Dave Barry - Dave Barry Turns 40

Pros: Uncanny insight concerning the middle-aged years.
Cons: If you understand him, you're getting old too.

Getting old is hell, and getting older really sucks. Having said that, it is not enough for guys to let their mid-life crisis just happen. It takes planning, and there are a few things that we, as middle-aged guys who are worried about ...

Pros: Really funny take on 'getting more mature'
Cons: The nagging feeling that this is not meant as humor

I'll cut right to the chase and assume that you are at least somewhat familiar with Dave Barry's writing style, characterized as it is by exploding animals, booger jokes and "Dave Barry is NOT making this up". This 1990 effort from Dave is...

Pros: We are  all taking the same journey into aging...
Cons: None

Even though this book has been out for a long time, it's themes will resonate with Baby Boomers.  It's a fun read, that will have you laughing, and agreeing with Barry's breezy writings.
We Boomers sometimes think that we'll never get old, after reading this book, you feel as if you have a friend along for the ride.
I first read this back in the 90s when it came out, and came across it recently, and I still got a lot of laughs out of reading it again. 
Barry isn't afraid to put his own experiences on the line to get a laugh.
A wonderful gift for someone reaching that milestone of 40 years.