1. Game of Thrones(A Song of Ice and Fire): The last part of the book with Ned Stark's demise is pretty heartbreaking even if you weren't a fan of his character because the end of him was heartbreaking for his whole family who chances are you love at least one of them so seeing their mourning will end up making you cry at some point and his end is also the beginning of the war which I think everyone could tell wouldn't end well. There's also Daenery's POV chapters that were pretty heartbreaking as well as exciting which also ended up making me cry. Although what got me the most was Sansa's last POV chapter where she had just discovered that pretty much every belief that she ever had is wrong and she has to live in a truly awful situation and I just sobbed through the entire chapter.
2. The Book Thief: This book had a very heartbreaking ending that the narrator of the book Death had been warning us about through out the whole book but that didn't make the events less heartbreaking and it didn't stop the tears following down my cheeks which just proves that when something is written well being spoiled won't ruin the emotional pay out for you.
3. The Fault in Our Stars: This book is one that had made me laugh with it's dark sense of humor, made me fall in love with it's characters as well as Hazel and Augustus's relationship and then the book ended up breaking my heart and making me cry with it's ending. This book made me feel a ton of emotions and I'm glad it did and I loved how beautifully written it was and I was glad that I had the privilege to get my heart broken by this book.
4. Thirteen Reasons Why: This book dealt with a very sad subject matter and it's ending while clear from the start still ended up making me cry. I love how this book made you think that Hannah could have been saved but since the tapes came out after her death the people that might've listen didn't hear until it was too late.
5. Tokyo Babylon Vol. 7: This volume is just depressing from start finish it's something that in the back of your mind you know the story had to end this way and this was the only way this story could have ended but you wish it would've ended anyway than this one. It's a brilliantly written completely heartbreaking end to this series that leaves a big impression and this ending is enough for me to recommend this series to anyone because this is how you end a story sadly without making the readers feel like it was a bad ending for the series because it was a great ending it was just a depressing one.
6. The Lovely Bones: This book had a dark subject matter dealing with murder, death and mourning and it was a really sad read and it's sadness ended up sticking with me a lot longer than it's characters did and I'm not sure if that's a good thing or not.
7. Impulse: This book dealt with three teenagers after attempting suicide so it's not surprise that this story is a rather sad one but it was nice that for two of them things seemed to be moving in the right direction that things will get better in the future. But it was so terrible sad to see that for the last one that nothing was going to change that all his problems will still be there once he gets back home and they will be swept under the rug like they always had been and that's what made me cried.
8. Looking for Alaska: The second part of this book that dealt with the mourning process in a way that felt painful and real and showed that sometimes your not going to get the answers that you desire and that the only form of closure you can get is to move on from it and accept that it's in the past now.
9. Fruits Basket: This is my favorite series of all time and it has made me cry many times I know that I've cried during volumes 2, 4, 6, 9, 10, 11, 14, 15,16, 22 and 23 for sure and probably a few others as well. I love this series because of it's great characters that you end up loving so much and I think my love for the characters is why I have cried so many times during this series.
10. Linger(Wolves of Mercy Falls): This book is a bit different than the other ones on the list because it's not some big tragedy that effects the whole story or even something that most fans thing of for longer than the second their reading it but there are so many little moments that make me feel for the characters that made me cry a bit although a lot less than the other books. It was just things like Sam remembering the good things about his parents and how part of him still misses them or how he remembers how his parents tried to kill him when he was little, and then there's the stuff with how Cole wants to do anything to get out of his own head because he can't stand himself anymore because being the bad boy is anything but good but he doesn't know how to do anything other than self destruct. There's the whole thing with Isabel wanting to self destruct as well and dealing with the guilt about her brother's death. I just love this book and I wish people would ignore it's deeper character moments and write it off as a fluffy romance because it's so much more than that.