In Chapter Five, Bilbo meets Gollum.

This is why Bilbo feels sorry for Gollum even though Gollum wants to harm him,



Gollum is miserable and alone, and he has no hope for a better life.


Gollum has no sword and has not actually tried to kill Bilbo.


Bilbo finds Gollum's ring.


Bilbo knows that Gollum's family was killed by Smaug.