Are you sure about that? Hermione firmly denies being suspicious of Harry while talking to Mr. Hat-and-Cloak, but that doesn't necessarily mean that this won't make her more suspicious of him on at least a subconscious level. If Mr. Hat-and-Cloak is Professor Quirrell, as is strongly suggested in both of his appearances, then we should expect that this is fairly likely to be the case, as I would expect Quirrell to be fairly good at this sort of thing.
Yes. If Mr. Hat-and-Cloak is Quirrell, then either:
a) He will sucessfully make Hermione more suspicious of Harry, or
b) He will make Hermione less suspicious of Harry and that will be what he wanted.
Update: Discussion has moved on to a new thread.
The hiatus is over with today's publication of chapter 73, and the previous thread is approaching the 500-comment threshold, so let's start a new Harry Potter and the Methods of Rationality discussion thread. This is the place to discuss Eliezer Yudkowsky's Harry Potter fanfic and anything related to it.
The first 5 discussion threads are on the main page under the harry_potter tag. Threads 6 and on (including this one) are in the discussion section using its separate tag system. Also: one, two, three, four, five, six, seven. The fanfiction.net author page is the central location for information about updates and links to HPMOR-related goodies, and AdeleneDawner has kept an archive of Author's Notes.
As a reminder, it's often useful to start your comment by indicating which chapter you are commenting on.
Spoiler Warning: this thread is full of spoilers. With few exceptions, spoilers for MOR and canon are fair game to post, without warning or rot13. More specifically: