Submission Saturday: "Either That, or We Go Public And You Go To Jail"

 

Source: Privaa

"Now how's been a very naughty boy," Caroline said smirking as she held up the paper. He tried to grab it she pulled it away and handed it to Monica. "No, no. In fact here have it," Monica said handing it over to him.

He read it as he did his hands started to tremble, it was a list of file names and dates for transfers that showed he'd been embezzling the company to the tune of over a million. "Wh...what will you do?"

"We should go to the police but that could get messy for the company we like working here," Caroline said.

"So we did some thinking and have come up with a more practical solution. You'll resign and pay back what you can if you haven't already spent it off course then we've got a..." Monica said.

"Or should that be I have, since Monica will be taking the board seat you take but I'll be the new CEO and CEO's need secretaries," Caroline said the smile plastered across her lips.

"I ca.."

"Oh you won't be sitting outside that door as you but as the new you. Your going to become a sissy secretary."

"Si...sissy."

"Oh yes pretty little skirt wearing thing that types, files and gets coffee and the only words out of you painted mouth will be yes ma'am. Understood," Caroline said.

"I...I"

"Or you could take your chances in prison. You'll be a sissy in there too but it doesn't pay as well and well if you think we're bad wait till you meet those guys," Monica added.

He looked at the paper and knew he had no choice so he lowered his head and nodded.

"Say it," Caroline said.

"Yes ma'am," he replied.

"Good girl, now lets get you, your new uniform...."

(caption by Lizripper 2000)

Submission Saturday: You've Been Promoted 3/21/26

From Privva

John is given an offer to become the Executive Assistant to the new CEO, who just happened to be the woman who beat him to the post... how ironic. 

"You have been promoted John..." 

"But this is a demotion to assistant secre-"

"Consider it or I'm afraid we are going to have to

let you go unfortunately."

John had been quite arrogant with her, now he gets coffee and calls her ma'am.

"That’s very good coffee, Joanne, thank you. Please sit. No not like that. Keep your feet together. Ankles close. Now bend you legs slightly to the side like this. There. Much better. You're sitting like a proper woman now..... So....how's your first day going?"

John wished his wife hadn't been home when he got there, since they confiscated his clothes, company car, and credit cards, leaving him with just enough to buy a bus ticket. Feminized and emasculated he could not look at his wife in her eyes. His ego and masculinity had been crushed.

"Something happened at work today"
"Oh my, please tell me all about it."

After John left the living room, his wife called his boss....

"So.... how did your husband turn out?"
"He looks amazing, just like you said he would!"
"Thank you, the company's new makeover service is outstanding isn't it?"
"Please tell me he is wearing panties like we discussed."
"Oh yes, in fact I have a cute pair here he will be wearing under his skirt for tomorrow..."