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This is such a great idea that it feels like this should have already been done, but I can't think of a single example of it.
I suppose it would we difficult to write, since it would be a one-sided interaction (i.e. the book/character wouldn't get any input from the reader). Are there books that speak to the reader, though not simply as a narrator (either a third party or the character themselves)  or as someone reading a diary or telling a story, but actually addressing the reader as a person?
+Alain Van Hout 
I haven't read anything that really addresses the reader as a person. I expect that it will be challenging to do it well, however I also happen to know skilled writers, so I am very interested to see how this challenge will turn out. 
Contest update, I now have an additional judge and the gift certificate is now valued at $20 thanks +Lilith Parker !

The contest related to the post can be found on my page.
It's called breaking the fourth wall.

It's avoided in most writing because it disrupts immersion. It makes character interaction shallow.

It's one of those things that sounds like a good idea until you actually try it out.

One of the most recognizable uses of this technique is in the Deadpool comics. Which has merited a cult following, but is still not nearly as popular as the comics that present to the reader as an observer.

In TV it's a different story... Interaction with the viewer is seen as an informal or comical point.
Thank you +Runivis Roan 
I could not think of the phrase breaking the fourth wall this morning, I blame my lack of coffee.  

I have seen breaking the fourth wall done to great effect in plays. It seems as though it is generally easier to pull off in comedy than drama.  The thing I had never seen was an interaction at this depth.  I strongly suspect that it can be done well, but it may not be easy.  I also wonder if it could be done more easily if it is done as a branching, choose your own adventure style story like the +Choice of Games 

Oh, and another fun comic book example of a character that breaks the fourth wall is She-Hulk, another great character with a cult following.
+Matthew Bannock But aren't those "breakings" in most cases dot-like incidents in a story which doesn't break this wall for the greater part? It's one thing to write something like that, but it's another to write a story completely behind the fourth wall.

S. Lem reviewed an imaginary book which tries to do that. It is "Toi" by Raymond Seurat. Lem wasn't delighted about it. But you may want to read the review yourself:

Which leads to another possibility. Could a review of the writer-reader love story (instead of the story itself) help us out? Because if one writes a story one can only write what can be written. But if you write about a non-existent story you can at least write about what might be written. (Or even about what can't be written at all. See the review of the book "Rien du tout, ou la conséquence" by Solange Marriot on page 69.)
Someone did, Italo Calvino - If on a winter's night a traveler (1979).
I see all these examples of books that are alike those of where the reader and the main character falls in love.  But does someone know one where they truly fall in love together?
Maybe an e-book? I don't know but feel like that might work.
Already done...
Making Love: A Conspiracy of the Heart (2004)
Published by DoubleDay
From the blurb:
When Miranda, the Miss Lonely Hearts of Shepherd's Bush, suddenly finds herself romanced by a tall, dark and deadly spy, her life is turned upside down. Could it have anything to do with the book she innocently took from the library, a book with a conspiracy theory about 'love' so devastating that every other copy has been destroyed by MIS and the writer 'disappeared'? Spliced through Miranda's romantic adventure are pages from the 'lost' book itself. But the loudest voice in this piece of postmodern madness belongs to the lovelorn book itself, a sentient mass of paper and ink that cannot help falling in love with its reader. Marius Brill's send-up of po-faced conspiracy stories and endless funny handshakes is sharper than Torn Sharpe- imagine Umberto Eco with a sense of humour. Ludicrously logical and finely spun, this is a hare- brained literary fantasy, an erudite romp, and above all, a novel to fall in love with..
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