Kitty Born... I need to ask you some questions about this idea Ebon someday. I almost want to see if the planned Kitty Hulk homage in I and Dante's sidestory could be linked to this. We're working on a side comic within a ... crap, I lost track of the name. I have it in a file somewhere but it's a thought extinct race of cat amazons, was part of the "Wizard of Oz" scheme we were going with the party. Even plays into the dungeon's main boss somewhat, lol.
I really like your ideas behind fan Overlord Bob comics, but they need at least a minimum of polishing, with the lettering in the first place, as it is very hard to read. You should consider editing it and adding digital font. The story on its own is very fun and simple, and what makes it a good fan comic is the fact that it could as well be a part of canon universe. Even more now, when webcomic reveleaded that not only fisherman village suffered from female shortage, but the whole world. Could it be ZeroForever was inspired by you?
I guess by 'good digital program' you mean Photoshop. Oh my, since when good=commercial? You can get a lot of decent image editors for free, legally and all. Actually I lettered my first too-crappy-to-post-anywhere comics in MS Paint. They weren't pretty, but at least legible. Some notable programs like this would be: Photofiltre (not commercial Photofiltre Studio, older versions) is very basic and easy to use, though it doesn't have layers. Paint.NET is quite similar (though not as intuitive as the latter) AND there are layers. GIMP is almost as advanced as Photoshop, but totally free.