Unfireable - Fucking My Boss! free porn video

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Today, a fan on Reddit asked me what was the most surprising thing that has happened in our two decades of swinging, cuckolding and FemDom. While Mike and I have had many interesting, intense and hot encounters over the years, the first thing that sprung to my mind was something that happened to us a few years after we started swinging.

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K----->M

In the early 2000s, we were occasional regulars at a swing club in western Pennsylvania. We didn’t go every weekend, but we did show up at least every other month, and while there were a few people that knew us, there were always a lot more people who didn’t, which was actually a lot more fun for us.

On one particular night, we were doing the usual rounds to see who we knew, and who looked fun. We were both still fully dressed, just getting comfortable with the people around us as we walked around. Swing clubs don’t really have rules about clothing, but very few people walk in the front door and take their clothes off. By the end of the night almost everyone is topless but even the most seasoned swingers take a while to work up to it.

Mike and I were headed to the bar to grab our first drinks of the evening when I spotted someone familiar on the dance floor. It wasn’t my boss. It wasn’t his boss. It was that guy’s boss. It was my bosses bosses boss. The guy who reported directly to the CEO, and who I only recognized from occasional office visits to check up on everyone.

I grabbed Mike by the arm and rushed us both to the door.

“Did you see him? No? That was Dan, my regional manager. Holy shit, we need to go! Now!”

Mike, who was clearly disappointed about leaving, grabbed our cooler full of drinks (swing clubs tend to be BYOB in our state) and met me outside of the front door. He asked me why I was so upset and in all honesty it wasn’t just that I was afraid of losing my job, it was that this was the first person in my life to discover (rather than be told) that we were swingers.

We drove home with Mike reassuring me that everything was fine, that it was unlikely that my manager would even recognize me and if he did, he had as much to lose by word getting out as we did.

A week later Dan was in my office building checking things out when he pulled me aside and, over a smile, asked me, “Didn’t I just see you last weekend?”

The only thing I could come up with, was to ask him the same question.

His response, “Yes you did. Shame you left so quickly. I wanted to introduce you two to my wife Ellen. Maybe we could do dinner sometime and maybe get to know each other better?”

Being able to read between the lines I knew exactly what he was saying. He knew I was a swinger, and if I was interested, he’d like to fuck me. The only problem was that I had no idea what his wife looked like or if my husband would be interested.

Let me take a moment here to describe Dan. He was just under six feet tall, thick chested, muscular arms, perfect smile and while he dressed like upper management, he carried himself like someone who wasn’t afraid of a bar fight either. He was close to 50 at the time, and I was 25, and…

“Yes. Yes we would love to meet you two for dinner sometime!”

My husband would just have to take one for the team if Ellen wasn’t his type because if Dan wanted to fuck me, I wanted to fuck Dan.

We made arrangements for the next weekend. The plans were to meet downtown at a restaurant called Houlihan’s, for dinner and drinks. This dinner became our first real opportunity to talk openly about the night I ran out of the swing club and also how we all got into swinging and our thoughts on it just being good clean fun. Luckily for Mike, Ellen may have been a few years older than what he was used to, but she was easily an 8. Unluckily for me, she was not into other women. They would end up being the first couple we played with with no girl/girl fun!

Back then, we never had sex after the first date. We wanted to make sure that everyone felt positive about out next meeting, so with just barely a kiss goodbye, we all said good night and went back to our respective homes.

Dan emailed Mike the next day and they made plans for us to all meet again.

We didn’t mess around with dinner on the second date. Mike rented a hotel room for all of us (always a good sub even before we really got into that) and we waited for Dan and Ellen to show up. I was beyond nervous and I think Mike was nervous for me. He kept mentioning how hot it would be for me to fuck my boss. Thinking back on it, I’m pretty sure it was hot for Mike too!

Mike brought his camera that night and we took pictures while we waited for Dan and Ellen. Yes the picture attached to this is really me, and it is really from that night.



Dan and Ellen knocked on the hotel door within 10 minutes of that picture being taken. Mike invited them in and we sat around for a short while, enjoying some drinks with myself and my husband on one of the queen beds, and Dan and Ellen on the other. When Mike stood to get some more beer from the cooler, Dan got up and sat next to me. Mike came back and sat next to Ellen and in no time, we were all making out and groping each other’s spouses like it was the after-prom.

Dan started with a kiss. I was freaking out inside. I kept thinking, “I’m making out with Dan. I’m making out with my boss,” over and over and over. When he put his hands on my tits I put my hands on the bulge in his pants. He was hard already and it felt good. Dan laid me back and started to work my pussy over the panties. I continued to kiss him and feel his arms and muscular chest. After a few more minutes of making me soaking wet, I told Dan I needed to take my dress off. He sat up on the bed as I stood in front of him and exposed my lingerie clad body to him.

I turned around and bent all the way over to take my panties off, giving him a long look at what he was about to get into.

Turning back around to face him, I invited him to stand up with me so I could take his pants off. First his belt, then the button and then the zipper. I got on my knees and pulled his boxers off along with his pants.

My boss had his cock inches away from my smiling face.

My boss then had his cock buried in my mouth.

My husband was behind me, doing whatever he wanted with my boss’s wife, and I could care less. I was about to get fucked by my boss!

Dan stood me up and bent me forward over the bed. I guess he liked what he saw when I removed my panties. I spread my legs to bring my pussy down to the height of his cock and then… then it was inside me. I was so wet he just popped it right in and it felt fucking amazing. Suddenly I was full of cock and he just left it there, unmoving.

“Holy hell Kathleen, your pussy is amazing!”

“Fuck me Dan, please fuck me. God you feel good!”

He stared to fuck me. Long slow strokes in and out of my pussy. As he picked up the pace, his hands pulled me back into him, using my whole body to fuck him back. His balls began go slap my pussy and I was unable to keep quite. A man twice my age was fucking me with all of the skill his years had given him. My first orgasm took my knees out, and I collapsed on the bed in front of him. I quickly rolled over and spread my legs for him. I was his to take, and his to use.

Dan climbed on top and pushed his cock back into me… it felt almost as good as the first time he entered me. I lifted my legs as high as I could and locked them behind his back.

My boss pulled my lingerie down to get my boobs out for his eager hands and then he really started to fuck. I don’t mean that pounded me hard and fast, I mean that he went from slow to fast and he moved our bodies around so that sometimes it felt as if he were filling me completely and at other times his was rubbing my clit with the base of his cock. Whenever he seemed to get close to an orgasm he would pause and we would make out and talk about how good it was to finally fuck each other.

The last time we had a little break, I told him I wanted on top so I could fuck him for a change.

He laid on his back and I lowered myself on to him as he kept both hands on my tits. I placed both of my hands on his chest and started to grind on him. I spent the next five minutes fighting off my own orgasm because I knew my next explosion was going to knock me the fuck out and I wanted to finish him good and hard.

“You gonna cum for me Dan? You want to pump your cum into the best employee you have? Give me that cock and empty it inside of me, I want it…”

He grabbed me by my sides as he trust up and just shook hard with his cock engulfed by my wet pussy. I came too. Hard. So hard I barely remember rolling off of him and into the pile of covers next to us.

We were covered in sweat. We were exhausted. We had an audience…

Mike and Ellen were on the other bed watching us. It turns out that Ellen was so good in bed that Mike came when I was still getting fucked from behind. They actually gave us a round of applause as Mike got up to hand us towels and new beers.

Ten minutes later Mike and I were alone in our hotel room talking about everything that happened and he said that it wasn’t Ellen who got him off so quickly, it was my performance. He’d never seen me fucked like that before. As he told me about my being fucked from his viewpoint, he got hard again.

I was way too sore to do anymore fucking, but he did get to eat a creampie before we drove back to our own bed for the night.

(Oh and yes, for the next few years that Dan worked for our company, he kept our secret… and I was unfireable!)

2020 - K.M. Clooney

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This is my hubby's very first story!! I loved it so I decided to share, hope you enjoy!The following is a story that is not true but one that I hope soon comes to pass…My wife and I have been in a very fun hotwife/cuckold relationship for several years now. I am not a traditional cuckold, no cage for me, no humiliation. I do like it when she says she likes another guys cock more than mine or that their cock was a lot bigger. When we have sex we love telling each other out fantasies. Its been...

4 years ago
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The cum Boss

So I went to school, got bullied like always, the same 3 big guys, they are one year over my grade, one escorted me in the bathroom, they told me to get undress, I told them, come on guys, do we have to do this every time? They said, Yes, we have too, in till you understand that your ass belong to us, I said, but I do everything you guys ask me too, they said very mad, stop winning and get ready for your Boss unless you want to get a beating again, I said, OK, Ok, ok, no beating again, just do...

2 years ago
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Whos The Boss

For the past twelve years, I have worked at a small manufacturing plant in my town. After five years of dedicated, loyal service I was promoted to foreman and just a few months ago after my boss retired, the owner chose me to be the new plant manager. I'm proud that I achieved this before I hit 40 (I'm 38). I've been married for 10 years and have two young k**s. Life has been pretty good to me so far. It's been an easy job so far; we only employ around 40 people and many of them have been here...

3 years ago
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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...

2 years 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...

3 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
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...

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...

4 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...

3 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
4 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...

3 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...

3 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....

4 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....

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