Rendezvous In Chicago free porn video

This is a FigCaption - special HTML5 tag for Image (like short description, you can remove it)
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 health concerns that everyone faces as the aging process takes hold. But he still has a very high libido. But why would he risk his comfortable lifestyle? Wouldn't everyone think he's just an old lunatic trying to re-capture his youth? Deep down isn't this one of his concerns; her thinking that about him? But, that fucking sex drive will be the death of him!

Throwing all reasonable logic and caution to the wind, medical professional Jill Miller and financial professional Dave Whiley jointly agree that their vulnerability be damned; they deserve this indulgence and they will have it. Beyond control of their otherwise stayed discipline, they plot and plan the details to carry out a rendezvous in Chicago, their first meeting face to face, and it will not be to cordially greet each other in a wholesome and professional manner; they are going to have sex, a full week of sex; unbridled and crazy sex!

So how did these rather ordinary people come to this point in their lives, to proceed in taking this next step in their relationship without having a clue of any future development?

It all started by looking for some hot and erotic reading to distract them from their busy but humdrum lives. Without any plan to violate the vows that each had taken to be faithful to their respective spouses, Jill and Dave signed up to register on a website for access to some hot fantasy reading; the site was called Lush Stories, or as known to it's members, simply Lush. There were no plans other than to read some erotic stories, perhaps masturbation would be the furthest action each might take while reading and arousing themselves, but certainly neither had any plans to meeting anyone.

After reading for a couple of weeks, Dave couldn't help but look at some of the profiles of some of the people who had actually submitted stories. He ran into some beautiful women and looking at their profiles noted that their “friends” were posting some very erotic pictures and gifs on what is called their walls. Damn! He was getting more aroused than he could ever imagine or anticipate. Some of these women would even post actual pictures of themselves, some more revealing than others and some even posting videos of themselves performing sex acts; fuck, this was way more exciting than he could possibly imagine compared to that first day when he registered to become a member.

Eventually, Dave requested to be befriended by a number of “women of Lush.” Many of these “friends” he would discover utilized photos and/or videos of professional models, rather than expose themselves. But about half were proud and aroused by exposing various erotic photos of themselves. And so, he not only drooled over the arousing photographic displays, but began to engage in chatting with his “friends.”

After some months, Dave decided to post some stories he had submitted on another website, that he rarely visited any longer. He also realized that he was enjoying the social interaction with his “friends” far more than reading erotic stories. Then there is the Forum that he would browse from time to time, gaining an understanding of the views different people held on a variety of topics.

The social aspects of Lush became far more of an integral part of Dave's daily activities than reading erotic stories, the initial draw of this website.

Dave also paid close attention to the response he was receiving from the stories he had submitted, both the rating people were giving his submissions, but more so comments and who posted comments. Then one day a comment was made, the person's profile was reviewed and Dave had to reach out to this person, asking her to be his “friend.” Shortly thereafter he received acceptance of him as a friend. Some polite exchanges were made via Lush and eventually just enough information was exchanged that had both Dave and Jill flirting with each other playfully.

The playful manner of their exchanges continued with each new communication seemingly turning the flames just a little higher. There were any number of true confession moments, particularly for Jill, as she revealed more and more of who she really was. Dave came to realize that most of the information on various people's profiles is largely fabricated to protect that person's true identity; this is especially true for women, who sadly must guard against the onslaught of pervs continually lurking on this type of website. In addition to the pervs being of concern, any number of people simply cannot be open for professional reasons.

But as the trust was building with each message box popping up, Jill became more and more comfortable and trusting of Dave as a person. Finally one day the dam broke loose and Dave was dubbed trustworthy by Jill; it was true confession time for real. Jill felt nervous as she detailed who she really was in a private email to Dave, baring her soul and unveiling previously held secrets regarding who this person really was.

Dave stared at this email for several minutes with his mind blown. He read it perhaps three times before he began to formulate his response. The minutes ticked by at a snail's pace for Jill, as she awaited his response. Would he be totally pissed and throw her overboard, have a million questions, be hurt that he had been lied to, or completely receptive and understanding of the need to protect her family and her career? Dave was no dummy and was actually impressed and felt honored that Jill obviously was showing her trust of him.

In the months that followed, the two of them exchanged little messages each day, becoming completely comfortable and able to say things to each other that they were not comfortable sharing with either their own spouse or best friend. There were any number of online sex chats. Each of these chats only serving to heighten each of their respective libidos.

The first time Dave was able to stimulate Jill's mind to the point of arousal that she actually had an orgasm, she remembers it being so very delicious and so intense, she actually squirted her release, something that hadn't happened since her college days. Her breathing was labored, her office was a mess and the sensual aroma of her release permeated her work confines. Dave sent her a number of frantic entries and thought the damn connection was lost, until she finally gathered the ability with shaking fingers to send him this note, “i;n opk i'm hre.” He just smiled, knowing she was getting close to her release before the awkward silence.

About five minutes later came the message, “You rotten bastard, why weren't you HERE? You pushed me so far over the edge, I made a total mess of my office, and I almost passed out literally! Thank you so much lover. That was the most intense orgasm that I've had in many years. How did you do that to me?”

He responded, “I can't tell you. But I am going to tell you this. I've had enough of this bullshit! I am tired of having the only thing getting a workout with you are my fingers with a damn keyboard. I've had it! We are going to meet and I'm going to ravish your body until you beg me to quit! Period! No discussion. Find a fucking conference in Chicago; you are coming to my home town, and I will have that hot body of yours! I won’t accept anything but a YES! Do you understand?”

Jill was stunned. He had never spoken to her in this manner. He was always so patient with her and understanding. She was shaken to her core. She was not use to this in any aspect of her life. She was a Medical Director and accustomed to coordinating people and resources to deliver the best possible care for her facility's patients. No one spoke to her like this; no one made demands like this. What the hell was happening here?

But what was happening here was something Jill certainly never saw coming. She poised her long beautifully manicured fingers above her keyboard. Operating by instinct or whatever power possessed her she unconsciously typed: “Okay it will be arranged and you will know the details shortly.” She knew she had to fulfill this escape. It was like a hundred pound weight had been lifted from her shoulders. She didn't have to make this decision and it felt great to have Dave state the obvious path that they both had known for some time; they were soon to be lovers!

Jill smiled and felt giddy!

On the other end of this connection, Dave stared at her response. He read it again and again. He thought, “Fuck, was that all that was needed? Son of a bitch, had I known I would have done this a month ago.” But deep down he knew that a month ago, his outburst would not have been received well by the normally in charge Jill Miller. He knew that his patience had paid off and they soon would be joined in a perfect union of body and soul. He fucking near skipped down the hall… smiling like a teenage boy, knowing he was going to get laid!

Dave attempted to concentrate on the account he was trying to land; trying to put the finishing touches on a proposal that he had begun to prepare five, maybe six times now. His mind kept drifting to Jill, wondering what the future held in their relationship. “Get a fucking grip dumb ass,” he thought to himself. “You have to make a living. Concentrate on this proposal, dammit.” But he was so distracted it was taking him hours to complete the simplest tasks that normally took minutes. What kind of hold did this woman have on him; on his mind; on his heart; on his very being? He pushed ahead. Finally completed, he handed his draft of the proposal to his colleague with whom he normally collaborated.

Minutes later a notification of new email popped up on his monitor. Dave pressed the tab and there was a new email from Jill but also another from a law office. He had to see about this law office email and what it was all about. The law office was one in the city center and was notifying him that they were handling a new estate for an old client of his that he could just never seem to make contact. This person had liquidated the family farmstead, and his final instructions were that Dave personally needed to invest these funds per the trust established in testamentary. “Please call Mr. Randolph at your earliest convenience.” His curiosity satisfied momentarily, he needed to see what Jill had sent him.

From the personal email account of Jill Miller, the email read: “Mr. Whiley, in two weeks time you will meet one Jill Miller at the Hyatt on Michigan Avenue and be my guest from Sunday evening until the following Friday afternoon. We will be attending the North Central Conference of Medical Directors of North America and you will be my escort, including the formal closing dinner dance on Thursday evening; black tie required. My flight will arrive on that Sunday at 12:10 PM. Would you like to pick me up at O'Hare or would you like to meet me at the hotel?”

“I'll pick you up at O'Hare. Please provide flight details,” he replied.

Two seconds later George, his colleague popped into his doorway. “Dave where did you get this proposal?”

“I just finished creating it why, doesn't it make any sense?”

“No, Dave. This is the best work you've ever done. You make your points succinctly and most convincingly. You are good, but honestly, if this doesn't sell them, then you will have let your mouth get in the way of the best investment proposal I have ever seen.”

“Thank you George. I really value your opinion.”

“Don't change a thing, except who is this Jill Miller? I am not familiar with her as a client.”

“What?” Dave inquired, red-faced.

“Well this proposal is for her isn't it? Her name is plastered all over this proposal.”

Snatching the proposal from George, Dave said, “Let me see that. Oh shit. That's a lady who is a trustee on an estate,” he lied. “I had spoken with her and must have inadvertently put her name on this proposal. Man, am I glad you caught that. This could have been most embarrassing. Oh well, easy enough to replace the name throughout. Thanks again for your review and catch.”

“No problem man. That's why we make a great team.”

Dave returned the call to the law firm, making an appointment in two days with the senior partner to discuss the investment of what he learned to be twenty five million dollars. Dave had a hard time containing his celebration, knowing the huge commission this new money would generate. Wow, it was just April and he knew this would be the best year of his career!

Another email from Jill appeared with her flight details and everything seemed to be falling into place. Life was good!

Although normally the two weeks until his rendezvous would have gone excruciatingly slow. However, he made the sale from his proposal and placed the investment via the law firm. With the avalanche of paperwork that these two sales generated, there were numerous times that Jill expressed her exasperation with him not being available to chat online. He was able to resolve her concerns with a couple of phone calls.

But as quickly as the two weeks flew by for Dave, they dragged by for Jill, as she just had normal routine days and many restless nights anticipating her meeting Dave for the first time face to face. But she forged ahead making all the necessary arrangements for her “business” trip. The day finally arrived and, with her stomach in knots, she made her way into the terminal. “What if he takes one look and just walks away?” she worried. Then gathering her inner strength, “Fuck it. I know I look good and I can't wait to meet Dave,” she assured herself.

So Jill Miller confidently strode into the sea of people wearing her charcoal pinstriped business suit, her toned legs encased enticingly in sheer nude stockings and clicking away with her three inch black pump heels announcing her arrival. As most people dressed casually for their flight and with her always professional stature, Jill Miller was a vision and easily recognized by from the pictures she had sent to Dave. Dressed in a suit but with an open collared shirt and looking very distinguished, Dave emerged from the crowd and stopped Jill in her tracks. Both were, in their eyes, undressing the other with adrenaline rushing through their systems.

Their eyes locked and soon they rushed into each others arms for a loving embrace that neither wanted to break, ever. And with lust in their eyes they enjoyed their first salacious kiss. Breaking away, Jill said, “Um perhaps we should get my bags.”

Gathering himself, “Uh, yeah… I guess before they ask us to get a room,” he laughed. So bags retrieved and loaded in the car, Dave opened the passenger door for Jill and couldn't help but notice her awesome legs as she knowingly parted them to tease him and her skirt rode up her toned thighs above her stocking tops. She fanned her embarrassment and even managed a slight blush, but this lovely creature knew exactly what she was doing.

Dave closed her door and went around the back of the car adjusting his hardening cock. As they pulled onto the Kennedy Expressway, Dave casually moved his hand to Jill's very exposed thigh. Yes, she knew exactly what she was doing and the affect she was having on Dave. She smiled to herself, knowing that soon she would have him; soon they would be making love and fulfilling their carnal cravings.

Jill so enjoyed the ride to the hotel, with Dave continually rubbing small circles on the inside of her thigh and working his invading fingers ever higher. Her arousal was climbing with each mile they traveled and she observed his now fully erect cock straining in his slacks. Turning the car over to the valet, the bags to the bellman, checked in and registered at the conference, they finally, finally made their way to the glass elevator. Being first on, they were soon crowded to the rear of the car. Dave suddenly felt a hand giving his buns a firm squeeze. Jill looked straight ahead and appeared so innocent, but with a knowing little smirk on her beautiful face; Dave just stared at her in awe, admiring this wonderful creature.

With their suite on the top floor, soon they had the elevator to themselves and wasted no time at all clutching at each other, their mouths locked in a most hedonistic kiss with their tongues dueling in a sweet mingling and their hands groping each other with wanton desire. By the time they got to the door of their room it was everything they could do to slide the card in the electronic lock before ripping each others clothes off. Soon clothes were flying in every direction, as they sought to kiss and suck each other, while fondling and making their way slowly onto the couch; the first comfortable landing spot they could find in the suite.

Now, both completely nude and their bodies entwined, they were both startled by the loud knock of the bellman delivering their bags. They were so lost in their lewd coupling they had completely dismissed any thought of the hotel people actually going about the tasks of their jobs. Dave ran to the bathroom to find two hotel robes, tossing one to Jill while struggling into his own. Jill nods her okay and Dave opened the door for the bellboy, momentarily forgetting about the recently shed clothing strewn about the floor, tossed onto a table and Jill's blouse actually resting on top of a lamp.

Red faced, Dave quickly located his trousers to find some cash for the sheepish looking young man. All he could find in his haste was a fifty dollar bill, which he pressed into the lad's hand as he ushered him from their love nest. But not before the intruder had caught a glimpse of Jill's luscious leg as her robe fell to the side and at least half a boob presented itself for viewing. Dave literally pushed the young man into the hall, closing the door and both he and Jill just looked at each other and laughed until there were tears in their eyes. “You think he has a clue?” Jill offered, still laughing.

“Yeah, he just might.” Maybe it wasn't his first delivery to a den with lovers so hungry for each other. Meanwhile the young bellboy making his way back to the elevator, smiled large, starring at the Franklin so urgently slipped into his hand and recalling the brief flash of lovely lady parts. All in all, making it a wonderful start to his day!

Dave approached Jill, offering her his hand and suggested, “how about we take this into the bedroom, where I can truly show you the passion I have for you that has been bottled up far too long.”

Taking his hand, they raced into the bedroom each removing and tossing their robes on to the floor and tumbling onto the king size bed, that will serve as their playground for the next several nights.

“At last, to hold you in my arms Jill… this has to be a dream. Are you really here? Am I dreaming?”

“No lover, you are not dreaming, unless we are both dreaming the same dream. I love being held in your arms.”

“Jill, your pictures really don't come close to doing you justice. You are beyond beautiful!” Dave was laying partially on top of Jill with his leg between her parted thighs, as he moved his leg repeatedly up into her Mons. His hand cupped her breast as he whispered in her ear all the naughty things he planned on doing to her lovely body. He nibbled on her ear lobe, licked her ear, sending chills down her spine. She moaned her pleasure and arched her back, as he ran his tongue down her neck.

“Oh fuck Dave,” she moaned. “Lover you are making me crazy. I love what you're doing,” she giggled and moaned.

“You should know I haven't even begun to pleasure your heavenly body.” Dave ran his tongue over her areola. They were dark brown and about the size of a silver dollar, with nipples that sat up proud on each of her C cup tits. As each areola was stimulated by his tongue, Dave enjoyed the vision of Jill's Montgomery glands becoming more prominent and her nipple so aroused and suckable; what a wonderful sight. Jill arched her back seemingly trying to stuff more of her breasts into his mouth.

“Oh God that feels wonderful. Mmm, please don't stop,” she whispered. “Damn, I love your mouth and tongue on my breasts. Mmm...”

Dave moved his hand down stroking her soft tummy. He loved the feel of a woman's skin in this area; always so smooth and soft, it just screamed of her soft delicate femininity. So he continued to nurse at Jill's ample breasts while stroking her silky skin. She loved his loving tender ways. She felt like he was adoring the core of her very womanhood. Ah, but he was on his way to her core. He moved his attention with his mouth to her other globe and moved his hand lower over her Mons and then stroked lightly the outer lips of her moist cunt.

Fireworks were going off in her head, as she steadily approached the first release of orgasmic bliss. She whipped her head to and fro as the waves of pleasure were building. But then he slipped two fingers into the depth of your drooling pussy, curling to the front wall of her womb to the spongy area of her g-spot. That did it! She flooded his hand with her release of her womanly nectar as wave after wave of her ultimate pleasure rumbled through her writhing body like a thunderous herd of stampeding buffalo.

Her mouth was dry and her hands put a death grip on the sheets while she humped at his invading fingers like a wanton whore. She cried out her release and her breathing came in gasps and gulps.

“Fuck me Dave! That is so good! Damn, where did you learn how to do that? Oh, fuck me! I need that hard cock of yours in me now!” she demanded.

Dave pulled back momentarily to take in the beauty of Jill in the throws of passionate release. He smiled down at this lovely creature, as her eyes fluttered open and she captured his loving gaze. She saw in those eyes a look of total adornment. Dave recognized her look of total surrender and the ultimate gift, the most precious gift that can be shared, in a moment of loving and longing for the most intimate union.

Dave rolled onto his back and Jill moved to straddle his torso, taking his thick manhood in her delicate hand and rubbing the head of his cock repeatedly along the petals of her wet love channel, coating the head with her juices. She raised up, positioning his manhood at the maidenhead of her sex. Slowly she lowered her body taking in each inch of his cock into her throbbing contracting pussy. Fully embedded to the hilt, she looked down on her lover and smiled at the coupling that they had both imagined and had longed for, for several months. So delicious.

Dave looked up at Jill and their eyes locked in love; their union now so complete, so right and oh so wonderful. Jill leaned forward pressing her full breasts with her aroused nipples into his chest and kissed him tenderly. There was no urgency with both lovers feeling fulfilled and loved and loving each other. But Jill could not help herself and could not resist moving her tight cunt up his rigid shaft and then slowly descending into this caldron of sin; this volunteering violation of the vows she took so long ago. She felt every luscious millimeter of this tool of love as her pussy enveloped and descended fully on his cock. Her pussy now continuously contracting on his throbbing man meat. Another wave of sexual arousal ascending through her thrusting pelvic region and radiating out to all parts of her body.

She felt so full; not just his invading member, but of love spilling out of her heart and totally overwhelming her body, her mind and her very soul. She continued to increase the pace of their coupling and whimpering, moaning and professing how great their mating felt!

Dave was throbbing harder and harder. He could feel Jill moving in a manner that he knew he had to be hitting all the good spots. To add to her pleasure, however, he was fondling, squeezing her heaving breasts and pulling on her taut nipples. With his other hand he was teasing her super sensitive and aroused clit that was so engorged, as it reared itself from its protective hood. Her juices were flowing steadily from her center coating his fingers and hand.

He kept raising his coated hand to her full sensuous lips, feeding her nectar to her as her tongue lashed out to suck her own arousal from his digits. He would repeat this time and again, but occasionally veering off course so he could taste her sweet surrender. Jill was such a beautiful and erotic woman, Dave couldn't get over his good fortune to have plucked this wonderful playmate from the over quarter of a million Lush members. God did this woman know how to fuck!

But it wasn't just a fuck. They made love to each other. They connected with each other. They both remembered all the wonderful things they each said to the other with their many online sessions. Words that genuinely conveyed their feelings, their arousal, their compliments, but more than anything, their new found love for each other.

All these thoughts filled their heads as they rushed to completion of what would be the first of their many couplings over the next few days. As their union became more urgent, Jill arch her back in the total release of her explosive climax, just as Dave's throbbing cock blasted shots of his cum repeatedly blasting off of her cervix… mmm, so delicious, so intimate, so right, so fulfilling.

Jill collapsed forward onto Dave's chest with his manhood still buried in her hot snatch, which was still contracting around the throbbing and invading cock she held on tight to, with her strong vaginal muscles. Dave stroked her lovely back as Jill nuzzled into his neck, both spending small nibbling kisses over the their partner's lips, neck, ears and face. So peaceful after this storm of sweet release the loving couple dozed into a blissful and comfortable loving embrace.

Same as Rendezvous in Chicago Videos

2 years ago
  • 0
  • 13
  • 0

Stupid BoyChapter 21 Chicago

Kendal picked me up early because we had a long drive to Chicago. I loaded my bags in her trunk and I had coffee plus cinnamon rolls for the trip. "Did Tom give you your portfolio?" she asked. "Nope, I guess we have to go to your office first." I thought for a moment of what else we might need. "Should we make a CD with all the photos watermarked?" "That's a good idea. Do you have the CDs from yesterday?" I shook my head no. I got my phone out and called Tom. He met us at his...

2 years ago
  • 0
  • 19
  • 0

Rendezvous

Rendezvous “Let’s see… sandwiches, crackers, cheese, bottled water… check, check, check… and check! Napkins, table cloth and wash cloth… check” Glancing at his watch, Sam saw that he’d better get a move on or he’d end up being late… again. Closing the picnic basket, he grabbed his keys and headed out the door. Out of his apartment and down stairs to his car. As he was putting the basket in the back seat, he remembered something. “Damn!” he said aloud, turning to rush back up and to his...

3 years ago
  • 0
  • 16
  • 0

One Night in Chicago

I open the garage door and feel the bitter chill of the Denver morning breeze. Moving around the car I hit the trunk release on the remote and place a small suitcase inside. As I back out of the driveway, the clock signals to me it is 4 AM. I turn onto 120th going east heading to the airport for my 6 AM flight out to Chicago. As I drive into the darkness all I can think about is tonight is the night. The night I will meet Michael for the very first time. Pulling into the airport garage,...

2 years ago
  • 0
  • 26
  • 0

A WellLived Life Book 7 Kara IIChapter 28 Sweet Home Chicago

August 1982, Chicago, Illinois The drive between Milford and Chicago was becoming almost automatic for me — I’d stop the same places, eat the same thing, and fill up with gas at the same Amoco station. I made my usual good time and pulled up in front of the apartment building just before 6:00pm Chicago time. I got my mail from the mailbox, opened the apartment, then carried all my stuff in from the car. I moved the car from the loading zone to a parking spot, then walked to Theo’s. I...

1 year ago
  • 0
  • 17
  • 0

Scenes From an AffairScene 7 June 1984 Chicago

The wait finally ended, Phil felt peculiarly unrushed. As they say, he'd waited over two and a half years, what's a few hours? Sitting in his old red VW beetle, probably on its last legs after the long journey from Cambridge to Chicago, he watched for the motherfucker Marisol married to leave the house. Arriving in Chicago late in the evening, he had slept at his fellow Harvard graduate's parents house. Despite the dark cloud of lost love and the unresolved discord with his parents, by...

1 year ago
  • 0
  • 18
  • 0

Hot Wife KatieChapter 12 Katie visits Chicago

Katherine Jackson arrived just before the presentation was to begin. Fred had called her during the week and excitedly explained how he was being recognized for his investment strategies and was going to be a guest speaker at the conference that he was attending in Chicago. Mrs. Jackson was thrilled by her husband’s accomplishments. She knew this could help him in his career and when he asked for her to fly out and support him; she couldn’t say no plus it meant a night together away from the...

1 year ago
  • 0
  • 19
  • 0

Fullfillment in Chicago

My hard breathing hissed through my clenched teeth as I arched my back and tightened every muscle I could find to keep from releasing a flood of cum into the ultra-petite Japanese school girl’s pussy on top of me. As my muscles flinched with quick pulses, I knew it was too late to hold back. I looked up at the sweet young face with full, tender lips as I pulled down hard with a hand on each of her curvaceous hips. With my cock buried so deep I could feel the top of her canal, I shot my hot,...

Erotic
1 year ago
  • 0
  • 20
  • 0

One Night in Chicago

Weekend in Chicago! My delicious secret!Not too long ago, one of my sexy friends asked me if I had a sexual experience that stood out in my mind; one that I’ve never really told anyone. Well…the answer to that is yes! I do, it’s been my little delicious secret for quite a while. Today, I am finally going to share it.My stepdaughter, Jessie – who is a real cutie – played on the tennis team in college. She told me about all the players on the team but the conversation kept coming back to her...

2 years ago
  • 0
  • 38
  • 0

Pakistani Couple Swings in Chicago

Pakistani Couple Swinging in Chicago I was rather lucky to get admission in Chicago University for PhD studies. I was relatively young 35 years and was not expecting to go to USA for 4 to 5 years and do my PhD. My name is Sameer, I am a Pakistani married to my girlfriend and class fellow in Masters program Saima. Saima belonged to a middleclass family and as you would know that in Pakistan having love marriage is a sin, therefore we faced problem from both the families. One reason for me to...

3 years ago
  • 0
  • 12
  • 0

Letter from Chicago

LETTER FROM CHICAGODear Shoeblossom:My name’s Noelle. I was just reading ?LETTER FROM BOSTON??That dopey rich boy Franz the Fool wrote you about how I was his Candy Striper, when he was in the hospital in four cast traction?and how I teased his cock and balls, and beat the crap out of him?and made him suck off my gay cousin! God, it brings it all back!Truth be told, I was only on the Candy Striper volunteer bit because I had to do three hundred hours of volunteer work as punishment for selling...

3 years ago
  • 0
  • 23
  • 0

Return to Chicago

It would soon be our eleventh anniversary and my wife, Jenny, and I were looking forward to celebrating it on that upcoming Saturday. Being partners in business and being constantly on the road together can really put a strain on a relationship and I could feel us drifting apart lately. It was my idea to come back Chicago for our anniversary; I prayed it would put some spark back into our marriage. The plan was to return to the same club where I had proposed to her. I had checked first to make...

1 year ago
  • 0
  • 32
  • 0

Japans Ayumi Tahara in Chicago

588,750.62 Japanese Yen. That’s how much my $5,000 dollars came out to after conversion. Here I was in the Hotel Nikko in Chicago waiting in my suite for my special visitor from Japan. I figured if a girl was willing to pose for nude photos for money then maybe, just maybe, she’d do more for money. So, I started my quest. It took many phone calls to a variety of publishers until I found someone who could get an offer to the lovely young japanese model Ayumi Tahara. I made my offer: all expenses...

Interracial
2 years ago
  • 0
  • 34
  • 0

The third night at Chicago

It was my third night there at Chicago, now completing my quick business trip. During the second night I had been fucked by a hungry black man, Tyrone, who I had met at the lobby’s bar while I enjoyed a drink.After ruining my cunt so badly, Tyrone had called his friends Theo and Donny. These two black well hung guys had taken turns to fuck me even harder. Tyrone had fucked me in the ass while I was riding one of his buddies.I passed out during the night and I woke alone in early morning.I found...

4 years ago
  • 0
  • 27
  • 0

A not so boring business trip to Chicago

I was boarding a plane to fly to Chicago; when I got a nice surprise.I heard my name and, as I turned my head back; I saw this beauty woman Donna, who was married to one of my old Bosses…She greeted me with a kiss on my cheek and asked if I was going also to Chicago. I could not believe this sexy lady would fly with me.Donna was a real trophy wife; a beauty redhead in her late forties, with nice round tits and a couple long legs to die for. She looked hot, wearing a tight dark green dress and...

2 years ago
  • 0
  • 32
  • 0

Joan 9 we go to Chicago

Sex on the train, sex in the hotel, sex, sex, sex. I recently got an invitation to speak at a conference in Chicago. Joan as usual came with me. Joan is the most desirable woman and has the most voracious sexual appetite of any woman I have ever met. We have shared many sexual adventures and have enjoyed them all. Recently we were in Savannah and barely avoided a gangbang, although Joan might have enjoyed it. I love Joan more than life itself. I made the travel arrangements. We would take a...

Wife Lovers
4 years ago
  • 0
  • 27
  • 0

Denver to Chicago

Many years ago, I was driving from Denver to Chicago, cruising down the highway late on a Friday afternoon. I had to stop for gas. As I was filling up, this young guy approached me. He was a good-looking k**, in his early 20’s. "You going far?" he asked. "To Chicago," I replied."I'd like to go there, can you give me a lift? I can help with gas money," he answered.I thought about it. The company would be nice. I opened the trunk and told the k** to throw in his pack and jump in the front...

2 years ago
  • 0
  • 13
  • 0

The Long Train to Chicago

I'm waiting at Penn Station a little after 3.30 pm with a 19 hour train journey ahead of me. I am thankful for my expenses card that allowed me to purchase a roomliner bedroom all for myself so at least I can have some privacy, and some time to rest after my long week in New York. I'm wearing an old pair of slightly worn jeans, a nicely fitting polo shirt, a tatty leather bag is at my feet containing all my stuff for my summer in the States. With nothing else to do, I scan the platform mild...

Straight Sex
4 years ago
  • 0
  • 12
  • 0

Sissy gets creamed in Chicago

I spent last weekend with Marla in Chicago so she could catch up with some old friends. When we got there Friday night and Michael opened the door to his apartment, I could feel my cock start to get thick and harden up just looking at his handsom face and tall slender body. Once inside he offered to fix us some drinks while we made ourselfs at home. Marla and Michael were getting caught up since the last time they were together and every now and then I caught Michael trying to sneak a peek...

4 years ago
  • 0
  • 18
  • 0

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...

4 years ago
  • 0
  • 14
  • 0

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...

1 year ago
  • 0
  • 27
  • 0

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
  • 0
  • 25
  • 0

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...

3 years ago
  • 0
  • 23
  • 0

Rendezvous At Kuantan Beach Ch 1

Kuantan hyatt is really a great place to go… with the relatively clean sandy beaches and the proximity of the beach to the resort really makes the trip that much more enjoyable… I sometimes daydream about going there with you again and I’d like to share it with you so I don’t have to think about it… hehehehe [now it’s your baby… hahahaha]. I read an article once and it says if u have something to say to someone, then say your peace and be done with it, then it’s the other person will have to...

2 years ago
  • 0
  • 25
  • 0

Rendezvous Pt I

Rendezvous It started out as a typical Saturday, with not much going on except a couple of phone calls that weren’t of any consequence. Lounging on my sofa, listening to some music, and reading Catch-22 seemed like a proper way to allot my time. Steely Dan was wafting through the speakers when there was a soft tapping at my door. I sure as hell hoped it wasn’t some damn Jehovah’s Witness trying to sell me Jesus. Christ isn’t for sale, as far as I know, and a theological discussion with some...

3 years ago
  • 0
  • 20
  • 0

Rendezvous

Rendezvous He sat nervously at the hotel bar, his hands idly playing with the edges of the napkin that his drink was resting upon, his third drink. He didn't often drink like this. Normally one or two beers will suffice over an entire evening. But today was different, today his throat was perpetually dry and his hands needed something to do. Finishing his drink, he looked at his watch again and noting the time he ordered another Captain and Coke. How much longer, he wondered. How much longer...

1 year ago
  • 0
  • 20
  • 0

Rendezvous with Cheryl

Pulling up to the motel my cock was already rock hard just thinking about Cheryl. It had been a few months since my last trip to Baltimore and I so wanted her. We had met on craigslist about a year ago and rendezvous a few times. Now it is kind of a regular thing whenever I am traveling through. Cheryl always grabs a room at this seedy super 8 and then text me the room number. Cheryl looked so sexy today she had dark brown shoulder length hair that curled at the end, nicely lined eyebrows, long...

3 years ago
  • 0
  • 20
  • 0

Rendezvous

Chapter 1. The Rendezvous The midday sun came streaming in though the windows and warmed his chest. Today was the day! As Gene drove the winding path to through the tangled vines, he had a slight knot in his stomach. He had thought about today for many weeks after the date had been set. Would Alyssa find him attractive, or would she be disappointed and feign an excuse to hurry home. While they had spent hours together on email before getting the courage to talk over the...

4 years ago
  • 0
  • 21
  • 0

Rendezvous laDiablo

Rendezvousby laDiabloPart OnePrologueI hold the card key you left for me at the front desk, but I don't use it. I knock instead, standing there, with my head down...As you open the door, I see the spiked heels first... I scan up, taking in the stockings, the form fitting skirt, the belt, the button down white blouse open to reveal the lacy white bra beneath.Your hair, perfectly styled to partially hide your eyes, is so sexy...Everything about you is perfectly as I requested. I am pleased.I tilt...

3 years ago
  • 0
  • 20
  • 0

Rendezvous Pt I

Rendezvous It started out as a typical Saturday, with not much going on except a couple of phone calls that weren't of any consequence. Lounging on my sofa, listening to some music, and reading Catch-22 seemed like a proper way to allot my time. Steely Dan was wafting through the speakers when there was a soft tapping at my door. I sure as hell hoped it wasn't some damn Jehovah's Witness trying to sell me Jesus. Christ isn't for sale, as far as I know, and a theological discussion with some...

Love Stories
4 years ago
  • 0
  • 23
  • 0

Rendezvous IIChapter 40

Karen In the morning I signed the Lottery Ticket and stashed it back in the cash box. The drawing for the Monster Millions was at 8:59pm Mountain Daylight Time Wednesday night. The Drawing was actually held in Tallahassee, Florida at the National Headquarters. Monster Millions is a 5/75 with a 1/15 monster ball. The first five numbers are done with actual balls in a bingo 75 ball wire roller cage. The monster ball is taken from a separate bingo 15 ball roller cage. The mixing is through a...

2 years ago
  • 0
  • 24
  • 0

Rendezvous IIChapter 42

Karen Angie said, “That is NOT what I wanted to know ... and you know it.” Since I had to give a commercial about winning I was pretty sure my name and picture would be plastered on every newspaper and TV screen in the United States. I didn’t wanna do it ... but Montana has this law... I was stuck. So ... Artie stepped out and scratched on the tipi cover. “Karen, you’re on TV,” he said. Then he asked, “That much?” The dash to the office rivaled the Yankees winning the Series. Since I...

1 year ago
  • 0
  • 14
  • 0

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...

2 years ago
  • 0
  • 38
  • 0

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
  • 0
  • 15
  • 0

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...

4 years ago
  • 0
  • 25
  • 0

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...

Wife Lovers
2 years ago
  • 0
  • 16
  • 0

Chicago

CHICAGO.TXT - by Cindy V. femdom, TV, humiliation I had my first experience with a professional role play mistress this week. I was in Chicago on business, opened the weekly newspaper "The Reader" for the adult services section, and chose one of the advertisements. The price was $125 per hour or $225 for two hours, and the location was a fifteen minute cab ride from downtown, in a third floor private apartment above a retail business. A gorgeous late twenties woman named Mistress Rae met...

2 years ago
  • 0
  • 11
  • 0

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...

Straight Sex
3 years ago
  • 0
  • 17
  • 0

The hotel room in Chicago

Ana and I were staying at that Chicago hotel for a couple days.I had a conference to attend and had invited my sweet wife to join me. Ana had been in Chicago before and she loved that windy city.On the second night during dinner at the lobby, we had met a perfect stranger and I had invited him to join us at our table.A while later, I went to the rest room and, when I came back, I found this man sitting closer to my sensual wife.I noticed his hand was below the tablecloth and I guessed he was...

4 years ago
  • 0
  • 12
  • 0

Encounter in Chicago

It started off in a restaurant where I had gone for a drink after a long business meeting in Chicago. I had noticed her when I first walked in the door, but hadn't thought much about her until my friends had left and I was left sitting at the bar alone. I caught a glimpse of her in the mirror, and I thought that she was watching me. I turned to get a better look at her and much to my amazement, instead of cloyingly looking away, she made and held eye contact, inviting me over to her table. I...

3 years ago
  • 0
  • 10
  • 0

The Trip to Chicago

I'm in the window seat with Mr. McKay sitting next to me. He's showing me the sales and profits of the two stores that I have been working at. He said the other investors are very impressed with me and how I've made business boom. I laughed and said I'm best on my back. The man in front of me turned around and said he'd like to see me on my back and how "good" I really am. I put my hand on his right shoulder and told him, his wife wouldn't like it if he was caught with his pants around his...

4 years ago
  • 0
  • 13
  • 0

Sex With Horny Girlfriend In Chicago

Hi. I am armaan from chicago (originally from hyderabad) doing my masters. After reading lots of stories for years on iss, its time to submit my own story. I had affairs with a couple of girls during undergrad but that’s not the story that I want to tell you guys. That’s for another day. First let me tell you about me; I am 5’10”, athletic, average build, 7” tool. After coming to us and joining the university, we had orientations where all the students would attend to get basic info about...

2 years ago
  • 0
  • 13
  • 0

Card PartyChapter 23 Chicago

The plane to Chicago was, naturally, pretty full. Peter and Susan had two seats together on the outside of the wide-body jet. Susan settled next to the window and pulled out a book to read as soon as they were airborne. She wore a soft, light sweat suit with a three-quarter zip closure on the top. Peter was comfortable in chinos and a sport shirt. When the snack service began, Peter looked up from his e-reader to glance at Susan. She had pulled her zipper down to the point where the slopes...

2 years ago
  • 0
  • 13
  • 0

The Love ExpressChapter 8 Sweet Home Chicago

March 15th, 1995, 6:40 EST; Mile 770; 2 miles east of Garrett, IN Oh dear god, no! George thought as he lay there, his cum all over both of them, How the hell am I going to handle this? “Jill,” he stammered, “I love you, I really do, and I want to do everything with you, like you couldn’t believe, but we can’t do this here.” “Why not?” “With the circumstances involving your minor status,” George tried to explain, “your aunt and uncle, your other uncle, your custody situation. We have to...

2 years ago
  • 0
  • 12
  • 0

Scenes From an AffairScene 9 2002 Chicago

The divorce went well all considering. They never stopped loving each other. They never would. But Phil worked too hard creating his law firm, becoming an absentee father. And when Marisol got pregnant again either by Phil or one of her bosses, he spent even more time with her, consoling her after her abortion, her third. He stayed away from his wife and children for nearly a month. When he returned to their marital bed, unlike in his youth when he and Marisol could only see each other one...

3 years ago
  • 0
  • 13
  • 0

Scenes From an AffairScene 10 2004 Chicago

Marisol promised Phil when he finally found her and they finally got back together in Chicago back in the mid eighties that if she ever became the reason for ending Phil's marriage, she'd leave him forever. With Missy it had been a non-issue. The love flowed equally between the three of them while the relationship lasted. But by the time she affected Phil's second marriage, she was too weak to leave. And yet she did leave. Permanently. Phil met Hannah at a cocktail party just as Marisol...

2 years ago
  • 0
  • 20
  • 0

Early 80s ExcitementChapter 10 Sunday at Old Chicago

The day had started out great. It was going to continue to be a good one. Today they were going to Old Chicago. It was the world's only indoor amusement park. And it was right there in his hometown of Bolingbrook Illinois! The village was to decide between a shopping mall or the amusement park. To his delight and every other kid in town, they chose the amusement park. His parents chose Sunday because the crowds were lighter. The day was what you would expect at an amusement park. There were...

3 years ago
  • 0
  • 14
  • 0

Rendezvous in the West Village

Although we’re in the center of New York City there’s no mistaking the smell of Spring in the air. After walking and browsing at window displays in the West Village we come across a quaint Japanese restaurant were we decide to eat. The room is relatively empty, the lights are dim, and the plum wine is very, very sweet. Dinner is, of course, difficult. You’re wearing a sundress and I know you don’t have any underwear on. I’ve been hard since I laid my eyes on you. I begin to tell you how I’m...

2 years ago
  • 0
  • 18
  • 0

Rendezvous at Kuantan Beach Ch 2

Driving past the long winding roads into rural kampung areas of Pahang is so enjoyable because of the vast and wide array of interesting scenes of Malaysian life that we come across such as fruit sellers, village folk going about their daily chores like carrying a sack durians on their shoulders, quaint kampung houses with some very artistically designed and some designed very frugally and practical in nature.. as we drive along towards temerloh, we come across a stretch of road which is lined...

2 years ago
  • 0
  • 17
  • 0

Rendezvous Oceania

It is one of those evenings that you die to see somewhere in the open. Usually trapped inside the office or elsewhere, you never get the chance to be on a mountain top maybe or by the ocean seeing the sun setting in the horizon, staying with it as long as possible, nothing else than the ocean offering this chance. Look at it the last time I saw it kiss the surface of the ocean back in 97 and that too because I wanted to see the last sunset of the year on the beach. Watching the sun I notice you...

3 years ago
  • 0
  • 14
  • 0

Rendezvous Ch 01

We hadn’t seen each other in almost a month and the thought of how good it was made me wet. As my flight landed I got butterflies in my stomach just thinking about him touching my body. I got my bag and smiled to myself thinking about the toy, lube and extra batteries I had brought per his request. I’m sure the TSA agents enjoyed going through my bag. Once I was on the shuttle I called to let him know I was on my way, I was early, I hoped that he would find it to be a nice surprise. The shuttle...

2 years ago
  • 0
  • 13
  • 0

Rendezvous

You are standing there in front of me. I always knew this moment would come and it finally has. You are more beautiful that your pictures could ever show in your button –up blouse and your jeans. The sweater you are wearing brings out the color of your eyes, almost making them glow as you look at me. The moonlight shining thru the window is the only light we have as I step toward you. I reach out to you and take your hand. Our fingers intertwine as I pull you gently toward me. My arms wrap...

2 years ago
  • 0
  • 16
  • 0

Rendezvous Ch 02

After a few minutes of resting he got up and headed over to the table. I felt tingles in my pussy as I watched his firm ass and muscled legs walk away from me. It was then that I finally looked around me and took in the room. It was a nice hotel room with two queen beds and a big wall of windows. The furniture was that dark fake cherry but it went well with the pale yellow walls. I heard some ice rustling and turned to see him grinning at me while he worked on popping the cork off of a bottle...

1 year ago
  • 0
  • 14
  • 0

Rendezvous and Revenge

This is the story about when I cheated on my husband. My name is Ellen and I’ve been married to my husband for twenty years. We were high school sweethearts. We even went to the same college. We were just so crazy for each other. We didn’t want to be apart. My husband had gone to college to become a lawyer, and I had gone to college to be a nurse. We both are very busy in our jobs, but we always found time for family vacations. When the girls were small, we always had date nights out. We both...

1 year ago
  • 0
  • 19
  • 0

Rendezvous Pt II

‘Okay, Danny,’ she said to me almost immediately, then paused momentarily to consider her next words. ‘Here’s the way I see it – 1) on one hand, we may ruin our relationship, which is doubtful, but remains a possibility, on the other hand, we may strengthen our relationship. Are we willing to risk it? I don’t know about you, but I am. Baby, I can see your point at being reluctant to risk our friendship, and I appreciate your unselfishness to point those risks out, but Danny, please consider...

3 years ago
  • 0
  • 37
  • 0

Rendezvous on the interweb

Gi had a message waiting for her when she got out of the shower. She had set herself online just before going in and this early in the day hadn’t really expected to get anything. So it was quite the nice little surprise to find someone waiting for her. Standing at the end of her bed she let her body begin to air dry as she flicked open the request. It was from DaveyCrockett09, one of her regulars, and easily one of the most fun to talk to. She had always enjoyed a bit of roleplay here and...

2 years ago
  • 0
  • 31
  • 0

Rendezvous in Chicago Part 5

Jill rolled over and as she awoke she was disappointed to find that she was the only occupant of the bed; she had gotten accustomed to, and relished the touch of her lover. She arose and took her beautiful naked self out to the living room to find Dave also without a stitch of clothing, standing at the massive windows sipping on a cup of coffee and just taking in the view of Chicago's lakefront. Jill quietly approached him from the rear and embraced him from the back pressing her sexy breasts...

Cheating
2 years ago
  • 0
  • 22
  • 0

Rendezvous in Chicago Chapter 4

The administrative manager of Jill's employer, having been to a number of these educational conferences over the years had told her that, with the meetings running through Thursday and the closing banquet that evening, she should take the whole week. She told her husband that she would not be able to fly home until Saturday late morning, wanting to spend as much time as she could with Dave.With virtually everyone being a total stranger in this area of the country, the chances of someone...

Cheating
4 years ago
  • 0
  • 30
  • 0

Rendezvous in Chicago Chapter 3

The next morning, Jill rose very early, utilized the fitness center, showered, primped, dressed and was out the door before Dave even stirred in the bed. She joined some colleagues, she knew only from trade publications, for breakfast, having introduced herself in the lobby. Soon she was off to a general session of the conference and then moving between breakout sessions for the remainder of the day. It proved to be a valuable experience both in terms of establishing contacts and adding to her...

Cheating

Porn Trends