My best guess is the Tales to Tremble By scary story collections:

Each story had some creepy art by Gordon Laite:

A lot of this fits with your descriptions from the best of my recollection.

Edit: Removed paragraph about potential third scary story series containing spider egg story, just realized that one was from Scary Stories to Tell in the Dark 3, so Tales to Tremble By and its sequel is my only guess here.

Bartholomew Kuma’s incredible powers from eating the paw paw fruit and his ability to sneak into a lot of situations in One Piece is adding up!