Because you won't

Everything sounds good so far. Subpages sounds like the best solution, either a subpage of each generation's page, or the subpage of a new disambiguation-sort of page that has links to all the others. But I'm not sure what you mean by "Make less of story page and keep it professional."

I'm halfway through Generation 1 on my new character, I'll try and write it from scratch and reference those resources for corrections and for the first part.

Do you guys think there should be a "Storyline" page or something along that line that links to all the individual storylines' pages?

“	But I'm not sure what you mean by "Make less of story page and keep it professional."	„

Don't describe every single little detail unless it's important. Sorry if that wasn't clear. Also, professional as in proper grammar and such, like how wikipedia are written I guess, lol...

My biggest worry is that I might become too technical. I'm used to programming, and when I do occasionally write, it's like "to achieve this you must do this in this proper order". Which is why I usually avoided editing NPC pages and left it to the likes of you and Infodude. Do you have any advice in that department? How I can make it balanced and professional but not robotic.

Completely off-topic, but could you show me some of the things you've programmed?

Well you can always go for a first draft and if someone passes through and thinks something is weird, they can edit it or talk it out with you.