I usually don't cry while reading, although certain scenes and books can leave me very close to it. i.e;
-Septimus' suicide in Mrs Dalloway. (Particularly with the extent of his trauma from the First World War..
The war had taught him. )
-Benjy's account in The Sound and the Fury. (It's a first person account of a mentally challenged man, with numerous analypses reflecting his state-of-mind, and lack of awareness as to the present. Especially tragic when his ultimate fate is presented..)
-The conclusion of James Joyce's 'The Dead'. [From Dubliners.. Its beautifully written, and the emotion kills me.
One by one, they were all becoming shades. Better pass boldly into that other world, in the full glory of same passion, than fade and wither dismally with age. [...] His soul had approached that region where dwell the vast hosts of the dead. He was conscious of, but could not apprehend, their wayward and flickering existence. His own identity was fading out into a grey impalpable world; the solid world itself which these dead had one time reared and lived in was dissolving and dwindling. Thats a poor representation of it in context, but best I can do in my attempt to convey it for those who haven't read Dubliners.)