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When my cat was indoor outdoor she did this. (I say when because she is too old to be outside now) she would go to the door and mewo to go out and then later would show up on the window sill to come back in. I would suggest to have a litter box still in the house somewhere however incase he needs to go and your not around to let him out. I never had to teach her to do this she just did it on her own. i think that most cats would perfer to go outside over their litter boxes but will use the boxes when they can't get outside. (my cat and my best friends cat both did this without training which is what makes me think this) I think once your cat figures out you will let him out whenever he needs to go he'll just let you know by going to the door.
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