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As summer vacation winds down, Louis has to take a business trip to attend the National Franchisee Convention, while the family tags along and goes to Gator World nearby. Eddie, not wanting to be an outcast in the 7th grade, sees the trip as an opportunity to have an impressive story to tell. As Evan loses another tooth, he realizes that he is growing up and loses the advantages of being little. While on the trip, Jessica refuses to relax and aims to get her money's worth.

Nicole has to repeat eighth grade, much to the delight of Eddie and the other seventh graders, whom she protects from the current eighth graders she harassed the year before. Jessica insists that Eddie take a piccolo class for his elective hour, noting that thousands of college band scholarships go unfilled every year. But when Eddie learns that he can tutor Nicole during that same hour, he shuns his mom's request, forcing her to use a different tactic to get her way. Meanwhile, Nicole's dad inspires Louis to try and convince Jessica that they should have a daughter.

The Huangs are in desperate need of a second vehicle, and Louis takes Jessica along to Shaquille O'Neal Motors, given that she negotiated the deal for their current minivan. But Jessica confesses she did not get the best deal she could then because she forgot to request floor mats, and she doubts her negotiating abilities. Meanwhile, Eddie convinces Evan to sell his Beanie Baby collection so he and his brothers can buy a backyard water slide.

Based on his love for the movie Pretty in Pink, Louis goes overboard preparing Eddie for the Fall Ball dance at school. Eddie is initially confident about asking his crush Alison to dance, but chickens out and stays home after Louis says the first school dance is a "life-changing experience". Elsewhere, Jessica learns she can make a lot of money flipping houses and tries to make nice with Grandma Huang after finding out she will be coming into some money.

An argument ensues between Jessica and Honey when Jessica does not want to spend money for a lavish open house at the investment property, but has no qualms about giving several hundred dollars to a psychic to advise her on decisions about the house. Elsewhere, Eddie gets a job so that he can afford a $50 necklace for Alison and is floored to find out he will be working for rapper DMX.

Eddie tries to win two tickets for the Janet Jackson concert in a radio promotion so that he can take Alison for Valentine's Day. Trent helps him call in and, when Trent actually gets through and wins, he insists that he be able to use one of the tickets. Eddie soon comes up with a scheme to get tickets for all three of them. At home, Emery tries to set up a night for Jessica and Louis to be alone and romantic, but is disappointed when they spend the time doing their taxes.

Guest starring: Jimmy Jam and Terry Lewis as themselves.

Louis and Jessica find out that Emery could potentially be the next Chinese-American star tennis player. They hire tennis legend Billie Jean King to coach Emery and mold him into a star athlete, but soon realize she may be training him too intensely. Meanwhile, Eddie helps Evan deal with what he thinks is a school bully, but it turns out to be something else.

Eddie worries when Nichole breaks up with her boyfriend and starts conversing with Alison, because he has never told Alison about the crush he had on Nichole. Eddie then gets mad when Alison mentions she had a crush on his best friend Dave, even though Eddie himself has just planned an ice cream date with Nichole. Meanwhile, Jessica wants Louis to make friends at the local pool hall so that he will stop hanging around her and Honey so much. Her plan backfires, however, when Louis meets and plays pool with a woman named Toni.

Jessica is devastated to learn that her favorite TV show, Melrose Place, has aired its season finale and will not be back until September, but the neighborhood drama easily replaces it as Jessica and Honey discover a juicy secret about Deirdre, allowing Jessica to get back at Deirdre for voting down the Huangs' pool during an HOA meeting. Meanwhile, Louis and Emery find ways to handle negative emotions.

As Evan prepares to open his first bank account and sign his first official document, he agonizes over which name to use: his Chinese name or his American name. He is not satisfied with Jessica's reason for choosing his American name (the nurse who helped deliver him had the last name "Evans"), nor do Jessica's or Louis' stories about how they chose their own American names help. In the end, Grandma Huang convinces Evan that the name he was given is not important; it is what you do in life to make that name important that matters.

After the flip house is finished and the women face the prospect of barely breaking even on the sale, Jessica persuades Honey and Grandma to rent out the property against their better judgement. Jessica tries to take care of the situation but, as the tenants (John Francis Daley and Allison Scagliotti) become a nuisance, she fears she may be in over her head.

Louis' brother Gene comes to visit from Taiwan with big news to share. Having borrowed $200 from Gene many years ago to buy Louis a wedding ring, Jessica tries to find ways to covertly repay Gene, only to learn that Louis has secretly sent Gene thousands of dollars over the years. Meanwhile, Eddie tries to find a way to watch Chris Rock's latest HBO comedy special "Bring the Pain" so that he can discuss it with Alison and their friends, but Emery and Evan block him at every turn on Jessica's orders.