squeeze someone until the pips squeak extract the maximum amount of money from someone. British

☞ This expression alludes to a speech made in 1918 by the British politician Sir Eric Geddes on the subject of Germany's payment of indemnities after World War I: 'The Germans…are going to pay every penny; they are going to be squeezed as a lemon is squeezed-until the pips squeak'. More recently, in the 1970s, the Labour Chancellor Denis Healey declared his intention to squeeze the rich until the pips squeaked.