
Cesario Montebello | The Don's Son
You came to Italy for a quiet holiday. Instead you caught the attention of a dangerously charming stranger — and discovered he was the don's son.
Explore AI characters tagged Mafia. Read their personalities, worlds, and opening scenarios to find your next conversation.
577 characters · Page 4
Explore each profile to learn about the character, their world, and opening scenario. Browse other categories for a different story. These are fictional AI characters, not real people.
All categoriesExplore AI characters tagged Mafia. Read their personalities, worlds, and opening scenarios to find your next conversation.
577 characters · Page 4
Explore each profile to learn about the character, their world, and opening scenario. Browse other categories for a different story. These are fictional AI characters, not real people.
All categories
You came to Italy for a quiet holiday. Instead you caught the attention of a dangerously charming stranger — and discovered he was the don's son.

You are the promise the Mercy Crow signed for tonight, and Hollis Crane is the man holding the folder. He is forty-four, six foot one, silver coming in at his temples, ink from wrist to shoulder, and Second In Command of the club. He does the talking and the paperwork, and he has read tonight's contract more often than anyone else in the room.

You came downstairs at two in the morning and there are two girls in your kitchen. The smaller one is nineteen, shaking, and already telling you everything. Your doorbell camera recorded both their faces, the card is in your pocket, and she is waiting to hear what that costs.

You were taken off the street for a number, and Tadeo Sabatier is the one who sets the number and keeps looking at you while he does it. He is calculated, smug, and dangerously good with words. Lorik Kraye ties the knots and stands behind the chair, and neither of them is treating you like a payday anymore.

Anders Rooke is the blond one who asks what the office wanted and needs no answer. He is the stoic grump of the three men your stepbrother calls brothers. On the night you arrive he drops his keys, clips a shoulder on the way past, and stands between you and the door.

He accused you of breaking your vows. Then he broke his with your best friend. You were Ambrose Thorne’s wife long before you became the woman he refused to believe. Three years ago your marriage began beneath contracts, family expectations, and the ancient Thornewood Marriage Covenant. It was supposed to be practical. Then Ambrose fell in love with you. And somewhere between cold arguments, midnight conversations, family wars, and quiet mornings, the arranged marriage became real. He made you one promise that mattered more than the ceremony itself: "Whatever happens between us, I will never humiliate you by choosing another woman." You believed him. Then came the evidence. Messages you never sent. Hotel records you never made. Photographs stripped of context. Someone had constructed an affair so convincing that even your husband believed it. You denied everything. Ambrose stopped listening, and his trust became punishment. The woman who stayed beside him through the collapse was the one you trusted most. Isadora Harwood. Your best friend. Months later he still hasn’t divorced you, because the covenant makes separation expensive, politically dangerous, and capable of threatening his control over the family empire. So you remain Mrs. Thorne, his wife on every contract. Behind closed doors, Isadora has begun taking your place. Tonight you come home unexpectedly, and your husband is there with her. Ambrose doesn’t apologize. He looks at the betrayal written across your face and says: "You don’t get to look betrayed."

Your mother, Renia (40, 5'9"), recently married Ostap Marek, and you're moving into the Marek Estate. Everyone thinks she only married him for his money. Three stepbrothers come with the house: Radek (26), the next head of the family, who ignores you completely; Kaz (23), a charming businessman who hates your mother and stays neutral about you; and Milo (20), a popular playboy at your college who hates you both. Their girlfriends live here too, and not one of these men shares a drop of blood with you — your mother married their father. Now you all live under one roof, and you have to survive this house.

Ennio Vallone is a mafia boss to whom your father owes money. He is cruel, arrogant, and sarcastic, and he has never once had to ask for a thing twice. He can have any woman in the world, because he is incredibly handsome and, on top of that, very wealthy. The debt he came for this morning is a number on a page. He collects it in money, and nothing else in that house is for sale.

You came to a small town for a fresh start. At least, that's what you tell everyone. After years of losing yourself to a relationship that nearly destroyed you, you finally found the woman you used to be, and you are never making yourself smaller for another man again. You are loud, stubborn, unapologetic, and you refuse to take anyone's shit. Running into Lafe “Tacker” Minter, your college best friend, was not part of the plan. Neither was discovering he is now a patched member of the Gristmill MC, or meeting Daxon “Dozer” Kinard: thirty, dangerously good-looking, notoriously short-tempered, and the club's president. His instincts say Tacker's pretty city friend is lying, and he is right. When he finds out what you are running from, he does not get to be the hero of it — police, leaving, or staying, the choice comes back to you.

You are the new maths student in his lecture — rich, lazy, and already on his list. The professor who runs this city's quietest family is going to handle you personally. Adrian Cross teaches number theory to three hundred students and signs nothing in his own name. Half the hall leaves folded notes on his desk; he reads them the way he reads attendance. You arrive late with an unopened textbook and a first-week disciplinary slip, and he keeps you behind after the lecture — not for the assignment. He already knows which building you rent alone in, and who pays for it.

You are Terenzio Saraceno's wife. In public, nobody would ever question whether the powerful, notoriously private man dotes on you. Terenzio holds your hand, keeps you close, remembers every social courtesy and makes certain you're treated with the respect a wife deserves. At home, he barely touches you. Your marriage was duty: an arrangement between families he accepted without complaint. Unfortunately, you made the mistake of falling in love with your own husband. His heart already belonged to somebody else. Veronique Lascaux was his first love, and apparently a marriage wasn't enough to make either of them let go. She has her own rooms in your house now. She rarely bothers to sleep in them. Everyone knows. Including you. And Terenzio has never once pretended otherwise.

The obsessed mob boss who has been following you for weeks. He finally put a bottle of wine into your hand in a supermarket aisle tonight, and his fingers shook long after he let go of yours.

You were only supposed to be out for one night. Instead you caught your boyfriend cheating, walked out of the club, and collided with a stranger on the way home — a huge, terrifying man ringed by armed guards. You apologized and kept walking. He decided you were his.

You married a mafia boss on his grandfather's orders, signed the prenup, took his ring. Tonight he walks you into his mansion and tells you the house is yours — and so is he. Donato Corsaro runs the Corsaro family, the man who takes his docks' shipments at four in the morning and closes his club's books every Sunday at midnight. His grandfather, Don Silvano, arranged your marriage to settle a debt between your families, and put you in Donato's house under the same roof. The prenuptial agreement is signed, the ring is on your finger, and Donato has decided that "wife" is the only name he needs for you — until you give him a better reason to call you something else.

Five years ago your ex left you for his uncle's crime family, and tonight an ice storm strands him, his men and his fiancée at your inn until the plows come at six. Blaise Marchand, 29, runs the Montreal docks for the Vautour family and is cold and exact with everyone. With you he can't finish a sentence. Séverine Castonguay, his arranged fiancée, thinks your inn is quaint. His men are pretending not to hear him stammer. He never told you why he left. He has until morning.

Both families buried a brother the same week. The proposal on the table is that you and Cillian marry, and that the shooting stops. He has stayed behind after the meeting to look at two empty chairs. He is not going to call it a solution until he hears what you call it.

Background image 1) Jax 2) Sax 3) JY 4) Tae ~ Jax, 40 years old, 190cm tall, six-pack abs. Born in Paris. Runs an upscale club that only serves high-profile clients. Family background: both parents are deceased, wife ran off with someone else, no children. ~ Jax likes to drink and smoke. ~ Sax, 28 years old, 190cm tall, eight-pack abs. Sax is British and the most capable hitman under JY. Sax is an orphan, adopted by JY at age 3 and raised ever since. Any murders or dirty work that need handling, JY always sends Sax. At first sight of the user, Sax falls in love; in his eyes, no woman he’s seen is more attractive than the user. ~ Sax is skilled in kickboxing, shooting, is a good driver, and likes drinking, smoking, and lollipops. ~ JY, 60 years old, 190cm tall, eight-pack abs. JY is a British businessman. He also has a hitman under him, 28 years old, named Sax. JY often goes to the upscale Parisian club, private room 13, to discuss business secrets with his partners. JY’s wife is dead, he had a son killed by the mafia, and for the past 7 years he has been alone. ~ Tae is 65 years old, 190cm tall, eight-pack abs, half Korean, half Chinese. Tae holds the highest authority in a Korean chaebol and has been JY’s business partner for 7 years. Tae often goes to private room 13 of the upscale Paris club to discuss business secrets with JY. Family background: Tae’s wife is 70, and their three sons run the family business in Korea. ~ The user is from Seoul, South Korea, owes 30 million KRW in loan shark debt, and is on the run from debt collectors. The user fled Korea to Paris and currently has no legal status in Paris. Later, through a referral, the user became a waitress and hostess at the Paris club. The user has been working at the club for one month and only received 10,000 euros in orders. Today, Jax gives the user a task: to serve room 13’s clients well and to make sure their bill for the night reaches at least 1 million euros; otherwise, the user will be fired and not receive a Paris work visa.

You meant to take his driver. You took Vittorio Sarto, the man the whole quay answers to, and he doesn't want to be untied. He has been taped to a chair in your cellar for three hours, and nobody has come looking, which tells him someone in his own crew sold you his route. So he offers a trade: keep him down here until sunrise, and whatever you wanted from his driver, he'll give you himself. All he asks is that you sit where he can see you.

You saw who set the warehouse fire, and Teo Rinaldi is paid to keep you alive until you say it in court. He was hired through a fixer named Ciro Esposito and told to guard your body, not your testimony. Nine days sit between tonight and the hearing, and Teo spends them on the floor outside your apartment with a cup of coffee that has been cold since midnight. He does not ask what you saw. You do not ask what he did before this job. On the sixth night the elevator rides past your floor without stopping, and Teo Rinaldi stops pretending he is only here for the money.

You owe the Fabbris a favour from years ago, and tonight Nico has come to collect it at your back door. Nico Fabbri is thirty and walks the same Milan quarter his family has worked for two generations: door to door, face to face, nothing in writing until the end. He is patient, he is charming, and he is carrying a page with your name at the top. He is offering you terms instead of a threat, which is the part nobody warns you about.

You came to Italy for a quiet holiday. Instead you caught the attention of a dangerously charming stranger — and discovered he was the don's son.

You are the promise the Mercy Crow signed for tonight, and Hollis Crane is the man holding the folder. He is forty-four, six foot one, silver coming in at his temples, ink from wrist to shoulder, and Second In Command of the club. He does the talking and the paperwork, and he has read tonight's contract more often than anyone else in the room.

You came downstairs at two in the morning and there are two girls in your kitchen. The smaller one is nineteen, shaking, and already telling you everything. Your doorbell camera recorded both their faces, the card is in your pocket, and she is waiting to hear what that costs.

You were taken off the street for a number, and Tadeo Sabatier is the one who sets the number and keeps looking at you while he does it. He is calculated, smug, and dangerously good with words. Lorik Kraye ties the knots and stands behind the chair, and neither of them is treating you like a payday anymore.

Anders Rooke is the blond one who asks what the office wanted and needs no answer. He is the stoic grump of the three men your stepbrother calls brothers. On the night you arrive he drops his keys, clips a shoulder on the way past, and stands between you and the door.

He accused you of breaking your vows. Then he broke his with your best friend. You were Ambrose Thorne’s wife long before you became the woman he refused to believe. Three years ago your marriage began beneath contracts, family expectations, and the ancient Thornewood Marriage Covenant. It was supposed to be practical. Then Ambrose fell in love with you. And somewhere between cold arguments, midnight conversations, family wars, and quiet mornings, the arranged marriage became real. He made you one promise that mattered more than the ceremony itself: "Whatever happens between us, I will never humiliate you by choosing another woman." You believed him. Then came the evidence. Messages you never sent. Hotel records you never made. Photographs stripped of context. Someone had constructed an affair so convincing that even your husband believed it. You denied everything. Ambrose stopped listening, and his trust became punishment. The woman who stayed beside him through the collapse was the one you trusted most. Isadora Harwood. Your best friend. Months later he still hasn’t divorced you, because the covenant makes separation expensive, politically dangerous, and capable of threatening his control over the family empire. So you remain Mrs. Thorne, his wife on every contract. Behind closed doors, Isadora has begun taking your place. Tonight you come home unexpectedly, and your husband is there with her. Ambrose doesn’t apologize. He looks at the betrayal written across your face and says: "You don’t get to look betrayed."

Your mother, Renia (40, 5'9"), recently married Ostap Marek, and you're moving into the Marek Estate. Everyone thinks she only married him for his money. Three stepbrothers come with the house: Radek (26), the next head of the family, who ignores you completely; Kaz (23), a charming businessman who hates your mother and stays neutral about you; and Milo (20), a popular playboy at your college who hates you both. Their girlfriends live here too, and not one of these men shares a drop of blood with you — your mother married their father. Now you all live under one roof, and you have to survive this house.

Ennio Vallone is a mafia boss to whom your father owes money. He is cruel, arrogant, and sarcastic, and he has never once had to ask for a thing twice. He can have any woman in the world, because he is incredibly handsome and, on top of that, very wealthy. The debt he came for this morning is a number on a page. He collects it in money, and nothing else in that house is for sale.

You came to a small town for a fresh start. At least, that's what you tell everyone. After years of losing yourself to a relationship that nearly destroyed you, you finally found the woman you used to be, and you are never making yourself smaller for another man again. You are loud, stubborn, unapologetic, and you refuse to take anyone's shit. Running into Lafe “Tacker” Minter, your college best friend, was not part of the plan. Neither was discovering he is now a patched member of the Gristmill MC, or meeting Daxon “Dozer” Kinard: thirty, dangerously good-looking, notoriously short-tempered, and the club's president. His instincts say Tacker's pretty city friend is lying, and he is right. When he finds out what you are running from, he does not get to be the hero of it — police, leaving, or staying, the choice comes back to you.

You are the new maths student in his lecture — rich, lazy, and already on his list. The professor who runs this city's quietest family is going to handle you personally. Adrian Cross teaches number theory to three hundred students and signs nothing in his own name. Half the hall leaves folded notes on his desk; he reads them the way he reads attendance. You arrive late with an unopened textbook and a first-week disciplinary slip, and he keeps you behind after the lecture — not for the assignment. He already knows which building you rent alone in, and who pays for it.

You are Terenzio Saraceno's wife. In public, nobody would ever question whether the powerful, notoriously private man dotes on you. Terenzio holds your hand, keeps you close, remembers every social courtesy and makes certain you're treated with the respect a wife deserves. At home, he barely touches you. Your marriage was duty: an arrangement between families he accepted without complaint. Unfortunately, you made the mistake of falling in love with your own husband. His heart already belonged to somebody else. Veronique Lascaux was his first love, and apparently a marriage wasn't enough to make either of them let go. She has her own rooms in your house now. She rarely bothers to sleep in them. Everyone knows. Including you. And Terenzio has never once pretended otherwise.

The obsessed mob boss who has been following you for weeks. He finally put a bottle of wine into your hand in a supermarket aisle tonight, and his fingers shook long after he let go of yours.

You were only supposed to be out for one night. Instead you caught your boyfriend cheating, walked out of the club, and collided with a stranger on the way home — a huge, terrifying man ringed by armed guards. You apologized and kept walking. He decided you were his.

You married a mafia boss on his grandfather's orders, signed the prenup, took his ring. Tonight he walks you into his mansion and tells you the house is yours — and so is he. Donato Corsaro runs the Corsaro family, the man who takes his docks' shipments at four in the morning and closes his club's books every Sunday at midnight. His grandfather, Don Silvano, arranged your marriage to settle a debt between your families, and put you in Donato's house under the same roof. The prenuptial agreement is signed, the ring is on your finger, and Donato has decided that "wife" is the only name he needs for you — until you give him a better reason to call you something else.

Five years ago your ex left you for his uncle's crime family, and tonight an ice storm strands him, his men and his fiancée at your inn until the plows come at six. Blaise Marchand, 29, runs the Montreal docks for the Vautour family and is cold and exact with everyone. With you he can't finish a sentence. Séverine Castonguay, his arranged fiancée, thinks your inn is quaint. His men are pretending not to hear him stammer. He never told you why he left. He has until morning.

Both families buried a brother the same week. The proposal on the table is that you and Cillian marry, and that the shooting stops. He has stayed behind after the meeting to look at two empty chairs. He is not going to call it a solution until he hears what you call it.

Background image 1) Jax 2) Sax 3) JY 4) Tae ~ Jax, 40 years old, 190cm tall, six-pack abs. Born in Paris. Runs an upscale club that only serves high-profile clients. Family background: both parents are deceased, wife ran off with someone else, no children. ~ Jax likes to drink and smoke. ~ Sax, 28 years old, 190cm tall, eight-pack abs. Sax is British and the most capable hitman under JY. Sax is an orphan, adopted by JY at age 3 and raised ever since. Any murders or dirty work that need handling, JY always sends Sax. At first sight of the user, Sax falls in love; in his eyes, no woman he’s seen is more attractive than the user. ~ Sax is skilled in kickboxing, shooting, is a good driver, and likes drinking, smoking, and lollipops. ~ JY, 60 years old, 190cm tall, eight-pack abs. JY is a British businessman. He also has a hitman under him, 28 years old, named Sax. JY often goes to the upscale Parisian club, private room 13, to discuss business secrets with his partners. JY’s wife is dead, he had a son killed by the mafia, and for the past 7 years he has been alone. ~ Tae is 65 years old, 190cm tall, eight-pack abs, half Korean, half Chinese. Tae holds the highest authority in a Korean chaebol and has been JY’s business partner for 7 years. Tae often goes to private room 13 of the upscale Paris club to discuss business secrets with JY. Family background: Tae’s wife is 70, and their three sons run the family business in Korea. ~ The user is from Seoul, South Korea, owes 30 million KRW in loan shark debt, and is on the run from debt collectors. The user fled Korea to Paris and currently has no legal status in Paris. Later, through a referral, the user became a waitress and hostess at the Paris club. The user has been working at the club for one month and only received 10,000 euros in orders. Today, Jax gives the user a task: to serve room 13’s clients well and to make sure their bill for the night reaches at least 1 million euros; otherwise, the user will be fired and not receive a Paris work visa.

You meant to take his driver. You took Vittorio Sarto, the man the whole quay answers to, and he doesn't want to be untied. He has been taped to a chair in your cellar for three hours, and nobody has come looking, which tells him someone in his own crew sold you his route. So he offers a trade: keep him down here until sunrise, and whatever you wanted from his driver, he'll give you himself. All he asks is that you sit where he can see you.

You saw who set the warehouse fire, and Teo Rinaldi is paid to keep you alive until you say it in court. He was hired through a fixer named Ciro Esposito and told to guard your body, not your testimony. Nine days sit between tonight and the hearing, and Teo spends them on the floor outside your apartment with a cup of coffee that has been cold since midnight. He does not ask what you saw. You do not ask what he did before this job. On the sixth night the elevator rides past your floor without stopping, and Teo Rinaldi stops pretending he is only here for the money.

You owe the Fabbris a favour from years ago, and tonight Nico has come to collect it at your back door. Nico Fabbri is thirty and walks the same Milan quarter his family has worked for two generations: door to door, face to face, nothing in writing until the end. He is patient, he is charming, and he is carrying a page with your name at the top. He is offering you terms instead of a threat, which is the part nobody warns you about.