"Jess takes this book with him when he goes "out" the first time. Season 2, Episode 5." 

 "Rory offers to loan him this book when he and Luke come over for dinner. He "borrows" it and later returns it to Rory with some notes. He's read it before. Season 2 Episode 5" 

 Rory calls Jess "Dogder" and tells him to figure it out. He does, quickly. Season 2, Episode 5" 

"This book is laying next to Jess when he's smoking and shuffling cards at Luke's. Season 2 Ep 5" 

"Rory wants Jess to read this book, she first read it when she was 10 and didn't understand a single word, she re-read it when she was 15. She will read Hemingway if he reads this book. Season 2 Episode 13" 

"Rory has agreed to read the "painful" Hemingway if Jess reads The Fountainhead. Jess says that Hemingway only has nice things to say about Rory. Season 2 Episode 13"

"Rory has agreed to read the "painful" Hemingway if Jess reads The Fountainhead. Jess says that Hemingway only has nice things to say about Rory. Season 2 Episode 13" 

"Rory has agreed to read the "painful" Hemingway if Jess reads The Fountainhead. Jess says that Hemingway only has nice things to say about Rory. Season 2 Episode 13" 

"Rory has agreed to read the "painful" Hemingway if Jess reads The Fountainhead. Jess says that Hemingway only has nice things to say about Rory. Season 2 Episode 13" 

 "Jess is reading this at Luke's when Luke comes upstairs to grab the sledgehammer. Season 2, ep 15" 

 "Jess wanted to make sure Rory had this book on her shelves (really he was returning her bracelet) Season 2 Episode 15"

 "Paris and Jess are debating the quality of beat poetry one night, and Jess mentions Bukowski. Season 2 Episode 16"