Paraphrasing attempt #2.
Night 1 - I [assume] I flied first. I land.I spy. No bad things he does. Lives normal life. I'm alive. - OUTLAWRON.
Night 2 - I fly. I see Conegamer going somewhere. I watch him there all night. But not all actually. I slept for some time a few times.
I assume there is a possibility he went somewhere else, and then returned while I was sleeping.