Yes, the "Coolest-est" entry has made me laugh countless times. Every time I see it: still awesome!
Heh, the last one has a well-done photoshop effect, even including the reflection on the sunglasses!
Aside: Happy Birthday, tdavis ;)
I don't know if it is a good idea to relax standards in a heavily partisan atmosphere. It's best to keep everyone's cards on the table as much as possible, in such a case.