Um, it's apparently about telling bad jokes.
-- Mithent

Like my sisters! She tries to be bad sometimes though.
-- cyco

Homestar actually pronounces his R's in this short. Listen for it when he says "Girl... lady..." This is the second time this has happened; the first time was in Homestar Talker when you click on "are."
-- RainbowFhqwhgads

Also whenever he says "Marzipan" he says his R. --AgentNine

I think he does that whenever the "r" is followed by another consonant. "Mawzipan" is kind of hard to say pronouning the "w". TW

Out of all the HSR vs. TMBG sessions, this had to be the best. -Mr. Depressio