Heather Rose:
Hi. Here goes.
Your hair looks great with the bangs, and your face is naturally beautiful. There are expectations out in the world about how we women look. That being the case, I think the following might help or at least would be worth experimenting with:
Definitely use some natural looking (dark and light browns) eye shadow (maybe experiment with some hues of gray - I'm not sure), a little bit of highlight around the eyes with eyeliner (not too thick), a touch of black mascara, light makeup to fill in any pores that we can't see in the photo, but from my experience are there, a little light pink blush, and especially some lipstick. That you'll have to match up with your skin (obviously true for all the makeup), but I suspect that you don't want to use into any deep colors (stay away from wine and bright red). Maybe a very light pink, almost the color of your lips but with a 'deeper' hue and get a little shine on the lips with some lightly glossed lipstick.
Will you please post the next set after you do whatever you do? I'd love to see it!
Hugs,
Janine