2. “Who are you going with?” You ask for a detailed roster of who he’s going out with.
“I cannot be bothered to explain it to her.” Every time he goes out with his friends, you ask him for the names of who he’s going with and his relationship to them. He is an adult, and he doesn’t feel like explaining who everyone is every time he goes out. If he gives you a short answer, don’t probe him more than that.