[@AdmrlStalfos19]I don't have any particular opinion on which three NPCs you go with, so if they're really all equal to you, just roll dice or something. Try to go at an angle of 'which relationships are most important to your character' and 'which relationships have the most dramatic value'.

As for encounters with the Lostman...for your character, it would be an encounter along the lines of either a mysterious phone call or the possession of someone in the same area as you. No one amongst the player cast would have laid eyes upon anything that one might think of as the 'actual form' of the Lostman. They would initiate the conversation with their question. Once you answer it, they will disappear. If you try to segue into a different topic, such as the patented 'answer a question with a question', they will remain silent. If you continue to do so, they will disappear.