Randy

By Julie Lewis

Published on Mar 10, 2003

Transgender

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...

Next: Chapter 2


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