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Chapter 27
by
JerkGently
Chapter 27
Chapter 27
“Did you really used to do this for them as well?” You asked, taking a brief pause in your work to look up at the young woman framed between her own knees. She had won that last hand, taking all of Arjuun's winnings as promised and sending him home blue-balled in more ways than one. Meanwhile, the other three men had 'helped' a very drunk and completely naked step-sister of yours upstairs… The entire group swaying like a ship in a storm as they did so.
“Of course! My old man’s always been pretty generous to his friends with whatever he’s got… a regular, ol’ pillar of the community. And I was step-daddy’s precious little slut. I’d do anything he asked me to.”
Nancy was slurring her words too. Stuffing the several, slightly-damp wads of cash she’d won into her bra. It was beginning to become clear why this ramshackle group of compatriots always seemed to owe each other money, or favours. Theirs was a much more beer-soaked and fluctuating economy than your own step-father’s ever-complained about suite of offshore accounts and investments. Yet, she had beat them all… and sat among them laughing and throwing friendly insults as casually as the rest. She had hooked up her miniskirt and pulled your mouth toward her lower lips with a commanding grip which could not be denied. How that could possibly collate with her having once been the one grovelling down here, amongst the discarded, empty bottles… you just couldn’t understand.
“But you seem so… independent… and-and... confident. Why would you let them just use you like that?”
Like that… not like this. You even noticed yourself, that you put a distance between what she was clearly expecting you to carry on with… and what she claimed had once been her role. You had never even really seen a lady’s… private places… up close, before your step-sister began flashing hers around the flat without a care in the world. But when you had been passed over to Nancy as just another prize in the pot, there had been **** except to learn by doing. You had stuck out your tongue and tasted her sweetness, struggling a little with the sensation of her small patch of curling hair becoming wet with your saliva… among other fluids. Then just began lapping away. Learning the strange, fleshy contours of this woman who both scared you to ****… and reminded you so much of that other you loved the most.
Skeg’s daughter clearly enjoyed watching and feeling you capitulate yourself down there. The obviousness of your inexperience perhaps only adding to the fun. It seemed to encourage her to shed some pearls of wisdom down upon you. Play teacher to this little boy on his knees in pigtails and his step-sister’s bra and panties.
“Just because you’re confident, doesn’t mean people will never take advantage of you…. Just look at your sis. She clearly loves to just hand someone else the reins and let ‘em ride her into the ground.”
A long-nailed hand slid down, to stroke you behind an ear. “I know: when you’re one of the naturally anxious it can seem like everyone who’s more self-assured must have all the answers… but life’s not so simple as that. Even the most heel-strutting bitch around finds there’s things she shouldn’t want, but does… people she’d get on her knees for and beg. ‘Confidence’ is just learning to accept what your heart’s really telling you it wants.”
It was strange, looking up at her from your lowly position beneath the table. In a dimly-lit room that smelt of stale cigarette smoke and engine oil. With the taste of several men’s cocks still cloying in the back of your throat and an altogether different flavour dancing against the tip of your tongue. Strange in that you didn’t feel so out of place, anymore… So awkward and embarrassed to be wearing your own skin, as you had almost always felt at home, in school, or even in some of those sacred times alone with your step-sister. The whole situation was so utterly absurd, and against everything you had ever been told you had to be, that it just didn’t seem to matter anymore. You could just switch off and let the circumstances unfold. Was that what Nancy meant? Was that what Jenny had gone looking for, all those times she skipped out on classes? Was this, at last, where you truly belonged?
The ideas that the answer was yes… or no, opened up like two gaping jaws. But you staved them both off wilfully. It didn’t matter. She had won. You were just another part of her prize.
Chapter 28
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Submitting with Step-sister
Feminised by your favourite family member
Jo and Jenny are two 18 year old step-siblings on the cusp of adulthood, raised in an uncaring household of luxury and expectation. Determined to flee this gilded prison, they formulate a plan to escape, aided by an unsavoury ‘acquaintance’ of Jenny, known only as Skeg. Seen through the eyes of Jo, a shy, polite young man with a possibly unhealthy devotion to his step-sister, you will be swept along as he is to play the part of her ‘twin’. Learning to dress, live and satisfy all manner of wanton lusts as a member of the opposite gender. For the boundaries of Jenny’s ‘deal’ with Skeg seem ever changing, and her own eagerness to explore this grimy new world of slums, sex and submission; unquenchable. Will poor Jo be able to keep up with her insatiable vision for their new life? Will he be able to retain some sense of self and innocence amongst all this debauchery? Read on for a tale of taboo lusts, bisexual prostitution and finding one’s true place in the world.
Updated on Apr 28, 2024
by JerkGently
Created on Jul 28, 2023
by JerkGently
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