This one is my all-time favorite.
Thought it over: The Obama cover (below) works. It's meant to satire the media's habit of dumbing things down. The New Yorker is part of the media, so by going over the top with their own cover, one that might be titled "The GOP's worst nightmare," the magazine successfully skewers the Obama caricatures published elsewhere. It isn't funny (or offensive) but if you look at it from this perspective, at least its satire.