Tell the truth and shame the devil! - "Bittersweet"

Anybody got you caught up with bittersweet memories sometimes? Do you still think you did the right thing and made the right decision? "...see you have you to understand. Somebody is going to get hurt out of this situation and you just hope it isn't you..." Is it a good thing to go into a relationship with the mindset that somebody is going to eventually get hurt? Is that healthy?????