What Does "evaluated Only Once" Mean For Chained Comparisons In Python?

A friend brought this to my attention, and after I pointed out an oddity, we're both confused. Python's docs, say, and have said since at least 2.5.1 (haven't checked further back:

Solution 1:

The 'expression' y is evaluated once. I.e., in the following expression, the function is executed only one time.

>>> def five():
...    print 'returning 5'
...    return 5
... 
>>> 1 < five() <= 5
returning 5
True

As opposed to:

>>> 1 < five() and five() <= 5
returning 5
returning 5
True

Solution 2:

In the context of y being evaluated, y is meant as an arbitrary expression that could have side-effects. For instance:

class Foo(object):
    @property
    def complain(self):
        print("Evaluated!")
        return 2

f = Foo()
print(1 < f.complain < 3) # Prints evaluated once
print(1 < f.complain and f.complain < 3)  # Prints evaluated twice