Questions about eyebrow regrowth and drawing them in

Hi everyone! I've been dealing with trich since I was 16. While I've gotten the excessive, frantic pulling under control, I still have a couple issues I'm dealing with. Right at the beginning of one (very sparse) eyebrow, I have a patch of dermatitis. I've tried everything from anti-fungal cream to tea tree oil. It doesn't look as bad as it did, but it still itches a lot. Unfortunately, whenever the hair there starts growing back, the itching increases to the point of being almost unbearable. It's the one thing that sets me back and makes me start pulling, because that seems to relieve the itchiness. I can't just scratch, because I have my eyebrows drawn in and that will just wipe off the brow pencil (even with makeup sealer). Has anyone dealt with something similar, and if so, what did you use?

My other question relates to drawing in my eyebrows. I have yet to find a brow pencil that really works. None of them stay sharp-it's almost like they start softening up as soon as they touch my skin. I've tried keeping them in the freezer for a bit, but that doesn't help. I really want a brow pencil that I can use to draw in realistic looking eyebrows, and I don't have to sharpen so much that they get used up much quicker than they're worth. Any suggestions of specific brands? So far, I've tried Cover Girl (which worked for a while, but now their dark brunette color has been lightened and no longer matches my hair color); Loreal Brow Stylist (which squishes as soon as I use it), and Rimmel (which is the perfect color, but still requires a lot of sharpening). Maybe I'm just bad at finding the right amount of pressure to use when drawing them in?

I'm glad I found this forum; I wish it had been around years ago when I was in the worst of the struggles, but better late than never!