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Chapter 39
by
JerkGently
Trapped
In a cushioned embrace
You weren’t even quite sure how you ended up sat on Diane’s lap with your head firmly ensconced between her breasts. She had caught you staring at their barely-constrained magnificence even while swallowing down every inch of Trev available.
“You want to have a go at sucking on them as well?” She’d chuckled, casually slipping one loose from its silky, bra-less hideaway.
Then she had you completely. Buried within her cleavage while her hands roamed freely across your slighter frame. She explored every corner of you; carefully, diligently… Including those you knew would reveal things you tried so hard to hide. There was no sign of shock or surprise from the chest you were smothered in though, even as her roaming fingers snaked their way down your inner thighs and out again around your perineum.
She pulled your bare legs upwards by the ankles, presenting the carefully-shaped bubbles of your buttocks almost like a babe waiting to be changed or a goose ready to be stuffed. It was an embarrassingly **** position that made you shiver with exposure. You could feel the thin, plasticy material of your shorts tighten around the bulge between your thighs, making it seem more obvious than ever before. Yet still an enthralled Trev seemed to show no signs of having noticed, dragging out that wire of tension within you over whether he knew and didn’t care or was just oblivious. The taste of his cock still clinging to the back of your throat felt traitorous and guilty, yet the entire situation only seemed to make that bulge swell and strain.
Your gothic captor seemed well aware of the direction of your focus, still delighting in how quickly you had capitulated to her puppetry.
“I wonder what other secrets she might be **** to show you, hmm?”
She put as much weighted emphasis as she could into the question, tickling her long, painted nails down the back of your calves and thighs. Yet still the one-man audience only looked bemused, aware that he was being teased as well but not really sure how or why. With spider-like creeping those sharp, slender digits crept down around your derriere, making their next intention more than clear. Time seemed to slow down as you felt each pointed moment head towards that inevitability. You didn’t want her to expose your shame before this kind, budding new friend who had let you rub his cum into your belly and then swallow down his cock. But at the same time you did so that the band-aid could be ripped off and you’d know whether he’d now hate you forever for not immediately telling him outright. You didn’t, you did. You needed to know. You needed him to see. You wanted him inside you…
The moment came, and Diane pulled both your shorts and thong straight up to your knees, hobbling any possible hope of sprinting away you might have had.
“Oh!” She gasped, in pantomime shock, at the neatly shaved ball sack that hung wrinkling between smooth, moisturised thighs. Then “Cute.” as she tapped a nail against Mr Smiley’s freshly-revealed grin.
Yet your attention was pinned firmly to the expression on Trev’s face, silhouetted against the light of the open window and framed by the V of your open legs and roof of your restraining undergarments. There was surprise there, definitely, but not immediate horror and disgust… Just a deepening bemusement and sense that this wasn’t what he had expected.
Surprises...
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A Sissy Saves the Neighbourhood
Wholesome tales of your friendly local femboy
You, (Sam), are a 24 year old femboy who has just moved into a new home in quiet suburbia. After a difficult upbringing and many trials in finding yourself... you have finally found the life of your dreams. Ben, your forever-partner, has found a new career with a successful company and asked you to be his submissive, sissy househusband. It is a prospect that both excites you and terrifies you in equal measure. You know very little about cooking, cleaning or running a home. You have left all your inner-city friends and expectations behind. You have no idea how the local people might react to the two of you and your unusual relationship. There is no going back now though... You have thrown out all your old clothes. All traces of the shy, outwardly masculine life you had before. From now on you are nothing but your master/lover's pretty, little plaything. Skipping to the shops in flowing summer dresses and kneeling at the door to await his return home from work. This is all you've ever wanted... So you will definitely make it work!
Updated on May 17, 2026
by JerkGently
Created on May 24, 2021
by JerkGently
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