Someone quipped that the way to tell transsexuals from crossdressers is that the TSs are wearing comfortable clothes. The CDs I've met were are dressed to the nines, no surprise since it was a night on the town for everyone; I don't think I need to meet more of them in person because they fill up hard drives with photos of themselves, which are posted all over the internet. Maybe there's an odd duck CD out there who is content with just jeans and tops. I thought I was something along those lines, then figured out that I'm really a TS. I still can't stand taking pictures of myself, and haven't delved too deeply into my looks; I'm waiting for my body to develop the way it should be.
Anyway, transwomen are, you know, women. Crossdressers are men temporarily enacting the fantasy of being women - and I mean FANTASY. Nothing wrong with fantasies, and CDs are wholly enthralled to what they do, same as our dysphorias compel us; I'm not looking down on them by any means. Some TSs are snappy dressers, glamorous, etc. Again, the ones I've met in person were all pretty straightforward gals; about the flashiest thing on display were some cute nail jobs. I don't know where the OP got the idea we were a pack of skirts and heels, maybe from avatar photos?
Another thing about TSs is that we tend to go overboard on the femininity when we do start to transitioning, and dresses/skirts are unquestionably a lot more feminine than jeans.