Ash obliterates a rival?

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    Okay, just to get this explained first: pseudo/minor-rivals such as Barry, Morrison and Harrison don't count, this is about main rivals.

    Basically, I was thinking about how Ash is always seen to lose to his main rivals - Gary (I may be wrong, but I don't think he ever won until the Silver Conference, and Gary was always ahead), Paul and Trip all defeated him in their first battles, and Paul and Trip have more victories than losses against Ash (again, I'm no expert on Gary).

    However, do you think Ash will ever defeat the character who becomes his rival in their first battle? I.e, another new trainer, like Trip, who gets defeated by Pikachu, who dodges all of his attacks for a couple of minutes then almost kills it with Volt Tackle, rather than the normal pattern of new trainer obliterating Pikachu for no apparent reason?

    If this did happen, would you be happy about it? Certainly, I think it would give the trainer more reason to want to battle Ash, and also keep people guessing about the Pokémon League at the end, possibly even thinking that Ash might lose to a main rival in it (which never seems to happen, even in Hoenn, he lost to the most minor of his two pathetic excuses for rivals).

    So, yeah...discuss.
     
    Ash tied against Paul in their first battle. And I believe the only time Ash faced Gary before Silver Conference was at Oak's Lab were Eevee beat Pikachu. So no Ash did not win against Gary before then if my memory serves me right.

    Well if you consider Casey(I personally don't consider her much of a rival at all) a "Main" rival since she was the only new "rival" introduced before the conference then yes he has defeated a Rival before. The only way I ever seen them letting Ash beat his rival first go around is for them not to nerf Pikachu and dumb down Ash after almost every Saga.

    I think ties would suffice, for the new rival wanting more. The two loses again Trip definitely made him disinterested in Ash. Which he finally accepted their third battle after Iris egged him on. I think a victory or close battle early on against the rival would definitely be good for a healthy rivalry, I would be in favor of this.
     
    I'm certain that Ash has fought Gary before the Indigo Plateau. And I'm also certain that each battle, Ash lost. But I could be mistaken. Going to have to break into the old series again.
     
    Yeah Gary always beat Ash till the Silver Conference. I don't mind ash getting beat, I like the rivals. ex: Paul. One of my favorites of his rivals. But if you go by exp. Ash should just win but yeah.
     
    Wally really should've been used in AG. He could've started out terrible but over time become a true rival to Ash. He could've been the guy who defeated Ash in the Ever Grande Conference, which would've been a major surprise.
     
    It'd be nice to have Ash beat a first-time rival because regardless of whether or not he wins against a would-be rival, this would be a starting point for their rivalry.
     
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