03-15-2008, 08:28 PM | #1 |
getDare Sweetheart
Join Date: Feb 2008
Location: earth>us>midwest
Posts: 255
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Dare Over Dinner
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I was on the road again. This time my mission was to deliver an all day lecture on topics the company felt pertinent, in what seemed to be every small town in the country. I knew it wasn't as bad as that, but being in a new city every other day or so was wearing on my sanity. It was my habit to set up the room for the next day before leaving, and as I was doing so for my last day in what ever town I was in, I could not stop myself from wishing for something out of the ordinary to provide some diversion. As I turned to lay out the last row of information packets on the tables, I looked up and saw her standing in the doorway; she seemed unsure as to whether or not she should enter. I recognised her as a member of the audience from the previous day's lecture, invited her in, and asked what I might be able to do for her. It seemed that during one of the breaks I had mentioned that the hardest part of this lecture assignment was finding something to do in the evening, and that sometimes just finding a good restaurant was often a challenge. She had stopped by to see if I would like company for dinner, to which I eagerly agreed. We jumped into my car and she directed me cross town to a Mexican place called the Blue Taco. From the looks of things this Blue Taco place was a popular spot. Upon entering, we were put on the waiting list and decided that a margarita in the bar was a perfect way to spend the 20 minutes of wait time we had in front of us. By a couple of sips into the margarita Kelly and I had embarked on the small chit chat that always seems so awkward in these kinds of situations. It had been a long time since lunch, and I could feel the margarita starting to relax me, so the conversation seemed to get easier. There was a small pause, nothing really awkward, but noticeable none the less, which was ended as Kelly looked me square in the eye and asked: "boxers or briefs?" A question that I was not really expecting, and I answered with a question of my own: "what difference does it make?" "I have a theory that you can tell a lot about the person simply by knowing their preference. I think I know what you wear, and was curious" she replied. So what harm could come from answering the question, I thought to myself, as I noted that my margarita was almost completely gone. I replied "briefs." "To be honest," she said, "I was not too sure of myself, but I was leaning toward briefs, so I guess I was right. How about this, I will bet you dinner that I can guess the colour of your briefs. I'm right you pay, and if I'm wrong I pay; game?" I thought it over and said that, no dinner was on me as I was on an expense account, and then suggested that the bet be changed: if she was wrong, then she had to reveal the colour of her panties by allowing me to see up her skirt. I noticed that her margarita glass was empty, I then echoed her question: "game?" After a couple of seconds of thought, she said "sure," and then guessed, with a look of certainty on her face, that mine were white. She was wrong. "Ok, I believe you, but you will have to prove they are not white, before you can collect." she said sounding somewhat disappointed. I had not figured on this; it was not going to be easy for me to show her my undies standing at the bar, which suddenly seemed quite crowded. Kelly was sitting on the one empty stool we had been able to snarf, and I moved such that I was no longer standing and leaning on the bar, but standing with my back to the room and facing Kelly. Trying to be as inconspicuous as possible, I unzipped my trousers and then put a hand in my pocket. I told Kelly to do what she needed to do so that she could get a good view, she knelt down pretending to fix her shoe, and when I saw her look up I pulled my open fly apart and let her see the navy blue underwear that I had on. She was grinning from ear to ear as she hopped up onto her stool again, while I closed my open fly wondering how many other people were aware of what had just happened. Oddly I was not embarassed, but felt a rush of adrenaline surge through my body. I was able to move back against the bar allowing Kelly to swivel round to face me and we ordered another round of margaritas. Once they were delivered, I glanced at my feet, and then bent down to tie my shoe; Kelly was not slow to react and uncrossed her legs as I squatted, and then as I finished working on my shoe opened her knees affording me a clear view of her lacy white panties. "That was a bit of a rush" she said as I stood and she recrossed her legs. "I know, I had that same feeling too when it was reversed. I've never done anything quite like this before." She looked at her watch, then round the room, and said "we still have a bit of time before we can even expect to be seated, want to play a game of dare?" It took me about two seconds to decide that a game of dare might be interesting given the rush that I got from flashing Kelly, not to mention what seeing up her skirt had done. It took us a bit longer to decided on the rules which ended up to be fairly simple: the dare would have to be accomplished within 15 minutes, and the dare could not directly involve anybody else. I was not too sure where this was going to go, but I had to admit that it was already the most interesting evening on the road since starting the lecture assignment. It was decided that she would go first, and with what seemed a small amount of thought, she dared me to unzip my pants and leave them unzipped for the rest of the night. "Not so bad," I thought, and for the second time that evening I slowly worked my zipper down and wondered how this game was going to pan out. We continued to work on our margaritas while I busily ran through the possibilities of dares to have Kelly do. I decided that I could tit for tat her dare and dared her to unbutton three buttons on her blouse. I had figured that she would undo the one at her navel, and the top two leaving the one just below her bra line holding her shirt together, but my plan was a bit nearsighted. She unbuttoned the buttons on each sleeve and rolled them up and then unbuttoned the top button leaving herself pretty well covered. Certainly a moral victory for her, and I realised that I was going to have to shake off the effects of the margaritas if I was going to keep up with Kelly. Her turn again, and I was dared to go off and remove my navy knickers and bring them to her. As I turned to go and do this, she reminded me not to forget about my first dare, and if I closed my pants that I would have to do a penalty dare. Cripe, I had forgotten about that, and I must have flushed a bit because I felt my face heat as I thought about being without knickers, and having to keep my pants unzipped. I was going to have to think of a good dare while I was off rearranging my wardrobe. Just as I returned, and presented my knickers to her, we were paged to our table. As we sat down I gave her the dare she was to do next: remove her bra. Ok, I was grasping here and clearly not doing as well as she was, but I had concluded that maybe she had planned this game before even showing up in the classroom, and thus had ample time to think through the dares she'd have me do. We ordered our food, and then Kelly went off to the ladies to remove her bra. We called a truce to the dares during our meal which, by the way, was excellent, and as I was paying the tab we decided to go across the road to the shopping mall and walk round a bit to work off some of the calories we had ingested. We stood to go and I noticed that Kelly had taken her bra and placed it on the table. "I will meet you by the front entrance, you need to take this," she nodded toward the bra, "and meet me there after you have gone and put it on." She turned and glided away before I had a chance to answer, leaving me to reach across the table and pick up her lingerie. I had not worn a white shirt that day, but the light blue shirt I had on was not going to offer much to hide the straps of the bra where the two garments came into contact. If the mall was well lit, there would be little I could do to prevent anybody from noticing that I had on a bra. Score so far: Kelly 3 and none for me, but who was keeping score? We left the car in the Blue Taco car park and crossed the road to the mall. I needed a dare that would bolster my self esteem some as I felt that I had been completely out classed so far. As we entered the mall I spotted one of those instant photo booths and immediately knew what Kelly would be doing next. I dared her to have her photo taken without her shirt on. Ok, score one for me because this seemed to make her wince a bit! She stepped behind the curtain, and handed me her blouse, and it was not long before I could see the flashes of the strobe clicking off five pictures. I passed her shirt back into the booth and she emerged shortly before the pictures came trundling down from their exit hole in the machine. Kelly had been smiling from ear to ear as she emerged from the booth and as I saw the photos I knew why. She was certainly topless, but she had faced away from the camera! I was holding five pictures of her bare back and she was giggling a little. Erase my mark, but as we turned to go I noticed something. When Kelly had put her blouse back on she had slipped and buttoned the one button that she opened in doing her first dare. I called her on it, and she realised her mistake, and I then claimed that I got to enforce a penalty dare which was to unbutton all of the buttons on her blouse! By our rules, she had 15 minutes to do it, and could not give me a dare until they were all undone, so we started walking. One by one she undid the buttons on her blouse until there were none buttoned, and I could tell that she was going to have to be very careful so as not to flash the world! We continued walking round the mall until we were back at the hallway through which we entered. "Mind if we make a stop in one shoppe before be go" she querried. My only plans for the evening were to find the most interesting show on the television, so I had no reason to say anything but "yes." We set off, with her directing the way, to what turned out to be a fairly expensive lingerie shoppe. We browsed a bit, and eventually we were approached by a sales lady who seemed to be only in her late teens. When asked if we needed help, Kelly indicated that she was looking for a pair of lacy panties and might the gal suggest a pair. The sales girl had several ideas for Kelly and when Kelly seemed to have decided on her favorite, the sales lady asked if she might like to try them on. "Oh no, they are not for me" Kelly answered, "they are for him," giving a quick nod in my direction, "so you might want to ask him." She had broken one of the two rules, sort of. She had not given me a dare, and so I really could not claim foul because she involved the sales gal, who was in the process of turning several different shades of red. I jumped in before she had to make her voice work and said "sure, I think I better try them on." The sales gal turned quickly and led the way to the changing rooms. On the way, I quietly asked Kelly exactly what the dare was, and reminded her that she was close to breaking one of the rules. Her answer was that I was to leave them on, bring out the tags and pay for them. And with the door to the changing room closed I squeezed into the lacy things, a bit on the small side, and remembered not to zip my pants as I finished changing. As I paid, I'm not sure who was more embarassed: me or the sales gal. Out of the shoppe, and thankful that I was from out of town, we again headed for the exit. The sun was long gone, but the heat of the day still radiated from the black surface of the car park and was a stark contrast to the airconditioned chill of the mall. As we cleared the exit, I turned to Kelly and said "for the rest of the evening, whenever you are in a car, you must remove you your shirt." I felt a small bit of retaliation for the switch she had pulled at the photo booth. I saw her into the car, shut the door, and watched her slip her arms out of her blouse. "Mmmm," I thought to myself. I crossed round to the driver side, and as I was getting in she said "take your pants off; I want to admire your new panties as we drive back to my car." We drove back to the office pretty much in complete silence. Once there I pulled in next to her car and we sat for what seemed to be a very long moment before I remembered that it was my dare. I looked at her and said "I dare you to follow me back to my hotel." Kelly confirmed which hotel I was staying in, slipped her shirt back on, and hopped out of the car; she took my pants with her, and climbed into hers yelling that she would see me there. The drive over to the hotel should have taken only a few minutes, but we seemed to catch every red traffic light that we came to. Finally, we arrived and found adjacent parking spaces; I suddenly was aware that Kelly still had my pants. Surely she would not make me walk into the hotel without them. She opened her door and I rolled down my window as she came up on the driver side of my car. In the mirror I could see that she was wearing my pants now, and had tucked her shirt in in such a manner that she remained completely covered even though there was not a button that was fastened. Through the window she said "hop out, and slip into my skirt before the hotel security comes and takes notice of your panties." So I was not going to have to waltz in half naked, but I would have to do it wearing a skirt. Her skirt was tight in the waist and it took two tries to get it zipped up to the point where it looked ok and I was sure it was not going to come off while enroute to my room. The lobby was not crowded, but it was also not empty and we did attract the attention of several of the folks hanging about. We crossed to the lifts and once inside I punched the button for my floor beginning the ascent through the middle of the building. Finally we reached my room. It was an awkward walk and I felt mildly aroused by the fact that with a skirt on, I could easily be exposed like never before. It was my dare; I looked at Kelly and said "I dare you to fuck me. Any way you choose." She ordered me out of the clothes that I had on, skirt, panties, shirt, bra, and placed me on my back in the centre of the bed. She did a slow strip tease of of my trousers, and her blouse and her panties. Climbing on top of me she slid me inside of her and then allowed her legs to relax and sat completely down onto my pelvis. She started slowly at first, and then began to pick up her back and forth, up and down, movements until I could not hold out any longer and began to release my fluids into her dampness while every muscle in my body was heaving with contractions. She stopped, and as I tried to catch my breath she said "I dare you to make me come." And with that she turned round and lowered herself onto my mouth for me to tease and pleasure her with my tongue. It was wonderful. Her wetness mixed with my own and after a bit she was bucking back and forth until I could feel her orgasm rush through her body squeezing every last drop of liquid from inside of her and into my mouth. We cuddled up and fell asleep, and when I woke in the morning she had gone; as quietly as she had appeared at the classroom door the previous afternoon. The flight home the next afternoon was long, and I was suddenly aware that my lecture tour was only half over. I became saddened when I realised that all of the rest of the evenings spent in strange cities would never compare to last night. Click here for the original thread to leave comments! Last edited by Leopard; 01-04-2011 at 02:55 PM. |
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