Let's go through some basic knowledge before I talk about it further...

Characters: Gary Oak & Misty
Canonical?: Fanon
Relationship status: Acquaintances?
Also known as: ShigeKasu

So what do I think?:

I'm not too sure about this ship...
I haven't watched the first and second series in a while but back when I did I never really remembered them interacting, or if it was it would just be because Ash and Gary being rivals and stuff.
I do occasionally use this as a place holder ship if I ever need to give Misty a partner in a fanfic but I don't necessarily ship it to a high degree

So I shall rate this ship: 1/10

Thanks for reading, see you in the next chapter!!!