Inspired by the thread about songs that make you cry, what books make you sob?
Some kids ones for me, the end of Peter Pan and Winnie The Pooh.
And anything by Nancy Tillman. It's totally calculated but I remember someone giving me a set when I was pregnant with ds and reading one at my baby shower. I was hysterical. 
And The Old Woman Who Names Things. She's seen too many people die and is lonely and alone so names her her fucking chairs and appliances. 