Matt asked this question about Oblivion:
I'm interested in reading DFW after hearing a lot about Infinite Jest and listening to a lot of interviews with him. However I'm not quite in the mood to tackle a 1000 page goliath of book (that IJ is supposedly meant to be) right now so I was considering buying Oblivion. What do any DFW fans think is the best place to start with his work?
Debra Wasyliw The short stories “Good Old Neon” and “The Suffering Channel” from Oblivion.

The short story "Little Expressionless Animals" from The Girl with Curious…more
The short stories “Good Old Neon” and “The Suffering Channel” from Oblivion.

The short story "Little Expressionless Animals" from The Girl with Curious Hair.(less)
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