As things stand at the moment, Ash can't hold a candle to Leon. He's perhaps the greatest trainer in the world, and his Gigantamax Charizard will be the most formidable challenge Ash has ever faced.
1) Tobias. Ash never stood a chance against Tobias and may never have a rematch. Even if he did, the power of Tobias' team is such that no trainer could put up much of a fight.
Red's Pikachu is certainly a spectacular fighter, but Ash's may be stronger still due to their massive amounts of time together. Pikachu essentially never left Ash's side, and the duo has defeated countless opponents that Red has never faced in any franchise media.
During The Punchy Pokémon, it is unclear precisely how many Trainers Ash defeated, so only confirmed wins are counted. During The Problem with Paras, Ash intentionally lost a battle (Pikachu took the intentional loss, hence it is reflected on his stats also).
While Ash never did catch a Legendary, his ownership of Melmetal, along with his long-awaited World Champion victory, still places him in the highest tier of trainers seen in the Pokémon anime.
Serena is Ash's True Love in the Pokémon Anime, Not Misty
Misty's feelings were teased in Pokémon the Movie 2000, and the episode Misty Meets Her Match! in Pokémon: Adventures in the Orange Islands, as well as in the songs "Misty's Song" (Pokémon: 2.
One of the most iconic scenes of the original series was Ash saving Brock's Onix from his Gym's sprinkler system. It was a very unorthodox way to earn his first badge, but Ash made a lifelong friend as he started his journey across Kanto. Whilst Ash didn't technically beat Brock, it did count as a victory.
Gary Oak is Ash's most iconic rival, and not without good reason. Arrogant, haughty, but undeniably talented, Gary practically defines what fans think of as a Pokémon rival. Gary was always ahead of Ash and not afraid to show it off, but he mellowed over time and buried the hatchet with him after being defeated.
2 Torkoal. Torkoal was caught in the Hoenn region and is easily the weakest Fire-type Ash has ever owned. A very emotional Pokémon, it would cry tears of joy or sadness depending on the situation. Another Pokémon let down by a pitiful battle record, Torkoal really should have notched a few more wins for Ash.
A staggering 25 years after he started his journey, Ash defeated the best in the world to conquer the Masters Eight Tournament.
so everyone goes on about how Ash's Kingler is the only Pokemon to never lose a battle well.
Leon Lost His First-Ever Battle
It was only in the fourth and final episode of this battle, after he'd lost to Ash, that it was revealed that Leon lost that battle to Sonia. While not saying out loud to Ash that he lost, Leon did admit that this battle taught him what Pokémon battles were all about.
Gary beats Ash in some important battles, but Ash performs better during the big Pokémon tournaments. However, Gary places in the Top 32 in the Indigo Plateau Conference and then ranks in the Silver Conference's Top 16.
Over his journey, Ash has collected eight badges from each of the major regions of Kanto, Johto, Hoenn, Sinnoh, Unova and Kalos.
We have a feeling that Ash will always remember Serena, though, even if the cartoon leaves her behind. Update: In an interview with the Japanese magazine AnimeStyle010, according to a translation on Twitter, the staff of Pokémon XY&Z confirmed that Ash and Serena were meant to have kissed in Serena's goodbye scene.
Some of the lyrics of “Misty's Song” make her crush blatantly obvious, such “I wanna tell you what I'm feeling, / And to say that, I love you.” A secret profession of love like this basically seals the deal on the ship's validity: Misty's feelings for Ash are strong and romantic.
Who will be Ash's wife? He will never be able to marry because thanks to Ho-Oh in the first episode, he is eternally 10 years old. But if that wasn't the case, I'd say probably either Misty or Serena, as Misty once said “You and I will be married someday, too.”, which shocked Ash.
Ash's Rarest Pokémon
As a Pokémon not native to his world, Poipole was of course very rare, and it too evolved into Naganadel, making it even rarer. Naganadel, however, eventually returned to its home dimension, while Melmetal remains in Ash's possession.
Noctowl is the first Shiny Pokémon seen in the anime, although it is not the first alternately colored Pokémon to appear. It is also the first Shiny Pokémon to be owned by a main character and the only Shiny Pokémon owned by Ash.
From what has been said about the character, fans know that Ash's dad is himself a Pokemon Trainer, presumably from Pallet Town, who is on his own Pokemon journey. This seems to be a common calling for the Ketchum family, as Ash's grandfather was mentioned to have also followed the same path.