Not been reading all the answers to your post mine is like in a guide to trasgenders book says, we want to express our feminity dressing and at the beginning, as many of us did, we go to extreme, fishnets, miniskirts, corsets, garter, high heels, etc everything that highlight our femine desire to be a woman, in that path usually the lipstick goes strong red, the make up is overdone that we look more like sex workers or hookers tham normal women, but then when some of us can go out of the closet and dress more often, move into a more centered way to dress.
If you see my posts here, I've been trying to show my femine shapes, bust, butt, hip pads, etc. but now when buying wife is orienting to a more normal woman dress, especially for my age.
Now, if I go to a club like hamburgers Mary where tons of crossdresser, transsexuals, etc gather, my dressing is more sexual, like any woman that go to a club wears, tight miniskirts, high heels, like when you go to Vegas, at night, that is a kind obligated attire.