I have had my ups and downs when it has come to buying female clothes that I enjoy wearing in the company of my own room. I have purged them before and thrown them all out because in my job I have to live in the same room with other people at times so I don't feel comfortable wearing say like panties or a nightie to bed without being judged and looked at like a freak.
I now have a room to myself and I am living in a house and I recently went on a little shopping spree and bought like almost $300 of clothing but I have decided that this time even if my living arrangements do change that I will just store them away if I do not want to come out of the closet being transgender. I feel like I am much more than a cross dresser even though I am not living as a woman even close to Full Time.
I find myself figuring out my sizes and what is comfortable to me. Most of the clothes that I have bought have been panties, night gowns, tights, I bought a breast form and some bras to just wear at night to bed to get comfortable to the feeling of wearing them. I bought some baby dolls that will fit me comfortably as well. I find myself shopping under the Plus Size areas but that is okay, I am pretty bulky and thing they would have the best feeling.
I also bought some Gaffs from a Transgender Boutique as well and looking forward to wearing those and I even think that I might wear them to work under my male clothes. I haven't really bought any skirts or dresses or anything like that yet but in time I will when I get my comfortable mode up where I want to go out and about in drag. I have thought about next Halloween going in full female clothing so then I can play it off to friends and family that its just for that time but that is my goal.