If you want to dabble in digital painting, I suggest checking out Paint Tool Sai. It's super cheap and is an AMAZING painting program if you don't want to buy Photoshop. As far as tablets go, Wacom sells a lot of cheap tablets now like the bamboo. You can always look for used tablets as well. Once you have all your digital art supplies there are a ton of pony drawing tutorials out there too (I know because I looked at them myself!) I've thought about opening a patreon where I teach people to paint but I'm still working out the specifics good luck!