Logan, Logan
This edition of the X-Men series didn't come from the comic books. This conceptual masterpiece captures the morose air behind Wolverine's descent into death. If you feel any connection to the X-Men series, this movie is gonna jerk some tears.
Marley, Marley & Me
Nothing is more soul-crushing than witnessing a dog die in a movie. Seriously, whoever decided to adapt this book into a film should have left out the last 30 pages. If you do decide to watch Marley & Me, make sure you have a box of tissues nearby.