Wednesday, 18 August 2010

Charlotte and I in 10 pictures

As part of Charlotte's ongoing mission to understand me better, she's asked me to come up with 10 pictures that tell the story of our life together so far, and how I think things will pan out in the future. My hopes. My fears.

Here goes:

I meet Charlotte, the most stunning girl I've ever met. I'm attracted to her femininity, her intelligence, her prettiness, beautiful long brown hair, her love of dresses, the way she is...everything about her. She's perfect.

We spend all our time together, and fall in love. Charlotte looks at me strangely sometimes, but slowly and surely we get closer and closer. I love her so, so much. After months together, Charlotte finally makes the first move and takes me to bed. She lies on the bed waiting for me to make the first move. I get scared, and she comforts me.

When Charlotte finally sees me naked, she laughs hysterically. She's never seen anyone so small. Because she's so kind and loving, she tells me it doesn't matter, and we carry on making out.

When we finally get down to it, I don't last very long, and I don't get much bigger. Although she's hardly a size queen, it's clear to me there's a difference between being big enough, and too small to do the job. It's clear I'm the latter, and Charlotte is disappointed when she realises things aren't going to get any better in the bedroom. Things don't change in the coming months. I'm not satisfying her, and not providing for her as a real man would.

After a few months of trying to make it work, Charlotte has a eureka moment. She looks at me in a different way. She notices my soft features, my longish hair, slender frame and fine, almost hairless smooth skin. She sees the intrinsic femininity in me for the first time, and can't believe she missed it before. She looks right through me and understand what she's seeing. What I am. Where she was sad and disappointed, she is now amused and perceives a new world of possibilities.

She looks into my eyes, and tells me, "I love you. But you're never going to be a man. You're my sissy, and I want to help you".

Before long, my whole body is smooth. I grow my hair longer, have it styled, and get rid of most of my male clothes. Charlotte hands me dresses, skirts, lingerie and pretty shoes to wear, encouraging me in her own way. I can see that she's having more fun with me now than she ever would have had I been her real man. I'm truly her sissy.

She introduces me to her friends, Beth and Lydia, and we go on holiday together with them. Every day they see me in a new feminine outfit, and laugh. They are kind to me though, and once they see how convincing I am, they lend me new outfits, mostly pretty sundresses and flirty skirts.

As I become more feminine, we become better friends. Eventually, we are full time, live-together girlfriends. We still sleep together, but our love-making has a very different feel to it. Charlotte is teaching me. Preparing me. I now spend every waking hour as a woman. I'm still her sissy, and she lets me know what I am by teasing me every day.

Charlotte meets a guy, and falls head over heels for him. First it's lust, and I help her dress for her dates, choosing her lingerie, dresses, and even her nightclothes for her weekends away with her man. When she returns, she tells me about it, smiling and giggling at my arousal. She now has a real man, and I'm her sissy. When he asks about me, she tells him the truth. I'm her full time, live-in sissy, and she's helping me to become the woman I am. He just looks at me pitifully, and says "she's cute".

Eventually Charlotte's hunk asks her to marry him. She says yes, and asks me to be her chief bridesmaid. We have so much fun dress-shopping, but I'm so sad. Charlotte explains I will always be the most important person in her life...her sissy girl Caitlin. She also explains that she will still help me become the woman I am. On her wedding day, she teases me all day, telling me I'm her sissy bridesmaid, and that all of the ushers are looking at me. At the end of the day, she invites me into her bridal suite, and I get her ready for her man. She let's me stay as they make love. I'm no match for her husband, so he doesn't mind at all. I watch as Charlotte is taken by a real man. All the time she looks into my eyes, and smiles sweetly, a tear in her eye.

After the wedding, I dye my hair blonde to embrace my new found femininity and have fun being a girl. Charlotte calls me every day and I meet her at least once a week. I get a job at a dress boutique, where no-one knows I'm not a real girl. I make girlfriends, and start to date...guys. Charlotte's training comes in very useful. What the future holds, I don't know, but in the picture above, I'm trying on wedding dresses.



The truth is, the chain of events above scares me to death. It also excites me a little...I don;t know to think. Charlotte is beginning to understand me, what I want, what I need, and how those things can be very different. She knows how my sissy mind works. As she pushes me further to explore my feminine side, she always reminds me that I'm her sissy. Her weak, feminine, skirted sissy. And how much she loves me. The pictures above represent one possible path. I can't bare to lose Charlotte. Who knows what will happen.

1 comment:

  1. Dear Caitlin - i can so understand you - this is a part of a dream coming come true, becoming a girl... On the other hand it is a nightmare, losing the girl you love!
    keep on, sister!


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