Well, this year's blackhat produced one or two amusing items. The "race to zero" contest being one? That's the one where you have to obfuscate really old malware to pass the latest AVs.

http://www.securityfocus.com/news/11531

What really creased me up was that Symantec obviously didn't want to play the game fairly?

Me// I would just install DOS 5.0 (a well known malware) and run what I liked; knowing that none of the AVs or security suites could handle it