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The first novel by award-winning author Creator/MichaelChabon, ''The Mysteries of Pittsburgh'' (1988) is a coming of age story following a young man, Art Bechenstein, as he finishes college and falls in a with a new group of friends in the following summer. Furthermore, his background as the son of a member of an organized crime family also complicates his relationships with his new friends and lovers.

It was adapted into a film in 2009, which was not well-received.

!!This book provides examples of:
%%* BettyAndVeronica: Phlox and [[spoiler: Arthur]] for Art.
%%* BiTheWay: [[spoiler: Art]].
* ClosetKey: Arthur Bechstein constantly describes Arthur Lecomte's apperance in obsessive detail, commenting on his shoe brand, the stubble on his jawline, the color of his chest hair and the way he blushes, among other characteristics. He even admits that he's fixated on him hours after meeting him, after a page-long soliloquy on Lecomte's homosexuality. It doesn't really come as a shock to anyone when they do it, though it takes about two thirds of the book to get there.
%%* CloudCuckooLander: Phlox
%%* ComingOfAgeStory
%%* DownerEnding
* EndingMemorialService: The novel ends with [[spoiler:Cleveland]]'s funeral and Art reflecting on the summer past and how the various characters have dealt and are dealing with it.
%%* {{Gayngst}}
%%* HeteronormativeCrusader: Phlox
* LoveTriangle: Art falls into a [[spoiler: bisexual one, torn between Arthur and Phlox]].
* TheMafia: Art's father is a senior member.
* MeaningfulFuneral: For [[spoiler: Cleveland]] at the end of the book.
* MissingMom: Art Bechstein's mom.
* WellDoneSonGuy: Art is searching for a way to win his father's approval.