For a less trivial example, consider the expression "f(x) + g(x)" where both f and g can return either a number or a string. It is conceivable that for any given x, they would always return the same type, but a type system cannot detect every such case.
Or consider a program like:
x = 1
print_int(x)
x="a"
print_string(x)
I have seen code just like this in dynamically typed languages. You can also run into a simmilar situation that is not obviously correct if, for example, x is a global variable while the program is running a state machine. You can then view each state a transitioning the type of x. Determining if such a program is correct would involve knowing each state transition, what type of x is expected when control enters a state, and what type x is when control leaves a state (and a given state might have multiple output (or even input) types. I have seen one program that actually worked like this; and it was not fun to modify.Of course, a type system is no guarentee that you do not have this sort of problem. For example, you could say, in the first example, that x is a union type of Int and String (and print_int and print_string are defined to operate on such a union). In this case, the program is well typed, but has partial functions, so the type system cannot guarantee that there will not be a runtime error when you call them (it won't, however, be a type error, since the type system missed it).
You could also have x be an untagged union. In this case, I don't see a way of doing any better than undefined behavior.
A completely different type of example, is C code such as:
*0x01 = 0
which means "set the memory at address 1 to 0", but is poorly typed.