Not to wax serious on you, Frink... but here are my thoughts on being silly in a thread dedicated to being silly- Where's The Fun (WTF?) in that?
I was the humour columnist on my high school newspaper. My literature, history, and science teachers (and maybe others) suggested I take creative writing to "get it out of my system." To what "it" were they referring? To being silly in my write ups. I wrote one of my science papers in Huckleberry Finnish, and my history papers read like Dave Barry columns. So not only did I take the advice and enroll in Creative Writing, but I submitted to be the humour columnist on the school paper. I didn't even write a piece for the tryouts, I just submitted some of my funny serious papers. I got the job and thought it would be easy. Just write, and be inappropriately funny.
Well, the problem was that it was really hard to be inappropriately funny in a funny column. People read it for funny, so they're looking for high parts-per-million and you have to knock their socks off.
In the end, I think I covered politics and the jokes just tell themselves. :)