Python is named after Monty Python, and you see occasional Monty Python jokes, but I think people that use Perl have a sense of humor about it because they aren't religious about Perl, they know its fugly and awkward, but at the same time they know it helps them get the job done.
If another language has something similar to the Acme::* area of CPAN then I think it probably qualifies itself has having same sense of humour :) http://news.ycombinator.com/item?id=1356954
Here's a video which you may also find amazing, appalling and entertaining all at the same time! - Barely Legal XXX Perl http://oslopm.blip.tv/file/1903160/
Video summary: Acme::BadExample is a grammatically correct Perl program which is impossible to run! The challenge is to bend the perl5 VM to make it run!! No spoilers now :)
The first link mentions Conway's 2008 talk. In... 2001, IIRC, he spoke at YAPC in Montréal where he introduced programming in Klingon (via Perl). He pointed out that this was certainly imperative programming.
Self-deprecating humor is an implicit statement of confidence; unfortunately, people not in the know may take it at face value.