Helluva Boss Crossover Fanfiction Novels & Stories

“You cannot keep me here against my will, Mr. Lincoln!” My voice was hoarse from all the shouting. My wrists bruised from the chains locked tightly around them. “Eat.” He dropped a food pack on the bed. “You are a lunatic. I don't love you and never will.” He retreated to the door, unlocking it slowly. “We will see about that.” Jasmine Harrison never expected the most irresistible man in New York to fall in love with her. He was every woman's fantasy. Once, he had been hers too. But whatever feelings she once had disappeared the moment his condescending attitude surfaced and she met his meddling family. Now the last thing Jasmine wants is the heart of the man who signs her paycheck. What was supposed to be a one-night stand changed everything. Instead of walking away, he forces his way deeper into her life. He meddled in her choices. Controlled her world. And when another man came too close, he kidnapped her. Now Jasmine hates him. And just when she thinks things can’t get worse, she discovers she’s pregnant with his child. Wrecked and terrified, can she ever learn to love the man who has only made her despise him?

I was in the middle of signing a contract when my phone rang. It was my younger sister, Lily Carter. Her voice was cautious, almost hesitant. “Hey… did you get divorced?” The question caught me off guard. I was about to answer when another voice suddenly cut in on her end of the line, a woman I didn’t recognize. She called out Lily’s name sharply. “Did you forget all the rules I set for you? During work hours, your only job is to serve me. Who said you could hide in the restroom?” A crisp slap echoed through the phone. “Now tell me,” the woman demanded. “What are the rules?” A second later, Lily spoke, her voice small and trembling. “First, during work hours, I have to lower myself when I speak to you. “Second, everything I earn has to be handed over to you. “Third, my phone has to stay on at all times. Whatever you say, I have to do it immediately.” The woman let out a mocking laugh. “At least you remember. One more. When we’re outside, you call me Mrs. Shaw, the boss’s wife. Make sure everyone in the company knows exactly who I am.” Hearing my sister’s quiet sobs, something inside me snapped. I immediately switched to a video call and dialed my husband, Daniel Shaw. “So,” I said coldly when he picked up, “you’ve been using your position at my company to keep a ‘wannabe Mrs.’ on the side, haven’t you?”

Sera’s life is shattered when her brother, Luca, disappears under mysterious circumstances, doesn’t know if he’s dead or alive. Desperate to find him, she strikes a dangerous deal with Dante Moretti, a ruthless mafia boss. In exchange for his help, she agrees to work for him as his secretary, stepping into a world she never imagined. But as she becomes entangled in Dante's empire, Sera uncovers dark secrets that threaten to consume her. As their relationship deepens, Sera must navigate a maze of betrayal, power, and passion. Now, with the mafia’s grip tightening, Sera is faced with a choice. Uphold the blood vow that binds them all, or risk everything to escape Dante’s hold. Will she save her brother and reclaim her freedom, or will the darkness of their past tear them all apart?

Arielle Marvel's normal and boring life is thrown into a rollercoaster of events when she finds out that her step father sold her off to the ruthless mafia boss Luciano Siegel to pay off his debt, she would do everything to pay off the debt and regain her freedom again, but then Luciano wanted her services but not in the way she had thought...

Emma never expected a one-night stand to turn her life upside down. A passionate encounter with a stranger at a club leaves her breathless—but when she walks into her new job the next morning, she discovers that the man she spent the night with is none other than Kian Wilson, her new boss. Kian, the grumpy yet charismatic CEO of K&W Fashion House, is just as shocked to see her. Their undeniable attraction threatens to blur the lines between personal and professional, but when Kian’s controlling mother steps in, things take a darker turn. She arranges his engagement to another woman and secretly offers Emma a job as her personal assistant—unaware that Emma is carrying Kian’s child. As Emma is pulled deeper into the Wilson family’s twisted world, she must fight for her independence while hiding her pregnancy. When the truth comes out, Kian is torn between love and duty, forced to choose between the life his mother planned for him and the woman who truly holds his heart. With betrayals, power struggles, and heartbreaking choices, can Kian and Emma overcome the odds—or will their love story end before it even begins?

Broken by her husband's betrayal, Ayanna must have her revenge even if it meant betraying him in the very same way... Cheating on him. Revenge drove her into a forbidden affair with a dangerous man who becomes obsessed with her and would do anything to have her even though she belongs to another.

At nine months pregnant, I was in the final stretch of my term, and my body heavy with a baby due any day. But my husband, Vito Falcone, underboss of the family, had locked me away. He held me in a sterile underground medical room and injected me with a labor suppressant. As I screamed in agony, he coldly told me to endure it. Because his brother's widow, Scarlett, was expected to go into labor at the exact same time. A blood oath he'd made with his late brother declared that the firstborn son would inherit the family's lucrative West Coast territory. "That inheritance belongs to Scarlett's child," he said. "With Daemon gone, she is utterly alone and destitute. You have my love, Alessia. All of it. I just need her to deliver safely. Then it's your turn." The drug was a constant, agonizing torment. I begged him to take me to a hospital. He grabbed me by the throat, forcing me to meet his icy gaze. "Stop the act! I know you're fine. You’re just trying to steal the inheritance." "To get ahead of Scarlett, you'll stop at nothing." My face was ashen. My body convulsed as I managed a desperate whisper. "The baby's coming. I don't care about the inheritance. I just love you, and I want our child to be born safely!" He sneered. "If you were really that innocent, if you had an ounce of love for me, you wouldn't have forced Scarlett to sign that prenup, waiving her child's inheritance rights." "Don't worry, I'll be back for you after she's given birth. you're carrying my own flesh and blood, after all." He kept a vigil outside Scarlett's delivery room all night. It was only after seeing the newborn in her arms that he remembered me. He finally sent his second in command, Marco, to release me. But when Marco finally called, his voice was shaking. "Boss... the missus and the baby... they're gone." In that moment, Vito Falcone shattered.

Ariana Lincoln thought heartbreak was the worst thing she’d face the night she walked in on her boyfriend and best friend in the bathroom of a nightclub. But when a reckless, drunken mistake with a mysterious stranger spirals into a shocking discovery, her life changes forever. The man she slept with? Jaxon Devereaux—her father’s billionaire boss and the most powerful CEO in the world. Thrown into a forbidden web of Lust, Ariana finds herself working under the ruthless man who haunts her every thought—and who wants nothing more than to break her. But secrets don’t stay buried for long. As danger circles from every side, and Jaxon’s twisted past unravels. Ariana must find away to survive without getting burned. He was her father’s boss. She was his forbidden mistake. But what happens when that mistake becomes everything?

Diana Fallacia Cueva was born into privilege, the heiress to Dairy-Fair Cosmetics, but she refused to be defined by her last name. She dreamed of becoming a world-renowned model on her own terms, free from the suffocating grip of high society. But fate was cruel. Without her knowledge, she was sold into marriage—to Ruther Yanno Wrevco, the ruthless CEO of the world’s most powerful luxury empire. Ruther was everything she despised—cold, controlling, and dangerously untouchable. But what she didn’t know was that her marriage was not a business deal—it was an act of vengeance. Ruther Yanno Wrevco was not the man the world believed him to be. He was Dale Polo Garzias, the last heir of a fallen mafia clan, a family wiped out in a massacre orchestrated by Diana’s father. Adopted and shaped into a powerful force, he had spent years waiting for the perfect moment to strike. Marrying Diana was his final move. She was meant to be his captive, his punishment, his pawn in a game of retribution. But Diana was never meant to fall for the man who destroyed her life. And Ruther was never meant to crave the woman he vowed to break. Their passion was a war, their love an addiction. Yet when Diana discovered the truth—that the real enemy had been within her own family all along—it shattered everything. Bound by betrayal, obsession, and a love neither could control, they stood at the edge of destruction. In a world where power is everything, would they rise as lovers or fall as enemies?

'Florence,' he whispered against my throat, his voice rough. 'I need to taste you.' ** Five years ago, Florence Davidson lost everything. Her family, their fortune, and her brother was framed for a crime he didn’t commit. Now, she’s back with one goal, to destroy the man she blames for it all. But billionaire CEO Anthony St. Louis isn’t the villain she expected, just cold, brilliant, and far more complicated. When a twisted truth surfaces and sparks fly between them, Florence finds herself torn between revenge and a love she never planned for. As secrets unravel, a child appears, a hidden past resurfaces, and the real enemy steps out of the shadows. Love was never part of the plan... but it might be the only way out.