I'm still fairly new to all this. It's something I've always wanted to try, now that I'm over 50 yo I'd better start. Time marches on, so they say.
Why do I want cross dress? I'm a man, and I like being a man. I don't have any desire to transition; I do admire and respect those who have, however. I love women, by wearing clothes made for them maybe I can understand them better, you know, by walking a mile in their shoes.
So far I limit myself to under garments, and shoes. Today I'm taking the next step and will be off to find some pants and shirts. Something discrete. This should be fun, I'm 5'7", 220 lbs, with a 44" waist, 32" inseam and no hips or butt to speak of. Finding stuff that fits should be an adventure.