Howard brought in Valentina Vaughn to discuss her attempts at a "real" (non-naked) career. Valentina said the only part of cocktail waitressing that she was good at was spilling drinks. Howard asked Valentina why she would try going legit, so Valentina claimed it was to placate her (now ex-) boyfriend. Howard welcomed Valentina back to the nude fold by telling her to bend over the RoboSpanker and asking her a few questions.
Valentina plugged her Website without provocation, so Howard RoboSpanked her. Valentina said it didn't hurt, so Howard decided that Will would have to spank her himself. Since Valentina claimed to be a licensed real estate agent, Howard asked her to name the two kinds of mortgage rates. Valentina said "Low fixed rate and I don't know," so Will spanked her. Howard then asked what ARM stood for and Valentina guessed "Annual rate mortgage?" Howard said it was "adjusted rate mortgage" and sent Artie over to spank her.