My Last Day With My Secretary free porn video

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I'll never forget what happened on my last day as head of department.

My secretary Debbie was very flirtatious. I remember walking in to her adjoining office, standing over her desk, and looking straight down her dress to see her breasts and nipples. (The dress wasn't low-cut or ostentatiously sexy, but the neck kind of opened if she leaned forward.) Her breasts were smallish, very white in contrast to her tan, and beautiful. She was not wearing a bra, but was wearing a smile. I probably forgot what I was there for. I was not confident enough to respond, or to judge what was appropriate behavior, so I said nothing although she must have known I was flustered. Debbie enjoyed that sort of thing.

I never said a flirtatious word to her over our years working together. But, aside from her skin which was terribly and unattractively leathery from too much sun (especially for a redhead), she kept herself in great shape (through swimming, I later discovered), and I found her very sexy, and had sexual fantasies about her.

I imagined that one day I worked up the courage to be assertive, and asked her to come into my office and lock the door. "Now take your panties off and sit on my desk." I would proceed to give her cunnilingus and massage her g-spot with my finger, until she came in a shuddering orgasm, and was very visibly flushed. Then I'd just say "That's all for now. You may go now."


No such thing happened, of course, and a massive amount of sexual tension built up in me (without my realizing it at the time). All of which spilled out when I took her to lunch at a nice restaurant on the river on my last day as Head of Department. I recall us getting in to the back seat of a taxi to return, so I think that was arranged to permit us to drink, and that we knocked off a bottle of wine, maybe even two.

This was the last day we would work together, which doubtless freed up some of the constraints I normally felt. Anyway, Debbie really appreciated the gesture, and at some point, near the end, when the alcohol had worked its magic on me, I mustered the nerve to tell her that I wasn't as conservative (and even boring) as she probably thought I was. Indeed, I said, I'd recently presented my wife with a portfolio of photos of myself in the nude. (I mean I was nude in the photos, although I also may have been when I presented them!)


Debbie was suitably impressed, and we doubtless gossiped and flirted a bit in the subsequent conversation. (I can't remember all the details.) It was later, I think, in the cab, just before we got back to the campus, that I told her I had an identical copy of the folder in my office, and asked if she'd like to see it. She said she'd love to. My heart was pounding at this point.

I had a little business to attend to when I got back, so I gave her the folder to look through at her desk. This was incredibly risky, but she was a trustworthy secretary. Perhaps an hour later, maybe half that, she'd booked uninterrupted time together, and came in to my office, and closed the door. She said she was very surprised about how good the photos were, and how good I looked naked. She said that looking through them had made her very hot. I recall she used the words "horny" and "wet".

I should explain that the photos were the best of maybe a hundred or two that I took on lunch breaks at my nearby home, using a 35mm SLR camera with a telephoto lens, and with a timer on a short setting allowing me to rush to my position before my full or partial erection subsided. Many were taken in the late afternoon light, which gave my skin a warm glow. They started with a picture of me standing on the lawn, shirtless, taking my jeans down, turning to the camera. A bum shot. But I was nude in all of the following shots, most of which were full frontal, partly because they were easier to arrange that way. In most of them my cock was fat and flushed, but not hard. The content got progressively stronger, with a bunch of photos showing me with a full erection. (But in no picture was I masturbating or doing anything sexual.)


My personal favorite picture showed me lying on a banana lounge, with my body sun-dappled, and a very hard vertical erection, looking especially large because of the foreshortening of the lens with my feet closest to the camera. I remember I had a cock ring on, but that it was not visible, so my erection was as impressive as it could be. The last photo was a close-up showing just my flushed cock & balls, larger than life size. My wife told me this was her sister's favorite picture. She had shown her the album on a visit, and actually left it with her for a few days, and I hear she showed it to her best friend. All of this excited me no end.

Anyway, Debbie proceeded to discuss each photo with me, telling me what she thought of it or liked about it. This was an incredibly erotic experience for me. I am very aroused just recalling it. Her favorite picture was of me sitting balanced on a footstool, with my legs and arms extended out and up in a V-formation, with my hands on the soles of my feet. My cock was plump. She said she loved it because of the sexual possibilities it suggested. If I remember correctly, I was so sexually excited when preparing for that photo, that I orgasmed without touching myself; the photo was probably taken shortly after with my cock fat and flushed.

That night in bed I reluctantly decided it would be too risky to have sex with my wife, because I was so turned on, and she knew I had lunch with Debbie that day. She might put two and two together. But I was out of my mind with lust, and slowly masturbated for an hour or so, recalling the events, while she slept beside me. I remember when I came the first spurt hit me in the face. It was intensely and memorably pleasurable.


Debbie told me that she took control that night in bed and fucked her husband's brains out; she said it was the best sex they'd had for ages. She saw me in a different light after that, and we would occasionally have a chat over coffee, before she left not long after to move to a different city.

 

 

 

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My sweet girlfriend Laura looked upset during lunch time…I asked what problem she had and Laura leaned on the table, looked at me with her very nice green eyes and hissed:“George is cheating on me with that stupid bimbo secretary…”I insisted, asking her if she was sure or just she suspected the whole matter. But Laura then got even angrier and furious…“The bitch is the new girl in the office; I met her two weeks ago…”“A little slut bimbo in her early twenties; a sensual brunette, some killer...

2 years ago
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Rita my New Secretary

I'll start by telling you that this isn't a true story and began by telling you that I'm a small business owner and my name is Dave and I 'm the owner of a reality business and right in the middle of our busiest time of the year my secretary Lisa comes into my office one morning and tells me she's giving her two weeks notice as she's accepted another job offer that Offers more money and is closer to home!! So the next day I place an add in the classified's section of our local paper advertising...

3 years ago
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Black Politician Breeds Married White Press Secretary

Race relations in the United States have improved markedly since the 1960s, although some blacks and whites still have lingering prejudices, especially in the South. I’ll admit that even being born in Alabama in 1988, and raised in the 1990s and early 2000s, many of my family and neighbors still held resentments from the racial strife in the 1960s. I tried to rise above those influences, but it was difficult.My name is Avery, and after high school I attended a moderately-liberal college in...

Interracial
1 year ago
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Stripper to Special Secretary

I really need a job. It has been two months since I was fired from my last job as a stripper and I am running low on money. I was let go because the place I worked at, Dancing Dames, was not doing well and they needed to let half of their workers go. I have looked at other strip clubs, but I want to try something new. Work though, has been hard to find, considering most of my experience is in taking off my clothes and giving lap dances. So over the weeks I have become more and more desperate...

Office Sex
1 year ago
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Banging My Horny Secretary

Hello ISS readers. This is my third story on ISS and in this story i am going to tell you about the experience about how i got to fuck my extremely hot and mature secretary. We had shifted to Singapore two years ago and after joining the office, i first met her. My boss introduced her and told that she was to be my personal secretary. She was a beautiful woman, about 38 years of age, not so fat. Her assets were beautiful. She had a nice pair of round breasts and a firm tight ass. She was...

3 years ago
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The New Secretary

The New Secretary (inspired by Masked Scribe's The Secretary from the yahoo maskingwriter group) Eric Lindsey got up, struggling to get open his eyes. But when he saw the time-1120am, he got real quick. Oh crap, I am nearly late for my next interview this afternoon. He leapt out of bed and after taking off his sleepwear, he gathered his materials for the interview. Sure, the last job he had was fun and all, but he yearned for more excitement. There existed a thrill to becoming a female...

2 years ago
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Secretary

Secretary1        It was Friday near quitting time when the E-mail showed up from my boss.         Kelly,        I think this would be a good time for you to invest in some job security, come into my office and be prepared to learn all of the tricks to being an exemplary subordinate.         Mr. Blalock had been hinting since he had hired me that I should be doing him in order to keep my job.  Unfortunately, just as with the E-mail I had just received his hints were just vague enough that...

4 years ago
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From Salesman to Secretary

Chapter 1: Reunion "Hey James, you ready to interview this new secretary?" James looked up from his laptop and saw Dave, his boss. "I'm a bit swamped right now, would you be up for doing it solo?" he said to him. He had been working full on all day but was ever so slightly behind. "Sure, thing no problem, you keep doing what you do best!" And off he went. Dave was a tall handsome man that made a good boss. He wasn't too tough and he had a very friendly attitude, it made the...

2 years ago
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My hot Secretary

Miller and sons. The 3rd largest law firm on the west coast. I've worked for the firm the past eighteen years. Started out in the mailroom at seventeen years old. Why might someone get into law you ask? Because my father did it. And so did my grandfather. I was holding court in my living room at age ten. Didn't really have much chance of being anything else. I wanted to be a rock star. But there is the problem of needing musician talent. Which I didn't have. There's always a catch. By...

2 years ago
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Julie the secretary

A fantasy inspired by amateur_julie containing office related frolics...My job sees me travelling around the country on a freelance basis going to various companies fixing IT problems as and when they arise. I'm never in any one place longer than a week. It's not the sort of working life that everyone would take to - hardly ever seeing the same faces, but it suits me as I can choose to work when and where I need to. A few months ago my agency sent me to a company not far outside of London for a...

2 years ago
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Cuckqueaning with the Secretary

It was Friday afternoon and the office party was that evening. My young 22 year old secretary was joining us that evening and i had been flirting with her for weeks. She was returning the flirting with a stunning size 12 body but with a large set of boobs supple arse that just perfectly sets out from her body with brunette hair just passed her shoulder. She had come dressed to impress with a short pencil skirt half way down her thigh stockings with a low cut top and the edge of her red bra just...

3 years ago
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Another wild encounter with my sexy secretary

That morning I had an early appointment to attend. I had left home without even a good breakfast; so I stopped for some coffee. As I was walking out, my sexy secretary Dawn pulled into the parking lot. She parked in a corner and I approached to greet her. She smiled at me and said it was cold outside; so she invited me to get into her car.Once inside Dawn put her hand between my legs and began squeezing my cock. She said she had gone there for a coffee; but she was feeling my cock would be even...

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