[ Benny's trip to the good side was because of a woman. Everyone has to have some sort of reasoning for switching sides so late in the game. Sometimes it's self preservation, money or if you're lucky it's love. Love made Benny reconsider living the way he did and once he saw how good humanity could be--there was no going back. He's curious as to what could possibly make a demon like her hang up her guns. It ain't an easy transition and the decision don't come lightly.

He wasn't around for that whole Apocalypse dance. That was Dean and Sam's gig. Benny was having himself a good time down in Purgatory. Apparently things were going nuts topside. His brow went up when she spoke of babysitting an angel. The only angel that ran with the Winchester's (who he was assuming were the hunters) was Casitel. Playing babysitter for him ain't easy. ] I'm guessin' that angel has big blue eyes and dirty trench coat? He's a real fun guy. [ That's sarcasm because talking to Casitel is like talking to drying paint. He's a good guy when he's not being an asshole, but he's boring as hell. ]

I missed that whole Apocalypse stuff though. I was doin' time in Purgatory. That's where I met Dean and that pretty little angel of his.