How do you approach the hard questions????

[gemmy]

I suggest writing them down and try to break them up into smaller questions. Make them as specific as possible. Preferably yes/no questions.

If it's the proximity or the intimacy that's the issue, then write them to him, so he answers in a way you don't have to look at his reaction. Which it is all about isn't it?

I wish I was more sensitive about asking big questions. I've created "room of silence" a few times.

And yes, of course you should ask questions that may cause problems. Those are always the most important questions, aren't they? If you get an answer you weren't hoping for, it is still good, because then you can drop this guy and move on to somebody who is right for you.

Maybe some questions are too hard to ask based simply on the 'asker' not wanting to hear the answer? Which, of course, if true then it's imperative to ask and clear the air