Stray MtF here, out of her section.
I'm by no means an expert, but I just feel like talking about makeup with you right now anyway.

I have a bunch of stuff from local pharmacies and grocery stores. Places like Ulta / Sephora terrify me... haha.
Mascara is tough to apply properly! I still really suck at it. I use it verrrry sparingly, because if don't, I look like a total mess.
Foundation is the best if you can manage to match your skin tone. It totally hides the natural redness of my face, and the best part is, a lot of people can't even notice I'm wearing it... my skin just looks a million times more clear. I just have to make sure to use a little blush to counterbalance it.
I find lipstick irritating because it rubs off so easily... Lip gloss, however, is wonderfulllll! I find it stays on a little easier and looks better, anyway! Plus applying it is super fun. I'm sad I waited until I was in my 20s to switch over. Go buy some lip gloss like right now. Just go.