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Depends on
>how close they already are
>how close to puberty
>how open the Pokémon is to it... or even how much they want it
>how humanoid the Pokémon is, if the human is adverse to non-human attraction
>how many competing Pokémon there are for time & attention
>nature / habits
>if any situations that might push over the edge, like being caught trying to have some solo release