One of the personal finance blogs I read is "I Will Teach You To Be Rich." Ramit (the blog's author) posted an interesting list a couple days ago: 20 questions that your financially unprepared friends are afraid of. Check it out.
It's really too bad talking about money is such a touchy topic; I find that I usually learn something when I talk to others about finances. But I have to judge whether it's safe to breach the topic in the first place. Frank discussions are unfortunately rare, apart from talking with my dad.