Tips on using cosmetics more routinely

Hey all! So lately my Daddi has been trying to help me with something I've wanted to do, but have been unsure of how to do so.

I'm starting to find my feminine side (I'm a female, but due to a lot of trauma I've never been able to be feminine) and with that I've wanted to use cosmetics more. I've never really used them (i know how to use eye liner and can put lip stick on but the lipstick looks like crap and ive had like one Ulta class on smokey eye) so I was wondering if there was anyone who had any tips.

Like I mean from how you started working them into your routine.... I guess the more i talk and ramble the more it feels like im asking "how did you slowly start being a female?" Which sounds stupid but... I guess that's my question.

Sorry for the long ramble, I'll answer any questions you have.