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dean winchester as a cg would absolutely have a scale of nicknames for his little all totally based on pie.
the basic nickname, the one used all the time is just cutie pie. no matter what, his little is a cutie pie
the next step up in sweetness-scale would be either pumpkin pie or honey pie. these are when he's laying the affection on THICK. often followed by cheek squishing and lotsa hugs
blueberry pie and apple pie might seem like steps down in the cuteness scale, but they ARE a step up on the silliness scale. he uses these a lot when they're playing together/rough-housing and when it's tickles time
key lime pie is the next step up on the silliness scale, and this is usually reserved for when his regressor is trying to be a sneaky baby and he catches them. nothin makes someone unable to hide how small they feel more than "well, what do we have here? a little key lime cutie pie?"
the next step up on the cuteness/sweetness scale, though, is sweet potato pie. it might get some odd looks, but it just makes so many giggles and it's so cute to say that he loves it, but it's effectiveness is based on its rarity
there are a few one-offs that get used especially when his regressor is sad. it's hard to cry when dean calls them a peanut butter chocolate mousse pie or an apple and blue cheese hand pie
(if he calls his regressor a hand pie, it's usually coupled with him putting his hands on either side of their face and squishing their cheeks)
sam tells him he will run out of new silly nicknames eventually. dean takes this as a personal challenge. he has a list, and every restaurant they stop at he will write down the list of pies available just to get more material
oh, and when he's expecting to have his little with him, if they don't show up/aren't with sam or cas, his immediate reaction: