From JCMeier@aol.com Wed Mar 26 21:58:44 1997 Path: news1.infoave.net!news-dc-10.sprintlink.net!news-pull.sprintlink.net!news.sprintlink.net!news-peer.sprintlink.net!howland.erols.net!newsxfer.itd.umich.edu!uunet!in2.uu.net!198.80.1.4!interaccess!usenet From: JCMeier@aol.com (Jodie) Newsgroups: alt.sex.stories.tg Subject: TG Repost-Anna2 Date: Thu, 27 Mar 1997 02:58:44 GMT Organization: InterAccess, Chicago's best Internet Service Provider Lines: 1252 Message-ID: <5hcdb1$489@nntp.interaccess.com> NNTP-Posting-Host: d143.dialnet1.interaccess.com X-Newsreader: Forte Free Agent 1.0.82 Subject: TG ARCHIVES: "The History of Anna" (2/2) The next day I awoke and went down to the kitchen. I was surprised to see Gail making coffee, with nothing on except for a skimpy robe which barely covered her bum. It was open quite a bit at the front and I could not help looking at her breasts. She greeted me and noticed my stares and smiled. She asked if I thought she had a nice body and I said yes, and as I did, Matt walked in with nothing on and a huge hard on. He grabbed Gail and said that she had better come back to bed as he was horny as hell. They both left the kitchen and I found myself quite excited by all of this. After having breakfast with Roxanne, she asked me what I had planned for the day. I told her that I was going to read through the magazines we had bought and spend time on myself, getting ready for the party. Roxanne was off to do some more shopping so she would see me later. She handed me a bag and told me not to open it until after she had left. After doing up the dishes, I retired back to my bedroom and could hear Gail and Matt still going at it. He was calling her all kinds of names and she didn't seem to mind it at all. She kept moaning and groaning and before long their love making came to a head, so to speak. I heard them get up, shower, get dressed and leave. Before they left, Gail poked her head into my bedroom and said that they would be gone for about four hours, so they would see me later. She was wearing another pair of those tight jeans and a very skimpy halter top. One very fine looking lady and I thought Matt was quite lucky to have her as a girlfriend. After they had left, I remembered the bag that Roxanne had given me. I opened it up and found two magazines about TV's. I'll never forget the name of them. "Chicks With Dicks"! Very poetic. It featured all sorts of TV's in different poses and with different clothes on. I was getting very horny looking at the pictures, so I turned my attention to the third item in the bag. It was sort of an instruction book on how to be a TV with information from applying makeup to tucking your balls correctly and pulling back your penis to give you the look of having a vagina. I read the whole book and learned and incredible amount of information on dressing, especially since it was geared to men looking like women. After finishing the book, I looked over at the clock and it was already 3 pm. I decided to shave my body, douche myself and then take a long bubble bath. When I shaved this time, I shaved off all my pubic hair, something I had learned from the book. To be quite honest with you girl, I will never do this again. It feels wonderful for the first day, but unless you keep it up, it itches like hell while it grows back!!! I have never completely shaved my pubic hair since. I was getting out of the bath when everybody started to get home. Roxanne came up to see how I was doing and told me to take off my robe so that she could check me out. She was very pleased with my shave job and fondled my balls lightly. She then told me to bend over and checked out my rear. As she caressed my bum, she said that I had a very pretty cunt and that hopefully it would not go unnoticed that night. I secretly hopped so, too. After Roxanne left, I started to get ready. I inserted my butt plug, tucked up my balls into their sockets and pulled back my penis like I had seen in the book. I put on the black bra and waist chincher, followed by my garter belt and the fishnet stockings. I put on a pair of tight panties, and it worked. My crotch area looked just like Gail's, with full lips and all. I filled the bra cups with the water filled balloons and went to the vanity to start my makeup. After finishing my face, I sprayed my body with perfume including a quick spirt in my crotch and one behind the backs of each of my knees. The tough part was what to wear as far as clothes. I didn't really know what everybody else was wearing, so I decided that I would go all out. I picked out a pretty party dress that was bright pink taffeta, the bottom of it stopping just above my knees. It had a back zip and I had quite the time trying to get it done up. It had a side slit and I was pleased to see that my leg showed through almost to the top of my nylons. The shoes I picked where new, pink to match the dress, and of silk material. They had a four inch heel and looked wonderful on my feet. I combed out my blond wig and set it in place. I finished off my transformation with earrings, a gold necklace and an ankle bracelet. After putting on the false nails and painting them, I was ready for the party. I stood back from the mirror and was pleased and excited with my look. I hopped it wouldn't go unnoticed. I walked down stairs and met Gail and Roxanne in the kitchen making trays of food. They were both wearing dresses, so I felt a little more at ease. Roxanne commented on my excellent choice of clothes and Gail said that if she hadn't seen me, she would have never have believed it. As we talked and prepared the food, Matt came in. He stopped and for a moment stared at me. He then turned to Gail and asked her who her friend was. We laughed and Roxanne told him to say hello to her sister. He looked at me again and gave me a wonderful wolf whistle. He then told me to turn around and model for him. After I was finished, he said to Gail that the dress and shoes looked better on me then it had ever looked on Gail. I thought for sure she would be mad, but she smiled and said that he was right, and she had a bunch of other clothes that would fit me. I was thrilled that I was so appealing to both male and female and happy about getting more clothes. We spent the next hour getting the house ready for the guests, and around eight o'clock the first people started to arrive. I played maid for the first little while, fetching people drinks and putting out the food. Roxanne introduced me to everybody as her sister, and I even met her boss and his wife. I was sure that nobody knew who I really was and the party was in full swing when Connie arrived. She looked great and we talked in the kitchen for a while. I told her all about my own bedroom and the clothes and stuff and she was very happy for me. I promised her a tour later and she pinched my bum and said it was a deal, as long as it was an intense tour of my bed. By about eleven, I think around fifty people had showed up. The place was packed and for the first time that night, Matt came over to me and asked me how I was doing. I said fine and told him I was getting a little drunk from the wine. He then looked at me and said that the only way you could clear your head, was to give head. I laughed and said in a teasing way, why, whatever do you mean??? He just took my hand and lead me from the room and up the stairs to his bedroom. I could see Gail watching us, but she smiled and waved good-by. When we got to Matt's room, he turned and closed the door. I asked him if we should lock it and he said that nobody would come in. He then placed his arms on my hips and drew me closer. He told me that I made one hell of a fine looking woman and he had been hoping to get me alone all night. I asked him about Gail and he said that he had already told her what he wanted to do to me and she had said that it was fine with her. As we talked, Matt pulled me closer until I could feel his cock against my tummy. I asked him in a whisper what he wanted me to do and said that he wanted my lips around his cock and then he wanted to fuck me. I pulled away from him and told him to wait a moment, as I had to go to the bathroom. I bolted from the room, went to the bathroom and removed my butt plug. I checked my makeup and then walked back to the bedroom. Once inside, I found Matt on the bed with his pants and shorts off. His cock was huge and stood straight up in the air. I decided to tease him a little, so I crawled onto the bed and asked him what I should do with this thing. He told me that he wanted me to suck him and I played dumb and said that I didn't think I was that kind of girl. He sat up and said that if I wasn't that kind of girl, why was I back in the bedroom with him. Hard question to argue, so I leaned forward and kissed him on the lips. He returned my kiss and soon we were rolling on the bed, kissing and touching each other. In the process, Matt wrestled my panties off and started to finger me as we continued to kiss. I felt so good to have him slide his fingers in and out of my wet cunt and I could feel my clit getting really hard. As he licked my ear, he whispered to me that he really wanted me to suck his cock and that was about all the encouragement I needed. I moved to his crotch and swallowed him whole. As I was sucking him, I heard the bedroom door open. I froze, with my mouth on he end of his cock and made sure my dress was pulled down over my exposed clit. As I waited to hear something, I felt somebody get on the bed. For a moment, I was stunned. Then I heard Gail's voice tell me not to stop and could feel her hands move up the backs of my legs and under my dress. She took hold of my clit and said that I was a beautiful girl with a beautiful clit and that she wanted to taste it. Matt's hand came down onto the back of my head and pushed it so that I swallowed him again and I could feel Gail slide under my dress. Before I knew it, she was sucking me as I sucked Matt. I came at once and Gail sucked up all of my juices. Matt was so big and hard, I thought he was going to cum but he told Gail to move up beside him. She lay down on the bed and Matt rolled off. He told me that Gail really liked to be licked and would I want to taste her pussy. I whispered yes and Gail lifted her dress and spread her legs. I put my face back down into her crotch and found her clit with my tongue. The moment I touched it, she let out a small cry and said that she wanted my tongue in her cunt. I moved it in and out and Gail thrust her hips into my face and almost smothered me. As I worked on Gail, Matt slowly moved my dress up to expose my ass. He lifted my hips and before I knew it, worked three of his fingers into me. It felt so good and I moaned out loud in appreciation. This spurred Matt on and soon he had four fingers working in and out of my now very wet cunt. The slurping sounds only made me hotter and I started to beg him to fuck me. Matt removed his fingers and suddenly plunged his cock into me. The first thrust hurt like hell, but quickly went away. The pain was replaced with an intense pleasure as he fucked me from behind and the harder he fucked me, the harder I licked and sucked Gail. During all of this, Matt kept calling me a little slut and asked Gail how her cunt licker was doing. She just moaned but didn't say much of anything else. Her clit, by this time, was like a little cock and I could feel her body start to tremble with her oncoming orgasm. During all of this, my own clit hard returned to its rock hard state. Mostly because while Matt was fucking me, he was also stroking me. I could not keep track of the times Gail came and finally Matt lifted me up by my breasts and started to kiss my neck. He whispered in my ear that I should fuck Gail with my beautiful hard clit and I started to move toward her. As I did, Matt kept his cock firmly imbedded in my cunt. As I moved even with Gail, she waisted no time in grabbing my clit and forcing me inside of her. As I slid into her soaking wet cunt, Matt brought all of his weight down on us and rammed his cock home one last time. I think we all came at once, but I'm not sure. I'm not really sure why I came. It was either Matt's cock or Gail's cunt or the combination of both. All I know is that it was quite a while before any of us moved. Matt was first off and I quickly got off of Gail and started to organize myself as best as possible. As I was standing, Matt sat back down on the bed and started to finger Gail. She moaned that she wanted to be fucked again. I said that Matt was on his own as I was still trying to recover. I left them on the bed with Matt starting to lick Gail all over again. I'm sure they were both part rabbit. As I made my way to the bathroom, I met Connie and Roxanne in the hallway. I'm sure I looked like hell, and Connie remarked that I had better change my fishnets as they had a huge run in them. Roxanne then asked me what I thought of Matt Gail and all I could say was that she was very lucky to have them as roommates. Connie was curious as to what had gone on and I told her that as soon as I cleaned up, I would get back to her. Once in the bathroom, I re-did my makeup and brushed out my hair. I went to my bedroom and swapped my fishnets for a fresh pair of nylons. As I hooked my garters on them, I kept thinking about the events that had just transpired and vowed that I was going to have more times with Matt and Gail. When I was finished putting myself back together, I proceeded to go down stairs, but stopped outside of Roxanne's room. The door was slightly ajar and I could hear her voice inside. I pushed open the door and found her on the bed with Connie between her legs. As I started to turn around, Roxanne asked me to come in and watch. It was a little awkward, but my curiosity got the better of me. As I approached the bed, Connie looked up and asked me if I would like to join her. I wasn't sure if all three of us would fit on the bed, but Connie answered my question by moving over and making room for me. As I lay down, Roxanne purred that she was really horny after hearing all about my adventures with Connie. She then asked me to show her how I made Connie happy. I was more than willing and Connie lifted up her skirt and pulled down her panties. I moved down and took her stiff clit between my lips and started to pump up and down, drawing her deep into my throat. What happened after that? Well, I think you know by now! Until next time! Part Four I started to live part-time on weekends at Roxanne's and worked quite hard on perfecting my image. As I added to my clothes collection, my sense of style grew considerably. I found I tended to gravitate more to the flashy mode of dress and, with the help of Roxanne, Gail and Connie, acquired some very sexy outfits. I also discovered Frederick's Of Hollywood and a few other mail order outlets. This, combined with a lot of TV magazines and books, helped in establishing my look that has stayed with me for years. When I turned sixteen, I received my first car. Freedom at last. It wasn't anything special, an old 72 Volkswagon, but it was mine and I could now come and go as I pleased. The first weekend I had my drivers license, I drove over to Roxanne's and showed it off. She was pleased that I had a car, since she was the one who normally would have to drive me around. I decided to stay over and phoned Connie to see what she was up to. She said that she was busy on the Friday night but did I want to come over on the Saturday. We could go out for a drive in my new car and maybe hit a club or two. I was only to egar to see her and to show her my car. I stayed over at Roxanne's and on Saturday decided to get up early and spend the day as Anna. I had the house to myself as everybody was out for the day to the country for a picnic and dance. After my shower I put on my sexiest bra and pantie set, a low cut blue silk blouse, a pair of navy pantyhose and a pair of Gail's old jeans. They were the kind she always wore, Fancy Ass, I believe. I had tucked my balls up into their sockets so that when I put the jeans on and pulled them tight around my waist, I looked like I had my own pussy lips. They felt and looked great and I slipped on a pair of high heels with a sling back to complete my dressing. I put on my long black wig and brushed it out. After doing my make-up, which by this time I was getting quite good at, I put on my earrings and was finished. I looked quite good and walked back out to the kitchen to get a cup of coffee. About a week before, Gail and Matt had bought a small dog. I think it was a terrier. It's name was Kitty (You figure it out) and she was whining at the back door to go out. Since there wasn't a fence around the yard, she had to be walked on a leash. I didn't think much of going out in broad daylight, but I also didn't think much of having to clean up her mess. I grabbed her leash and off we went. It was a very strange feeling being part of the world during the day and I didn't think anybody really noticed me as we walked along. I thought that I was doing okay, so we went done to the park that was a few blocks away. As we waited at a busy intersection, a car full of boys drove by and one of them hung his head out the window and yelled "Hey Babe, nice Ass!" It was a good thing I had my makeup on as he couldn't see me blush. I smiled and waved and then walked across the street to the park. Once in, I found it to be deserted as it was still early morning. Then the worst happened. Kitty spotted a real Kitty and off she went. The leash was yanked out of my hand and my stomach did a few flips as I watched her disappear around a bush. I started to run as best as I could in my heels and as I rounded the bush, I came upon two boys, about 17 years old, who had stepped on the leash and stopped Kitty. They brought her over to me and asked me if she was my dog. I just nodded and they handed me the leash. Then they just stood there staring at me and smiling. I looked down and saw that my blouse had become unbuttoned and my lacy white push-up bra was almost fully exposed. I quickly closed my blouse and muttered a quiet thank you. One of the boys said "No, Thank You!" and kept on smiling. The other one asked me if I was new in the area and I said yes. He asked me if I walked in the park often and I said no, that his was my first time. He then commented on how good my jeans looked on me and again I blushed. I thanked them again for the help and one of the boys asked if I would be out for a walk later that night. I said that it was possible as I was taking care of the dog that day. He said that if I was, he could meet me back in the same place around nine. I told him that I was meeting a friend, but that we both might come over. Both he and his friend said they would hopefully see me later. I walked back home without much incident and once inside telephoned Connie to tell her all about my morning. She laughed at me and said that I had to stop picking up young men. We made plans to go out that evening to a bar and I suggested we swing past the park and make one quick stop around nine. Connie giggled and said that I was one big tease. The rest of the day was spent relaxing and getting things ready for that night. After I had fixed myself a lite dinner, I called Connie and told her to come over. She decided to bring her things with her so that we could dress together. I had never seen Connie as her alter ego, Neil, but had to admit that as a male, he was very good looking. When Connie arrived, I was already half dressed. I met her at the door in my dressing gown and had just finished putting on my black wig again. Connie commented on how much she liked this particular wig and I was pleased with the support. As we finished dressing, we talked about what we were going to do that evening. I told Connie that we really should go past the park as I had never been with a boy my age when I was dressed. She asked me what I wanted to do, and I said that I had a fantasy about sucking the cock of a guy that I did not know. She said that she had the same fantasy, so we had better make it a reality. I could not decide what to wear, so Connie picked out my outfit. It consisted of a dark blue silk blouse and a black wrap around skirt that fell just below my knee. I wore my garter belt with black nylons and a matching thong pantie. Connie had brought a black dress with a wild slit up the side. We finished up and noticed that it was getting close to nine, so after we had slipped on our shoes and coats, we hoped into Connie's car and drove towards the park. We pulled into the parking lot and parked at the far end. As we got out, I looked around for the boys that had been there in the afternoon, but could not see them. There were a few people out walking and Connie said that we should go and cruse the area. I said sure, but felt a little awkward. We were dressed for a nightclub, not the park, but I still had a bit of a rush as I felt like a hooker on the stroll. It was getting quite dark and about all you could hear was the traffic in the background and the click of our heels on the sidewalk. At the far end of the park we turned around and started walking back to the car. As we neared the parking lot, the two boys I had met in the afternoon were sitting on a bench back by some trees. At first I was startled to see somebody but calmed down when I saw who it was. When the boys saw us they jumped up and walked over to where we had stopped on the sidewalk. We introduced ourselves to each other and I found out their names where Tim and Alan. Tim was about 6 feet tall and about 170 pounds. Alan was shorter, about my height, and weighed around 150 pounds. They both had sandy blond hair and bluish green eyes. I had noticed that afternoon that each of them had very good builds and Tim confirmed my observation by telling us that they both played on the High School football team. Tim was the quarterback and Alan was a guard. We sat down on the bench and talked for a while. Both boys were very curious about Connie and myself. As we talked, I watched their eyes roam over our bodies and pay special attention to our legs. You couldn't miss Connie's as the slit on her shirt had fallen open when she sat down and crossed her legs. Connie had decided earlier that she and I would be cousins when we met people, so the boys thought that I was new in town and that Connie was visiting from another city. I was starting to get a little cold and suggested that we go and warm up in the car. Connie agreed and told the boys that we could listen to some music and talk a little more, but that we had to be going soon as we were headed to a party. As we got to the car we split into couples, me with Tim and Connie with Alan. Once inside, Connie turned the car on along with some music and we all talked a little more about ourselves. It seems that the boys were attracted to us as Tim sat very close to me and Alan would not take his eyes off of Connie. Connie asked them if they had girlfriends and they both said no. I figured it was a lie, but didn't say anything. Connie then moved closer to Alan and asked him what he would like to have a girl do to him if he did have a girlfriend. Alan stammered quite a bit, but couldn't quite say what he wanted. Tim, on the other hand, knew exactly what he wanted. He had put his arm around me and had already started to run his hand along my leg, trying to get under my skirt. I whispered to him that it was "THAT TIME OF MONTH", the age old girls defence, and that my breasts were sore. Since he could not touch either parts of my body, I told him that I would love to compensate by other means. He looked a little shy as I moved my hand down along his shirt and rested it in his crotch area. I was starting to become more aggressive with what I wanted and I think Tim was surprised. We looked at each other and then kissed as I wrestled with his zipper. His cock was growing steadily and I had a bit of a problem freeing it from his tight jeans. I glanced to the front of the car and saw Connie working on Alan and decided that she didn't need any of my help. Once I had Tim's cock out of his pants I started to massage it up and down. Tim was moaning in my ear and I whispered to him that I wanted to suck him and make him cum. Tim lay back on the seat and I brought my head down to his crotch and teased my tongue over his the top of his hard head. I knew that he had never had this done to him before so I wanted to take my time. As I continued to massage his cock, I sucked each of his balls one at a time into my mouth. I knew I was driving him crazy and that it wouldn't be long before he came, so I moved my mouth back onto his cock and pumped up and down. As I sucked him, I moved my free hand back under my skirt, pulled my pantie to one side, and started to finger myself. I could hear Connie sucking up front and heard Alan starting to moan as he came. Tim was still a ways off, so not to be left behind, I inserted one finger into his anus and moved it back and forth in time to my sucking. That was about all it took. Tim's hips started to grind up and into my face, making me swallow his cock deeper into my throat. Then he arched forward and let loose with a stream of cum. I swallowed and swallowed and swallowed some more. I wasn't sure where it was all coming from, but there was sure a lot. I was like Tim had never cum before and I later found out that he was a virgin when I met him. As I came up for some air, Connie said that if I was quite finished, we had better be going. Of course, the boys wanted our phone numbers and I told them to give me theirs so that we would have the choice of phoning them if we wanted to. After Tim and Alan had left, I moved to the front seat of the car and Connie said that I had put on one hell of a show. She admitted that she was very horny and I said that I was the same. We cooled down by giving each other a blow job and it was the second time that night that I had a mouthful of cum. It was not to be the last. We cleaned up as best we could and drove to a club in town. I had never been there put it was quite a neat place. It was also packed. Since we arrived around 10:30, most of the crowd had already assembled. And what a crowd!! There had to be every type of person from every walk of life. It didn't seem to make much difference what your sexual preference was and the dress code was "Anything Goes". We fit in like a hand in glove and I spotted a few other TV's. There was also a wide array of gay, dominant, slaves and you name it, they were there. The best attire of the evening was a girl dressed in nothing but cellophane. A very revealing outfit, if you pardon the pun. We fought our way to the bar and ordered our drinks. The seating situation was next to nil but we did find a couple of spaces in a booth. The rest of the booth was a mixed crowd. There was two guys and four girls. I don't know if they were straight or bi or what, but it was nice to find a place to sit down. The girl sitting next to me was Kate about 25 years old and later I found out her nick name was Kinky Kate. The other girls names were Sara, Kathy and Nadine. The two guys that were with them had just sat down and didn't really know anybody and I really don't remember their names. We all started talking and I found out that the girls were from Vancouver B.C. and they had come into town for a seminar. I guess somebody had told them about this particular club and they had wanted to see it for a while. We talked a little about the city and what else there was to do when in town. Kate came right out and asked me if I was TV and I said yes. She said that she had not been sure and told both Connie and myself that we made terrific looking girls. I asked her if she had ever come across a TV before and she said that her boyfriend was one. I guess he dressed all of the time and Kate and her boyfriend swapped clothes on a regular basis. What a dream come true. A song came on that Kate liked and she asked me to dance. It felt kind of weird dancing with a girl while I was a girl, but in this place nobody really noticed. I couldn't help noticing, though, how good looking Kate was. She was about 5' 4", 110 lbs with a 22 inch waist but her breasts had to be 40 c's. She was a tad top heavy but the rest of her was in perfect shape. Kate had long brown hair and very nice facial features. She was wearing a gold lame top that tied at the front and she had on a black lacy bra under it. The top was open quite a bit so it did not leave much to the imagination. She also had on a tight black mini skirt very sheer black stockings and 3 or 4 inch heels. The more I looked at her, the more turned on I got. We danced several times over the evening and each time we got closer together. I think the guys that were sitting with us got the hint and left early. By the end of the evening we danced a slow waltz together almost rubbing our bodies raw. I'm sure she could feel my clit starting to strain under my skirt and I was glad it was dark in the club. The club was starting to close and Kate suggested that we all go back to her hotel room and continue the party. Connie said sure but the other girls said that they were tired and wanted to go to bed. As we walked out Kate leaned over to me and said that was what she had in mind. We drove everybody to the hotel and walked up to the rooms. Once in Kate's room, she asked us if we wanted a drink and went to the bar fridge. It was the first time I had ever seen a fridge in a hotel room and stocked with booze to boot. We all had a beer and sat down to talk and relax. Kate asked Connie if she and I were lovers and Connie said yes, but she wasn't possessive about me. Kate said that she was happy to know this as she was attracted to both of us. She said that she had always fantasied about what it would be like to be in bed with two TV's, but had never had the nerve to tell her boyfriend. He was "STRAIGHT" so to speak. Connie said that she had cum to the right place and that we should all have another drink and snuggle on the bed together. Kate brought us another beer and we all sat down on the bed, Kate sitting between Connie and myself. Connie told her about our young park dates and Kate enjoyed the details. As I sat on the bed, my wrap skirt decided to fall away at the side exposing the tops of my nylons. Kate kept looking at my legs and said that she wished she had as good a body as I did. I said that she had a wonderful body and that I wished I had her breasts. Connie said that we all had good bodies and we should quite wasting them on talk and start using them for some action. We started by telling each other what our fantasies were. Connie wanted to walk the hooker stroll and get picked up by a stranger. I wanted to have two guys at once paying special attention to me. Kate wanted to fulfil her fantasy by watching Connie and I make love. Both Connie and I said that since Kate's fantasy was the easiest to do, pitter patter, let's get at her. Kate moved to the side of the bed as Connie and I moved closer. We started to touch each other's bodies and then Connie gave me one of her deep french kisses. As we kissed, she gently pushed me on my back and I knew that she was going to be the aggressor. She had both of my hands pinned down above my head and then told Kate to get a couple of pairs of her pantyhose. They tied my hands down to the bed and I did feel quite helpless, and loved it. Connie started to kiss me again, and while we kissed she opened the front of my skirt and pulled my panties off. My clit sprang forward and I started to moan as she stroked it with her hand. I could see Kate out of the corner of my eye starting to work her skirt up and watched her play with herself as she watched us. Connie, by this time was licking and sucking my clit and I was in heaven. The feeling was so delicious and I could not help moaning louder. The feeling of Connie's mouth and lips on my clit combined with the fact that I was helpless with my hands tied down got me hot as hell. Connie invited Kate to have a taste of me and the first time down, Kate took me deep into her throat. I lifted my head and watched as Connie started to lick Kate's cunt while Kate swallowed me whole. The rhythm was starting to get out of hand and Connie came back up and told Kate that I was ready for a good fucking. She lifted my legs up and I wrapped them around her body. I could feel her clit probing my cunt and she slowly worked it into me, a little at a time. Then she started to pump me, slowly at first, and then picked up the tempo. The feeling of Connie fucking me while Kate sucked me was to much for me to handle. I thrust my hips harder and harder back into Connie and could feel myself starting to cum. I let go and filled Kate's mouth with my creamy juice and at the same time Connie came inside of me. I continued to buck back and forth as Kate cleaned up the rest of my cum. We rested for a moment and then Connie said that it was Kate's turn to receive some pleasure. I was left on my back to watch Connie and Kate. Kate and Connie 69' each other for what seemed an eternity and my clit was starting to become very excited, again. I said that I was starting to feel left out and Kate moved over so that her breasts were hanging in front of my face. I sucked and gently bit each of her nipples as Connie fingered fucked her from behind and stroked my clit at the same time. Kate moved further up and slowly lowered herself onto my clit and at the same time, Connie entered Kate from the rear. It took as a while to find the right rhythm, but we were soon working up to another orgasm. Kate's pussy felt so wonderful and I pushed harder and harder into her. I could see Connie fucking her from behind and as we moved faster, Kate groaned louder and louder. All of a sudden, I lost it and both Kate and Connie where close seconds. Kate screamed as she came and must have had an orgasm for a couple of minutes. Each time either Connie or I moved it sent a whole new shock wave through Kate's body. We slowly broke apart and I was released from my semi bondage. We took turns going to the bathroom to freshen up and after another beer, said good-bye. I remembered to get Kate's phone number and Connie gave Kate hers. As we drove home, I said to Connie that as far as I was concerned, I had pretty well done it all. Connie smiled and said that I had not even started and she would show me a few tricks the next weekend. I could hardly wait. More in my next story! Part Five I did have quite a few more adventures with Connie but actually started to keep a low profile as Anna as I neared graduation. This was in part due to the fact that I had a girlfriend. We had started dating in grade eleven and continued on after high school was finished. As most know it all kids of nineteen, we decided to get married. This was a huge mistake as we were not ready, my wife to be moved out of her Mothers house into my house without time in between, and I still wanted to dress. I hadn't told my wife about it, and after six months of wedded bliss, we split up because of other reasons. So much for the 2.3 kids, the dog, and the house in the suburbs. Well, we didn't have any kids, the wife took the dog but I still had the house. Here I was, 20 years old with a mortgage and a house, in that order. I started to work two jobs, so that I could meet the payments. I did, however, have from Saturday afternoon until Monday morning off, so the first weekend that I had the house to myself, I decided to dress. It had been a while since Anna was out and around, and I spent a few hours going through the clothes, setting the wigs, and making a list of things that I needed. I started doing the laundry and ran out to pick up a few things. One item that I needed was a new pair of shoes. I looked and looked and finally found a beautiful pair of black pumps with 4 inch heels. I rushed through the rest of my shopping and drove home. As I was getting out of my car, my neighbor John walked over. We had talked a few times over the fence and I had drank a few beers with him in his back yard. One night in particular after the girls had gone inside, he had a little to much to drink and made a pass at me. Nothing to serious, mind you, but I did catch his drift. I was a little shocked and amused as John is a real mans man. You know the type, flannel shirts, tight jeans and cowboy boots. I had refused politely and John was a little upset that I knew his secret. I explained to him about my feminine side and told him that as a male, I really didn't want to be with a male. But as a female, now that was a different story. I had promised him that we would get together one day and I would introduce him to Anna. That had been months ago and neither of us had mentioned it again. Anyway, back to the story at hand. John and I talked for a while and he was sorry to hear about my recent freedom. I said that it was okay and that I had decided to get on with life. I also mentioned that, if he would like, I could introduce him to Anna, now that I had more time for myself. He became quite excited and asked when. I showed him the shoes and said soon. Maybe tonight? He was thrilled and said his wife and kids were at her mothers. I told him to hang on as I hadn't done this in a while, and that I would phone him later if everything worked out. I was going to make damn sure it did!!! I went into the house and started to get ready. It had been over a year since I had last dressed, so I was a little out of touch. But just like riding a bike, it all came back to me. After deeply douching myself and shaving my entire body, I did my toe and fingernails, plucked my eyebrows and finished working on my wigs. I had a few pounds of laundry to iron and slipped on my white negligee. It felt so wonderful to have something silky on again and I quickly ironed through the mountain of clothes. After hanging everything up, I made myself a drink and sat down to start on my makeup. It took me about an hour to do my face but the results were well worth it. I picked out my long blond wig and brushed it out and after arraigning it in place, started the pleasurable task of picking out my clothes. First, the under garments. I choose my pink full cup bra, lace pantie and garter set. Next, I rolled on a pair of navy silk stockings and remembered why I love the feeling of freshly shaved legs. Having a few to many clothes does pose a certain problem when choosing, but with John in mind, I picked out a black dress with a deep v-neck and a front split. After plopping my breasts into place and slipping on my new pumps, I stood back to survey my reflection in the mirror. If I do say so myself, which I always do, I looked pretty sexy. I hoped John felt the same way, as I was now getting very aroused with the thought of being with him. Speaking of John, here it was 8 o'clock already and I had forgot to phone him. I looked out the side window and saw that his lights were on so I phoned him right away. When he answered, I said that it was Anna calling and that Michael had told me that he might be in the mood for a date. John replied that he was always interested in meeting new women, so what would I like to do. I told him that I was tired of being stuck in the house and how about we go out for a drink. John thought it was a great idea and said that he would be over to pick me up in half an hour. I hung up the phone, finished my drink, and started to worry about my dress, my hair, my makeup, you know, the usual woman things before a date. I ran to the bathroom, sprayed some perfume behind my ear, on my wrists and behind my legs, picked out my jewelry and redid my lipstick. I checked my purse and picked out a black trench coat to wear. By the time 8:30 rolled around, I was a basket case, having changed three times and finally decided on what I was originally wearing. The doorbell rang and I opened the door slowly. John was dressed in casual clothes and I don't think I remember him looking so good. He stood and stared at me for what must have been 30 seconds before I finally asked him if something was wrong. He said on the contrary, everything was very right. I invited him in and walked back up the stairs to get my coat and purse. I could feel his gaze drilling through me, and new that by his reaction, he did find me attractive. But I just had to ask, anyway. He said that I looked fantastic and he never would have imagined how well I could look like a woman. A very sexy woman, he added. I thanked him for the compliment and as I walked past him, stopped and kissed him on the cheek and ran my hand lightly over his crotch area. There was a slight bulge and he commented that I moved fast. I said that if I had my way, it would be faster. I don't think he had expected me to be aggressive and as we walked to his car, John kept looking at me and even opened the door for me. I guess chivalry wasn't dead after all. We drove over to a lounge that had a rather dark decor and I proceeded to find a booth in the back. As I walked through, I caught a few guys stealing glances at me and the odd smile was extended. It felt so good to be out again and I loved every minute of it. The attention wasn't too bad, either. John ordered us a bottle of white wine and after the waitress had left turned and stared at me again. Not a word, just staring. I started to feel a little uncomfortable so I asked him how his job was going. He said that it was fine and he had made quite a few sales that month. He worked for a large company selling heavy duty equipment overseas. I then asked him how things were between him and Cathy, his wife. He confessed that their marriage life was not so hot, and he had suggested that they split up for a while. She had taken the two children and gone out to her mothers in Ontario for a month to visit and think over their relationship. John said that he had already put quite a bit of thought into the matter and didn't think it was going to work. He travelled most of the year with his job and Cathy didn't like it. And a few other things. And a few other things like what, I asked. Well, John said that he had told Cathy that he was bi-sexual and this had gone over like a ton of bricks. They had not made love in over six months. I told John that he had maybe mentioned this a little to late and he agreed with me. I decided to change the subject, so I asked him if he was pleased with me. He said that I looked, acted and even smelled like a woman. He asked me how I did it. I took the next half hour or so explaining about my past and how I had come to dress. In that time we had finished our wine, so John ordered another bottle. Not that I needed it, mind you. My head was already starting to float and I was feeling very warm all over. John was particularly interested in my encounters with Connie, so I guess I did go a little much on the details. I love to flirt and I love to talk about sex. My story had made John quite excited, and he moved closer to me in the booth. As I continued to talk about my adventures, I could feel John's hand start to caress my thigh. I was getting worked up and loved the fact that he was, too. I slowly moved my hand down to his crotch area and was in for a BIG surprise. His cock was huge and straining against the fabric of his pants. I whispered that he must be in pain and I was going to play nurse. I slowly unzipped his pants and worked his cock free. The look of pleasure on John's face was more than I could ask for. I ran my fingernails along his shaft and purred to him that I loved the way it felt. I then told him that I would love to go for a drive and that maybe I could help in relieving his pressure. He was nothing but smiles and a few minutes later we left a half empty bottle of wine on the table and made our way to the car. We decided to drive out of the city towards Banff. As we drove, I again unzipped his pants, freed his cock and started to play. I know the touch of my fingers had him groaning and as we turned off the highway onto a side road, I rested my head in his lap and started to lick him slowly. We drove for about a mile and stopped. My licking had graduated to sucking and John said that he was close to cuming. This I did not want, as I had other plans on my mind. I stopped and lifted my head and we kissed for a few minutes. John was a crazed man by now, fondling any part of my body that he could touch. I then asked him to step outside. I followed him out and proceeded to strip off his pants and shorts. I again sucked him and then stood up, took off my panties, pulled up my dress and turned around facing the car. I begged him to fuck me and moved my ass out from the car as I rested both hands on it. I could feel John behind me, stroking my cunt and clit, and I must admit that I was as hard as he was. I could feel the tip of his cock against my cunt and moved slowly back into him. John was very gentle with me, moving into my cunt an inch at a time, and then pulling back. Each time he moved forward, I was able to take a little more him and before to long, had all 9 inches buried deep inside of me. John started to move faster and I could not help but moan out loud. It was so erotic being fucked outside with nobody else around, that I did become quite vocal. John did the same, and between his deliciously dirty language, the slurping sounds my cunt was making as John's cock moved in and out of me, my own fingers stroking my clit and the fact that we both had not been fucked for a while, had us both cuming before to long. John, deep inside of me, and myself all over the side of the car. As John withdrew his cock from me, I could feel his cum running down the back of leg. I tried to freshen up as best I could and we decided to drive back to his house and continue our date in his hot tub. I'll tell you how everything turned out in my next story.