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So, say I use thief on a Silvally holding a bug memory. Is it possible for me to take its memory off, or will it fail like it does on a Blastoise holding a mega stone?

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Memories cannot be taken off if using moves such as Knock Off, Thief, Switcheroo, and Trick.

Item-manipulating effects (such as Trick and Fling) cannot give Silvally a memory or remove a memory from Silvally.

Source (applies to all other memories as well) and Experience.

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Thief cannot steal a Mega Stone or Orb if either the user or the target could use it to Mega Evolve or undergo Primal Reversion, a Z-Crystal from any Pokémon, or a memory if either the user or the target is Silvally.

No

Source: https://bulbapedia.bulbagarden.net/wiki/Thief_(move)

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