My dream episode: Part 1/2 please don't come after me with pitchforks and torches
Ash & Co travel to a city that is about to start a connoisseur tournament. Cilan is really pumped up about it and tells Ash + Iris that top connoisseurs battle it out and "taste" each other's battle skills which is judged by 3 judges. Cilan says he will partake in the tournament and Ash + Iris will watch. As they walk to the heart of the city, people stop and stare at Cilan, saying how he is their fav top connoisseur. Suddenly, Bob appears! Bob is Cilan's rival in a sense that when they were younger, Bob always tried to beat Cilan in battles and wanted to be the better connoisseur (like Burgundy). He always failed, however, and hated taking criticism from Cilan. The he disappeared for awhile. Cilan hasn't seen Bob since, and they exchange words. Bob says that he is a lot stronger and is confident he will win the tournament. Cilan says that if he uses the same battle style from last time, he will sure to lose. Bob vows to get revenge on Cilan and leaves.
However, Bob is stopped by a group of Cilan fans who want to see a battle between the two. The people have heard of Bob before, but label him as a "loser" because of how bad he was before (nobody knows if he improved up to this point). Cilan and Bob agree but Cilan seems overconfident. Cilan sends out Pansage, and Bob sends out Carracosta. Pansage puts on a fierce battle, and gets the upper hand. Cilan says that Bob's strategy hasn't improved and criticises how he is using a Pokémon weak to grass moves. Pansage is about to use the final blow, Solarbeam, as the crowd cheers, but Carracosta gets up and blocks it with its flippers, doing little damage. Bob explains that Cilan is the one that should be criticised, so Bob evaluates him, including a lot more advance vocabulary and harsh insults towards his overconfidence. The turtle goes berserk and pulverizes Pansage, KOing him. The crowd is shocked that Cilan lost and starts to jeer at him. Cilan is shocked too, but as the crowd leaves, Bob comes up. He says to Cilan that his skills are awful, and being defeated by a Pokémon that's weak against Pansage is unacceptable. He also says that he will be crushed in the tournament. Ash says that he shouldn't believe him, but Cilan starts to.
Bob leaves and Cilan starts to feel depressed. Sometime later, Burgundy appears. She explains that she will be partaking in the connoisseur tournament as well and wants to challenge Cilan to a warm-up battle. Cilan doesn't feel up to battle, but Ash motivates him to. So it's Crustle vs Dewott. What happened in the previous battle is the only thing that goes through Cilan's mind, and his sadness rubs off on his Pokémon. Before he knows it, Crustle faints and Burgundy explodes with happiness and brags about her win. She then runs off leaving Cilan question his connoisseur skills and feeling frusterated. Cilan then says that he will not go to the tournament and they should probably get going. Ash gets angry saying that it's not fair to Cilan's Pokémon since they seem very motivated to go. Ash & Co then go the pokecentre to rest.
The next day, Cilan is still depressed and wants to leave. Pansage gets upset and tries to talk Cilan out of his mood, but it doesn't work. Ash and Iris don't know what to do. Then Ash gets an idea. He rushes to one of those video phone things and calls the Striaton Gym. He explains the problem to Cress who agrees to help. Chili is asked to stay at the gym, but he refuses to. Chili says that he wants to try his best to help his brother as well. So Cress and Chili leave a "Gym temporary closed" sign and hop on a fast train to the city...
To be continued!