My Friend Leonard
James Frey
 The novel begins with Frey's release from an Ohio county jail. He anxiously drives to Chicago to see his girlfriend, Lilly, whose grandmother has just died. James and Lilly met in rehab (as mentioned in A Million Little Pieces) and Lilly was in a halfway house while James was in jail. Upon arriving in Chicago, James is informed by the director of the halfway house that Lilly committed suicide because she could not deal with the pain of losing her grandmother. Desperate, James goes to a liquor store and buys the cheapest bottle of wine with the intention of drinking it. He spends the night in his car and does not drink the alcohol. James asks Leonard for thirty thousand dollars, which he uses to bury Lilly and her grandmother. Leonard had told James while they were in the treatment center that he would look out for James as though he were his father. He gives the money to James on two conditions: 1) James must agree to tell Leonard later what he did with the money, and 2) if James does decide to drink the bottle of wine (which he still keeps in his apartment), he must agree to call Leonard beforehand. At the end of the story, Leonard goes into hiding and James does not hear from him for eighteen months. Finally, Leonard meets with James in San Francisco and informs James that he is dying from AIDS. Leonard takes his own life by overdosing on pain medications. James must handle great adversity throughout the entire novel. He has to deal with people who aren't always reputable. And he battles with depression, but slowly grows from his experiences. The rest of the novel deals with James' attempting to create a normal life for himself.