Well, I didn't think it was wrong and selfish of Sam to want his own life...that's a big part of who Sam was, once upon a time, and I'm actually kind of sad that he's gotten so used to the idea of never having that white picket fence.

But I think people are going "Aww" with Dean because a) apparently going "aww" is half the point of Dean these days ):< and b) yeah, also because he's not actually going to get it. (though I personally do kind of read it as desertion of Sam, if only because he mentioned special provisions for Lisa and Ben but not for his brother.)