Regret Mafia Short Stories & Novels

After my fiance’s childhood friend found out I was born with a heart condition, she secretly poured a high-dose energy drink into my champagne. The moment I drank it, my heart started racing, and stabbing pain spread through my chest. In a panic, I tore open my only emergency medication, but the water I used to take it had been swapped with strong lemon water. As soon as I drank it, my face went pale. I lost all strength and collapsed to the ground. “Lemon water’s full of vitamin C. It helps with hangovers and keeps you healthy.” Charlotte Whitmore laughed so hard she nearly doubled over. With her arms crossed, she looked at my fiance, Ethan Cross, the boss of the Rolling Stones. “Ethan, your fiancee’s acting is incredible! “I’ve been a doctor for years, and I’ve never seen anyone react like this to a little champagne and lemon water.” I bit my lip until I tasted blood. The pain made my eyes sting, and I clutched Ethan’s leg. “Honey, please, call an ambulance! I can’t take it anymore…” For a moment, his expression wavered, but the guests quickly cut in. “Come on, stop pretending! Nobody dies from a bit of champagne and lemon water.” “Yeah, you’re just jealous Charlotte got promoted and didn’t want to toast to her.” Ethan’s face turned cold again. He yanked my hand off and stepped away. “Charlotte’s a doctor. You’ll be fine with her here.” I stopped begging and texted my father asking for help.

My fiancé, Enzo Marchetti, had never gotten over his first love: Irene Salvi, the Marchetti family's personal psychic. On the day of our engagement, she doused me in black goat's blood and declared that she'd seen a sign of death surrounding me. "The spirits have spoken. You're cursed. If this marriage goes through, it will destroy our family." Every family member drew a gun and backed away. Even Enzo took two steps back. His aunt shrieked, "No wonder the Corsi family was so eager to marry you into our family. You're cursed. You planned to use this marriage to destroy us, didn't you?" I forced myself to stay calm, but my nails dug into my palms. "And whose fault is it that we only got engaged today? You people know damn well why." When I was 20, our families arranged our marriage. But Irene warned that getting engaged would attract the attention of the anti-mafia police, and Enzo ripped up the invitations that very night. When I was 24, Irene laid out a tarot spread and claimed I'd bring bad luck to the family business. Enzo believed her and kept me out of the inner circle for three years. And today, in front of all of southern Sicily, she'd announced that I was cursed. I wiped the goat's blood off my face and turned to Enzo. "Are you really going to let her keep pulling this crap?" Enzo was wiping the blood from the back of Irene's hand. He didn't even look up. "Irene's grandfather served my family long before her. Her readings keep our family out of danger." I pulled off the ring that marked me as the family's future Donna and turned away with a bitter laugh. "If you're going to let some psychic decide your family's fate, then forget about marrying me!"

At a mafia family banquet, my boyfriend of five years, Emilio Gimondi, gives away the ring that symbolizes the family's Donna to his childhood friend, Carlotta Lecce. Someone asks in astonishment, "You gave the ring to Carlotta? Isn't Ms. Rinaldi going to be angry?" Emilio looks completely unconcerned. "A proposal is just a formality. Zita is going to be the Donna eventually. She doesn't need to throw a tantrum over a ring." Carlotta makes a point of flashing the ring in front of me. "Zita, isn't it pretty?" Emilio thinks I'll react the way I always have—in anger and jealousy. Instead, I simply watch them quietly and say that it does indeed look nice. He relaxes, thinking that I've finally learned my place. He promises that once we marry, he'll make it up to me with something much better than that ring. But what he doesn't know is that I've already been accepted into medical school. Very soon, I'll be gone.

My best friend, Sophia Lisciotti, is brutally murdered at the docks, and I cover up for the real killer. The Don of the Sollazzo family interrogates me, and the Sollazzos hunt me down. Nevertheless, I guard the secret. I would rather die than speak. Ten years later, my former best friend, Valeria Sollazzo, rises to become the Principessa of the Sollazzo family, wielding absolute power. She chains me to the tribunal platform and places a memory extractor over my head. "Lina, you let the murderer walk free for ten years. Today, I'll drag out the secret you've spent your whole life hiding." But when the screen projects the murderer's face, the ruthless Principessa goes deathly pale.

The night Luca Caruso became the most powerful Don, he slid a diamond ring onto my finger in front of the heads of the five major mafia families. "You'll be my only wife, Elena. No woman will ever take your place." I believed every word. I was the daughter of his strongest ally, and the woman who'd helped make him Don. For six years, I stood beside him through gunfights, betrayals, and assassination attempts. I even lost our first baby. The whole underworld envied me. They said Luca was cold to the rest of the world, but he would always give in to his wife. That lasted until the day before Luca's birthday, when I slipped away to Tuscany to surprise him. At the villa, I found Luca. He was supposed to be in a meeting with the heads of the other families. Instead, he was celebrating his birthday with another woman and a little boy. The woman was holding the cake, gazing tenderly at father and son. "Luca, what if Elena finds out? Is she going to make a scene?" Luca kissed her forehead. He sounded completely sure of himself. "She won't. Elena loves me. She'll put up with this for me." His next words crushed the last hope I had. "Besides, old man Moretti has known for ages. He'll keep his daughter in line. He needs his alliance with me too much." The woman leaned against his shoulder, her voice soft. "So who do you love more, Luca?" Luca didn't even hesitate. "When I put the wedding ring on Elena's finger, all I could think about was you."

I woke up, and I was 28 again. I had twin heirs, and my husband was Santino, Veridia's most feared Mafia Don. He sat at the head of the Commission of the Five Families. His sharp profile was a fixture on the cover of the underworld's most exclusive magazine for several consecutive issues. Even the oldest Valerian families were lining up to offer him their daughters. All the women in Altoria envied my good fortune. But the first thing I did after waking up was pick up the divorce papers, the ink still fresh, and handed them to his childhood sweetheart, Jessy. "My lawyer will handle the divorce. The properties and assets are yours. Santino is yours. The children are yours, too." Sitting across from me, Jessy couldn't believe it, her eyes wide with shock. "Are you crazy, Alessia? Is this some kind of trick?" "How could the woman who has been Donna for six years give it all up so easily?" I lowered my gaze, my tone calm. "Since they all prefer you, I figured it was time to step aside." "Just have Santino sign it and press his signet ring into the wax seal." "Once the divorce is final, I'll leave Veridia for good." This time, I would not make the same mistake. I would never again be a Donna in name only.

I married Don Caspian Serrano. The King of the New York Underworld. But I didn't know his ex-wife took more than just full custody of their daughter. She extracted an ironclad vow from him. Every quarter, he had to take them on a two-week vacation. All over the world. Right under the eyes of the Five Families. She called the shots. She wanted to prove one thing: the alliance between Serrano and her family was bulletproof. So on my wedding night? I slept alone. For three years, he missed every single anniversary. Until this year. His daughter sent me a prank gift. I tripped. I rolled down the stairs. Blood soaked the rug. I was hemorrhaging. Miscarrying. The doctors wouldn't operate without Caspian's approval. I called his encrypted line over a dozen times. He finally answered. His voice was exhausted. Annoyed. "Aria. Are you really making up this sick lie for attention? Framing my daughter?" "I just landed in Vegas. Tonight decides the survival of the West Coast syndicate. I am not ditching them for your petty games." "And another thing. Schedule your surgery tomorrow. Make sure you can't get pregnant. I swore a blood oath to her family. The only heir to the Serrano empire will ever be Nora." So that was it. Even if I wasn't bleeding out. He never wanted my baby. I hung up. Calmly. I touched my empty stomach. I signed the surgery consent form myself. He was loyal to his vow. Loyal to that woman. Fine. I didn't want to be his Donna anymore.

Dad had 22 sons before he finally got me, a daughter at last. He was so thrilled that he replaced our century-old crest of two lions with a lily. I grew up surrounded by doting older brothers. But not one of them had a clue about girls. So when my brother Anthony Gambino brought Elena Bellini home from Milan, I was delighted. When we first met, she stroked my hair and promised to have afternoon tea with me every day. Anthony said she was the love of his life. When Dad saw how much I liked her, he approved the marriage on the spot. But the day after the wedding, she cornered me in the glass greenhouse at the back of the estate. "You stupid little girl. Did you really think I came here to be your playmate? "My husband controls shipping operations at every port in North America. One day, he'll have the final say in this family. "In two weeks, I'll have him send you to Mexico to marry a drug lord. "The only girl the Gambino family treasures will be my daughter." I stared at her smug smile, stunned. Does she really think Anthony got control of our shipping operations all by himself? Years ago, Dad had asked me which brother I liked best. I'd pointed to Anthony without giving it much thought. Dad had put him in charge of the organization's books right then and there. If his wife wanted to make my life miserable, I'd just have Dad pick a different heir.

Francis Davis gave me the medicine. He said it would save me. I swallowed it and sank into ten years of oblivion. Ten years of loving him. Until one day, he decided he wanted to know whether the sober me still loved him. So he took the medicine away. I never expected hatred and pain to run deeper than addiction. So I jumped from the 18th floor, returning my life to him, and my freedom to myself.

My fiance, Luca Rossi, cuts off my finger with a cigar cutter to seize Ossuary Signet, my famiglia heirloom. Afterward, he parades it like a trophy and slips the ring onto the finger of Sofia Constanzo, the heiress of the Constanzo famiglia. He mocks me openly. "An orphan like you has no right to wear the ring meant for the future Donna of the Rossi famiglia." Sofia lifts her hand to flaunt the ring, feigning concern as she says, "Alessia, don't be angry. At worst, I will have Luca compensate you with a golden finger later." Everyone present watches me as a joke, yet I laugh out loud. I wipe away my tears and start to applaud. "Congratulations, Luca. You traded one of my fingers for the Rossi famiglia's one and only lifeline." I look at his stunned expression and smile cruelly. "Do you think it's just a ring? No. It is the sole key to unlock the billions in assets under my name. The moment it leaves my hand, the Rossi famiglia begins its countdown to bankruptcy and liquidation."

The Norman family had an unwritten rule. Only the Don's daughter could inherit the family business. As the Don's first adopted daughter, I had the whole family on my shoulders: the docks, the casinos, the arms trade, 72 crews, and more. Too bad I didn't know the first thing about the business. So the Don sent his advisor, Oliver, to handle everything for me. Every gun and drug deal crossed my desk, and none went through until I signed off. But in ten years, I never even opened the books. And the golden lion seal, the symbol of the Norman family's power? I'd press it into wax without a second thought. Over time, I had less and less say in the family. There was even a saying going around the family that the golden lion seal was worth less than a penny in the gutter. I didn't care. I kept doing whatever I wanted. Then Oliver decided to marry Mia Nolan. I was happy for him, and I even gave Mia the family's three most profitable casinos as a gift. But after the wedding, she sold all three of them. And that wasn't all. She wanted to freeze my accounts, and she slapped an asset transfer agreement down on my desk. I stared at the bill and the transfer agreement for a long time before it sank in. She doesn't actually think that just because Oliver has run things for me for ten years, the Norman family belongs to him, does she? I'm the one who renews his appointment as advisor every year with the golden lion seal. If I don't stamp it, he's worth less than a dog.

On my wedding day, all my friends told me I hit the ultimate jackpot. Everyone knew the story: my groom was gorgeous, insanely rich, and the don of the most powerful mafia family in town. At the altar, he held my hand, kissed it, and promised me forever. Looking into his eyes, I really thought I got my happily ever after. But over the next eight months, he bailed on our city hall appointments to sign the marriage license—25 times. Always with a new excuse. Right before our 26th attempt, he flaked again. All because Sienna, his late savior's daughter, had another "emergency." I didn't lose my mind like I used to. I just quietly took off my engagement ring, packed my bags, and bought a single ticket to London. Every single compromise chipped away at my love until nothing was left. This time, I'm the one dumping him.

In the Santoro family, there was one rule: the heir marries a daughter from another powerful Family. But Alessio Santoro was crazy. He wanted to marry me, a nobody from a flower shop. He knelt in the family chapel for ten days straight. He even took a bullet fired by his own father, the Don. All just to walk away from his title and run away with me. I held him, crying, begging him to stop. He just smiled and kissed my eyes, wiping my tears. "Don't cry, Thea. As long as I can marry you, it's all worth it." In the end, the Santoros relented. But they had one condition: Alessio would still produce the next heir. Just not with me. He had to have a son with Aurelia Rossi. So I endured. I endured listening to them through the wall, night after agonizing night. I endured the smell of her perfume on his skin, the sight of her marks on his neck every time he kissed me. A year later, Aurelia got pregnant. It was a girl. Alessio begged me, his eyes red. "Just a little longer, Thea." So I waited another year. Finally, news came. Aurelia was pregnant with a boy. I thought we could finally leave, finally be free. But then disaster struck. Aurelia’s daughter had a sudden, violent allergic reaction. Everyone blamed me. They threw me in the cellar and left me to die. And Alessio? He believed them. This time, I was the one who gave up. I walked away from everything.

I had been secretly dating my brother’s best friend, the heir to the Moretti family, for seven years, and I was planning to propose to him at the family banquet. Following his location, I found him at a drinking party, only to overhear their laughter through a crack in the private room door. “Vito, your Cinderella is back. What are you planning to do with the little stand-in?” The room fell silent for a few seconds. Then another underboss sneered. “Vito’s got some nerve. You even dared to touch the most beloved princess of the current Sicilian Mafia Don. Now that you’ve had your fill of sweetness, Lucia has come back…” “She left so heartlessly back then. She deserved to be pissed off with a replacement!” The next day, Vito took me to Lucia’s welcome-back banquet, putting on an extravagant show of affection for me. But when Lucia rushed into the rain with tears in her eyes, he shoved me aside and chased after her in a panic. Covered in soup stains and burns, I went home and opened the secret door he had never allowed me to enter. Photographs of him and Lucia, once inseparable, covered the desk. My heart turned to ash as I picked up the encrypted line to my brother in Sicily. “Brother, I’ve thought it over. About the arranged marriage in Chicago—I agree!”

After my driver's girlfriend refused to let me in the car, she went out of her mind with regret. I am the principessa of the Stascia family. To investigate the truth behind my father's death, I disguised myself as a big-spending international student, chauffeured to and from school in a luxury car every day. Ever since Damian became my private driver, he'd been taking liberties with my car without permission. I turned a blind eye. Until one rainy night when I was being hunted. I called him to pick me up, but his girlfriend threw me out of the car. "This is my boyfriend's car. Who do you think you are? Get out!" Covered in blood and slumped on the side of the road, I smiled as I dialed a number. "Tell the Family. I know the truth." Later, Damian and his little girlfriend knelt before me, begging for mercy. "If you hadn't kicked me out of the car that night, you wouldn't have exposed yourself this quickly. Any regrets?"

I can see a number above everyone's head. It represents how many times we'll still get to meet. When I was ten, my grandmother's number had only one left. She braided my hair one last time, and that night she slipped away in her sleep. By the time I graduated college, my mentor's number read two. After our second meeting, he moved his whole family overseas and never came back. At twenty-five, I married Cardo Falcone, the Don of the Falcone family. Seven years married, and he came home on time every single day. Every dollar he earned went into our joint account. No matter how busy he was abroad, he'd video-call me before bed. And the most important thing: from the very first day I met Cardo, the number above his head wasn't a few hundred or a few thousand. It was "∞," one that would never run out. I thought that meant we were destined to spend the rest of our lives together. Then Cardo started visiting Camilla, the family's advisor, more and more often. When I pressed him about it, he paused for exactly one second, then bent down and kissed my forehead. "After Marco passed, it's been hard on Camilla, raising Ellie all alone. I have to step in for the family." Marco was Cardo's most trusted man. Three months ago, he died protecting Cardo. Cardo swore he'd protect Camilla and Ellie, because Marco died for him. That was the day I watched the "∞" above his head turn into a real, finite number. I told myself a person's life is limited, so of course the "∞" would change. But during those busy days, the number above his head kept dropping, falling faster with every trip he made to her. On the eve of our seventh anniversary, the night I meant to surprise Cardo with the news that I was pregnant, he wasn't there either, because of Camilla. In that moment, I understood. Numbers never lie. Cardo and I had no future left in this life. I hid the pregnancy test report. On the day I made up my mind, the number above Cardo's head turned into a bright red three.

To the Moretti family, I'm nothing more than the Don's trophy wife of five years. Five years into our marriage, I found a used condom in his study. We were trying for a baby, so we never kept condoms in the house. I was still staring at it when Alessandro Moretti walked up behind me. "Olivia, Daisy is back in the country. We slept together last night." Daisy Ward was his first love. On her first night back, Alessandro had brought her straight into our home. He picked up the condom and tossed it back into the trash. "I promised Daisy I'd marry her in three days." I turned to him in shock. "So you want a divorce?" He answered without hesitation, "Olivia, I'm not leaving you. I just want to make up for the one regret I've carried all these years." Before he could mention divorce, I beat him to it. "I understand. I'll move out tomorrow. We should start the divorce process too." Alessandro froze. He clearly hadn't expected me to take it so calmly. "Don't worry. I won't shortchange you after the divorce. You'll get fifty million dollars and all my shares in the Sicily Group." I smiled and nodded. That night, I sent a message to my hacker friend, Nina. "Once the assets clear, get me a new identity." Alessandro, I gave you five years of my life, but I was never the woman you chose first.

One week before our engagement ceremony, fiancé took me and his foster sister to their hundredth dinner together. The maitre d' knew their table, their wine, and Serena's favorite meal. She sat beside the fireplace while I was squeezed into a chair in the aisle. Then the restaurant presented them with a silver decanter engraved: D & S. Always at the same table. The date beneath it was my birthday three years ago—the night Damian had abandoned me at a clinic because of an "emergency." He had spent those two hours here with her. Serena smiled. "After you and Evelyn get engaged, are we still keeping our monthly dinners?" "Of course," Damian said. "You're my family. If Evelyn can't accept that, she isn't fit to become a Moretti." For four years, I had fought Serena for every place in Damian's life. I fought for the seat beside him, for the bedroom meant to be ours, and for the right to be chosen whenever we both needed him. Every time, he told me to stop keeping score. That night, I finally understood how foolish I had been to abandon my own future for a love that never chose me first. So this time, I chose myself. I accepted Saint Clair Design Group's offer to become its Global Creative Director and youngest equity partner, then booked a flight to Milan for the morning of our engagement. Damian thought my silence meant I had finally accepted Serena's place in our marriage. He didn't realize I had stopped fighting because I no longer wanted a place in his life. He and Serena could keep their fifteen years of brother-and-sister devotion. In seven days, my love for him would be over.

After I Took Three Bullets For Him, He Said He Was Just My Uncle I took three bullets for Don Lorenzo Moretti, the man I called my uncle. The last one nearly killed me. Only then did the family elders agree to name me Donna. But in the two weeks I lay unconscious, Lorenzo announced his engagement to Ava, the daughter of a family benefactor. The Rocci, my family, lost its power when I was ten. Ever since Lorenzo, a close friend of my father's, brought me to the Moretti estate, I was certain he would one day be my husband, despite our age gap. He always told me to find men my own age, but I just let it go. In my previous life, I crashed their engagement party, a decision that led to a miscarriage and my own violent death. But this is my second chance, and I have learned my lesson. I will reclaim the token of my love, accept my destiny as Donna, and offer myself in a marriage alliance far away in Sicily. Uncle, I finally understand. A young man is far more entertaining than an old one like you.

Everyone knew Lorenzo Moretti, the undisputed ruler of the estate, was hopelessly in love with me. To prove it, he bought a private paradise and christened it Lucy Island. The rule was simple: once a year, members of the Moretti Empire would spin a grand wheel for a chance to spend a night on the island. Lorenzo swore we would only wed there, throwing a feast for the ages. Yet for seven excruciating years, every time I spun the wheel, it delivered the same mocking verdict: Better Luck Next Year. I became the only woman in the empire forbidden from stepping foot on the island built in my name. Our wedding remained frozen in time. “Rules are rules, Lucy,” Lorenzo would insist. “A Moretti never breaks his word.” Exhausted by the endless waiting, I sneaked into the hall the night before the event, magnet in hand, determined to rig the wheel in my favor. Then I heard his voice, sharp and calculating. “Set the same mechanism. Lucy’s wheel cannot stop on my name.” I froze. “You’ve made her spin a rigged wheel for seven years,” his assistant, Mark, ventured carefully. “Aren't you afraid she’ll leave?” Lorenzo’s cold smirk echoed through the dark room. “Who would dare touch what belongs to me?” “Do you feel nothing for her?” Mark pressed. “Rosaline needs only one more year to recover,” Lorenzo replied smoothly. “Next year, I’ll marry Lucy as promised.” Rosaline. His childhood friend. The woman who mysteriously landed on Lorenzo’s name every single year, spending the night on my island, in my bed, while Lorenzo claimed it was just bad luck. When I argued with him, he would casually say, “One night of love can't erase the passion I have for you, Lucy. You are my fiancée. That will never change.” Standing in the shadows with a magnet in my palm, I finally saw the truth. I wasn’t his grand love—I was his grand illusion.