My Wife And My Boss free porn video

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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 crazy how they have grown and evolved and even crazier how many of them we have fulfilled! It was during one of these fantasy share fucks that my wife told me that she would like to have sex with my boss. Of course, being a cuck, this was a turn on.

My boss is 63 years old on the cusp of retirement. He and I get a long pretty well. He is an avid cyclist and has kept himself in better shape than I am, looking pretty good for his age and very fit.
I am the the lone IT guy at our company and one day I was checking firewall logs and noticed several large hits on Pornhub, looking deeper I discovered that my boss, we’ll call him Tim, had spent the better part of yesterday afternoon streaming porn in his office.
So knowing this, and then my wife telling me that she’d love to fuck him, I came pretty hard in her at the thought of it. I don’t know why but I always like my wife being shared with older men, and he is twice her age.
The next few weeks and months we talked about it some more while we fucked and it quickly became a big turn on for us. I began to think how I might be able to pull this off… I knew if only I could get my wife and him texting or kik’ing that it wouldn’t take her long to convince him.
But how to do this??? I thought about installing kik on his phone and setting up an account for him secretly and then have my wife kik him and just see what happens? I knew for sure though that when he got some strange messages he would come ask me, his IT guy about it. That wouldn’t work…
Well I got my solution one afternoon all by accident… My boss came into my office saying his Mac had died. I went to check it out and sure enough, the hard drive was toast. Scrambling to get his Mac fixed I took it to a nearby apple shop and they said it would take 3 days to fix. Returning to my office I told my boss the bad news and without much thinking told him he could use my old Mac in the meantime. I gave him my password and he got logged in so he could access his email, etc…
Later that night a thought hit me like a ton of bricks! On my mac, in folder called “logs” on my desktop was a hidden a gallery of hundreds and hundreds of pics and videos of my wife and I and our naughty adventures. Oh my God! What If he looked into that folder???? He would instantly know my wife fucks other men, lots of other men, and that I film it, watch it, and join in.
I was so worried that he would find it that I didn’t even dare tell my wife about it. Well, over the weekend I continue to stress that he will look at that folder, knowing it wont be until Monday before I can get his laptop back and swapped out.
Monday morning finally rolls around and I go to work, more than a little nervous. My boss and I are both early risers and are usally the first people in the office. So Monday morning he walks into my office and im sure my face is red.
“hello, how was your weekend?” he asks and hes got a big smile on his face.
“it was good how was yours?” I replied, terror nearly stealing my voice.
“Mine was great!” he said, “I found a pretty interesting folder on your computer.” My face felt like it was on fire. He then reached for my door and undid the stopper, closing it behind him.
“um, oh? W-what folder?” I asked, my voice shaking.
He pulled up and chair and sat across from my desk. Fuck, I thought, im about to get fucking fired!
“oh I bet you know which folder, but it was called “logs” but it definitely wasn’t the type of logs I thought it would be” he said.
“uuum, yeah you well you shouldn't have, I mean you weren’t supposed to have looked in there” I said.
“well,” he said, “it was more of an accidental click that anything else but I was sure glad I did… I had a great weekend watching all those videos. Your wife is a dirty girl.” He said.
I felt my cock twitch, fuck, was he actually going to be into it? “thanks, yeah shes a lot of fun… so you liked the videos then?” I asked.
“oh yeah, I jacked off 6 or 7 times yesterday watching her.” He said with a big smile on his face.
My nerves now settling, I laughed, “well good im glad you enjoyed her.”
He leaned in and talked softer saying “Well, id like to get to know her in person, if that’s possible?” he asked.
My cock was rapidly growing now. “y-yeah. I think that’s quite possible” I said.
“Good.” He said leaning back again. “how about you and I work late tonight, and you can invite your wife to come keep us company? Don’t worry, youll get paid overtime.” He said with a smile.
“Um yeah, sounds good.” I said. After he left my office I messaged my wife, and sent her a dozen texts telling her what had just happened. She was pretty upset at first, how could I have let someone see all her nudes and vids??? But I could tell she was also turned on. After a few more minutes she started asking question about that night, what she should wear, what time to be here, Etc…
I spent about 45 minutes in the bathroom stall total that day, jacking off at the thought of my boss and wife fucking tonight. I imagined where theyd do it, what theyd do. I came atleast 5 times before our office closed and my boss and I stayed later to “work on a project” my wife showed about about 10 minutes after the last person had gone home. She looked sexy as fuck in her white mini-skirt, long leather boots, and pink tank top. My boss had come into my office and was sitting with me, asking about rules and likes and dislikes when she walked in.
They talked lightly, he complimented her on the videos he had jacked off to and she blushed. They sat side my side across from my desk, facing me. My cock was rock hard in my pants, trying to think of what to say to get them to start fucking…. Finally I said “want to start things off with a blowjob?” and my wife didn’t hesitate.
“yes” she said, slipping out of her chair and onto her knees in front of him. He undid his belt while her hands ran up and down his bulge. She reached for his zipper and pulled it down while he undid his pants button. Her hand ran down his open pants, rubbing his cock through his underwear while she worked his cock free and out the front of his underwear. A big veiny cock popped out of his lap, bigger than id have expected. The head of his cock mushroomed into a large tip.
My wife instantly put her mouth on it, taking him just past the tip before pulling off to lick all around his shaft and head. She was a pro at blowjobs and had on more than one occasion made a new guy blow his load before they even got to the fucking. I figured my boss being an older man would have more stamina than those other boys and I wasn’t wrong. He ran his hand through her hair, down her arms and across her chest to her breasts. He squoze them through her shirt and bra before working his hand down the front of her shirt to feel her bare nipples. She moaned as he twist her nipples. He pressed her head down farther on his cock as he moaned, cutting it off.
I sat back and watched as my boss forced his cock deep into my wifes throat with one hand and fondled her tits with his other hand. After a short while she pulled her head up and pulled off her shirt. She undid her bra clasp while my boss took the site of her in. He had a hug smile as he watched as her bra fell away, revealing her tits right in his face. He leaned forward and sucked one of her nipples into his mouth. My wife moaned in pleasure, one of her hands finding his cock and stroking it now. My boss moved to the other nipple, licking and sucking. I noticed my wife had begun moaning deeper, I leaned a bit to the side to see that my bosses hand was up the front of my wifes skirt, obviously he’d put a finger or two in her now. After a few minutes fingering her he grabbed her arms and pulled her up. He slid back in his chair, sliding his cock out and closer to her. My wife pulled down her panties and skirt and stood naked in my office, save her leather boots. Then, with his urging, she spread her legs and climbed over him.
I had a perfect view as I watched her slowly sink down onto his cock. She moaned in pleasure, he grunted in pleasure and she began bouncing up and down. I watched as he entire cock dissapeared into her and his balls would rise up to her ass. I couldn’t take it anymore and unzipped my pants so that I could start jacking off to this show.
My wife moaned and I knew she was cumming. Her moans were sending me over the edge already and I was about to start cumming when I heard my boss ask “where do you want my cum? I’m close” I came instantly as I heard my wifes reply.
“Cum in me.” Was all she said and all 3 others came at the same time, my load shooting all over my desk and keyboard on accident, her cumming hard on his big old horny cock, and him, cumming deep into my wifes fertile pussy.
I spent the next several minutes cleaning up my keyboard, and watching cum drip down out of my wife onto my office floor. I was surprised that my wife stayed there, slowly still fucking him as they made out. Apparently my boss was ready for round 2 eventually as the momentum picked up and they started to fuck again, my wife grinding hard on him as he came yet a second time in her already cum filled pussy. Quite a mess was on my floor now below them.
This time my wife climbed off of him and got dressed. She ask me and him, “so when are you working late again?”
We both smiled and laughed and my boss said “tomorrow for sure.”

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There weren’t many people in Andee’s day-to-day life that knew about her naughty little secret. Even though she had been posing on an adult website for over twelve years, she had managed to keep it under wraps for the most part; and the people to whom she did disclose the information fell into two categories: intimate friends and persons of seductive interest.Her good friend Bella – a wild one in her own right – was someone Andee had entrusted with the knowledge. In fact, Bella had often played...

Wife Lovers
2 years ago
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Andee Poses For A College Art Class

There weren’t many people in Andee’s day-to-day life that knew about her naughty little secret. Even though she had been posing on an adult website for over twelve years, she had managed to keep it under wraps for the most part; and the people to whom she did disclose the information fell into two categories: intimate friends and persons of seductive interest.Her good friend Bella – a wild one in her own right – was someone Andee had entrusted with the knowledge. In fact, Bella had often played...

Wife Lovers
4 years ago
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Andee Learns Just What Stays in Vegas

Andee carefully removed the letter from the envelope. She had just come home from work to find it placed on her pillow, plainly marked "Just For You." She knew it was from her husband, as he had departed on his business trip earlier that day. And, as he often did, he had some scheme cooked up to add a little excitement to her life. This time the plan was for her to travel to meet him at the end of his trip in Las Vegas. He was attending a trade show and managed to get an extra flight. What she...

Wife Lovers
3 years ago
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Fernanda Teenage Lust

I had just finished my first year of college and my mom and dad insisted that I go with them on a quick summer trip to visit one of mom’s old college buddies in Austin, Texas. Normally, I don’t mind such gatherings, but for some reason or another, Austin just didn’t appeal to me. I had been there many years before and didn’t find the city attractive. When we arrived, there were the customary hugs and greetings- since our family is Hispanic. (You have to love a culture that embraces hugging!) I...

First Time
3 years ago
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Andee Returns to Las Vegas

Andee settled in for another flight. Her new job had been taking her all over the place the past few months, but the light was almost at the end of the tunnel. This trip to Las Vegas would be the last for the year. The other bonus is that she only had to spend a couple days on her own, as her husband had managed to make some changes to his own plans and would meet her for a bit of an extended weekend. The last time they had been together in Sin City, things had been … interesting. It was a...

2 years ago
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Andee Returns to Las Vegas Chapter 2

Andee smiled as she read the text message on her phone. Before breakfast, she had sent a somewhat vague note to her friend from the night before about wanting to try Roulette again, wondering if he might interpret the suggested sexual undertones – especially after the enthusiastic round of sex from the night before. She thought for a moment, wondering just how acquainted she wanted to get with Connor. It seemed her “one-night stands” in her sexual adventure were more like weekend-long affairs,...

Wife Lovers
3 years ago
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Andee Returns to Las Vegas

Andee settled in for another flight. Her new job had been taking her all over the place the past few months, but the light was almost at the end of the tunnel. This trip to Las Vegas would be the last for the year. The other bonus is that she only had to spend a couple days on her own, as her husband had managed to make some changes to his own plans and would meet her for a bit of an extended weekend. The last time they had been together in Sin City, things had been ... interesting. It was a...

Wife Lovers
2 years ago
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Andee Returns to Las Vegas Chapter 3

Andee held her coffee in both hands as she sipped on it. Thecombination of her hangover, sexual exhaustion and lack of sleep, left her struggling to bring her mind around to some sort of clarity. Her hands were a little shaky as she stared blankly at the cup. “I’m not too sure about all the details,” she mumbled across the table at her smiling husband. He seemed to be enjoying the whole thing a bit too much and had been pressing her for some information about her encounter. She hadn’t yet...

2 years ago
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Andee Returns to Las Vegas Chapter 3

Andee held her coffee in both hands as she sipped on it. Thecombination of her hangover, sexual exhaustion and lack of sleep, left her struggling to bring her mind around to some sort of clarity. Her hands were a little shaky as she stared blankly at the cup. “I’m not too sure about all the details,” she mumbled across the table at her smiling husband. He seemed to be enjoying the whole thing a bit too much and had been pressing her for some information about her encounter. She hadn’t yet...

Wife Lovers
2 years ago
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Ms Nandhini ndash My School Teacher Chapter 2 How

Ms Nandhini – My School TeacherBy KINGPHANTOMEmail: [email protected] 2Lesson – 1 – How to MasturbateThe morning after I Dry Humped our new class teacher’s ass on our school bus. I woke up hearing my older sister Nithya chechi (Starring “Nithya Menon”) calling out my name. “Shyam you idiot, come on get up. You are late for school. I am gonna tell mom, you better get up.” She shouted at me. It’s a curse to share a room with your older sister. She wants to decide on everything that’s...

4 years ago
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Andee Heats Up Houston Day 1

Andee edged her way through the crowd surrounding the luggage belt. She was happy to finally be off the plane after the three hour flight from Toronto, but still had some peculiar emotions about being in Houston. Ever since her encounter with Don back at the conference in Chicago she had been maintaining a casual connection with him, mostly on a professional level. When she received his invitation to come to Texas for a few days to explore first hand some of the research developments his...

Wife Lovers
1 year ago
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Becoming Brandee Chapter Eight

Becoming Brandee Chapter Eight: Sitting at my vanity I carefully outlined my lips. Then I pulled out a tube of china pink lipstick and coated them. My refection pleased me so much. Finally, I coated my pretty colored lips with two coats of shiny sticky lip gloss. I winked at Richard reflected in my mirror who was watching me get ready for work. I then stood up to face him in my freshly ironed cocktail waitress uniform. Today I would be wearing my pink uniform. I loved wearing...

2 years ago
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Andee Heats Up Houston Day 2

Andee woke to the sound of the shower running. Looking at the digital clock beside the bed she saw that it was just after 6:00 a.m. As she sat up in the bed, she was trying to shake out the cobwebs and jetlag in her head when the realization of what had gone on the night before became obvious. She was naked but couldn’t exactly remember at what point during the night her lingerie had come off. She rolled out of the bed, made her way to the closet and pulled on a t-shirt from her suitcase. She...

Wife Lovers
4 years ago
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Andee Loses a Bet and Her Panties

The whole matter began shortly after Andee’s 38th birthday. She had made one of the biggest decisions of her life and cropped her long brown hair into a cute “pixie” cut. It was a drastic change in her mind, and not long after she began to feel that she wasn’t being “noticed” as much as she had been when her hair was long. “Men prefer long hair,” she complained to her husband one night, not long after she made the dramatic transformation. But despite his constant reassurances, she still felt...

Wife Lovers
1 year ago
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Wifes horny boss

Last year my wife got a new boss, a lady by the name of Kathryn who is 55, divorced and has a daughter at University.The first time I met her I was soon undressing her in my mind and with my eyes. She has a great figure and keeps herself quite fit and she dresses immaculately.Every now and then she has invited us over to her large house for dinner and we have been treated to some fabulous meals. These times have also given me opportunities to find out more about Kathryn and also what she wears...

1 year ago
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Wife fucks my boss

My wife was interested the moment I told her about the guy. She always likes to hear juicy stories about people at work. When I told her some of the stories I had heard she said “I have to meet this guy.” When I asked my wife to marry me, she told me that she would always need more than one man, and she would only marry me if I was ok with her continuing to fuck other guys. I have always been good with that- in fact, I enjoy it very much. However, she surprises me sometimes. Jack is not...

1 year ago
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Andee Poses For A Friend

It had been a long time in coming. Andee wasn’t sure if having to “pay up” for losing a friendly bet with her co-worker was just a passing joke in the hallway, or if he was serious about collecting on it. As a thirty-eight year old mom of two very active boys and career woman, she enjoyed a bit of adventure in her life and this was the second time in a year she had found herself confronted with a sexual complication with her friend. Without question, Andee had been a shameless flirt with Paul,...

Wife Lovers
1 year ago
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Becoming Brandee Chapter Seven

Becoming Brandee Chapter Seven Today may be one of the most important days of my new bimbo life. I go for my job interview today. I am so nervous. I so want to get this job. Lisa seems to think I am a shoe in. But I am nervous. I so want this job. It means a lot to me and I think it will mean a lot to Richard and I know it will help continue to rein....reinfer...re...make me more comfortable as a bimbo girl happy in her role.To support me, Lisa came over and we went through my...

3 years ago
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Becoming Brandee Chapter Eleven

Disclaimer: This chapter, like all chapters of the Becoming Brandee series are intended for adult readers only. Reproduction in any form may not be done without permission of the author. Becoming Brandee, Chapter Eleven: Julie and I crawled into bed together spent as Richard retired to his room. However, just before heading up to bed, Benjamin and I shared a private moment at the door before he headed back to his home. He kissed me tenderly and told me that he'd like to see me...

2 years ago
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From Candace to CandyChapter 5

We woke up mid morning the next day. I rang down to the servants house and asked that breakfast be served in about an hour. I hustled Candace into the shower, telling Candy that we couldn't play; I had a big day planned for us. And that of course set off a round of what? and why won't you tell me, and I don't care if it's a surprise, which finally ended with several swats to the ass cheeks and a gesture towards the shower. Point made, game, set, match; for now anyway. I went through...

1 year ago
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Becoming Brandee Chapter Twelve

Disclaimer: Like all chapters of the Brandee series, this one is inteded for adult readers only. Becoming Brandee, Chapter Twelve I am now in my fourth month of my tour of gentleman's clubs and adult bookstores and I am really enjoying myself. Julie came out a few weekends ago and had such a fun time watching me in my glory. She says she is going to finish up her Doctorial work sooner than expected and that we might get some more time together. I would really enjoy that as I...

4 years ago
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Grandpa and Grandma come for a visit and the entire family enjoys an incestuous orgy

“We’re here!” Grandma cried as she and Grandpa came through the front door with their suitcases. “Grandma!” the children shouted as quickly the five of them surrounded their Grandparents. Grandma and Grandpa hugged them all – letting their hands grab the firm young asses of their grandchildren. Grandma took special care to press her massive bosom against their chests feeling her nipples harden as she did. Grandpa’s large pecker had been hard since...

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