"Little Fish, Strange Pond" is a story about Mr. Jack and "Sweet" Stephen Miller, who spend the day together in Los Angeles discussing philosophies regarding human life. Mr. Jack, who admits to sporting a fake British accent, shares his pearls of wisdom while Stephen questions and responds to them. Their discussion is influenced by their experiences of the day, with Mr. Jack providing evidence from their encounters. They live on the edge of society, facing violent acts at almost every stop.
Their day is also impacted by their interactions with a police officer named Tommy, who investigates a noise complaint at waitress Stephanie Sinclair's apartment. Tommy is not averse to substance abuse on the job, adding to the unpredictable nature of the day. Stephanie's current whereabouts are unknown, leaving the reader wondering what will happen next to Mr. Jack and Stephen.