I had an experience of this guilt this past summer, that brang me to tears with confliction. One Sunday night around midnight, I was walking home from a bus stop which is about a 20 minute walk from campus. My cell phone was broken at the time, but would pretend to be talking on my phone if ever I am walking late at night. (its kind of funny trying to come up with conversations with yourself haha) For some reason it makes me feel secure.
There was this fellow that was sitting in a bus shelter, he had baggy jeans and a dark long t-shirt and one of those gangster looking baseball caps, he asked if he could use my cell phone. Well I technically wasn't using it, but I kind of played it off and kept walking. 5 minutes later, tears are running down my cheeks as that "to the lease of these...I asked and you did not give" verse was running through my mind. And I am talking to God. If that guy had intentions of hurting me, no one would have been around to help, and the reality of the situation (and my past experience) is that God doesn't always intervene.
So I saw it this way: I cannot trust that guy won't hurt me, I cannot trust that God will protect me from any harm, the only person I can trust is myself and my decision. But yet I wondered, should I have helped him out anyway? Regardless of putting myself in potential danger? Is that something that I am called to do? And I really don't know.