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Books that will crush your heart ❤️‍🩹

Purple Star emoji 39 items
For when you want to feel everything and come out more alive on the other side. Books that will remind you you are alive
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The ache of love and loss 🤍

 
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A dignified but emotionally stunted butler looks back on a lifetime of missed chances and unspoken love. Quiet, aching and a master class in subtle heartbreak
The Remains of the Day | Kazuo Ishiguro
 
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A 14-year-old girl loses her beloved uncle to AIDS and begins to understand grief, identity and forbidden love. Tender, gorgeously written, and devastating in a intimate way
Tell the Wolves I'm Home | Carol Rifka Brunt
 
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Two intertwining stories - an old man searching for the book he once wrote, and girl mourning her father. Melancholy, rich and deeply sad
The History of Love| Nicole Krauss
 
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A grieving widow returns to a place she once shared with her husband. Sparse, beautifully restrained and full of quiet grief
The Lovers | Vendela Vida
 
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A sweeping story of the AIDS crisis in 1980s Chicago and its ripples decades later. Devastating, yes - but full of grace and humanity
The Great Believers | Rebecca Makkai
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A YA coming-of-age that slowly reveals the emotional toll of loss and resilience. Perfectly written and sneakily powerful
Everything Beautiful Is Not Ruined | Danielle Younge-Ullman
 
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A Nigerian couple battles infertility and societal pressure, leading to devastating decisions. Deep, raw and unforgettable
Stay with Me | Ayọ̀bámi Adébáyọ̀
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Weird and darkly funny until it’s not - this book shifts into something very sad and intimate about motherhood, identity and loneliness
The First Bad Man | Miranda July
 
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One woman, one day, one decision between two lives. The story moves through trauma, passion and betrayal. Leaves you unsettled and moved
The Paper Palace | Miranda Cowley Heller
 
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A plane crush survivor grows up under the weight of his loss - and eventually finds comfort in someone who understands him. More slow-burn grief than a romance but love that grows is deeply earned
Dear Edward | Ann Napolitano
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A college girl faces loneliness, grief and the girl she left behind. Queer, quiet and achingly sad.
We Are Okay | Nina LaCour
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A sweeping, brutal masterpiece about trauma, found family and survival. Hard to read, harder to forget. Devastating book.
A little life | Hanya Yanagihara

Classics

 
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Toxic and obsessive love set on the bleak Yorkshire moors. It’s not romantic in the traditional sense - it’s twisted, wild and incredibly sad. Ghosts, grief and passion that never dies. Got this one off of Barnes and Noble for only 8 dollars last mon...
Wuthering Heights | Emily Brontë
 
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A devastating takedown of ambition, class, and doomed love. This book broke Victorian readers - and it still shatters today. Unrelentingly bleak, but beautifully written. Also, the book cover is such a phenomenal design and the fabric is so unique ha...
Jude the Obscure | Thomas Hardy
 
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A man chooses duty over desire in 1870s New York. Subtle and deeply tragic not because of what happens but because of what doesn’t
The Age of Innocence - Edith Wharton
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A short novel with a simple premise - two friends of dreaming of a better life. But the heartbreak is pure and brutal. A classic gut punch
Of Mice and Men | John Steinbeck
 
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A love story set against the brutality of war. Sparse, stoic and gut wrenching. That ending? Wow
A Farewell to Arms | Ernest Hemingway
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A woman escapes a destructive marriage and lives independently- but love, judgement and pain still haunt her. Quietly powerful and emotionally rich. Also, can we take a moment to appreciate the cover!
The Tenant of Wildfell Hall | Anne Brontë
 
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They met on 9/11. Their relationship spans years, continents, choices. A classic right person, wrong time story. Breaks you
The Bridges of Madison County | Robert James Waller
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Sad but wise: books that will make you think and hurt you

 
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Overlooked masterpiece about a university professor whose life goes largely unnoticed. But its beauty is in the stillness. A profound reflection on mediocrity, loneliness and dignity. Devastating
Stoner | John Williams
 
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Set during the Prague Spring, this novel wrestles with love, politics and whether our lives are meaningful or weightless. A deeply existential, sensual and sad book on freedom and fate
The Unbearable Lightness of Being | Milan Kundera
 
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A man experiences a growing disgust with the world around him - and begins to confront the absurdity of existence. It’s deeply existential, disorienting and emotionally heavy
Nausea | Jean-Paul Sartre
 
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A dying man slowly realizes he’s lived the wrong life. Short, haunting and a timeless study of denial, regret and the meaning of death
The Death of Ivan Ilych | Leo Tolstoy
 
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A raw, semi-autobiographical Japanese novel about a man who feels utterly disconnected from society. Dark, honest and deeply philosophical in its despair
No Longer Human | Osamu Dazai
 
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A man commits a senseless act and feels nothing - that’s the point. This classic of absurdism is cold, spare and devastating once you realize what it’s really saying
The Stranger | Albert Camus
 
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After a scandal a professor retreats into rural obscurity but things only get worse. Cold, brilliant and hard hitting, this novel confronts personal guilt and post-apartheid morality
Disgrace | J. M. Coetzee
 
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Sparse and philosophical, explores memory, trauma and estranged family bonds through a hospital stay. Gentle but packs a deep emotional punch
My Name Is Lucy Barton | Elizabeth Strout
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Brief but deeply reflective. About childhood guilt, memory and loss. Philosophical in handling of grief and the way people vanish from our lives
So Long, See You Tomorrow | William Maxwell
 
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A woman is stranded during a global crisis and starts rethinking her entire life and relationship. A twist shifts this book from pandemic story to full blown emotional reset
Wish You Were Here | Jodi Picoult
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Sad romances that wreck you

 
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They fall in love over a perfect week. Then he disappears and everything gets complicated. It’s not what it seems. Heartbreaking
Ghosted | Rosie Walsh
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A sensual, slow-burning summer romance that becomes unforgettable. Their love is brief - but permanent. Sad in a tender reflective way
Call Me By Your Name | André Aciman
 
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A time traveling man keeps falling in and out of his wife’s life. Deeply romantic and inevitably tragic. Their love spans decades but can’t outrun time. Such a cool and affordable read
The Time Traveler's Wife | Audrey Niffenegger
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She seems a vision of herself five years in the future… with a man who’s not her boyfriend. What unfolds is not a love story you expect - and it’s beautifully sad
In Five Years | Rebecca Serle
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One couple and three different time lines. We see what happens if they meet, don’t meet or break apart. It’s less about happy endings than about real ones
The Versions of Us | Laura Barnett
 
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Dual-timeline romance with an amnesia twist. A woman tries to uncover the truth of a lost love affair - and its emotional weight builds beautifully
The Last Letter from Your Lover | Jojo Moyes
 
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She makes a deal to live forever but be forgotten by everyone she meets. Until one man remembers her. A haunting, romantic lonely story about love
The Invisible Life of Addie LaRue | V.E. Schwab
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You think it’s going to be light. Wrong. It sneaks up with real emotional loss and the kind of longing that sits heavy. Heavy read
The Statistical Probability of Love at First Sight | Jennifer E. Smith
 
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A love story wrapped inside early 1900s New York, fire, labor riots, and self reinvention. Darkly romantic and melancholic in tone
The Museum of Extraordinary Things | Alice Hoffman
 
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Ex-lovers reconnect 15 years later after a missed connection. Feels like a letter to a person you’ll always wonder about. Bittersweet and romantic
Before We Were Strangers | Renee Carlino