Prison Sissy Novels & Stories

Snowie Walton, the belle of the class, claimed she could hear my thoughts. When a classmate gained weight from hormone medications, she pointed at me and shouted, "Why did you call Eva a disgusting fat pig? Do you think you'll never be ill in your life?" The others believed her right away. They surrounded me, relentlessly demanding that I apologize publicly. From that day onward, I was isolated by the entire class. Later, during a lesson, the teacher mentioned her family. Snowie suddenly turned on me again. "What do you mean that our teacher only got this job through connections and that she has no capabilities at all? Show some respect!" I desperately explained that I had never thought such things, but the teacher didn't believe me. Not only was I written up for disciplinary action, but my scholarship was also revoked. Then, confidential documents from the school labs were stolen. Once again, Snowie blamed me. "How could you sell those files to foreigners and say that they were only worth a hundred thousand?" I was arrested by the police and convicted of leaking state secrets. I was sentenced to life imprisonment. In the end, I died in prison, consumed by depression. When I opened my eyes again, I had returned to the very day Snowie accused me of insulting Eva. By this time, she didn't know that I had uncovered her secret behind her so-called ability to hear my thoughts.

**THE ALPHA’S REGRET** She was chosen for her powerlessness. That was their first mistake. Leslie Grant signed a contract marriage to save her dying mother and drown her family’s debts. She moved into the Blackwell mansion knowing she was temporary — a prop, a placeholder, a girl with nowhere else to go. She expected cruelty. She got something more confusing: a cold husband who ignored her, a stepmother-in-law who dismantled her piece by piece, and the creeping feeling that she had walked into something far bigger and far darker than a simple arrangement. What she didn’t know: the man rotting in prison two hundred miles away is the true heir to everything surrounding her. What she didn’t know: she isn’t fully human. What she didn’t know: the woman who chose her, drugged her, and controlled her made one catastrophic miscalculation. She chose an Omega. And Omegas don’t stay asleep forever. When Devin Blackwell sees Leslie’s photograph for the first time, the mate bond hits him like a blow to the chest. She is in his enemy’s house. She is wearing his enemy’s ring. She doesn’t even know what she is. He can’t afford to feel this. He feels it anyway. *The Alpha’s Regret* is a story about a woman who was built to be forgotten — and the Alpha who discovers, too late to stop it, that she was always meant to burn the world down.​​​​​​​​​​​​​​​​

My pathetic older brother embezzled millions of dollars from the most ruthless billionaire in New York City, and the absolute only way to save my last remaining family member from a federal maximum-security prison is to physically sign my entire life away on a legally binding marriage contract. I foolishly thought I was simply surrendering my family's massive shipping empire to Damien Sterling to pay off a corporate debt, but the psychotic, golden-eyed monster had a completely different, terrifying obsession from the very beginning. Damien did not just want to conquer my company; he wanted absolute, permanent ownership of my body trapped securely inside his penthouse, and he was completely willing to orchestrate my father's fatal car crash three years ago just to force my inexperienced brother into a corner and corner me into his bed. When I discover the horrifying truth about my father's brutal murder and steal a loaded silver revolver to escape his heavily guarded estate, I accidentally drive straight into the territory of the bloodthirsty Russian mafia who want to use my life as physical leverage against my ruthless new husband. Now Damien is actively slaughtering his way through an entire warehouse of heavily armed men just to drag me back to his gilded cage, and I am terrifyingly forced to realize that the dominant monster who completely ruined my life is the exact same man who will brutally butcher anyone else who dares to touch his legally contracted wife.

Evelyn Ward never imagined that a routine walk home could shatter her life. Taken from her small Oregon town, she’s thrown into a velvet prison known as The Bidding Room, an elite underground auction where innocence is rare, and the most powerful men in the world come to buy it. Dressed like a doll, paraded as prey, Evelyn is thrust into a world of wealth, cruelty, and obsession. What should have ended in despair becomes the start of something more twisted - because the man who buys her isn’t a collector or a sadist. He’s something far worse. Lucien Moretti - The Devil of Verona - rules a vast criminal empire, built on fear and blood. He doesn’t pay for what he wants. He takes it. Yet something about Evelyn stops him. A silent challenge in her eyes, a trembling defiance that speaks louder than screams. He buys her not for pleasure - but to destroy what is pure. Except she doesn’t break. And that enrages him more than he expected. Their lives spiral in a dangerous dance of power and obsession. Lucien's enemies circle like vultures, and his own people begin to question his judgment. Evelyn isn’t just a girl anymore - she’s a symbol of his weakness, and they want to exploit that. As Evelyn is drawn deeper into the mafia world, her morality blurs. Can she resist becoming like them? Or is the darkness already inside her? In a story of violence, betrayal, and unnatural love, Evelyn and Lucien are caught in a storm they may not survive. And even if they do - what will be left of them?

{TW: DARK ROMANCE, ABUSE, DADDY KINK, PSYCHOTIC, VIOLENCE. This is not your typical dark romance novel, it gets darker with each chapters so if you can't handle it, kindly exit, not all Male leads are heroes some can be your worst nightmare, if you are looking for love you won't find it here} *********************************** "Won't you like to open your gift, Bambi?" It wasn't a question. César Navarro never asked. He commanded. When Anya Esmeralda Torres untied the silk ribbon and lifted the lid of the velvet box, her world shattered. Inside, staring back at her with dead, lifeless pupils, were the green eyes of Giovanni De Luca.....the man whose gaze had made her uncomfortable all evening. Her scream ripped through the silence. "Now his eyes will never trouble you again." He said it like he'd given her a necklace. Like dismemberment was romance. Like murder was love. César Navarro, known in the underworld as Calavera, wasn't just the founder of a billion-dollar tech empire. He was the Skull—mafia heir, executioner, and obsession wrapped in a tailored suit. And Anya? She was his cage bird. His possession. His favorite game. But Anya wasn't born to be caged. She was fire—wild, defiant, desperate for freedom. And no matter how many diamonds he draped her in, she vowed to escape. The question is: can you ever run from a monster who always finds you? Or will love become the cruelest prison of all?

Carmenta Bloom’s life is the epitome of gilded misery, and she is no stranger to controversy. With wealth and glory as her inheritance, she has everything but the freedom to live on her own terms. When a scandal threatens her family’s ironclad reputation, Carmenta is cast into a prison of her own making under the watchful eye of her bodyguard, Perion. Perion is her captor in every sense. He moves mountains and pounds them to ground again. He controls her, isolates her, and refuses to allow any escape—except one she never anticipated: his presence begins to consume her. Perion isn’t who he claims to be. He isn’t just a hired hand—he’s tied to a powerful mafia syndicate, his motives shrouded in secrecy. To him, Carmenta is a key piece in a high-stakes war his syndicate is waging. As Carmenta’s fiery spirit challenges Perion’s icy resolve, the line between duty and love begins to blur. Perion starts to see the woman behind the façade, and Carmenta, despite her mistrust, feels drawn to the man she thinks is her protector. He begins to question everything—his loyalty and the woman who has somehow gotten under his skin. Torn between duty and desire, Perion must face the consequences of his lies, while Carmenta must decide if she’s willing to risk everything—her heart, her life, and her very soul—for the man who was never meant to protect her. As war closes in and trust crumbles, they must confront what they’ve both been running from or be destroyed by it.

“You will never be loved, never be good enough for anyone! I loathe you, Annabel, and I will kill you just to prove my point. You are mine, and no one will ever touch what is mine.” I only whimper from the pain. “You will never be free. Never! Do you hear me?” His face is so close I can feel the breath on my face. He grabs my hair, yanking me back, so I have to look at him. “You are my wife, and I will never let you go!” Annabel needs to save her own life, but the only way she can do that is to flee her hopeless situation. After a frightfull incident where her heart stops, she finally finds the strength to do what she hasn't been able to do ever since she was sold to her husband Bane. She runs away. What happens when Annabel disappears for good, and instead becomes Allison in an attempt to hide from her abusive husband? Is it fate leading her to her family's old town of Marigold? Can she face her demons when her old life catches up to her? And how about when she discovers the world is not as ordinary as she thinks? The werewolf world may seem frightening, but something shifts when Allison meets her new Alpha, Blake. Can he keep her safe or will Bane drag her back to her miserable prison as he promised?

I was Claire Vitale, the lost daughter they forgot, the bride my lover betrayed—and the dying girl they failed to notice. For five long years, I lived like a stranger in my own home. The Vitale mansion was a beautiful prison, where every kind word hid a lie, every promise was false, and even Lawrence, the man I was supposed to marry, cared more for Vanessa than for me. None of them saw how my body weakened each day, how the pain grew sharper. They were too busy watching their precious Vanessa. Vanessa—the perfect adopted daughter, was the girl my parents loved more than me. She came into our family when I was lost, and when I returned, I found my place already taken—by her. Just as the illness was quietly taking my future. Now she was gone, and they all pointed fingers at me, convinced I was behind her disappearance. The machine they strapped to my head would pull memories straight from my mind. "Where is she?" my father roared. My mother sobbed in the corner. Lawrence, my fiancé, stood silent—his accusing eyes louder than any shout. But I knew the truth would shock them—how Vanessa hurt me, how she faked accidents, how she made sure no one ever believed me. The machine would show them everything. As the machine began its work, I trembled—from fear and exhaustion. After all these years of being unheard, would they finally see?

What happens when the man you married isn't the man who truly sees you? Cassie Everly thought she had everything she ever wanted. A powerful husband. A prestigious family name. A future most women could only dream of. The reality is far less perfect. For five years, David Jeffson has put business before marriage, leaving Cassie alone in a mansion that feels more like a prison than a home. Every promise is postponed. Every anniversary forgotten. Every attempt to save their relationship met with another excuse. Then Mark Jeffson comes home. David's twin brother. The black sheep of the family. The man who built his own empire while the Jeffsons handed everything to David. The man who looks at Cassie as though she's the only person in the room. Mark was never supposed to be part of her story. But the more her marriage falls apart, the harder it becomes to ignore the one man who always seems to be there when she needs him. The one man who remembers every detail her husband forgets. The one man who makes her question whether she chose the wrong brother all those years ago. As family secrets unravel and a bitter battle for the Jeffson empire begins, Cassie finds herself trapped between loyalty and desire, duty and happiness. Because loving her husband's twin could destroy everything. But walking away from him might destroy her even more.

Isabella Romanov thought her body was broken. She thought the man holding her while she bled was the only thing keeping her alive but she was wrong about all of it. The pills in her green juice, the best friend in her bed, the forged signatures waiting in a lawyer's desk, Marcus Whitfield didn't just betray her. He hollowed her out and sold what was left. But Marcus made one fatal mistake. He forgot who her father was. When Isabella walks out of her suburban prison and back into the world of blood and power she was born into, she finds an unlikely ally in Luca Moretti, the most dangerous man on the East Coast. He'll destroy Marcus and burn every bridge her ex-husband ever built. But his protection comes at a price: her hand, her name, and her presence in his bed. Isabella isn't stupid enough to trust another powerful man. She's just desperate enough to marry one. As she rises from discarded wife to mafia queen, Isabella uncovers a conspiracy far darker than infidelity, stolen embryos, Russian bounties, and a family ledger worth more than the city itself. The deeper she digs, the more she realizes that everyone around her wants something, and the man who swore to protect her might have wanted it first. In a world where blood is currency and love is leverage, Isabella must have to decide what she's willing to burn to get back what was taken from her and whether the man beside her is worth keeping.