This one is in my opinion the worst in the entire book. Even taken out of its horrible sexual context it still defies all instances of possible goodness this book could ever have represented. The worst part is that it isn't simply about regular old sex, like the other ones are. The loose and tight really connotes nasty prostitute sex. Like hookers who have an operation so every John doesn't feel like he's tossing a pencil down a mine shaft.
And the illustration here is even more disturbing than the picture of the renegade steamroller murdering the turtle. Sexually, it suggests bondage, of course, but I don't think it's as simple as all that. Here, the ghoulish scarecrow guy thing sets a trap and snares an unwary Bob. I guess Bob would have been ripped apart and eaten on the next page, except that one was probably edited out on account of inappropriate content. I can't imagine how this book made it to press.