Serious question. We know how upset Dean gets when Sam is hurt (let's all take a moment of silence to appreciate protective!Dean), but do you think the possessive/co-dependent part of him secretly likes how dependent on him Sam gets when he's injured? Especially a bad injury where Sam really can't do anything for himself like sit up or go to the bathroom without help? If this was a Wincest fanfic, this is the part where Dean also helps get Sam off because masturbation is too hard (PUN!). ;)
Oh, gooooooood - yes! Maybe a part of him thrives on it because he loves feeling needed!
And yes - - definitely helps with the masturbation. ;)










