When is it wrong to ask the hard questions?

One of my friends, whom I’ve had in my life since college, and I had lunch today. I hadn’t seen her since May and we certainly had not had a substantive conversation since then. I asked her a question over lunch that had been bothering me since our last visit; her response was to almost take my head off. The conversation eventually got back on track and I spent the rest of our visit asking safe questions.

When is it wrong to ask the hard questions of our friends? The ones that sometimes float around in our heads, but when we ask, we know we’ve struck a nerve.

After sticking with my friends through a few of their relationships (and subsequent break-ups), I decided to start asking those hard questions.

Even if they don’t answer (which she didn’t), I’ve asked.

Regret

I see it all perfectly; there are two possible situations – one can either do this or that. My honest opinion and my friendly advice is this: do it or do not do it – you will regret both.

Soren Kierkegaard