Lust In A Chicago Office free porn video

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

Now, I’ve never really considered myself as very attractive, but I guess I do clean up pretty well. While by no means a stud, I think that I’m decent looking. But, did I consider myself attractive enough to get noticed by someone as sexy and beautiful as Leah? Not on your life. Still, that one day, while talking to me and another member of my staff, she mentioned that she thought men with thinning hair were very attractive. Yep, I was beginning to thin on top, and while it never really bothered me much, this statement seemed out of character for her, and unless I was mistaken, seemed directed at me.

As time went on she turned to me as a mentor. I always maintained complete professionalism and was pleased that she was trying to learn so much. We would sometimes spend one or two hours in my office talking about cases, and when finished we always chatted about non-business stuff.

It was common practice for managers to shut their office doors when meeting with people, so it was never considered odd that whenever Leah came in to see me that she closed the office door. The office that I had been given was a converted file room. The door automatically locked when closed, and could only be opened from the inside, or by a key from the outside. So basically we had complete privacy.

Some of our meetings and discussions would run well into the afternoon. A couple of times we’d look over at the clock on my desk and it would have been after 6:00 in the evening. One time we actually found ourselves being interrupted by the cleaning crew because it had gotten so late. And throughout all of this, I had been maintaining complete professionalism with her – only mentoring her on her work. However, I would always steal a glace down her blouse, or up her dress when she wasn’t looking. I couldn’t help myself.

Then one day it happened. I was holding a staff meeting. Leah was dressed in a very snug fitting dress suit, and the buttons on her blouse strained to contain her ample breasts. The conversation was at the opposite end of the table of where Leah and I were sitting, so when I thought no one was looking, I stared directly into the opening of her blouse. I could clearly see the lace of her bra and fabric around the cup. Her breasts looked spectacular and I couldn’t help myself. Well, Leah turned and saw me looking into blouse. I was busted. I looked away and pretended that nothing happened, but it was too late. Leah was looking down at her blouse and adjusted her blouse to try and close the gap between her buttons. I was shitting bricks.

The meeting ended and I tried to leave the conference room quickly to avoid further contact with Leah. As luck would have it, throughout the day it seemed that we would run into each other at every turn of the office, or at the copier, or whatever. As time went by our afternoon meetings became more frequent. Leah seemed to want to go over more and more files with me, and as the good manager that I was, I made as much time as she needed to answer her questions and to mentor her.

Then one night a couple of weeks later, we were meeting in my office, and the office was closed as usual. Leah was wearing another dress suit outfit with a white blouse. She wore black hose and black pumps with a skirt that was slit up the side up to about mid-thigh. Very sexy. We were seated next to each other at my table. I was having trouble focusing on what she was saying because of the unbelievable leg shot I was getting. Her legs were crossed and I could see well up her thigh, and I could swear that I would make out the top of a stocking right at where the slit of the skirt ended. She seemed to sense that I was steeling more glances, and shifted her position to uncross and cross her legs in the other direction. She was leaning forward a little more and I could see down her blouse to see her voluptuous breasts and ample cleavage. The position of her legs gave me an opportunity to look down her legs into her crotch. I couldn’t really see anything, but it was incredibly sexy to know that right down her skirt was something beautiful.

When we finished her case our conversation became personal. We talked about this and that – how she’s doing, was she enjoying Chicago, etc… I said that I enjoyed working with her and that wasn’t it weird that we always seemed to be there late. I was shocked at her response.

Looking down at the table, she asked me if I found her attractive. Swallowing hard, I asked why she had asked me that question. Leah then said, “Well, because you seem to stare at me a lot.” She continued… “You were looking at my boobs in staff, and I’ve seen you checking out my legs.” “And ever since I came into your office this afternoon you’ve been checking me out.”

I could feel my heart racing. Trying to think fast I said “Well, honestly Leah, yes I think you are very attractive.” “I am very sorry if I’ve made you upset or made you uncomfortable.” Leah uncrossed her legs and leaned towards me and said “To be honest with you, I’ve been attracted to you too.” Her smile and sexy eyes just about sent me over the edge. Then I noticed that her nipples had become hard under her bra and blouse. Noticing my stare again, Leah said, “See, there you go again”. Looking away I said I was very sorry, but said “Well Leah, I couldn’t help myself. You nipples are hard and they are asking to be stared at!” Laughing nervously, she rubbed her arms on her chest to try and cover her rock-hard nipples.

Leah looked over at me and told me that she didn’t think her breasts were very pretty. She said that she lost some weight recently and it seemed all the weight loss came from her breasts. She held them in her hands and said “I bet they are only a “B” cup now”.

The conversation had gotten really weird. I didn’t know what to think. I had fantasized about this sort of encounter many times – often with Leah, but now it was happening for real! So I said the only thing I could think of. “I think they are perfect.” Still holding her breasts in her hands, she asked “Do you really think so?” “Absolutely!” I replied. Then there was silence. We just looked at each other. It was very weird and awkward to say the least. I got up from the table and said something like “Well, its getting late”. Leah stood up to, and dropping her hands to her sides and asked “Would you like to see them?”

My penis twitched. Clearing my throat I said “Pardon me?” “Would you like to see my boobs?” she said more loudly. “I’d love to” is all I could say. Leah then told me to sit back down in the chair. She then walked around the table and stood directly in front of me. She then reached up and started to slowly unbutton her white blouse. As she slowly unbuttoned each button I could clearly see her nipples getting rock-hard under her outfit. She untucked her blouse and finished unbuttoning the blouse. She let it hang open for a moment. My penis had become rock hard and was clearly straining against my dress pants. From this view I could see her wonderful cleavage, sexy little underwire white bra and her flat stomach. I looked up at her face and Leah asked “Should I continue?” “Yes, yes, please continue!” I said.

Leah slid the blouse off each shoulder and let it fall to the floor behind her. A moan escaped my mouth. Smiling she unfastened her bra and held the front in place while she slipped off each shoulder strap. “Ready?” she asked. “Yes, please let’s see them” was my response. She dropped her hands and the bra fell to the floor. I was speechless. They were beautiful. Her nipples were rock hard and sexy as hell! Her breasts were definitely “C” cups for sure, and simply incredible. I shook my head hard because I thought I had to be dreaming. This made her laugh. “Would you like to touch them?” she asked. This time I didn’t speak. I simply placed my hands on her hips and pulled her toward me. I placed her left breast into my mouth and sucked her nipple gently. She shook and shivered and tilted her head back with a sigh. I did the same with her right breast. Her nipples seemed to get even harder and were shaking from her nervous shivering. I then cupped her breasts and rolled her nipples between my fingers and thumbs. As I did this I kissed the area in the center of her breasts. Following her cleavage I gently kissed her chest while rolling her nipples in my fingers. I reached the top of her chest and Leah, still holding her head back, said breathlessly “I’ve gotta sit down”.

I held her hips again and moved her back onto the table and sat her on the edge. Standing up in front of her, I continued to work her breasts with my hands and mouth. Her breathing became heavier and shorter.

Feeling bold, I stopped and said “As much as I love your breasts, I think your legs and ass are incredible too.” “May I touch them too?” “Oh God yes” was her response. I pulled her from the table and sat her down in her chair. I then got down onto my knees and lifted her right leg up by her foot. I held her foot with my right hand and began stroking her calf with my left. Her stocking made her leg feel incredibly smooth and sexy. I’m definitely a “leg man” and I was beginning to think I had died and gone to heaven. Leah had some of the best looking (and feeling) legs I had ever seen. My penis was so hard that it was very noticeable in my pants. Even though I wore pleated slacks, my penis was making my pants stick way out.

So there she was, leaning back into a chair, without any clothing on her upper body, and me holding her right leg up even with my waist. Leah looked absolutely incredible. She looked down at my pants and smiled coyly. When I saw her staring at my crotch, I slid my hand further up her leg under her skirt. My hand disappeared under the hem of the skirt and just as I had suspected, it reached the top of her stocking. Yep! This hot little minx wore a garter belt and stockings! Yeah baby, yeah!!! I almost came in my pants right then.

I set her right leg down and did the same thing with her left. This time when I reached up under her skirt I pushed the hem of her skirt up to reveal her thigh and the garter strap. I had to stop for a moment because I was feeling light headed and thought if I didn’t slow down I would probably cum. Leah’s eyes were now closed and she was simply enjoying the attention I was giving her. Regaining my composure, I knelt down to her thighs and started to give her soft sensuous kisses across her thighs. As I did this I was pushing her skirt up her thighs to reveal more and more of her sexy body. When I reached her waist I slid the palms of my hands down the sides of her hips and thighs, and on down to her stocking covered legs. Still giving her little pecks and kisses on her thighs, I reached back up and found the elastic band of her panties and pulled them down. As I did this Leah lifted her ass off the chair to make it easier for me to tug down her panties. When she sat back down she held her legs together while I slid the panties down and off her legs.

My mind was racing even more. Leah, the young lady whom I had fantasized about for months was now sitting before me, naked on top, and pantyless on the bottom, and I was touching her. I knew what I had to do next. I lifted her right leg up and onto the table and I moved her left leg out towards my desk. From there I saw the most beautifully trimmed pussy I had ever seen. Her lips were full and glistening with moisture. In fact, I could see a small wet spot form on the chair’s fabric from Leah’s love juice. So I again kissed her thighs and moved ever closer to her honey pot. Leah’s breathing was becoming more labored and she was straining in the chair, gyrating her hips. When I got to her pussy I savored her musky sex. Fabulous! I blew very softly onto her clit and Leah slid down the chair and raised both legs in the air. Holding her legs up with her arms under her knees, I had the sexiest view of Leah’s beautiful pussy and rose bud asshole. I was in absolute heaven! I dove in and began to lick her pussy. I stretched my tongue and ran it from inside her pussy up and over her clit. After only three licks from top to bottom she let out a breath of air, inhaled deeply and held her breath. I kept licking and was rewarded with a gush of pussy juice into my waiting mouth. Leah grabbed the back of my head with her right hand and came hard. I continued to gently lick her sex while she convulsed in post-orgasmic pleasure.

I couldn’t get enough of her pussy and while her orgasm subsided I resumed my kissing. In her position I was able to kiss the backs of her thighs and her beautiful ass. I found myself wanting to lick her asshole, but wondered whether she’d be repulsed by this. I kept kissing her thighs, ass and pussy area, while gently working her overflowing pussy juice all around her pussy and ass. Feeling brave, I rubbed her asshole with her juice and waited for a response. I got one alright! Her hips began to move again and she sighed. So I kept kissing her in smaller and smaller circles around her pussy and ass until I was right on top of her ass hole. So I went for it. Leah inhaled deeply when I touched her asshole with my lips. Her pussy was simply overflowing with juice and was running down the crack of her ass and onto and around her asshole. I decided to insert my tongue into ass and when I did she let out a small scream and said “God, that feels incredible!” “Please stick your tongue deep into my ass!”

I was able to maneuver my right hand to get my middle finger into her pussy and I began to work on her g-spot. Leah’s breathing had again become very labored and her hips were thrusting into my face and hand. With my tongue in her ass, my right hand in her pussy applying pressure to her g-spot, I took my left hand up around her thigh and over her pelvic area and began to work her clit. In a matter of seconds I had Leah coming again. She came hard and furious. I was amazed at how hard she came. It was such a turn on. Her pussy juice was all over the place including the chair. Her sweet juices had soaked my goatee and were running down my neck.

I let her wind down and catch her breath. Her spasms and twitches lasted for several minutes. I was simply in another world as I looked at this beautiful woman, practically naked in my office, in my fantasy attire – stockings, garter belt and black pumps. A skirt wadded up around her waste was a nice touch as well.

Once somewhat rested Leah pulled me up and as I slid up her body to see what she wanted, she met me half way with a sweet French kiss. She had the softest, sweetest kiss that I’ve ever experienced. She sensuously kissed me and sucked her own cum off my lips and chin. She then wrapped her arms around me and hugged me tight. Licking my neck clean, she reached between us and began to tug at my belt and trousers. Once she had freed my penis she stroked it softly feeling its hardness. I leaned back straight as she guided my hard penis into her sopping wet pussy.

Now I’m not hung like a horse or anything, but she seemed to like what she saw and felt. She began to grind her pussy against my pelvis driving my penis further into her sopping wet pussy. The feeling was incredible. I had to concentrate hard to keep from cumming, as I wanted to enjoy this as long as possible. However, Leah had other plans as she began to pick up the pace. Suddenly she told me that she didn’t have any birth control. I eased my thrusting and told her that I’d pull out. But she had a better idea. My little Leah was a real vixen all right. She said “I need to feel you in my ass.” “Besides, you can cum in my ass without worry.” I loved her way of thinking!

I pulled my wet penis from her pussy and she pulled her legs up and wrapped her arms around her the backs of her knees to totally expose her ass to me. Her ample supply of pussy juice provided the necessary lubrication. I knelt down and placed the tip of my penis against her asshole and gently pushed into her ass. Taking my time, and giving her a chance to relax and get used to my penis, I slowly worked my penis in and out in short thrusts. She began to push back as I carefully thrust forward. A few more movements, and I was all the way in. I had never been able to convince my wife to give me her backdoor, and here was this beautiful sex kitten meeting me thrust for thrust. The feeling was incredible. I cannot begin to put into words how it felt. It was so sexy, so dirty, so beautiful, and damn it felt great! After a couple of minutes I was beginning to feel that familiar feeling of my impending orgasm. Leah sensed it, and began to increase her thrusting. Then I felt her move her hand between us and she began fingering her clit. I was getting closer, but I wanted her to cum again, this time with me in her ass. I didn’t have to wait very long.

Leah all of a sudden stiffened slightly and her hand became a blur on her clit, and all at once she yelled “I’m cumming, I’m cumming!!!” “Cum with me now! Cum on my face!” This sent me over the edge and I began my own orgasm. I quickly pulled out and stood up next to her face. Leah turned her head and opened her mouth for me. She was still moaning from her own orgasm when the first stream of my cum hit her tongue and upper lip. I kept jacking off towards her face as the second and third jets of cum hit her nose and forehead. She then grabbed my penis and kept jacking me off on her face. After I had deposited my sperm on her face she began to lick me clean. I was in heaven, for sure! She continued to make love to my penis getting every once of sperm out of it. What was deposited I her mouth she swallowed, and the rest she played with using my still-hard penis. It was awesome!

After I had come down from my unbelieveably strong orgasm, Leah gave my penis one final kiss and sat up. I gave her my box of tissues from my desk and we cleaned ourselves up. Totally spent we agreed to call it a night.

After a soft kiss goodnight, Leah left my office. Soon after I packed up for the evening and headed home. My mind was filled with thoughts of what had occurred. It made for a long train ride home.

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As the sun was coming over Lake Michigan, I glanced over at this handsome man lying next to me in my bed. I had not slept a wink at all during the night. I had come to bed about 10:30 and had tossed & turned all night long. I wanted to sleep so badly but it looked like it wasn’t going to happen, not tonight anyway. Well I could hear him breathing in a deep rhythmic tone. You may be asking yourself, why is she talking like he is somebody new? Well, maybe that is because he is. Well, new to me...

2 years ago
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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...

3 years ago
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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
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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
1 year ago
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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
4 years ago
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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
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Pussy play on the Chicago L train

It was late and I was exhausted and could wait to get home to sleep. So I waited for the train to come, which seemed forever. There was no one in sight, which is strange for Chicago. I was almost sleep when the train finally came. It was a full eight cars and I sat anywhere. The train was pleasant and comfortable. I had far to go, so I relaxed. On the next stop, there entering the train was a woman. A sweet and beautiful very, very dark skin Black girl. She was wearing blue shorts that went up...

3 years ago
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Chicago getaway

What a week! I had spent the whole week pampering myself, going to the spa, shopping for new clothes and getting ready for a weekend getaway to Chicago. My husband had been gone all week on business and we were going to meet for our first weekend away as empty nesters. I had spent the last 18 years living the soccer mom life, so I was particularly excited to resume living for me. Our daughter had started college this fall, so we planned on completely enjoying this new phase of our lives. I was...

2 years ago
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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
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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...

3 years ago
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Pakistani Couple In Chicago Part 1 The Swing Club

I was rather lucky to get admission at Chicago University for Ph.D. studies. I was relatively young 35 years and was not expecting to go to the USA for 4 to 5 years and do my Ph.D. My name is Sameer. I am a Pakistani married to my girlfriend and class fellow in Masters program Saima. Saima belonged to a middle-class family and as you would know that in Pakistan having a love marriage is a sin. Therefore we faced problems from both the families. One of the reasons for me to apply for Ph.D. was...

4 years ago
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Chicago

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

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

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

3 years ago
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Hot Pankhuri In Chicago USA

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

3 years ago
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Wife Fucked in a Chicago Jazz Club

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

1 year ago
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Jill Gets Fucked In Her Chicago Motel Room

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

3 years ago
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Welcome to Chicago

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

1 year ago
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A WellLived Life Book 10 The WifeChapter 5 Chicago

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

2 years ago
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Scenes From an AffairScene 11 2009 New YorkChicago

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

2 years ago
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Chicago Part 1 when I lived there

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

3 years ago
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Chicago 2035

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

2 years ago
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Chucks Chicago Assignment

In the second month an email reached his box announcing a safety week that included luncheons every day for the staff, a chili cook-off and a big cook-out to end the week. He was personally invited to participate by the plant manager and his direct report, Brenda Collins, the value stream manager he worked for. The first couple of days of the week, Chuck was actually too busy to participate so he sent an email each day asking forgiveness for not attending. The second day, Brenda came to the...

1 year ago
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Kyle in Chicago

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

1 year ago
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Andees Sexual Adventures Continue in Chicago

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

1 year ago
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  • 11
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Meeting in Chicago

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

2 years ago
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Chicago Love

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

3 years ago
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  • 19
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Chicago Adult Theater

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

3 years ago
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  • 22
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Rendezvous in Chicago

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

Cheating
3 years ago
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  • 14
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Andees Sexual Adventures Continue in Chicago

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

Wife Lovers
4 years ago
  • 0
  • 11
  • 0

Exxxatcy Conventio 2010 ChicagoIliinois July 18th

I attended the Exxatcy Convention just outside of Chicago,Illinois yesterday. It was a Great Convention. Sea J Raw a new Porn-Star just about a year in the Buisness was absolutely incredible. She took's pictures with her fans topless and on a Bed Can't wait to get my Photo's back from developing. During the time of taking pictures and signing Authographs she was Sucking A Huge Dick(Lolipop) actually it was HoTTTT!!!!!! And she also let me spank her ass & fondle her boobs a Bit!!!! I meet...

2 years ago
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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
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  • 5
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Meeting in Chicago

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

Straight Sex
2 years ago
  • 0
  • 11
  • 0

Chicago Scheherazade

                                                                                                CHICAGO SCHEHERAZADE                          Prologue     "I gotta tell you something," Charlie said.      "What's that?" Nina pulled on her blouse. Charlie was still naked on the bed, sweating a little from his recent exertions, his rounded paunch rising and falling. He was forty-nine; his hair was graying, his face jowly, but his small dark eyes were sharp and piercing. Nina was twenty-two. She...

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