How I can get 5/100 for Iliff? Tried so many times, I think, all possible choices in all possible combinations, but no luck - only 4/100 with no access to side story.
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1.) Speak truthfully to Iliff when he asks about your high school time.
2.) Tell him everything is not fine on the way to the train.
3.) If you did the coin game and failed it there is special dialogue in Angel Heights that will trigger a choice scene. Choose "So, are you jealous of Yukine."
4.) If you manage the above 3, a special dialogue plays when the MC and iliff meet back up in Angel Heights after the basement ordeal. A menu option asks if you like looking down there. Answer with "Uhhh... a little..."
5.) Resist the corruption, Have Iliff stay with you for that choice and when the prompt asks you to tell him or hide it, tell him.
There are other possible places to get devotion, but I won't spoil them all c: Secret scenes are sprinkled around so be sure to try and find them all lol.