This work consists of a series of stories inside a larger frame story, the former being told in the style of "The Canterbury Tales" by Geoffrey Chaucer and the latter as a dialogue between an older man and his grandson. The stories themselves, included in the fictional title "The Castlebury Tales", each exemplify a value/ key lesson learned in my life as formulated through reflection. The Castlebury Tales are read by an older character to a much younger character. The younger character (the "grandson") exemplifies a more curious, innocent version of myself while the older character (the "grandfather") represents one who spends time reflecting on his life. A series of key themes unfolds throughout the pages that portrays key learnings throughout my life.