The new boss

The worst part of my job was not the workload. It wasn’t even the hours, or my colleagues. I even got on well with my boss. The worst part of my job was the customer. i was in tech support. Most of my job consisted of fixing someone else’s mistakes. The rest of my job consisted of finding out what mistakes had been made.

But i was good at what i did and was respected among my peers. Until last month.

It was a Friday afternnon and it was slow. i had just reset another password and was mouthing off to a colleague. “123abc is clearly too hard for these people!” i had joked. We were still chuckling when the next call came through. The woman had locked out their system and “urgently needed to get back in”. i took one look and just dismissed her plight. Her name was Emily and she worked in “resolution”, whatever that meant.

“Please,” she had begged, “i don’t want to lose my job!”

“That’s not my problem,” i had said, “but for future reference try remembering your password.”

She had burst into tears and hung up. i spent the rest of the afternoon doing as little as possible.

The following Monday i arrived at work to a huddle of people around my desk. I pressed through the crowd and found a beautiful woman sat on my desk. She had long red hair flowing down past her shoulders, a few strands clutching at her pretty face. She looked to be in her early twenties. She was wearing a tight white blouse showing off her ample breasts and a short pencil skirt. On her feet were a pair of black patent mary jane heels.

“Can i help you?” i asked.

“Sure,” she said in a calm voice, “you can choose between your job and your dignity.”

i glanced around quickly. There was no sign of my boss. “He’s gone,” she said, “promoted to my old job! The one i lost on Friday. Thank you for your help fixing my PC, and the advice was so very useful. Well now i’m your boss and I’m giving you a choice: keep your job, or keep your dignity?”

Her voice was calm, a polar opposite to her panicked and tearful plea on the phone. i had no idea what was going on, but i could not afford to lose my job.

“i can’t lose this job,” i pleaded, “please don’t sack me. i’m sorry i didn’t help you before, but please don’t sack me. i’ll do anything to keep this job.”

My colleagues all burst into laughter. “Of course you keep your job,” Emily chuckled, “I couldn’t sack you if i wanted to, but it’s good to know your dignity is so easily sacrificed.”

i felt my face redden. i had never felt so ashamed. All of my colleagues were laughing at me and my new boss had not only caused the situation, but was encouraging them. She looked straight at me and smirked. There was a spark, i started to get hard. She was looking right into my soul.

i hurredly sat down. Emily was still perched on the edge of my desk as my colleagues returned to theirs. “Aww, don’t you like being humiliated in front of your colleagues?” She asked.

i started my PC, avoiding eye contact.

“Or perhaps you do,” she continued, “i saw you twitch. Don’t worry, your secret is safe with me, at least as long as you behave.”

Her eyes burned into me as i met her gaze. “What do i have to do?” i asked.

“Firstly, we will have a disciplinary for your poor performance last week. Then you will start working as my assistant, in addition to your usual duties. If you perform well enough, eventually you will be my assistant full time. Now, disciplinary, go to the meeting room and wait.”

i quickly grabbed a notepad and pen and headed to the meeting room downstairs. The office was built in an eighteenth century hospital and the meeting room used to be the archives in the basement. The room was modern, but not without some of the original touches, the oak door, the arches along the walls, even some of the equipment remained. i entered the room and changed the sign on the door to “Occupied”. i took a seat at the table and waited.

After a few minutes, Emily appeared. With her was a woman i recognised from HR. She had an air of confidence about her as she swept into the room. Emily locked the door behind her and slid into the seat opposite me. The HR woman stood at the head of the table.

“Resolution,” began Emily, “is not a customer facing department. The team works on finding weak links in the company and dealing with them. I must tell you that anything discussed here is strictly confidential and will not leave this room. I must ask that you afford me the same courtesy. Okay?”

“Good,” she said before I could answer, “I do not want to fire you, nor do I want to tarnish your employee record. But you must be punished. Are you willing to hear our terms?” i nodded.

“Excellent,” she continued, “You know about the changes to your role, but first we have to deal with your attitude. As I said before, you can keep your job, but not your dignity, and you clearly want to keep your job.”

“i do,” i said meekly.

“From now on, you will address me as Miss Emily, Miss or Boss. You will accept any punishment that is decided or you will be unemployed. You will be punished for all failures. Now stand up and show me how hard your cock is!”

i stood. Just as she had said, my cock was fully erect, straining hard against my jeans.

“Now strip!”

i looked to the HR woman. “Julie will not help you,” said Miss Emily, “this was her idea.”

Resigned, i stripped out of my clothes, folding them neatly on the table.

“Now up on the table, hands and knees!”

i clambered onto the table and got on my hands and knees. Julie walked over and ducked under the table. When she came back up, she had a set of restraints. They were leather and looked as old as the building. She fastened them tightly around my wrists and ankles then attached them to some rings in the table top.

Miss Emily opened a drawer under the table and produced a ballgag. “Open!” She commanded. i obeyd, opening wide as the gag entered my mouth. She fastened the buckle behind my head then leant forward, looking me in the eye as she spoke, “now this is going to hurt and you will not like it, but you will love that this is happening and you will learn your lesson! Julie is here to film in case you get out of line again.”

She leant down into the drawer and produced a strap on dildo. A big dildo. Possibly the biggest dildo i had ever seen. Julie started recording on a handheld camera as Miss Emily stepped into the strap on. i knew what was coming. i was unable to resist...

It has been a month now. i have had two more disciplinaries since. They no longer hurt, but if i get one more, the videos go viral...