Christopher Hitchens makes an excellent point about one of the things that’s wrong with Obama’s attempts at humor:
President Bush used to tell jokes about his weaknesses, the most salient of these being his tragic struggle with grammar, itself quite possibly rooted in dyslexia. Many of President Obama’s jokes, his speechwriters should take note, were at the expense of his strengths—”I might lose my cool”—and were thus bordering on the narcissistic. (If I have a fault, and I’m the first to admit it, it’s probably this: I am too sweet and too patient and too tolerant of the mistakes of others.)
My only beef with this would be that Obama’s jokes, like the man himself, don’t “border” on the narcissistic. They most definitely cross that line.
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Previously a lifelong Democrat, born in New York and living in New England, surrounded by liberals on all sides, I've found myself slowly but surely 
May 18th, 2009 at 2:36 pm
Saw that this morning…. I still think Sykes “nipple’ joke was funny — but now the point in question makes more sense to me, I apologize.
May 18th, 2009 at 4:49 pm
And as I always say, sometimes, “Once you’ve crossed the line, you may as well just keep on going.”
May 18th, 2009 at 8:15 pm
They most definitely cross that line.
and you get paid to know…
May 19th, 2009 at 8:45 am
The ability to laugh at oneself is a measure of emotional health.