Fat,drunk and stupid ain't a way to go through life,son.
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1x22 Devil's Trap Bobby: More and more demons are walking among us, a lot more! Sam: Do you know why? Bobby: No. But I know it's something big. Storm is coming, and you boys and your Daddy you are smack in the middle of it

1x22 Devil's Trap Dean: Thanks, for everything. Be careful, alright. Bobby: You just go find your Dad, and when you do you bring him around, would ya, I won't even try to shoot him this time!

3x16 No Rest for the Wicked Dean: This isn't your fight. Bobby: The hell it isn't! Family don't end with blood, boy.

1x22 Devil's Trap Dean: Well, yeah, but last time we saw you, I mean, you did threaten to blast him full of buckshot. Cocked the shotgun and everything. Bobby: Yeah, well, what can I say? John just has that effect on people.

3x16 No Rest for the Wicked Bobby: Do I look like a ditchable prom date to you?

4x02 Are You There, God? It's Me, Dean Winchester Dean: You built a ghost proof panic room? Bobby: I had a weekend off. Dean: Bobby? Bobby: What? Dean: You're awesome.

1x22 Devil's Trap (Sam and Dean have a heartfelt moment) Bobby: You guys are breakin' my heart here, but can we just go?

2x14 Born Under a Bad Sign Bobby: Don't try and con a con man.

1x22 Devil's Trap Bobby: (hands Dean one of two flasks) Here you go. Dean: What is this, holy water? Bobby: That one is. This is whiskey.

3x16 No Rest for the Wicked Bobby: You're almost hell's b*tch. So you can see hell's other b*tches. Dean: (sarcastically) Thank you. Sam: Well, it actually comes in pretty handy.

2x22 All Hell Breaks Loose II Bobby: You stupid ass! What did you do? What did you do?! You made a deal... For Sam, didn't you? How long did they give you?

4x02 Are You There, God? It's Me, Dean Winchester Bobby: If you're going to shoot, shoot. Don't talk.

4x21 When the Levee Breaks Dean: How long is this gonna go on? Bobby: Here, let me look it up in my demon-detox manual. Oh, wait. No one ever wrote one.

2x15 Tall Tales Sam: Uh... Dean: I got nothing. Sam: Me neither. Bobby: You got a trickster on your hands.

2x15 Tall Tales Bobby: If you two had bothered to pull your heads out of your asses, it all would’ve been pretty clear.

2x22 All Hell Breaks Loose II Bobby: Something big is going down. End of the world big. Dean: Well, then let it end! Bobby: You don't mean that.

3x01 The Magnificent Seven Bobby: Do you have any idea who we're up against? Dean: No, who? Bobby: The seven deadly sins! Live and in the flesh.

Bobby: Just stay outta trouble, you igits.

3x16 No Rest for the Wicked Bobby: (hands Dean the distributor cap) I'll follow. Don't be stopping to pee every ten minutes, either!

5x20 The Devil You Know Bobby: (holds up shotgun toward Crowley) Now get the hell off my property before I blast you so full of rock-salt that you start crapping margaritas!

Bobby: What's your problem? Castiel: This is what they meant by "The 11th Hour", right? Bobby: Pretty much. Castiel: Well, it's The 11th Hour, and I am useless. All I have is this. What am I even supposed to do with it? Bobby: Point it and shoot. Castiel: What I used to be... Bobby: Are you really gonna *****, to me?

6x04 Weekend at Bobby's Crowley: Cheer up mate, we just saved the sodding world together. Me? I've been celebrating. Bobby: I'd hate to see what you call "celebrating" Crowley: Yes, you would...