Loopholes have come a long way from their original definition as ‘a vertical slit in a castle wall for shooting through; a means of evading or escaping’. They abound in everyday life and are used extensively in an attempt to gain benefit, lawfully or otherwise. These stories recount instances of the many different types of loopholes employed by people I have come across and are presented in decade order, from the most recent in the 2010s back to the 1960s. I hope you find them of interest and to your advantage. Life is short. Carpe Diem.