10 Rory Gilmore-Approved Books That Will Make You Feel Smarter

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Stories weren’t just words on a page for Rory Gilmore—they offered solace and fueled her sharp intellect. Each title on her shelf reflected a sharp mind, along with an insatiable curiosity and a love for timeless stories. Some fueled her ambition, while others challenged her perspective, but all left a mark. These ten novels weren’t just background props in Gilmore Girls—they shaped Rory’s world, much like they’ve shaped literature itself.

The Catcher in the Rye by J.D. Salinger

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First published in 1951, this book stirred both praise and controversy. Holden Caulfield’s defiant nature struck a chord with teenagers searching for authenticity. In a world filled with expectations, his frustration is something many can easily relate to as they come of age. After all, everyone at some point has faced the challenge of figuring out where they truly belong.

1984 by George Orwell

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In 2017, 1984 made a strong comeback on bestseller lists as its message remained as relevant as ever. This dystopian story paints a world of surveillance and thought control, sparking debate for decades. Its warnings about propaganda remain unsettling, making it essential reading for anyone drawn to powerful and thought-provoking stories.

Pride and Prejudice by Jane Austen

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With over 20 million copies sold, this book still finds its way onto countless reading lists, including Rory’s. Elizabeth Bennet’s keen mind and defiance of social norms made her one of literature’s most iconic heroines. Anyone who values intelligence and independence would likely connect with Austen’s protagonist.

To Kill a Mockingbird by Harper Lee

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Harper Lee’s 1960 literary work is an iconic novel set in the racially divided South that follows young Scout Finch as she learns lessons about justice and morality. Rory admired Atticus Finch’s unwavering integrity and found the book filled with timeless messages on fairness and empathy.

Alice’s Adventures in Wonderland by Lewis Carroll

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This beloved classic whisks readers into a world where logic takes a backseat to playful absurdity. Twisting words and unexpected turns have left a lasting mark on literature and film, sparking endless curiosity. Though scholars have explored deeper meanings, the story thrives as a joyful celebration of imagination and creativity.

The Great Gatsby by F. Scott Fitzgerald

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Published in 1925, the tale captures the opulence and emptiness that defined the Jazz Age. Readers fascinated by classic American literature often debate the story’s portrayal of ambition and tragedy, and nearly a century later, Gatsby’s obsessive pursuit of dreams remains compelling to dissect.

Jane Eyre by Charlotte Brontë

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Most female protagonists in 1847 followed societal expectations, but this fearless governess challenged tradition and redefined strength. She refused to compromise her values, proving that resilience and self-respect were as powerful as romance. Her journey remains an enduring inspiration for readers seeking independence.

Wuthering Heights by Emily Brontë

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Early reviews dismissed this dark and emotionally charged fiction as too intense, but a story of obsession and revenge as such is now considered a literary masterpiece. The deeply layered character of Heathcliff still sparks debate. Was he a misunderstood, brooding lead or simply beyond redemption?

The Bell Jar by Sylvia Plath

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Published weeks before she died in 1963, this novel is a potent portrayal of mental health, depicting young women’s struggles. Aspiring journalist Rory resonates with Esther Greenwood’s ambitions. Originally released in the UK under the pseudonym of Victoria Lucas, it was not published under Plath’s real name in the U.S. until 1971.

Brave New World By Aldous Huxley

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Written in 1932, this novel foresaw a society controlled by science and consumerism long before genetic engineering became real. Its eerie predictions unsettle every reader, revealing a future where individuality is sacrificed for efficiency and modern civilization feels disturbingly close.