Executive Assistant F/M
Posted: Sun Jan 01, 2023 8:09 pm
A story suggested by #Ak610
Background
My name is Simon; I am 32 years old and I am head of Sales & Marketing for a company that makes ceramic tiles for both domestic and corporate customers around the world. I live alone in an upmarket suburb of London.
A year or so ago, as part of a cost saving initiative, the four senior Managers were required to give up their individual Executive Assistants and instead the four of us shared a single person. Miss Strickland is certainly efficient if somewhat aloof. She doesn’t socialise with the team, but none of us can fault her competency. It seems that there is no problem she cannot resolve either herself or because she knows someone who can.
And that’s where my trouble began!
My company laptop had become slow and occasionally seems to corrupt a file I was working on. I had tried to resolve the issue myself but nothing seemed to work and in the end I asked Miss Strickland – everyone called her that as no-one seemed to know her given name – to take it to IT and have them fix it. She said she knew a bit about computers so she would have a look whilst I was out for lunch and if she couldn’t fix it she would take it to the techies.
When I returned the laptop was on my desk with a note saying it was sorted. Sure enough it was.
I thanked her when I passed her in the corridor and she smiled; something she doesn’t normally do, but strangely there didn’t seem to be any warmth in her expression. I would soon find out why.
A couple of days later – it was a Friday - and as I was working on a bid for a company on the West Coast of America I was scheduled to stay late in the office to join a conference call with the client. I assumed everyone else had gone home for the weekend and I would be the last to leave. I was wrong!
As the call ended I looked up as the door to my office opened and Miss Strickland was standing there framed by the light from outside. She wasn’t wearing her usual conservative clothes; instead she was dressed from head to toe in black leather.
‘So Simon’, she said without hesitating, ‘you have been a very naughty boy and you have broken several company rules.’ ‘What the hell are you talking about?’ I said shocked at her tone.
‘I am talking about the pornography sites you have been visiting on your company laptop and the images you have downloaded!’ I gasped for two reasons; I had visited a few sites out of curiosity I guess, but I hadn’t downloaded anything.
‘I have made a copy of your drive and also a copy of the cctv tapes showing that you were using your laptop at the precise time the websites were accessed.’ I looked confused at the mention of cctv; ‘I installed webcams in the offices to keep an eye on everyone I look after’, she said with a smile.
‘But that’s illegal’, I said and she laughed; ‘says someone whose career is now on the line.’ I realised what she meant.
She walked around the desk and took hold on my tie; ‘do you want to keep your job?’ I nodded, not sure where this conversation was going.
‘Well the only way that I will keep this secret is if you do whatever I want to please me.’ I assumed this meant she was blackmailing me for money and I nodded. After all I was well paid and equally I couldn’t afford to lose the job.
I wasn’t prepared for her next move.
‘Show me you agree’, she said, ‘starting by stripping off.’ I hesitated and she slammed the palm of her hand on my desk; ‘Now!’ she shouted and I jumped from the chair.
I removed my suit and shirt; ‘everything’, she said curtly and I reluctantly removed my shorts and socks.
She walked once around me looking at me from all angles, I tried to cover my genitals but she slapped my hands as she passed. She picked up a discarded sock; ‘open wide’, she said and when I didn’t she slapped my face.
The sock was forced into my mouth and she used Scotch tape from my desk dispenser around my head to hold it in place. I tasted my day old odour and it wasn’t pleasant.
‘Men are so pathetic when all their badges of office like their clothes are taken from them’, she said and I saw what she meant, I was certainly feeling vulnerable.
She pointed to my cock which despite everything was proudly erect; ‘looks like someone needs some relief’, she said and I looked confused wondering what she wanted.
‘Jack yourself off!’ she shouted and her tone was more of a command than anything. It was a tone that I found strangely intimidating and yet desirable at the same time.
In no time my right hand grasped my cock and I pumped up and down the shaft until I was in the zone thinking of nothing else other than the pleasure of the climax.
I ejaculated and only then did I realise that I had sprayed sperm all over my desk.
Miss Strickland laughed at what I had done; ‘you forgot about the cctv. That is the final nail in your career unless you obey me’, she said and I realised the trap she had sprung.
‘I’ll leave you to clean this mess up and I expect you at my house tomorrow morning at 8am. The address is on this card. Don’t be late!’
She turned and left. As I cleaned up the mess and got dressed I speculated on how that meeting would go. I thought about calling the CEO to explain, but how would my actions look?! I decided to see what she had to say and take it from there.
Background
My name is Simon; I am 32 years old and I am head of Sales & Marketing for a company that makes ceramic tiles for both domestic and corporate customers around the world. I live alone in an upmarket suburb of London.
A year or so ago, as part of a cost saving initiative, the four senior Managers were required to give up their individual Executive Assistants and instead the four of us shared a single person. Miss Strickland is certainly efficient if somewhat aloof. She doesn’t socialise with the team, but none of us can fault her competency. It seems that there is no problem she cannot resolve either herself or because she knows someone who can.
And that’s where my trouble began!
My company laptop had become slow and occasionally seems to corrupt a file I was working on. I had tried to resolve the issue myself but nothing seemed to work and in the end I asked Miss Strickland – everyone called her that as no-one seemed to know her given name – to take it to IT and have them fix it. She said she knew a bit about computers so she would have a look whilst I was out for lunch and if she couldn’t fix it she would take it to the techies.
When I returned the laptop was on my desk with a note saying it was sorted. Sure enough it was.
I thanked her when I passed her in the corridor and she smiled; something she doesn’t normally do, but strangely there didn’t seem to be any warmth in her expression. I would soon find out why.
A couple of days later – it was a Friday - and as I was working on a bid for a company on the West Coast of America I was scheduled to stay late in the office to join a conference call with the client. I assumed everyone else had gone home for the weekend and I would be the last to leave. I was wrong!
As the call ended I looked up as the door to my office opened and Miss Strickland was standing there framed by the light from outside. She wasn’t wearing her usual conservative clothes; instead she was dressed from head to toe in black leather.
‘So Simon’, she said without hesitating, ‘you have been a very naughty boy and you have broken several company rules.’ ‘What the hell are you talking about?’ I said shocked at her tone.
‘I am talking about the pornography sites you have been visiting on your company laptop and the images you have downloaded!’ I gasped for two reasons; I had visited a few sites out of curiosity I guess, but I hadn’t downloaded anything.
‘I have made a copy of your drive and also a copy of the cctv tapes showing that you were using your laptop at the precise time the websites were accessed.’ I looked confused at the mention of cctv; ‘I installed webcams in the offices to keep an eye on everyone I look after’, she said with a smile.
‘But that’s illegal’, I said and she laughed; ‘says someone whose career is now on the line.’ I realised what she meant.
She walked around the desk and took hold on my tie; ‘do you want to keep your job?’ I nodded, not sure where this conversation was going.
‘Well the only way that I will keep this secret is if you do whatever I want to please me.’ I assumed this meant she was blackmailing me for money and I nodded. After all I was well paid and equally I couldn’t afford to lose the job.
I wasn’t prepared for her next move.
‘Show me you agree’, she said, ‘starting by stripping off.’ I hesitated and she slammed the palm of her hand on my desk; ‘Now!’ she shouted and I jumped from the chair.
I removed my suit and shirt; ‘everything’, she said curtly and I reluctantly removed my shorts and socks.
She walked once around me looking at me from all angles, I tried to cover my genitals but she slapped my hands as she passed. She picked up a discarded sock; ‘open wide’, she said and when I didn’t she slapped my face.
The sock was forced into my mouth and she used Scotch tape from my desk dispenser around my head to hold it in place. I tasted my day old odour and it wasn’t pleasant.
‘Men are so pathetic when all their badges of office like their clothes are taken from them’, she said and I saw what she meant, I was certainly feeling vulnerable.
She pointed to my cock which despite everything was proudly erect; ‘looks like someone needs some relief’, she said and I looked confused wondering what she wanted.
‘Jack yourself off!’ she shouted and her tone was more of a command than anything. It was a tone that I found strangely intimidating and yet desirable at the same time.
In no time my right hand grasped my cock and I pumped up and down the shaft until I was in the zone thinking of nothing else other than the pleasure of the climax.
I ejaculated and only then did I realise that I had sprayed sperm all over my desk.
Miss Strickland laughed at what I had done; ‘you forgot about the cctv. That is the final nail in your career unless you obey me’, she said and I realised the trap she had sprung.
‘I’ll leave you to clean this mess up and I expect you at my house tomorrow morning at 8am. The address is on this card. Don’t be late!’
She turned and left. As I cleaned up the mess and got dressed I speculated on how that meeting would go. I thought about calling the CEO to explain, but how would my actions look?! I decided to see what she had to say and take it from there.