Season 5, Round 1, Bracket #1/4:
- Castiel: I got your message. It was long, your message. I find the sound of your voice grating.
- Castiel's voicemail: You have reached the voice mail of [Castiel: I don’t understand. Why do you want me to say my name?] (This was the funniest of the voicemail gag routine)
- Chuck: Uh no, there's really no such thing as a Croatoan virus for... down there, um... you really should see a doctor. (Chuck at the con answering questions was priceless.)
- SAM: I saw your eyes. You were totally rockin' the "yes" back there. So, what changed your mind?
Season 5, Round 1, Bracket #2/4:
- Chuck: Three days later another car rolled off that same line. No one gave two craps about her, but they should’ve. Because this 1967 Chevrolet Impala would turn out to be the most important car... no, the most important object in pretty much the whole universe. (Gah, The moment I thought they were going to kill the Impala)
- Dean: Word to the wise--don’t piss off the nerd angels. (Good advice)
- Dean: Sammy? Sammy? It's okay, I'm here. I'm not going to leave you. (You never will Dean)
- Castiel: (Into cell phone) This isn't funny Dean, the voice says I'm almost out of minutes! (Cas with the funny)
Season 5, Round 1, Bracket #3/4:
- Chuck: So what’s it all add up to? Well, it’s hard to say. But me, I’d say it was a test. For Sam and Dean. And I think they did alright. Up against good, evil, angels, devils, destiny, and God himself - They made their own choice. They chose family. And well, isn’t that kinda the whole point?
- Castiel: You, um, breed with the mouth of a goat...It's funnier in Enochian. (Castiel waiting for Sam to “get it” with that expectant face…)
- Dean: No, I am not a fan. Okay? Not fans! In fact, I think that the Dean and Sam story sucks! It is not fun, it’s not entertaining, it’s a river of crap that would send most people howling to the nuthouse! So you listen to me. Their pain is not for your amusement! I mean, you think they enjoy being treated like circus freaks?
- Dean: Cas, not for nothing, but the last person who looked at me like that...I got laid. (Like woah)
Season 5, Round 1, Bracket #4/4:
- Ellen: I said go. And Dean? Kick it in the ass. Don't miss. (*sob* For Ellen, For Kim)
- Castiel: Hey assbutt! ( My new catchphrase)
- Dean: All those angels, all those demons, all those sons of bitches, they just don't get it, do they Sammy?
- Dean: Then I ain't going to let him die alone. (Dean, you broke my heart and made me cry during a stupid quote deathmatch)