This is eerily similar to something I'm writing right now. Not a perfect fit to your prompt but I can post it here when it's finished if you're interested?
Sam always liked to spoon-feed Dean when they eat. Ever since he was a kid, he just liked giving Dean a slice of his own pie or treat that way. It just always gives him pleasure watching as Dean chews happily, watching the pounds grow on his already plushy body. Make it as schmoopy as possible!
Sam and Dean are hit with a curse that knocks both of them up to 300lbs or so. Flash forward to a point where Sam has successfully lost (most) of the weight and Dean... hasn't. He's lost some and is trying but getting frustrated because Sam made it look so easy. Sam in turn helps him accept that it really isn't that bad and shows him he's still a great hunter despite the weight.
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The story is right now only half betad, I've waited quite sometime to get the last check.... but felt I wanted to show it for you anyway now.
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Sam and Dean are hit with a curse that knocks both of them up to 300lbs or so. Flash forward to a point where Sam has successfully lost (most) of the weight and Dean... hasn't. He's lost some and is trying but getting frustrated because Sam made it look so easy. Sam in turn helps him accept that it really isn't that bad and shows him he's still a great hunter despite the weight.
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Jared and Jensen settle down happily together and Jared gets fat in the process.
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