Going against my better instincts as to why this thread hadn't been created yet, I decided to go ahead and make the Ash/Fifth Gen girl shipping thread, which I've frequently seen referred to as "Othelloshipping". This thread isn't official, mind you; unless a higher up wants to change that (or lock the thread, whatever floats their boats.) I do realize the slight level of uncertainty that goes into making this thread, such as whether or not the fifth-generation girl will even be shown in the anime, but I feel the "game girl to anime girl" trend has been repetitive enough to make this a sure-in.
As well, as long as the moderators are cool with this thread being open, I'll keep a member list and start typing up some rules.
So, taking a page from the first Pearlshipping thread, I'll pose the first question: "What should their first interactions be like if they meet?"