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301
Sam: How could you make that deal?
Dean: Because I couldn't live with you dead.

302
Ruby: I'm interested in you.
Sam: Why?
Ruby: Because you're tall I love a tall man. And then there's that whole Anti-Christ thing.

304
Casey: Why don't you relax?
Dean: Why don't you kiss my ass?
Casey: Wow Dean, you're a poet. I had no idea.

305
Crossroads Demon: I don't know. Aren't you tired of cleaning up Dean's messes?
Of dealing with that broken psychy of his? Aren't you tired of being bossed around like a snot-nosed little brother?
You're stronger than Dean. You're better than him
Sam: Watch your mouth.
Crossroads Demon: Admit it, you're here going through the motions, but truth is you'll be a tiny bit relieved when he's gone.
Sam: Shut up.
Crossroads Demon: No more desperate, sloppy, needy Dean. You can finally be free.

Sam: Actually, I do have a theory... sort of.
Dean: Beat me.
Sam: Well, I'm thinking about fairy tales.
Dean: Oh, that's... that's nice! Do you think about fairy tales often...? 
Sam: Remember Cinderella? The pumpkin that turns into a coach and the mice that become horses?
Dean: Dude, could you be more gay? 

Dean
: I'll tell you one thing - there's no way I'm kissing a damn frog.

306
Bela: You know, when this is over, we should really have some angry sex.
Dean: [after some moments of awkward silence] Don't objectify me.

Dean: [to Sam about Gert] What a crazy old broad.
Sam: Why, because she believes in ghosts?
Dean: Haha, look at you, stickin'up for ya girlfriend, you cougar hound.
Sam: Bite me.
Dean: Not if she bites you first.

307
Dean: What do you want me to do same? Sit around all day writing sad poems about how I'm going to die.
Well hey I got one. What rhymes with SHUT UP SAM!

309
Sam: Look... Dean, you're leaving, right? And I gotta stay here in this crap hole of a world. Alone.
So the way I see it, if I'm gonna make it, if I'm gonna fight this war when you're gone... then I gotta change.
Dean: Change into what?
Sam: Into you. I've gotta be more like you.

Ruby: Don't call me Bitch.
Dean: You saved my life. 
Ruby: Don't mention it.
Dean: What was that stuff? God, it was ass. Tasted like ass.
Ruby: It's called witchcraft, short bus.
Dean: ...You're the short bus, short bus...

310
Dean: Dude, you were out. And makin' some serious happy noises. Who were you dreaming about?
Sam: What? No one. Nothing.
Dean: Come on, you can tell me. Angelina Jolie?
Sam: No.
Dean: Brad Pitt?
Sam: No!

Dean: Son of a bitch! My father was an obsessed bastard! 
All that crap he dumped on me about protecting Sam, that was his crap. He's the one that couldn't protect his family!
He's the one who let mom die! Who wasn't there for Sam, I always was! It wasn't fair!
I didn't deserve what he put on me and I don't deserve to go to Hell!
EvilDean: You can't escape me, Dean. You're gonna die. And this. This is what you are going to become! 

Dean: I've been doing some thinking. And... the thing is... I don't want to die. I don't want to go to Hell.
Sam: Yeah. We'll... find a way to save you.
Dean: Okay, good...

311
Dean: Rise and shine, Sammy.
Sam: Dude, Asia?
Dean: Come on, you love this song and you know it.
Sam: Yeah, and if I ever hear it again, I'm gonna killed myself.

Dean: [after Sam caught the falling hot sauce bottle] Nice reflexes.
Sam: I knew it was going happen, Dean. I know everything that's going to happen.
Dean: You don't know everything.
Sam: Yeah, I do. 
Sam: [in unison with Dean] Yeah right. Nice guess. It wasn't guess.
Dean: [in unison] Right, you're a mind reader. Cut it out Sam. Sam!
You think you're being funny but you're being really, really childish.
Sam Winchester wears make-up. Sam Winchester cries his way through sex.
Sam Winchesters keeps a ruler by the bed and every morning when he wakes up- okay, enough!

Dean: What, are you gonna sleep all day?
Sam: No Asia?
Dean: Yeah, I know. This station sucks.
Sam: It's Wednesday.
Dean: Yeah, which usually comes after Tuesday. Turn that thing off, would you?
Sam: What, are you kidding? Isn't this the most beautiful song you have ever heard?
Dean: No. Jeez, how many Tuesdays did you have?
Sam: I don't know. I lost count.

Sam: Man, I had a weird dream.
Dean: Yeah? Clowns or midgets? 

312
Dean: Nobody kill any virgins! 

Lilith: Excuse me. I'm looking for two boys. They're brothers. One's really tall, and one's really cute.

314
Dean: I can't expect dad to show up with some miracle at the last minute... I can't expect anybody to, y'know?
The only person who can get me out of this thing is me.
Sam: [long silence] And me...
Dean: [long silence] And me? [looks quizically at Sam]
Sam: What?
Dean: Deep revelation... havin' a real moment here, that's what yo- that's what you come back with? And me?
Sam: Do you want a poem?
Dean: Moment's gone...[turns on T.V, hands Sam a beer] ...unbelieveable.

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