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Chapter 50
by
Trom1806
The lechery continues... Your roommate's ass is about to receive maximum "attention"...
It's time for "deep penetration"...
You push… The pinkish dildo's "flesh" goes deeper and deeper into Peter's anus…
"Ahhh!!! Ohhh!!!" - Peter moans, now holding his legs, clad in white nylons and raised vertically, as if he were some kind of whore being fucked by truckers in a cheap roadside motel.
Your left hand lightly squeezes his tiny, pathetic balls, and then you resume stroking and caressing them.
At the same time, your right hand continues its rhythmic back and forth…
The pinkish, seventeen-centimeter dildo "purposefully" moves within the depths of your roommate's anus, creating the visual effect of some kind of piston, inexorable and unstoppable.
The room fills with lewd, vulgar sounds: effeminate moans, squeals, splashing, slurping.
A wet, stretched sphincter squelches with every movement of the dildo...
Minute after minute, this depraved asshole is penetrated by a pinkish rubber "cock"...
A few drops of clear liquid squirt from Peter's ridiculous micropenis, locked in a metal, flat chastity cage.
Your roommate's face is now in a state somewhat reminiscent of ahegao: his mouth is open and drool is flowing from his tongue, dripping onto his dark blue lace bra.
"Peter... You look so... sexy... so cutie right now..." - you say, your voice trembling with arousal.
The spectacle is truly very... horny...
And all this is seen not only by you, but also by the viewers of the stream. It seems your own lust will now demand more...
You briefly take a break from fucking your roommate with a dildo...
Peter turns over – now his body lies on his side on the couch.
The pinkish dildo remains largely immersed in his tender ass-cunt...
A stretched, fucked anus, filled with "cock flesh"...
Combined with the pathetic sight of a micropenis squeezed by the metal of a flat chastity cage, it... it looks stunningly depraved...
Meanwhile, you're trembling with intense sexual arousal and grab a second dildo from the couch, quickly coating its head and shaft with lubricant.
A bluish dildo with a slightly bumpy surface, about eighteen centimeters in length...
Also, this dildo is thicker than the pinkish one...
The fingers of your right hand are also lubricated...
You remove the fabric of your black thong and touch your own hole.
It seems your hole is also pulsating with desire for pleasure...
You push... And the head of the bluish dildo slowly plunges inside...
"Ohhhhhhh..." - you moan, feeling a mixture of pain and pleasure.
Every tiny part of your body trembles with lust. A wave of voluptuous heat swells in your lower abdomen...
You're kneeling on the floor, your plump ass raised, slowly penetrated by a bluish dildo.
A little more and you'd be in a doggy-style pose...
But instead, you lean your upper torso onto the couch.
While your left hand holds the bluish dildo fucking your anus, your right hand again grabs the pinkish dildo, which is buried in your roommate's butt, by the rubber "balls".
You resume your movements to please Peter...
A surprisingly depraved sight: a young sissy-gurl, dressed in lingerie, fucking her ass with a dildo and simultaneously fucking her sissy friend with another dildo. The stream's viewers are probably really enjoying all of this...
Lust fills your mind... A dildo in your ass and in your roommate's ass... The knowledge that this debauchery is being seen by the stream's viewers is so arousing...
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Billy's Sissy Adventures.
Adventures of a young white sissy guy in sunny California and maybe somewhere else...
You are Billy Atkins, a white male student at Hayne College in Hautenville, California.
Updated on Jun 21, 2026
by Trom1806
Created on Aug 21, 2023
by Trom1806
- 2,430 Likes
- 1,133,681 Views
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- 298 Chapters
- 69 Chapters Deep
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