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Southern Style by Ashley Michaels Prologue: (Ashley's Story) My wife and I have been living in a small city in the Northwest for several years. I told her of my cross dressing soon after we married and rather than be shocked by it, she made every effort to encourage me in my dressing. She took me from a very rudimentary phase of dressing to the lifestyle I now enjoy. When I first revealed my cross dressing to her I had only experimented with items such as bras and panties. I'd wanted much more but guilt and fear had kept me from pursuing anything further. Mary gradually encouraged me to try other items of feminine apparel. She soon had me wearing bras and panties under my regular clothes to work. I hated my job and the lingerie relieved stress for me and made the day go faster. Next, she had me shave my legs and under-arms on a regular basis and had me start wearing pantyhose as well. I loved the way they felt on my legs and I didn't need much encouragement to wear them. Soon after that she bought me my first heels and started teaching me to walk like a woman. She had me wearing heels almost all the time at home. I loved the new additions to my wardrobe and worked hard at doing the things she suggested. It wasn't long after that, that she introduced me to wearing dresses and skirts. To say I was hooked would be an understatement and it drew Mary and I much closer together. She began to teach me makeup and also insisted I begin growing out my own hair. She assured me that once it was long enough to be styled in a feminine way she was sure I would be able to pass easily as a woman. I thought she was crazy but I knew that there were a few things I had going for me. I'm only 5'6" and slender. My beard is very light and I have very little body hair to speak of. As my hair grew longer Mary had me dressing more and more frequently. I, of course, loved it and couldn't wait to do it whenever possible. My wardrobe grew by leaps and bounds and Mary encouraged me to dress as often as possible. She was very creative with it. At times she would leave out clothes to put on when I would get home from work. Other times she would call me and tell me she wanted me to dress for her and be waiting when she got home. Sometimes she would ask me to dress and other times she would flat out tell me I had to. Either way was very exciting for me. Mary is a woman of great style and she had me dress as femininely as possible at all times. Beautiful dresses, suits, blouses and skirts were the normal attire she chose for me. She bought me a couple pair of pants outfits but she rarely allowed me to wear them saying I needed to learn how to live in a skirt first--especially since I had nice legs. She bought me beautiful lingerie and my drawers filled with it. Pantyhose gave way to stockings and garters. I had always pushed Mary to wear them for me and now she insisted I wear them as well. She got me subscriptions to several women's magazines and insisted I read them religiously; learning as much about hair, makeup and fashion as I could. When my hair had grown out we found that with styling it, I was able to change into a rather pretty young woman. I couldn't believe how much we both liked the way I looked. This fed the fire of my dressing and Mary and I began to venture out in public with me dressed. I was terrified at first but soon found that I could pass as a woman in any situation. I was in heaven. The only problem was that with our small city we had to confine my excursions to when we were out of town. Mary is a very beautiful woman. She has a class and elegance most women only dream about. She is pretty, blonde, 5'4" and has a great body. She has fantastic legs and when she wears a dress, men notice. We both love to work on the computer and it was one late night on the computer (while on American Online) when she met Kirt. He was married also and they began to chat in a friendly way. Over time, the friendly chat turned sexual and romantic and they began to engage in cybersex. Kirt, like Mary, had never been with another person other than his spouse and was eager to experiment. The sessions progressed to exchanging phone calls and phone sex sessions. She told me about him soon after the cybersex began. I was a little shocked but I understood it when she said she had always wondered what sex with another man would be like. She liked his attention. He made her feel sexy and feminine. I knew that Mary loved me but that this was a side of her sexuality that she need to explore since she had never experienced it before we married. I slowly began to take on the role of her best girlfriend and with my consent she began to take pictures and send them to him. On several occasions I photographed her as she modeled sexy dresses, alluring lingerie and wet t-shirts. She enjoyed posing provocatively for him and doing whatever possible to turn them both on. She allowed me to read her cybersex sessions and occasionally to hear their phone sex sessions as well. It was a little unnerving to read her words as she described how she wanted to suck him or to have him take her from behind. It was even more strange to hear her speak those same words to him on the phone. But there was no doubt it was having some positive effects as well. Mary was feeling and acting more sexy. She was more self confident and our own sex life was improving. Things were really fun, and I had no idea that what she would suggest one evening would change our lives even more. THE PROPOSAL: (Mary's Story) "Hi honey." Mary said as she put her arms around her sexy husband. Most people would not have made that observation upon noticing the graceful woman in a perfectly- tailored pink suit, white stockings, heels and pearls sitting at the computer. He turned his face and kissed her. She'd had no idea of his alter-ego when they married 16 years earlier, but "Ashley" had managed to make a comfortable home in their lives. "Honey...what would you think about taking a trip this summer?" Mary asked. "We always take a trip. What did you have in mind?" "Well I was thinking it might be fun to go back to New Orleans." Ashley paused, crossing her legs and tugging the skirt down over her knee. "Why not go somewhere new? New Orleans was definitely great, but don't you want to see a new place?" "I don't know...it was such a great trip..." she pulled back. "You've always been excited to explore places new to us." Ashley said with a curious expression. "What gives?" "I don't know...I hesitate to mention it." she said cautiously. "It's just that you've been extremely accepting of my relationship with Kirt, and maybe we're becoming comfortable enough with the situation that we could have even more fun with it." "Go on." she prompted. "I've been having this fantasy, and New Orleans seems to be the perfect backdrop." She got a pained look on her face. She'd only recently learned of Mary's affair with Kirt, a man she'd gotten to know via the internet. The affair was not consummated in the traditional sense as Mary and Kirt's relationship existed only online, on the telephone and through the mail, but she worried about the implicit intimacy of the situation. "Okay...what's the fantasy?" she tried to remain calm. "You know how great you look when you dress as Ashley and I think that you know, or at least suspect, that I desire to meet Kirt." she prefaced. "I know this may sound a bit crazy, but Kirt has the opportunity to attend a teachers' convention in New Orleans and I thought it would be exciting to meet him there and live out some of our wildest fantasies. You could live for a week as my best friend Ashley and I would have the opportunity to meet with Kirt and experience being with another man." Mary held her breath, awaiting Ashley's reaction. Immediately she began to doubt her sanity in mentioning this to her. How does one rationalize allowing one's wife sleep with another man--for whatever reason? Finally she spoke. "This may sound strange from a husband's point of view, but I know how much you need Kirt. I don't always understand it, but I know he makes you happy. And I really want this week for Ashley...let's do it!" Preparation: (Ashley's Story) I couldn't believe what I had agreed to. Essentially I had agreed to let my wife spend a week having sex with another man. I trust Mary and I believed that she wanted our relationship above anything else, but I also knew how hot she was for Kirt and how much she wanted the opportunity to experience sex with him. At times I was jealous and other times I was fine with it. Mary and I talked and came to an agreement on several things: either of us could call off the whole thing at any point and the other would go along with the decision. We agreed that I would pose as Ashley and be introduced to Kirt as Mary's best friend. They would have a hotel room together for the week and I would have an adjoining room. Mary would video-tape some of their sex sessions together so that I would not have to wonder what went on. She would simply tell Kirt that it was for them so that they could relive the experience over and over after the week was through. We decided that we would spend four days of the trip together but that we would have three days of it apart so that they could be alone some and that I could experience being totally on my own as a woman. We also decided that we would get to select the schedule of what the other did on the three free days and that we each would get to select the other's wardrobe for the trip. Despite my worries and concerns about Mary and Kirt, I found myself very excited about my week as Ashley. I had always wanted to experience living full time as a woman for a long period of time and now I was going to get my chance. I wondered what things were in store for me and how I would handle situations in which I would find myself. Mary for her part, kept me dressed daily. I didn't need any help with dressing or makeup but I video taped myself and Mary would also critique me on the way that I moved and acted as a woman. I wanted to be totally convincing. I began doing my shopping for Mary's wardrobe. It didn't take me long to take on the role as Mary's best friend and to begin selecting things for her to wear on our trip. I had read all of her cybersex sessions with Kirt and his e-mail and letters as well. I knew what he liked and I was confident I could select a wardrobe for her that more than held his attention. I also planned out what she and Kirt would do during their three free days alone together. My choices for them made it easy to plan her wardrobe. She has a great body from a constant regimen of exercise and diet and I wanted to show it off more than she had prior to our trip. I picked outfits that I knew Kirt would like and that Mary would feel and look sexy and feminine in. Beautiful dresses that hugged her figure and showed a lot of leg. I knew that Kirt preferred that she wear garter belts instead of pantyhose so I made sure all of her dresses would accommodate that. I chose some nicer jean type cutoffs and tight knit shirts for more casual events during the day. Some were very tight and she could wear them without a bra so that her nipples would be more visible (an obvious turn on for Kirt). The lingerie was the most feminine and sexy I could find--always matching bras, panties and garter belts. Some were one piece corsellettes along with very high quality stockings in various shades--some with seams up the back. I also chose high heels with a slightly higher heel than she was used to wearing. I wondered the whole time what clothes she was selecting for me to wear. The more I dressed as Ashley in preparation for the trip, the more Mary became very open with me about her desires and plans for her time with Kirt. We discussed what she would wear when, and what she would be wearing the first night we all got together and she finally met him. She discussed openly her plans to suck him often during the week (Kirt's wife had never performed oral sex on him and Mary was very excited about being his first) as well as what positions and places she hoped he would take her in. It didn't bother me as I had fallen totally into my role as Ashley in preparing for the trip. I did wonder what I would do with all my free time alone and so did Mary, although, to a great extent, she was planning my free time. She said, more than once, that she thought it might be nice if I had someone to spend some time with. I had talked several times with a guy from New Orleans who was interested in TV's. It wasn't cybersex. He knew I was straight. He often encouraged me to explore my female side sexually but I never could bring myself to. It was harmless and I never thought Mary knew anything about it. About two weeks before we were scheduled to leave she revealed to me that she had seem my e-mail and knew all about him. I told her I had no intention of meeting him and she stopped me saying, "Wait a minute, we agreed that we each got to select what the others did on the three free days. If I want you to meet him you will. It would be good for you to experience learning to deal with men as a woman." I really thought she was kidding about the whole thing. Little did I know! PREPARATION:(MARY'S STORY) I couldn't believe that Ashley had agreed to the trip to New Orleans. I was so excited about finally meeting Kirt that it took a few days before I realized that, for part of our vacation (the three free days), Ashley would be left alone while I would be with Kirt. What's fun about seeing an unfamiliar city without a friend? I thought. I signed on to the computer after Ashley left one morning and was amazed to find that I still remembered her aol password. I looked at some old e-mail she'd sent and some conversations she'd saved and discovered a friend with whom she frequently spoke. His name was Dan and from what I could discern, he had some attraction to TV's. He was straight (as was my husband) but he had fantasies about dating a TV. Impulsively, I wrote him. Pretending to be Ashley, I told him of our trip and Ashley's desire to meet him and perhaps fulfill his fantasy. I mentioned my "new" screen name and asked him to send his reply there. The next day I received a letter. It was rather aloof, but I sensed that Dan was playing a little "hard-to- get." After a few more letters of encouragement, I finally received his e-mail affirming his desire to meet Ashley and asking for details of the trip. Now that Ashley would have a male friend on our trip, I set about choosing her wardrobe. We had similar tastes in lingerie, so I chose matching bras, panties and garter belts in very silky and lacy styles. She likes 3 1/2 inch heels to show off her nice legs. Ashley also loves the silkiest, most expensive brands of stockings so I bought a few pairs to surprise her. I chose a lovely black and green suit that she liked to wear, but stayed mostly with dresses of lighter material since our trip would be in April--traditionally a warm and humid month in New Orleans. I chose dresses rather than pants because those were Dan's preferences, but I also chose a few pairs of flat shoes, good for the French Quarter, where one must do a lot of walking. Fortunately, Ashley, unlike me, is rather leggy and can wear flats--even with dresses--and look stylish. Dan and I kept in constant touch the weeks leading up to the trip and to say that he was excited about my invitation was an understatement. He seemed to enjoy the e-mail detailing the trip and always felt free to provide his input concerning Ashley's wardrobe and accouterments. He was very interested in lingerie such as garters and of course stockings-- especially with seams. And although he'd actually never been with a TV in a social situation, he seemed excited about the prospect, and his enthusiasm and apparent knowledge of this lifestyle suited him perfectly for this role. This trip was sure to be a "turn on" for all concerned. Kirt moonlights at a job where he has access to free long distance calls. He called me Monday night and I explained with glee, my plans to meet him in New Orleans. I explained that my best friend Ashley would be on the trip with me, as my husband didn't like me to travel alone. Kirt was just happy that we would finally be able to fulfill our fantasies. I was ecstatic too, but warned him, that as well as we felt we knew each other, we'd still never met. I was worried about our expectations being so high, that our meeting could be disappointing rather than the fabulous firecrackers igniting, stars in our eyes, butterflies in our tummies rendezvous of which we had both dreamed. He was unconcerned and went on to tell me what he was going to do to me when he got me alone. My relationship with Kirt made me feel like a teenager again. I couldn't eat or sleep. All I could think about was Kirt. Going to work each day was hell as the anticipation mounted. All I wanted to do was plan the trip and fantasize about the hot bedroom time with Kirt. I went shopping one Friday afternoon and bought Ashley a cute bracelet , necklace and matching earrings. I still hadn't mentioned the addition of Dan to our trip and had been faithfully e-mailing him under my name so that Ashley wouldn't be any the wiser. I gave Ashley the new jewelry about which she couldn't have been happier. Then I broke the news about Dan. "Look Ashley," I planned some lagniappe for our trip to New Orleans." Ashley had a curious expression on her face. She knew lagniappe, the cajun word meaning bonus or a little something extra. "OK..." she said expectantly. "Well, I'll just come right out and say it...I invited your friend Dan to accompany us in New Orleans." A look of horror came over her face. "You didn't" she said, flustered. "Yes I did." I wanted you to have someone--especially on the free days we'd planned. Not only because it's safer for a woman to be with someone in an unfamiliar city, but also for companionship. "No!" Ashley said firmly . "I'm not ready for this." "Yes you are! And besides, we agreed that I would plan your free days and you would plan mine and Kirt's free time. So I plan for you to spend your free time with Dan. But remember, you can cancel the whole thing at any time." I said with a smirk. "If you're really going to experience living like a woman for a week, you'll want to have a man, ok?" "Ok." she finally acquiesced. She seemed overwhelmed, but inside I think she was titillated with the prospect of this fantasy being even closer to real life than she'd ever suspected. THE TRIP DOWN: (Ashley's Story) The night before the trip neither of us could sleep much. Mary suggested we watch a couple of porno flicks she had borrowed from a girlfriend at work. They were both pretty hot. In the first one, the young woman wearing a very sexy dress and high heels was giving a very long and slow blowjob to a guy in a hotel room. Mary smiled and said "Just think, tomorrow night that will be Kirt and I." Later in the same sequence she said "You should watch this carefully." I didn't think anything of it at the time. We watched both films and occasionally she would remark on some position or act she planned to do with Kirt. I was too busy wondering how this thing with Dan was going to work out. Mary had told me very little about her conversations with him. The next morning we both showered and then after doing our makeup it was time to present each other with our clothes for the trip down. We had both packed our clothing choices for the other so that it would be a surprise when we got there. I gave Mary her outfit first and she changed into it. Dark green leather pants with a matching silk blouse. It looked great on her with her black shoes. Under it all was matching black bra and panties. She looked sexy but I knew it would be a comfortable outfit for her to wear on the plane. Now it was her turn to give me my clothes. She had selected my red and black dress for the trip down. It's a dress that would look good in an office situation but that also would be great for after 5:00 functions. "I know it might be a little less comfortable than what I'm wearing." Mary said. "But I figured you would have me in pants for the trip and I decided it would be fun to have you wear a dress and draw some attention. Besides, it will put you in more feminine frame of mind for the trip." She had me wear a matching black bra, panties, slip, garter belt and stockings under it. I looked great in the dress and I found myself glad that Mary had selected it for me. Mary had me wear high heels with it saying our connection gates were close together so it would be ok. We got to the airport just in time to catch our flight. We got on the plane and settled in. I noticed several men checking me out. Mary told me I had better get used to it. "They like the way you look and you look great so relax and enjoy it." "It's part of being a woman you'll have to get used to." I realized she was right and I did relax after awhile. On the way down we exchanged information on what we had selected for the other's wardrobe. Mary loved my choices for her. She felt there was a great balance between casual outfits for excursions out with Kirt during the day and nice dresses to wear in the evening. And of course I had selected plenty of sexy lingerie to keep him enticed and Mary feeling sexy and feminine. Mary began by saying that Dan had told her he preferred a lady in dresses or skirts. "I didn't bring any pants for you. Dan likes to look at your legs and I knew you would want to dress to please him so I packed only dresses. The things I have planned for you are appropriate to wear dresses to anyway." She went on to describe the lacy lingerie she had selected for me. It was very sexy and feminine. "Dan likes garter belts and seamed stockings." She said. "So I bought you several pair. He's going to love the way I have you dress for him." She then showed me the e-mail she had sent him under my name. He seemed excited about the trip and had expressed how he liked a woman to dress. Mary, writing as me, had assured him that I was very excited about dating him. I wondered how I would react to it all. Part of me was very uncertain about it all but part of me really liked the idea of going out on dates as a woman. And Mary was even suggesting I do it and enjoy it. We got to New Orleans and took a cab to the hotel. The Hilton was beautiful and right by the Mississippi river. Our rooms both had a view of it. There was a connecting door separating the two rooms. I hung up my dresses and packed away my lingerie and heels. Mary's selections of my dresses were very classy and feminine. It was only 2:30 and Kirt and Dan would not be picking us for dinner until after 7:00. We passed the time talking and getting ready. We both took long baths and shaved our legs. I finally got the nerve to ask Mary how she thought I should handle Dan if and when he made advances. Mary laughed. "If? He most definitely will make advances and I would think you would be looking forward to it. How can you experience being a woman if you don't intend to respond sexually as a woman? You're a woman on this trip and you should think and act like one. If you and Dan hit it off like I think you will then sex is a logical extension of being together with him. I think you'll enjoy it." We took a break in the conversation to get dressed. I had Mary wear matching burgundy lingerie. She looked very hot and I knew Kirt would not be able to keep his hands off her for even a second when he saw it. Navy blue stockings with matching high heels completed the under things. The dress I selected for her was navy blue with long sleeves. It was very classy but very sexy too and her legs looked sensational. Mary started me off by lacing me into a black corsellette which nipped my waist a few inches. Next came matching black panties. Mary then helped me put on a pair of black seamed stockings. It took some work to get the seams straight but they were very sexy. I'd never worn seamed stockings in public before but I found myself excited about wearing them since Mary had said they were a turn on for Dan. Finally Mary had me step into my black sequined cocktail dress and zipped me up. I then stepped into my highest black heels. We added a gold necklace, bracelet and earrings and then we admired ourselves in the mirror. We both looked great. I couldn't believe how sexy I looked and how good I felt. Mary looked even better and I knew she was very excited about finally being with Kirt. He was due at 7:30 with Dan coming to get me at 7:45. Dan was clued into the fact that Kirt thought I was a real woman so there would be no problems. We sat down and did our nails. The guys would arrive soon! FIRST DATE: (Mary's Story) Ashley and I were very excited as we dressed for our initial encounters with Dan and Kirt. Honestly, we both had great taste in clothes and I think Ashley was as happy with what I'd chosen for her to wear as I was with her choices. As I finished doing my nails and 7:30 approached, I went back into my room to wait for Kirt. As I took one last turn in front of the mirror I heard the timid knock at my door. When Kirt and I talked with anticipation of this moment, he always remarked on his shyness saying I'd probably have to make the first move. But after that, watch out! Now I was thinking that perhaps he wasn't kidding. I opened the door and touched his hand. He held my hand shyly and I pulled him gently in the room. He looked fantastic--he'd lost 30 pounds since our relationship began last November. I smiled and put my arms around him. We always commented on the similarity of our looks--both having hazel eyes and the same dark blond hair--and there were tears in both sets of hazel eyes as we stared at each other thinking that the moment about which we had dreamed was finally here. I said "So this is my Kirt baby." (my term of endearment for him) He sighed "...and my Sweetmary." I kissed him and he hungrily returned my kiss--we couldn't have held each other any tighter. I buried my face in his neck and finally said "Well maybe we should go to dinner and get to know each other face to face." I grabbed my purse and we walked to the elevator, Kirt's arm tight around my waist. We kissed again in the elevator and I sighed in relief, thankful that the chemistry I'd felt we had in our long distance relationship still seemed to exist now that we were actually together. Kirt was already rock hard as my body pressed against his for the slow trip down from the 23rd floor and I wondered if we'd actually make it to the restaurant that evening. As Kirt hailed a cab, I stared at his tight ass and felt good because I knew that all the weight he'd lost, he'd lost for me. He once commented that I could dump him for any reason but he wasn't going to let it be because he was overweight. I wasn't so looks conscious that I would have let that come between us, but I had to admit that I loved how he looked. We snuggled together in the back of the cab, unable to take our eyes off each other. I made small talk as his lips made their way slowly up and down my neck. "We're meeting Ashley and Dan at the restaurant." I said. "Why didn't they just catch a cab with us?" "Since both of you were arriving so late in the day, we thought, perhaps, it would be nice for us to have a little time alone together to get to know each other before dinner." I explained. I smiled invitingly. He grinned and slyly snuck his tongue in my ear. My whole body tingled. "It seems so funny finally to be doing things to you that, on the phone or online, I've said I wanted to do a hundred times." I smirked at him. "What?" "Nothing...I just love hearing your voice." I smiled. We kissed again as the cab pulled up to Commander's Palace. We waited in the foyer for Ashley and Dan. The Maitre de greeted Kirk formally and acknowledged me as "the lady". The owner and employees of a five star restaurant such as this, in a traditional old city like New Orleans, would never presume a lady accompanying a gentleman to dinner to be his wife. To refer to me as "misses" would be a faux pas because, as they well knew, "the lady" could be a mistress or girlfriend. It bothered me when I ate there once with my husband, but now it seemed so appropriate, as I really was Kirt's mistress. Ashley and Dan arrived for our 8:30 reservations with a few minutes to spare. Dan was an attractive man in his late thirties but he looked younger. Ashley looked absolutely radiant on his arm. She was really in her element. They must be hitting it off I thought. We made introductions and I winked at Ashley and she smiled seductively as we were shown to our table in a cozy little corner of the restaurant. Ashley and I had dined here on our previous trip to New Orleans as had Dan, a native New Orleanian. Ashley, being quite the connesoir, chose the wine and Kirt, a Mormon had his first drink. I had always joked with him about getting him drunk and having my way with him but he just laughed and said that he trusted me and looked forward to having his first drink with me. We recommended house specialties like the turtle soup and bread pudding, and the dinner and service were, as always, fabulous. After dinner we strolled from the restaurant down to scenic St. Charles Avenue. There we caught a street car and enjoyed the beautiful evening and each other until our stop at Canal Street, just a few blocks away from our hotel. We'd have to find another time to ride the street car and enjoy the sights because that night, we only had eyes for each other. Back at the hotel, Dan and Ashley decided to go to the bar for a nightcap. I thought that was a good plan as Dan, living in New Orleans, had a place to sleep and we had, through our e-mail, never specifically discussed a sexual relationship. It was probably good for them to spend some more time to become better acquainted and it would certainly be easier for Dan to leave the bar than Ashley's room. Kirt and I, however, had no patience for the bar scene as six months of e-mail, snail mail and phone calls had built up our libidos to a feverish pitch. We went straight to our room. Kirt cornered me in the elevator, pressing his body hard against me as his tongue earnestly explored my mouth. I lifted my foot out of my heel and rubbed my stockinged thigh against his hard Tipper (our name for his cock--I was his "Kandy"). The elevator door opened and I still don't know how we got to our room. As we closed the door, I turned on the light. I wanted to see every inch of Kirt's buff body. I took his face in my hands and gently kissed every inch. He was grinning ear to ear as he told me he loved me--Kirt was definitely one of the more romantic men I had ever met. I licked his tender lips with my tongue and he slid his tongue across my teeth--something he had always said he wanted to do. It was a surprising turn on. He began kissing and licking my neck while he unzipped my dress. I slipped off his jacket and pulled his crisp cotton shirt out of his pants while sliding my hands teasingly over his tummy and up to his pecs and hard nipples. Although now forty years old, Kirt had been a wrestler in high school and his chest still showed remnants of the physique he'd sported when he won all those trophies. As the dress fell to my ankles, I heard him take a quick breath. He'd stopped and was staring wordlessly at me in my sexy bra, panties, garter belt, thong and stockings. He'd obviously never been this turned on before. I kissed his chest and licked and sucked his nipples as he ran his hands through my hair. As my hands fumbled with the button on his pants, I could feel Tipper raging inside and Kirt grabbed my ass, pulling me tight to him, and slid off my thong as his trousers gave in to gravity. I was very excited to see that he was wearing the silk boxers I'd sent and I knelt down and proceeded to remove them with my teeth, as an occasional slip of the tongue tortured him to near ecstasy. He took my face in his hands and pulled me up to him. "I want to be inside you the first time we cum." he said smiling gently. We kissed as he lifted me up and my silky, stockinged legs wrapped around his waist. He smirked when I groaned and he saw the look on my face as a very wet Kandy slid onto Tipper. "I didn't lie about the size, did I?" he quipped as his hands tightened on my ass. I held him tighter around the shoulders and neck as I chuckled and kissed him hard on the mouth. I dug my feet into his sexy, tight ass as my breasts pressed hard against his chest and Tipper toured the tunnel of love. It was a night to remember as he kissed me the moment we climaxed together--just as he'd always said he would. FIRST DATE: (Ashley's Story) Shortly before Kirt was due to arrive I said goodbye to Mary as she left my room. Before I did she took me by the hand and said "You make a very pretty and feminine woman Ashley. Just relax this week and enjoy everything that that entails, ok?" I smiled and nodded. A few minutes later I heard voices next door and I knew Kirt had arrived. I really didn't feel jealous at all but I was dying to see how he looked and how he reacted to Mary. I knew he would be blown away by how she looked. We had agreed though that we would not meet until dinner and so I had to control my curiosity about Kirt. I heard them leave their room and now it was my turn to wait for Dan. I suddenly found myself worrying about every little detail of my appearance. Would Dan like my dress? Were the seams in my nylons straight? Did I need fresh lipstick? I suddenly realized that I was feeling the same feelings all women feel before a big date. What surprised me more, though, was how much I was enjoying them. I realized I was looking forward to going out on a date with Dan. There was no longer any reluctance. I wanted to do this now. I checked and rechecked my appearance in the mirror. Finally, a few minutes later there was a knock on the door. I took a deep breath and opened it. Dan looked great. Much better than his pictures. He was tall. Even in my high heels he was three or four inches taller. He smiled and said "Hello Ashley." He handed me a bouquet of roses and came into the room. He kissed me on the cheek and I found that I enjoyed it. He told me how pretty I looked and I turned around so he could see my dress. His eyes seemed glued to my legs and I could tell he loved the way I looked. He was dressed in a stylish suit and looked great. He was in his late thirties but he didn't look it. He was quite handsome and the conversation was very easy between us. I grabbed my purse and we left for the restaurant. He took my arm and escorted me to the elevator. I found that I enjoyed being on his arm and I was very relaxed with it. We rode down the elevator with two other couples obviously also heading out for the evening. I felt the other women checking out me and my outfit as I did the same to them. I realized that the saying that women dress for men but they also dress for other women was very true. Dan was very much the gentlemen as he opened doors for me and catered to my every need. He hailed a cab outside the hotel and I climbed inside being careful to not let my dress ride up in the process. In the cab, Dan held my hand and the conversation flowed easily. We both enjoy a lot of the same things and we share a good sense of humor. He told me again how pretty I looked and how great I looked in my dress. I found I really liked his compliments and couldn't get enough of them. We arrived at Commander's Palace and went inside. It was a weird feeling. The last time I had been there was with Mary as her husband. Now I was there with Dan and I was his date. Mary and Kirt were waiting for us in the foyer. Mary smiled and made the introductions. Kirt was much better looking than his pictures. He looked great and he couldn't take his eyes or his arm off of Mary. Mary looked absolutely stunning. It was clear she was very excited and happy finally to be with Kirt, and although I knew she looked forward to dinner, I knew she was looking forward to what came after even more. Dan and Kirt seemed to hit it off right away and I could tell it would be a great dinner. The waiter showed us to our table and seated both Mary and me. It felt funny but nice being treated as a woman. I ordered the wine as it is a hobby of mine and I think we were all amazed at how quickly we hit it off. It was as though we had been friends for years. I couldn't get over how beautiful and sexy Mary looked. Kirt held her hand under the table and I wondered if he was exploring other areas but Mary's face betrayed nothing. Dan also held my hand at times both under and above the table. At other times he would have his arm around me. I was surprised how comfortable I was with it and I wondered how Mary felt watching me with a man in that way. At one point Mary and I went to the ladies room. We freshened our makeup and agreed the evening was going very well. I told her how much better looking I thought Kirt was in person and she said how good looking she thought Dan was. Mary asked if I would be comfortable being alone with Dan for the remainder of the evening after dinner since she and Kirt were anxious to get to the hotel room and be alone. I told her that was fine and that I was totally comfortable being alone with Dan. The remainder of dinner was a blur since Dan kept me engaged in conversation. He was very intelligent and quite funny as well. We finished dinner and Mary suggested that we all walk down to St. Charles Avenue and catch a street car down to the hotel. They walked ahead of Dan and I. I loved the cool night air and having Dan's arm around me. It felt natural to slip my arm around his waist and I loved the sound of my high heels on the sidewalk as we walked. We boarded a street car and enjoyed the scenery on the way downtown. Mary and Kirt spent much of the ride kissing and holding each other. I wondered how I would react when Dan made a move. We got off the street car at Canal Street and walked the short distance to the hotel. Dan suggested a night cap but Mary and Kirt said good night saying they were heading back to their room. Mary winked at me as Kirt led her to the elevator. As the doors began to close I saw Kirt take her in his arms and pin her to the wall of the elevator. Dan escorted me to the lounge and we found a booth in the back of the room where it was quiet. Dan sat close to me and had his arm around me. A small lounge group was playing but we could talk easily. We talked about everything. My dressing and how it evolved. His attraction to TV's and how much he had enjoyed my pictures and letters (mostly the ones that Mary wrote!). We talked about our lives and hobbies--we talked about everything. After about an hour Dan said "I know from your letters how much you like to dance. Shall we?" I suddenly realized Mary must have told him that. As a man I had rarely danced and to say I wasn't very good would be kind. But I found myself smiling and saying "I'd love to." Dan took me in his arms on the dance floor and held me close. Fortunately he was a fine dancer and I found I was able to dance quite well--even in my high heels. We chatted and danced to several tunes. Later a slow song came on and we were alone on the dance floor with only a few people left in the place. We moved slowly to the music, my head on his shoulder. Dan took my face in his hands and kissed me. It was gentle but persistent and I found I enjoyed it. "Is that ok?" he asked. "Yes, I liked it." Dan smiled and kissed me again. The dance ended and we retired to the booth. Dan and I began to kiss and they became more intense as our tongues explored each others mouths. "Maybe we should go upstairs." he said. "Dan, I'm really enjoying all of this but this is very new to me and I'm not sure I'm ready for more." Dan smiled. "That's fine Ashley, but I want you to know that I haven't once tonight thought of you as anything other than a beautiful and sexy woman, and if the time comes, I hope you will allow me to treat you that way in private." I thanked Dan for being so understanding and that I would indeed think about it. Dan walked me to my room and we paused outside the door as we said good night. He said he would pick me up around ten the next morning at my room. It was very late and we shared several passionate kisses before I said good night and closed the door. I was amazed at several things. I had felt totally in the woman's role with Dan all evening and I really liked it. I liked his kissing me and touching me and I liked dancing with him. I was so immersed in the whole thing that I hadn't even thought of Mary and Kirt until that moment. They had been alone over two hours now. I sat down, removed my makeup, got undressed and climbed into bed. Thoughts seemed to flood my mind. I would think of Mary and Kirt. I would imagine her on her knees in front of him in her stockings and garters taking him deep in her mouth. I knew the intense pleasure he would be feeling especially as it would be the first time a woman had taken him orally. But as I imagined it the image changed and it was now me in the beautiful lingerie and high heels and I was kneeling in front of Dan doing the same thing. I tried to block out the images of Dan and I. I would imagine Mary on her hands and knees and Kirt taking her doggie style, but again the image would change and it would be Dan taking me in my ass the same way. Did I want this to happen? Could I do this if the time came? My mind wandered with the question until I finally slept, but I think by then I was starting to come to the answer. DAY II: (First Free Day--Ashley's Story) I got up around eight when Mary came by. We were to exchange our assignments for how the other was to spend the day. Mary shared with me her evening with Kirt. She was ecstatic about it and gave me every detail. I found myself not jealous, but relating to her as her girlfriend more than ever before. I told her about my evening and she was very excited about it, although I sensed she had hoped I'd let things go a little further than they did. She seemed pleased though when she asked if I were considering it and I admitted that I was. Mary had selected for me to have breakfast with Dan at Brennan's restaurant followed by some shopping at the Riverwalk Mall. We would have a casual lunch at Popeye's downtown followed by more shopping at Sak's Fifth Avenue. Mary wanted me to have a new dress to wear for Dan later in the week. Finally she had me scheduled to go to a TV bar in the French Quarter for the evening since Dan had a business conference that night and we would not be able to get together. She told me she had already told Dan of her plans and he was ready to go. I gave Mary my plans for her and Kirt. They included shopping with Kirt in the French Quarter and at Tower records, lunch downtown at Popeye's and then back to the hotel after some more shopping to change clothes, then a limo ride to Baton Rouge to have dinner at Ralph and Cackoo's restaurant followed by the limo ride home. They would then catch the late show at Pete Fountain's club in the Hilton: Kirt had played clarinet in high school and I knew he would enjoy that. Finally they would return to their room. We both loved the other's choices for the day as well as the wardrobe selections. For Mary I had selected shorts and a white shirt. These were a favorite of Kirt's and Mary could be comfortable and still be turning him on. For the limo ride, dinner and the show I selected her red silk dress with red seamed stockings. Under it she would wear a red corsellette. Her red heels would complete the outfit. She had worn this dress in some pictures for Kirt and I knew he would go crazy when he saw it. For me Mary selected my navy blue and white v-necked dress. We agreed I should wear high heels to Brennan's but that I should slip on flats for our day of shopping. She encouraged me to buy a very sexy dress to wear to Clancy's later that week and that she wanted to help me get ready for my date before she and Kirt left in the limo. Mary left for her day and I started to get ready. I showered, shaved my legs and then put on my lingerie. Mary had bought me a new set of lingerie in navy blue. The panties, bra, garter belt and half slip all matched. I rolled a new pair of sheer white stockings up my legs and attached them to my garter belt. Slipping on my white high heels I sat down at the vanity and carefully did my makeup. I finished with my hair and painted my nails. There were only five minutes left before Dan was scheduled to pick me up so I quickly stepped into my half slip and then into my dress. It was a very stylish dress one might wear for work in an office or for a luncheon. I knew Dan would like it. I added my earrings and other jewelry and was checking my appearance in the mirror when Dan knocked on the door. I opened the door and found myself very happy he was there. He took me in his arms and gave me a long passionate kiss. I found myself responding right away. "You look beautiful." he said. "You look great in that dress." We grabbed a cab and on the way to Brennan's, Dan snuck several kisses as he held my hand. We talked and laughed and when we arrived at Brennan's we had a great table. Breakfast was exquisite and afterwards I told Dan I need to go to the room to change into some flats for walking when we shopped. Dan frowned "Only if I get to see you in high heels again later." he joked. I assured him he would. I changed and we walked through the Riverwalk mall. We browsed the stores and got to know each other even better. Later, we hit Popeyes's for a light lunch. Dan wanted to go with me to look for my new dress but I told him I wanted to surprise him and I should go alone. He dropped me back at the hotel and we said our goodbyes since Dan had a business conference that night and we wouldn't be able to see each other. He parked the car and we kissed several times before we were able to part. I went upstairs and changed back into high heels. I figured I'd need them if I were trying on dresses. Sak's Fifth Avenue was conveniently located across the street from the hotel. It was fun being out on the town alone as a woman. It felt odd but nice walking into the store knowing I was there for the express purpose of finding a sexy dress to wear for Dan that later that week. I browsed around some and made my way to the cocktail dresses. The saleswoman was very nice and very helpful. She had no idea I was a TV and showed me a number of dresses in my size. When I had selected a few I made my way to the dressing room. I tried on a couple before I found the dress I was looking for. It was white, sleeveless, cut high at the neck but showing part of my upper back. It was very form fitting and hemmed above my knees. It was very classy but very sexy at the same time. I checked myself in the mirror outside the changing room. The sales lady raved and said how great I looked. I thought my arms looked a tad big in the sleeveless dress. "Wear matching white opera gloves" she said. "They are classy and very feminine and they will make the outfit." She went and found some and when I tried them on it was obvious she was right. I looked sensational. I paid for the dress and left for a lingerie shop in the French Quarter that I knew did a lot of business with TV's: I wanted to find some special lingerie to wear under my new dress. The sales woman was very complimentary of my appearance and of my selection of a dress. After some browsing I tried on a new white corset that was absolutely gorgeous. It would be a little tight when fully laced up but it pulled my waist in a lot and gave me a great figure. Matching panties and a pair of white silk stockings with seams up the back completed my purchases. I got back to the hotel and went to Mary and Kirt's room to help her get ready for her evening. Kirt had gone out for a walk and Mary and I talked while she got ready. She and Kirt had had a wonderful day and she was looking forward to their evening. I helped her into a red corsellette and matching panties and then she put on red seamed stockings. Her red silk dress and high heels matched perfectly and she looked gorgeous. Her previous evening with Kirt had left her hungry for more. "He's going to love you in that dress." Mary laughed. "He will, but if I know him I won't be wearing it very long once we get in the limo." Kirt returned and they left for the limo. I returned to my room and started to get ready for my evening. It was still early so I had plenty of time. I was looking forward to going to the bar. I had heard a lot about it and it sounded like fun. I would rather have seen Dan, though. I took a shower and redid my hair and makeup. I decided to wear my black sequined cocktail dress. It was classy but still sexy enough for the bar scene. I put on matching black panties, bra, garter belt and seamed stockings. My black 4" pumps and gold jewelry completed the outfit. I looked great and wished Dan had been there to see me. I decided to take a cab to the bar. I could have walked but, in 4" heels, my feet would be exhausted by the time I got there. I noticed the cab driver staring in his rear view mirror a couple times checking out my legs. If he only knew. I got to the club and went inside. It was much nicer than I expected. There were about an equal number of TV's, men and women there. I found a stool up by the bar and ordered a drink. There were a lot of nice looking TV's and women there but, as I looked around, I thought I fit in very well. There was a large dance floor and the music was actually being played at a decent volume. Two TV's took seats next to me and we struck up a conversation. They invited me to share their table when one came open and we settled in. We talked and really hit it off. They gave me some ides of things to do in New Orleans and other places to shop. It wasn't long before guys were asking us to dance. I danced quite few numbers. The guys were nice but I would have rather have been with Dan. It was a lot of fun, though and I really enjoyed their compliments. It was a new experience being in a bar alone, wearing a sexy dress and having men stare at me. I found I liked it and it was good for my ego but by around midnight I was beat. I said goodbye and exchanged phone numbers and addresses with my new friends. I caught a cab back to the hotel. I was looking forward to the next day as Mary, Kirt, Dan and I would be spending the day together. I was asleep before my head hit the pillow. DAY II: (Mary's Story) I woke up on our second day in New Orleans, pleased to find this incredibly sexy guy with his face buried in my neck. I roused him with gentle kisses all over his face. His Tipper did not, however, need rousing as he rolled over on me for a good-morning fuck. We showered together but didn't dally as Ashley had quite a schedule planned for us and we wanted to enjoy the city and each other. We got dressed in casual attire for a day of shopping and walking the French Quarter. I wore sandals, a pair of short, tight Levi cutoffs and a white T-shirt with no bra. Although sexy lingerie was certainly a turn on for Kirt, he preferred the simplicity of a man's cotton, button-down shirt with nothing underneath. So I knew that the outfit I wore now would keep him wound up all day. He dressed in a pair of green Levis I had sent him and his favorite Denver Broncos T-shirt. He brushed and blew dry my hair and I made a point of keeping my butt pressed back into Tipper as he worked. It was a wonder we ever got out of the room. We walked the short jaunt from the Hilton to the Cafe du Monde for a traditional breakfast of begniets and cafe aulait (french donuts and strong black coffee with lots of milk). It was a beautiful day and, as the sun beat down on my bare skin, all I could think about was what I wanted to do to Kirt when I got him alone again. I felt like a teenager as we walked through scenic Jackson Square with our arms around each other and our hands nestled in the back pockets of one anothers' Levis. Kirt was amazed at the number of artisans painting and sketching portraits and selling their wares. As we made our way towards Tower Records, we stopped to watch a performing group of tap dancers known to delight and impress tourists with their youthful expertise, as they hoped, in return, for small change. I was enjoying myself immensely, but I couldn't help but wonder how Ashley's day was going. Both Kirt and I are musicians, so we enjoyed perusing the CDs at Tower Records and we immediately found "our song". In our online meetings on AOL, we always chose a backdrop for our cybersex sessions. We'd made love at Lava Hot Springs in Idaho, Chico Hot Springs in Montana, on the River Walk in New Orleans, in a lookout tower in Apache National Park, in Dinkelsbuhl, Germany and Vienna, Austria, on a grand piano in a recital hall, at the job where Kirt moonlights and other places too numerous to mention. One day, after seemingly exhausting all the cybersex venues, Kirt suggested that we make love on a deserted island. I asked how we'd live and he said romantically "Love will keep us alive." I immediately thought of the Eagles tune of the same name and it became "our song". We purchased the CD and strolled back towards Bourbon Street. We stopped at Houlihan's Bar for my favorite--a frozen pina colada and I prepared myself for the fun to ensue as we ventured into the souvenir shops and clubs. Some of the clubs were just bars with bands-- about every style from funky rock to jazz to zydeco--but many of the clubs catered to fans of cross dressers, drag queens, she-males and strippers. And the souvenir shops all displayed sex toys, risque T-shirts and the like or were specialty shops pertaining to subjects like voodoo, an old Haitian religion that had been practiced in New Orleans for some time. Kirt and I had always joked about his small town naivete, so I was looking forward to his reactions to the Bourbon Street aura: I was not to be disappointed. Kirt, at first, seemed shocked by some of the things we saw, but eventually he loosened up and seemed to take most of it in stride. Imagine if he knew the truth about Ashley. We got to Popeye's Fried Chicken about 1:30. Although it is a fast food restaurant, it has the best and spiciest chicken and is always one of the first places I eat when I get to New Orleans. We enjoyed being off our feet and simply took pleasure in each other's company. Kirt and I both share a good sense of humor and we exchanged jokes and riddles (his specialty) as we ate. We walked back to the hotel to prepare for our trip to Baton Rouge. Kirt wanted to call his wife and update her on the teachers' convention and then take a short nap before we left. I popped in to Ashley's room to give him some privacy and was surprised to find her there. She apparently had the same plan and wanted to be refreshed for the bars and clubs that evening. "How long have you been back?" I asked. "Just about a half hour. Everything was wonderful." she gushed. "The only thing that could be better would be if Dan were here right now." "But Dan can't come out to play tonight, can he?" I teased in my best child's voice. "No." she frowned. "But I'm not sure that's such a bad thing. I need to see what it feels like to be an independent woman." She smiled. "No." I laughed. "You need to see what it feels like to be a 'just- got-laid' woman." We giggled endlessly about that--we always could make each other laugh. "So how does it feel?" she asked. "How it always feels--fabulous! I felt kind of like Barbra Steisand in the 'Way We Were' this morning when he rolled on top of me, half asleep. But, unlike the Robert Redford character, I think Kirt knew whom he was boinking. And speaking of boinking, do you think it'll happen with you and Dan?" "I think so, but I don't want to make things too easy for him. After all, he did play a little 'hard-to-get' when you initiated this through the e-mail. I think it only fair that he enjoy a taste of that medicine." She smirked. "Now you're thinking like a woman." I laughed. "It has been fun, though. He simply hasn't been able to keep his hands off of me." "I know the feeling--and I like it!" I joked. "Where is Kirt, anyway?" "He should be napping by now, so we should probably keep it down. I want him fresh for this evening." I smiled seductively. "So did you buy a dress?" "Not yet. I'll do that this afternoon. I want it to be a surprise for Dan." "I can't wait to see it. Whatever you do, go for daring, sexy, provocative. What man doesn't like that?" I'll see you later. Have a wonderful time shopping. I'm going to see if I can find a creative way to awaken Mr. Kirt." "Nothing that hasn't been done before, I'm sure." Ashley smiled nastily. "You brat!" I said as I sashayed back to my room. I pulled out the covers that were tucked in at the bottom of the bed and crawled under the sheets for a sneak attack. Conveniently, Kirt was on his back and I took him quickly in my mouth and was rewarded with a deep gasp of pleasure. After 40 years of deprivation, Kirt couldn't get enough of this one of life's little pleasures. After I tasted his cum, I licked my way up his belly and detoured to suck on his hard nipples, kissed my way up his neck and jaw to his lips and quipped "I don't suppose you're awake now?" He smiled wanly, took my face in his hands as he kissed me hard on the mouth. "Where have you been all my life?" "In your dreams 'til now." We laughed and hit the shower again. The limo would be here in less than an hour. I dressed in my sexiest red lingerie--a very lacy bra, matching garter belt and thong and red stockings. All those months of workouts had really paid off as I felt as great as I looked--and this kind of outfit hides nothing. Next, I slipped into a pimento-colored silk dress with a matching belt to accentuate my thin waist, and finally, a pair of red heels. Kirt had seen pictures of me in this dress and was, as usual, erect the whole time we were getting dressed. He wore a beautiful tan, linen suit with a white cotton round- collared shirt--perfect attire for a muggy New Orleans evening. Our chauffeur rang us from the lobby to inform us of his arrival, so we finished our primping and hurried to meet him. The limo was fantastic--very roomy and had a well-stocked bar. Kirt put up the tinted window between the driver and us as I slipped out of my dress. He sat comfortably on the seat opposite me, with his feet up and a shit-eating grin on his face. "And what is that countenance all about?" I inquired. "Oh, just enjoying the view" he stated matter of factly. I hopped on his lap and slipped off his jacket. Neither linen nor silk rated well when in came to being wrinkle free and who wants to look disheveled in a nice restaurant? I straddled him, and gyrated my hips, pressing hard into his massive cock as he undid my bra and took my breast in his mouth. He slowly unzipped his pants and I groaned with delight as he slid his hands- -one in front and one in back--into my thong, sliding it off and pulling me tight to him so my tender clit couldn't escape his meaty fingers. Tipper crept through the fly of his boxers and I kneeled, sliding Kandy onto him ever so slowly as our breathing became more labored. "I love it when you're on top." He said. "I always cum harder that way." He smiled while our hips collided again and Tipper pounded harder and deeper. Kirt slid his hand between us and fingered my clit again as he waited for me, the sweat glistening on our bodies. When I finally convulsed with pleasure, Kirt gave one last deep thrust and kissed me as his hot cum spurted deep inside me. I collapsed on top of him and our bodies endeavored to find a common rhythm to our heavy breathing. We lay there for what seemed a long time and finally dressed again as the limo rolled into Baton Rouge, Louisiana's state capital. The restaurant, Ralph and Cackoo's, serves southern specialties like crawfish, seafood with cajun spices, hush puppies and keylime pie. It is not as formal as Commander's Palace, but definitely provides a taste of the old south. We enjoyed the meal and the drinks but didn't seem to have the energy to converse much. All we could do was stare into each others' eyes with dumb grins on our faces. During the limo ride home, we slowly sipped another drink and napped, our bodies spent from the combination of alcohol and physical pleasure. When we arrived back at the hotel it was all we could do to get back to our room. We undressed quickly and fell into bed. It seemed much later than it was and I knew I'd get a great night's sleep, as visions of Kirt's giant Tipper danced in my head. DAY III (Ashley's Story) I woke up early and just lay in bed thinking. The first part of the trip had been a blast and I couldn't wait to see what today would bring. I found myself thinking about Dan and what we had planned for the day. We were going to do some shopping with Kirt and Mary and then go to Straya's (a trendy New Orleans restaurant) for lunch. After lunch the guys were going to hit the casino's while Mary and I shopped some more. Dinner was planned for Alberto's, a great little hideaway Italian restaurant on the fringe of the French Quarter, then across the street to hear some jazz at Snug Harbor--one of the best jazz clubs in the city. As I crawled out of bed I wondered how Mary's night had been. I showered, then carefully did my hair and makeup. I knew that Mary was going to wear pants today for shopping but I knew she had only packed dresses for me to wear. That was fine with me since I knew Dan would want me to wear a dress and I really hadn't been in the mood to wear pants at all since coming on the trip. I decided to wear my red and black dress. It was classy but, at the same time, it would look ok with flats since we would be doing a lot of walking in the stores and malls. I put on a set of red lingerie: matching panties, bra, garter belt and full slip. I rolled black stockings up my legs and attached them to my garters. Thoughts of Dan and I kept creeping into my head. I really liked being with him. I liked his attention and I liked being in his arms and having him kiss me. I knew he wanted more. And the more I thought of it, and envisioned it I realized that I did too. I had always enjoyed going down on Mary as a man, and it made sense to me that I would enjoy going down on Dan as a woman. I wondered what it would be like and I decided I would talk with Mary about it later in the day and get her ideas and suggestions. I had, during this trip, come to think of myself as a woman and I knew for certain that Dan did. The more I thought about sex with him the more I realized I wanted it to happen. I was more apprehensive about anal sex though. I had talked t

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Southern Hospitality Ch04

Laura lay beside him, her back to him, the stolen duvet wrapped around her like a cocoon of warmth and comfort, a bastion against the cold that plagued him. Biting his lip he inched towards her, finding the edge of the duvet and beginning to unwrap her like the gift she was. He had intended to urge his way under the warmth with her, but as she felt the coolness of air against her unprotected back she stirred. Ash let out a soft beep of surprise as the sleeping form of Laura moved, she...

3 years ago
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Southern Comfort1

So, what was I supposed to do? I mean, there I was alone with the girl and all she was wearing was a flimsy pair of shorts and a tank-top that was made of the same material. She’d been sitting on the edge of her bed waiting for me and she stood when I entered her room. I could see the slight bulges of her tits poking through her light pink top, as well as her bony hips poking through her bottoms. She looked a bit nervous and in that way that two emotions can show on the same face, she...

2 years ago
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Southern Hospitality

I had made it a mile or two down the road when the warm glow of headlights appeared behind me. I turned around and stuck out my thumb. A classic 50's pick up truck pulls over and I hear a sweet southern drawl call out to me, "Hop in, Sug." I sit down and shut the door and turn to thank this kind stranger and thats when I see her face. A sweet caramel brown skintone with long straightend black hair. I guessed her to be about 5'8" and 110 pounds. She smiled at me and asked where I was...

2 years ago
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Southern Lovin

A series of stories following the secret love life of two interpretable first cousin’s… Intro (Arrival) -- Matt took a step outside to the arrivals area of Hartsfield Jackson International Airport, being welcomed to Atlanta by the dry hot air, and honking horns, of the commonly congested roads of Hartsfield Jackson International Airport. There was no breeze, like what he is used to having up north. Matt is a 6 ft’, 185 lb, young piece of meat at the age of 19. He is a...

2 years ago
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Southern Comfort

Introduction: A FICTIONAL accounting of a guy who gets off impregnating girls, gets the chance of a lifetime. Go ahead and call me a sick and perverted bastard. But just remember, not one single living soul was damaged in any way during the writing of this story. ITS FICTION, PEOPLE!!! So, what was I supposed to do? I mean, there I was alone with the girl and all she was wearing was a flimsy pair of shorts and a tank-top that was made of the same material. Shed been sitting on the edge of her...

2 years ago
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Southern Lust 8211 Her Desires Are To Be Fulfilled

Hey guys, hope you liked my last erotic tale, will be uploading Part 2 soon but for now thought I’d give you another one in the meantime. Hit me up on I had just finished with my exams that day when I left for the southern city of Chennai. I had to attend a family function and was staying at a close friends place. I’d never thought of her sexually but lately, our conversations on WhatsApp had pushed the boundaries of our friendship. We were always frank and I lately was missing out on some...

3 years ago
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Southern Exposure Part 2

SOUTHERN EXPOSURE Part 2 Copyright Kristy Leigh 2003. All rights reserved. 3. "Last one up has to kiss a pig!" Lisa yelled. Squealing with laughter, the girls bolted over to the bars and clambered up the rungs in a tangle of hands, feet and elbows. Debbie claimed the first place by virtue of her superior athletic abilities (within the year, she would win bronze at the state gymnastics finals). Lisa and Jessie tied in second, although neither had any immediate plans to visit...

3 years ago
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Southern Gent

We were meeting as friends, at least that's what I kept telling myself as I drove to the cafe/bookstore, but in the back of my mind I knew there was potential for something more. "But not tonight," I told myself as I put a hand over my fluttering stomach. I rolled my eyes. Here I was talking to myself while checking my make-up in the review mirror and trying to maneuver through traffic all at the same time. I would be lucky if I made it in one piece. "He's already seen you naked, what are...

4 years ago
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Southern BellesChapter 2

“Evenin Brady,” she said. “Miss your plane?” Wilma Dillard was working the desk. I told her what had happened and that I would be staying for the next couple of days with a Mississippi State student. “It is gonna be a slow weekend Brady,” she said. “My clients are all busy somewhere else, I’m sure the MSU/Ole Miss game. We’re too far south to be enjoyin that kind of traffic. But I won’t have to worry about unruly frat boys.” “So,” I said, why didn’t you just set up shop in Starkville....

3 years ago
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Southern BellesChapter 4

Darlie and I had just dried off when we heard Wilma’s knock on the door. Darlie was wrapped in a bath towel, I was still completely naked. Opening the door a crack I spied Wilma carrying what looked like a computer bag and opened the door wide enough for her to see my full nudity. Wilma stepped inside. As I closed the door she said, “Well Mr. Damron your face is the same one I saw when you registered. But you are as limp as you were when you left me earlier in the week. I hope your girlfriend...

4 years ago
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Southern TrampChapter 5

"Oh, BRUTUS! FUCK ME! FUCK ME HARD!" Melanie screeched, oscillating her hips and lifting and falling on the big black stud's long, stiff pecker. The brawny brute had his hands clamped around the white girl's middle and he was slamming her down savagely on his lap, grunting like a bull in rut as he pumped his hips lustily back and forth, ramming all eleven inches of his iron-hard poker deep inside Melanie's tight, clutching glove-like abyss. The black limousine creaked and bounced on...

4 years ago
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Southern TrampChapter 8

The campaign headquarters for Rhett Wilkerson was a zoo. Melanie perched on the edge of a table as far away from the squealing swarm of enthusiastic Wilkerson supporters as she could. At least five T.V. sets were blaring as the initial election returns began to come in. Shouts of triumph pierced the room whenever the returns indicated that Wilkerson had an edge, and boos greeted any suggestions that Hardman was ahead. On the walls of the room, gigantic posters of Rhett Wilkerson were...

1 year ago
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Southern Hospitality

Tom kicked a rock in frustration, as he opened the gate to a quaint little farm house. As it squeaked open, a lazy old coon dog peered at him from the wooden porch of the old farm house. Tom hesitated for a moment, as the weary old dog resumed to napping. He slowly followed the worn flagstone path up to the steps of the porch, and stopped once again as the dog half heartedly raised his head. The dog released a muffled gruff as if to complain that this stranger was disturbing his all to...

Group Sex
4 years ago
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Dirty Mr Styles

Dirty Mr. Styles A Short Erotica Tale By Stacey Taylor Often Writing As Nikki Bastion Literotica Edition Dirty Mr. Styles © 2011 Stacey Taylor All Rights Reserved .One. ‘Morgan Humphrey Styles, Attorney At Law’ read the newly stenciled sign on the glass door. Though he was quickly nearing the age of retirement, Morgan Styles had no intentions of giving up his long held position as Karas Cove’s only resident defense attorney anytime soon. Recently relocated to a brand new single office, and...

4 years ago
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Freestyle

"Fuck it, I'm off duty," Jeri said as the holoscreen filling one wall lit up. Her locker was third in the row, and clattered on its hinges when she slammed it open. "The Charmer has to be repaired," her supervisor, Tim, told her. His pinched, frowning face filled the screen as she unzipped her blue coveralls. "You're authorized for overtime on this, it's got highest priority in the docks." "What part of 'fuck it' did you not get, Tim?" She pulled her arms from the sleeves. Her...

4 years ago
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Female Masturbation Japanese Style

Female Masturbation, Japanese Style Female Masturbation, Japanese StyleBy PoweroneCopyright 2006   This story is inspired by a series of Japanese videos titled ?Female Sexual Esthetique.?  ??????????? Eriko had always been close to her Grandmother, who had spoken at length about her life in Japan until she died last year.? Eriko was amazed at the stories her grandmother told, things that her mother would never even mention.? During her grandmother?s life, the sexual norms in Japan...

2 years ago
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My Mounted Mistress All About Doggy Style

My Mounted MistressAn Omnipotent Erotic Psalm of Doggy Style John, “Big John” GallivanWarrior Poet/Erotic Psalmist “Viking Gladiator” www.eroticpsalms.comI am the Viking Gladiator, the warrior poet, the erotic psalmist,A fierce barbarian, and over 300 pounds of masculine knight!I am here today to convey that doggy style is the best position ever!For to see your curvaceous ass in that pose is marvelous!To gaze at your amazing hips in that stance is wonderful,And to witness your bulging peach...

3 years ago
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Southern Hospitality Ch02

As consciousness seeped more and more into Laura's mind she stretched her arms out in the bed around her, feeling the silky warmth of the bed where her arms brushed and felt the coolness of the sheets from where she hadn’t been wrapped up in them, another wave of pleasure crept over her, she must have been dreaming about something nice to wake up with such eager wood tenting the sheets. “Mm..” Laura furrowed her brow lightly as the pleasure continued to wash against her, confused in...

2 years ago
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Southern Hospitality Ch01

“Why?! Why would you do that?!” He pleaded, voice light and desperate. She shrugged, looking across at him with a raised eyebrow, chewing on a mouthful of her food. “I don’t see what the big deal is.. You agreed to help her?” “I agreed to help her but I didn’t agree to that! Ugh.. You’ve no idea what you’ve done.” he said with a soft huff, looking down at his plate and spearing a piece of penne, taking a bite. “No, I suppose I don’t.” She laughed airily and smiled cheerily as she...

2 years ago
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Southern Boy

When I was 16 my best friend , James and I would slip into a private lake and go swimming. James was more worldly than I and had been dating girls for over a year or two. To hear him tell it he got into most of their pants. I don't know if it was true or not.... I just liked to hear the stories. He was already 17 and was stoutly built and had the gift of gab when it came to the fairer sex. I on the other hand was skinny and short almost 5' 6'' I was also shy when it came to one on...

2 years ago
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Southern Comfort 2

After letting her rub my feet a bit, I decided it was time to move on, so, pulling my feet from her hands, I stood. She was still down on her knees and as I stood her body straightened a bit, so that her face was right at my bulging crotch. I couldn’t resist taking the back of her head in my hands and gently pressing her face against the huge lump in my jeans. She didn’t resist or try to pull back at all and it only took a couple seconds before I could feel her hot breath seeping through my...

3 years ago
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Southern Belle End

It was a relatively warm day when two familiar women sat in an office together. The client, Melody Campbell, was fidgeting nervously in front of her therapist, Christina Lang. She was eager to get started on this day. “Well, we're back to storytime. Now I'm starting about the time I was turnin' sixteen. Now, as I've been sayin', my daddy has taken me as his wife and since my 12th birthday, he has been performing oral sex on me every single night. Right before my 15th birthday, I...

4 years ago
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Southern Belle 2

Melody, the blonde woman with curly hair, once again sat in the familiar office. Today she wore a fitted blue long-sleeved shirt with some glittery graffiti that read, “Baby Grrl” across the chest. On the left sleeve was a butterfly decal. And once again, across from her, sat Miss Lang, her therapist. Christina Lang wore a casual outfit on this day, the second meeting with her client, Melody Campbell. Behind the women, the skies were cloudy with a light drizzle splashing against the...

4 years ago
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Southern Belle

Two women sat in a beautifully lit office room. The walls were a cream color, and the floor was dark oak colored hardwood. The room was spacious, with oak book cases on either wall, and large windows behind them that opened up to a city. Over the edge of the floor one could see the street, cars, people, and could hear the city noises, indicating this office was far up. Off in the distance was construction next to a well known and expensive hotel. One woman wore a nice pinstripe suit and...

3 years ago
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Southern Vacation

Hi I am Marc I wanted to post this story for my wife Moni about the time we went vacationing down south. We were in a small city on our way to Tennessee and booked into a hotel. It was late evening we ate and decided to go for a drink. We happened on this bar which looked decent enough so we went in sat at a booth and ordered. Everyone seemed to stare us up and down when Moni mentioned she was the only woman there. It probably didn't help that she was wearing a short skirt and t-shirt with no...

2 years ago
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Southern Nights

Chapter 1 – The turning point Mary was so nervous she had troubles keeping up with the traffic around her.It was early afternoon rush, and a lot of aggressive and impatient divers allover the place. Normally she would be so annoyed about this that her adrenalinewould be like that of a cliffhanger. But not today. This was a very different day. Possibly a day to turn a newpage in her life. At the very least a new start, that's for sure. She was onher way to a very important meeting. Very...

4 years ago
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Southern Spice

Hi readers, This time around your JJ is going to give you a lesbian treat with a village back ground. In the past submissions we have had enough from the ladies hostel and the University. The below narration is also from a small Temple town south of Chennai about 320 km away from where all the lesbian action was flourishing. The place is only second to Kanchipuram in terms of number of temples found in and around this small town called Kumbakonam. Approximately 5 km from there is a place called...

Lesbian
4 years ago
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Southern belle sure is kinky

After being seduced by Tina that night she kept coming back for more. I thought her Daughter was a good fuck she couldn’t hold a candle to her mother. Sure Carla was young ,super tight and could last a lot longer; she didn’t have the oral skills her mother had. While Carla was having fun in college fucking all the college boys ,her mom focused her attention on me.Her experiences with other men through out the years had made her suseptive to exploring new men to get off.She was still deeply...

4 years ago
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Southern Matings

In certain regions, mating traditionally interweaves. Below: the main characters. Papa - Mama Lawrence - Me, Abby Jesse - Francine Clay - Cassie Titus - Nelba Book Of course I’d seen black penises when we’d pass the negra boys swimming in the river, whooping and swinging from the rope. They’d avert looking our way as if we were the naked ones, but they tend to look away in any case. “They’re from the jungle,” explained Mama. I supposed their origin to account for something, but noted...

4 years ago
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Southern KinfolkChapter 2

I began my last year of high school in the fall, travelling each way for what seemed like hours on a bumpy school bus. I made some friends, mostly female since to the good old boys I was just a Yankee nerd. One girl in particular had her eyes on me, a buxom blonde, whom I later found out was in her first year. She was on the bus when I got on each morning and openly gave me the come on. I never sat next to her but on the way home she sometimes planted herself next to me. Her name was Sonja,...

3 years ago
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Southern KinfolkChapter 3

Sonja insisted on going for the marriage license the very nest day. Her parents arrived at the town hall and signed her away. She held on to that piece of paper like it was made of gold. The wedding was set for the Saturday after next. Her parents would arrange for a hall next to the church for the reception. It was a difficult time for me, despite the fact that Sonja had known all along what was going on in our house, I felt uneasy about Paul's sexual behavior. Strangely, Sonja didn't...

3 years ago
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Southern TrampChapter 2

Melanie shimmied down the rope from the hay loft and wandered back to the large main house in a daze. Her body felt warm and tingly, and occasionally, darts of urgent need cut through her loins. The pretty blonde sixteen year old was flushed with desire. She looked incredibly sexy with her cheeks burning red and her sky blue eyes heated with carnal lust. She went into the house and flounced up the stairs, hurrying down the corridor to her bedroom. She shut the door carelessly behind her, not...

3 years ago
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Southern TrampChapter 3

Melanie stared in growing excitement and some trepidation at her brother's enormous phallus, which lifted the elastic of his jock strap off his belly and impatiently throbbed in the air. With a little whimper of delight, she hooked her fingers in the elastic of the jock and slowly pulled it down, snapping it snugly beneath her brother's huge, orange-sized balls. Her hot blue eyes darted from his enormous ten inch prong to the large, bloated testicles beneath, and she shivered with wonder...

4 years ago
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Southern TrampChapter 4

Melanie had never slept so well in her life. Jarvis had fucked her for hours the afternoon before, and when it approached the time when their father was expected home, her lusty brother had shot four loads into various orifices of her body, and Melanie had come too many times to count. Rhett Wilkerson had commented during supper that he had never seen his children looking so tired before. "I just don't see how you can be tired, Melanie," he said, winking at his lovely daughter, "What...

3 years ago
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Southern TrampChapter 6

Melanie's erotic adventures had led her to regions beyond her wildest imagination. Imagine what Daddy would do if he ever found out that I've not only been fucking Brutus, but Randy Hardman, the son of his worst enemy! Worse than that, even, Melanie was beginning to fall in love with the handsome young man... Randy had called her the next day, and they had arranged a clandestine afternoon together. It had been wonderful; a picnic by a secluded pond and a long, luxurious bout of hot...

4 years ago
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Southern TrampChapter 7

The days continued to speed by in rapid succession, and Melanie was becoming quite reckless in her sexual exploits. A day didn't go by when she wasn't embarking on another sexual adventure. She fucked her brother constantly. Frequently, she would sneak into his bedroom at night, or he would come into hers, and they would copulate till dawn. Then, she was seeing Randy Hardman regularly, and they found all sorts of places to make love in. Once, she sucked him off in a movie theater. A couple...

1 year ago
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Southern Kinfolk

Stepping off the bus, I waited for the driver to open the baggage compartment. A young Asian woman approached me, flashing a smiling expression of recognition.  "You Sean boy, come Chicago; OK?" I nodded inquisitively, having expected my great aunt. "Yeah, I'm Sean all right. Who are you?" "Oh, I Sona, hired man wife; he in truck." Pronouncing truck with an f, she pointed at a vintage Chevy half-ton across the street. The driver tipped up the baggage door and I found my bags. Sona grasped both...

Erotic
1 year ago
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Southern Kinfolk Part 3

Sonja insisted on going for the marriage license the very nest day. Her parents arrived at the town hall and signed her away. She held on to that piece of paper like it was made of gold. The wedding was set for the Saturday after next. Her parents would arrange for a hall next to the church for the reception. It was a difficult time for me, despite the fact that Sonja had known all along what was going on in our house, I felt uneasy about Paul's sexual behavior. Strangely, Sonja didn't seem to...

Erotic
1 year ago
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Southern Nights

It was a steamy-hot summer night about 1 a.m., just outside the Memphis city limits. Mosquitoes large as crop dusters droned and bit at will. I was running radar on one of the county back roads, notorious for being a speedway between local watering holes. ‘I should be able to collect a bit of revenue for the Sheriff's office and keep some other poor fool from having to blot up some drunk's body from the pavement after an accident,’ I thought as I sat in my cruiser – waiting. ‘Okay. Here comes a...

Erotic
1 year ago
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Southern Kinfolk Part 2

I began my last year of high school in the fall, traveling each way for what seemed like hours on a bumpy school bus. I made some friends, mostly female since to the good old boys I was just a Yankee nerd. One girl in particular had her eyes on me, a buxom blonde, whom I later found out was in her first year. She was on the bus when I got on each morning and openly gave me the come on. I never sat next to her but on the way home she sometimes planted herself next to me. Her name was Sonja,...

Erotic
4 years ago
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Style

STYLE - Rachel Ann Cooper - (c) 2001 It was late May. Classes were over at Carrington High school. All the students had to do was go in and pick up their grades along with lists of potential classes for the fall term, in this case, the junior fall term. Lolly and Cherry (a nickname well deserved) were known for their wild and crazy parties. Both of their daddies were well to do businessmen with stay at home wives. Well, stay at home when you could FIND them there with all...

3 years ago
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Just Your Style

This is the first story I've written, and is intended to be the first in a series about a styling salon with magical powers. I welcome all comments and suggestions for improvement. I left work a couple of hours early to make my appointment. I noticed that a new hair salon opened on the way home from work, and since my normal stylist just moved to another city, I needed to find a new one. When I called to make the appointment at a salon called Just your Style, I asked for an early...

4 years ago
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cuckold lifestyle70

We got a break from all the heat this weekend. Lower seventies beat upper ninties anyday. This short of kick started my wife's fall shopping. After doing all my chores Saturday I was told I needed to shower , shave , and lock myself up in my CB3000 because we where going shopping. Shaving my pubic area always takes me a long time. Shaving a nut sack can be tricky. It took me an hour to finish up and when I came into our room to get dressed my wife was setting on the bed already dressed and...

2 years ago
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cuckold lifestyle42

Saturday night my wife wanted to go out and have some fun , but, she wanted me along. I was watching something on the TV in the den when she walked in wearing a white denim mini skirt and a red button up shirt, the top two buttons where left undone and she must have had on one of her pushup bras. Her 34 B's aren't normaly that round on top. Her legs where naked and she was wearing a high stacked strappy sandals. She said get up little dick and lets go do something. I jumped up and turned off...

2 years ago
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Hot Doggiestyle

So it was another freshman weekend at college, i was looking for something to do. Get drunk, find some slut, and get laid. I couldn't find anything right away, but then i went across the hall to my friend Brian's room. He had one of his friends, who was a Junior at the time, over and the friends twin sister. They had already been drinking, so they invited me to have a few beers with them. The friend, Jeff, and his sister, Jen, were both pretty drunk already. Jen was really hot; nice face,...

3 years ago
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cuckold lifestyle26

Being a cuckold husband is always fun but when your wife is as crafty as mine its almost to much fun. She knows how to run the ragged edge. Buy this I mean doing her cuckolding while we have friends over or at public places , like the ZZ Top concert in story number 16. Well we had a wedding to go to one Saturday, I didn't want to go...( what guy does )? I was about to complain about having to go when my wife walked in wearing the dress she had bought to wear. It was pale blue, to her knee, and...

2 years ago
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cuckold lifestyle5

Well she had working at the BBQ shack for four months , September was almost over but it was still warm here in Georgia. Someone at the shack came up with the idea to have a summer is over party. Well being that we have a house and pool my wife said they could have it here. Most of the other wait staff was made up of college aged guys and girls that lived either at home or in an apartment. So they all agreed with the idea the party was going to be here. My wife came in and told me we where...

1 year ago
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SwingLifestyle

SLS.com! Do you live the Swing Lifestyle, or have you ever considered swapping partners with other horny local couples? Before the Internet, it was hard to find like-minded swingers to fool around with, but we’ve come a long fucking way since the days of awkwardly asking your coworkers if their wife would be DTF. Why risk a sexual harassment accusation or an uppercut from a dude who takes it entirely the wrong way when you say you’d really like to bang his old lady? Today, we’re going to look...

Hookup Sites
1 year ago
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VoyeurStyle

Voyeur Style! Listen, guys, I don’t know about you, but when it comes to porn, there’s just something super sexy about amateur content. And not only that, but when they turn that amateur content into voyeur content? Now that’s some next-level fun if you ask me. Here’s the deal, I just like the fact that these chicks have no idea that there’s a video being taken of them while they’re sucking a cock, fucking, getting dressed or undresses, taking a bath and so on. I know some people take it to the...

Amateur Porn Sites
3 years ago
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Main Meri Ma Aur Doggy Style

Hi friends this is Rehan. Main EK 20 saal ka ladka hoon. Meri Family me main, mere papa , mera chota bhai , aur meri Ma (jo bahut mast hai ) rehte hain. Main uttar pradesh ka rehne wala hoon. Mere papa apni kaam ki prati bahut imandar hai . Mera bhai mere se 2 sal umra me chota hai. Meri ma ek kushal grihani hai. wo mere mohalle ki sabse svndar aur sexy aurat hai. ohalle k sare mard unko chodna chahte hain. main kai baar suna hai kitne mardo ki mooh se kash ye mil jae. Main to iske chut ko...

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