Successful CEO & Her Intern

ChantelXOX

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Name: Jessica Stanford
Age: 30
Looks: http://www.how-to-hairstyles.com/im...irstyles-for-women_60_20120613_1601468434.jpg
In: http://www.polyvore.com/cgi/img-thing?.out=jpg&size=l&tid=20693114 , https://cdn-img-0.wanelo.com/p/c13/54e/743/1982717cd651ab173f6b242/x354-q80.jpg and http://images.us.christianlouboutin...uboutin-ladypeep-3100893_bk01_1_1200x1200.jpg

Jessica Stanford was a very successful businesswoman. She was the CEO at her own business. Her business was in PR. She came from a very well-known family. Her family was from old money (oil). All of her family was in the world of business and very successful and well off. She loved being the boss of her company. She was the big boss and loved it. Jessica liked control in everything and that was the same in the bedroom. She was a dominant lady. A few of her male ex interns and assistants knew that personally.

Jessica was sat in her office waiting for her brand new intern to show up. He had gotten the job only yesterday. She thought he was quite a hottie. Oh the things she would like to do to him! She ran her hand through her long hair putting her feet up on the table. She leaned back on the chair feeling pretty relaxed. She sipped on her cappuccino. She was looking at the clock wondering if he would on time or not. She would gladly punish him if he was late but no she couldn’t do that just yet because she hadn’t had time to size him up to see if he would be a good sub.
 
Name: Stuart Cain
Age: 40
Looks: http://www.marieclaire.co.uk/news/celebrity/550687/ryan-reynolds-marie-claire-interview.html
In: http://www.roddandgunn.com/clothing/Downing Slim Fit Jacket/Downing-Slim-Fit-Jacket.html
And: http://www.nicholasjermyn.co.nz/mens-oxford-shoe-5817.html

I was starting again in life and had a once in a second chance opportunity. At 40 years if age not many firms would give you a second look let alone an internship - I counted myself extremely fortunate and wasn't going to waste this opportunity. I'd done a bit of background research on the company I'd been successful in gaining an application with. The CEO, a woman self made even though she was from old oil money. Both her grandfather and father were independently wealthy as a result of oil investment. The PR firm was well founded and of high reputation. I needed to impress on my first day - the aim was not to be late. The plan was to arrive 5 minutes early. I arrived with 3 minutes to spare....

I really needed this job - things hadn't gone too well for me of late, I'd lost my previous job of 20 years due to down sizing and my wife had only two years ago passed away from an unexpected illness, leaving me to raise two teenagers. While I thought often about getting myself a girlfriend, life was complicated and today of all days it was the futherest thing from my mind.

I met the CEO'S secretary - a very pleasing to the eye young lady with endowments that would turn any man's head.... I was all a jitter when my arrival was announced....
 
Stuart who was Jessica’s new intern was quite different to most interns that most companies took on because he was a lot older. When she had interviewed him she felt he was the best candidate because he already had some experience working in business but not her business so she could train him up. He was extremely handsome for a man in his forties. She was extremely attracted to him. He was in great shape and as far as she knew wasn’t taken.

She didn’t know much about his personal life because she didn’t ask personal questions at interviews. She was really hoping he would be her next sub if he was willing. She would sense if he had submissive tendency’s as they worked together. He would be closely working with her. Her secretary told her he was here. She told her to send him through to her. She kept her long sexy legs on the table to see if he would respond to her in the way she wanted.
 
I was ushered into the 'boss's' rather imposing office by Ms Stanford's secretary, and I couldn't help but take a lingering look at her tight arse in the short clinging skirt as she closed the door. As a result I was momentarily distracted before turning my attention to Ms Stanford.

What I saw before me when I turned my head back to introduce myself stopped me in my tracks (for what seemed to be an eternity) for what in reality was a brief moment, yet enough for Ms Stanford to notice. Her feet up on her desk displayed her well toned and lightly tanned legs to great effect. I was left wondering what they would feel and look like up over my shoulders....

I quickly regathered myself and extended my hand out to formally introduce myself. As she stood her true beauty was revealed - stunning with a figure hugging two-tone skirt. A hint of a rather expensive perfume which was intoxicating.

"Good morning Ms Stanford, I'm your new intern, Stuart Cain..." I was abruptly interrupted.

"I know, sit down" she motioned to a plush leather chair in front of her desk. I immediately did so without shaking her hand. I noticed a slight smile coming to her beautifully painted red lips and thought nothing of it at the time.... she was still standing and I was still in awe at what I saw before me - my only immediate concern was not to embarrass myself by getting a hard on as a result of staring at her drinking in her beauty.... I placed my hands in my lap to cover this potential embarrassment.
 
Jessica noticed his reaction to her long legs. She liked it and it made her smiled very happily. She could see in his eyes he was thinking of something dirty. She had a feeling this guy would be a good next sub. She would keep testing him until she knew for sure he would be up for it because she did not need legal action taken against her.

She stood up from her chair letting him take her full body in. He began to talk but she interrupted him. She already knew his name she didn’t need to hear it again. She ordered him to sit and he did. She liked he obeyed her straight away and it made her grin. She stood up above him. She stood before him showing she was higher than him in all ways.

She was eyeing him up and down. She on purpose knocked something of the desk and moved to his side of the desk. “Pick it up.” She said. She was going to rub up against his ass as he did. She was testing him so much so early on.
 
Ms Stanford came around from her side if the desk, I drank in the vision of loveliness that came around. Her tanned, toned legs on display for me to admire. I noticed her knees were well cared for and moisturized - it got me wondering what else was well cared for higher up....

On her way around the desk she knocked a rather exquisite display item off her desk, I reached out to catch it; ending up on one knee with the ornament in hand, her tone and shapely stomach at eye level. I thought I could smell a mix of expensive soap and perfume.....

I looked down in slight embarrassment - her red painted toenails was all I could see extending from her expensive shoes - everything about this woman screamed money, power and sex - I was hooked and wanted more of it. How could I make it known without being needy or too obvious.

I remained where I was in front of her handing her the ornament - a look if slight frustration on her face; like she had planned something different to occur.... those eyes, those lips, my cock started to harden....
 
She watched him get down on his knees and caught the ornament in his hand. She was frustrated he hadn’t bent over like she had planned. She looked down at him knelt before her. She liked seeing him knelt before her but she had planned for something else. She took the ornament out of his hand. She placed it back on the table.

“Get off your knees. You need to know at this company I expect loyalty from everyone and that means sometimes you have to do things you wouldn’t normally do.” She said. He stood up and she walked behind him. She pressed her breasts against his back. “At this company we help each other in any and every way we can.” She said

Her hand moved onto his back and slid lower. She playfully slapped his ass testing him. If he didn’t like it he would obviously react in a way that would tell either verbally or physically. She so wanted to play with this man and knew she would soon know if he would be a willing pet.
 
Ms Stanford's reaction was a little unexpected and somewhat abrupt. I sensed this was out of frustration for not having done what she expected or wanted me to do. As I stood on her direction I inhaled her scent, it remained intoxicating and my cock twitched in response to that arousing scent.

Ms Stanford spoke of loyalty as she moved behind me pressing her firm breasts into my back, her hot breath on my neck just below my ear gave cause for my cock to grow to full length - thinking how would I hide it should she move around to the front again.... then thinking that she would look even better with her skirt removed bent over her oversized desk with me servicing her every desire....

Feeling her hand down my back and then slapping was strangling comforting and not unanticipated. This woman exuded power and knew what she wanted and how to get it. Knowing how much I kneeded this job I aquesced taking it all.... for the moment - there would come I time where I would be giving it to her, all of what she desired of me.

Little did I know how far I'd end up going to please this woman's every desire..... and how far up I would rise as a result of my willingness to please.....
 
Jessica was really testing Stuart and she could tell this man was going to be on board for her. She had planned to take a while to get to know and then approach him about it but she wanted him ever so much. This man was going to be hers in every way she wanted! She was going to take him tonight! She was starting to plan out what she was going to do.

She breathed on his neck making him squirm. “Such a lovely ass.” She whispered in his ear. She backed away and sat back in her chair as if nothing had happened. “So I am going to set you to work with one of my guys and after work I want you in my office so we can discuss first day. Normally you will be with me but I am busy today so can’t go through things with you.” She said.

She grabbed her bag. “I will take you to Chris on my way out to my meetings.” She said before she led him to Chris one of her top guys. “Chris show Stuart the ropes I am out all day.” She said. She went from meeting to meeting all day. Before she went back to the office she went home and changed into http://johnlewis.scene7.com/is/image/JohnLewis/002663616?$prod_grid3$, https://s-media-cache-ak0.pinimg.com/736x/38/86/70/3886707fbf58e334bbbfbb5b0bb99d67.jpg and http://www.talk**********/files/2011/12/Christian-Louboutin-Asteroid-Spike-Toe-Pumps.jpg .

She went to her office and waited for Stuart she kept her coat on. She knew that her office was clearing out right now and when Stuart came to her nobody would be left in the building. In her bag she had a few toys to start her play toy off with. She was getting so excited.
 
Work while interesting enough was a drag for Stuart as all day all he could think about was Ms Jessica Stanford and how she made him feel that morning - every time he thought about her breath on his neck and her authoritative controlling voice he got hard - just like right now - so he found it difficult to focus as well as hide his hardness. Stuart spent most of the day with his hands to his front.....

Chris was a nice enough guy; patient and about 10 years my younger. Strikingly handsome - something akin to what I looked like 10 years ago. I still kept in shape - I had to if I wanted to remain 'marketable'. Mind you, girlfriends previous to the wife as well as the wife never complained... the end of the day couldn't come soon enough.

I found myself alone in Jessica's office at the predetermined time. She was already there still with her coat on, a long luxurious grey coat with black glossy pumps (my mind racing now - with fucking spikes on the toes.....!!!). All I could see were her toned tanned calf muscles and her encapsulating eyes and smile - my cock began to ache again....

I wanted her so bad that I'd consider doing anything to please her just to be able to have my every desirable way with her.... I'd use her for my pleasure in so many ways...... little did I know what was to follow and that the tables would be turned in every way....
 
Jessica smiled at Stuart. She thought he looked very handsome. She wanted to run her hand through his hair as he ate her pussy. She couldn't wait to have him. She wondered how his day had gone. She was sure Chris had taken good care of him and taught him how things were at this company. Chris was her only ex play toy that still worked for her. They had ended their sexual arrangement when he had met his fiancé. They had ended on good terms and he didn't want to leave the company so she allowed him to stay.

"How was today with Chris? Are you feeling welcomed to the company?" She questioned him. She wanted to get the formal talk out the way. She turned off her computer glancing over at him as she ran her hand through her long locks. She listened to him talking and watched his lips wondering how they would feel on her body. "Stuart I'm sure you feel the connection I do but what you have to know about me is I don't do romance and relationships. I am a woman who likes specific things." She said.

She stood up from her chair and she slid off her coat revealing her leather dress- https://s-media-cache-ak0.pinimg.com/736x/38/86/70/3886707fbf58e334bbbfbb5b0bb99d67.jpg . She stood before him letting him take her in and produced a riding crop from her bag- http://d3f650ayx9w00n.cloudfront.net/940/17971.jpg. "I am the type of woman people would call a Mistress. You see I like dominating men and I want you to my new play thing. Do you have any questions?" She said as she stroked the crop over her palm.
 
The meeting with Ms Stanford started out well enough, small talk about how the day went with Chris. I'm sure she had other thing on her mind as she seemed to zone out for a bit; running her hand through her long lustrous hair and feigning interest.

All became transparent very quickly when she stood, dropped her coat and stood before me in a tight figure hugging black leather dress - the smell of warm leather mixed with her intoxcating perfume hit me, and hit me hard.....

I didn't hear what she she said next, transfixed on her as she drew a riding crop from her bag. My jaw dropped open and my cock hardened in anticipation.

The next I heard her speak was when she described herself as a mistress - the penny dropped - and then asked if I had and questions. Initially stunned by what was occurring, I stammered "No Mistress, no questions...."

I sat transfixed as Mistress Jessica ran the tip of the crop across the palm of her hand..... my cock hard and my balls aching for release....
 
Jessica smiled hearing Stuart had no questions at least for now. She was sure he would have questions later but now he was too surprised to think. She grin looking at him with her hand on her hip. “Now you must call me Mistress Stanford when we are together like this.” She said playing with her hair looking at him.

She snapped her fingers at him. “Stand up and take off your shirt and pants and fold them up and put them on the chair.” She ordered. She couldn’t wait to see him in his boxers. She was going to have so much fun with him. She was going to use him in many ways.
 
"Yes Mistress" was all I answered. Quietly removing my clothes and folding them as directed. Placing my socks and shoes under the chair I was left standing in my http://www.bendonlingerie.co.nz/hk-man-bold-impact-mens-trunk-br-scarlet-sage-k163-197
With a raging hard on that mistress could clearly see - I could see that she was pleased and I knew I was about to get used. I couldn't wait to bury my face in her pussy and follow her instructions - hoping that I'd get to fuck her tonight on her desk.....
 
She wasn’t going to fuck him tonight. She wasn’t going to give the prize of her pussy just yet. She was going to make him wait. He folded his clothes like she told him to. She ran her hand over his chest and her other hand moved over his ass. “Bend over my desk.” She said.
 
My heart was racing in anticipation and a little fear - I needed this job and I wanted to please Misstress Jessica.

Mistress stod beside me one hand running down my chest her long painted nails scraping my nipple, her other hand grabbing my arse - my cock jumped and was more than obvious now with the head of it protruding above the waistband of my undies.

Mistress ordered me to bend over the desk - I complied.....
 
She loved how he was responding her touch. He was going to be a perfect toy for her. She was so very happy to have him as her toy. He bent over the desk like she asked. She put the crop on the side and began stroking his ass through his boxers.

"Such a lovely ass." She said. She slapped his ass with her hand hard once, twice and then a third time. "Pull them down to your ankles." She said. Her other hand scratched his back. She was marking him to say he was all hers.
 
As I lay on the desk the glass top chilled against my body, my nipples hardened both in anticipation and the chill. My cock ached with the need for release.... it felt good to have my jocks as a barrier.

Mistress began to stroke my arse with the riding crop. The with her free hand she scraped her cultured painted nails down the length of my back - knowing that would sting when I next showered added to the excitement.

I followed her next order and dropped my jocks to the floor leaving my bare arse exposed and my shaved ball sack on display for my newly aquired Mistress..... my cock was oozing pre-cum all over her desk top and I felt exposed and vulnerable - my arms were stretched above my head clutching at the far edge of the desk in anticipation of what was likely to come next.....
 
She smirked seeing the pre-cum oozing onto her desk. She would make him lick it off after but right now she was too excited not to play with his ass. She knelt down and kissed his ass cheeks. She then stood back up. She lifted the crop and hit it down on his ass making a loud noise. She gave a hit to the other cheek. She went back and forth from each cheek making them red.

“Tell Mistress if you like me spanking with my crop.” She said. She wanted to know he liked because she knew he did. She knew he was the perfect choice for her intern and toy. Tonight he was going to only get to feel her pussy against his cock. She would make him cum with just grinding up on his cock. He didn’t deserve to be inside of her or taste her yet. He need to prove himself.
 
Mistress kept dragging the crop across my arse. All I could do was wait in anticipation. The waiting was literally driving me crazy with lust. I wanted to feel the wound leather along the shafts of the crop bite it on my flesh; I wanted to feel the split tongues of leather slap against my bare flesh; I wanted release.... and not just in the physical sense.

It came - repeatedly; I almost came..... then the question... the only true answer... "yes Mistress...." biting my lower lip to control myself and wait until directed. I knew I would have difficulty sitting tomorrow.... I loved the feeling of leather on my body....

My balls ached and needed release - I knew better than to ask for it..... I waited for Mistress's next order.... precum now flowing freely from my raging cock. When I was given approval to service Mistress I knew she would not be disappointed - my previous Mistress's had never been...
 
“You think that was a good enough of answer? Just a yes. I expect better for you and for disappointing me so early on you’re going to be punished.” She said. She was a mistress who expect a lot more from her Subs then just a one or two word answer. She could have anyone she wanted as her toy and he gave her that shitty answer and that made her mad.

“Turn over. My crop is going to make friends with your balls.” She said. She ran the crop over her leather dress waiting for him to turn over. She was going to show him that he should never disappoint her or things would not be nice for him. She wasn’t a mistress who accepted bare minimum effort she expect a 100% effort just like she did in business.
 
I knew I'd upset my mistress - I was beginning to find out her rules; the hard way...

Single word answers were not going to be sufficient. I complied without complaint rolling over on the desk my head hanging over the edge and my legs spread wide so mistress could gain access to all of me. My cock raged...... my balls ached and even though I didn't know what was coming next; I suspected....

I waited for my next instructions and her next actions. I know that I didn't want to disappoint my mistress again as I wanted to worship her pussy and please her in every way possible....
 
She was glad he seemed to feel ashamed for letting his mistress down. He hung his head in shame over the edge of the desk. His legs were spread wide open. She looked into his eyes and smiled at him an evil smile. Those legs were probably not going to be so wide open soon. She was tough mistress. She was going to really play with her toy. She slid her panties- http://ecx.images-amazon.com/images/I/61t0+C4TX-L._UX385_.jpg off and scrunched them up.

“Open your mouth. You will need these to muffle out your screams.” She said pushing the panties into his mouth. She ran the crop over his chest. She lifted the crop and hit his chest hard. She stroked the crop down his body. She ran the crop over his balls. Without warning she hit his balls hard. She hit 1…2..3…4..5 times.
 
I knew she was pissed - you could hear it in her voice.... when she slid off her panties I thought at least she would sit on my face while slapping my balls with the crop.... she scrunched them into a ball a shoved them in my mouth. My cock lept again I could smell my mistress and taste her on those fabulous panties.

She then ran the crop down my chest then smacked it hard down on my chest right across both nipples - she knew what she was doing. My nipples reacted however I didn't have time to savour the pain nor take in what was happening next. Mistress ran the crop over my balls and it was all I could to control myself, I moaned ever so quietly taking in more of her scent in the back of my throat. Before I could react the crop came down hard on my balls, I only felt the first two blows and the pain was intense. I screamed into her panties and momentarily blacked out. When I came around again she was hovering over my head; crop in hand and her glistening bare pussy on display for me to see. My balls were pounding after the thrashing and my legs had closed in quite a bit.....

I was hers totally and she knew it....
 
She saw his nipples respond to the crop and she liked it. She heard his moans and it made her pussy so wet. She liked hearing him moan as she used her crop on him. She loved his screaming to his crop use on his balls. She hit his legs with the crop. “Open your legs.” She shouted. She was annoyed he closed his legs she wanted his legs kept open so she could really punish him and teach him a lesson not to piss her off.
 
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