Back before I escaped my male prison, deciding what to wear required almost no effort at all. My entire wardrobe consisted of 1 pair of trainers, socks, underpants, several pairs of jeans and a dozen or so T-Shirts - And that was it!

Shopping for shoes and clothes was something I loathed, didn’t really care much for the styles of either so if I couldn’t walk into a shop, buy something and get out quick, I just didn’t want to know. You can imagine the gratitude when my wife would just buy clothes for me.

Until I finally accepted and faced my gender issues, I had never owned any womens clothing, I had tried bits and pieces on and fantasized but nothing more than a little experimentation. I was never a cross dresser (and for what its worth, I don’t consider myself one now).

The day after I came out to my wife, a conversation in which I had rocked her world to its very core and will forever regret (not because of saying what I had to, but because you can’t imagine how deeply I hurt her), she bought me my first pair of female knickers. A gesture that touched my heart and one I’ve shed plenty of tears over.

In the short while before deciding to transition my wife helped my buy many items to start me off, underwear in various styles, female cut off jeans, my first bra, skirt and tops. I started wearing what I could immediately, just knickers to begin and then jeans.

(I must add at this point that until I had started wearing jeans intended for women, I had never owned a pair that fit properly in my life, it didn’t matter how many pairs I tried on, what brand or style they were, every pair of jeans I had ever owned simply didn’t fit right. Jeans for women on the other hand fit like a glove, oh wow!)

It was starting to become a chore dressing for my public life and changing at home whenever I got the chance, many evenings when tired I simply didn’t bother and it had a noticeable effect on my depression. It wasn’t long before I decided to transition.

Many months later and my wardrobe has grown, if a little slowly at times. I love going shopping with friends and my (now ex) wife has an amazing eye. I would probably look quite scary if it wasn’t for her constant help, guidance and support. I love you.

Only now I have a new problem, my wardrobe isn’t broad enough to allow much mixing and matching, I’m becoming very conscious of what I wear day to day, my fear of shopping has been replaced with a new dilemma. I HAVE NOTHING TO WEAR !