Anna goes on a date she got from the Millionaire Club. * * * Anna goes on a date with Claude Dauman, a millionaire. She met him through the Millionaire Club, a company that sets up millionaires with dates. The beginning of the episode chronicles Anna and Claude preparing for the date. Claude arrives, giving Anna roses, and even bringing Sugar Pie a special dog treat. And then they're off! Claude takes Anna to a fancy restaurant where they chat about Anna's dream of being a ballerina as well as other subjects. After the restaurant, they go to a place to ride a mechanical bull. After they eat again, and give the bull a try, Anna decides it's time to go home. In the limo ride on the way home, Anna lays her head in Claude's lap. Anna kisses Claude as he leaves. Afterward, both Anna and Claude confess that they had a good time.

• Jay Leno
• Cedric the Entertainer
• Kid Rock