Season 4, Episode 10
A continuation of I Know What You Did Last Summer, Dean, Sam, and Ruby struggle to protect Anna from both the Angels and Demons as she tries to regain her grace.
Sam: Dude, you're confusing reality with porn again.
Dean: An angel and a demon sitting in the back seat. It's like the set up to a bad joke. Or a Penthouse forum letter.
Sam: Dude. Porn. Reality.
Dean: It wasn't 4 months you know.
Sam:What?
Dean: It was 4 months up here, but down there, I don't know, time's different. It was more like 40 years.
Sam: My God.
Dean: They sliced and carved and tore me in ways that you can't...until there was nothing left and then, suddenly, I would be whole again, like magic, just so they could start in all over and Alastair at the end of every day, every one, he would come over and he would make me an offer to take me off the rack if I put souls on, if I started the torture. And every day I told him to stick it where the sun shines. For 30 years, I told him, but then I couldn't do it anymore, Sammy. I couldn't and I got off that rack, I got right off it, God help me, and I started ripping them apart. I lost count of how many souls. The things I did to them.
Sam: Dean, look, you held off for 30 years. That's longer than anyone woulda.
Dean: How I feel? This inside me. I wish I couldn't feel anything, Sammy. I wish I couldn't feel a damn thing.