I have people over all the time playing Wii, I've only used more than two nunchucks for Redsteel...
Get Wii Play, it's fun with non-gamers and girls.
GC controllers are better for brawl, Classic are better for VC games IMO.
If you don't own GC controllers, then the Classic are a pretty good idea.
I didn't buy it all at once, I bought as I needed.
I would cite regulation, but I know you will simply ignore it.