drill
"Drill" is a very practical word with several common meanings. It can be a tool, an action, or a type of practice — and it shows up in everyday life, school, the workplace, and the military. Here are the most useful senses.
When someone drills you with questions, they ask you many questions in a very direct, persistent way — almost like they are boring into you to get information. This is a figurative use of the word.
everyday language, journalism, law · Modern, widely used · figurative
The journalist drilled the politician with tough questions about the scandal.