I was a-wandering through a department store once and saw some items in the underwear department featuring that well-known cartoon bear.
I leaned over and said to my mother, “They’re selling undies with Pooh already on them! Can they do that?!”
There is a whole book of these little gems: Bizarre Books by Russell Ash and Brian Lake. Hilarious stuff. Some items of note:
**
Ice Cream for Small Plants
Scouts in Bondage
I Was Hitler’s Maid
Fish Who Answer the Telephone
The Glands of Destiny
We All Killed Grandma
Penetrating Wagner’s Ring
Fashion is Spinach
Cancer: Is the Dog the Cause?
Teach Yourself Alcoholism
**and, presumably written by **JDT:
Cocktugs: A Short History of the Liverpool Screw Towing Company**
Not quite in the same league, if only because it’s a subtitle, but it’s an embarrasingly illiterate attachment to a highly regarded, scholarly book (hardcover published by Random House, and paperback by Penguin): Downfall: The End of the Imperial Japanese Empire.
My jaw dropped when I pulled it out of the box.
Heh-I’ll admit it-I actually have panties with Winnie the Pooh and Tigger and Piglet on them.
Recently, at the library where I work, someone sent us a letter urging us to buy his new (self-published) book, THE NEXT TABOO: CURING CANCER THROUGH CANNIBALISM.
Can I see? 
Presumably his next book will be CURING KURU THROUGH CHAIN SMOKING.
Some ancient books whose titles have become funnier over the years:
Dorothy Dainty’s Gay Times
Jim Phenix’s Big Bulge
Goody Goodwife Entertains the Fairy
Be Bold with Bananas
and (my favorite) Lively Lays for Dreary Days
I just want to note that I was upset when I saw this in Bizarre Books. The title is quite deliberate – it’s one of Fredric Brown’s wonderful mysteries, and it’s supposed to look weird and grab your attention. You might as well put Bimbos of the Death Sun and Zombies of the Gene Pool in here as well (excellent mysteries, highly recommended).
You think those books are ancient?
Though the contemporary title of this book is The Metamorphoses, due to confusion with Ovid’s masterpiece, the wacky novel by Apuleius is more commonly known as The Golden Ass.
Some more gems from Bizarre Books:
The Big Problem of Small Organs
How to Avoid Intercourse With Your Unfriendly Car Mechanic
The Midnight Cry; or; Signs in the Church of the Bridegroom’s Second Coming
Scouts in Bondage
And There I Stood with My Piccolo in My Hand