Crossdressing Freedom

I hope this story is enjoyed by everyone who has the desire to wear clothes of the opposite sex and feel good about it. Wouldn't it be great to overcome your fears involved in being a cross dresser and have the freedom to walk down the street with your high heels on feeling good about yourself without a care in the world?

It isn't fair, women can wear men's clothes and get away with it! What happened to equal rights?  Sorry I am not here to change the world as we know it but that's how I used to feel. Luckily I found an answer which meant I could wear what I wanted, when I wanted, where I wanted without the usual fear of being an outcast of society.

My name is Zoe and although I am a man, I just love wearing women's clothing whenever I get the desire to. I would like to tell you my story purely because it might help you and others like you to pluck up the courage and do something about the feelings you have about cross-dressing. You may have your own reasons to crossdress, some men do it for sexual gratification or have a crossdressing fantasy, others because they enjoy the experience of feeling like a woman. Some crossdressers are professionals such as drag queens or escorts and others just like to wear silk knickers and stockings under their boring man clothes whilst they are at work. There are lots of different reasons and feelings as to why we would want to dress up in women's clothes.

No matter what your reasons are I don't want to bring up a debate if it is right or wrong, different or indifferent. I would however like to tell you about the one single thing that helped me break through finding out who I really wanted to be and how my life as a transvestite seemed to become complete. It took me a long time to come out of the closet and have the freedom to be myself whatever mood I was in. In fact it has taken me a long time to build up the confidence to share my crossdressing stories and photos here. I have one person to thank who really helped me overcome my deepest fears and would like to share with you what this person taught me.

Before I share my story with you I just want you to know that I understand that everybody's circumstances will be different than mine. You may be married with children living a happy content lifestyle or live either on your own or with a partner also enjoying life to the full. I cannot relate to everyone's individual circumstance but I do know that if you have read this far you either want to be a cross-dresser or you are already enjoying crossdressing as part of your life.

Perhaps you want to hold your head up high and feel good about yourself without feeling as though you are doing wrong or feel as though you are being frowned upon by other people with biased views who are living in this so called normal world. I spent many years trying to go about my normal everyday life without feeling bad about the fact that I was a secret crossdresser. Click to read chapter 2

As a crossdresser a lot of my questions got answered when I met someone that helped me a great deal. They gave me guidance and advice on a lot of the concerns that I had which ultimately made me decide who I really wanted to be without the contempt and resentment that goes with being someone that is a little bit different. In order to explain this I need to start from the beginning.

I suppose I started to cross dress when I was little as I used to walk around the house wearing my mothers boots. To get away with wearing them I used to tie an old sheet around my neck for a cape and pretend I was a super hero. I guess by being young and innocent back then I didn't really know what it meant except for the fact that I enjoyed it. In my teens these feelings did not go away and I wanted to dress up in more women's clothing. This proved difficult when I was living in a large family making it impossible to sneak something on from my sisters wardrobe without being caught.

In my teens these feelings did not go away and I wanted to dress up in more women's clothing.

- Zoe

Luckily in my late teens I was happy when I got my own place to live in so that I could cross-dress in private. I ordered some lingerie, a pair of court shoes and a cute black dress through a mail order company. I had decided what I wanted well before I moved into my place and wrote the items down on a peace of paper in a secret code so that if it was found no one would understand what it meant except from me. I remember having butterflies each time I saw a delivery van waiting for my items to arrive and then being disappointed when they did arrive as the delivery man came when I was at work and by the time I got home the parcel office was closed. I had to wait just one more day.

From that day onwards I felt really good about myself when I was cross dressing and felt as though I was living in a world with no rules and regulations by being able to do what I wanted within the confines of my home (well within reason of course). It was a funny feeling back then because when I was at work I would look at what all of the females were wearing and start wishing that I had those shoes or thinking 'that skirt would look good on me'. I would comment on how they looked, trying to make out at though I was taking an interest in them and not what they had dressed in.

Even though I felt good whilst I was dressed up in ladies clothing I started to feel guilty as I knew that it wasn't normal especially when I started to date a few girls who would have dumped me as quick as anything if they knew my little secret. My emotions were all over the place and I needed to get them resolved. Click to read chapter 3

I hope that all crossdressers understand me when I say that although I felt good whilst I was in ladies clothing I couldn't help feeling guilty because I knew that it wasn't socially accepted. I used to draw the curtains so that my neighbors wouldn't see me before I was relaxed enough to take off my boring man clothes and put on my new knee high leather boots and a figure hugging tight fit pencil skirt in the privacy of my home. I couldn't speak to anybody that I knew about how normal and relaxed I felt about wearing women's clothes as I was very afraid of what they would say and do, especially my family.

I was sitting at my computer one day wearing a silk cream blouse, my favorite black pencil skirt and a pair of shiny black patent shoes with a little buckle strap. I was feeling confident and safe in the confines of my home when all of a sudden the door bell rang. I remember having a full panic attack and started to strip off,hide the evidence and quickly got changed into mans clothes. By the time I got to the door whoever it was had gone. At that moment in time every piece of women's clothing I owned was thrown away. I would have been mortified if I had been caught. When I wear women's clothing I feel invigorated, at peace with myself and relaxed but the second there was a threat at being found out what I was wearing, my emotions would stir up and the peace would be replaced by fear and apprehension. I clearly had to find a way to stop having these mixed emotions.

It took me a long time to pluck up the courage and speak to other cross dressers over the internet and I am thankful that I did because that's where I met Jane.

- Zoe

I watched a news program about a man who felt that he was a women trapped in a mans body and wanted to have transgender surgery to turn him into a woman. The man was talking to a specialist gender therapists explaining why he felt that he really needed to be transformed into a woman permanently. This made me realize that I had never once thought about actually becoming a woman, in fact It made me realize that I also enjoyed being a man very much even though I equally enjoyed being a cross-dresser. This is something I cannot explain and never have since the first time those stockings were pulled up and the sense of being a few inches taller wearing my heels. I also knew that I was not a gay crossdresser as I fancied women a great deal and enjoyed clubbing at weekends and coming out with a hot chic on my arm at the end of the night.

As the internet grew, more information was becoming available for crossdressers, transvestites and the transgendered community for which I was really happy and relieved about as I knew then that I was not alone. Before the age of the internet I did not know how many other men like me wore dresses and spent their time looking through women's magazines so they could get ideas on what to dress up in. It took me a long time to pluck up the courage and speak to other cross dressers over the internet and I am thankful that I did because that's where I met Jane. Click to read chapter 4

I would crossdress into my white silk camisole at night and then settle down at the computer where Jane and I would chat online and exchange a few emails. After a few weeks we arranged to meet one another for a coffee. Seeing as the coffee shop was not inside my home I put my man clothes on and headed off there 15 mins early. As soon as I arrived at the coffee shop my phone rang, it was Jane. It was strange because I could hear Janes voice in my phone and behind me at the same time. I turned around and saw a very attractive lady looking at me with a beautiful smile on her face, she was wearing a cream two piece suit with matching high heels. I took a step back and looked again before I managed to say 'hello you must be Jane'. Jane said hi back and started laughing

The coffee shop wasn't very busy so we got a table by the window and ordered two coffees. We exchanged pleasantries for a while and the Jane broke the ice by asking me if that I had crossdressed in public before. I told Jane that I hadn't and only crossdressed at home where it was safe to do so. I also mentioned that I had experimented with cosmetics and a couple of wigs but I just looked ridiculous. As we continued our conversation I realized that Jane was very calm and comfortable being a lady. Her confidence flowed as she spoke to me in a sweet voice and her body language was relaxing and elegant.

As I got to know more about Jane I found out that she too used to just crossdress at home but she said that after a while she wanted to know what it felt like wearing women's clothing outside so that she could feel the restrictions the clothes had on her body as she walked down the street. The only way she could confidently do this was to look like a lady. As Jane was speaking to me I started to feel a bit jealous about her because she looked great and had the confidence to pull off being a woman. This meant that she could crossdress without the fear of anyone noticing that she was really a man.

I wanted to know how Jane managed to pull this off as I now started to think about if it was possible for myself to pass as a woman. I couldn't help thinking though that my shape and size was completely different than Jane's. She was petite built which meant that her small frame lent far more kindly towards a females body than mine. I was tall, thick boned, dark skinned, hairy and let's say a visit to the gym wouldn't have gone a miss.

When I mentioned this to Jane she said that my mental attitude towards my body was getting in the way and that she has a circle of friends that are all shapes and sizes, one of her friends was much bigger than me. I asked Jane how she knew how to look so great when other men just cannot pull it off. Jane then wrote down for me some things to find out about and try. As she handed me the note she also stated that crossdressing was just like everything else in life, if you put your mind to it then you can achieve anything. I thanked her for seeing me and we agreed to meet back at the coffee shop in a couple of weeks time. I then left clutching the list that Jane wrote for me. Click to read chapter 5

I never looked at the note until I got home. I made myself a cup of coffee and sat down at the table. I then unfolded the note and spread it out in front of me. Jane had very neat handwriting and I read the note three times over. As a result of the note, a few months later and several coffees with Jane I too could walk, talk, behave and most of all look like a lady when I wanted too. I was amazed how I looked and I am sure that you would agree if you have been looking at my photos in each chapter of my story.

I did not realize that I could look this good and pass as a lady with my body and the very masculine looks that I had. The good thing was that I did not need to do anything genetically at all. All of the advice and information is purely cosmetic along with a bit of determination, training, persistence and bags of confidence.

I could now walk down the street either as a man or a woman, the decision was mine. If I felt like a ladies night out I would dig out my little black number, put on my shiny stockings and step into my 5 inch stilettos. The feeling is terrific and when I am dressed up looking like a real lady my confidence and personality shine through with it.

Well you have read this far and I am sure that you want to know the secret, well I will tell you using the advice and notes that Jane gave me plus some of my own advice in a step-by-step format. This guide helped me enjoy my life to the full for which I have gained a lot of like minded boy and girlfriends along my journey. Going back to the beginning of my story I mentioned that men crossdress or become transvestites for different reasons. As I said I am not hear to give direct advice on your specific desire or need, I just want to tell you what I did in order to complete my life without feeling like an outcast to society. The advice may suit some people to go that one step further than just cross dressing in private but it does not mean that you are no less of a man. A lot of information on the internet suggests that men want to crossdress not because there is anything wrong with them but it's just their anima. To find out more have a read of Jung's Anima but don't get too wrapped up in it as it is basically saying that every boy should have fun fun fun being a girl and that is why I and a lot of other crossdressers like me are having so much fun.

Crossdressing Secrets

When I unfolded the note that Jane gave me the first four words that Jane wrote down at the top was 'Are you having fun?' I looked at the words for a moment and then it clicked. There is absolutely no point doing something if you are not having fun doing it. You can enjoy the experience of crossdressing but having fun with that experience makes it so much more enjoyable. To have fun you need to be relaxed and maybe meet like minded people, to meet people you need to go out, to go out you need to feel confident, to feel confident you need to look good, to look good you need to know how, to know how you need information and help.

Now that you know the magic formula lets look at each step starting with information and help. On the next page you will review a guide book written by Jamie Young. I purchased this guide about a year ago which helped me a lot to get the right look and get comfortable with the basics. The book is is aimed at the beginner transvestite or closet crossdresser but also has some great tips and advice for anyone that just loves wearing high heels. If you want to improve on your image and take the next step in feeling more like a lady then this guide is most definitely for you.

Crossdressing Writers Club Entry By Phylisanne.

Dear Zoe,

This is a summary about me. My name is Phylisanne and I’m a Cross dresser and very proud to be woman. I have been dressing for many years and just about ten years on I finally came out to my wife. This was a very hard moment for me as I’d been dreading this for a long time.

My wife is a great person and she understood what I have been going through so finally I was able to express myself as I always wanted.

I joined Tri Ess and then a cross-dressing group in long island. From there I then joined a cd group called ‘Cross dressers International’. This lasted for about eight years and I’m now currently part of a meet up group that meets every Thursday in Manhattan.

Our meeting place is a bar called 'The Nowhere Bar' and we have about 150 members. Now as for my dressing I usually under dress to go out to work and this is my lingerie under work clothes .when I go out to the city I usually dress very conservatively and travel this way going and coming. I will send you some more pictures of myself.

Thank you

Phylisanne

xx

If you want to tell your story then visit the Crossdressing Writers Club

Hi girls,

I just love cross dressing. It all started when I was about 9, I liked the look of my little sisters clothes but they were too small for me so i started "borrowing" my mum's underwear. She was quite young and had some sexy black lingerie.

The first time i can remember coming was while dressed in her clothes--sexy knickers, bra, tights, skirt and blouse. I had to wash the knickers quickly and bin the tights.
It was great when i got to 11 or 12 cos her high heels were a perfect fit and i perfected my wiggle whenever i got the chance!

A few years later i met and married my first wife who found it quite a turn on when i wore her underwear. We had great sex with me dressed in her things.
I recently spent a few months living abroad with my girlfriend who then decided it wasn't for her so left and returned home. Happy days--she left most of her clothes, underwear, bikinis and shoes. All of which were a good fit (shes a 12-14 same as me) so i spent most of my time wearing them around the house and on the terrace.
I even ventured out,after dark., a few times--it felt great.

Now i'm also back in the uk with a new girlfriend, she don't know about my secret yet but she soon will. I'll let you all know how it go's very soon...........
Bye for now.

Rachelx

Crossdressing Writers Club Entry By Chrissie.

My first experiences of cross dressing on my own started when I was 11 years as I started puberty, I saw my mum in her underwear one day and had to understand what feelings I was experiencing. While she was out shopping, I went through her drawers and found her underwear and had a strong urge to wear them. The turn on I felt was incredible and so the confusion began. Still I kept wearing them whenever I could and eventually I got caught and was asked if I fancied boys. I replied ‘no’ as I didn’t want a lecture or the response I was expecting. When my brother and I were about 7 years old we dressed in dressed and a photo was taken by our mum, but all that happened then was we all laughed.

I stopped for a while, and then when I moved in with my girlfriend 10 years ago, I started then to go through her things, finding sexier lingerie, I even brought her a few pairs of underwear as a gift, but I noticed she never wore them. So while she went out shopping, I started dressing up in them and trying to find loose fitting skirts and admiring myself in the mirror. I began to feel dirty, as well as being dishonest, going through my partners things.

The next partner I moved in with changed the whole world for me. I still went through her lingerie drawer as normal, but started showing myself on cam on an adult dating web site and noticed the responses I got from guys and even surprise when I saw TV’s for the first time. I then realized of course there was help out help and people to talk to, but the help came from an unexpected source. My girlfriend at this time noticed something was amiss with in our intimate moments and mentioned if I would like to wear a pair of her underwear.

Besides being shocked that she guessed correctly, I was at first embarrassed to give an untruth answer as this turned me on or even the true answer, because I thought it would be the end of us, being with a freak and that she wouldn’t want me and even tell everyone about me. Nervously I responded yes and our relationship went from strength to strength. She scanned web site to explain the state of the affairs and after the questions of how far I wanted to take this, a sex change, dress full time or stay a closet TV.

As we used e-bay almost every day, she started checking clothes that fitted and suited me and convinced me to try and accept just one day of buying, dressing and doing full make up. Then she gave me some of her lingerie to help start my own ward robe. We went to charity and then Chrissie was born. She would find a item of clothing and ask me if ‘Chrissie’ would like this or how would ‘Chrissie’ feel in this. Next came the make up and wigs, she love the idea of being able to choose clothes for Chrissie to wear and do her make up, now we have a nice big collection of photo’s of Chrissie in various style.

We now had moved to Wales to start our lives together with Chrissie, everyday just starting wearing Chrissie sexy underwear under my male clothes, feeling insecure, slowly everyday getting more and more comfortable, buying more sexy clothes, make up. Unfortunately we separated a few years ago and returned about to the UK, but luckily we have remained friends, so I am welcome to visit her and each time she like me to become Chrissie in the evening, waiting patiently for me/her to venture outside. Only the weather has stopped me now over in Wales.

Now living back with my family, Chrissie has now been hidden, suppressed until I can move away and start my life somewhere else. At the moment I feel unable to tell my mum about Chrissie, even though I know she would accept her. Even so, I now feel happy that I have had the chance to be accepted as Chrissie and that she’s there when I need her.

Chrissie xx

If you want to tell your story then visit the Crossdressing Writers Club