CHASTISED AND FEMINIZED

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.

Chapter 1 by Kazza Kazza

This story is designed to be played in Game Mode. Please click on the 'Start Game' icon to the right of the screen before you begin.

"Connor! Get the fuck in here right now!" You hear your boss shout out from her office.

"Yes Miss Preston!" Your breath quickens. Chanel did not sound happy. Fumbling with the mouse, you quickly tab out of the porn you had open and stuff your cock back into your pants before rushing over.

"What can I do for you..." You stop as your incredibly sexy, yet incredibly terrifying boss looks at you with a rage you had only seen once before when one of the other associates grabbed her ass in the employee lounge.

"Why the fuck do I have an email from IT saying that they've flagged you browsing porn on your work computer!?" Your Boss points accusatorily at you.

'Oh, fuck.'

"Um, I don't know?" You answer lamely, unable to come up with a better excuse fast enough.

"They say you were looking at Pornhub just five minutes ago. And what's that in your pants? ARE YOU HARD!?" Your boss jumps out of her chair as she sees the unmistakable bulge in your trousers.

You try to think of anything to say but your brain has stopped functioning from sheer panic.

"No...?"

Another vein pops out of your Boss's forehead. Obviously not the response she was looking for.

"Get your things, and get the fuck out. I don't care how good of a PA you are. You're fired!"

It's at this moment you realize how badly you have fucked up. A few months ago you took out a rather large loan from a dodgy loan shark after your favorite social media influencer had told you their new cryptocurrency was going to make it's holders rich. It turns out that the whole thing was a scam and in the end you were left holding a bunch of crypto that was worth close to nothing. What was not nothing though was the threats that the loan shark gave you if you missed any payments on your loan.

"No, please Miss Preston. I'm so sorry! I really, really, really need this job. I have an addiction but I can stop! I'll do anything to keep this job this job. Please!" You beg, eyes starting to tear.

Your Boss hesitates briefly, seemingly feeling a pang of pity at the sight of your tears.

"...anything you say?" Your boss has a contemplative look.

"Anything!" You confirm.

"Well then, I may have a slightly...unconventional solution. But it's going to take a day to set up. And I'm only going to offer it to you this once because, aside from you being a pervert, you are one of the best PA's I've had in years and I can't be bothered finding a replacement right now."

"Thank you, thank you, thank you!" You splutter in gratitude. "You won't regret giving me this second chance. I promise!"

"Oh, I promise you, I won't be the one regretting anything." Your boss responds somewhat ominously.

What's next?

Want to support CHYOA?
Disable your Ad Blocker! Thanks :)