You pretty much have the right idea. The courage to say something that might be strange, outrageous, offensive or just out of the ordinary. "Dare I" is like "If I may be so bold" Bold enough or outgoing enough to say or do a particular thing. You can also "dare" someone to do something. "I dare you to eat that whole box of chocolates," or "I dare you to come sky-diving with me." We use to play a game called "Truth or Dare" in which you had to pick whether someone could dare you to do something or ask you a personal question that you had to answer truthfully. Hope this helps :)

Yes. It means that there will possibly be some negative consequences because of what the speaker says or does. It does not mean the the consequences will be very bad - not being hit or being in physical danger - it just means something bad will happen, possibly serious, but possibly not.