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: [[spoiler: Arthur for Art.]]
* CloudCuckooLander: Phlox
* ComingOfAgeStory
* DownerEnding
* EndingMemorialService: For [[spoiler: Cleveland]].
* {{Gayngst}}
* HeteronormativeCrusader: Phlox
* LoveTriangle: Art falls into a [[spoiler: bisexual one, torn between Arthur and Phlox]].
* TheMafia: Art's father is a senior member.
* [[MafiaPrincess Mafia Prince]]: Art could be a considered one right down to [[spoiler: Mafia henchmen scaring away his lover Arthur]].
* MeaningfulFuneral: For [[spoiler: Cleveland]] at the end of the book.
* UsefulNotes/{{Pittsburgh}}: The setting, almost a character in itself.
* WellDoneSonGuy: Art is searching for a way to win his father's approval.