The only Howard Stern bit that ever made me laugh was his Cookie Monster/Dikembe Mutombo mash-up. 
Back when talking those sesame street dolls were all the rage (I was in college), when i would go to the toy store I would turn them all on, if you ever heard a "Tickle Me Elmo" talk and then have a "convo" with the Cookie Monster, it's sounds straight out of a Chester, Chester Child Molester warning vid...
"you want a coooookie? I luuuuuuv, cookies. You want my cooooookie?"