Pooh suspects his father (Brian Reddy) is having an affair, so he asks Russell to shadow his dad during a late-night business dinner. Meanwhile, Anna assists Pooh with his science-fair project. Pooh: Mike Damus. Anna: Lea Moreno. Russell: Eddie Kaye Thomas.
Anna and her family face deportation when the INS claims that their visas were obtained illegally. To raise money for new visas, Anna and Pooh put their ethics on hold and enter a high-stakes poker game with Russell's help. Gogi: Joanna Pacula. Anna: Lea Moreno. Pooh: Mike Damus.
Russell asks Pooh to deliver a love letter from him to Merrill, the girlfriend of the school bully. But Pooh pretends to be the author when he is confronted by Merrill's angry beau. Pooh and Russell then argue over who has the right to fight the bully, as the bout offers Russell a chance to win Merrill's heart and Pooh a way to prove his manhood. Merrill: Jamie Bergman. Pooh: Mike Damus.
Russell accidentally crashes the principal's computer and, in a panic, locks himself in the administrator's office. Meanwhile, Pooh faces off against vice principal Strauss, who thinks Pooh organized Russell's actions. Russell: Eddie Kaye Thomas. Pooh: Mike Damus. Anna: Lea Moreno.