@Mirzaba ok, so with brows i found it helpful to practice brushing them into a shape i liked before i started plucking them. you can buy spoolie brushes, but i just use a cleaned mascara brush.
it hurts a lot the first few times, but if you hold a hot towel/flannel/etc over your eyebrow for a few mins beforehand it doesn't hurt anywhere near so much. the hair root will get used to being pulled out after a few times and it will hurt less and less each time. bear in mind even if you've plucked strays before, it can still hurt if you start plucking hairs you've not plucked before.

@Mirzaba i found it best to pluck only the hairs that were blatantly stray (like, halfway down my browbone) first and leave the shaping until i was used to seeing my brow brushed into shape and cleaned up a little.
if any of your hairs are really long and straggly, it's generally better to trim them than pluck them and potentially leave a weird gap in your brow
for actual shaping, i do it one hair at a time and make sure to check how the brow looks in different mirrors. if you do it slowly you're less likely to overpluck. you can always decide to remove more hairs another day if you need to.

@Mirzaba if you have a lot of hair to remove at once, it might be worth looking into waxing? i've not tried it tho!
for picking a shape, there's a bunch of guides on proportion online. i used this one http://www.paulaschoice.com/expert-advice/makeup-tips/eyes/makeup-tips-tricks-eyebrow-shaping-tweezing-tips.html (which apparently just refreshes if you don't have cookies now...) they are just guides tho, ignore em if they're not helpful

for technique, lisa eldridge's videos get recommended a lot, because they genuinely are fantastic. http://www.lisaeldridge.com/video/

@Mirzaba the thing i struggled w most was colour. you might find this easier cos you do art! one of the biggest things that affects if makeup is flattering on you is the undertone, and it can be hard to find yours. i ended up putting swatches of warm/neutral/cool foundation on my face, seeing how they looked in daylight, & picking the one that clearly looked best (neutral, on me!). i then looked for neutral foundation that was light enough 2 match my face. if you can find foundation that's the right colour for you (even if you don't buy it lol) you can google it, and then look at women the same colour as you and steal their makeup recs.

@Mirzaba if it looks flattering on them, it'll prolly work on you!
i use this list: https://np.reddit.com/r/MakeupAddiction/comments/2bsnnb/list_of_makeup_blogs_sorted_by_skintone_skin_type/ to find ppl the same colour as me and steal their shit.

there's a good guide to more complicated colour choice here: https://imgur.com/a/hHeLq

reddit in general is a pretty good resource for makeup discussion - r/makeupaddiction is the main one but it gets a bit consumerist at times. i like r/muacjdiscussion!

also, skincare makes a huge difference to how easily face makeup goes on. you don't need anything fancy. r/skincareaddiction is a good starting place if you want cheap stuff!

@Mirzaba sorry this ended up so horribly long, i get excited about makeup. i hope it was helpful, and lemme know if there's anything you need help with that i didn't cover!!

@c8rz Thank you, all of this helps a lot. And thank you for reading and responding to my post in the first place

@Mirzaba it's okay! ❤️ i do read your personal posts, i just generally feel awkward responding