Chapter 37
by
JerkGently
Something to watch
And something to suck on
You lounged across Trev’s bed, with your head in his lap. Watching video after video of his former girlfriend and her new partner prancing around in short skirts and big boots. It was all pretty generic stuff to be honest: previously trending dances and attempts at improv comedy, all overshadowed by the necessity of showing off a lot of thigh and cleavage through a general black, leather and lace theme to every outfit. Lord, did the boy’s lover turned landlady have a figure to show off though! She was practically built of bosom and curves… a fact that made your skinny, emasculate self squirm a little with jealousy.
Still, you were pacified for the moment by the comforting presence of a cock in your cheek. Nothing soothed your soul like a good bit of sucking and slurping up and down the shaft of someone else’s meat stick. Trev had seemed a little caught off-guard when you surreptitiously unzipped his fly and delved a hand inside, but had made no direct complaint… which was all the encouragement you needed. It was nice; to spend some quality time just getting to know his penis in the quiet mid-morning calm of a Monday. You always felt a little more connected to a new friend once you’d learned the particular quirks and sensitivities of their genitalia. How else was a slut like you supposed to really get to know someone?
This exploratory interaction however, was clearly enough of a distraction to prevent either of you from noticing the sounds of the front door opening or someone approaching down the corridor. The first you knew of an extra presence, was her voice as she opened the door:
“Trev, you in buddy? Me and Kris got some great shots so quit masturbating and- Oh! …Hello!”
You looked up from your mouthful of penis to see the ongoing protagonist from those rolling videos standing in the doorway. Her voice had turned from brusque and casual to gleefully teasing as soon as she’d seen you, a wide grin plastered across her features. There was no way to hide what you were doing, but the instinctual urge was to sort of gulp in cheek-reddening embarrassment… which of course only really served to draw that pillar of flesh deeper down your throat.
“Uh, hi Diane…” Offered Trev, scratching the back of his head in that strange mixture of embarrassment but also pride that boys tended to get when caught out in such a way. “This is, um, Sam… who I was telling you about the other day.”
“From the bus stop!” The gothic beauty replied gleefully. Clearly the story of your encounter the other day had been recounted in full, and met with some excitement. Just how much did Trev share with this ex/landlady of his?! The nature of their relationship both intrigued and intimidated you. You tried to free your lips of cock in order to gain some decorum to the situation, but were immediately rebuffed:
“Oh, no. Don’t stop on my account!” Diane cried, stepping forward into the room and proceeding to sit down on the bed as close as she could to the two of you.
“I’d like to see what you can do with that big ol’ meat stick of Trev’s. From what he’s told me you’re a kinky little cumrag!”
You looked up at the curvaceous young woman in her tall, leather boots and plunging, black dress and realised you were in a world of trouble.
In the grip...
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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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