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Chapter 10
by Kazza
What's next?
The Reveal
As the lock clicks, you look down in horror at the chastity cage your boss has chosen to put you in.
"Did you have to make it pink? I look like a sissy." Your cheeks flush with embarrassment as you pull up your briefs and trousers.
"I think the color suits you." Your boss smirks at your discomfort, seemingly enjoying humiliating you. "Now run along. We've got a busy day a head of us and we've wasted enough time already correcting your perverted habits."
"Okay, can I have the key now then?" You hold your hand out, trying to leave this mortifying conversation as quickly as possible.
"Whatever do you mean?" Your boss raises an eyebrow at your outraised hand.
"The key. You know, for the thingy. In case I need to go to the bathroom or something?" You explain.
"I don't think you quite understand this arrangement Connor. The key will be staying with me and that cage will remain locked until I feel that I can trust you again. If you want to pee then the device is more than capable of allowing you to pee while sitting down." Your boss informs you sternly.
"Wait, w-what about when I leave to go home?" You stammer as you realize you probably should have asked more questions before allowing your boss to lock your dick away.
"I'm not a monster. I will unlock you at the end of each Friday. But come Monday morning, I expect to see you in my office first thing so that we can resume your punishment. Also, I will do daily inspections, just to make sure that you don't try and cheat." Chanel informs smugly. It seems she really had thought of everything.
'Oh, I am so fucked.'
What's next?
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CHASTISED AND FEMINIZED
After a work punishment goes wrong a young man must navigate life with his dominant boss, horny trans stepsister that keeps trying to feminize him, and his supportive but closeted nudist stepmother.
After IT flags you browsing porn at work, your boss gives you an ultimatum, wear a chastity cage or find a new job.
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- Shower, Bathroom, Stepmother, Naked, Ass, Pussy, Video Game, Alien, Sex, Sci-Fi, Oral, Blowjob, Pussy Eating, Face Sitting, CBT, Male Chastity, Chastity Cage, CFNM, Humiliation, Office, Changing, Sissy, Pink, Boss, Porn, Caught, Illustrations, Cosplay, Stepsister, Transexual, Trans, Shemale, Tgirl, MILF, Masturbation, Cum, Feet, Foot Rub, Pee, Denial, Teasing, Anal, Anal Play, Fingering, Cumshot, Analgasm
Updated on Jun 19, 2023
by Kazza
Created on May 16, 2023
by Kazza
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