Trade Show free porn video

Trade Show By: Nancy Gamms This trade show was planned just like all the others. The show materials were shipped ahead to the warehouse; I would fly in the day or two before and get the booth set up. Everyone else would show up the day before or the morning of the show starting. This particular show was being held at Rosemont in Chicago, IL in mid-November and scheduled to run from Sunday through Wednesday. Sunday starts at 1 instead of early in the morning allowing many to arrive that morning. I flew into O'Hare on Friday afternoon and took a shuttle to the hotel to drop my bags and in time to head to the venue, register, and get the booth mostly set up or at least make sure everything was there. If something was missing we had some time to react instead of being stuck. A few days before and all you see is a show skeleton with most materials still in cases. Our booth was in a back not quite corner are, generally a terrible location for foot traffic whose only advantage was having restrooms and restaurants close by. To make matters worse for this show, an early snow storm was working its way from the west coast to Chicago. It was expected to hit early Saturday morning and last through early Sunday. Everyone knew it would screw up the show a bit but the question was just how bad. Since I was arriving early it was not an issue, the question was my co-workers and most importantly, the customers getting there. After being satisfied with all of the booth materials being there and having a full day ahead to finish setting up on Sunday, I went across the street to the hotel for the evening. As a frequent traveler I do my best to get a decent room, particularly when staying for an entire week. For this trip I got the "mini-suite" which contains the usual bed, desk, and dresser but also a fridge, and seating area with a couch and table. This particular room was on a high floor and had a decent view towards Chicago so that I could see the skyline outlined in the grey sky. No other buildings faced mine directly so I felt fine opening the curtains completely in order to let in some natural light but had no worries that anyone could see me clearly even if against the window as the street was 14 floors below. I followed my typical routine, get into the room, and start to unpack my suitcase. I first open my suitcase and pull out a pair of pantyhose or tights that will be right on top, I remove my pants and socks, and pull the pantyhose on over the panties I've been wearing all day. I'll pull out my black three inch heels and put those on, all the while keeping on my button down shirt. I walk about the room a little bit, noticing where the mirrors and other reflective surfaces are located. Now I'm really ready to unpack the rest of my suitcase. I take my toiletries into the bathroom and arrange them accordingly. This consisted of just my male toiletries and no makeup which I occasionally travel with. While arranging things, I frequently notice how my legs look in the mirror while my shirt hands just enough to cover my panties. After all, I want to look sexy, not slutty. I will however find reason to reach up and bend over slightly to see glimpses of my shirt ride up a wee bit higher exposing my upper thighs and an occasion sexy glimpse of my panties. Next, I'll pull out my dress pants and shirts. The pants will go on hangers while the shirts will need to be ironed. My dress, a black sleeveless slip on that packs very easily, and comes to just above the knee, is hung up in the closet. I hang my blue skirt from the hanger with clips and my pink silk blouse on the hanger next to it. Finally my panties, pantyhose, and nighty are put in a drawer. My empty luggage is placed on the luggage rack and my male dress shoes for the booth are put under the luggage rack. I'll then procede to iron my shirts, typically within close proximity of a mirror. Again, I find myself moving, bending, and twirling a bit while watching my reflection. As everything is hung my closet looks as if two people are staying in the room. My dress, skirt, and blouse hanging next to my male business clothes and the heels, once off, will be on the floor of the closet next to my dress shoes and running shoes. At this point I am more or less moved in and need to get something to eat for dinner. In general I eat very close or in the hotel or hotel bar in order to have a few beers and just work on my laptop or read. I prefer to stay close to the room and the already getting colder weather simply reinforced that choice. I pull my jeans back on overtop of my panties and pantyhose and put on my socks and running shoes. Occasionally if wearing tights, I will not wear socks knowing that the tights look like socks if seen by others. Pantyhose are not thick enough and can stand out visually so I opt for socks unfortunately. It would probably not be noticed but none the less I will know many people at this show and don?t need any unwarranted attention. I love the feel of my shoes in tights and the tights on my legs when I don?t need the socks. In fact I?ve always loved wearing panties and stockings for as long as I can remember even as a boy. I guess some things never change. I have completely cross dressed in the past and on occasion still do but only when in an area where I can do so discretely, a trade show is not that place. When dressed I tend to get drive through food, gas, and other things that allowed me to be seen without fully interacting with people in an extended time frame. I can pass but appear to be a typical 40ish business woman when I do so. I am not too sexy to attract attention but nicely dressed and know that any other leg or stocking fetish individuals will take notice. I am especially pleased when I notice them noticing me. I?ve gotten rather good at noting people?s actions as reflected in windows or mirrors. As I walk by and they take a second look at my legs and ass I feel a slight girlish grin cross my face. I?ve not gone to tg places and am very much hetero but there is just something about women?s clothes that attract me. This trip as most is not like that and I?m happy to wear what I can when I can and remain in the proverbial closets that are hotel rooms. At dinner the weather channel was dominating the tvs in the restaurant telling us to expect about 4 inches of snow and sleet. Not an incredible amount but at this time of year but highly unusual. The first snow tends not to stick to roads but this would be different due to the sleet and plunging temperatures creating icy conditions. It had gotten quite a bit colder throughout the day and was very grey. The hotel bar was busy but not full as most people would arrive on Saturday that would be there for the entire show. After grabbing dinner and three beers at the hotel bar I closed up my laptop and headed back to my room. Once in the room my routine once again took over. I put on my pink satin top, black sleeveless dress, and heels and re-checked email and surfed for a bit. The dress rides slightly above my knees but of course slides higher as I walk about, bend, reach up, and especially when I sit at the desk with my legs crossed. I love nothing more than to be at the desk in the chair with my legs crossed, skirt sliding up my thighs and heeled foot dangling. This particular room had a mirror view of me at the desk which is especially satisfying. After a bit I changed into my nighty and went to bed catching up on some reading. I would occasionally wake up and remember that I was sleeping in my nighty, panties, and pantyhose as I would rub my legs together teasingly. The next day I only had to complete the booth which would take two to three hours at best by myself. Because of this I got up casually, went to the fitness center for a bit, grabbed and bite and headed to the show floor. I opted for panties without pantyhose as I knew I would be working a good bit and they might get a little warm under my jeans. By now it was 10:50 am as I walked across the street and the snow had started to fall. The airlines were already having problems getting flights in from parts of the west where the snow had already hit such as Denver and Salt Lake City a few days before and of course Chicago would gum up the works most of all as it got worse. Once in the venue I had a few other things to do like get the card reader but I managed to get the booth set up, get everything I needed from the venue including changing some tables in just about 3 hours. Everything that was included was easy for a single person to accomplish and I now had the rest of the afternoon and evening available freely. I was looking forward to getting dressed and getting some work done while watching football and having beer or maybe some wine. I was completely inside and had no windows to see the weather but had received a few texts and heard others talking. Things were happening as planned and flights were being delayed if not cancelled. My one co-working arriving Saturday was not going to make it and those for Sunday were not looking good. This was going to be a long and potentially boring week if attendees could not arrive either. During the last half hour of my booth assembly work a woman arrived at the booth next to ours and started to wrestle with the materials that were there. The booth was a bit larger and the materials much more substantial. She looked to be mid 40s and in decent shape. She was casually dressed in jeans and a turtleneck with casual sketcher style shoes. Her hair was dark and pulled into a ponytail. She was attractive in her subtle natural beauty. Not going to be mistaken for Michelle Pfiefer but easy to spend the day looking at if you worked with her or had to work next to her for a few days. I could only hope her show attire would be something I would find appealing. We exchanged pleasantries and of course discussed the weather. She was relatively local with a few hour drive and left early in the morning to beat the snow but had already heard that her two coworkers were not going to make their flights or get in on time and perhaps not at all either. My booth was easy to assemble with one person, the booth she had is easy with two or more people but is very difficult for one person so I offered to help. At first she declined politely but I insisted stating the obvious; I was done and just going to the hotel across the street since there was nothing else to do in this weather. She agreed and we got to work. It took about 1.5 to get the bulk of the booth together. Her name was Linda and she worked many trade shows. She was a whiz at getting the thing together and simply followed her directions. Once the structure was up she thanked me again and told me I could leave. There were still many boxes of product and literature but the two person job was complete. I insisted I help empty boxes and things then I would leave her to arrange things. This only took maybe another half hour and was not a big deal. I then said I would see her tomorrow assuming there was going to be a show and headed back to the hotel. The snow bordered on sleet and was coming down pretty heavy. Even Chicago could not keep up and there was very little activity or cars to be seen. The streets were rutted snow covered slop. If people had not arrived for the show yet they were not getting in today. I was obviously not leaving the hotel, not that I was going to go anywhere anyway. My plans had been running through my mind all day. I quickly changed into my running clothes and went down to the fitness center. This would probably be the only time all week I was not wearing any form of woman?s lingerie or clothing. After running a few miles I went back to my room. Before showering I needed to cool down which gave me about 10 minutes to go through my next ritual, laying out what I was going to wear when I got out of the shower. I selected my pink microfiber pantys, black tights, a black nylon nighty that I frequently wear under clothes and to sleep in, my blue skirt, bright pink silk top, and finally my heels. All of this was arranged on the bed in a casual yet organized way. Just seeing them there helps make me feel more feminine and anticipate getting dressed. While showering I rinsed out the panties and pantyhose I had worn that previous day and night. They would hang from the shower rod to dry for the evening and night. Again, something indicating the room was occupied by a lovely woman. Once out I knew I had about 2-4 hours to get dinner and so proceeded to get dressed. I slid my panties on followed by my black tights, nighty, and heels. I would enjoy being dressed this way for a few minutes. I proceeded to walk around the suite a bit, stand at the window and look at what was left of the view. The snow was coming down just as hard as before and the skyline was nowhere to be seen. What I did see was a few of people coming across the street towards the hotel from the exhibit hall. Linda was among them. I reflectively stepped back slightly from the window but knowing realistically, no one could see in with any clarity at my floor level. I walked around a bit more, the kitchenette area had time floors so my heels would click nicely as I walked and turned fashionably. I went back to the bedroom and finished putting on my blouse and skirt admiring myself in the window. Having a big room has its advantages. I mostly sat on the couch with the laptop trying to get through some work with the TV on in the background. I would of course move about a bit now and again, look out the window as the sun, not that you could see it was starting to set causing the gloominess to increase. I sat with my legs outstretched, I sat with my legs on the coffee table, feet crossed, and I sat with feet propped up on the edge with knees bent at an angle. If someone were on the other side of the table they would have had a stunning view of the legs and maybe a glipse of panty from the right angle. Turning off the TV allowed me to use the reflection off of the TV to get an idea of what that looked like. I moved around a bit, changing my leg position being a complete self- voyeur. I was quite happy with what I saw and even rubbed my hand along my legs a bit and slightly up my skirt on the underside of my thigh. This caused a little stir in me but I decided I should continue working and surfing up until dinner. I started to get hungry and decided to head to the restaurant bar. I took of my skirt and blouse laying them on the bed but opted to leave on the tights and nighty. I changed into my jeans, t-shirt, button down and sweater. No one would ever be able to see the chemise straps through those layers and the tights resembled socks between my jeans and shoes if anyone were to notice. How often do you look at peoples socks? I grabbed a few trade magazines I needed to skim through and headed to the bar. It was actually very crowded since no one that was there was leaving the hotel. I guess more people had arrived by car while I was it the exhibition hall. There were no tables and standing room only at the bar. I figured I would just get room service which would also be good since I could get dressed again. Just as I was turning to leave I heard my name being called. Linda had a table for two by herself and she asked me to join her. She then offered to buy me dinner for all my help earlier. I said sure and took a seat. We both had learned during the day that no one else form our companies was going to make it until tomorrow evening at best and maybe even a few days for some which meant they would not come at all. We would both be in our booths alone so we would need to cover for each other for breaks throughout the day. It should be easy and not very crowded at all so it would just be a long day. Dinner was good and I enjoyed her company. I would forget that I had my lingerie on under my clothes and was pleasantly reminded occasionally when I would move. We are both people watchers and a bar at a trade show offers lots to see and discuss. It turns out she is divorced with a daughter in college. After dinner and two beers she picked up the tab and we headed for the elevator. It turns out she is on the same floor but at the opposite ends. Once in my room I put my nighty back on and relaxed for about an hour before washing off and going to bed. I looked out the window a few times, the snow had stopped falling but there was very little movement. I got up and got dressed for the show opting for my blue panties with the pink bow on the front under my dress pants and shirt. I pulled out the skirt and blouse I was going to wear that night and hung it in the bedroom, placing the heels on the floor next to the bed. The roads had been cleared slightly but what traffic there was, was moving slowly. I grabbed a coffee in the lobby and headed across the street to the expo center. I got there a few minutes early and put away my coat and bag but pulled out my computer. If it was slow I could at least get some work done. Linda walked up a few minutes later. She was wearing a fall color inspired form fitting striped sweater, knee length black skirt and 4? heeled black boots with black pantyhose. She had looked nice and casual on Sunday. Today she looked very businesslike yet attractive. We exchanged hellos and I thanked her again for dinner. I found myself quickly wanting to get into her skirt. And sweater, and lingerie, and especially the boots although I could tell hers would never fit me. I wondered what kind of panties she was wearing knowing what I would wear with that outfit. Within a few minutes a group of people for the booth at a diagonal across from mine on the opposite side of Linda?s booth arrived and took up their positions. This was a bigger booth and there were two guys in there 30s in business attire and two college aged booth bimbos in short skirts, pantyhose, and high heels. I didn?t see myself in their clothes as they were a bit trampish but I certainly enjoyed looking at them. This might be a wonderful next few days. It would be a slow show, I could get some work done, eye candy across the aisle, conversation with an attractive MILF (for lack of a better term), a nice hotel suite, with my feminine clothes, and no pressure for those interminable work dinners that take up my evenings during trade shows. Throughout the morning Linda and I found ourselves with our chairs in our booths near our divider. The chairs were actually the bar stool high type of seats. When Linda would sit fully, her skirt would slide up her thighs just a bit that made it hard not to stare. Seeing her get up and down was also enjoyable as the back of the skirt had a small slit that would offer further glimpses of her nylon encased legs. The best was when she would perch on the edge with one foot on the foot rest and one foot on the floor as the bent leg would cause the skirt to slide up on the extended leg slightly higher than when sitting. I could clearly see younger and more exposed legs just across the aisle maybe 30? away but Linda?s was the slightly sexy business woman look that I loved. We chatted throughout the morning taking turns for breaks for coffee, snacks, and the rest rooms. Most of the chat involved discussions of the people walking by. What was their company, why were they here, and at what point would they ignore us because they saw two pair of sexy legs just a short distance away. That is if they even saw our booth because they saw the legs before they even got to our booths. I mentioned casually that I don?t know how she and the bimbos can wear such high heels all day long at a show. My feet and legs start to ache wearing relatively comfortable shoes. She stated that her boots were actually quite comfortable but it was her pantyhose that drive her nuts throughout the day. Like every other guy like me in that conversation I wondered what brand they were because I would love to wear pantyhose all day. I opted against it today for some of the reasons listed earlier. There was just too much risk and the potential warmth under my pants and socks. Since it was a relatively slow show day with many other vendors walking around you could see people coming for quite a distance and their reactions upon seeing the bimbos. The reactions were sometime prototypical with the maintenance worker zeroing in on the legs right away while the executives were more discrete. There were some real exceptions. We usually agreed but would sometimes disagree and we began taking bets on reactions. Winner would get to go get us coffee or a lunch and the loser was stuck with the booths. After one trip to the restroom later in the afternoon Linda was squirming a good bit every few minutes trying to adjust her pantyhose. I made some smart alleck comments about her being a whiner and that the bimbos were not complaining the least bit. As a group of guys were working their way up the aisle we started eying them up for reactions and disagreed on a few of them. Linda quickly said that if she won I had to wear pantyhose the following day in the booth. They would be under all of my clothes of course. She quickly started calling me a chicken so I agreed actually hoping I would lose, which I did. I weakly tried to back out and asked where I was going to get pantyhose and she pulled a spare pair out of her purse. I mumbled something about wearing my boxers not fitting well under them which she jumped on asking ?So you need a pair of panties too? We can bet that on the next one.? I may have blushed slightly thinking that if I kept losing I could end up in her entire outfit. I reluctantly grabbed the pantyhose and put them into my computer bag saying we would see. We had learned through the day that no coworkers were getting in until the next day which means they would only be there for one day which will be a waste unless the visitors really picks up as well. There was really no reason not to wear pantyhose and I tried to hide my excitement. The show ended shortly thereafter without any more opportunity to bet. She had caught me off guard & I didn?t even have an idea of what I could have bet her that might equally unusual. As we left we agreed to meet for dinner in an hour. In that hour we both had changed more or less into what we had on the night before with minor changes. I also pulled out the pantyhose package and opened it. I laid the pantyhose on the dresser as if they truly belong there. I thought of wearing them to dinner but thought that was a bit overdoing it considering I had the entire next day. We recognized a few people in the bar and remembered their reactions. Before leaving she again insisted I must wear the pantyhose tomorrow. I called her a whiner but she won the bet so I would oblige. There was also to be no complaining by me. We had separate bills and I took a few beers back to the room. Prior to getting up from the table she slyly handed me a pair of panties that she said I might want to wear under the pantyhose. I stammered but she quickly added that they were brand new and she had never worn them, something that might have actually disappointed me. Back at the room I again got dressed up and of course tried on the panties, black nylon hip hugger with slight lace trim, and the black pantyhose with my dress. I was enthralled with the idea of knowingly being in someone else?s lingerie. I mostly passed the evening online and catching up on listening to podcasts and of course looking into the mirror. I wonder if she had any idea that I was enjoying this week much more than any normal trade show where I would be obligated to spend each night with co-workers and not get to just relax as much as I was this time. I changed from her panties and pantyhose into my own and put on my nighty for bed. I laid out my clothes for the next day in the bathroom. Of course the panties and pantyhose were prominently placed on top of the t-shirt and socks while the shirt and pants were on the hanger behind the door. I slept relatively well but did wake up a few times and was really looking forward to the day. While it was not a first for me to conduct business in lingerie, it was an absolute first for someone else to know about it. The next morning I was up early and realized I could not go back to sleep. I got up and put on my heels and washed up, shaved, and brushed my teeth before spending nearly an hour enjoying coffee with the curtains open just lounging in my nighty. I thoroughly enjoyed strutting around my nightly, panties, pantyhose, and heels. As it got closer to the show I went into the bathroom to shower. I left my nighty in the bedroom and got into the shower in my panties and pantyhose to wash them out. There is just something really sexy about being in wet lingerie for a little while. This got me quite aroused and after taking care of things I rinsed them out and put them on the sink. When I got out and dried I hung them behind the bathroom door on two hooks to dry. I got out of the shower and put on the panties and the pantyhose and of course socks. I put on my tshirt and dress shirt but still had a another 15 minutes to go so I kept off my pants and socks and put on my heels and finished enjoying the morning as the sun rose on the downtown skyline. A day had passed since the storm passed through and things were starting to move more normally but not quite of course. As it approached time for the show to start I reluctantly packed up my laptop, put on my pants, socks, and shoes; grabbed my bag, and headed out the door. As I left the room I saw Linda coming towards the elevator. She was wearing a slightly loose fitting grey sweater skirt that came to just above the knee, black tights, and black heels. She said good morning and asked me to raise my pant leg for proof. I obliged willingly having to pull the leg up quite far due to sock length. We heard a nearby door start to open and I quickly dropped the pants leg as Linda let out a giggle and poked me in the ribs with her elbow. She said ?This might be a fun day after all? as we got on the elevator with the older gentleman who had just joined/interrupted us. We took up our stuff to our booths and turned on the lights and I went and got coffee for both of us. The booth babes arrived in different yet similar short skirts and tight sweater tops. I told Linda that head to head our legs would put theirs to shame but she wasn?t so sure. I was very conscious of how far up my pants leg will slide up when I sat on the high chair. There was no risk of nylon encased leg being seen but I was very aware of keeping my socks pulled up. As the day started off Linda would occasionally remark about having to pull her pantyhose up asking if mine were getting annoying yet. I would occasionally, when no one else was really around, grab my pants leg at mid-thigh to pull them up higher. Linda would shake her head and smirk knowingly. I would remark that her heels must be killing her feet. I admitted they make her legs look great but could not be comfortable. She would deny it but remove them when she could. We made our typical bets for breaks, coffee, and lunch. The traffic had increased somewhat but it was maybe half of what it would normally be, which was good since we were in our booths alone. We covered for each other pretty well, keeping people around for an extra minute and giving brief explanations of the others products. It was now mid-afternoon and my being ?full of sheer energy? jokes had worn thin. Her feet were starting to bother her more but she had not brought a separate pair of shoes. The bets escalated a bit until she bet that tomorrow I would have to wear the high heels. This of course would not happen and I said so and we laughed it off as I commented that her heels would never fit me which was obviously true. This quickly changed to I had to give her a foot and calf massage that evening. I agreed with the same bet back at her. However, we both could not win, only one would get the foot massage. This bet pushed for a while but eventually she was the winner. I could think of worse things to lose. I began thinking of how nice that may be. With a later bet I added the caveat that she had to keep on her pantyhose for the massage knowing her disdain for them and really how much I wanted to rub her nylon covered legs and feet more so than bare legs and feet. It is amazing how much nylons will make legs look and feel better. Winning that bet made me really look forward to that evening. I lost a subsequent bet and was going to have to keep on the panties and pantyhose I was wearing for the massage and evening as well. The socks would need to come off and if I wasn?t careful I would need to wear shorts. I am not sure if I was able to hide my delight at this turn of events. As the day got long she began mentioning how much she was looking forward to the massage which she would try to make longer and longer with every mention. The official bet was 15 minutes and it was agreed that we would go back to our rooms and meet in about a half hour just prior to dinner in my room. My room was chosen due to being a suite with a full couch and sitting area which made me nervous but I had no arguments about why she could not come to my room. Having the half hour would give me time to put away my things very well so that nothing else was discovered by Linda. I would put everything into my closed suitcase just to be on the safe side. On the way back to the hotel Linda got a phone call from work and was busy trying to sort out a problem. She finished the conversation saying she would look into tonight and have an answer first thing in the morning. She hung up mumbling, ?Morons don?t know how to use the computer system they use all day every day.? I told her that if it was serious we could skip her massage and I would be ok with that to which she replied ?Not a chance sunshine. It won?t take me more than an hour or two to sort through it but it is annoying. Just another joy of work.? As we got off the elevator we separated to go to our rooms and she abruptly turned back toward my room as I opened the door and walked in. She came through the door saying, ?Let?s just get this over with since my evening is screwed up a now. Take off those shoes and socks pantyhose man.? She smirk with the last part and put her bag on the floor walking towards the couch. I was dumbfounded and put my bag down. I went to the bedroom to make sure nothing was sitting out which it fortunately wasn?t. I started to remove my shoes and socks when I heard the bathroom door close. That is when I remembered the panties and pantyhose hanging behind the door. My heart sank, I felt my face turn flush. I heard the toilet flush and the sink run briefly before the door opened. There was Linda holding my pantyhose and panties in her hand. ?Unless you?ve been making bets with the tramps in the other booth I think this means you owe me a pair of panties and pantyhose mister. I think you should wear a pair of shorts for my massage. Unless of course you have a skirt or dress you would rather wear. Got anything else in the closet with you?? She started walking towards the bedroom as I stammered something about being able to explain and please don?t go in there. She continues and opened the closet door to see everything. She began to take out the skirt and top and heels. ?I would like you to wear this for my massage. Wouldn?t you like that?? I told her the clothes were mine but I never dressed in front of others. ?Now is your time sweety. I don?t care, I think it will be kind of cute. At least now I don?t have to worry about you trying to take advantage of the situation, unless of course you steal my clothes.? I was still speechless. ?Put these clothes on, I will be on the couch waiting for you.? I closed the door and did what I was told. I could hear her outside. ?Don?t worry, your secret is safe with me, after all, who would I tell?? When I emerged I looked like a guy in drag. There was no make-up or wig. I walked slowly towards the couch and asked if she was happy. She smiled brightly. ?Turn around, walk to the fridge and back. Come on, do a little runway thing.? I walked back and forth and stopped at the window looking out. ?You walk very well in those. You know you could wear my heels if they fit.? ?It?s the boots I like,? was my reply. ?What did I say about stealing my things?? she said as she walked over and put a hand on my shoulder looking out the window. ?It?s ok, relax. I?m totally ok with you like this. In fact I may even be more at ease. Now how about my massage?? She sat lengthwise on the couch with her legs bent waiting for me to sit down. I had a great view of her legs, one of the views I always aspire to see from myself where part of the underside of the thigh is showing. As I sat my skirt rode up slightly and I adjusted it. She outstretched her legs across my lap wiggling her feet telling me to get to work, her skirt settling about 2 inches above the top of the knee. I pushed her leg and foot that was furthest away from my body out towards my knee. This slid her thighs slightly apart, just enough to see a few more inches of her inner thigh and her foot now rested just where my skirt ended with part of her hosed foot resting on my pantyhose covered leg. I started to massage the foot closest to my waist. Using both hands I worked on her toes, the sole of her foot, and began to rotate the ankle. She rubbed her foot on my leg slightly as she said how good the massage felt. I was in heaven and slightly aroused, hoping the pantyhose would keep things from being obvious. ?How long have you been doing this?? she asked. ?As long as I can remember, borrowing my mother?s things, playing dress up while she was at work.? ?Do you do this on every trip?? I began rubbing a bit higher on her calf. ?Practically but this one worked out well with no one else coming and me having this bigger room. I would have stayed in it more and just brought food back to my room if you weren?t at dinner every time I went to the restaurant. I didn?t want to be rude.? ?You really are sweet.? ?Time for the other foot,? I said as I slid her foot closer into my lap and began massaging the outer foot. Her inner leg arched slightly with the knee towards the back of the couch opening up the view of her inner thighs slightly more. After a few seconds of rubbing her foot she said, ?I?m just going to enjoy this all I can.? She slid her butt towards me slightly just a few inches, put the pillow further behind her neck, and leaned her head back closing her eyes with a slight smile on her face, completely relaxed. The end result for me was that her legs had parted a bit more and her skirt slid up her thigh for those few inches. I had full view of at least 1/3 of her thigh and nearly to her panties in the inner thigh area. I continued to rub the second foot while all but staring at her legs while her eyes remained closed. After ten minutes on that foot, well past the pre-discussed limit I stopped. ?You aren?t done yet are you?? she said as she leaned up a bit. ?The deal was 15 minutes and it has been 25. Considering how understanding you have been, besides barging in and raiding my closet of course, it seemed appropriate.? ?Just a bit more, my calves and knees are aching now. You should work on them,? sbhe said as she slid further down the couch putting her calves fully across my lap looking at me wide eyed with a big childlike hopeful smile.? I just smiled and began working on the calf closest to me. ?You are a sweetheart,? she said reaching out and rubbing my arm slightly before laying back again. Her thighs were closer together but nearly half her thigh was exposed. I rubbed her calves and knees of both legs and what parts of the fronts of her thighs were exposed. As I tried to stop again she insisted that the back of her legs had been neglected and proceeded to roll over face down on the couch. ?Just a little bit more before I have to get back to my work,? she said as she slid her skirt up nearly exposing her panties and then put her arms up by her head. ?Please sweetie, you are so good at this.? I put one hand on each leg and rubbed the back of her calves, knees, and thighs. As I got to where her skirt was, I made sure to massage on top of it but not quite to her ass as much as I wanted to. Her legs had been nestled into my waist and crouch area since she rolled over and every movement made me even more aroused. I?m not sure if she noticed but at some point stopped worrying. I finished when I thought I could do no more and said ?OK, when do I get my leg massage? I?ve never had a massage with pantyhose on.? She rolled over, slid back, and sat up. ?Maybe if you win tomorrows bet.? She stood up and walked over to the window. ?This really is a fantastic room and view.? I walked to the fridge and grabbed a beer, my heels clicking on the tile caused Linda to turn look, smile, and just shake her head. ?Would you like one?? ?Sure, should we just order room service? I doubt you want to change clothes, I can start my work and we can just hang out here, like girlfriends.? We looked at each other. She added, ?or I can just go to my room. I didn?t mean to be, presumptuous.? She started to walk to her bag and gather her stuff. ?You might want to be alone. I should go.? I walked toward her intercepting her way ?But I just opened your beer. You don?t have to go. Room service is a great idea. Being dressed with someone is new to me. I hope I don?t make you feel awkward. Do you want to go change? I AM the one who loves pantyhose and heels. You can go change and then come back and order dinner. I can?t exactly answer the door like this. I?ll put the beer in the fridge.? She grabbed the beer from my hand and started toward the door. ?OK, good. I?ll be back shortly, why don?t you wait 15 minutes and order the vegetarian pizza, I want a salad, get a bottle of red wine, and whatever else you want. It will take some time and I may be back before you even order. You can change to if you want. I didn?t mean to tell you what to wear. You can put on what you want to.? As she walked out and the door was close to closing she stopped it and added, ?This may be one of the best trade shows experiences I?ve had considering how bad the show is.? After she left I changed from pantyhose to tights and into my black dress with a small sweater top. I thought I should change and look my best and most comfortable. Plus I?ve never dressed in front of anyone so I might as well wear as much as I could. I also washed up and brushed my teeth before ordering. Just after ordering there was a slight tap at the door. I opened the door slightly and then let Linda in. She did change. She was in her black boots and outfit from the first day. She smiled and added, ?I see you changed too, I would normally put on some shorts and a t-shirt but I didn?t want you to be the only one dressed up and feel out of place.? ?Make yourself at home,? I said handing her a beer. ?I will? and she did, sitting on the couch and pulling out her laptop. ?Did you order room service?? ?Yes, just a few minutes ago, it will be another 20 minutes or so.? I grabbed my laptop and made my way to the couch as well. I sat back and put my heels up on the table and sorted through some email. Sarcastically I said, ?Pretty exciting evening huh? This is my typical night.? ?Mine too, except for my being dressed up and sitting next to a guy who might look better in my clothes than I do. I like that dress, I might have to borrow it for tomorrow.? ?It would fit you better I?m sure, not having boobs makes it hang odd, hence the sweater top. You can try it on if you would like.? ?I should ask you for fashion advice, I just might do that. I?d let you try my outfits on but I don?t think they would fit you. At least the panties and pantyhose were ok. I like the tights better on you though. Did you change ..? She paused. ?What?? I asked. ?I was going to ask if you changed panties but that is a bit personal isn?t it. I thought the ones hanging in the bathroom were cute though. Much cuter than what I gave you. Mine are mostly pretty plain.? ?I did not change panties. There wasn?t much point in that unless I was worried about panty lines and went with a thong.? She laughed and looked me up and down. Taking a sip of beer she added, ?So tomorrow I?m going to be looking at every guy walking by wondering if he wearing panties and god forbid a thong. Thank you missy, thank you very much.? There was a knock at the door and bellowing of ?Room service.? I disappeared into the bathroom while Linda got the door and took care of getting things. I heard the attendant saying thank you and the door close, and came back out. ?So was he in boxers, briefs, French cut, hip huggers?? ?You little bitch. You had to put that image in my head didn?t you? Ugh. Sit down and eat won?t you.? I grabbed a few more beers form the fridge and we both sat at the table and started to eat. I was sitting with my legs to the side and crossed as would normally when dressed. Linda looked at me and did the same so that our legs faced each other and were relatively close. After eating I started to clean up and she was back at the window admiring the nighttime view of the skyline. It was a clear night and the city looked beautiful. I walked up to the side and sort of behind her. ?A big difference from how it looked just a few days ago. You could not see anything at all with all the snow. But I guess it worked out for the better. Thank you for being so understanding. I?ve always wondered about being caught and what would happen but I never thought it would go this well. Thank you.? Turning towards me, ?Of course, I hope I wasn?t too forward, it?s just how I am. I guess that?s why I do well in business but most guys can?t take that in personal relationships. But you are not like most guys? she said, waving her hand. ?You are very nice and easy to get along with. I would have never thought you were like this. If you have a boyfriend at home he is very lucky.? ?I?m not gay. I just love women?s clothing. I wonder what it would be like to be a woman but if I were I would be a lesbian. I?ve never been attracted to a man. I really can?t explain it.? Putting her hand on my arm. ?It?s ok if you are. It?s like the old joke. Where are all the good looking clean cut nice men that help take care of the house? At home with their boyfriends.? I put my hand on her waist. ?No really. In fact there were times during the massage that I was very aroused but I didn?t want to be an ass and take advantage of the situation. I thought it was wonderful and I didn?t want to chase you away.? With that I stepped closer putting my other arm around her, she putting her other hand gently on my chest and kissed. It was a very soft first kiss. When our eyes opened and we both had smiles the kiss became more passionate. My hands rubbed across her back and one dropped down to carress her upper thigh and ass. She did the same to me. Our bodies were tight and the erection between us was obvious. After a few minutes we paused. She softly said, ?That was very nice but kind of different. As I rubbed on you in the dress it made me think back to an brief fling I had with a girl in college but then there was this thing? as she moved her stomach around rubbing against my cock. ?You are like the best of both worlds.? With that she leaned in and kissed me again with a hand on the back of my head. I started sliding her skirt up to rub on her pantyhose and panty covered ass. She went up under the back of my dress rubbing my ass. It was incredibly sensual. ?Are you wearing a slip? You are such a good girl.? It was actually my nighty but I wasn?t going to argue. During a brief pause she made her skirt drop back below her waist, unzipped it, and let it drop to the floor. ?You don?t get to keep that by the way.? She then lifted my dress up over my head with my assistance revealing the nightly. ?Oh, very nice, you must look incredibly sexy sleeping in that. I may have to borrow that,? as she leaned in and we embraced passionately. We spent the next little while simply rubbing all over each other?s bodies and kissing the mouth, neck, and ears. Her hot breath making me so hot and her grinding against me made me ready to explode. I told her so and backed off slightly. She said ?That?s ok, it will be the first of many.? She ran her hands down my chest to my hips and lifted the nighty. She slid the pantyhose down to my thigh level and released my cock out of the side of my panties. She stroked it slightly and led me to the couch as if it were a leash. She sat down with me standing in front of her and proceeded to kiss and lick the tip in a warm slow circular fashion. This was heaven on earth. I went from being a closeted crossdresser to having a fantastic, what was this, a fling, a quick affair, a relationship, I didn?t know but tonight it did not matter. We were both experiencing something new and wonderful with someone whom we had both quickly developed an affinity for. All of these thought ran through my head in the few minutes, no, just seconds, that she was teasing my before sliding my cock into her mouth. At first just the tip in and out around her lips and then slowly in and out and further back until she was taking me deep and then teasing with in and out motions. I?m not the most endowed person but she really knew what I was enjoying. Her hands and fingernails began to rub the back of my thighs and ass until within a short period of time it was clear I was tensing up. She massaged harder and took me in deeper as I started to cum. She breathed deep through her nose as her big eyes looked up at me and she continued to slowly slide me in and out of her mouth, her hands lightening up on me but still gently rubbing my pantyhose covered legs and panty covered ass. She slowly finished and tucked me back into my panties and adjusted my pantyhose back up and the night fell into place. I stooped down to kneel in front of her on the couch, separating her legs so I could get between them and kissed her deeply, my hands rubbing over her satin blouse and legs. I unbuttoned a few buttons and leaned her back into the couch sliding her crouch forward towards the end of the couch; she put a pillow behind her. I kissed my way down her neck and chest, undid her bra, and began kissing and licking her breasts. My hands were running along her legs and crouch. I slowly worked my way down and leaned back starting to kiss one thigh near the knee and running my tongue along the inner thigh. Kissing and rubbing my face into her panties and hose she was wiggling slightly with delight, her hand on the back of my head. We slid her pantyhose down so that I could get my head between them and her panties and began kissing and licking her panties repeatedly. I gradually slid her panties to the side, her breathing deepened. Linda?s body was awaiting this, hot and moist and inviting. After a minute or so with just my tongue I started with one finger and then two as I worked my tongue around slowly, then quickly, softly then firmly. It was only a few minutes before she tightened up, grabbing my hair, and let out soft moans of delight. I put her panties in place and we pulled her pantyhose up. I helped her to her feet and led her to the bedroom.