Sarah's Day Out          by: Sarah Jones   

 

The assistant walked up and asked me if I needed any help.

"No" I replied doing my best to keep my voice soft. This was the first time I had gone out "dressed" and I was still a little unsure of myself.

Here I was out looking at lingerie and no one was batting an eyelid. The last time I was in here I got some odd looks and I can understand why. You see, I'm not what I seem. My name isn't really Sarah, it's Andy and I'm a guy.

I hate being "me" and being Sarah allows me some freedom. I finally decide on a lovely black velvet bra and thong, pay and leave the shop.

I walk home and get several admiring looks from guys and bitchy looks from some of the girls. It's a wonderful feeling. Here I am walking down the street as a girl with no one seeing anything out of the ordinary.  As I walk home I think back to when it all started.

When I was about 11 or 12 I started to have a fascination with girls and as I grew up I realized that the first thing I looked at was the way a girl was dressed and not what they look like. With my long hair and slim stature I had many female friends at school and later at university who loved me as a friend and so I tended to hang around with the girls and so learned about how to put on stockings and how makeup was done.

I started to try these things for myself and realized that I was more comfortable as a girl than as a boy. I started to dress often in private, buying clothes from charity shops and did so for many years until I realized that I either had to give up my "hobby" or actually go out and buy clothes that fitted well so that I could go out as a woman.

In my heart I knew that I couldn't give up and went out and bought some really nice clothes. And this all lead me to my first "outing".

I live alone on one coast while my Fiancé lives on the other so I have a lot of freedom to do what I want. I woke in the morning with the knowledge that I was now ready to face my ultimate challenge.

I get up and go to the shower. I start by removing all the body hair that has grown since I last dressed and then shower. I love the feel of water running over my hairless skin and I stay in the shower luxuriating for a while.

I then get out and wrap myself in a dressing gown and proceed to shave. This is very difficult for me as I have very dark hair and it shows easily. Finally I am clean and shaved and ready to be transformed from Andy to Sarah.

I look in my wardrobe and find a purple thong which I put on along with a black bra. I place two breast enhancers in the cups and pull my own skin up to cover them. Looking in the mirror I don't look much like a girl but I know this will change.

I tuck my penis back out of the way and put the dressing gown back on. Brushing my hair, I sit down at the mirror and start to put my makeup on. I tend towards the gothic look so I start with a layer of "tattoo cover" to hide my beard and then a layer of light coloured foundation.

I line my eyes with black eyeliner and put a dark grey eye shadow above the liner. I then put on my nail varnish. I've chosen a nice dark burgundy and while it dries I think about what I am going to wear.

I decide on a slim pair of blue trousers, a beautiful burgundy blouse and a black PVC biker jacket. I think about wearing a skirt but decided that I would take one step at a time. Once the nails have dried I dress and look for a pair of shoes. I decide on a pair of black zip sided boots with a three inch heel which I feel that I can walk in reasonably easily.

I put on a slick of burgundy lipstick to match the nail varnish and I look in the mirror again. There I see Sarah looking absolutely amazing. A spray of perfume and I am ready.

I pickup my handbag and step out into a new world. I half expect to have someone laugh or spot what I am but all I get are admiring glances or looks of hate. I decide to go looking for some new clothes.

I feel amazing and the outfit I am wearing just feels so "right". I do some shopping and wander home knowing that Sarah will be going out a lot more in the future.
 

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