Being a life long user of the Model 12 Winchester (the safety is in front of the trigger guard like the 88) I've grown so use to it I do it automatically. With that in mind the 88 IS better than the 500 :)
I don't know what you mean by "true" but the Winchester 1897 was a takedown shotgun. Mossberg as a company did not come in to existence until 1919. I can't think of a way you could take a shotgun farther down than the Winchester 97.
The shorter length and somewhat lighter weight strapped across my back just seems to make more sense than the longer stock while hiking. Maybe I'm wrong but if so... I can pack it just like it is
Knowing full well when I ordered it I would never put it on the gun. I see people shooting shotguns with pistol grips, they seem to have little control over recoil. One girl on YouTube had it slip out of her hands when she pulled the trigger. A shoulder stock makes for far better accuracy...
I'm not sure I would find advantage with a pistol grip tactical stock. Having hunted with a Model 12 Winchester all of my life I find the stock and safety location to be the same as the Model 12. When I pick the 88 up to just play with or actually shooting at a critter its the most natural thing...