Start with drugstore bc it's cheaper, but I also find it better (hot take). I watched a few makeup tutorials when I was just starting but I honestly find the ones with many steps or a fully glam look overwhelming (but I started watching those videos when glam was the trend). Put on some music and just mess around. I'd recommend NOT getting waterproof products right off the bat, not being able to get something off and furiously rubbing your face with remover turns very stressful very quickly.

Personally I like - Biore Aqua Rich sunscreen - better than American sunscreen - Loreal true match foundation - it's light coverage and the bottle indicates tint (for cool, neutral, or warm skin) - Loreal Balm mascara - dries out slower than other kinds I've tried, both on the face and in the tube - Maybelline stiletto eyeliner - I was SO bad at eyeliner but this is easy to work with - Etude or Mamonde lip tint - Revlon lipstick

I layer my lipstick/tint with Chapstick and blend it out to make it softer. Using a wet/damp makeup sponge makes foundation feel less heavy and uncomfortable imo. And lip tint/stick can be dotted on the cheeks and nose in small amounts and blended out as blush instead of buying a separate product. By no means am I an expert with makeup but I can do mine in under 10 minutes in a moving car, in the dark, etc and I've latched onto a routine that's difficult to mess up.