Ambiguous Mafia Short Stories & Novels

After going bankrupt, I do the unthinkable for my gravely ill younger brother, Ricky Ashford, and climb into the bed of Damien Blackwood, the notorious mafia boss. When his smoldering gaze sweeps over my shirtless body, I stay perfectly still. The reason is that I'm afraid to set off this infamous man in front of me. However, the next instant, his lips are everywhere on my skin, and the night dissolves into a wild, reckless blur. For three years, I endure every torment in his bed. Thoughts of escape and even suicide cross my mind, but the fact that my brother is fighting for his life in the ICU keeps me going. One day, I accidentally overhear him speaking with his childhood friend, Chloe Sterling. "How long do you plan to toy with your enemy's daughter? You're not falling for her, are you?" "Don't be absurd." "And what about her sickly brother?" "He died long ago." The last thread holding me together snaps. Now, there is no reason left to live. As I prepare to end my life by burning charcoal, tears well up in his eyes as he pleads for me not to leave.

On the night of my wedding, my husband, the Don, kissed my trembling body while telling me not to be afraid. However, the next second, he personally handed me off to 30 men. "Your virginity is theirs for five million per person." I screamed when I woke up from the dream. Fortunately, it was just a nightmare. But on the day of our wedding, I saw a man with a scar on his face sitting next to the stage. He was one of the men from my dream. I accidentally heard him talking on the phone, "That's five million well spent. I can't wait to take her to bed." As I turned to make my escape, I heard the footsteps behind me getting nearer. My phone suddenly rang, and it was Owen Thorne calling me. "We're coming for you, honey."

As the Mafia principessa, my dad banned men from my life growing up for my protection. However, when I turned twenty, my mom suddenly started arranging blind dates for me. “Please. Just go meet him.” “Mom, I’m only twenty. Am I supposed to get married already?” I didn’t understand her urgency. “I know, I know, but—” After hesitating for a long time, I finally said what was really bothering me. “The guy you introduced is almost fifty. He’s old enough to be my dad!” There was a pause on the other end of the line. Then my mom spoke carefully. “Well, actually… it’s possible he really is your father. I was young and foolish back then. More daddies, more options, right?” My silence must have been deafening because she hurried to backtrack. “Okay, okay. He is a little older, but he’s seriously handsome! A daddy among daddies. Incubus‑level hot!”

I spent five years as Dominic Santoro’s wife in name only. Five years hidden behind closed doors, buried under his sheets, erased from his world. When he finally agreed to take me back to Chicago—to stand beside him, to be seen—I thought I had won. I bought a new dress. Soft. Elegant. Worthy of a Don’s woman. The night before we left, he looked at me through the mirror and said calmly, “Take the makeup off. Change into pants.” I asked why. He adjusted his cufflinks like I was nothing more than background noise. “Juliana Lancaster is back. Tonight is our engagement.” Russian Bratva. Lancaster blood. A marriage alliance. Seeing my silence, he laughed—careless, cruel. “What’s with that look? Didn’t we agree on this when we married? Brotherhood. Loyalty. No love.” Then he turned, eyes sharp and mocking. “Victoria Miller… you didn’t actually fall in love with me, did you?” I stood there, frozen. Because inside the inner pocket of his tailored suit— was my pregnancy report. And the Don of Chicago had no idea the woman he was about to sacrifice was carrying his heir.

When news of Tanya Nice's pregnancy is exposed, she's lying next to Luciano Ascrofi, the new Don of the Ascrofi family. Since the ex-Don has already passed away, the paparazzi decide to make Tanya's pregnancy the next biggest scandal. They keep publishing all the romantic scandals related to her while making speculations about whose baby she will eventually give birth to. But Luciano doesn't seem to mind at all. His hand is placed over Tanya's flat belly so that he could feel the tiny life growing within her womb. It's then Tanya rolls on her side to nuzzle into Luciano's chest. Both of them are stuck in an intimate position, as though they are a couple who are madly in love with each other. But Tanya's gaze remains calm. Her voice is tender as always. "Will you kill this baby?" Luciano merely chuckles softly in return. Then, he presses a kiss on her forehead. "Don't overthink it, my darling stepmother."

In my previous life, I had married Luca Corleone, the most handsome Underboss in Cisilia. Everyone was envious of me. They all claimed that I became one of the most noble women in the country. My twin sister, Lia Rossi, went mad with jealousy. She pushed me down the stairs afterward. When I was at my weakest point due to a miscarriage, she used a pillow to smother me to death. When I open my eyes again, I've returned to the day the family meeting on the upcoming marriage alliance is held. Upon returning to the lounge, I witness Lia straddling Luca, clearly engaging in physical intimacy with him. Her legs are spread widely as her body rocks with every powerful thrust. "You came far too late, Elvira." Lia pants heavily while shooting me a smug look. "I'm the woman Luca loves now. See, we're even coupling with each other. In this lifetime, I shall be the one marrying him!" Everyone looks at me, waiting for me to back off from this relationship while suffering from a mental breakdown. But I just chuckle in return. Oh, my dear Lia… All she knows is that Luca is young, handsome, and insanely wealthy. But what she doesn't know is that he has a secret room tucked away in his bedroom that's completely filled with toys and tools meant to torture women. At the same time, he also plans to share her with the rest of his subordinates.

I am a top-notch surgeon. But when my ex-boyfriend —— now the Don of the Blackwood family —— was brought to the hospital injured, even the head nurse advised me against taking the case. Everyone said the Dante Blackwood despised me. Because three years ago—the last time we met—I took off my engagement ring and handed it back to him, then got into the car of Dominic, the Don of Mercer family. But I still put on my white coat and walked in. Not only walked in—I pressed my hand right against his stomach without a shred of hesitation. Before the punch came, it was the killing intent in his eyes. "I told you. Touch me one more time, and I'll break every bone in your body." The interns outside the door were all holding their breath for my safety. I adjusted my gold-rimmed glasses and let out a helpless smile. But the moment I undid the buttons of his shirt, even though his mouth told me to get out, his body couldn't help but tense up.

I've had a crush on Don Luciano Damiani for ten years. Heck, I even agree to his request to sleep with him a thousand times before we finally get to announce our relationship to the world. The locations vary, be it Luciano's private shooting range or the VIP lounge. He uses every trick up his sleeve just to groom me into his personal plaything. Every time we do it, Luciano will kiss me while coaxing the answer out of me. "Do you want our relationship to go public, babe?" I've answered him "yes" 999 times. Of course, he disappoints me 999 times as well. But on the thousandth time, Luciano says, "Cecilia, let's announce our relationship on my birthday, which will be held in two days." Excitement washes over me at that moment. But that's when my best friend, Valentina Fiore, starts a video chat with me. "I lost to Luciano in a racing competition. Yesterday, I had to go to the City Hall to get our marriage registered there. "But he still intends to keep you as his mistress. That's why we shall fight for his affection to the best of our ability on fair grounds. "The next two days shall be our contending period. We'll bet on who matters to Luciano more. The loser will travel to the Republic of Azamir as a war correspondent, whereas the winner gets to attend his birthday party and announce their relationship to the world."

On the day my boyfriend, Antonio Vinci, proposes to me, his adoptive sister, Lucia Falcone, remarks on a whim, "How romantic. It makes me want to get married now as well." On the very same night, Antonio gives me an agreement. "You should leave. Here's a 50-million-dollar compensation. I'm going to get married soon." If this were to happen in the past, I'd have kicked up a huge ruckus and threatened to take my own life if Antonio didn't marry me. But now, I just ask for another 50 million dollars calmly. When I'm about to sign the agreement, I hear Antonio talking on the phone in another language. "Thank goodness I gave Daniela a marriage agreement. Otherwise, she'd seriously think I'd break up with her. I knew that Daniela would be perfect as my wife. She's obedient and docile, just like a loyal mutt. "As for Lucia, I can give her everything but a legitimate position by my side." My hand pauses momentarily. Then, I scribble Lucia's name on the agreement. What Antonio doesn't know is that I have an ongoing bet with Lucia. If I can ensnare Antonio's heart in ten years, she will back out of our relationship. If I fail to do so, I'll disappear permanently from their lives.

For three years, I slept with my father’s head of security behind everyone’s back. Last night, with one hand at my throat and the other under my dress, he finally asked for a name, a future, something real. “After graduation,” I whispered against his mouth. “Let me finish my defense first. Then we’ll tell them.” “No.” By then I was shaking beneath him on the leather seat. “Then sooner. On my birthday next Friday. I’ll stop hiding then... Cassian, please—gentler...” That seemed to satisfy him. His mouth softened against my skin, and his voice dropped low against my ear. “Good girl. I just want you too much.” The next afternoon, I met my best friend for tea. The moment she opened the passenger door, she spotted the torn foil packet caught beside the seat and lifted a brow. “Bourbon cherry?” she said, already grinning. “That’s our company’s unreleased line. So this is what you’ve been hiding.” I snatched it up and shoved it into my bag. “It’s not public yet.” She frowned. “That’s the strange part. We only sent those samples to a handful of VIP clients.” Then she pulled out her phone. “I did a product follow-up with one of them yesterday, and his private account was basically a shrine to his girlfriend.” She turned the screen toward me. I only looked once, and my whole body went cold. The man in the photo had a line of Latin script inked low across his abdomen. I knew that tattoo. I had kissed it the night before. My fingers started shaking as I opened the private account Cassian had never shown me. April 4. The conservatory. Me and him. April 7. The upstairs studio. Me and him again. April 11—last night. A six-second clip in the back of the car.

I had loved Damian Moretti from a distance for two years. He was my boss, the untouchable heir to one of New York's most dangerous families, and the kind of man no woman should want unless she was ready to be ruined. Then he handed me a lipstick. At first, I thought it was just a gift. Until I touched it, and Damian Moretti, the coldest man in the room, almost came apart in front of everyone. That was when I learned his secret. The lipstick was bound to him. Every touch, every twist, every swipe of color, he felt it. He had not given me a present. He had handed me power over him. And when the office started whispering, when another woman tried to claim what was mine, Damian finally showed everyone the truth. The ruthless Moretti heir only knelt for one woman. Me.

My cold-blooded Mafia boss, Don Cassius, tore my painting to shreds. Right in front of everyone. I needed to vent. I texted a picture of my legs in fishnets to my dark web sugar daddy. [Wanna be stepped on by your Mistress? Stroke it for me. Now.] I looked up. Cassius—usually an untouchable iceberg in a bespoke suit—swallowed hard. His ears flushed a dark red. Curious, I sneaked a peek at his phone. My photo. My filthy command. Both flashing on his screen. Holy shit. Ice shot through my veins. My stupid fucking thumb slipped... and hit the video call button.

I served three years in federal prison for the Don's precious Sophia, and then he suddenly fell for me. The day he came to pick me up, he had a sapphire necklace ready, the kind I'd begged him for once and never got. I dropped it onto the back seat without a second glance. His expression darkened. "If you have something to say, just say it. Don't take it out on things." I smiled. "Three years inside taught me never to keep anything valuable on me. It would only bring trouble." He swallowed hard and pulled me close. "That's over now. You have me. Whatever you want, I'll get it for you." I pushed him back. "Then give me my wedding ring." I'd told him once: if the day ever came that I was leaving, I'd take that ring with me. Three years had been more than enough to kill whatever love I had left.

I was arranged to marry the Mafia Don Silas Monroe. I thought our marriage would be cold and boring. Instead, after the wedding, he became impossible to resist—distant and unreadable by day, but heated and possessive by night. I thought that secret side of him belonged only to me. Until one night, while his mouth was on my skin, a man with my husband’s exact face stepped into the room. The man behind me only smiled against my shoulder. “Be quiet, Anna. You wouldn’t want Silas to find out you’re sleeping with his brother, would you?” That was when I realized the man in my bed was never my husband. It was his twin brother, Eric Monroe.

After my father vanished with fifty million dollars belonging to the Vitale Family, I went from a pampered heiress to the Mafia Don's debt-bound maid. On my very first day, I discovered that Cassian—the cold creditor ordering me to polish his shoes by day—was the same online puppy who wore a collar, knelt, and called me Mistress at night. And just the night before, I'd dumped him because I “wasn't in the mood for arelationship.” In the study, he looked down at me coldly. “Miss Bennett, polish my shoes.” “A debtor doesn't get to choose her assignments.” At the same time, my phone was buzzing like crazy in my pocket. The “puppy” I'd blocked seventeen times was already begging through yetanother new account: [Mistress, please don't leave your puppy.] [You can punish your puppy however you want tonight.]