Well well well...
I'm sure people have tried this before, but here I go.
in FS9, find the Cessna 208 in the 'aircraft' folder, and open the '.cfg' file. add visual_damage=1 like this:
[fltsim.0]
title=Cessna 208 Caravan Amphibian
sim=Cessna208
visual_damage=1model=
panel=
sound=
texture=
etc... (and to every other variation)
Now, open FS, and choose the caravan amphibian and fly in alaska (you can fly anywhere, but I like alaska). Taxi off the runway, and completly off the airport. find some autogen houses. Use, the slew to make sure that ur wing (but not ur plane) will hit the building (also, you should lift the plane off the ground). now, turn off slew....
You will notice that if ur FS automatically sets ur plane at the default cruise speed, the building will rip ur wing, right off! If you put the simulator at half-speed or more, you'll see that ur remaing wing will have alot of lift, and tip ur plane.
I've only done this once, and managed to get both wings completley wiped off (

hilarious at the time, expecially in spot plane, cuz ur pilot just sits there, not even panicking

). I think u can have sections ripped off, if the plane has the wings fold/unfold capabilities.
This doesn't help much with realism under damaged circumstances cuz the wing is either there, or nowhere. Still funny tho!!!
