Ash, Goh, and Chloe are running an errand for Professor Cerise by picking up supplements from the Vermilion City Pokémon Center. While they're getting the supplements, Goh's Grookey and Chloe's Eevee end up playing too roughly with Nurse Joy's Chansey, almost causing her egg to break on the floor. As they head home, both Goh and Chloe start accusing each other's Pokémon for irresponsible and reckless behavior, while also trying to defend and compliment their own ones. Ash decides to solve the dispute by suggesting that they should let Grookey and Eevee finish the errand themselves. Goh and Chloe agree, sharing the supplements with them and telling them to deliver them to the Cerise Laboratory. As the two Pokémon head out, Ash says they should follow them in secret and provide stealthy assistance in case something goes wrong.
Meanwhile, Team Rocket is having a training session at their secret base to make sure they can battle well, regardless of what Pokémon the Rocket Prize Master gives them. However, as soon as their Pokémon turn out to be an Appletun and a Vanillite, Jessie suddenly stops everything. After making sure that Morpeko is fast asleep, she places Vanillite on top of Appletun, which reminds the trio of an apple pie covered in vanilla ice cream. Jessie, having anticipated something like this, has already bought an apple pie. As such, they decide to now buy ice cream and eat it with the pie, without Morpeko getting a chance to eat it first. Everybody keeps passing the job of purchasing the ice cream on to the one next to them, until Pelipper is left as the one to do the job. Despite Pelipper being confident in itself as it leaves, Jessie is feeling extremely worried if it can carry out the task.
Having managed to stay out of Grookey and Eevee's sight, Ash, Goh, and Chloe follow their Pokémon through the city. Unfortunately, when Grookey spots a Trainer and his Geodude passing by, it starts playing with the Rock Pokémon by hitting it with its stick. Eevee joins in by tickling Geodude with her tail, and Geodude flees into an alleyway to get rid of them, with Grookey and Eevee following. Ash calls out Gengar and heads into the alleyway to redirect them back to the street. By using Gengar's Psychic to animate a trashcan and some trash bags, as well as its ability to move through walls, Ash eventually manages to scare Grookey and Eevee back to the street.
Team Rocket has meanwhile also chosen to secretly follow their Pokémon to make sure it'll be able to carry out its errand. Just before it can reach the ice cream shop, however, its expression turns vacant, indicating that it's completely forgotten what it was supposed to do. As such, Meowth, disguised as an old man, hands Pelipper a map to the ice cream shop and tells it to keep its eyes glued on the map. Unfortunately, Pelipper follows the instructions so literally, that when the map gets blown away by wind, it ends up following the map instead of the path marked on it. This results in it almost hitting Grookey and Eevee as they're crossing a street, only being narrowly saved by Ash's Sirfetch'd.
Deciding to take desperate measures, Team Rocket sets up their ice cream van nearby and starts loudly calling for any errand-running Pelipper to come to them. Grookey, noticing the van, runs towards it, accidentally dropping some of the supplements it is carrying in the process. Noticing this, Eevee picks them up to deliver them herself.
While Meowth muses that the trio could've just provided the ice cream they need for themselves from the van, Pelipper lands near them, and the trio places an ice cream package in its bill before hastily driving off. Before Pelipper can take off, Grookey climbs into its bill, and ends up being taken away by it. Ash and Goh pursue Pelipper, while Chloe heads to the Cerise Laboratory. Unfortunately, as the boys follow Pelipper through an alleyway, they find their path blocked by a Snorlax, and by the time they finish climbing over it, Pelipper is gone. After dropping off Grookey in the woods near the Cerise Laboratory, Pelipper returns to the secret base, but before the trio can eat their pie and ice cream, both are rapidly devoured by Morpeko, much to the starving trio's dismay.
While Ash and Goh try to find Grookey, the Chimp Pokémon remembers the faith Goh has on it, and heads towards its destination. Having failed to find Grookey, Ash and Goh eventually join Chloe at Cerise Laboratory's gates, where Eevee also arrives soon after. Grookey also soon appears, tired and stumbling, but with Goh's encouragement, it manages to take the last steps needed to reach its Trainer, before falling into his arms. With his and Chloe's partners both safely back home, Goh happily declares the errand completed.
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