The Principal's Secretary free porn video

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In the latter part of my teaching career, I began dating a lady that was the secretary for the principal. Katie was a woman that kept a low profile, but I let her explore a few kinks that she never knew she had. I have always played the role of a teacher in all of my sexual liaisons. I was in my early fifties and she was in her mid-thirties and had just got out of a shitty marriage. I suppose I was her rebound cock.

 

I would visit Katie for a few minutes during my planning time and it only amounted to small talk. It surprised me one day when she became more amorous than usual. Her office was adjacent to the principal's office. She loved sucking cock and I can honestly say that I've ever had better.

 

Katie was sitting at her computer in a high-back office chair when I came in. She turned to look at me and said, “Shut the door.” This was abnormal because she always left it open to make sure that she was never accused of any improprieties. I closed the door and she swiveled in her chair to face me and immediately reached out and cupped my package.

 

I was taken aback, but I said, “Don’t start something you can’t finish.”

 

She grinned and replied, “Let me worry about that.”

 

While rubbing my balls with one hand, she reached up and unzipped my jeans with the other. She reached inside and pulled my cock out. I moved up to the side of her chair and she opened her red lips and let my cock slide in. The thought of getting caught, which was highly likely, added to my excitement. She reached one of her hands around and palmed my ass and began pulling my cock deeper into her mouth. I attempted to unbuckle my belt, and she groaned and shook her head, no.

 

I reached and grabbed her head with both hands, and gently urged her to keep the rhythm I needed to cum. I knew this was going to be a quickie and I knew that I would return the favor later that night. I could hear the voices of teachers and staff in the hallway outside. There was no lock on the door, so I backed up against the door, pulling her chair and luscious mouth with it. If anyone attempted to enter, I thought it might give us time to stop and act as if nothing was happening.

 

She was bobbing on the full length of my cock and would suck as I was pulling out of her mouth. I turned loose of her head and began pinching both of her nipples through her thin blouse. She was not wearing a bra, so I could have full access to her engorged nipples.

 

I was getting close to blowing my load and I knew that time was of the essence, so I reached and back up and grabbed her head with both hands once again. I was not gentle this time and began fucking her mouth roughly. I knew she got off on this, so I would thrust so hard that it hit the back of her throat. Occasionally, when I buried my cock into her mouth, I would hold her head in place and grind my cock into her throat. When she would gag, I would immediately pull out. She looked up at me with hungry eyes, and I knew she was permitting me to cum.

 

I could feel my balls rising and it felt as though my orgasm began in my toes and was working its way through my cock. I had to remind myself to keep quiet because it was going to be a fucking explosive orgasm. My fucking knees where trembling and I was past the point of no return. I mouthed the words, “I’m cumming.” My thrusting became faster and when I exploded, I could tell it was a huge load. I forced her head to stay in place with my hands, and I buried my cock to the hilt in her mouth.

 

Cum started oozing out of both corners of her mouth, but she tried to swallow every drop. I pulled my dick from her mouth and looked down at her. Katie still had cum on her chin and at the corners of her mouth, so I used my fingers to wipe the cum from her chin and fed it to her. She grabbed my hand and sucked and licked my fingers sensuously, I knew I would have to bring my A-game later that evening because it would be my turn to satisfy her.

 

Later that evening, Katie drove up to my ranch house and exited her Camaro with a wicked grin. The little slut knew that this evening was all about her and she was ready for some sweet release. She had on a sundress and was wearing sandals and strutted toward my porch. I greeted her with a hug and a kiss and she pulled away and took a seat on my couch.

 

I set down by her and began to caress the back of her neck while also playing with her hair. She looked at me and said, “I need to cum now.”

 

I replied, “My, you are an impatient little slut, aren’t you?” She smiled and stood up in front of me. She lifted her sundress to reveal that she wasn’t wearing panties. She always kept her pussy waxed and today was no different.

 

She said, “Eat my pussy now.” I leaned forward and grabbed her ass with both hands and pulled her pussy to my mouth. I have always said that I have a primitive sense of smell, and just the smell of Katie could make my cock hard.

 

I immediately began to suck her clit, occasionally flicking it with my tongue. She began to moan and thrust her hips toward my mouth. She pushed me back against the back of the couch and stepped up on the couch with her legs straddling me. She stepped closer to me and positioned her pussy on my face. She used placed her hands on the wall for balance and began thrusting her pussy into my face while I licked and sucked her wet cunt.

 

This continued for at least five minutes, with her having her first orgasm of the evening. I attempted to pull her and straddle my cock, but she said, “Hell no, I’m nowhere near finished with your mouth." I love to eat pussy and I didn’t mind, but I had a little surprise for her.

 

She stepped off of the couch and kneeled in front of the couch beside me. I knew what she wanted, so I stood up and positioned myself behind her. I pushed her torso onto the couch and kneeled behind her. I grabbed both of her ass cheeks and spread them apart to reveal her beautiful pussy and puckering asshole. They were both pristine.

 

I leaned forward and began licking her wet cunt and she responded with a deep groin. I lapped at her juices like a dehydrated dog. The more I licked, the wetter her pussy became. I knew she loved having her pussy eaten from behind. So I decided to throw her a curveball.

 

Katie and I had talked about ass play, but she didn’t seem to be interested. Hey, I figured it was easier to ask for forgiveness than to ask for permission, so I moved upward from her pussy to find her asshole. She jerked forward and asked, “What the fuck are you doing?”

 

I replied, “Just give it a chance before saying no.” She seemed to relax, so I continued.

 

I used my tongue to rim lightly around her asshole. She let out a little moan. As I continued to rim her asshole, I slid my index finger into her pussy and began finger fucking her wet, tight pussy. This elicited a louder moan. I said, “Feels a lot better than you thought.” She did not answer but did not resist my probing.

 

I slipped my middle finger in and curved both fingers downward to find that special place. That did it for her, her legs began to shake and I noticed goosebumps on her ass. I had her where I wanted. If she wanted pleasure, I was going to give it to her. I started pushing my tongue deeper into her ass while continually finger fucking her wet pussy.

 

She was moaning and groaning like a good little slut, and I continued my attack on her pussy and ass with no resistance from Katie. I removed my tongue and mouth from her asshole and replaced it with the index finger of my other hand. As I pushed my finger into her ass, she grabbed the fabric of the couch and shouted, “Oh fuck!” I knew she had just had a second orgasm.

 

I continued to finger fucked her pussy and asshole simultaneously, with increasing speed and roughness. She was dripping wet and was begging for more. She had told me that she had never squirted and that she felt it was total bullshit. I think she was about to be proven wrong. I told her to rub her clit. I wanted to give her a vaginal, anal, and clitoral orgasm simultaneously. It didn’t take long, and she began moaning, “Oh my God, I’m cumming, I’m cumming!” I thought to myself, 'No shit, you little cunt.'

 

She began to spew, not squirt. My hands were soaked, and both my shirt and beard were wet with her cum. When she was finished with her third orgasm, she did not move. She laid there in a state of disbelief because of what just happened. I stood up and slapped her ass and said, “I told you so.”

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2 years ago
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Business partner to pretty sissy secretary

It was embarrassing. As all the men stared at my now smooth pale girlish body. "My girlish body?!" How could this happen? I wanted to run away. But my male psyche couldn't control my own body anymore, I felt consumed by my female psyche. As I uncontrollably danced for what I thought was my "business partners." They fooled me slowly, asking to do small tasks that we're meant for secretary type instead of a business partner. It was small things at 1st, getting coffee or...

2 years ago
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New Secretary

About 2 years ago, my personal secretary Sunita got married & migrated to Australia with her husband, who was working as a software engineer in Melborne, I was so used to her looking after my appointments & other office chores, that with her leaving, I was in total chaos after her exit, I needed a new secretary, so I decided to spread the word in my business & friend circles, so that I get, just the candidate I was looking for. After 4 days at about 11.00 am, my receptionist called me on the...

4 years ago
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Banging The Secretary

Debra West was a secretary at Bold Industries, which was a construction firm.  She was not the sharpest tool in the shed, but she had a great body, and her boss liked looking at her.  She made mistakes most days but yesterday made the biggest mistake of all.  Her boss Mr. Johnson had her doing personal tasks for him.  She was to order flowers for his wife and his girlfriend but sent the wrong flowers to his wife.It was his wedding anniversary, and the anniversary flowers went to his girlfriend,...

Office Sex
4 years ago
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Sex With the New Secretary

Last week was a week full of celebratory events. Agatha Smith finally retired. She gave thirty years of service at Anthony Roma’s company. He made sure that she got a nice pension and his company gave her a retirement party. She was the best administrative secretary he ever had. The best part of her retirement was interviewing dumb blondes to take her place. There were many that were perfectly qualified. Mr. Roma wasn’t really looking for somebody who would be able to get her work done...

2 years ago
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Part 18 Sex with lactating secretary

Sajitha was a departmental secretary in our company. Upon my transfer or deputation to Mumbai as one might want to call it, she was assigned to me for some time in addition to her usual roles. While she did not belong to my department, half her time was to be with me. I was on an important mission to this office and I had clear directives as to what was expected of me. To work better I had requested for a helping hand to take care of the mundane matters like getting tea/coffee, taking meeting...

1 year ago
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Wizards Day Off The Secretary

The wizard sat on the park bench reading his paper. He was very much enjoying his day off. A man sat down next to him on the bench and forcefully dialed a number on his cell phone. He did not look happy but the wizard continued reading the paper, this was his day off after all. The wizard heard a squeaky voice on the other end answer and the man cut her off. "Britney, I am almost finished with my lunch break. Have you completed my report for corporate yet?" "What do you mean you are...

2 years ago
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Sissy Secretary

I guided them down the back staircase into the media room with its plush movie theater seats and a wall sized digital screen. My pride and joy, "And that," I said with a grand sweeping gesture and deep bow worthy of a carnival ringmaster, "is the tour of my humble abode." "Yes 'humble'," Maria Sanchez said elbowing her husband playfully in the ribs, "we should be able to afford so 'humble'. And here we thought living right off the golf course was nice." Her husband Ben defensively...

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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application for secretary

Heather showed up at Margaret's office at nine sharp the next morning for her interview. I was in Margaret's office sipping at a cup of french vanilla cappuccino and Margaret was having a cup of coffee. Heather came in and introduced herself to us. She was wearing a very curly blonde wig that fell to the middle of her back, and she also had on a loose fitting white blouse, a knee length black skirt, white stockings and black five inch heels. Margaret directed Heather to sit in the chair by...

4 years ago
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Daddys Little Secretary

I recently was asked to become a partner at my law firm. Now, it’s not a very large firm maybe fifty or so attorney’s each of us have assistants and there’s about fifteen or so paralegals. We’re a pretty well knit family the majority of us have been working together for about a decade. As a matter fact my career started here before passing the bar. Before starting law school I was working as a paralegal for the firm. So, to go from a paralegal to a partner in just a decade is pretty...

4 years ago
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Georges secretary

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
2 years 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
2 years 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...

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