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Reluctant Holes: Stepsisters Who Break Their Promises - by Anna Sin

794 words·4 min read

Stepsisters Who Break Their Promises

  1. Prologue

In the quiet hours when the rest of the house slept, ten different stepsisters moved through the same familiar rooms like ghosts haunted by their own skin. Each one had sworn—on whispered tears, on slammed doors, on the damp pillow after the last time—that it would never happen again. Emily, small and shy, avoided mirrors because she still saw the flush on her cheeks. Olivia kept her hands busy with chores so they wouldn’t remember how they had stroked him. Sophia replayed angry conversations in her head to drown out the moans she had failed to swallow. Mia clenched her jaw and told herself she hated him. Lily buried her face in books. Ava punched pillows. Zoe folded her hands in prayer. Nora laughed too loudly. Rachel sketched dark, jagged lines. Chloe painted her nails blacker than before.

Yet every night the house held its breath.

One touch was all it ever took.

A brush of knuckles in the narrow hallway. A shared glance over the kitchen counter. The soft click of a bedroom door left unlocked by accident—or on purpose. Their reluctant hands always reached first, trembling with the weight of every broken vow. Fingers would curl around the thick, warm length of him, skin velvet over steel, the pulse beating hot against their palms. A single hesitant stroke, then another, and the air would thicken with the low, masculine groan that made their bellies tighten and their thighs press together.

From there the fall was slow, inevitable, and mercilessly detailed.

Mouths that had whispered “never again” would part, lips brushing the swollen head, tasting the salty bead already leaking from the slit. Tongues would swirl, hesitant then hungry, tracing every ridge and vein while soft, wet sucking sounds filled the room. Saliva would drip in shiny strands down their chins, mixing with the clear precum that coated their tongues. Breasts would brush against his thighs, nipples stiff and aching. Fingers would slide between their own legs, finding slick folds already swollen and dripping, clit throbbing under frantic circles.

Then came the deeper surrender.

Pussies, slick and fluttering, would stretch around his cock with that first slow push—tight rings of muscle yielding inch by inch, inner walls rippling and clenching as he filled them completely. The wet, obscene sounds of flesh meeting flesh would echo: the slick glide out, the heavy slap back in, the soft squelch of arousal coating his shaft and dripping down to soak his balls. Breasts would bounce with every thrust, skin slapping skin, breath catching in ragged gasps. Some would try to stay silent, biting their lips until they bled; others would fail, letting broken moans spill out as their bodies betrayed them with sudden, shameful orgasms that made their toes curl and their eyes roll back.

And always, at the end, the final reluctant offering.

Asses raised or spread, tight little holes glistening with spit and pussy juice, twitching with nervous anticipation. The blunt pressure of the head against that puckered ring, the slow, burning stretch as it pushed inside—inch after thick inch claiming the last forbidden place. The visceral fullness, the deep, dirty ache that blurred into pleasure so intense it hurt. The way their bodies would shake, fingers clawing sheets or digging into his arms, soft whimpers turning into guttural cries as he fucked their asses with long, deliberate strokes. The wet pop when he finally pulled free, followed by the slow trickle of his thick cum leaking from the freshly-fucked hole, sliding down over swollen pussy lips in pearly white rivulets.

Only then, when the last spasm faded and the heat began to cool on their skin, would the guilt crash down like cold water.

Every stepsister would collapse in on herself—curling into a ball, pressing her forehead to the floor, hiding her face in pillows or behind trembling hands. Tears would spill hot and silent while their bodies still trembled with aftershocks, holes pulsing emptily, thighs sticky with mixed fluids. The same broken words would fall from swollen lips in cracked whispers:

“I’m disgusting
”
“I promised
”
“I’m the worst
”
“Never again
”

But even as the shame burned in their chests, each girl already knew the terrible truth buried beneath the tears. Tomorrow, or the night after, or the next time the house grew too quiet—her eyes would find his across the room, her breath would catch, and her reluctant hand would reach out first once more.

Because the promises were only words.

Their bodies had already learned to break them.


  1. Story 1

Emily swore it would never happen again. She had repeated the words like a prayer for days, locking herself in her room, avoiding every corridor where his footsteps might echo. Yet the basement stairs creaked ...

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