Itachi was a highly intelligent individual, having the second highest scores in the history of the Chūnin Exams written test behind Minato Namikaze. Composed and observant; he thought very quickly and remained calm in a fight, enabling him to respond with maximum efficiency and with the smallest likelihood of misjudging circumstances. Even at a young age, he was always calculating and methodical in his approach to the situation at hand, leaving little room for error. He took several precautions for Sasuke and against Tobi that he planned would activate after his death. Even Tobi admitted if he didn't keep some secrets from Itachi, he would have been killed by Itachi's trap. During his infiltration of Konoha, Itachi was also able to subtly leak Akatsuki's goals to Kakashi, Kurenai, Asuma, and Jiraiya without arousing Kisame's suspicions.
The two would then sneak after them, and pull some ghost pranks on them. (I had one april fools idea where these two toppats would accidentally take over the blog without knowing what's going on) And on their way back, Henry would fall into a pit trap set by Ellie. The rest is a little iffy because I hadn't planned this far ahead, really. But I do know that at some point you all would meet a little reaper intern named Winterr, who was tasked to guide a randomly selected person - aka Charles - to the afterlife. Obviously, they are very confused when they don't see him at his death place. And then shenanigans ensue or something. 781b155fdc