Date night - when it comes to make up I think less is more on date night her skin is the main factor being flawless matte finish with a light dust of blush, minimal blended eyeliner and shaped/filled brows
Dude, use brown eyeliner. It won't be as intense on your white ass skin, and it will look bomb with your blue eyes. Idk if I'd try cat eye on you, but hey, whatever floats your boat, dude. Also, MASCARA. That should always be your go to.