Teasing My Boss free porn video

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When the top man at our little firm asked me to be his PA for a few weeks, I was overjoyed. The regular one had gone on maternity leave and I was chosen ahead of two other older and more experienced women. I think being the new girl, I had wanted to make a good impression when I started last autumn. I reckon Jim liked the idea of someone fresh and excited by fine art as his right hand girl. I enjoyed my regular job taking photos of paintings for the website and I would have to still do that along with a temp, while I was Jim’s PA.

What was never mentioned when I had my interview was the subject of dress codes. Since starting I’ve pretty well worn what I like from jeans to hot pants and short skirts. The only thing I’ve never worn is anything low cut, although I have turned up in some tight tops. Sally, the girl who has gone on maternity leave is ten years older than me and while she’s very nice and everything, she’s quite straight-laced. I wondered if Jim would approve of me doing my new role in my usual clothes.

I came in one the Monday and went straight to the boss’s office. I wanted to make sure his office smelled of fresh coffee when he came in and I also brought him a Danish pastry from Sainsbury’s on my way in. I wanted to make a good impression on my first day. Jim is about late thirties, maybe 40 and quite a good-looking bloke really. He’s always sharply dressed and obviously works out a bit. His brown hair is a bit grey and grizzled at the sides, and he’s mature but still quite young in his ways. On the odd time I’ve been in his office, I noticed he has photos of his wife and daughter on his desk. Except that on this Monday his wife’s one wasn’t there. I thought it was a bit odd, but could only assume there had been a rift.

Jim came in about fifteen minutes after me.

“Good morning Danielle. Oh what’s this?” He asked pointing to the Danish in the plastic carton.

“Morning Jim. It’s just a little something, I thought you would like with your coffee.”

“Oh thanks Danielle, that’s lovely.”

I smiled as I went to get his coffee and I wondered if he would be checking me out. I had decided on the professional look for my first day, with a dark grey pencil skirt, black tights, red blouse and black shoes. Now not wanting to blow my own trumpet, but I do have a good figure and I’m always getting wolf whistles and stuff from builders and workmen when I go jogging. I’m pretty sure my bum looked good in my skirt and well… I bet Jim was having a good look. He was definitely checking me out when I came back with his coffee. A girl knows when a man likes what he sees.

My first day went well and I made sure I took every opportunity to give him a good view when I could. I crossed and uncrossed my legs a few times when we had a meeting. I even perched on the edge of his desk once, so he could see how the wood pressed into my bum cheeks. Jim gave me one of those looks as I stood up. His eyes said everything. His gaze started just below my waist and wandered up to my boobs and then focused on my face. A younger man might have been nervous, Jim was confident but impressed.

That night I wondered whether to wear something similar for my second day or up the stakes. I had asked a close colleague about his wife and how her photo had gone missing. Sure enough it turns out they had split up just after Christmas. I felt sorry for him in one way, but in another I took it as a green light to see how far I could push my luck. I perused my wardrobe before bed time and chose a little outfit, which would blow his socks off.

On the Tuesday morning, I brought in a couple of daffodils and put them in a vase of fresh water and put them on his desk. I sat at my own little desk and waited for him to arrive. The coffee was on and I was ready for another day at the office.

Jim came in and I got a whiff of some very expensive after shave. He had a nice fresh, clean smell and he looked good too. I think he had put a little wax in his hair and he was kind of glowing somehow. He looked at me with his kind blue-grey eyes, when he saw the flowers.

“Danielle, you’re too kind!” He said.

“That’s OK,” I said, trying to do my best innocent little girl look.

“Coffee?”

“Yes, I could murder one,” he said.

I stood up and walked towards the little kitchen. I deliberately made sure my hips moved as I walked. I was wearing the shortest black skirt in my wardrobe, with flesh-coloured tights and a white blouse. I had left the top three buttons undone accidentally on purpose, which left just enough boobage visible and still be decent. I heard Jim half cough/half choke when he saw me. I came back with his coffee and his eyes were undressing me. My skirt was so short that I’m sure some bum cheek was visible below the hem, which also meant all of my legs were on show. If I were to sit opposite him…well he would see everything. I wasn’t wearing any panties under my tights, so that was more or less true.

I was on the line of what you could get away with at work and I was excited by how I was raising Jim’s blood pressure. I wanted to know if I could break him.

As the day went on, I would take a walk to the photo copier or the fax machine and each time Jim would be looking at my legs or my boobs. I was getting more and more excited and if I’m honest the gusset of my tights was wet by late morning. I wondered if he was getting hard under his desk. I wanted to know what he was thinking and if he was imagining what I was like naked.

It was after lunch that I decided to take things to another level. I picked up a sheaf of paper work that I had been reading through and walked round to Jim’s desk to ask him about something. As I reached his chair, butter fingers me dropped the papers and they scattered on the floor. I immediately turned round and stooped to pick them up, causing my skirt to ride up virtually to my waist. I knew that Jim would have a clear view of my bum and my pussy, pushed against the nylon of my tights. I stood up when I had retrieved the last sheet and turned round. I realised my skirt had not quite fallen back in place and a little portion of my foof was still visible.

“Whoops!” I said, as I inched it down into place.

Jim’s face was a picture. It displayed every emotion from shock to bewilderment to pure lust.

“I wanted to ask you something Jim, but I forgot now.”

“It doesn’t matter…Danielle, there’s something I need to show you. Can you come through to the archive room?”

The archive room is a like a massive air-conditioned safe, where we keep all the photographic records of everything we’ve ever sold and only Jim has the combination to the entry pad. As he stood up I noticed he picked up a wad of papers and was carrying them as if he was shielding something and I knew then I had given him a wood on. I was suddenly so turned on, I could feel my pussy juices trickle out. I wanted his cock inside me and I would have done anything to achieve it.

Jim tapped on the pad and looked down my blouse as he turned the large silver handle on the door. I gazed up at him with what I hoped was my most smoking hot look. When we were in the room he closed the door and dropped the papers. Sure enough, there was one hell of a tent in his trousers.

“For two days you’ve tortured me Danielle. Wiggling your perfect ass here and there and giving me those looks.”

“Have I?” I said, all innocent.

“You know you have. Culminating in that little show just now. Well you’ve asked for it you little slut and now you’re sure going to get it.”

I had never seen this side to my boss. The mild mannered man I knew, who was normally so proper, was suddenly calling me a slut. I was so turned on I so wanted him to fuck me, but not before I had given him some head.

I stepped towards him and played with the bottom of his tie and then traced my fingers over his stomach and further onto the front of his trousers where my hand reached the outline of his massive cock. I unzipped his flies and unbuckled his belt and button. I had his trousers down in a jiffy. I dropped to my knees and rolled the palm of my hand over the bulge in his boxers. Jim groaned just from me doing that, so I don’t know what he would do with my lips around his shaft! I would soon find out. I looked up at him as I rolled his boxer shorts down and his dick must have been seven, if not eight inches long and thick with it. I rolled my tongue over the end, which made it twitch. His cock was moist as if a little precum had already seeped out and I was only too happy to take him into my mouth. It was hot and throbbing as I sucked on him. Jim’s groans were even louder and he was sort of gasping as if he was struggling for air. I licked his cock and I sucked him for a few minutes and I was getting ever wetter between my legs. I’m sure I was going to form a little pool of juice on the floor if I didn’t get plugged soon. As it happened, Jim took matters out of my hands.

I was wanking his cock as I sucked but suddenly he pulled out and told me to stand up. His face had a look of a man possessed with lust and he turned me round and pushed me into one of the racks. I felt his warm, strong hands on my skirt as he pulled it up to my waist and then tug my tights down over my bum. First he had his hands all over my bum cheeks and then I felt him slip his cock lengthwise between my legs, so that he rubbed against the damp velvet of my pussy lips. It felt so good and we were both moaning with pleasure.

He began to unfasten my blouse with one hand as he used the other to reposition his dick and he asked me to bend over further and suddenly I could feel my pussy being stretched as his huge wanger began to penetrate me. I let out a long cry of pain and pleasure. It was a good thing I was so wet. When he was inside me, he began grunting and groaning like a wild animal and his hands now free lifted my bra up and he cupped my tits in his hands fondling them surprisingly gently as his cock was drilling into my pussy harder and faster. I was shrieking with pleasure as the whole length and width of my little cunt was packed with his throbbing cock.

“Aaaaghh Danielle…Danielle!” He said, over and over again as he groped my tits and pounded my pussy. I could feel his pulse in those eight inches of manhood as he thrust away and I just held onto the metal uprights of the rack, as I took the rogering of my life. I was thrilled with the intensity of the moment and my orgasm was creeping up on me as I could feel my whole body begin to tingle with pleasure…it was so good. Jim never stopped or let up once. As I started to cum he held onto my hips and I could feel him push my bum cheeks together as if he wanted to make me even tighter.

I was so close to the best orgasm I've ever had and Jim just kept thrusting his tool inside me hitting my spot over and over. I bit my fingers as m y body became just a shuddering mass of orgasm as I let out a long scream of ecstasy.

“Aaaaaah Jim! I’m coming I’m coming! Aaaaaaah...oooooh!”

“Yess” YESSS Danielle! Danielle!!!!”

I was still in the throes of orgasm as I felt his cock explode inside me and his cries filled the room. His own body was jerking as his spunk welled up inside my pussy. There was four spasms of his cock as he emptied his sack inside me and then he stopped. He just stood there for a few moments, his cock still throbbing and then slipped out. He held his still hard cock in his hands and spoke softly.

“ I saved you a bit Danielle!”

I dropped to my knees obediently and took his cock between my lips, drawing out the last few drops of cum and let it slip down my throat.

In the four weeks I was working as Jim’s PA I let him fuck me two more times and he would also have a little feel of my bum now and then too. Funnily enough I got quite a good raise at the end of January.

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In a car with my boss

I was home alone that night, relaxing inside a hot bath tub after a long day at the office, when my cell phone rang. It was my boss…"Hi Ana…could you work late tonight and help me entertain a client?”He added he needed to take the new client to dinner outside. And when I accepted the proposal, he begged me to wear something sexy…My boss picked me up later. I was wearing a tight short red dress. It was low cut showing off my huge tits. A pair of red stiletto shoes completed my sexy outfit. My...

1 year ago
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Big booty big breasted black boss

Richard's fingers fumbled as he folded the paper in his hands. The origami swan was not turning out as expected and he soon realized there was no hope for the creation. He threw the paper wad at his cubicle wall in defeat. The work day couldn't end soon enough.A glance at his computer monitor revealed only three minutes had passed since he last checked the time. He sighed and leaned back in his swivel chair. Just before he was about to close his exhausted eyes, he heard the office door open. He...

2 years ago
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Sex With Divorcee Sister Of Boss

Though I have started writing, but I am still in dilemma that I should write my sexual experience or not, because in my perspective changing name can never be enough to hide the identity especially from the person with whom I got involved sexually and certainly if that person will read this, it will be disaster for me because this is about my sexual encounter with a sister of my boss, and worst impact of this will be, I will lose my job. Still with changed names I am starting to write down with...

1 year ago
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Displeasing the Boss

She sits on the leather chair fidgeting. Her boss has called her into his office clearly upset about something. "Diane," his boss started. "I heard that you were doing something of the questionable nature during office hours." "Sir?" "Have you been sending personal emails during office hours instead of doing your work?" "I-I'm not, sir." "I heard otherwise," his boss said raising a brow. "I'm sorry. It won't happen again." "Oh it's not. You're fired." "Sir, please. I promise it won't happen...

Group Sex
1 year ago
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The perfect night with my boss

The perfect night with my boss Two days ago, I had the perfect night with my new boss. I changed jobs in April after a few weeks of personal turmoil (more on that in another story?). I t wasn’t the first time that my boss and I spend the night together, but it was the greatest one up to now. Call me a slut for sleeping with my boss, but I can’t help being attracted to older men. They are so gentle, careful and experienced. They treat me like a princess, so I can’t help treating them like a...

3 years ago
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Paula First job for my boss

I received the first assignment from my Boss about two weeks later. His contractor from Istanbul was coming. Ibn Mustafa Halid. I remembered this name because it was also a test for me if I would meet the expectations of my boss. At the beginning I had to get him accommodation in Victoria. I went this morning before noon. The receptionist, who remembered me as a whore in tight sweaters, miniskirts and stilts, looked at me in surprise. This time I was dressed in a light blouse, gray skirt over...

3 years ago
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SEX WITH MY BOSS

I had a really bad week. Actually, bad would be an understatement, shitty would be more appropriate. Problems after problems had punctuated my Days. I managed to get a new job as an assistant executive at an accountant firm. For some reason, I was the only man working in this office, and since I was the new guy they were bullying me. I thought that I might just need to pass the week and it would stop.I decided to change my mind by going to my favorite bar. It was a really popular one, it seems...

2 years ago
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The perfect night with my boss

The perfect night with my boss Two days ago, I had the perfect night with my new boss. I changed jobs in April after a few weeks of personal turmoil (more on that in another story?). I t wasn’t the first time that my boss and I spend the night together, but it was the greatest one up to now. Call me a slut for sleeping with my boss, but I can’t help being attracted to older men. They are so gentle, careful and experienced. They treat me like a princess, so I can’t help treating them like a...

Straight Sex
2 years ago
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New Girl In City First Time With Married Boss

Hi everyone! My name is Neha and I’m 28 yrs. old. I wish to narrate my first experience few years ago when i came to Mumbai to join my first job after college. I come from a small town, so moving to Mumbai alone just after college when i was just 20 yrs. old was a big decision for me. I had a boyfriend in my college and he had got job in another city. My new job was very difficult and exciting at the same time. I found new roomies and i was staying with another 3 girls in a 2bhk flat. I had got...

2 years ago
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Shes the BOSS

  Working for a multinational company, my new role as the training manager allows me to travel abroad quite frequently. This is a great job and particularly at my age, 26, is considered a very remarkable achievement. I have been in this company for about a year now. From the time i joined about a year ago, up till today, i conduct several training sessions within the company and and abroad and almost every day i have a female student (colleague of course) approach me in private after class for...

Mature
4 years ago
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My female boss

Hi my name is Gina, I'm 26 with black hair, I have B-cup boobs and I'm 5'4. Sometimes you feel a certain way about your superiors. Usually you love them or hate them, but my female boss was something special I think. She was nice, but not too nice. She is 5'9 with brown hair and eyes. She had a very nice body too, with nice C-cups boobs, so she is very sexy for being 37. I've had her for a boss for about 3 years, and I've masturbated thinking about us having sex. The biggest thing is that I...

Office Sex
3 years ago
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Ninas New Boss

Things had certainly changed for Nina since being demoted at the office and then being sacked from her last job. Initially, she had floundered, but when looking at job adverts realised she didn’t really fancy going back into an office scenario where she had to make so many decisions and lead a team. So, she started to apply for jobs as an assistant, and eventually got one as an assistant in the accounts department of quite a large firm. So, even though Nina was now forty-one-years-old, she had...

Spanking
3 years ago
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Caught with the boss

I’m 32 and have been married to Greg for 11 years now. As far as I know, Greg has always been a faithful husband and I have no reason to believe that he has ever cheated on me. I, on the other hand, cannot say the same about myself. I’ve been fucked by many other men since I’ve been married and Greg never knew anything. That is until he caught me last month. My husband has always been a great lover, but I could never resist the advances of strange men. I have to tell you...

2 years ago
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THE SHEMALE BOSS

I was selected for the senior executive post in a MNC. I was very happy to get good package. After training phase, I got my location. When I reached my office, I was some late. I had to report Ms Suhani. She was my manager. She was young and filled with lot of energy. She said to me, “Amit, this is your first day, so I manage but remember your time.” I replied, “Ok Boss, I am being on time.” I saw her figure, she was totally gorgeous. She was in saree, her cleavage was attracting me. My dick...

1 year ago
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My New Boss

I moved to a new organisation and my new boss happened to be a lady which I know quite well but I haven't met before. she is 'gaddam' gorgeous and sexy and my 'innocent' self had a crush on her heavenly figure.HOW I KNEW HER:I met her on one adult forum, we kept in touch for a while exchanged emails and we got talking frequently but after a while, I was super busy with work and trying to change my job reduced our communication.One bored Saturday in my new place of work, I decided to send a mail...

2 years ago
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Boss Lady 20 The Big Boss

So as we head to the shower I am walkin behind you and grab u and pull u in with ur back to me with a tight grip around the front of ur neck I pull you close and say "now its time to show u who da Big Big Boss is!!!" U moan out "mmmmm daddy dats right show me who da real Big Boss is" so we go into the bathroom and I turn on da shower and we get in. As we get in u grab the bottle of bodywash and clean me up and I return the fav washin ur front sensually teasing you as I carress ya nipples and ur...

4 years ago
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Sexy Wife of My Boss

I have been reading stories for the past few years. So this is my 1st experience which I want to share with you and I would love to receive your comments mail me about me 25 years Single from Chandigarh. I am going to tell you how I made love with my boss wife. If any aunt or women from Chandigarh, Panchkula or Mohali (I love aunties from 30 to 45 the most) want to have sex with me can mail me on I stay alone, after completed my studies I start in a private company. My boss is in a nice man....

3 years ago
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My sisters joy with her Boss

Hi this is my first story in ISS. The story had been a real life one in my life when we were staying in Pune and had a farm house in Satara near Pune. We were staying in Pune since my birth and we were 4 people before my dad left to abroad for his extra work. We didn’t went due to our school engagements and other property dealing over here. So we stayed here only. After an year of papa’s departure we were all having our self jobs. Mom was having here job in one of the office near our house....

3 years ago
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The Boss

Mae had worked for Mr. Sen for 3 years. She was a very good assistant and did her job well. Today Mr. Sen asked her if she could stay tonight and work for a few hours on a special project. Mae replied "Yes, Mr. Sen., you are the boss." As they were working that night Mae leaned over the desk to reach for a report and Mr. Sen could see down her blouse. He noticed she was not wearing a bra and she had great full breasts. He replied "Mae, are you not wearing a bra tonight?" She answered "NO sir, I...

2 years ago
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The Boss

"Hey Sally, can you work late and help me entertain a client? I need to take him to dinner." She replied "Sure, I would love to." The boss then said "Great, wear something sexy. He does like women." She laughed and left to change her clothes.When her boss picked her up she was wearing a tight short red dress. It was low cut showing off her huge tits. The boss stared and said "Wow baby, you will thrill our client tonight. He can't say no to our contract with tits like that for him to see." She...

1 year ago
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Sharing My Wife With My Boss

When I went into my employer's office for my next assignment I was startled to learn that it consisted of having him over for dinner so he could have sex with my wife while I watched. "Mr. Bouton," I "stammered," I have learned that the single most important aspect of a job is a good relationship with one's boss, but I'm not sure how to respond to this." "Steve, your efforts to build a good rapport with me have not gone unnoticed, or unappreciated," my boss told me in a friendly tone...

4 years ago
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My female boss

“Mrs. Taylor, can I talk to you?” I asked. “Sure, take a seat Gina. And after office hours you can call me Erica,” Erica replied. I sat down and took a deep breath, I had been living with this for years,so I was nervous. “So what's on your mind Gina?” Erica asked. “Well Erica, I've been talking to my girlfriend and she has a problem,” I replied. “And what problem is that?” Erica asked. I took in another deep breath and she could tell I was nervous. “Well over the past...

2 years ago
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A calling from my Boss

That afternoon I was surrounded by piles of papers and dossiers, when I received a call from my Boss’ secretary, saying the big guy wanted to see me, as soon as possible…So I jumped from my desk and climbed up the three floors to his office. His nice secretary Rhonda received me with a very serious grin in her natural smiling face; so I thought it was a bad signal.But she said my Boss wanted to see me for any routine matter.So Rhonda knocked on his door and the Boss made me come in.As he saw me...

3 years ago
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My Moms Affair With Her Boss

Hello ISS readers, This is Varun, 23 years old back with a new story. So let’s begin. I used to live in Chennai for studying and my parents lived in Hyderabad. Both my parents worked in a reputed MNC and had well-paid jobs. My life was all happy until I came to know a bitter truth about my mom. I went home as I got holidays for ten days. This time I found my mom more excited and tensed for little things. I never saw her so happy or excited before. She also changed a lot in terms of her...

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