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Originally Posted by Fat TheKillerNacho
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I'm going to guess that it had something to do with Knock Off. I clearly remember using Trick as a pseudo-Thief in 3rd gen and I doubt that would have changed.
I remember Knock Off not being permanent in-game, so I guess the game disables the item but it's still on the Pokemon, and that causes strange interactions with moves that mess with items. I'm willing to bet that a Pokemon with a Knocked Off item can't steal stuff with Thief/Covet either.