The first book I can remember reading that made me cry was Bridge to Terabithia by Katherine Paterson, which I read in around 1981 (so only a few years after it was published). Anyone who has read the book (or seen one of the movie adaptations) will know why I cried.
The last book that made me cry was Carry Me Home by Dorothy Adamek, where I cried for a similar reason … but won’t say any more because of #spoilers.
But that’s a few years ago now.
I have to admit that I don’t consciously seek out books that will make me cry. If I wanted to cry, I can watch the news.
I read for entertainment, so prefer books that make me laugh or feel good … which is why I favour romance with the occasional segue into romantic suspense, rom com, or women’s fiction.