Diary of a Wimpy Kid by Jeff Kinney (20 Books)

Diary of a Wimpy Kid follows the hilarious and chaotic life of Greg Heffley, a middle-schooler who records his daily adventures in a journal filled with doodles, sarcasm, and brutally honest observations. Across the series, Greg navigates friendship troubles, embarrassing family moments, school drama, and his never-ending quest to become “popular.” His best friend Rowley Jefferson often becomes the victim of Greg’s schemes, but their loyal (and sometimes shaky) friendship remains at the heart of the story.

Each book explores a new set of challenges—summer vacations gone wrong, school projects that collapse, awkward crushes, disastrous road trips, snowstorms, and family conflicts. Greg’s parents, Frank and Susan, and his annoying brothers, Rodrick and Manny, add even more comedy to his already complicated life.

As Greg grows older through the series, he learns small lessons—usually the hard way—about responsibility, honesty, and friendship, even though he often stays the same loveably flawed “wimpy kid.” With its relatable humor and simple illustrations, the series captures the ups and downs of growing up, making it a favorite for young readers and a timeless look at the funny struggles of school and family life.