He probably will, at some point or other. Dean will have to get sick, eventually. I’m sure it’s hard to keep Dean pinned in one place for long, so Sam will have his work cut out for him!
If anyone wants to read a little short of sick!Dean and caring!Sam, check out Take Care, by @chewbaccaaah!
And there’s a scene with Sam taking care of his very-much-larger brother in A Lich of Sense as well, and Dean is certainly not feeling himself in that!
Brothers Apart 