Where is the line?

Sometimes it seems to me that there is a fine line between being positive/hopeful and being blinded/naive. But there is also a fine line between being cautious/careful and being cynical/jaded. Where do I find the line? How do I not cross it? In reality however, being cautious and being cynical is 2 very different things... one comes from good sense and the other comes from good sense gone bad. I'm not sure if that made sense lol But yea... How do you recognize if you're being cautious or if you've crossed over to the next side?

The Secret - theory of attraction... it makes me wonder. You want something, you hope for it... you see it unfolding before your eyes and just as it becomes real to you, the fear of loosing it becomes real as well. Why do we become afraid of loosing something we don't even have? Why do we become afraid of having something we always wanted? Is it self sabotage or self preservation? Maybe it's a bit of both...

I want to jump into the waters of positivity head on! I don't want to be afraid OF myself FOR myself anymore...