Cause in my head....

It's starting. I'm running conversations in my head. I've running scenarios. What will be the best way to tell him exactly how I feel. I guess here is my dilemma, how can I inflict minimum damage if I were to go ahead and do it and fails? But then again, why do I have to take a calculated risk? Isn't this one of those things I have always said it's a band-aid kind of thing? Just rip it and go right? I even had this conversation with him before. Just do it, take the plunge. Is it really worth it? Maybe that's it, somewhere in my mind I'm thinking it's not worth it. But what would be worth it? What has to be there for me to think it worth the risk? Do I really want to risk getting my heart broken, of which it is almost certain to happen.