Helluva Boss Crossover Fanfiction Novels & Stories

A forced marriage. A ruthless CEO. And a contract that could ruin—or rescue—her heart. Ayla Morgan thought losing her father was the worst thing that could happen. She was wrong. Within weeks, her family restaurant is seized by debt collectors, her stepmother kicks her to the curb, and her arrogant CEO fires her in front of everyone over a petty mistake. With nothing left but humiliation and bills, Ayla is forced into a blind date arranged by her greedy family… and accidentally ruins the wrong one. That “wrong date”? Damon Cross. Her ex-boss. The coldest man she’s ever met—richer than sin and twice as dangerous. But instead of being furious, Damon makes her a shocking offer: Marry me. Three years. No feelings. No questions. In return, I’ll pay your family’s debt and give you your life back. To him, it’s just a contract. To her, it’s a lifeline. Living under the same roof, working as his personal secretary, Ayla swears she’ll never fall for a man who sees love as weakness. But behind Damon’s icy exterior hides a broken man forced to marry by his dying grandfather—and a loneliness that mirrors her own. As enemies become reluctant allies and fake kisses turn real, Ayla finds herself questioning everything. What happens when the contract ends… but her heart doesn’t? And will Damon let go of control long enough to realize that love might be his only salvation?

After a wild night, Kei decided to run away to Billionaire Gio Javier Evangelista. He was the man she borrowed money from, and she promised she would never see him again. But fate had other plans. Their paths crossed once more when Kei became an employee at Gio's company. Her life took a significant turn because Gio Javier Evangelista never forgot the woman who once passed through his life—especially her.

“Do you think… do you think Steve had anything to do with it?” Her voice was low. The silence that followed said more than words ever could. I didn't know when I moved across the room and got on my knees beside her. I stared into her eyes, “I don't know yet. But I promise you Melissa, I won't let anyone hurt you” I saw her gulp and shift in her chair but I meant every word of that promise. I don't know where the sudden urge to protect her from everything came from, but I wasn't pushing it away. I wanted to protect her, even if it's from her psychopathic husband. Melissa, married to the supposed love of her life, hopes to rekindle the spark between her and her husband. Only to find her husband cheating with his secretary. Melissa is now threatened to stay in a loveless marriage because she has no where to turn to, all her assets gone to the hands of the man she called her husband. Melissa begins to find light as she interacts with her husband’s boss, yes CEO, whereas her husband is a senior partner. Melissa’s husband is threatened by his boss’s kindness towards her. Not wanting to loose Melissa, her arrogant billionaire husband continues to fight to keep Melissa locked away. Will Melissa find peace with her billionaire man? Which billionaire would it be? Will she escape to the light? Or will she be forced to live in her prison villa forever?

Vanna Shaw is a woman who built the Secret Territorial Group in Spain, she owns all of the contraband units that handle carriers, securities, and public dispatchers of their assets. She is one of the five women who run the group, thus, she knows that eventually, her position is about to end. When he went home to his family, he knew he was about to marry, yep! A big clown to her plan. First, she doesn’t like Magnus Daviro to be her husband. He is like her, an arrogant, cold, and dominant man she knows she can’t handle. It is also a company’s heir, and their marriage will be a strong relationship between the Shaw and Daviro family for their business. She believes that she is a lousy, useless, not attractive man, but she mistakenly because all she can see is a grown-up man who can take her breath away. Can they have a spark together? or will they end up battling who is the boss? What if despite their situation, he will know its secret? Can he love the other personality?

"And what do you intend to do with the power that comes with being my consigliera?" She smirked. "Good. And just a little touch of treason." Died as a weakling, reborn strong and wise. Andrea's stepmother had played her for a fool and gotten them all killed. Until the day of her death, Andrea blamed herself for the demise of her family. Now, being reborn, she has to hold on to those she once lost — or she might loose them all over again. And she would do this and get her revenge with the help of her perfect mafia boss fiancé - Ryker Darius.

My dad called me right after I got paid. He said my little brother needed money for school, Grandma had medical bills, and there was still the rent, water, and electricity. Then, at the end of the call, he admitted he’d lost money gambling. I sat in the security booth, rubbing my bad leg, completely lost for what to do. A car horn blared, and I quickly raised the security bar. Just one look and you could tell how expensive the car was. It belonged to the boss, who had a thing for amputees. Damn it.

"My husband wants a divorce." Those were the first words Klaire Kingston received less than twenty-four hours after marrying a stranger she'd never even met. After catching her fiancé cheating with her own sister on the eve of their wedding, Klaire runs away with a broken heart and no place to go. When she saves an elderly woman's life, she agrees to a secret flash marriage to the woman's grandsonm a man she never sees. A husband without a face. A marriage without love. And a divorce before it even begins. Determined to rebuild her life, Klaire lands a job at Vilmorre Enterprise, where her new boss is the last man she wants to work for. Aleksander Vilmorre is cold, ruthless, and completely out of her league. The more they clash, the harder it becomes to ignore the sparks between them. But neither of them knows one life-changing truth. The woman Aleksander is desperate to divorce... Is the employee he's slowly falling for. And the arrogant billionaire Klaire swore she'd never love... Is already her husband

Brielle Clarke, a shy and anxiety riddled twenty two year old was born into a family with a dangerous lifestyle. However, her father deems her useless to their family and decides to profit off her by selling her to an even more dangerous family. The head of the Russian Mob. Maxim Vasiliev did not ask for a woman in his life but when his father brings Brielle as a present to him, he has no choice but to put her under his care. The ruthless and cold Maxim has no use for her but he knows she is better off with him than with his old predatory father. When these two are forced to live under the same roof with no interest for each other, would they learn to fall in love? Or will the dark past of their respective lives get in between?

Isabella woke up in the morning and felt the ache in a place that never hurt before. She took a glimpse at her body, and Her thoughts went blank. Isabella's eyes discovered a guy who was laying near her, asleep, and her thoughts brought back to all the bizarre things that transpired last night. My boyfriend of 2 years abandoned me, I was intoxicated and went to my hotel room alone. Someone climbed on me. To say that he was gorgeous is an understatement. If an angel could marry a Satan, then I'm convinced he was their offspring. But it was not the goal! He came to me and kissed me. One thing led to another.. God! This man snatched my virginity. And it was hardly the worst. Guess what! He was my new boss Gabriel Remington. I was his new executive assistant. To top it, my former lover accused my boss that he raped me. What should I do? Trust my former lover who just dumped me? Or.. Trust my new boss who took my virginity?

Camilla’s life shatters after she discovers her husband and sisters' betrayal when she receives an anonymous video of them together in bed. Daniel divorced her, fired her and made her father disown her, leaving her homeless and helpless. But an accident made her stumble on a stranger who helped her. Years later, Camilla returned as a successful cardiologist, with a little boy beside her. Her name was all over the news as a doctor and CEO of the biggest medical group in their country. Now Daniel would stop at nothing to win back her love. Will she forgive him after all or will their secrets and betrayal of the past keep them apart forever? Find out more in the story!