Playboy Age Gap Web Novels & Stories

⚠️ WARNING: This book will ruin you for vanilla sex. Side effects include spontaneous wetness, missed deadlines, "one more chapter" syndrome at 3 AM, and explaining to your partner why you suddenly have ideas. Reader discretion advised. Vibrator recommended. For readers 18+ who like their fantasies FILTHY and their boundaries FLEXIBLE. She didn't know she needed five frat brothers until her boyfriend offered her up as initiation. She didn't know she craved her stepdad's best friends until they caught her skinny dipping. She didn't know she was a fertility goddess until the clinic offered natural insemination. Now she knows. DIRTY DREAMS is a scorching collection of no-holds-barred erotica for women who want MORE. More men. More holes filled. More loads taken. More of the fantasies you've only whispered about in the dark. Inside you'll find: → Gangbangs that leave her dripping and delirious → Taboo encounters with men who should be off-limits → CNC scenarios that blur every line you thought you had → Breeding rituals designed to fill her up and knock her up → Good girls corrupted, wives shared, and innocence absolutely wrecked From fraternity basements to fertility clinics, from camping grounds to cult ceremonies, these stories don't tease – they deliver. Every hole. Every load. Every filthy fantasy you've been too ashamed to Google. This is not your mother's romance novel. This is the book you hide on your Kindle. This is the book you read with one hand. This is the book that finally scratches that itch. Contains: gangbangs, reverse harem, dubcon, breeding, taboo relationships, CNC (consensual non-consent), age gaps, degradation, cum play, and absolutely zero apologies. All characters are 18+. All scenarios are fiction. All orgasms are guaranteed.

Sarina is a nurse who grew up in a province and chose to become a private nurse to Maximus Lardizabal because of the very high salary. Lardizabal is a well-known businessman in the country and a playboy as well. He has a girlfriend, but because he doesn't love her, he still plays with women. When he had an accident in another country and returned to the Philippines, he was blind and confined to a wheelchair, which caused his girlfriend to leave him. Meanwhile, Maximus unexpectedly proposed an offer to Sarina that was beyond her wildest dreams, leaving her in a state of disbelief. Initially, she was quick to reject it. However, the pressing needs of her family forced her to reconsider, and she reluctantly agreed to become Maximus's bed warmer for one year for a staggering sum of 10 million. The young woman does not know that other agreements are attached to their contract, and when they start living together, she will learn the secret that the young man is hiding.

WARNING: 18+ This story contains mature themes, explicit sexual content, strong language, and situations that are not suitable for readers under 18. Read at your own risk. *** When Noah Gonzaga moved into his mother’s new husband’s house, he never expected to gain a stepbrother who was clearly unwilling to welcome him. From the start, he already knew Kayden didn’t want him there. Noah hated this messed-up situation just as much as he did. If it weren’t for his mother, he would’ve never agreed to live under the same roof as him. However, he couldn’t just let his mom stay alone with a man she’d married after knowing him for six months. What he didn’t expect even more was to end up in Kayden’s bed one night, completely lost in the desire to be owned by him, forgetting entirely how much they loathed each other. They hated each other, yes, but they also hated how their bodies couldn’t resist each other’s desires, even when they knew it was wrong.

Warnings: Mature mind only. Read with caution. “We can even make it a one-time thing.” She said, “We almost did this before...” But she quickly held herself and instead said, "My mom won’t even know a thing, I promise." She said, sounding really desperate. “There’s no way you won’t ask for more, Scarlett,” Adrian argued weakly. “Then I wouldn’t be in the wrong for doing that.” She maintained spiritedly. “I mean, why can’t you just leave my mom and date your age? Or do you think she’s dating only you? She’s got numerous men at her beck and call, and at the end of it all, she’s going to dump you. I am actually the one with the money.” “I don’t care about the money.” Adrian continued stubbornly. “I know this has nothing to do with true love. What exactly do you want from my mom? What do you have on her?” ~~~  Scarlet Davenport, a billionaire heiress and the only surviving daughter of a  widow and men-loving cougar; Vivian Davenport, wakes up to find Adrian Hartfield, the man whom she had an instant crush on after meeting at the club being introduced to her as her potential stepdad. She realizes for the first time in her young life that she might have to go against all odds to fight for her prince charming even if it means employing the art of seduction to get Adrian to her bed.   When hateful and numerous vile forces notice these weak spots in the family and decide to exploit them to their advantage, will Adrian and Scarlett realize their combined strength early enough? Would they overcome the odds?

He shouldn’t have imagined her lying naked on his bed. She shouldn’t have imagined his devilishly handsome face between her legs. But it was too late. Kiara began noticing Ethan's washboard abs when he hopped out of the pool, dripping wet after swim practice. Ethan began gazing at Kiara’s golden skin in a bikini as a grown woman instead of the girl next door he grew up with. That kiss should have never happened. It was just one moment in a lifetime of moments, but they both felt its power. They knew the thrumming in their veins and desperation in their bodies might give them all they ever wanted or ruin everything if they followed it. Kiara and Ethan knew they should have never kissed. But it's too late to take that choice back, so they have a new one to make. Fall for each other and risk their friendship or try to forget one little kiss that might change everything. PREVIEW: “If you don’t want to kiss me then... let’s swim.” “Yeah, sure.” “Naked.” “What?” “I always wanted to try skinny dipping. And I really want to get out of these clothes.” “What if someone catches you... me, both?” “We will be in the pool, Ethan. And no one can see us from the living room.” I smirked when I said, “Unless you want to watch me while I swim, you can stay here.” His eyes darkened, and he looked away, probably thinking the same when I noticed red blush creeping up his neck and making his ears and cheeks flush. Cute. “Come on, Ethan. Don’t be a chicken...” “Fine.” His voice was rough when he said, “Remove that sweater first.”

“Fuck—say my name when I’m inside you,” Drake’s voice was a dark growl against my ear, his hand pinning mine above the headboard. “Drake… oh God, harder—” I cried, my body arching into his relentless thrusts. “Not just Drake. Say what I am to you.” “My ex’s father,” I gasped, shame and desire tangling on my tongue. “That’s right, sweetheart. And now you’re mine.” It was supposed to be a reckless mistake. A reckless mistake with a stranger after catching my boyfriend screwing my best friend. But the stranger wasn’t a stranger at all. He was Drake Humphrey. My ex-boyfriend’s father. Older. Filthy rich. Ruthlessly dominant. The man I should have run from. Instead, I let him own me. In his penthouse, on his desk, in his car. I let him ruin me with every touch. But what started as lust has become obsession. Drake doesn’t just want my body. He wants my heart. He wants me under his name, his control, his power. And when our secret erupts, the world around us catches fire. My ex wants revenge. His mother wants blood. His father wants me. And I can’t decide if I’ve been destroyed… or if I’ve finally come alive.

Warning: Extremely steamy content ahead, proceed if you love your Daddies dominant and your boys beautifully broken. Surrender to the raw, intoxicating power of older men who know exactly how to break a willing boy… and make him crave every filthy second. This scorching collection of standalone MM short stories thrusts you into the world of commanding Daddies, ruthless CEOs, ex’s powerful fathers, dad’s dominant best friends—who take what they want without apology. These experienced alphas spot a hungry younger man and unleash relentless, possessive desire that leaves no hole untouched and no limit unbroken. Feel the heat as stern Daddies pin eager boys against penthouse windows, bend them over desks, and force them to their knees in corners. Deep-throating commands, rough bareback pounding, choking growls of good boy, and dripping, sweat-soaked submission turn forbidden tension into explosive, body-shaking ecstasy. Every story drips with primal age-gap lust—older men claiming, breeding, and owning younger bodies that beg for more. If you live for dominant Daddies who discipline, degrade, and devour… this collection will ruin you for anything less. A must-read obsession for every MM lover who needs their erotica raw, relentless, and drenched in Daddy dominance. MM erotica MM Romance Gay Romance LGBTQ+ short stories MM anthology Standalone short stories Age gap romance Blackmail romance Daddy kink Forbidden romance Steamy gay romance Daddy kink Age gap Taboo/forbidden Ex’s dad Dad’s best friend Power imbalance Dominant alpha Daddies Rough possession Oral worship Bareback breeding Dirty talk & praise Dub-con to desperate consent High-heat explicit sex Standalone shorts HEA/HFN 18+ only

“Be a good girl and hold your legs open, little slut. You’re gonna take daddy’s cock, every inch, while your bastard ex-boyfriend watches.” ****** We’ve all undoubtedly long to experience being claimed, owned, devoured and ruined by multiple men at once. To have them call all the shots, use and throw you around like a weightless doll… it’s not just wild, it’s… taboo. Here’s an opportunity to live voraciously through the scotching pages, and experience a thrill of pleasure unlike never before. Here, raw heat is unashamedly served with a side of forbidden, and toppings of so many illicit desires. Before diving in, put aside your hesitations, your morals and your conscience— yes, that. And strut in with nothing but a hunger that would be thoroughly sated from the very first page. From shy virgins losing their first time to a group of hot daddies, to a little brat being ruined by her father’s bestfriend group, to an innocent nerd being devoured by her group of childhood bullies, and so much more. Here, the men here are unapologetic dark, dirty and dangerous. They don’t ask for permission, they take, they claim and they devour. [An Erotica Collection.]

Trixie is wild and takes after her biker father. When she loses her position at her apprenticeship, she works in a club. As she dances her way to earn money, her boss asks her to do a private dance for a customer. After a lot of refusing, Trixie agrees. With the mask on, she dances for him, and after a passionate kiss and a little more, Trixie is left on the edge craving more. Not just more, but him.She leaves to visit her parents. Sitting by the pool, her dads shocked glare at her has her worried as he spots the tattoo. Her dad points it out to his best friend, Damon. Only a sickening look crosses Damon's face. Trixie soon finds out, the man who brought her pleasure just days before is the man she has always called Uncle, her fathers best friend, nearly twenty years older than her.As they start a secret affair that is meant to just be fun., someone falls in love. Unfortunately, that love puts Trixie in a difficult situation when her past shows up at her parents and uses every weakness she has. Will her dad find out about her affair with Damon? Will Damon and her dad find out the truth about the person from her past, and just how will they solve it?WARNINGS: This book contains scenes of BDSM, including but not limited to. Dominance, submission, bondage, edge play, and more. This book also includes Daddy kink. (Trixie calls Damon Daddy.) This book also contains scenes of abuse. The book also features scenes of rape. However, these scenes are blacked out and do not go into great detail.Ultimately, this book is smut, so most chapters will have some sexual references or sexual play.

Wanting a one-night fairytale, Joanna Yoder, attends the Hudson Masquerade Charity Ball. With her face hidden behind a mask, she played the role of a wealthy heiress named Clarice Cameron. When heartthrob playboy, Trevor Hudson, sweeps her off her feet, Joanna goes with the flow since she has had a crush on him for years. After being every New York heiresses' fantasy since he was a teenager, Trevor finally finds the one. What he doesn't know is that the woman he loves is a fraud - and his maid.

Don’t Stop: Short Erotica Tales is a red-hot compilation of standalone short stories exploring forbidden desire, raw power, and explosive passion. From fake marriages that ignite into rough, bed-shattering sex to hate-fueled hookups where exes tear into each other against walls, skirts hiked, thrusts punishing and deep. Forbidden affairs, crazy age gap, captive fantasies, one-night stands turned addictive. Each tale delivers explicit, no-holds-barred heat: teasing oral, hard spanks, multiple breathless orgasms, and dominant men who take control while fierce women push back and beg for more. Short, filthy, and intensely satisfying. Perfect for readers who crave scorching erotica that leaves nothing to the imagination.

"What if he is the one? But he is afraid to tell you?" ┉ Once upon a one night stand in Milan, Italy┉ 💗Two people fell in love.💗 He snuck out in the morning, before she woke up. And when she finally woke up, she couldn't remember who the stranger was she had a one night stand with. Years later, they still couldn't get over each other. HE turned into a womanizer to forget her and SHE remained single, because she couldn't get the one night stand out of her head. They both break their heads to find each other. HE in search for the girl that stole his heart during a One Night Stand and SHE for the guy that made her fall in love. But as the saying goes: "What's meant to be, will find its way back." Will it be that easy? SHE can't remember HIM. HE can remember HER. Heartbreak.Secrets.Lies I was a goddamn business man. Business deals, contracts, name it and I could arrange it. No hesitation. No second thoughts. And then there's her. I was afraid. Afraid of losing her. Afraid that this love is only one sided.

Two hours before the wedding, Ahn Hana was abandoned by her fiance. Drunk and upset, she picked up a young bad boy from the street. Waking up with no memories of the night, she found herself next to a handsome boy in the next morning. What happened when she found out that she is being fooled by a playboy? When a mystery came to light, she realized that she had to fight her fallen mind to win the battle against a serial killer who had been obsessed with her. Was her entire life manipulated by a serial killer?Will this arrogant and proud lawyer able to resolve the murder case of the century while facing the whole nation's hate? Will she become the real killer's target or she will target the murderer?

**Can You Keep a Secret? 😉🤫** **WARNING: This Book is Rated 🔞 (18+) for Adult Audiences** Dive into a world of unrestrained passion with our captivating collection of erotic tales that will leave you breathless. This book delves into your favorite fantasies, featuring raw, intimate content that explores the depths of desire. Prepare for tantalizing twists and steamy encounters in: - Stepbrother Affairs - Stepfather Secrets - Best Friend's Father Exploits - Unforgettable Uncle Encounters - Student-Teacher Temptations - The Handsome Next-Door Neighbor - Sensational Doctor Romances And much more that will ignite your imagination! If you're seeking something intense, unexpected, and delightfully dark, then the *Steamy Chronicles* is your ticket to a world overflowing with steamy romance and heart-wrenching desire. Are you ready to be swept away?

Bold and beautiful Vivienne Payton is willing to do anything to be successful in life and make it to the top. However, when she's struck with financial problems which make her drop out of school. She's compelled to sign up as a surrogate to one of the most famous billionaire CEO He's cold, aloof, and arrogant, 33 years old Victor Ellison just lost his wife due to cancer and is willing to do anything to keep her memories alive, including hiring a surrogate. When 19 years old Vivienne enters his life, everything changes when she's hell-bent on finding her way to his heart, a man who owns his heart, a bedrock of stability questions himself when he yearns for something forbidden which would either leave him broken or giving in to the consuming passion more irresistible and enticing than anything he has ever felt. With external dangers surrounding them and constantly looking out for each other. Hearts melt, and love blooms. However, a life-changing secret harbors in her heart which could break and ruin a relationship, will running away be the solution?

"...If these feelings were not meant to be, why do they arise, especially when I'm naked? If these feelings were unnatural, why do they consume my thoughts, constantly drawing me towards him? How much longer can I keep these emotions bottled up in me? If this is truly how I feel, I must find a way to express myself when I am alone with him….” ************************************* Ava thought that the best way to help her best friend, Charlotte, after her boyfriend broke her heart publicly, was to persuade her to come along on a family vacation. However, before the vacation, Charlotte decided to go on a secret intimate blind date to help mend her broken heart. Little did she know that the person she was about to sleep with was none other than her best friend's dad. The blind date prevented the two strangers from seeing each other, and their eyes blindfolded during the process. Due to Charlotte's short encounter with an older man, she started developing love for Ava's dad. However, Charlotte came across a secret about Ava's family that Ava herself was unaware of. The secret could tire down Ava's family. Charlotte found herself torn between remaining loyal to her best friend or keeping the secret and continuing her forbidden relationship with Tyler. How would Tyler and Charlotte manage to keep their love hidden? Would Ava regret inviting Charlotte when she discovered the romance between her best friend and her own father? Would Tyler and Charlotte choose to pursue their love, even if their relationship was eventually exposed?

Winthrow Financial. The fastest growing firm on Wall Street, and I had been lucky enough to land a job there right out of college. Despite being the youngest woman on the floor, I quickly made waves in the company. Carter Winthrow, the sexiest boss a woman could ever have, noticed me quickly. When he came to meet me personally, he also took notice of my body. Within days, I was promoted to Carter’s personal assistant. While the job itself was fantastic, the real perk was getting to work with Carter himself. The suave and sexy billionaire playboy managed to exude charm and confidence every time we spoke. And as I proved myself great at the job again and again, he became more and more comfortable with me. As I saw him giving to charities and holding his niece, I realized he was the ultimate alpha male. Those strong, chiseled abs and huge arms was all that the “Sexiest Bachelor” lists saw, but I saw the real man. A family man, just waiting for someone to give him that family. I knew that what I wanted, more than this job, more than a career, more than life itself, was Carter’s to give. I would do anything to get Carter to give it to me. And as he took my fertile body over and over again, I knew that he wanted more than just a business partner. He wanted it all. A wife. A family. But most of all, a baby...

⚠️warning⚠️ this book contains mature content and abuse. This Is the first warning and will not be the last. Andrei Volkov is the head of the Russian Mafia. He's ruthless, dangerous, rich and has every woman on their knees begging for him to take them. He's never loved anyone, since his past has left him unable to do so.Skylar Jones; homeless and without any family. She's the kindest and the most selfless person you will ever meet even without money. One day, Skylar meets two men that work for the Russian Mafia. They offer her job that she has a tough time refusing even with the strings attached.What will poor innocent Skylar do when she meets the Andrei? Will she fall madly in love like the rest or simply think him as another man?WARNING: THIS STORY MAY CONTAIN TRIGGER STUFF TO SOME PEOPLE. IF YOU ARE EASILY UPSET BY THE THOUGHT OF RAPE OR ABUSE, DO NOT READ THIS BOOK.

Book Two of Cruel Intentions Series. This book can be read as a stand-alone, but for better comprehension of the characters, it is recommended to be read after Betrayed the Mafia. Theodore is the second in command of the Irish mob in New York. He is known as a player, use and toss. Theo hates relationships seeing them as useless. Theodore is funny and lighthearted around his friends, but when dealing with business, he is ruthless and heartless. His cold heart always prevails. Theodore is manipulative and a great liar. Theodore is chosen to help forge an alliance between the Irish and the Americans. He needs to marry the daughter of the boss. He takes his job and position seriously and accepts his fate. He doesn’t believe in love anyway, so that nothing will change for him. He will just have to wear a ring and play house. What happens when she is the girl he has avoided for years, the girl he feels the need to protect? He sees her as a weakness. He condones how she lives her life, but the day he allows himself to get close to her, everything changes, and his addiction to her becomes impossible to resist. Theodore is everything Everly has always dreamed of as an online romance novel writer, and she is inexperienced and sassy. The only way she has experienced love is through her books. She lives almost in captivity because of who she is, and Her purity will be negotiable. But once Theodore pops her cherry, he can’t stay away, involving her in a thread of lies and manipulations that she could only imagine as a plot of one of her books.

WARNING: Mature Content / R-18 Eva Green is an 18 years old college girl who loves to live her life on her terms. She lived with her mom alone while her dad died due to cancer when she was only 16. After her dad was gone, she helped her mother Ella emotionally and mentally. She also told her to start dating. Ella finally understood her daughter's words and started dating. After dating a few men she meets Mark Nelson who is just perfect in every aspect. Mark Nelson was a playboy in his college time but with time and age now he wanted to settle and start his own family. He is nine years younger than Ella but he didn't mind. Mark found Ella and felt she had great potential to become a good wife. Just like he wants but when Ella invites him to her home for lunch. Everything suddenly changed. He met Ella's daughter Eva for the first time and got attracted to her sexually. She was a complete beauty with a hot body and bold attitude. What would happen? When Mark began to attract his girlfriend's daughter Eva and started to have an unavoidable desire. What would happen? When he comes to know, Eva feels the same desire for him but tries to hide it. Will he be able to still restrain himself from the sexual thirst for her? What would happen? When Eva found herself getting sexually attracted to her mom's boyfriend. What does she do? What would the future hold for them? When their attraction turned into lust and they would cross their all boundaries just to be together behind Ella's back even it's just for one month.