There's a pretty famous book out called "What to Expect When You're Expecting", which is considered by some to be the bible for first-time parents to read. The movie "Knocked Up" contains a reference to this book.
Recently I've read some interesting articles and blog postings on what it's like to start a startup - a small Internet company. It's sort of a "what to expect when you're expecting - for internet startups". I've put together a list of my favorites:
There's more articles out there. I just need to find them again. I'll post more as I find them.