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Cross-dressing Guide

How does a Cross-dresser get started?  How do we improve our skills, our look?  Do we want to pass?  What are we trying to get out of this life?  These are the kind of questions that plague the cross-dresser and can make our lives so very difficult.

In this guide, I will aim to take you through all the basics and beyond from head to toe.  Everything I have learnt, tried, failed at and succeeded at.  All in the name of passing on and sharing the best ways to maximise your efforts for the better.

There are numerous sources online that will attempt to charge for this information or promise results that are not achievable.  Some of these are valuable and reputable resources but some are simply rehashing information that you can find for free on the web and charging you for this in the name of self-improvement.

All I can say is that I have been doing this seriously since 2014 and in that time I've progressed from this:


Becoming Juliette wasn't easy, nor was it cheap but it certainly didn't bankrupt me and by passing on some of my mistakes, you may be able to avoid the wasted money that was the bane of my early cross-dressing life.

One the subject of finance, as someone who doesn't drink, smoke or take drugs, I do feel entitled to spend as I like on Juliette in the absence of more serious vices!

to this:


Pause for thought and a little honesty

So before we go any further, let's have a chat about who and what you really are.  What attracts you to cross-dressing and why do you do this?

To be frank, it really doesn't matter.  Cross-dressing in any form is a largely harmless activity that can range from a hidden fetish to a publicly-lived lifestyle.  If you're anything like me, you may have started out thinking that it was a fetish only have it bloom in the light of day into something far more than that.

I personally started in what seems to be a fairly typical fashion by 'acquiring' a pair of knickers and trying them on.  I don't know why I did it, it was an impulse.  I don't know why I was drawn to pictures of models in magazines either but isn't something that we tend to question.  I do know that I had an experience as a boy that taught me that this was something abnormal, shameful and dirty.  I wasted years wondering who and what I was.  Was there something wrong with me?  Was I gay?  Was I a freak?

I'm strongly reminded of the Pet Shop Boys at this point:

When I look back upon my life
It's always with a sense of shame
I've always been the one to blame
For everything I long to do
No matter when or where or who
Has one thing in common, too

It's a, it's a, it's a, it's a sin

I don't consider myself to be a psychologist or to have any special insight into the mind of the cross-dresser but I do believe that in very very general terms, we are motivated to dress by one of the following:


a) sexual pleasure,

b) enjoyment and gender expression,

c) to be the person we know we really are on the inside

Some of us move between these categories in our lives based on opportunity or scope.  Some of us will start in one camp and remain there until we die.  I'm sure that some of us abandon this lifestyle altogether at times only to come back to it later... or not.  What is important is that cross-dressing should be a harmless activity that only hurts people when it is suppressed or ridiculed.

Just know that you are not a freak, merely unusual.

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