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100 NIGHTS OF SIN: EROTICA SHORT STORIES

100 NIGHTS OF SIN: EROTICA SHORT STORIES

Romance
last updateLast Updated : 2026-04-09
By:  AuthorRubyOngoing
Language: English
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Synopsis

Steamy

Goodgirl

Affair

Forbidden Love

Dark Romance

Dominant

Alpha

Age Gap

“Spread your legs wider. Let me see how wet you are for someone you’re supposed to hate.” One hundred nights. One hundred different men who know exactly how to ruin you. This isn’t romance. This isn’t love. This is the kind of filthy, depraved shit you think about when you’re alone with your hand between your legs and nobody’s watching. Stepbrothers who corner you in the shower. Priests who bend you over the altar. Mafia dons who take what they want and leave you begging for more. The coach who swore he’d never touch you - until he did. Every forbidden scenario you’ve ever fantasized about, raw and unapologetic. No soft touches. No gentle whispers. Just rough hands, dirty words, and the kind of orgasms that leave you shaking. Fair warning: This collection doesn’t hold back. Choking. Spanking. Public degradation. Forced orgasms. Breeding kinks. If you need your erotica sweet and romantic, this isn’t it. But if you want to be fucked six ways from Sunday by men who don’t ask permission - they take it… Pick a night. Any night. You won’t be the same when it’s over.

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98 Chapters
CHAPTER ONE: STEPBROTHER’S BET
“Fifty bucks says I can fuck her by the end of summer.” The words hit me like a slap, raw and ugly, right outside Jake’s bedroom door. My fingers froze on the knob. My brand-new stepbrother, six-foot-three of cocky, sun-bleached arrogance, was betting on me. On Lily. The quiet girl who’d been dragged into this beach house two weeks ago after our parents decided a Vegas wedding was a great fucking idea. His friend laughed, low and dirty. “Dude, that’s your stepsister now.” “Not by blood,” Jake drawled, voice dripping with lazy confidence. “And Jesus Christ, have you seen that ass in those little denim shorts? The way it jiggles when she walks? Those fat tits straining against every tank top like they’re begging to be let out? She’s been eye-fucking me since day one. Bet she’s soaked every time I look at her.” Heat flooded my face, my chest, my cunt. I’d noticed the stares, sure. Those piercing arctic-blue eyes tracked me across the kitchen, lingered on my hard nipples when
last updateLast Updated : 2025-11-26
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CHAPTER TWO: STEPBROTHER’S BET
Movie Night With Parents It was a terrible idea to watch a movie tonight. We had plans, filthy, screaming plans, but Mom insisted on “family time.” So I made my own. No panties. The tiniest skirt I own. A promise in every step past Jake’s door earlier, hips swaying just enough to make him follow me with his eyes. He catches me on the stairs, backs me into the shadows, shoves two fingers straight into my bare pussy like he’s been dying for it all day. Turns out we had the exact same idea. “New bet,” he whispers, voice gravel and smoke. “I own this cunt for the entire movie. One real sound either of us makes and the loser is the winner’s slave tomorrow. Twenty-four hours. Anything goes.” I’m already soaked, clenching around his fingers like a greedy little slut. “Deal,” I breathe. “When I win, you’re licking your own cum out of me on the kitchen floor while Mom’s ten feet away.” His grin is pure sin. “And when you lose, I’m bending you over the breakf
last updateLast Updated : 2025-11-26
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CHAPTER THREE: STEPBROTHER’S BET
The Eight-Hour Drive I am twenty-one. Jake is twenty-three. We are adults, and we have spent the entire summer proving exactly how adult we can be when no one is watching. But it was wrong. There was nothing wrong with how good my stepbrother drew orgasms out of me. It was funny to think it just started with a bet. The calendar on my phone has been a countdown of red X’s since June. Every night I crossed off another day, another morning I woke up with his teeth marks on my throat, another afternoon he had me bent over the kitchen island while Mom was at book club. I told myself if we just fucked enough times, if I just let him brand himself inside me often enough, the leaving would not hurt. It was a lie. Last night I sat on the edge of his bed and watched him fold T-shirts into boxes to return to college and felt my chest crack open. So this morning, when Rick was swearing at the Tetris puzzle in the back of the SUV and Mom was trying to wedge one last lamp in sidewa
last updateLast Updated : 2025-11-26
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CHAPTER FOUR: Step-Father’s Poker Night
The cigar smoke hangs thick and sweet in the den, curling around the chandelier like it’s trying to cover for what’s already in the air. Five of David’s friends sit around the poker table. Cards in their hands, ice clinking in heavy glasses. They’re laughing about some golf swing when I walk in barefoot, carrying a tray of fresh beers. I’ve been starving for this moment for three straight months. Three months of tiny shorts riding up when I reached for cereal. Three months of “accidentally” brushing my tits against his arm in the hallway. Three months of hearing him jerk off through the wall at 2 a.m. while I rubbed my clit and bit my pillow so he wouldn’t hear me moan his name. Tonight I’m done waiting. The white cotton shorts are so short the bottom curve of my ass shows when I walk. The tank top is old, thin, and the air-conditioning is cranked all the way up. My nipples are rock-hard and poking straight through the fabric like they’re begging for his mouth. Eve
last updateLast Updated : 2025-11-26
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CHAPTER FIVE: Step-Father’s Poker Night
The cigar smoke is still thick when David drags me up the stairs, my wrist locked in his hand like he’s afraid I’ll disappear if he lets go. My shorts are somewhere on the den floor. My tank top is gone. I’m naked except for the flush burning across my skin and the ache between my legs that’s been there for months. He kicks his bedroom door shut, locks it, and finally looks at me. Really looks. His chest is rising too fast. His pupils are blown. The bulge in his slacks is obscene. “Color?” he asks, voice low, rough, like it hurts to speak. I’m already shaking. “Green,” I breathe. “So fucking green, Daddy.” The word rips a growl out of him. A dark, satisfied smile curls his mouth. He crosses to the nightstand in two strides and pulls out two long midnight-blue silk scarves. The fabric whispers when he trails one over my collarbone, cool and smooth against my overheated skin. “Wrists,” he says. I lift them instantly. He loops the first scarf around them, tight but
last updateLast Updated : 2025-11-26
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CHAPTER SIX: OnlyFans Blackmail
The house is finally, perfectly silent. Mom and Jonah’s SUV disappeared down the street twenty minutes ago, taillights swallowed by the dark. Anniversary weekend. Two whole nights of freedom. I knew exactly what I was going to use it for.I don’t knock.Tyler’s door swings open, and the blue-white glow of his monitor hits me like a spotlight. He’s slouched deep in his gaming chair, grey sweatpants shoved down to mid-thigh, fist wrapped tight around his cock, slow, lazy strokes that stop the second he sees me.On his screen: me. On all fours, back arched, a rose-gold plug glinting between my cheeks while I fuck myself with a glass dildo and moan like I know he’s watching.The sound is still leaking from his speakers, my own voice, breathy and broken: “Come for me, baby…”His laptop slams shut so hard the desk shakes.“Scarlett—what the fuck?” His voice cracks, a mix of panic and fury as he yanks his sweatpants up, fumbling to cover himself. His face is flushed, eyes darting anywhere bu
last updateLast Updated : 2025-11-27
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Chapter Seven: OnlyFans Blackmail
I ride him hard, my thighs already starting to tremble from the effort. The chat explodes into one long scream of caps-locked begging, everyone pleading for more. "Oh God, yes," I moan out loud, my voice echoing in the room for the viewers. Inside, I'm thinking, This is insane how did we get here? But damn, it feels so good.*


His cock feels so deep inside me, like it's hitting places I didn't even know existed. Every grind of my hips drags my clit against the hard plane of his pelvis, sending sparks through my body. Each bounce makes my tits slap against my chest, my nipples so hard they ache with need. Sweat beads between my breasts, rolling down my stomach and mixing with the slick mess where we're joined. I glance at the screen viewer count frozen at 4,112 and still climbing. Tips pour in so fast the counter blurs. They're loving this, I think, a thrill rushing through me. And so am I.


I lift up slowly until only the fat head of him stretches my entrance, teasing us both. Then I
last updateLast Updated : 2025-12-09
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Chapter 8: FREE TICKETS
Tuesday night is so dead the Cineplex feels like a tomb. Bored at the dorms, I decided to come out, just to be even more bored here. 


I’m scrolling my phone, bored enough to burn the place down, when I spot him behind the counter: Noah. Freshman, gangly, messy brown hair, glasses perpetually sliding down his nose, uniform swallowing his skinny frame. The kind of boy who’s never even been kissed without asking permission first.


Perfect playmate.


I saunter over and lean on the glass. 


My cropped cardigan gapes open on purpose. No bra. The air-conditioning is brutal; my nipples stiffen instantly, dark and shameless against the thin knit.


Noah looks up, sees them, and drops his phone. 


It clatters loud enough to echo. His face detonates red, but his eyes linger, a shy smile tugging at his lips.


“Hi,” I say, bored and lazy. “You new?”


“Y-yeah,” he stammers, pushing his glasses up with a shaking finger, glancing at my chest again. “Third shift ever.”


“Cute.” I let my gaze
last updateLast Updated : 2025-12-09
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Chapter 9: Free Tickets
Noah is still on his knees, face wrecked, glasses fogged solid, tears and my spit shining on his chin. His cock is half-hard again already, twitching against his thigh like it never wants to leave my mouth.
I turn, brace both palms on the low counter, and arch my back hard. My skirt rides to my waist. The black lace thong is soaked through, clinging to my lips, the wet spot dark and obvious.
He makes a broken, animal sound behind me.
“Get to work,” I say, bored and cruel. “You’ve got about three minutes before your manager does his walkthrough.”
His hands are on me instantly, trembling so hard he can barely hook his fingers in the lace. He yanks the thong down to mid-thigh and just stares for one stunned second, like he’s never seen a pussy this close before.
Then he dives in.
No teasing, no hesitation, just pure, frantic desperation.
His tongue licks one long, sloppy stripe from my clit to my entrance and he groans like he’s dying. He buries his face deeper, nose grinding again
last updateLast Updated : 2025-12-11
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Chapter 10: Dad Can’t Know
I didn’t know Marcus was house-sitting when I came home early from college. Backpack slung over one shoulder, keys jingling in the suburban silence, I expected an empty house. 
Instead, the kitchen light was on, spilling warm yellow glow into the hallway. I paused in the doorway, heart skipping a beat for no reason I could name. Dad was out of town on a business trip, and Mom was visiting her sister in Florida. Who could be here at this hour? 
I stepped inside, kicking off my sneakers, the cool tile sending a shiver up my bare legs. The house smelled like fresh coffee and something earthier, sawdust, maybe, or sweat. Familiar. Too familiar. 
And then I saw him: Marcus Hayes, Dad’s best friend since high school. He was standing at the counter, shirtless, pouring a glass of water, his back to me. Forty-five years old, 6’4” of solid, hard-earned muscle from years on construction sites. Sweatpants hung low on his hips, revealing the deep V of his abs, and his salt-and-pepper hair
last updateLast Updated : 2025-12-12
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