Halloween Doggie Style:

 The 16th Annual Tompkins Square Dog Run Halloween Parade 

I didn't stick around for the judgment, but if you ask me, Nacho Libre takes the cake. With the Pug Spider a close second. Though the Cherokee boxer and the lion dog were up there too. They're all winners. Even if it's a little mean. 

(c) 2006 Derek White and Jessica Fanzo. Just ask if you want to re-purpose any of the content.