This period leading up to Christmas has seen me able to start buying clothes to crossdress, I have always wanted to try crossdressing, but never had the bottle to buy anything, so after searching online to find out roughly what size I would be, I was still not sure exactly what size, so I decided rather than buy anything expensive, I would hit the charity shops and as it was the Christmas period I used the excuse of buying presents, asking the people serving questions about sizes as if I had a new GF I was buying for. After a bit of trial and error I now know roughly what size I am.
I then went to a local superstore and bought some sexy undies, I don't want to use padding and a 38B fits just great, I am quite a big guy and this gives me some natural (but small) tits.
I have 3 skirts, 4 various tops, 1 pair of pinstripe trousers, and 1 evening style dress and I am going shopping again tomorrow.
I only crossdress at home, when I get home from work, I change, and I find this is very liberating and helps me to relax after a busy day at work, I feel extremely comfortable dressed in womens clothing, I WISH I HAD DONE IT BEFORE