My dream comes true not LA or Vegas but Chicago
- 3 years ago
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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...
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,...
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...
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...
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...
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,...
EroticWeekend 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...
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...
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...
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...
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...
InterracialWe’re just outside of Denver, boarding a train that takes us through the Rocky Mountains. One of those trains with the scenic cars. Luxurious, with a staff that waits on you hand and foot. We find our way to our room, and as we settle in the cozy surroundings we understand why they call them ‘compartments’. It has everything we need though, a small sofa, bed, bath with a shower, no tub, sorry. The sudden lurch of the train takes us by surprise and you fall backwards knocking both of us...
I was invited to speak to a group of US Army Soldiers at their annual military ball near Denver, Colorado and ended up being escorted around by a 19 year old Private First Class for the weekend. Summer Hiddle (obviously NOT her real name for security sake) welcomed me at the airport and drove me back to my hotel on base. She was a skinny, extremely nerdy girl with a passive flirty side. You could tell she was very nervous around older men and seemed eager to please them. I wasn't going to miss...
I was invited to speak to a group of US Army Soldiers at their annual military ball near Denver, Colorado and ended up being escorted around by a 19 year old Private First Class for the weekend. Summer Hiddle (obviously NOT her real name for security sake) welcomed me at the airport and drove me back to my hotel on base. She was a skinny, extremely nerdy girl with a passive flirty side. You could tell she was very nervous around older men and seemed eager to please them. I wasn't going to miss...
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...
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...
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 LoversI'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 SexI 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...
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...
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...
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,...
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...
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...
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...
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...
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...
CheatingAndee 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 LoversCHICAGO.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...
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 SexAna 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...
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...
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...
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...
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...
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...
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...
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...
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...
Alex’s parents were as supportive as he could have hoped to be. His mother accepted him fully and loved him the same (she even seemed a little proud), his father was less thrilled but he seemed okay with it too, he was mostly to busy making piles of money on the stock market. My parents were a little wary of what they pictured as the world’s most perfect son spending most of his male bonding with a gay kid, but they had known Alex for so long they couldn’t be but so insensitive (besides they...
Heather spent a whole day at the spa, getting her hair done, her nails, and she feels so sexy. Her shoulder length blonde hair hangs down her back and she is very happy as she looks at her naked body in the mirror. Her bare pussy is so sexy it even turns her on. Heather is looking forward to getting fucked rough and hard and couldn't wait to feel me inside her. Heather looks at her butt in the mirror. It looks sexy too, sexy enough to give me all I can handle. She decided to get dressed and...
It’s been a long day as we both fall into our bed, the cold February wind pecking softly at the window. Earlier, hand in hand we walked silently through the neighborhood as a soft snow drifted down. It was so peaceful that our hearts and minds embraced the silence. These are the evenings that we cherish, so far from our house in L.A., but so close to the home that we learned to love in our youth. There was no wind and her hand, as always, felt so warm in mine. Although we were silent, our bond...
Melly and I had moved in together around the first of November. When Christmas came I couldn’t get time off from the fire department and Melly thought it would be better if she just went home alone. As soon as she left I was miserable. There was no joy around my tree the whole time she was gone. We talked a few times on the phone and she told everyone there about me. When she got home I wanted to tell her how crumby it had been without her but I was a little afraid of seeming too needy....
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...
Melly and I had moved in together around the first of November. When Christmascame I couldn't get time off from the fire department and Melly thoughtit would be better if she just went home alone. As soon as she left I wasmiserable. There was no joy around my tree the whole time she was gone.We talked a few times on the phone and she told everyone there about me.When she got home I wanted to tell her how crumby it had been without herbut I was a little afraid of seeming too needy. Lucky for...
LesbianHi friends, this is Anubhav. I am 19 years old and have d best experience in mom-son incest. If any boy, aunty, or girl wants to discuss anything about incest relationship. Kindly mail me on This is my real life experience with my aunt. After reading most of the stories in ISS and became brave to submit my own story. Sorry for any mistakes. . I like incest stories and I am a huge reader of it. Anyone from Kerala can contact me. My aunts name is banu, I Kerala women having to kids. She is...
IncestI knelt down and carefully picked it up, taking care not to crush it. "Hey. I'm here to help. Hold still so I can get you free." It apparently understood me and stopped wiggling. As I freed it, I could not believe my eyes. Standing at his full height of maybe three or four inches tall, with wide, gossamer wings, was a tiny male fairy. I held him in my hand and watched as he picked off the remaining bits stuck to him. Finally, he finished, cleared his throat, and extended his hand. In...
Hello ISS Fans. You would have already read my stories about my sexy and horny sister in law Suni in Seduction by Sister in law Part I & II. Also the sexy encounter with our maid – Rupa in “My Sexy Maid – Rupa.” Well after that day Rupa virtually became my sex slave. She had become so bold that she would not even seek permission to touch me. She would just press my dick while moving around. And yes I had made a rule that the moment she used to enter my house she has to strip down to bra and...
When summer happened, Grace Anderson gave her nanny time off. She cancelled all her usual appointments to keep herself pampered. She became a full-time mommy who cared for her kids. She arranged daily activities and took the tots to the beach for the weekends. She cooked and cleaned and did all the chores that her hired staff usually did. She played the role of mom for the summer. Her husband got a kick out of his wife, who was usually pampered hand and foot. She wanted her children to have...
I wrote and posted two stories earlier which were “Seducing wife of fast friend” and “Metro se Ghar tak (in four parts)”. These two stories were based on my real experiences. Now, I am going to tell one incident of my friend Shushila (which I call Shushi) while she was traveling in train. She narrated the incident to me fully which I am going to present to you in her words. Before that, I just introduce her. Shushi is a working woman, working as Senior clerk in company in Patna. She is gorgeous...
There was electricity in the air the night of the sorority pledge ceremony. The pledges were wearing identical off-the-shoulder pink dresses, while the sisters wore white. The pledges entered the candlelit room and were greeted by Jessica, the sorority president. 'Now comes the prayer, performed by Billie,' Jessica explained as the lone african member of the sorority stepped forward. 'Don't worry, she's not a witch doctor!' she laughed. Billie Idoya winced at the racist slur, and at the stifled...
InterracialChapter 5 Resigned to the fact that there was really nothing I could do about the situation, and due to the fact that I was hard and bursting at my cage, I showed up for my appointment the following Saturday at 9 sharp. After I entered, I hung His dry-cleaning up and set His clean and folded and ironed laundry bag down on the kitchen floor. I heard Him bellow from deeper in the house to assume the position so I removed my sissy clothing and slid under the worship chair awaiting His...
I caught my stepmom in the bathroom taking sexy selfies for my father. She seemed embarrassed, but that did not stop her from asking me to help her take some pics. I needed some cash for the movies so I agreed. Stepmom removed her top and was all nude except for her bright red panties. She had a pretty nice body for an older chick. She started to get way too comfortable and removed her panties. She noticed the bulge in my pants and crawled over to me. She wanted to suck my cock. I let her...
xmoviesforyouI was facing the big picture window that allowed us to look out but no one could see in. I saw Jake pull up get out of his car and come up to the door. As he came in he was greeted to the view of me sitting on the edge of the desk with my legs wide open and Red on his knees eating my pussy. He said, "Wow you guys are starting early." Lucky said, "Nope, Red lost a bet and he is paying up." Jake said, "If that is for the looser, what the hell did the winner get?" Lucky said, "Two...
The two men immediately froze when Steve pointed the handgun at them. Steve risked a few quick glances around to determine if the two had any companions somewhere close. He saw no one else. By this time the girls were awake. Roxie was struggling to pull her shirt on while Sam clung to her. Steve carefully stood as he studied the two men. They didn't look like cartel men. They were very poorly dressed and one was much older than the other. Both men were heavily armed, however, and Steve was...
What a day. What a day, what a day. I floated to school on cloud nine. Because I got to pitch today. And because of what had happened last night. I got in the car, started it, and turned on the radio. U2 was singing. "It's a beautiful day, don't let it get away." Damn straight. The sun was shining, I was in love, and I got to pitch today. In love. What a concept. Though I hadn't actually said it, and neither had he-just that "I'm falling" bit. Which isn't quite the same thing....
Looking for some cocks at Spicy Tranny? Are you tired of beating off to the same old scenes of huge cocks slamming into tight pussies again and again and again? Want to mix it up with a little something different? How about adding dicks to the hot chicks? If that sounds like it might do the trick, you might be interested in what they’re peddling over at Spicy Tranny.Look, if you’re having second thoughts about the whole shemale thing, you’ve got nothing to worry about. SpicyTranny’s collection...
Shemale Porn SitesHow to Build a Better Sissy Or My Evolution by: Missy Satinpanties I was a small, skinny child, with a rather normal family. My father worked for the electric company as an auditor, and my mother ran a yoga studio in the converted garage of our home. When I was young, this was where I played, watching women contort themselves into the various yoga poses. I was about 6 when I asked my mother...