Hmm. I don't really read the types of books that you're referring to, but I know a book that fits one of the categories. Nicholas Nickelby by Dickens has some nice witty humor. It's also a classic (and over 700 pages), if that means anything to you. It's set in England, though.
If you want to know about stupid and risque things that happened in NYC, just ask me about my vacation there.