I'm looking for a book...

I'm looking for a book... something that can help me deal with what might be an awkward situation. Something funny might be nice, but not necessarily big, 'ha, ha, ha,' 'laugh, laugh, laugh' funny, and certainly not make-fun-of-other-people funny but rather something human-funny.
And, uh, if it could uh, sneak up on you, surprise you, and at the same time make you think that what you thought wasn't only right, in a wrong kind of way, but when you're wrong, there's a certain rightness in your wrongness... Well, what I mean is, more importantly, I'm looking to be swept up! And at the same time, not....