O Brother, Where Art Thou?

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Film: O Brother, Where Art Thou? (2000)
Film: Sullivan's Travels (1941)
Epic poem: The Odyssey by Homer
Documentary: Down from the Mountain (2000)
YouTube: Any ten clips from Ma and Pa Kettle films
Nonfiction: The Coen Brothers by Ronald Bergan, chapter XI "Odd Odyssey"
DVD: The Three Stooges collection. Volume one, 1934-1936 (2007)
Wikipedia: O Brother, Where Art Thou?

Barrio of gangery

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Film: Mi Vida Loca (My Crazy Life) (1994)
Film: Blood in Blood Out (1993)
Film: American Me (1992)
Nonfiction: Street Gang Awareness: A Resource Guide for Parents and Professionals by Steven L. Sach
Nonfiction: Always Running: La Vida Loca: Gang Days in L.A. by Luis J. Rodriguez
Nonfiction: Barrio Gangs: Street Life and Identity in Southern California by James Diego Vigil
Wikipedia: Mara Salvatrucha

The Persistence of Darkness

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Essay: "The Persistence of Darkness" by Michael Collings
Novella: The Mist by Stephen King
Epic poem: Beowulf
Play: Hamlet by William Shakespeare
Play: Dr. Faustus by Christopher Marlowe
Film: Titus (1999)
Nonfiction: Horror: A Thematic History in Fiction and Film by Darryl Jones
Wikipedia: Darkness

Lovecraft

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Website: http://www.hplovecraft.com/
Collection: H. P. Lovecraft: Tales edited by Peter Straub
YouTube: "The Adventures of Lil Cthulhu" by TheZebu
Film: Necronomicon (1993)
Film: Re-Animator (1985)
Article: "H.P. Lovecraft's Afterlife" by John J. Miller
Article: "The King of Weird" by Joyce Carol Oates
Wikipedia: H. P. Lovecraft

Different versions of the same thing

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Film: The Beaver Trilogy (2000)
Film: Vantage Point (2008)
Film series: Trilogy (Cavale, Un couple épatant, Près la vie: all 2002)
Novel: The Sound and the Fury by William Faulkner
Novel: Nick & Norah's Infinite Playlist by Rachel Cohn and David Levithan
Novel: The Poisonwood Bible by Barbara Kingsolver
Wikipedia: Eyewitness identification

Notorious

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Album: Ready to Die by Notorious B.I.G.
Album: Life After Death by Notorious B.I.G.
Music video: "Hypnotize" (1997)
Film: Notorious (2009)
Biography: Biggie : Voletta Wallace remembers her son by Voletta Wallace
Biography: Ready to Die: The Story of Biggie Smalls Notorious B.I.G. by Jake Brown
Documentary: Biggie Smalls: Rap Phenomenon (2009)
Nonfiction: "Bad Boy" by dream hampton in The Vibe History of Hip Hop
Magazine: The Source #207, February 2007
Wikipedia: The Notorious B.I.G.

Hamlet

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Play: Hamlet by William Shakespeare
Movie: Hamlet (1948)
Movie: Hamlet (1996)
Movie: Hamlet (2000)
Movie: The Lion King (1994)
Novel: Something Rotten by Alan M. Gratz
Music: Funeral March for Hamlet by Hector Berlioz
Short story: "Much Ado About (Censored)" by Connie Willis
Wikipedia: Hamlet