Reddit mentions of The Skincare Bible: Your No-Nonsense Guide to Great Skin

Firstly: Drugstore stuff may not be the best quality but it's great for starting out; it's cheap as frick (yes, $6 for an eyeliner is cheap) so you won't feel as bad for wasting it.

Secondly: You can completely disregard about 90% of the shit beauty gurus on youtube use and / or do. That kind of makeup's nice to play with when you're bored or want to experiment- and it's absolutely great for inspiration. But literally no one walks around like that every single day. Get the basics down first, and figure out what you like on yourself- then worry about expanding. You'll save yourself a lot of headache!

Third: What I personally suggest investing in straight out the door (and I'm not trans, so you may have to cross reference this with resources from trans women to see if you'll need anything extra) are the following.

1. Foundation / Face primer (this keeps your foundation on longer)
   
2. Foundation (make sure it matches the skin of your neck, do not color match foundation directly to your face!)
   
3. A few lipsticks in different color families
   
4. Black or brown Eyeliner pencil (you can get one of two types: the actual pencils that need sharpening, or these weird little twisty ones that don't. Up to you)
   
5. Black or brown liquid brush tip eyeliner pen (if you want to try out stuff like cat eyes- if not then you can completely disregard this one)
   
6. Black Mascara
   
7. A neutral colored eyeshadow pallet (neutrals are wearable in all situations and are incredibly forgiving of mistakes in most cases. They're great starter pallets)
   
8. Brow kit (you can use shadow, gel, etc. Up to you. I recommend matching it to your hair root color personally)
   
   You can buy a few blushes, and a contour pallet if you want. But as a beginner, I'd recommend working on eyeliner, eyeshadow, and foundation first. But that's really up to you. Go ham on it all, if you really want to!
   
   That being said, here's a few basic videos / channels I love that might help.
   
   

• Makeup Glossary: youtube [dot] com/watch?v=8yzzR18Hoss (has a lot more basic terms)
  
• Explaining Makeup Terms for Beginners: youtube [dot] com/watch?v=7mYYChm_xDA (has some great tips included)
  
• Goss Makeup Artist: youtube [dot] com/user/gossmakeupartist (pretty much my go-to for tips, tricks, etc; nice depthy explanations)
  
• Makeup Mistakes to Avoid: youtube [dot] com/watch?v=m0daIFQjLIc (again, great tips included)
  
• Makeup Mistakes to Avoid 2: youtube [dot] com/watch?v=ooxyFoBZrXM
  
  And, of course, the best thing you can do when learning how to do makeup? Is learning how to properly take care of your skin. And in that regard, I suggest two books:
  
  
• The Skincare Bible by Anjali Mahto (actually written by a dermatologist)
  
• Little Book of Skincare by Charlotte Cho (lot of the info is backed up by tSCB \^)
  
  Good luck, love!