WT: I'd say after 20 years, Giddy has learned to accept his pudge, and while it's gotten a bit bigger, Sharla is not complaining. Of course, that doesn't mean he didn't make some dedicated efforts to shed the pounds, which Sharla supported him through even if she preferred the classic Gideon. But despite his best efforts, none of the methods worked out. Of course, that meant that Gid had the perfect cuddly Dad bod when he and Sharla eventually adopted a few lambs/kits of their own. In fact, they ended up adopting about four pups in total. A fox, a lamb, and twin rabbits.
As for the business, it remained fairly strong, with a miniature Gideon's bakery opening in Zootopia which started out being run by some of the Hopps family before eventually being turned over to one of Gid and Sharla's kits when they grew up. There were offers to go bigger since then, to make Gideon's Real Good Baked Stuff a household name all over Animalia, but Gideon feared that allowing the company to get too big would lead to a drop in quality, something that was very important to him. As for whether that will change with his kits running the show down the line, well...who can say?
And yes, Giddy makes a great Santa Claws, so much so that the township of Bunnyburrow picked him to play the role pretty much any chance they got. And knowing Gideon's soft nature, there was no way he'd be able to turn the role down.
I can imagine the stories told, since all the new kits and pups in town will all know him as this bit lovable doofus who might just give ya some treats but sometimes they'll hear and listen in disbelief of how he was a child, I imagine he takes it in stride, not in shame, holds himself as an example that anyone can change
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