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Best books by Tomie dePaola

16th Sep 2025
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Tomie dePaola, a beloved American author and illustrator, graced the world with a vibrant tapestry of stories and images that have captivated generations. From the cozy kitchens of Strega Nona to the sun-drenched fields of Oliver Button, his books are renowned for their warmth, humor, and gentle wisdom. DePaola's distinctive art style, characterized by bold lines and joyful illustrations, brought to life a cast of unforgettable characters and celebrated the simple pleasures of childhood, family, and community. Whether you grew up with his classics or are just discovering his magical world, this list offers a curated selection of his most cherished works, each a testament to his enduring legacy in children's literature. Now it's your turn to share your favorites! We've compiled a starting selection of some of Tomie dePaola's most celebrated books, but we know that personal connections and cherished memories make every reader's "best" list unique. **Use the drag-and-drop feature below to reorder these titles according to your own personal ranking.** We encourage you to experiment, move your most beloved books to the top, and let us know which stories truly hold a special place in your heart. Your curated order will shape the ultimate "Best Books by Tomie dePaola" list, celebrating the diverse and beloved stories that have made such an impact.

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Best books by Tomie dePaola

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#10.

Oliver Button Is a Sissy

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In *Oliver Button Is a Sissy*, Tomie dePaola offers a heartwarming and resonant story about a young boy named Oliver who doesn't quite fit the mold of traditional boyhood. Oliver finds joy not in rough-and-tumble games, but in the quieter pursuits of reading, painting, and tap-dancing. This preference, however, leads to him being teased and ostracized by his peers, forcing him to confront his feelings about who he is and what he loves. The book beautifully captures Oliver's internal struggle and eventual journey towards self-acceptance. This book is a quintessential example of Tomie dePaola's masterful ability to tackle sensitive themes with grace and understanding. "There is a good balance between the simple text . . . and the expressive pictures . . . an attractive little book," as noted by *School Library Journal*, perfectly encapsulates dePaola's signature style. He creates visually appealing and accessible narratives that speak directly to children, validating their experiences and encouraging empathy. *Oliver Button Is a Sissy* belongs on any list of dePaola's best works because it fearlessly champions individuality and celebrates the courage it takes to be true to oneself, even in the face of social pressure.
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