Hi everybody, thanks for your responses!
Sounds like I'm in for pain or discomfort no matter what I do, so I should just try to minimize scarring to my face and be patient 'til I'm committed enough to deal with it permanently. I've tried multiblade razors... trouble is, my facial hair has developed extremely slowly and as a male, I never cared about my appearance* so just never learned how to shave. So in my experience, a triple razor just means triple cuts on my face. I'm using an electric razor now 'cause at least I don't get razor burn... probably time for a new one, though, this thing's decrepit. It leaves my face feeling like sandpaper, but that's better than bloody right?
I'll certainly try a different color of lipstick though... I'd never even think to try orange!
* Really, that fact alone delayed acceptance of my gender identity more than anything. Eventually I get exhausted by the effort I need to feel feminine, and the man comes back.