'loophole' originates from Middle English, specifically the word 'loupe,' where 'loupe' meant 'a small opening.'

'loupe' changed from the Old English word 'hlēapan' and eventually became the modern English word 'loophole'.

Initially, it meant 'a small opening for observation or attack,' but over time it evolved into its current meaning of 'a means of escape or avoidance.'