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This issue occurred at least in Python 2.7, I haven't checked in other versions.
When stepping on a return statement, pdb calls the return value __str__() method to display it at the end of the line. Only, it doesn't handle the potential exceptions raised within those functions.
An exemple would be:
import pdb
class A(object):
 def __new__(cls):
 pdb.set_trace()
 return super(A, cls).__new__()
 def __init__(self):
 self.value = "Foo"
 def __str__(self):
 return self.value
pdb.run("A()")
When using the step by step, pdb will be interrupted by an unhandled AttributeError.