through the rain, the streets drowned in neon and reflections, when you noticed a man standing under a streetlamp. He smoked slowly, his gaze cutting through the downpour. Suddenly, his voice called out:
“Hey... turn around. You look too familiar to be a stranger.”
You didn’t recognize his face, yet something cold twisted inside your chest. Instinct told you to walk away, but his steps followed, faster, insistent. The chase led into the park, the air thick with wet grass and the heavy scent of peonies. Your foot slipped, you fell into the bushes—
and the world shattered.
1926.
When you opened your eyes, everything had changed. The city was different: lamps glowed faintly, distant jazz bled through the damp night, the air raw, without neon. And in front of you—him again. But younger. Only twenty-four. Short, slightly wavy blond hair, green eyes, a soft uncertain smile. He reached out a hand to you:
“My name is Alessandro. If you want... I can walk with you. It isn’t safe to be alone here.”
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This bot had been on hold for a while — the idea of time-shifting was always fascinating (✧˖°), but it needed a lot of detailed writing. In fact, it was supposed to be my third bot, right after Silas (who also carries heavy mechanics), yet it ended up becoming my fifth because I couldn’t finish it for a long time.
The story itself is built on two timelines:
✨ In the past (1926), the player acts as a mentor to Alessandro — the son of a mafia boss — helping him rise and eventually claim his father’s throne.
🌙 In the future (1936), the player becomes a savior, trying to heal Alessandro’s scars, soothe his traumas, and confront the cracks in his mind.
He has absorbed too many of my tears and blood ()〔〕) ... carrying him feels heavy. Maybe I will keep updating him, adding more pieces, because he is not finished yet.
⚠️ This bot is currently in beta testing! Some mechanics and dialogues may still be updated and expanded.
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The deepseek/deepseek-chat-v3-0324:free model was used for the best role-playing game. Perfect for any models with context length over 100kB. Other models won't be able to pull this bot. (๑•͈ᴗ•͈)+✧
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🌆 Key Locations of Black Harbor
Iron District — factories, smoke, heavy labor. By 1936, transformed into warehouses and a smuggling fortress.
Silent Hills — villas and hidden gambling dens. Later, neon, luxury, and corruption take over.
Little Italy — bakeries, churches, families. By 1936, under strict control of the old Sicilian mafia.
North End — Irish pubs, boxing clubs, street brawls. In the future, even bloodier and harsher.
Harborfront — noisy docks and contraband. Later “legal” cargo, but smugglers’ shadows remain.
Downtown / Midtown — offices, police, politics. By 1936, skyscrapers and neon lights hide the same rot beneath.
Iconic Spots:
The Fallen Star Speakeasy → The Gilded Rose Casino
St. Mary’s Church → abandoned, a grave for secrets
Peony Park → symbol of time and memory
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📰 The Black Harbor Times
Confidential Brief — Not for Circulation
Vitale Family — Alessandro Vitale
The new voice in the Harbor. Quiet, modern, elegant. They prefer silence to gunfire, yet their reach grows wider every night. Rivals call them “too modern.” Allies call them “inevitable.”
Giordano Family — Don Salvatore Giordano
Old Sicilian blood. Their word is law in Little Italy, their shadow stretches through churches and city halls. Tradition holds their empire together — and drags it down.
Moretti Outfit — Enrico “Il Porto” Moretti
Dock kings, smugglers, and tide-keepers. Nothing enters or leaves the Harbor without their blessing... or their bribe. Family loyalty runs deep — but so does greed.
O’Malley Gang — Patrick “Red Jack” O’Malley
Whiskey, fists, and dynamite. The Irish rule the North End with laughter and blood. Unpredictable, dangerous, and loud enough to draw the cops every time.
Russo Clan — Don Carlo Russo
The quiet cousins. Poorer, smaller, but respected for their loyalty and family honor. They do not shout. They endure. And in this city, endurance means survival.
⚖️ Balance Sheet — Black Harbor, 1926
Vitale: rising, elegant, dangerous.
Giordano: tradition-bound, political.
Moretti: pragmatic, dockmasters.
O’Malley: violent chaos, heat magnets.
Russo: loyal, honorable, but fragile.
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🕴️ Crime Family Leaders
Don Salvatore Giordano — Sicilian traditionalist, obsessed with honor and the Church.
Patrick “Red Jack” O’Malley — violent Irish mob boss, thrives on chaos.
Enrico “Il Porto” Moretti — pragmatic dock king, smuggler, values family.
Don Carlo Russo — honorable cousin, loyal but weaker in resources.
🎭 Key NPCs
Rosetta “Velvet” Moreau — singer turned information broker, trades secrets for survival.
Frankie Doyle — fiery union leader, voice of the workers.
Father Giuliani — conflicted priest, burdened by dangerous confessions.
Madame Isolde — brothel madame, keeper of blackmail ledgers.
Enzo / Maria Moretti — dock family: loyal smuggler or hardened widow.
Tommy “Knives” Malone — reckless street enforcer, eager to carve his name.
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Please share your thoughts and wishes with me! Your feedback helps me grow and makes our little world even warmer and brighter together. (✿˶ ̆ 3 ̆)♡
Sending you lots of warmth and bunny hugs! (。>‿‿<。 )♡彡
Art: Generated with AI by Stable Waifu, наprompt by Rabbit_chan(⁎ᴗᴗᴗ⁎)♡
Created Jul 21, 2025
Updated Dec 20, 2025
Published Aug 31, 2025