Date: Mon, 10 Mar 2003 06:30:24 -0500 From: Julie Lewis Subject: Randy - TG Randy By Julie Lewis I met Randy a couple of years ago on AOL. He was gruff but he liked my pix and insisted on meeting me for real. I must say, I hang out on the dinosaur service a lot. It's the chat rooms stupid! I love to flirt and be flirted with. I can be the woman I've always wanted to be. Unfortunately, in real life, I'm a male and a middle-aged one at that! I remember being a child and crying myself to sleep, hoping the world would stop at midnight and that I would magically change into a girl. My parents would love me then! And the truth was that I would probably have loved myself more too. But I took the path most often traveled. I dressed up in secret and thought I was the only such person in the world. I was lonely and alone with my deep desires, and my guilt and my shame. I remember reading of Christine Jorgensen - the first person to publicize her transexuality. I realized for the first time that I wasn't alone - there were two of us!! In the mid 80s or so, Compuserve arrived and I discovered channel 13 - the tranny channel. Then my world opened up a bit more. It turned out there were dozens of us. Later on, AOL appeared and with it's mac-like interface, I was hooked. I learned and developed my female personality. I made friends. Martine from Chicago was one of my first online CD friends. Martine was a black girl who loved to fantasize with me. We planned our meetings - I would arrive in Chicago and she'd meet me at a fancy hotel. She longed to dress me, to take me to clubs to meet her friends and dance with me. More, she longed to take me to the back of the clubs and ravish me. She talked about pulling up my dress and bending me over the club railing and stuffing her large clitty into me. Martine wanted to make me hers. Fucking me in every way and in every place. We chatted and fantasized so much, I knew what her cum tasted like, and I could feel it in my belly. I loved her. We talked of our lives, our desires, our fears and fantasies. But like most online chats I've experienced, the attraction fades. I was sad when Martine stopped answering my email. I just hope she found someone wonderful to be with in Chicago. Martine though, taught me tons about how to think and relate as a woman and now when I get online, I really feel feminine. I love it. After a hard day's work, I come upstairs, get rid of the nasty clothes I wear all day and slip in the bath. I have an old townhouse in the capital, with lovely old clawfoot bathtubs. I love to soak in a scented bath. I even shave my body now finding that the most sensuous of experiences. I rub my body with depilatory cream wherever I can reach. After a few minutes, I rub off remaining hair and step into the bathtub. Lazily, I use my Gillette women's razor all over my legs and my underarms. I especially love to have my pussy area shaved. It's hard to do and I use a combination of creams and razors to achieve a smooth clean look. There is no feeling as good as clear smooth skin. And later when I wear my satins and silks, I am in walking ecstasy. The bathtub is where I take my butt plugs and insert today's into me. It slips in easily enough, and helps to keep my male pussy open, and later to walk more appropriately. I love the new jelly kind. Soft (not too soft), and comfortable. My friend Maureen is a dressmaker, and she has designed silk and satin nightgowns for me that are dreamy. My black one has a matching negligee, and I get into those when I dry off and powder after my bath. With my auburn wig and my red high heel slippers from sexyshoes.com, I arrive at my home away from home, my computer. I read my messages from friends and people in the clubs (yahoo and aol). I often get pictures from other CDs but it's rare that I get a picture that I keep. There are millions of us CDs and I don't have that much computer. Still, I am over thinking that I'm alone, thank goodness. In my rituals though, I still yearn for company. I want boyfriends who adore me, and I want girlfriends to help me be the woman I want to be. Still after all these years, I am alone in some ways. This is how Randy entered my life. As I said earlier, he contacted me out of the blue (an AOL profile is a wonderful thing to own), and we chatted. He told me he was married but he loved CDs. He has several girlfriends though he was seeing none of them at the moment. And, he wanted to see me. I didn't know what to do. This was a major fantasy of mine and of course, I was scared. Would he like me? Would he go ballistic and kill me? would he hurt me or make me sick. I have a very imaginative mind, and I imagined a lot here! More than anyone I had ever chatted too, he was insistent. I sort of liked that. Many men want a CD to dress them, many want the CD to be dominant, but I just want a man. Randy explained that he was married and wanted a special girl to meet with from time to time. Because he was married, he needed to be very safe, and would always wear a condom. For my first (modern) time with a man, he sounded just the ticket. So, after weeks of deciding - going between lust and abstinence, I agreed to let him come over. Around 10am, after tidying the house, I slipped into my bath. Today would be very different and I was on cloud nine (and of course, scared). He was due to arrive around 1pm and I could get ready at a leisurely pace. I had some lovely bubble bath lotion and enjoyed my time gently massaging my toys into me, so that my new boyfriend would have a pleasant access. I was a girl who knew what she wanted. After the bath, I slipped on my robes and made myself up. Not too heavy, not too light. I am fair skinned and with a little tan, I don't think I need too much makeup. Some eyeliner and mascara but a lot of lipstick and lip liner. I want to make a good impression :). Now, what would I wear? I bought - I don't know where - a lovely black cocktail dress. I really look good in it. I've tried to get Maureen to make me another, but this is my favorite. So, I decided. Under that, I would wear a red bustier and fishnet stockings. Before I knew it, it was 10 minutes to one, and my butterflies were arriving. Oh my, please like me. Please don't hurt me etc. He was early thank goodness. The doorbell rang and I opened to the world en-femme. Randy quickly came in, and just looked at me and said " wow babe, look at you. You're gorgeous". I wasn't the only one. He was slightly shorter than me, but I could tell right away he was strong, well built and very handsome. Right there, he pulled me into his arms and kissed me deep. My man had arrived. We kissed for what seemed like forever and somehow we had made it to the sofa in my living room. I felt adored, as he caressed me and kissed me. He was in control and I was enjoying every moment. Finally he said we should go upstairs and he held my hand as we climbed my stairs to my bedroom. I have a vanity and a chair in the room, apart from an ages-old four-poster bed. Randy saw my clothes and makeup strewn around, and remarked that the next time he came over; we should do a fashion shoot. So, this wasn't going to be just a one-night stand. Thank goodness. My mind wasn't exactly thinking through this logic at that moment - my mind was focused on whether Randy would have a nice cock. I don't mean to be too forward but he had gotten me terribly aroused and I wanted to see his body. I lay on my bed and watched my man as he undressed for me. His chest was hairy and strong, no stomach and solid legs. Finally he pulled down his shorts and his manhood stood up to meet me. He was already hard and I just watched - drinking in the moment. He came over to me, leaned down and kissed me again. Then he stood up placing his cock near my mouth. Here I go. I licked it for a moment with my tongue and knew I wanted cock every day from then on. For any of my readers who have kissed and sucked a cock, you will know what I mean. It is just divine - like nothing else in the world. It's not like a toy. It's warm and semi hard, and musty, and delicious. I think Randy's cock was made for my mouth. He let me lick and taste the head and gently pushed more into me. I felt like I could swallow it and let him fill my throat. My first impression - I loved being a cocksucker - and having a man who liked me. He stopped me and told me it was time to get out of my dress. He helped my unzip it and let out a moan when he saw it fall and saw my lingerie underneath. He lowered me to the bed, and kissed my mouth deeply. I gently pushed him back, and went down on him again. With him lying down, I could adjust my timing better and quickly got all of his 6 1/2" in me. I'm new at this and I wasn't very good, just sort of licking and sucking all over - acting out of passion rather than skill. He took over, showing me positions he loved. He sat up on my bed and I knelt on the floor; he lay me down on the bed and stuffed his cock into me like he was fucking my face. I had gone from an elegant crossdresser to a lusting cock lover in about 15 minutes! What was next!!! I wanted Randy to fulfill my fantasy and make love to me. But he said no. Not for this first time. Today, he wanted us to get to know each other and he wanted to teach me how to please him with my mouth. I was relieved but a tad disappointed. I vowed though to please him in whatever way he wanted. We lay together for a while, while he kissed me and caressed me, and then he told me to kneel on the floor. He stood up and let me take his cock in my mouth once again. We started moving together in a passionate rhythm and I felt that I could have had him in my mouth forever. His hands caressed my head and we were both again in ecstasy. Suddenly though, he grew and exploded into me. I had no warning - and I found my mouth full of cum. Wonderful. I swallowed all I could and let some stay on my tongue so I could taste it and relish it - it felt like caviar - warm and delicious, and intimate beyond belief. This was what I wanted to do more than anything. I wanted to suck my man's cock and please him till he came in me. Mmmh. Randy left soon afterwards, but wrote me later and we met again soon. I'll save that episode for my next story. Love to all my readers Julie blows Second meeting Fucking me Third meeting Drinking cum Fucking Sucking me... Date: Tue, 18 Mar 2003 06:47:55 -0500 From: Julie Lewis Subject: Julie and Randy - Part 2. TG Randy - Part 2 Hi, it's me Julie again. I want to tell you what happened after my first meeting with Randy. First though, I want to thank all of the people who wrote me letters of support after my first story. They sure are encouraging. After he left, I must admit I felt really high. I had a boyfriend who was turned on by my female side, and I had experienced the power and satisfaction of giving my man the best I could do kissing, caressing and sucking his lovely cock till he had finished in my mouth. I had savored the taste and even after he had left, my mouth felt larger and my lips fuller, and I could still taste him. But I didn't hear from him either later that day or the following one and my high slowly sank into a low. I didn't know if I'd upset him, or that I didn't please him as much as I thought. I felt abused that I was a one-night stand, and I discovered the feelings - the doubts and shame that girls feel from men. At my low point after seven or eight days, he called - or actually emailed me. This was after a week of my self-condemnation, but all of that evaporated when I saw a message from him. I know some of you will wonder why I didn't tell him off, or to disappear or worse. I was just so excited by this thought: He wanted to see me again! I felt so feminine, awash in feelings - desirous and painful. I wanted to please him to a point he'd always want to come back to me. We arranged to meet later that day. I was in a tizzy trying to decide how to look and what to wear. I had to relax. After administering myself two enemas to clean myself out, I just tumbled into my bath, closed my eyes and breathed deeply. That helped. I know that when I shave my legs, and unfortunately, my chest (I wish I didn't have to), that I would relax further, so I set about my task. I used my depilatory creams on my rosebud and shaved and trimmed my pubes. Finally when my body felt satisfyingly smooth, I oiled a nice jelly butt plug and gently inserted it. I hoped that later that day, I would be ready for my man if he wanted to take my female virginity and fuck me. I think I must have dozed off in the tub dreaming of my man and what lay ahead. Waking with a start, I jumped up and wrapped a towel around me. Next job - makeup. While recovering from Randy's disappearance, I found an art deco vanity at an antique store. It's nice to sit in front of it and transform myself into the woman I long to be. I wore a red silk robe that felt perfect against my smooth skin, and pondered my makeup. Last time, I thought I had overdone it. I'm fair-haired and don't need too much to pass. I decided to use only eye makeup and lots of lipstick. I also decided that this time, I wanted to be a blonde. I needed more fun! So, some brown eye shadow first, then matching but darker liner, and my mascara. I picked the deepest red lipstick I could find, and outlined that with lip pencil. Then my platinum blonde wig. Mhh.. I wanted myself :) Randy was to arrive at 2:00 pm and it was only 12:00 now so I still had plenty of time. I didn't want to rush as I'd end up waiting and nervous and all over the place. No, don't want a train wreck today ... Take it easy girl and enjoy the day. I took a number of dresses out of the closet and laid them out on my guest bed. Cocktail? No.. did that last time. Evening? No.. Too formal for the afternoon. Office look? Maybe. But maybe next time. No, I decided to go for the vamp look, I have some body stockings from Courtney Gs that feel fabulous against smooth skin. I climbed into a black fishnet body stocking and pulled it up over my bra. Perfect. It has holes in all the right places, but I need to wear panties to hide my own cock. Now I put on a short leather skirt, and voila.. Julie looks fantastic.I debated whether to wear high boots or my 3" pumps and chose the latter.. I can change later as those boots are as comfortable as walking on nails. The doorbell rang - what had happened to the time. Oh yikes, he's here. How do I look? Missing earrings and jewelry. yikes yikes. I walk downstairs, my heart beating outside of my boobs. Opening the door, my fright level goes through the roof - it's the mailman. He said hello as if I was a stranger, and I realized he hadn't read me, and in fact, I could also see he found me rather sexy! I have to say, he's a cutie and it crossed my mind to invite him in, but after he discovered the truth, I probably would never have gotten any of my mail from then on, so deciding to be prudent, I smiled, signed for my package and closed the door. Wow. There were still 15 minutes till Randy arrived. Calm yourself girl. Time for a glass of wine! I poured two glasses, one for Randy and the other for myself. I drank mine and refilled it and set it aside. Back upstairs to put on my rings, a choker necklace and some clip on earrings. Hopefully soon, I'll be brave enough to pierce my ears. For the second time today, the doorbell rang, and this time, my man was waiting. And he had brought me flowers. He came in quickly and closed the door behind him. Before I had time to think, he scooped me into his arms and kissed me deeply. My rage at his disappearance dissolved again into his arms. He loved the way I looked - a girl can tell without words, and quickly we went upstairs forgetting the wine I'd left in the parlor. We sat on the sofa and kissed and kissed. He felt my breasts and my hands ran all over his luscious body. Quickly though, they settled on his crotch where his hard cock was waiting for me. He made me feel like a bitch in heat and I longed for his cock again. He stopped me and stood up, reached into his jacket pocket and took out a camera. Wow. He took a picture of me looking lost in lust. Then he made me stand up and pose for him. First, a perky smile Marilyn pose, then he made me bend over and lift my skirt. I was getting into this. It was still new to me that he liked me as a woman. mmmmh. Then he made me pull my stocking and panties aside and show my little hole. He was thrilled when he saw it was full with my butt plug. He caressed my bottom before and after the picture. Between each, he caressed and kissed me, and I leved every minute. He had me stand again and pull my skirt up and expose my male clit. He kneeled down and kissed it gently getting it hard before he took that picture. As a sub, I don't really need my man to please me but it did feel remarkably good - warm and tender. After the picture he kneeled again and started licking and sucking me more. I liked it though I really wanted to please him, but he insisted. He pulled my ass in and just about swallowed me. I'd never been sucked like this before. He was amazing and I could tell he wanted me to relax and squirt into his mouth. Soon, I was hot and riding his mouth in motion with him pulling my ass into him. I exploded. He sucked it all and stood up finally. His mouth was full of my cum, and he pulled me to him to kiss him. I did it readily and he made me swallow my own juices. I would never do this by myself, but with Randy I felt made for his bidding! He abruptly told me he was not finished. He pulled down his pants and made me kneel. The warmth of my own cum in my own mouth stimulated me no end and I quickly drew his cock into my mouth. At that moment, I felt at home. He was hot for me and fucked my face incessantly. I knew he was going to quickly shoot into my mouth and I quickened my pace at his urging. His cock felt beautiful in my mouth and I felt I could suck him forever. Suddenly he stopped, lifted me up and kissed me deeply. "Honey", he said, "we have to go to bed". Was this it? Was I finally going to lose my virginity to this man? I hoped so but was scared of his size and his passion. He made me lay on my back at the edge of the bed and lifted my legs with his hands. I had never felt more vulnerable. I had left some KY by the bed and thankfully, Randy used it, squeezing some onto his cock and sliding some into me. I squirmed with his touch, and melted into him as his fingers entered me. Then, I felt his cock at my hole. I knew the shape intimately from my experiences sucking him, and felt the strange combination of softness and hardness as it first touched and then pressed against my virgin boy pussy. His cock entered and he kept just the head in me and we moaned in unison. I wasn't yet fucked as he didn't have it all the way in me. But moments later, that was no longer true. He pushed and it slid in. I thought for a moment that he had split me in two and the pain was monumental. I struggled to get him out of me, but he held me down and held his cock in place. Keeping still, I slowly got used to this invader, and after two or three minutes (that seemed like a lifetime), he moved inside me. Just slowly, but surely. It was ok - a little pain, but then it started to feel rather nice. A diesel picking up steam and pumping rhythmically into my love canal. I lost my fear as the pain subsided and my lust returned. I started moving in sync with my man and soon we were writhing in passion. I loved it. I was being fucked. I was no longer a virgin. Randy looked down on me and smiled. My man was in me. I was in bliss. Somehow he kept pumping me for what seemed like hours. My pussy had totally opened by now - there was no pain - only pleasure and I lifted my head to see his cock plowing me. It was the most exciting moment I had ever had. I lay back down and focused my energy to pleasing my man, trying to lightly squeezing his cock with my ass muscles when he pulled out and relaxing them when he plowed in. Over and over we moved in this rhythm when suddenly again, his cock grew - I knew that this was the moment I had longed for, His cock spasmed and squirted and I felt the warm cum fill my bowels. He seemed to keep squirting and I relaxed as much as I could so as not to disturb his intense orgasm inside me. Finally he calmed, and lay down on top of me. I held him in my arms, his softening cock still inside, and feeling an incredible glow. We must have dozed for a few minutes. We awoke together with a start and laughed as we realized he was still inside me, albeit soft now. He pulled out with a plop. I quickly pulled my legs together, I wanted his juices inside me and only a little escaped. I pulled on a robe as Randy dressed. He grabbed me again and kissed me hard. Then of course, he had to leave. Would he call me again? I will leave that to my next story. Love to you all. Julie