These two have argued a lot but it's evident that they do care about each other in quite a few different episodes from various seasons of the show. Most of Gary's affection is by way of teasing such as calling his friend "Ashy-boy," and in the beginning he went as far as to leave a sign reading "Gary was here, Ash is a loser!" Despite acting like they hate each other, when one of them gets hurt they worry a lot. They usually don't like the other to know that they care, but they've been shown to find other ways. For example, Ash said he didn't care where Gary was going to his face, but later went to ask Professor Oak what region he'd left Kanto for. Gary has shown support during Ash's battles a few times, which is significant considering that Gary rarely has kind words for his rival.
— In the anime —
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— Fan art —
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My thoughts — I've loved Gary ever since I was a little kid watching the Indigo League and the rivalry between him and Ash is fantastic. Unlike other rivalries that Ashy-boy has, him and Gary mothereffin' Oak will always have something special.
