Looking at your male faces, i don't see no problem with your features.
Though the one with makeup is made in the dark, i would say the dark is everybodies enemy.
You'll look way better in the light, also a tip, i know it's fun with colors, but natural looks always win.
Using concealer (and some contour) is always fun to experiment with, and many times so surprising.
on HRT the edges will fade by time and become softer