This list is about the most heartbreaking novels ever written; it answers the question, “What are the saddest books of all time?” If you’ve ever read one of these tear-jerkers, you know that these sad stories will tug on your heart strings in a way that no other novel can. The best sad stories like this will warm even the coldest of hearts! We’ve all felt the pain of loss, the agony of heartbreak and the joy of falling in love: we all relate to sad stories. Nathaniel Hawthorne’s The Scarlet Letter provides us with a sense of empathy for an underdog, a woman that is forced to wear her sins on her sleeve for the world to see. Natalie Babbit’s Tuck Everlasting pulls on that secret place deep down in each of us that longs for love to never end, but teaches us that what seems like a blessing to us now may be a curse in the future. Arthur Golden’s Memoirs of a Geisha shows us how life can be in another part of the world, moving us from our self-centered perspectives about life into a compassion for those less fortunate. These stories mold us into who we are and show us where we came from. Most importantly, these novels teach us that we’re not as different as we may think.