Asking people about sin in their life is hard. Its awkward, beat-around-the-bush, so-how-you-going-in-that-area, vague conversation.
But that’s very rarely helpful or loving for people.
Because Jesus didn’t die for vague “areas” of sin. Jesus died for each and every specific sin we do (as well as our entire attitude of rebellion). In prayer, we don’t just repent for vague sins, we repent of specific time-and-date sins.
So, out of love for your brothers and sisters, press through the awkwardness (that satan creates), and move from vague areas of sin to specifics. “When was the last time you…?” “How long has it been since…?” “What did you actually say to her?” “Exactly how many drinks did you have?”
For some people (most by experience) they haven’t thought about these details them-self, and its only as they put words to their own actions that they begin to realise the depth of sin they’re caught in.
Love them by asking hard specific questions, but also be careful you don’t become their preist!!