Chikorita, one of Ash Ketchum‘s first Grass-type Pokémon, first crushed on Ash as it noticed how he withheld the pain after biting him when he was trying to save it from harm. After Ash rescued Chikorita from the intense snow, it left the care of Nurse Joy to be with Ash. Leading to the incident when Quagsire took away the GS Ball, Chikorita fell upon Ash, which lead the self-proclaimed love expert Brock to conclude that Chikorita had a major crush on him.
Then came an episode where Chikorita was participating in a Pokémon battle, wounded but still didn’t want to be substituted for Pikachu. The Nurse Joy of the town then treated it and left it to its own during the night. Chikorita then ran away, after which Pikachu chased it asking it to return. Ash then saves the two Pokémon from the clutches of Team Rocket and Chikorita stopped being jealous as a result.
In more recent events, Chikorita, who was trapped with Ash, rescued him from troubles and also unable to bear the thought of Ash being attacked by Team Rocket’s Arbok and Victreebel, it evolved into Bayleef. Immediately in the next episode, Bayleef charged at Ash out of love, but due to its larger size, it knocked him down in the process. Out of an immediate reaction, Ash told it stay away from him and it eventually ran away.
As Ash became more concerned with Bayleef’s actions, Bayleef turned away from him. Team Rocket then tries to capture Bayleef along with Bellossom and Skiploom, but Ash tries his best to save it once again. Bayleef, forgetting how upset it was, helped to get away from Team Rocket. After expressing how sorry it was for what it had done, Bayleef managed to learn the Body Slam attack and Ash, too, said that he would try to better understand its feelings in the future.
Till now we might be under the impression that Bayleef no longer has a major crush on Ash, but when Ash sent it Professor Oak, Bayleef went mad and therefore was returned to Ash. When we think of this affectionate Bayleef, it’s safe to assume that it still wishes to always be among Ash’s party, potentially as his Pokémon GF.