Rendezvous in Chicago
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Rendezvous In Chicago - Chapter 4 free porn video
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 knowing or thinking that Dave was not her husband were remote at best. And because they both wore wedding rings, from all outward appearances, it would seem they were married; well, they were, just not to each other.
Dave had rented a tuxedo for the event, which was delivered to the suite late that morning. He tried it on and it fit perfectly. Jill had purchased a beautiful full length gown for the event. Her husband thought she had purchased the gown for his industry conference's closing banquet, held a couple of weeks prior; little did he realize the plans Jill had for this elegant dress. Her plan for this event in Chicago was her primary focus when making her selection.
Now with Thursday afternoon free, Jill returned to the suite and Dave suggested that they spend some casual time exploring the city and just enjoying each other's company as well as some of the local flavor of the lake front area. “How about we start with lunch at the Billy Goat Tavern?”
“The what?”
“It's a local eatery made famous in years gone by John Belushi and Dan Aykroyd on the old Saturday Night Live. You remember, someone would order 'a burger, fries and a Coke?' And the response was always, 'You have cheeez-buger, cheeeeps and a Pepsi.' The place was actually made famous in the early 20th century for the curse the owner placed on the Chicago Cubs who have not won a World Series since.”
“But why the goat?”
“The owner used to bring the goat with him to the games,” chuckling his remark.
“Are you serious?”
“Yeah. I guess it was a little different in those days.”
“Yeah I guess. So, that sounds like fun. We can maybe get a little better feel for the locals in a place like that.”
“It will be fun. But don't order the goat! They are very protective of the goat.”
“Oh, I can imagine,” she laughed.
So off the lovers ventured strolling hand in hand up Michigan Avenue, across the Chicago River and down the steps on the north side to find it still there; the Billy Goat Tavern. The place was a buzz of activity with it being just after noon. They wedged their way through the crowd and found a table not too far from the counter.
Ever the prankster, Jill ordered, “Just a hamburger, fries and a Coke, please.”
The waiter responded, “No, you have cheeez-buger, cheeeeps and Pepsi, okay?”
Laughing, Jill agreed, “Cheeez-buger, cheeeeps and Pepsi it will be then.”
Damn, he loved her playfulness and that beautiful smile! They were so relaxed with each other and so in sync with their moods, emotions and sense of humor. Dave wondered how difficult it would be to let this dream of a woman really leave on Saturday. In his heart he knew and quickly recovered to his normal positive frame of mind, vowing to himself to thoroughly enjoy the next forty-eight hours with this angel of his dreams.
After finishing perhaps a third of their meal the love birds agreed that they had had enough and wanted to get on with their enjoyment of the city. Dave led Jill out of the restaurant and to the nearest place where they could catch a water taxi that ran up the Chicago River and out to Navy Pier. In recent years they had developed quite an attractive amusement park on the pier, where families and lovers enjoyed being near the Lake.
As they walked along Dave couldn't help but notice, even in casual clothes, just how taken he was with Jill. She wore a striped pullover that had a V neckline with a nice display of cleavage, but not in a slutty way, just a hint at what lies beneath. She also had short jean shorts that her top almost covered while not tucked in. On her feet she had cute leather thongs that matched her purse and complimented her leather bracelet and dangling disks earrings. She was casually attired but in such a classy manner.
With Dave in beige cargo shorts, a golf shirt and deck shoes, they made a most attractive couple.
The water taxi was a fun diversion from the normal transport around the city and just being on the water with the wind and sun in their face felt great, as it blew Jill's pony tail about. Jill looked healthy and alive with the relaxed excitement of the day and the anticipation of just spending unhurried time with her lover.
Navy Pier has all the normal food vendors and other amusement attractions so normal for this type of venue. However, a couple of things make it unique. On the far east end of the pier is a huge ballroom that is utilized for various events. The Steve Harvey Show, based in Chicago, recently hosted speed dating with a couple of hundred couples. It has also been the site of a number of political gatherings, business meetings, fashion shows, etc.
Near the west end of the pier is a Ferris wheel standing one hundred and fifty feet tall. There have been many a romantic couple take advantage of this unique method of seeing the city from a taller perspective on this very slow moving ride. The seating is fairly secluded. When Jill and Dave took their turn, as the wheel stopped and started with each new customer taking their seat, about half way up Dave leaned over and took Jill in his embrace and kissed her in a most salacious way. As their arousal grew, he couldn't help but venture under her loose top, cupping and kneading her ample bosom. He then dropped his hand down to her lap and began loosening her shorts.
Jill broke their kiss and protested her embarrassment, “We can't do that here …” But her resolve was anything but firm, as she smiled her million dollar smile.
“ Why not? No one can see. And you'll have something to tell your grand kids; how grandma was brought to orgasm on top of the Ferris wheel at Navy Pier in Chicago,” he smiled that charming successful salesman smile of his.
He then knew his victory when Jill said, “Are you sure no one will see us?”
Sealing his sweet victory, Dave moved his hand into her dislodged shorts and into her panties to find her engorged clit and steamy center. He teased all around her little nub as her head swam with thoughts of just how crazy this was, but oh so pleasurable. She knew this sweet man would never do anything to cause her embarrassment and gave into her own lustful desires thrusting her hips forward to meet his invading fingers as they began to plundge into her clammy center with more and more resolve. As the slow moving Ferris wheel reached the zenith of its course, Jill also went over the edge and her orgasm peaked, with its powerful wave of pleasure crashing from her center through her entire body. This was just so delicious!
The Ferris Wheel had completed its three revolution ride and began the process of changing occupants of each car, with its once again start and stop motion. The lovers were only about two thirds of the way back up to the top of their last revolution. Dave continued his attack on her sweet pussy, bringing Jill to her third and most powerful orgasm. With her head pulled back and her upper torso arched in mind blowing rapture, she begged him, “Please honey, please … we have to stop …” Oh, but she was so enjoying the ride.
So he relented allowing her to straighten and put her clothing back in proper order. But just as they approached their normal point of disembarkation, Dave held up a fifty dollar bill to show the operator of the ride and indicated he wanted to continue to ride. The operator understood and conveniently skipped their car in the exchange of passengers. Ah yes, Chicago, “the city that works” with the proper payoff.
Jill looked at Dave with a scowl but couldn't begin to hold back her brilliant smile, as his hand once again made its return visit into her lace panties. Jill did not hold back this time and relished his naughty attentiveness. Giving in to her own lustful emotions, she lost track of the number of releases that coursed through her body; some small and a few all encompassing, but all so very wonderful!
As they finally left the ride, Dave slipped the Franklin into the operator's large calloused hand. Jill could not bring herself to look at the man, as she realized she was flushed with the heat glowing off her pretty face and a hint of the scent of this woman wafted into the air. They walked away, hand in hand with their fingers intertwined, giggling like high school kids. What a wonderful memory the lovers had created that leisurely afternoon; one they would each play over and over again in their minds with fond memories throughout the remainder of their lives.
They strolled as lovers do along the lake front totally enjoying each other's company and eventually found their way back to the hotel. As they entered the lobby on their way to the bank of elevators, Jill was sure she heard a woman behind her complain to her husband, “Look at that couple! It is so obvious the love and affection they have for each other. Why don't you treat me like that anymore?”
Once back in the suite, they kicked off their shoes and relaxed in quiet conversation, with the occasional show of affection, quite a bit of humor and plenty of sexual overtones in their friendly banter.
“Hey Jill, would you like me to try my hand at making you one of your favorite Martinis? I paid close attention to William the other day, building on my basic knowledge of the drink. I think I can come pretty close, if you would like me to try.”
“That would be fabulous. And you will join me?”
“I will, but if you don't mind, I'll just stick with my normal scotch and water.”
So he mixed them each one of their favorite cocktails and they continued their relaxing visit for the next hour or so. They both so totally loved chatting with each other online, and it continued with an ease in person, that neither was accustomed to, as conversation with their respective spouses had become difficult at best and often was reduced to standoffish disagreements. This was so different; so much fun. They actually enjoyed each other's company, just visiting, almost as much as their illicit affair … well, almost.
Dave then noticing the pace of their conversation slowing, suggested that they perhaps rest for a short while before their big evening. Jill agreed that this would be a wonderful idea, as neither of them ever got to slow down and just enjoy such an extravagance in real life.
As they went into the bedroom, Dave began to help Jill out of her clothes. She looked at him with a little bit of confusion. Dave said, “It will be more comfortable like this.” He really didn't have to convince her and soon their unclothed forms were cuddling together in a loving embrace. Jill slipped into a comfortable sleep first. Dave tenderly drew circles all around her eyes and lips with his finger tips. He lovingly gazed upon this beautiful woman, just drinking in how angelic she looked in her restful slumber. He then drifted off into an enjoyable dream of his conspiratorial partner.
And damn what a dream he was having! It was so hot; so erotic … when suddenly he opened his eyes, trying to recognize where he was, and there before his eyes, was the luscious head of rich auburn hair bobbing up and down. He then realized that his dream had morphed into reality. There was his goddess, his mistress slathering his cock from its bulbous head down to the root and back up again. Her tongue licking all around the head. Jill locked eyes with her lover and then with that lusty look in her eyes, took his entire length into her mouth and down her throat without even a hint of gagging.
Dave's eyes rolled back in their sockets. He had never experienced such pleasure. Jill loved giving head. She thoroughly enjoyed taking a soft cock in her mouth and feeling it harden as she gave her lover pleasure. In her college years, mostly as a cheap form of birth control, she learned to be quite talented at deep-throating and was able to take most guys without any gag reflex coming into play.
Dave wasn't awake too long before the ministrations Jill was giving had his manhood throbbing and he knew he was almost to the point of no return. Jill knew it also and soon he was coating the back of her throat with his ejaculate. She worked to not waste a drop, as she swallowed every drop. She then brought her body up Dave's, teasing his skin with the pointed tips of her awesome breasts. She nuzzled into his neck and whispered, “Hey big boy; did you enjoy your wake up call?”
“Holy shit Jill! That was so fucking hot. Thank you darling,” as they cuddled their naked bodies together so pleasurably. They were so comfortable with each other, as if they had been lovers for years, not days.
“What time is it anyway?” he inquired.
“ About six, but we have an hour before we need to be downstairs for cocktails. I just hate to end this. I love being in your protective embrace. This truly is a dream come true.”
“You think this is? I was actually dreaming about you doing that to me and awoke to it really happening. My lord Jill, what a wonderful expression of your love; your giving. I guess when we chatted online, you couldn't really properly explain just how talented you are.”
“Lover believe me, the pleasure was all mine. I totally love giving oral, which is in this case not just a matter of sexual pleasure. Dave I hope you realize that it was truly an expression of my love for you; so much better than just a lust filled act of sexual relief. I find my lover gets so much more pleasure, as do I, if I have truly heart felt feelings for him.”
“You mean you have performed oral sex for a guy and not felt love?”
“Dave you know, a girl has to relieve her own needs. So, as ashamed as I am to admit it, yes Dave. In my college days, I loved giving blow jobs and it wasn't until much later that I experienced the added pleasure that comes from any sex act, when I have truly loved the man.”
“Yeah, I guess when we were kids we did a number of things we might not be so proud to admit, if we are truthful about it. I never should have been surprised Jill. It is so enjoyable to hear you express your love for me, both verbally and physically.”
“Hey cowboy! We better get it in gear or you may not get to have your way with me, if we miss the cocktails and you can't ply me with liquor,” she teased.
“Well we wouldn't want to blow that opportunity would we? How about you go in and shower. I can shave and shower while you are dressing?”
So they went about their preparations for the evening. Dave finished up showering and while Jill was still doing her hair and make up, he decided to wait for her in the living room. There he finished inserting the studs through the button holes in his shirt and fiddled with his tie. About 20 minutes later, as he was enjoying his scotch, Jill suddenly in the bedroom doorway and stood awaiting his appraisal of the finished product.
Jill wore an over the right shoulder black floor length gown with a slit running the full length of her right leg; it fully exposed her enticing leg seductively to the top of her bare thigh. She wore strappy silver heels that allowed her to exhibit her perfectly pedicured toes. Being strapless on her left side, she looked alluring with a peek of the top of her left breast, her shoulder and most of her back exposed so erotically. She wore her auburn locks up, highlighting her long swan like neck. She wore dangling silver earrings and a single diamond pendant that rested just above her cleavage. A tennis bracelet on her left wrist finished off her simple but elegant evening wear.
Dave was mesmerized by the beauty of his angelic appearing companion. “Holy crap Jill, for a woman in your forties..."
“Well Mister, for a man in his early sixties you look quite dashing in your black tuxedo. Your silver and charcoal striped tie will match up perfectly with my gown. I am sure that all the women there will be using my handsome prince for their eye candy for the evening. And thank you for your compliment on my appearance.”
“ Thank you also, beautiful. So you think all the other couples there will look at us with envy, because I do. How many have been married for years and their relationship has grown stale, to the point of just settling; certainly no longer enraptured with their mate?”
“Shall we my princes?s” as Dave offerred Jill his arm.
“Why certainly my prince.”
As they departed the elevator there were any number of people that were obviously not attending the banquet, but guests of the hotel. A number of them paid the lovers their compliments, either by the admiration in their eyes or some even verbally commenting. They made their entrance into the banquet hall at about a quarter after seven. With dinner scheduled at eight, this left ample time to mingle among the crowd and have Jill introduce Dave to the small number of new industry colleagues she had made acquaintances with during the week.
The editor of one of her industry's leading trade publications invited Jill to sit at their table to which she readily agreed. Her husband and Dave left the ladies at the table, making their way to the portable bar to refresh each of their drinks and get better acquainted. They hit it off well with both being strong baseball fans and thry each loved their golf games. They also were of the same age group and in related industries. When they returned to the table, they let the ladies continue to sit next to each other, while Dave took a seat to Jill's right and the other gentleman to his wife's left.
Jovial and lighthearted conversation continued throughout the dinner, with Dave loving the ability to keep his left hand occupied on Jill's thigh beneath the table. Jill parted her legs as she rubbed her beautiful and bare calve up and down on Dave's leg. With her providing him access to her delights, he soon discovered his naughty little vixen had chosen to go commando under her sexy gown. As his finger slipped into her pink pussy, parting her moist lips, he leaned over and whispered, “You little hussy; no panties?”
She leaned back and first licked and then whispered in his ear, “You silly man, a woman doesn't want to show panty lines; and if you keep that up, this little hussy is going to have a very difficult time resisting the urge to hump your fingers,” smiling and winking as she flirted and pulled away.
Dave turned a little red in the face, blushing a little, but also a bit flushed from the sexy attention of his escort.
Following dinner and a few comments from the conference leaders, the musical entertainment began and the loving couple took to the dance floor and enjoyed the next few hours discovering what accomplished dancers each were. This is something that neither knew about the other and a fabulous discovery at that.
With the crowd thinning out considerably, they decided to enjoy one more cocktail in the lounge around eleven, before heading up to their suite. Jill opted for her favorite, White Chocolate Raspberry Martini, while Dave enjoyed an Amaretto on the rocks. Their conversation continued as if they had known each other all their lives. They found each other's company so very enjoyable and commented that each had arranged for this extended time together with some trepidation, fearing that the person they knew online would be completely different in reality. Their fears were completely without basis, as they couldn't have been more pleased with their co-conspirator in this affair.
Dave could not keep his hands off of Jill's lovely leg and roamed between her thighs. The heat they felt soon overwhelmed them in lusty desires. “Come on commando, let's enjoy this the rest of this night together,” as Dave took Jill's hand.
While in the elevator, Jill sheepishly stated, “You know Dave, with the way you have been petting my kitty all evening and then with all of our dancing, would you mind if I jumped in the shower quickly when we get back to the suite?”
“No Jill, I wouldn't mind.” Dave grinned as he had some other plans for setting up what he felt might be a lovers covey, while she pampered herself. It didn't take long for Jill to get into the shower once they entered the room.
Dave then set a half dozen mandarin scented candles around the bedroom and retrieved a bottle of luxurious mandarin scented oil that he had hidden away in a warming blanket, along with a few surprise items that he felt might add to the nights sensuous activities. He then quickly stripped himself and entered the spacious shower behind Jill. “Mind if I join you?”
“You have no idea how I was hoping that you might do just that.”
They proceeded to tend to each other's bodies, with salacious kisses abounding and hands groping and exciting each other, rendering Dave hard with arousal and Jill humping her drooling pussy on his tight thigh. But Dave had other plans than sex in the shower and soon said, “Jill can we take this into the bedroom? I think we will be more comfortable there.”
With a pout on her pretty face Jill whined, “Oh, you spoil all the fun.”
“We'll see how you feel about that statement in a couple of hours. Lets get dried off and I think you might just enjoy what I have planned; you'll see fun alright. Besides, I'm the one risking a set of blue balls stopping like this, but I know the night is only beginning.”
After toweling each other dry, Dave led Jill into the bedroom and said, “Okay lover; how about we lay you face down on the bed and I give you a nice long full body massage?”
“Uhh … hmm, let me think about that … okay! You know, if I didn't know better, I might think you were trying to seduce me. Did you know that I love mandarin scented candles? And the warm glow is just the perfect amount of lighting. Are you trying to seduce me?”
“Trying? No … I already have lover. I already have.”
So she laid down and he grabbed the warm bottle of oil. She closed her beautiful blue eyes and he poured oil right at the base of her back and a thin line up her spine. He heard her moan in delight as his strong hands began to spread the oil and massaged it into her soft sexy skin. He was seated on her upper thighs with his half hard cock resting in the crack of her ass. As he massaged the oil into her back he kept moving slightly forward and back to an upright position. The touch of her hot body and this slight motion with his cock moving against her luscious ass, soon made his cock thick and hard.
He moved around so he could then give his full concentration to her lovely legs, first spreading more oil into her arches and between her toes and then gripping each of her feet in his strong hands. Up each muscled calf he proceeded and to those thighs he so loved to touch, kiss and ultimately spread and finally over each of those tight globes that were her perky little ass. He continued to attend to her entire backside as he spent almost forty-five minutes pampering this goddess of a woman, he loved.
He then nudged her slightly causing her to lie on her back exposing those luscious boobs with her silver dollar pink areola and perky nipples, her soft tummy he so dearly loved to rub and her pretty little pussy that he so enjoyed orally. The taste, the aroma and the soft warm feel of her miracle cavern with their full lips came flooding into his mind, as he watched her resting so peacefully.
But now it was time to further his plan for tonight. He noticed that Jill had become so relaxed she was actually sleeping. He slipped from the bed and gathered his new toys. He gingerly slipped a soft silk restraint on each ankle and wrist, then proceeded to secure the other end to the bed frame. So stealth-like were his movements that he didn't disturb her restful slumber. Then with catlike quickness, he slipped a blindfold over her eyes and around her head. This did wake her, but she was helpless to fend him off.
He calmed her fears with his low sexy voice telling her that she would know no pain this night, only pleasure. She believed him, or certainly wanted to believe him, but doubts kept sneaking into her mind as she thought of how recently she had first started chatting with him on Lush and had only just met him in person a few days ago.
“Dave ...”
“Yes Jill?”
“I'm scared ...”
“I understand Jill. I truly do, but I need for you to trust me. There is a purpose for me doing this and I will tell you later. Just understand, this is just you and me. There are no cameras, no one else is coming in to gang bang you and no one will harm you in anyway. Do you trust me?”
“I … I guess so,” she squeaked.
“Good. Concentrate on just how much you care for me and how much respect and love I have shown you this week. You know you can rely on me to want to show you that love.”
With that Dave approached her left ear and whispered, “Tonight my love you will understand more deeply just how much you mean to me.” Then he dipped his tongue in her ear, rendering a shiver down her spine and a moan coupled with a smile on her pretty face. Next he kissed and licked her right thigh perhaps four inches above her knee. Then he lightly rubbed small circles all over her tummy with his fingers. He then took her right index finger fully into his mouth; then gave her a passionate kiss on her full luscious lips.
“Oh Dave, I don't know what you are going to do to me next or where on my body.”
“That's the idea my love. But you are more comfortable with this now aren't you?”
“Yes … I guess 'um … yes, actually so far this is quite erotic.”
Next Dave took a small artists paint brush and lightly ran the dry tool over each of her eyebrows and then under her right underarm. She giggled with delight at the tickling sensation. Then he licked all around her left areola and sucked powerfully on her taut nipple. She moaned as if electric bolts shot from her nipple directly to her moistening pussy.
Recognizing the wonderful aroma of her arousal, he slipped one and then two fingers into that beautiful cunt and pleasured her for several strokes as Jill humped at his invading digits.
For the next half hour, Dave continued to randomly pleasure Jill's body. Her arousal and sensitivity were stronger than she could ever remember, as she experienced much more intense orgasms that seemed to encompass not only every inch of her body, but the totality of her mind!
She barely noticed that Dave had in fact actually released her ankles from their silk shackles, just before he thrust his cock fully through her soaked pussy lips and deep within her womb. She cried out in pleasure! “Oh Dave, yes baby. Fuck me! Please fuck me! I am totally yours. Do what you want, but please give me all of that cock! Oh I need that cock!”
Dave pumped his prick into her center repeatedly with thrusts so powerful that his own mind fogged over with the rapture that he experienced. He was, however lucid enough to remove her blindfold and release her wrists as every part of their bodies became fused as one. His life giving sperm released into her and blasting into her cervix, as for the first time in her memory, Jill released a torrent of her own ejaculate … she had actually squirted. The center of the bed was soaked, but both lovers relished the experience and made no movement whatsoever to unlock from their loving embrace.
“My lord Dave,” Jill chocked out between her labored breathes. “I have never … where did you learn … I mean, damn … where did you come up with this idea? Who taught you to do this? How many women have you done this to?”
“Oh Jill, you are the first woman I have ever done that to. I read a fictional story online several years ago and planted it deep within my mind. I knew that some day with the right person, I want to do that. I just knew Jill, that you were the one.”
“I don't know how to thank you enough Dave. I have never felt such pleasure … ever.”
“Well, lover, that was the purpose, your pleasure, along with developing a stronger sense of trust that you would have for me.”
“Mission accomplished my Prince … and my lover.” And they slipped into a wonderful, deep sleep while still locked in a loving embrace and his now softening cock still lodged in her drooling pussy.
Jo
- 29.05.2022
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Rendezvous in Chicago Part 5
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