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I know you can do this since, well, that's how you pick your starter in Gen 1-3. Same with Eevee in Kanto.
I had the idea of having a Pokemon in the player's house already (Acting as your starter) and have it block the exit of your room so you have to add the Pokemon to your party before you can leave the room.
For example, let's say your starter is meant to be a Pichu. It's be in its Pokeball in front of the door/stairs. This would force you to add Pichu to your party before leaving the room.
The only problem is, I'm not sure how to make the Item Ball contain a Pokemon or how to choose what Pokemon it contains.
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I usually go by Cuprite or Kyu now.
(The above image is a relic of what was once a Pokémon fangame.)
That moment when you realize you have way too many ideas for your own good.
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