I just finished reading CHEAT: A Man's Guide To Infidelity
Written mostly by stand-up comedians, it's a serious guide for guys that's all about cheating on your girlfriend. It tells you pretty much everything you need to know: the right mindset to have about cheating, what kind of person you need to be to cheat, and then it gives you all the dirty details on the who, what, when, where, and why of sneaking around. IT tells you how to prepare, how to approach, and how to cover your tracks. It covers prostitution, side relationships, booty calls, f*ck buddies, and even one-night stands.
It also has stories of failure (got caught) and success (came out on top) from people who have cheated in the past, plus analyses.
It's a great book. I enjoyed it.