You should get Table Of Contents and Bookworm in your first playthrough without even trying.
When it comes to I Read You Like A Book, you basically need to document every enemy's moves. In some cases you will need to die and in others you will need to use a certain move on the enemies. Going for this achievement will stop you from getting The Devil Made Me Do It, so its not advised to go for it on your normal difficulty run.
There is a helpful counter in the Enemy Files that tells you how many of the moves of each enemy you have documented.
Refer to this guide for further assistance.