Anna says maybe she doesn't deserve to be saved. "I disobeyed. Lucifer disobeyed. It's our Murder One, and I knew it. Maybe I've got to pay." Personally, I don't think their falls are comparable. Unless/until the writers manage to work it into canon that God himself has ordered Anna's punishment (capital or otherwise), I'm reading this story as if Castiel and Uriel have some autonomy on how they handle issues, and Anna's making some pessimistic assumptions. I mean, this is the same God who ordered Dean Winchester's rescue from Hell, right? This is the same God who told the angels to follow Dean's orders regarding Sam-Hain-town. I'm crediting that God with some semblance of mercy, unless or until it's proven otherwise.
Dean shrugs off Anna's self-criticism by noting we've all done things for which we have to pay (except for the guys running AIG). Anna comes closer to him, and sits before him, so we can get the rest of the tiny sliver of connection Kripke will allow us. She tells him she knows from listening to W-A-N-G what he did in Hell. Dean's eyes grow moist, and he looks heavenward, as if to stop the tears. Anna reaches out to touch his face, just when he expects her to recoil. He flinches, but her touch is soft. She looks him straight in the eyes. "It wasn't your fault. You should forgive yourself."
He looks down. The words come hard for him. "Anna, I don't w-w-wanna...uh...I don't...wanna..." His voice drops to a whisper. "I can't talk about that." Anna understands, but reminds him that once he can -- he has people who want to help and that he's not alone. As Dean considers her words, she stands before him, rises to her tip toes, and kisses him. Dean is surprised. "What was that for?" Anna mutters about it being their last night on earth, and looks at him expectantly. Effortlessly, Dean slides his mask back into place. "You're stealing my best line."
And now they really do hit Baby's backseat as quickly as you can cue up Bad Company's "Feel Like Making Love." And it's still either because...there are no less obvious sexually charged songs from the Winchester's definitive Mullet Rock collection, or Kripke plucked a badfic author from obscurity, and allowed -- nay -- forced her to write this teleplay under his name.
You're going to make me recap the sex, aren't you? Okay, well, it's pretty, it's just dumb, because it is shot as if two people who are deeply in love are coming together for the first time, but because of Anna and Dean's scant connection -- unknowable father syndrome -- it just leaves me feeling cold. Did it seem empty to you, too? Here we go. Bad Company. La la la. Walking down this rocky road.. Dean leans over Anna and kisses her. He lifts his upper body and removes the amulet Sam gave to him when they were kids, and if this were a better episode, I'd wonder at the significance, but it is what it is, so I suspect it just kept hitting the poor actress in the face, or something.