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.

Tuesday, 17 August 2010

New skirt/New life

Charlotte bought me a new skirt one the weekend. I adore the skirt. It was the manner in which it was bought which was so humiliating.

Here it is...

We were in Selfridges (London) browsing for clothes. Charlotte often asks me my opinion on clothes, usually for her.

This time she lifted the skirt on the hanger, and held it up to my waist.

Then she said, in a normal speaker voice, but chuckling, "What does my sissy think of this?"

I just turned bright red, and Charlotte said, "It's your length. It'd look cute on you. Why don't you try it on?"

At the same time a shop assistant approached, looked at us both (Charlotte was still holding the skirt up against my waist) and asked if she could help.

She looked at me, looked at Charlotte, and you could see the light bulb switch on in her head by the change in expression. Now I've never seen a shop assistant with a bigger grin on her face. Ever.

And instead of saying no, Charlotte simply replies, deadpan "What do you think of this skirt on her?"

At this point I'm practically dying of embarrassment. Her?

The assistant replied, with an enormous smile and a giggle, "It's obviously her length. Add a pair of heels and a pink turtle-neck and she'd be ready to go! Do you know her size?"

At this point the assistant took the skirt from Charlotte, and held it up against my waist herself. This was all in the middle of the shop (although it was quiet).

"Yes", Charlotte replied. "She's a 10 in skirts, and we'll take it. Thank you".

"Cute", the assistant said, as she removed the skirt from my waist and looked at me, smiling. "Follow me".

We followed her to the checkout, Charlotte paid, and the sales assistant handed my the skirt, grinning from ear to ear. "Enjoy honey!"

With that we made a sharp exit, Charlotte with a massive grin on her face, me red as a beetroot.

So, what happened was humiliating enough, right? But what was even worse is what this means for my future, and how feminine I must look to everyone else now.

I mean, the sales assistant was clearly amused. But she hardly questioned whether Charlotte was joking. She took one look at me, and assumed Charlotte was completely serious, even if the situation was funny to her.

And I can only the sales assistant, I look like the kind of guy/girl who would look good in that skirt. I look like the kind of guy/girl who would enjoy wearing that skirt. When she looked at me, she didn't see 'guy'.

She saw 'sissy'. She saw 'girl'.

My life is changing beyond recognition.


The post-script to this story of humiliation, is that I spent the rest of the day in my new skirt, a pink turtle-neck (borrowed from Charlotte), and a black pair of mules (low heeled).

And the truth is...I like the skirt so much, it was worth the humiliation.

That's how much of a sissy girl I've become.

Which leads me to think...if I'm such a sissy, where does this leave Charlotte and her future...? While she actively pushes my transition to sissy/girl, I can no longer help thinking I'm no longer the man of her dreams.

What if, while I slowly turn into a beautiful, attractive, pretty woman, like this...

Charlotte realizes what she really wants is a real guy, like this...

And as I become more feminine...moving deeper into womanhood, which will I need? Which will I want?


Monday, 16 August 2010

Amazing Blog

I wanted to introduce you to a blog I found recently. This is the blog of Marie Jeannette McGrath, from Panama.

She has a wonderful wardrobe and a great taste in pretty, feminine clothes.

The thing I LOVE about Marie, is that she describes the way she feels wearing her clothes.
Take these examples...

"I'm feeling very cute with my ribbon bow around my waist!"

"This outfit screams summer for me! I feel so colorful and happy that I can just jump of joy!"

"I was very happy wearing this sailor look for one particular reason: blue stiletto shoes!! I adoooore these blue stilettos, but I dont get to wear them too often. I also love the white ribbon tied around my waist because the bow gives the outfit a cute and girlie feel to it."

"I must say, I loooooooooooooooove my outfit today. I dont know why it makes me so happy, but it really does. I love the happy colors and I am wearing my new waist skirt. I love this outfit so much I dont want to take it off!!!"
"I felt extremely girlie in this outfit, maaaybe even a little too girlie... but I was happy wearing this to watch the new Harry Potter movie with my parents and my boyfriend. The pink top goes with the pink flowers in the skirt that arent very easy to see in this photo and the white accesories goes with the white border of the skirt... To make this even MORE girlie, I wore a white flower in my hair... jejeje maybe I should be skipping around everywhere I go :)"
Check out her blog. She's so cute!

Things I'm learning to LOVE...

It's been some transition so far, and the more I descend (or ascend) deeper into a state of femininity, the more my tastes change.

Anyway, to celebrate this, I wanted to share some things I found recently that I LOVE.

Here's the first one...

This is so pretty I could burst! I imagine wearing this out to lunch with the girls, or perhaps on a first date with a pink vest top, some sexy lingerie and strappy heels. So pretty...