You probably want to check out emmylizzie's stuff, their fic was when I realized I had a thing for chubby!Dean too: Always (http://emmylizzie.livejournal.com/9322.html) Dean's 9 when he loses his hearing in a car crash. But Sam is there. Always. Promises (http://emmylizzie.livejournal.com/12567.html) Sam's back from Hell and amazed his brother kept his promise Heave-Ho (http://emmylizzie.livejournal.com/8446.html) Dean takes a tumble during a hunt and realizes he's gotten too heavy for Sam to lift him.
There's also Heart of the Aftermath (http://emmylizzie.livejournal.com/6894.html). It's angstier than the others, but with a happy ending: "Prompt: S1 AU. Dean's heart injury isn't fatal. However he still has a bad heart and can't exercise too much and needs to take a lot of meds. He gains a lot of weight from the medication an it seems to never stop. Dean gets pretty depressed and Sam eventually gets Dean to love himself the way he is."
no subject
Always (http://emmylizzie.livejournal.com/9322.html)
Dean's 9 when he loses his hearing in a car crash. But Sam is there. Always.
Promises (http://emmylizzie.livejournal.com/12567.html)
Sam's back from Hell and amazed his brother kept his promise
Heave-Ho (http://emmylizzie.livejournal.com/8446.html)
Dean takes a tumble during a hunt and realizes he's gotten too heavy for Sam to lift him.
There's also Heart of the Aftermath (http://emmylizzie.livejournal.com/6894.html). It's angstier than the others, but with a happy ending:
"Prompt: S1 AU. Dean's heart injury isn't fatal. However he still has a bad heart and can't exercise too much and needs to take a lot of meds. He gains a lot of weight from the medication an it seems to never stop. Dean gets pretty depressed and Sam eventually gets Dean to love himself the way he is."