FairyTeachShipper

This is a possible pairing between Ash and Penelope from "Kindergarten Chaos." Just before their battle at the beginning of the episode, Penelope makes an offer that if her Sylveon beat Ash's Froakie, he'd be going with her, much to Serena's chagrin. It turned out that she wanted the Pokemon to join her at her kindergarten class where she's the teacher, one Ash would've obliged without a need to battle but what if this teacher saw something more with Ash?