Depends on the level. A level 1 squirtle will not win against a level 53 Charizard, for example, despite the typing.
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Well if Gary is your rival than it depends on what starter you pick but he has the same Pokemon but his squirtle or charmander or bulbasuar is now at the third prestige blastoice or charizard or venisuar.
Pokemon Trainer uses Ivysaur, Charizard and Squirtle.
Use Charizard And Legendary Pokemon. Train to Level 80. Beat Garyy Is Easy
You have to Beat Prof.Oak and Beat him with a Pokemon with "Rough Pearl" Attached to it.
There is no specific best berry but depending on the Pokemon you are using certain berries can pull a victory out of nowhere. For example say you have heracross verse charizard your already thinking charizard will win but you use rock slide to beat it but charizard doesn't faint and uses fire blast heracross doesn't faint but it will on the next turn, also heracross is slower than charizard so charizard will beat it because of its slower speed. But your salac berry activates and you use rock slide again and defeat charizard.