Is my Secretary a Stripper - Pt. 01

Simon had never been given anything in his life, he was a self made man and he was proud of that. He had always had a way with words and computers which meant that he was a natural at IT Security sales. He had worked up through the ranks at many other businesses before getting the opportunity to run his own out of his spare room at home. Now, several years later he was the head of a very successful small business.

A few years ago he had started taking on employees and had to get an actual office to work from and just over two years ago they had moved into their current location. He had hired a floor within a large office building that was large enough to hold his now large staff of 30 employees.

As the business grew he found himself required to go on more and more trips to meet high profile clients and found his diary and trips harder and harder to organise and he eventually and reluctantly gave in to the fact that he needed an assistant to help him run his business life. He didn't like the idea of someone interfering with his affairs and always liked to be in control, so allowing someone else to book hotels and flights etc for him was a little unnerving.

There had been a few applicants for the role and none of them really stood out to him except for Ms Parker. Even though she had not been the best qualified for the role there was something about her that intrigued him and made him want to have her around.

Simon was not married and barely had any experiences someone could call relationships. He was always very invested in his work and even though he had no problem talking to women, they seemed to be more short term flings than something with substance.

Simon always got to the office by 8:30am. Wanting to be able to relax and not rush first thing in the morning but it also meant he could watch his employees arrive and make note of any lateness from them. He didn't mind the occasional lateness of an employee as he knew things did happen but he would expect them to make up their time.

Today was no exception as he arrived at the office at 8:25am and started going about his business and he noticed that Ms Parker had not arrived by 9am and by 9:05am he was having to answer calls about his travel arrangements for a trip in a few weeks that she was meant to be in charge off. He was quite annoyed that he had given her this chance but she didn't seem to even have the respect to ring him to let him know she was running late.

When she did eventually arrive his eyes were drawn straight to her. She was dressed differently from usual today and the smaller pencil skirt and white silk blouse brought a smile to his face that he didn't realise. As he saw her arrive at her desk and bend over to put down her bag he saw the skirt ride up and was shocked when he saw the lace tops of her stockings revealed below the hem. As he watched her he felt his groin begin to stiffen. There was no questioning that he found her very attractive but to know she was wearing something sexy under her clothing was hard for him to handle.

The rest of the day went by rather uneventfully and even though he spent a large part of the day watching her, to his disappointment he didn't get another chance to view those glorious lace tops.

As the day was heading to the end he heard a knock and looked up to see Emilia in the doorway asking to leave early.

"Let me see." He said in a gentle chuckle. "You stroll in late this morning and as a consequence of this you want me to let you leave early?"

He raised an eyebrow at her to indicate his disapproval. As he pondered over the request his thoughts were brought back to her lace stockings and wishing to see them again.

"Can you pass me that folder from on top of that cabinet in the corner and bring me my post that you've left on your desk then I suppose you can go if you have an important 'appointment.' But remember Ms Parker, you are still on your probation period so if you want to make this job full time I will need to see more commitment going forward."

He was hoping the folders would be high enough to make her stretch and cause her skirt to ride up for him.

Even though he said what he had said, he was overall pleased with Emilia's performance to date but didn't want her knowing this. She already had quite an air of confidence about her as it was.

As Emilia reached on top of the cabinet he saw his plan unfold perfectly. As if on cue he saw her skirt slowly ride up to reveal the glorious lace stocking tops and garter straps that lay below. Her legs were elongated with elegance due to her stilettos and the skirt hugged her bottom perfectly. To his absolute delight Emilia was unable to adjust her skirt before she collected his post and brought it to him.

As she learned over the desk to hand him his mail he got a glimpse of what looked like a matching lace bra. He was very happy with his hiring choice at this point, and wondered if over time this would become a common dress code for her and he really hoped it would be.

As Simon looked through his post he came across a business card of one of his clients. It was for a gentleman's club called 'Just a Taste' but traded under a different name on all other documentation and hence any reference to it in Simon's office was 'Gentlemen's LTD'. Simon was about to throw the card in the bin, presuming the owner Marcus had just left it here at their last meeting, when he saw a time written on the back of it. If he wasn't mistaken it was Emilia's hand writing and his curiosity took hold of him.

Was this Emilia's and if so why did she have a time on it? He finished up for the day before leaving promptly to go down to the club and see if he could make any sense of the card. Marcus and him were good friends after he saved their entire system from some hackers who were trying to blackmail the club for cash.

As he arrived at the club the bouncer checked him on the membership list and found him quickly. Marcus had given him membership and a promise of a 'Full privileges private dance' for saving his business from the hackers. Before he had even got to the main room Marcus came upto him and gave him a big hug.

"Simon. Great to see you! You finally decided to take me up on my offer." He said with a big smile on his face.

"That depends Marcus. I've been recommended a special girl and she's the only one I'm interested in."

"All my girls are special." Marcus chuckled to Simon.

"Her name is Emilia." Simon said.

Marcus looked confused and responded "Not got any Emilia's here I'm afraid. But don't worry I will get you someone special."

Simon was a little deflated. Had he been too hopeful and asking for too much from a time on the back of a card. He was sure this was what she had meant by her appointment. He gave it one last chance and described her.

Marcus grabbed an iPad from the side and brought up pictures of the girls that worked there. "Do you mean Mia?"

As Simon saw the image of Emilia in stockings and a lingerie set posing on a wooden chair a huge smile grew across his face. Marcus grabbed him and guided him down a few corridors until he was in a small room with a pole that was well lit by lighting. The performers wouldn't be able to see clearly the men who watched them due to the lighting. Simon thought it was probably meant like that.

"Don't worry Simon. You're going to have the time of your life. And get as close to her as you want. You can touch her anywhere you want but leave her pussy alone and she won't touch your cock. Otherwise she is fully yours for the next thirty minutes."

Simon waited a while before the door opened and in walked Emilia. Unless he was wrong he was pretty sure she was wearing the same stockings from the office and was that the bra he got a glimpse of? She looked absolutely stunning and even though she whore a lace mask over her eyes, he could clearly see it was her.

He watched her dance and she moved gracefully. She owned the pole and he was sure this was something she had done for a while. He couldn't help but smile, she still hadn't reacted to him so he was sure she couldn't clearly see his face.

His cock stiffened in his pants and he fought back to stroke it as he watched her. As her dance came to the end she offered him a drink which he declined and indicated her to come over and replace the pole with himself. She glided across the room to him and turned her back on him before bending forward and gently pushing her bum into his lap and sitting on his lap, rubbing her ass against his stiff shaft hidden under his clothes.

She slowly leaned back and he felt her hands move down to his sides and take his hands. She slowly and smoothly slid his hands over her before finally placing them on her stomach. Next she gently guided them to her bra where she released and he gently squeezed her breasts through her bra. The lace was so thin that he could basically feel her bare breast.

"Hello Emilia, or should I say Mia?" He whispered in her ear.

After a brief pause she leapt off his lap and stood up staring at him. He guessed she must have finally understood who he was.

"Now now Emilia. Marcus said you would look after me. I'm a very important person to him." Simon went into his wallet and pulled out a very large wad of dollar bills.

"Shall we call you Mia here? Will that make you more comfortable? Well Mia. How about you come back to where you were a second ago so that I can show you my appreciation for your performance. If you want to leave you can but Marcus won't be happy at all and I'm guessing you need the money."

As he said this he waved the notes in a fanning action and patted his lap.

"This hardly seems like a coincidence." Emilia finally said in an accusing tone, slowly approaching him once more. There was that typical air of confidence to the way she sauntered over to him.

Simon wasn't sure how he had expected Emilia to act. Some part of him hoped she would be glad to see him. Hoped that she would yearn to please her new boss in anyway she could, because....this was work for her....right??

He could see the flicker of nervousness and uncertainty all over her face as she pondered her options. Her usual air of confidence lost for the briefest of seconds for the first time since they had met. However, he knew one thing clearly now. He desired her. He desired her body. He desired her touch. He wanted her to be his and he always got what he wanted.

Simon knee he had found her weakness as her gaze fell on the notes. He could deduce that the reason her resume was so short was because this was her resume. Simon also thought that she was probably trying to leave this life so she would need a professional job. Having seen her resume at her interview and the number of over qualified candidates out there it would be very difficult to get another job. So, he was quite confident that unless she wanted to purely work at the club full time she would never be in the position to quit her job as his assistant. No matter how uncomfortable their situation would become.

She turned slowly once more so her back faced him and settled on his lap gingerly. She didn't lean into him this time, and the graceful ease with which she had moved earlier was replaced with a distinct tension and she brushed her fingers along the edge of the strip of sheer lace over her eyes, the other arm still crossed over her torso.

"Why did you come here?" She asked, her voice low, nervous almost to hear his answer as she had a feeling she wouldn't like it.

As she lowered herself back onto him a huge smile crept over his face but he was disappointed about the tension and nervousness she showed as she gingerly sat on his knees.

When she finished her question Simon briefly paused as he pondered his answer. He slowly and steadily reached forward, placed his hands on her hips and glided her body back until she was fully sat on his lap. A hand slowly slid up and ran along her collar bone as he gently pulled her backwards so that she was lying against him whilst his other slipped over her thigh to gently spread her legs. His movements had a steadiness and confidence about them which gave the impression that he knew exactly what he was doing and that he was in control.

His finger nails ran up and down her neck, barely touching her as his touch was so light, before tracing back and forth along her collar bone. Her skin feeling as soft as he could imagine. His other hand flowing over the soft lace tops of her stockings. His penis was stiffening further with each second, he was sure she would be able to feel it pulsing against her ass.

"Why did I come here?" He repeated to her, his voice but a whisper in her ear.

Even though his hands were barely touching her as he gently caressed her, they were still keeping her there on his lap, preventing her from leaving again.

"I spent a long time developing my business. Many years of my life were invested to make it what it was today. Do you understand the implications of what would happen if I visited an important client with you and they turned out to be a client of here and recognised you? Or worse, they were an ex client of yours. What image would that give of my business? They may find it too awkward and take away their business or get the impression that I now offer...different....services...."

Simon's hands ran down from her neck and up from her stocking tops and reached for both her hands and held them.

"So from having you leave work early whilst you are still on your probation period to come and do a shift here is more than a valid reason to fire you. And like I said, your resume isn't the longest as it is and having worked for me for such a short period wouldn't look good on there. However......I may give you a chance to continue working for me."

One hand left hers and ran up her arm before gently holding a handful of hair and pulling and tilting her head back. "But there are going to be some changes to our relationship."

His lips were but millimetres from her ear at this point, his voice but an almost silent whisper.

"From now on you will be given a uniform allowance."

Simon took a few of the notes from the pile beside them and slowly slipped them into the side of her panties, making sure she felt the notes brushing against her skin as they travelled to their destination.

"I want you to dress how you did today, I expect stockings and sexy lingerie on under your work clothes each day and as you go about your business I expect you to show me flashes and glimpses of what you have hidden underneath. However, this is just for me. I don't want you distracting the other colleagues. Secondly...."

Simon took another wad of notes and once again brushed them against her as he slipped them into the other side of her panties.

"Tomorrow you are going to work 11-7pm. You will buy your new clothes in the morning and bring a sexy dress with you to change into after work. I don't mean a slutty one, I want an elegant ball gown. Once everyone else has left you will come to my office and perform a proper striptease for me. Dancing on me like your pole, placing my hands on you as you do it. You will strip down to your panties and stockings and let me see the rest of you in your full glory."

Simon took the rest of the notes and placed them in her bra.

"And thirdly I'm going to set you....tasks.....that if you don't do I may change my mind about keeping you on."

Simon had placed over $2,000 into her clothing by this point. His hand released her hair and both of his hands slid to her waist and picked her up with ease and placed her next to him before standing up himself.

"The choice is yours Emilia." Simon's voice was normal level now and sounded like it usually did in conversation. "Take my offer and have some fun and be able to leave this place behind forever." He gestured to the pole as he said this.

"Or else I expect to see your resignation on my desk tomorrow morning with all that money I just gave you and work here for the rest of your life."

Simon really emphasised the end of the sentence before turning and leaving the room.

As Simon walked across the room he saw Marcus rush over to him concerned. "You were only in there 15 minutes, you had half an hour. Were you not happy with her? I'll get you another girl. Don't worry, I'm really sorry. God that girl is so frustrating. I'm sorry."

"Don't worry Marcus." Simon chuckled at him as he saw how worried he was. "I got what I came for, I just need to get going. We're all square now. Thank you."

"Great!" Marcus practically shouted as his relief showed when he realised that Emilia hadn't upset Simon somehow.

Simon quickly left the club and headed home, getting a Thai takeaway to eat for dinner as he hadn't eaten to this point. He had a quiet rest of the evening and slept peacefully. He was very happy with how the day went and was really looking forward to find out what would happen tomorrow.

The following morning he got up early and arrived at the office early and started going about his business. As the clock approached 9am time seemed to slow down. Last night he was confident Emilia would take him up on his offer. The whole atmosphere of the club gave him a sense of empowerment which made him think the other option wasn't a real option but in the light of day in his office he was unsure. As the time got to 9:10am he wasn't sure if she was running late again or if she had agreed to his terms.

Emilia arrived at 11am on the dot and as soon as he saw her he knew she had agreed to his terms...for now anyway. The outfit she was wearing was right on the verge of being inappropriate for the office due to her blouse nearly being see through.

He couldn't help but grin as he watched her glide in across the office, her air of confidence returned and not an inch of the nervous girl from the strip club left on show.

As she walked into his office he couldn't help but feel a sense of excitement. Her outfit hugged her figure and complimented every inch of her body. As he greeted her with 'good morning' she dropped some papers and as she leaned over she showed she was willing to play along with him.

As the red straps of the garter belt and stocking tops were revealed he felt a bulge begin to grow in his pants. He was extremely glad to see that she made no effort to adjust her skirt as she stood up straight and came to his desk. As she placed her hands on the desk and leaned forward he could clearly see a lace red bra to match the garter straps below. However, he could tell by her gaze that she was still trying to figure out an escape from this and that she may not be being as compliant as she looked.

"That's all for now Emilia. I'm glad to see that you have taken on your new duties so willingly. I do hope the project you submit at the end of the day will be some of your finest work. Do remember you are on your probation period, every aspect of your work is being assessed and if I don't feel you are putting your heart into every part then unfortunately you may not last long."

His eyes were looking straight into hers and his voice was perfectly calm and steady. For anyone who over heard their conversation they would have no idea of what was going on between the pair.

"You may go for now."

Simon then took the piece of mail and started looking through it as she left.

Throughout the day Simon asked for Emilia's assistance far more than he would before. Asking her repeated to pass him things from awkward places.

At one point of the day when she was stood at the far side of his desk and he was by a cabinet behind her he asked.

"Can you pass the stapler from over there."

Pointing on the other side of the desk. As she began to move around he said softly.

"You don't need to walk around, you can reach it from where you are".

He knew fully well she would practically have to lie on the desk to reach it and hoped that he skirt would ride far enough up for him to see her panties.