Sissy to the CEO - Redux

Good morning and happy Saturday.  Posted this early so that if any sissy sisters stopped by they could grab a cup of coffee, stay in their pretty nighties and read this story.

It's a re-post of something I wrote about a year and a half ago with the intention of continuing the story.  I'm thinking of putting "Part 2" together in the coming weeks so here's the first part again to wet your whistle a little bit. 

Would love to hear your thoughts!

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Sissy to the CEO - Part 1

"Ms. Stone will see you know Terry" the buxom administrative assistant announced without looking up at all.  It was precisely 11:01 AM, a minute after the scheduled budget meeting.

Terry Jones rose from the leather sofa and walked towards the CEO's office with two manila folders and his company laptop.

"Thank you Ms. Raddison" Terry said with his usual politeness.

"This is for today also" Ms. Raddison said as she glanced toward the box which sat at the corner of her desk.  Her smile said it all.  She knew the contents of the box and had likely played a role in deciding what would go inside.  The ultimate "gatekeeper", Sheila Raddison was more than just a confidant to Stone.  She knew most all the company's secrets and more importantly, Stone's.

"Yes Ms. Raddison" Terry said as he picked up the box and opened the door to Carol Stone's office.  He'd had these special budget meetings several times but they always made him anxious.

Stone was on the phone when Terry walked in, deep in conversation with what seemed like a company officer from Human Resources.  She acknowledged Terry briefly and continued the conversation.  Terry made his way to Stone's private bathroom where his transition would take place.

Jones was a special budget assistant to the company's CFO, Ms. Mary McGrath.  Jones, a recent MBA grad from an elite Ivy League school, had worked at the company the previous summer as an intern and made a very good impression with both McGrath and Stone.  He was hired immediately after graduation and in a few months was made a direct report to the CFO, with no other managerial responsibilities or people to supervise.  His rise to such a position and in particular, his access to Stone did not go unnoticed.

Terry had received specific instructions the afternoon before the meeting in an email from Sheila Raddison.  In addition to what reports Stone wanted to see and discuss, there were other instructions that weren't budget related.

"She wants you in the pink panties you wore a few weeks ago.  The ones she spanked you in" the email stated "and pale white hose."  Terry remembered the panties and the spanking.  He'd been fearful that it could be heard beyond the walls of the office.  Stone assured Terry his sobs or the spanking itself could not be heard.  The walls were soundproofed for "security" she said.

 

It had been a particularly embarrassing scene for Terry.  Bent over Stone's desk to receive the spanking, he'd accidentally had an orgasm and soiled the panties, much to Stone's delight.  He stayed in the panties the rest of the day and washed them thoroughly by hand as soon as he returned to his apartment.  Fortunately, he was able to get the messy stains he'd made off the panty.  They were spotless for today's meeting with Stone.

Terry opened the box and quickly went through the contents.  All neatly folded and packed were a pin stripe grey skirt, white blouse, bra, wig and heels.  Together, they made a very professional and businesslike outfit, the type that up to this point, Stone seemed to enjoy.  A small makeup kit was also in the box, the same one Terry had used in his past visits to the CEO's suite.

Fifteen minutes later, around the same time he could hear Stone finish her conversation, Terry was ready and emerged from the bathroom as Terri.  Stone's smile was one indicating approval.

"As usual you make a very pretty girl Terri" Stone said as she turned her chair to face Terri.  "Let's not waste time and get down to real business.  We can discuss the budget issues you prepared later."

Terry walked towards Stone and when in front of her dropped to "her" knees.

"Good girl" Stone said as she rose and dropped her skirt revealing her full fleshy things encased by lace top thigh highs held up by a black garter belt.  She slipped her panties, pulled the leg openings over Terry's head and slid them down around her neck.

"There you go honey, a cute little panty bib" Stone said with an endearing smile.

Terry knew what Stone wanted.  Terry didn't know how to say "no" to her.

Stone sat on her executive chair, spread her legs, took Terry's firmly into her hands and and pulled it towards her crotch.  

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Love,

sissy terrie 👄

Editor's Note:  The original version had the CEO of the company as Alex Stone, a male.  This version changes the CEO to Carol Stone. a Dominant Female and head of FemDom Enterprises.  This story will be part of what I hope is series of flash fiction posts about the happenings at the company.