Chuck's Chicago Assignment II free porn video

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With that Briana moved toward her brother and caressed the bulge in his shorts. "I loved watching you and Shelly fuck last night." she said. "That was such a fun party."
Cary ran his hand down inside the waist band of Bri's running shorts and felt her downy soft pubic mound. His finger flicked across her clit causing her to draw her breath in sharply. "What's so hot about her is her fucking accent" Cary remarked. "She gets me hard just saying hello."
"Bullshit," his sister jabbed, "You get hard when you hear her fart." They both laughed and wrestled until the petting became more intense and Briana was on her knees with her brothers impressive young cock in her mouth. "We have to be quick," she breathed hoarsely "Mom will be out of the shower soon." with that they sprung toward their rooms and chose Briana's because the bed was larger. They were naked in seconds and Cary had his cock buried deep in Bri's pussy. They pumped wildly, moving toward a much needed orgasm together. "Oh, Caiiry, foook me tight poosy," Briana mocked Cary's girlfriend Shelly's Scotch accent. "Foook me pooosy." she giggled. Cary didn't care what she said, he just kept driving to his release. His cock was in a very hot tight pussy and he liked it. Soon the hard fucking took over Briana's senses and she began pumping hard back against her brothers cock. They came together, something that was not at all uncommon for the two of them. When they finished they fell apart and lie on their backs next to each other breathing hard and sweating.

When he caught his breath, he looked at his naked sister beside him. "You seem to like it when Sean screams that Gaelic gibberish when he's fucking you. I haven't heard you complaining about that." Briana rolled onto her side and kissed her brother on the lips and dipped her tongue into his mouth. "I was only kidding." she said "I love listening to her begging you to fuck her while I fuck her brother across the room, that's just perfect. I love it that we are like foreign ambassadors." and with that she doubled over in laughter. They heard their mother open the bathroom door down the hall, and Cary quickly went into his room through the adjoining bathroom. Briana hopped into the shower and lathered up her hair. In half an hour they were all once again assembled in the kitchen.

"What's on the agenda for you all today?" their mother asked. "I'm going to the mall with Alyssa." Briana offered, Cary said he was going to stay home and watch football. A look of disappointment passed over Brenda's face. "Oh, I thought maybe you all would be meeting your friends or something." "Why, do you have plans for us to be out of the house?" Cary asked. "Oh no." she lied "I was just going to call Chuck and ask if he would like to come over here and watch football or something." she said. Briana's eyebrow raised as she said "There was just about enough of that 'or something' last night, young lady." Brenda threw a croissant across the kitchen at her impudent daughter. "I'll have all of that 'or something' I want thank you very much" she shot back at her giggling child. Briana grabbed Cary by the arm, "Come on little Bro, you can hang out with Alyssa and me, you know you like her." "Do not!" Cary shot back as they walked out of the kitchen toward the front door. As they walked down the front hall Briana whispered "Come on, Mom needs all the fucking she can get, I don't know how long this guy is going to be in town," she pushed him out the door toward her Mini-Cooper. They piled in and drove away.

Brenda was already calling Chuck on his cell phone. "Oh, please let him be free to see me today," she intoned "I really want to continue where we left off."
"Chuck Blue" the pleasant voice answered the phone. "To whom am I speaking." he said mockingly, having already checked his caller ID and seeing that it was Brenda. Brenda just breathed heavily into the mouthpiece and began to moan as if she were cumming. "Shirley, is that you?" Chuck said jokingly to get a rise out of his lover. "If it is I'll rip her tits off." Brenda growled into the phone causing Chuck to roar with laughter. "Get over here, the kids are gone and I need that big cock for the rest of the afternoon." Brenda purred. "On my way, boss lady." Chuck answered "Are we going to work, should I bring the files with me?" "Very funny, Stupid Fuck, get your ass over here." and with that command Chuck quickly left the hotel and sped toward her house.

"Would you fuck Alyssa?" Briana asked her brother as they drove toward the mall "Fuck yes" he answered, "She has some awesome tits." Briana smiled at her younger brother "That she does, I love sucking them myself." she said. "Baby Bro, are you sorry that I started sucking your cock when you were ten?" Cary looked at his sister with disbelief "Hell, NO!" he said emphatically, "I have loved every time you have blown me, every time." adding the last every time with emphasis. "You are my best friend, and I am so glad that you have taught me to eat pussy and to fuck as good as I do. You have taught me everything. I get invited to parties because of what you taught me." Briana swelled with pride. "I am glad that we started, I love sucking your cock." Cary kissed his sister on her cheek, "Well, you've done it everyday since I was ten, everyday, and you have never refused to let me do anything I asked. Remember when we first started and I would piss instead of cum?"

Briana was lost in thought as she remembered her brother pissing in her face the first time she sucked his cock. He was too young to cum, but that didn't stop her, she continued to give him oral sex every day, either in the morning on weekends or at night when they studied together. During the summers she would do it several times a day, she had an oral fixation that her brother helped satisfy. They graduated into coitus during the first year. She allowed him to insert his then boy cock into her love canal the first time about three weeks after she came to his room and sucked him for the first time. From then on, they had had some form of sex everyday. She was fascinated at how much his cock had matured and grown. She liked to think that her sucking had caused his dick to get larger than nature would have provided without it.
She reached over and squeezed his cock through his pants. The smile on her face was one of love, and pride, and contentment.

Chuck rang the front door bell. The door swung open and there stood a completely naked Brenda with a drink in her hand. "Well, all right." Chuck chortled "Hurry, the game is just coming on." "Fuck the game, Stupid Fuck, you have business to attend to." Brenda shot back as she drug him into the mancave and threw him back onto the couch. In seconds she was on top of him sliding his rampant cock into her very sore, very wet pussy. "Oh fuck, I'm so sore," she laughed as she slid his dick in and out. "But it hurts so good." She pounded down onto his cock until her initial orgasm shook her to her soul, she collapsed onto his chest, relieved. "Oh no you don't Boss Lady," Chuck muttered as he rolled her under him and began to slam fuck her to get his release. His cock was raging inside her and he intended to make delivery of a hot load of jism. Brenda was screaming with joy and pain as he relentlessly pounded his cock into her already sore cunt. His body tensed and he let out a roar as his balls emptied into her swollen lips. "OMG, you have maimed me." Brenda said as Chuck lifted himself off her naked body. "File an incident report with the safety professional." Chuck mocked her. "If you can't stand the meat, get out of the kitchen." Brenda punched him hard on his arm.

They lay in each other's arms for a long time, kissing, and sucking on each others bodies. Chuck spent a lot of time nibbling her nipples, and kissing her throat and shoulders. She was totally in his zone. They caressed each other and then would begin fucking in earnest until one or both would cum, and then it started all over again.

They finally broke their embrace and walked naked into the kitchen. "Where are the kids?" Chuck asked.
"I don't know and I don't care." was Brenda's joking answer. " I just texted Briana to STAY AWAY" she laughed "I want them to leave us alone for as long as they can. I suggested that they meet nice people, get married and move to another state." her laughter translated to the gleam in her eyes.
"You know you don't mean that." Chuck admonished her.
"The Hell I don't" she giggled "I am in love and I don't want to be disturbed."
They both stopped laughing and looked intently at one another. There, she had said it, that taboo phrase, that little word that changed the game plan dramatically. Of all the four letter words out there that one was a real game changer.

Chuck took her into his arms. "Did you mean to say that?" he asked her looking deeply into her eyes. Brenda stuttered for a moment, she pondered the impact of her next words, she thought about the gravity of that step. She pulled away from him and moved across the kitchen into the mancave to get her robe. She didn't know how to respond to that question. She knew that she was happier now than at any other time of her life, but this was big. This was commitment that went beyond the boss-employee level. "Let me think about it," she finally broke the silence "I know that I am as happy as I have ever been, and I think it is more than just the sex, but you are, by your own admission a stupid fuck..." and with that the tension dissolved into laughter and casual banter that led to another very hot sex session, just before the kids pulled up in the drive.

Chuck stayed for dinner, which was ordered-in pizza and hot wings from the local pizzeria. They told the kids to go pick it up, jokingly inferrring that they wanted to be alone, to which Briana scolded them for lacking self control. The kids actually liked Chuck a lot. They hadn't seen their Mom this happy in many years.

To Be Continued: See Chuck's Chicago Assignment III

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Chicago

Chicago By Suzi (Johnson) Thomas I was in Chicago, but I really didn't want to be there. My company was a sponsor of an investment seminar that was being given as a fund raising event for the university that our chairman had attended, and as my boss had explained to me, the company had to send representatives to "show the flag." As though a $50,000 contribution weren't enough, the chairman had decided that two portfolio managers had to show up as well. I was selected to...

3 years ago
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Chicago 8211 Mumbai With Sheetal 8211 A Beauty With Brain

Guys these is Andrew (Name Changed) again and thanks everyone for all your responses for my last story. I have been reading ISS since last 5 years and have been great fan since then. Thanks to everyone for writing such a sexy stories and making this site a big hit. All girls and ladies anywhere in USA or India of any age and size as I respect all of them please send me an email on if you like my story and if you want to have pleasure. All things between us will be confidential and trust me you...

3 years ago
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Hot Pankhuri In Chicago USA

Hello Everyone. My name is Ankit (name changed). I am from Mumbai but currently I live in Chicago – USA and I am a big fan of ISS. This is my story with Pankhuri (name changed) when I was doing my Masters in University of Illinois at Chicago. I have always been interested in sexy and tall girls. About myself I am athletic, well built, smart and handsome. About Pankhuri – she is tall and has a figure of 34-28-36. We met first time during our Orientation. We were in our first year of MS and...

3 years ago
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Wife Fucked in a Chicago Jazz Club

I’ve been sharing my horny wife Kathy for several years now and have a great sex life. Late last summer Kathy and I decided to go to Chicago for a few days to do some shopping and enjoy the city. Kathy had never been to Chicago and I’d told her about the great downtown area. On the third night there we decided to go out to a nice restaurant and then go to a Jazz club later in the evening. Kathy got ready for the evening and slipped on the little black dress she brought and a pair of...

2 years ago
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Jill Gets Fucked In Her Chicago Motel Room

Hi everyone! My name is Jill. All my stories are true and are about the fun that i have when i get away from my hometown so that i can explore my inner whore without the locals finding out about it. Here, i'm going to tell you about the weekend of November 19-21, 2010. If you want to find out more about me or be my friend, then please go to my xhamster personal page.Late Friday after work i took a flight to Chicago. My plan was to go to some sex clubs and strip clubs to see what kind of...

4 years ago
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Welcome to Chicago

  Welcome to ChicagoBy Alice Parker        ?Are you sure that is the one??  Colette asked me, her brow was furled adding emphasis to the concern in her voice and eyes.         ?Yeah, I'm sure.?  I said as I studied him from across the bar.         ?Really?  What about that one?? she asked turning her head, indicating a man who's very shiny loafers were the first thing that caught my eye.  His manicured fingers were the next thing I noticed.           ?Nope.?  I said smoothly.        ?Why...

2 years ago
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A WellLived Life Book 10 The WifeChapter 5 Chicago

December 28th, 1984, Chicago, Illinois Traffic was light until we got very close to Chicago, but even then, there was no real delay. I pulled up in front of my house at about 7:45am and the four of us got out and went inside. Jennifer and I used the bathroom, and she changed into a skirt and blouse, and we were back in Stephanie’s Nova by 8:00am. Forty-five minutes later, the two of us were sitting in the lobby at Nuvatec waiting for Scott Bannerman. He came out five minutes later. “Steve,...

2 years ago
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Scenes From an AffairScene 11 2009 New YorkChicago

Every six months, Marisol flew to New York to visit her son bearing presents and abundance of love. Early summer she came for his birthday and every Christmas she joined Luisa's family for the celebration. The presents didn't hurt, but Nate loved his "aunt's" visits more for her presence. She seemed devoted to his every word. She shared little of her life, telling him his "mother" had all the luck and she was just a mousy old maid. "But you're not," he said on Christmas of his...

4 years ago
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Mistress Sarah Gives Evie an Assignment

Mistress Sarah led me back into her bedroom and sat naked in a chair in front of a large dressing table. She ordered me to fetch my maid's dress. It was time for me to learn how to properly dress her for a night out and she wanted me in full sissy attire for the event. Mistress Sarah watched me step into my sissy dress. She told me to turn around slowly for her as she pulled down on the pink silky fabric, ensuring the shiny dress cascaded around my legs smoothly and wrinkle free. She then...

Crossdressing
3 years ago
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Mom And The Photography Assignment

Note – When I wrote the story, my aim was to make it as realistic as possible and that is the reason why I ended up making it so long. But all the stuff really builds up to this story making it more erotic. Please read it until the end, you’ll enjoy it a lot. (Stuff starts to happen after half the story, so don’t stop midway) My email is – if you want to drop any suggestions. This story happened 2 years ago when I was in South Dakota doing my Masters in Science. I was a keen student back when...

Incest
2 years ago
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Chicago Part 1 when I lived there

My first trip was to BH1 (which is now closed) because it was the closest to my home and the least expensive to enter. I only had the vision of what I read or saw in movies so I was nervous and excited at the same time. It was kind of strange from the outside, just a small sign and when entering this large old building I had to go downstairs. I paid my entry fee and received a room key and a smallish well used, but clean, towel, the door buzzed and I entered. It had dim lighting so it took...

4 years ago
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Chicago 2035

Author’s note – be forewarned – not only is this non erotic, it is also very, very politcal. Hopefully it may make you think about the consequences of what some are wishing for. Chicago 2035 ‘Did you hear?’ it was whispered to me as I entered the office building on that dreary Tuesday morning. Even as I was removing my smog mask someone else came buy and asked, ‘Did you hear the news?’ I nodded politely and said nothing more as I folded up my acid rain poncho and stuffed it into its sack,...

1 year ago
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Kyle in Chicago

My name is Kyle Eliott. My friends call me “strummer” because I have been known to strum a mean guitar. More about that later but for now these pages will tell the story of my sex life over the last 2 years. Believe me when I tell you, ever since my divorce two years ago, it has been a wild wild ride. I married young (20) and we stayed together for 19 years. One night she said she had enough and left me for another WOMAN!!! Imagine that!!! That moment I turned my life around. I started working...

3 years ago
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Lust in a Chicago Office

Over the next year I came to know Leah pretty well. Single, she had moved away from home in hopes of starting a new life in Chicago. I was incredibly attracted to her, but alas I couldn’t act on this lust as I was a happily married man. And despite this fact, Leah seemed to make it a point to flirt with me. She was always willing to share a story and a laugh or two with me. She was truly a delightfully sexy young woman. Then one afternoon she said something to me that caused me to...

2 years ago
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Andees Sexual Adventures Continue in Chicago

Andee tossed her purse onto the hotel bed and dropped her suitcase onto the rack tucked away in the closet. She had one last stop – this time Chicago – before heading back home. She hadn’t really had the chance to discuss everything that occurred in Denver with her husband, other than to allude how a certain fantasy of hers had become a reality. Of course, there is only so much fun and excitement to be had via webcamming with someone halfway across the continent, even less so when you long for...

1 year ago
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Meeting in Chicago

You and I have had the most incredible online friendship I can ever imagine. With miles between us, it is quite apparent we will never meet. Much to my surprise, one day you e-mailed me that you are coming to Chicago to some convention in July. We both were very excited about you being 90 minutes away and the possibility of meeting. The date finally arrives. You arrive first in the morning and get settled in your hotel before attending meetings that afternoon. We meet at the restaurant in your...

3 years ago
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Chicago Love

This past summer I took a trip to Chicago with a few girlfriends. It was fun and I enjoyed it. The whole reason we went on the trup was so I could get my mind off of things for a few days. I had been feeling down after a resent break-up and wasnt really acting like myself. So thats when we decided to take a trip. After finally getting there, we checked into the hotel and got settled in our room. I was exhausted from driving so I took a nap while the two other girls, Caitlin and Amber, left to...

3 years ago
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Chicago Adult Theater

I lived in Chicago for most of my life starting the year after college. It was the late 1980's and I was a struggling, underpaid and overworked, twenty-something single bisexual woman, but I always found a way to have fun. Lots of bars and night clubs, lots of dancing and lots of dates. I had a few steady boyfriends and girlfriends and always a constantly changing group of friends with benefits. I was exploring the limits of my sexuality and was constantly finding that my limits were easily...

4 years ago
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Rendezvous in Chicago

She's married; she has a number of young children at home; she has a successful career; she is intelligent and beautiful, and she has a libido running on overdrive. Why would she risk it all? Why would she risk it all with him? So much to lose and what would she gain? That fucking sex drive will be the death of her. He is older, like at least twenty five years older, with limited sexual capabilities; he's married; he should be thinking of other things like retirement or downsizing his house or...

Cheating

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