Russell Sams credited as playing...
Jeffrey
- Sam Winchester: [after Sam and Dean jump Jeffrey in an alley, hold a knife to his throat and throw holy water on him to make sure he's not a demon:] Hey, ok. Look, it's ok. You're ok, you're ok.
- Dean Winchester: Sorry, just had to make sure.
- Jeffrey: Make sure of what, that I peed my pants today?
- Demon Jeffrey: Do I smell menopause?
- [Sees Nora]
- Demon Jeffrey: Well, if it isn't the Wiccan bitch of the west.
- Jeffrey: When you left me at the E.R., I had three smashed fingers, five teeth out, a broken wrist, nose, cheekbone, collarbone. I had to get 160 stitches. "Mugged." The doctor on duty said it looked like I got caught in the Spanish inquisition.
- Dean Winchester: And we're the good guys.
- Jeffrey: Did you ever think... that maybe I loved being possessed? Did you? I loved the connection, the power. And I loved him. Love of my life, actually.
- Dean Winchester: Oh, you got to be kidding me.
- Jeffrey: I was a wreck, an emotional shell, a drunk. I was suicidal.
- Dean Winchester: I don't usually endorse suicide, but, man, what stopped you?
- Nora Havelock: My God.
- Demon Jeffrey: Not in time to save our big girl here, but still, you get a merit badge.