{adj. phr.} Behaving in an overconfident way that is likely to lead to trouble; being too sure of yourself; doing something dangerous. * /The student who does not study for exams is riding for a fall./ * /Mr. Smith has borrowed too much money on his home. He is riding for a fall./ Compare: COME A CROPPER(2).
RIDING FOR A FALL
Meaning of RIDING FOR A FALL in English
Slang English vocab. Английский сленговый словарь. 2012