Milkshape was such crap, i loved it haha. I learned modeling using it too, i think it had two tools extrude and merge vertices, so i had to learn some dumb topological tricks to do anything. Still by the time i moved to 3ds Max i did pretty well.
My favorite early learning app was wings 3d, really fantastic modeling flow and creates clean messages by default
My favorite early learning app was wings 3d, really fantastic modeling flow and creates clean messages by default