pip

give someone the pip make someone irritated or depressed. informal, dated

☞ Pip is a disease of poultry or other birds. In the late 15th century the word came to be used, often humorously, of various ill-defined or minor ailments suffered by people and so the informal sense of 'ill humour' developed.

1976Scotsman I feel it's my duty but I'm not keen. My grandchildren give me the pip.

pip someone at (or to) the post defeat someone at the last moment.

☞ Pip was an informal late 19th-century term for 'defeat', but it is uncertain from which sense of the noun pip it derives. Post here is the winning post in a race.

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.