Cruisin' for a Losin' (Japanese: ポケモンコンテスト！ルイボス大会！！ Pokémon Contest! Rubello Tournament!) is the 38th episode of Pokémon: Advanced Challenge.
Team Rocket is kicked out of the building where the Pokémon Contest is to be held. Jessie is angry, although James and Meowth knew showing a big fake ribbon wouldn't get them in. The announcer introduces the judges. Meanwhile, May tells Savannah to relax when the Pokémon will feel upset if she does as well. Team Rocket wanders off. A woman wants Jessie's ribbon, thinking it would look pretty on her Azurill, to which Jessie agrees to. May sends Beautifly and uses Morning Sun, next Beautifly uses Silver Wind. Next, Savannah approaches May, revealing May has done the preliminary round. It is Savannah's turn, being a bit nervous.
She sends Flareon. Flareon uses Fire Spin and Tackle, amusing the audience. Next, Flareon uses Swift, then Ember, amazing the audience. Next, Savannah seems to have ended the preliminary round as well. May tells her that when one has some ribbons, the victory is not far behind. Drew chuckles, so May asks him what is so funny. Instead, he tells her to think on the future. Drew sends Roselia, using Petal Dance - the petals emerge, and so does Roselia. Meanwhile, Team Rocket sews the new ribbons (although they aren't fine enough). The announcer shows the contestants - Drew, Savannah, May and Sonny. It is decided - May needs to battle Savannah.
Both Coordinators polish their Pokémon. May tells Savannah that she needs to give her best, no matter who she battles. Max, Ash and Brock go to congratulate May. Sandra tells that Savannah should just go battle like she always did. Ash goes to give advice to May, but she does not want to hear any of it. Team Rocket still sews the ribbons, even if they are tired. Sonny and Drew begin the battle - Sonny sends Girafarig and Drew his Masquerain. Girafarig uses Iron Tail, but misses and Masquerain uses Bubble. Next, Masquerain uses Ice Beam, freezing the bubbles, followed by Hidden Power, bouncing the attack from the bubbles to Girafarig, defeating it.
It is May and Savannah's turn. Savannah sends Lairon and May her Bulbasaur. Bulbasaur is scared of so many people - Brock noticed when May was yelling at Ash, Bulbasaur got upset. May calms down, so Bulbasaur gets to battle. Lairon attacks with Take Down. May orders Bulbasaur to dodge, but with so much people, Bulbasaur ignores her. Bulbasaur is knocked out, but gets up. Bulbasaur uses Vine Whip, hitting Lairon (per Savannah's order). Next, Lairon attacks with Shock Wave, paralyzing Bulbasaur (due to the fact they were tied together). Bulbasaur barely stands up. Lairon attacks with Metal Claw, defeating Bulbasaur and knocking May out of the contest.
May is frustrated, as she thinks the battle is not over yet. The judges say that the contestants priority is to take care of Pokémon, not use them for victories. May goes outside, apologizing to Bulbasaur. Ash and Pikachu arrive as well, pointing at the screen that it is the final round - Drew vs. Savannah. Ash gives May some advice - she needs to bond with Bulbasaur to win. Lairon attacks with Metal Claw, but is negated due to Masquerain's Hidden Power. Lairon attacks with Shock Wave, but time has run out, making Drew the winner. Drew receives the ribbon.
Team Rocket advertises the ribbons they made, but nobody buys. The woman that bought the ribbon returns for the money, seeing Azurill with the giant ribbon. Savannah is happy as she still has one ribbon, knowing her victory before. May realizes that her ribbons are proof how well her Pokémon advanced. May hopes to see Savannah again, making a rival.
- Featured Pokémon: Ludicolo, Camerupt, Duskull, Mightyena
- In the beginning of the episode, a classic Pokémon identification can be seen. In this case, it is a Magikarp.
- The Pokémon Trainer's Choice states that Camerupt would be the best choice to battle Ludicolo. It would actually be the worst choice because Ludicolo's Water-type attacks would be 4× effective on Camerupt as it is a Fire/Ground-type. Ground-type attacks are not very effective against Ludicolo and Fire-type attacks are normally effective. Both Duskull and Mightyena would be normally effective on Ludicolo.