Provenance

Sam: Burning the painting didn't get rid of it.

Dean: Yeah, thank you Captain Obvious!

Asylum

Dean: (talking about his dad) You know I love the guy, but I swear he writes like freaking Yoda!

 Red Sky at Morning

Bela: Do you really think this is going to work?

Dean: Almost definitely not.

Bad Day at Black Rock 

Bela: So, how'd things go last night with Peter?

(Sam gives angry look) 

Bela: That well, huh.

Dean: If you say "I told you so," I swear to God, I'll start swinging.

Red Sky at Morning 

Dean: (about Bela) You know what? Your right. I’m not going to kill her. I think slow torture’s the way to go.

Red Sky at Morning 

Dean: (to Sam) You stink like sex.

Red Sky at Morning 

(about Bela)

Dean: Can I shoot her? 

Sam: Not in public.

Bedtime Stories 

Sam: I think it's Snow White

Dean: Snow White? Ah, I saw that movie. Oh, the porn version anyway.

Hookman 

(to Sammy about his girly coffee choice)

Dean: Your half-caf, double vanilla latte is getting cold over here, Francis.

What Is and What Should Never Be 

(Sam has just told Dean they don't get along)

Dean: We don't? Well, we should. You're my brother. 

Sam: You're my brother.

Dean: Yeah! 

Sam: You know, that's what you said when you snaked my ATM card, or when you bailed on my graduation, or when you hooked up with Rachel Nayv.

Dean: Who? 

Sam: Uh, my prom date. On prom night.

Dean: *under his breath* Yeah, that does kinda sound like me.

Croatoan 

Sam: This is the dumbest thing you've ever done.

Dean: I don't know about that. Remember that waitress in Tampa ?

Folsom Prison Blues 

Henricksen: You think you're funny?

Dean: I think I'm adorable.

Playthings

Dean: Ya know she could be faking.

Sam:Yeah, what do you wanna do, poke her with a stick?

(Dean nods)

Sam: Dude, you're not gonna poke her with a stick!

Fresh Blood 

Dean : What do you want me to do, Sam, huh? Sit around all day writing sad poems about how I’m going to die? You know what, I’ve got one. Let’s see, what rhymes with "Shut up, Sam"?

A Very Supernatural Christmas 

Dean : You fudging touch me again, I'll fudging kill you!

Scarecrow 

(to the townspeople who are about to sacrifice him for their farms)

Dean: I hope your apple pie is freakin' worth it!

Playthings 

Dean: We might even run into Fred and Daphnie inside. Mmmm... Daphnie. I love her.

Hunted 

Dean: Come on man. I know Sam, OK? Better than anyone. He's got more of a conscience than I do. I mean the guy feels guilty searching the Internet for porn.

Faith 

Dean: I'm not gonna die in a hospital where the nurses aren't even hot.

Crossroads Blues 

Dean: We know a little about a lot of things; just enough to make us dangerous.

Nightshifter 

Dean: Damn cops.

Sam: They were just doing their job. 

Dean: No, they were doing our job, only they don't know it so they suck at it

Nightshifter 

Dean: I like him. He says okie dokie.

Nightmare 

Dean: As long as I'm around, nothing bad is gonna happen to you.

Dead in the Water

Sam: Kids are the best?

Dean: Yeah, I love kids. 

Sam: Name three children that you even know.

(Dean scratches head for while; Sam starts to walk away) 

Dean: I'm thinking!

Skin 

(about the shapeshifter)

Dean: Ugh, the thought of him driving my car. 

Sam: Oh, c'mon.

Dean: It's killing me!

Faith 

Dean: Man, you're a lying bastard! I thought you said we were going to see a doctor.

Sam: I believe I said specialist. Look, Dean, this guy is supposed to be the real deal.

Dean: I can't believe you brought me here to see some guy who heals people out of a tent!

Faith 

Dean: You better take care of that car. Or, I swear, I'll haunt your ass.

Sam: I don't think that's funny.

Dean: Oh come on, it's a little funny.

Houses of the Holy 

Sam: Dean, there's ten times as much lore about angels as there is about anything else we've ever hunted.

Dean: You know what, there's a ton of lore on unicorns too. In fact, I hear that they ride on silver moonbeams, and that they shoot rainbows out of their ass!

Sam: (looking heartbroken) Wait, there's no such thing as unicorns?

Dean: (looks concerned for a moment, then catches on) Cute.

Playthings

Dean: Of course, the most troubling question is, why do these people assume we're gay?

Croatoan 

(an infected townsperson tells Dean to get out of his car)

Dean:Heh. Well, you are a handsome devil, but I don't swing that way. Sorry.

Crossroad Blues

Dean: The secretary's name is Carly. She's 23, she kayaks, and they're real.

Sam: You didn't happen to ask her if she's seen any black dogs lately, did you?

(Dean hands over a list)

Dean: Every complaint called in this week about anything big, black or doglike. There's 19 calls in all. And, uh, I don't know what this is.

(hands Sam a post-it note; Sam laughs)

Sam: You mean Carly's MySpace address?

Dean: Yeah, MySpace, what the hell is that?

(Sam laughs again, a little incredulous)

Dean: Seriously, is that like some sort of porn site?

The Kids Are Alright

Sam: So let me get this straight. You want to drive all the way to Cicero just to hook up with some random chick?

Dean: She was a yoga teacher. That was the bendiest weekend of my life!

Bad Day at Black Rock 

Dean: (reading from trophy) 1995.

Sam: No way. That's my Division Championship soccer trophy. I can't believe he kept this. 

Dean: Probably the closest you ever got to being a boy.

Sin City 

Dean: (about the Colt) So if we wanna go check out these omens in Ohio, think you can have that thing ready by this afternoon?

Bobby: Well, it won’t kill demons by then, but I can promise it’ll kill you.

Bedtime Stories 

Sam: I've got a theory. Sort of.

Dean: Hit me.

Sam: Well, thinking about fairy tales.

Dean: Oh, that’s... that's nice. You think about fairy tales often?

Bedtime Stories 

Sam: (staring at frog on the road) Yeah, you’re right, that's completely normal.

Dean: All right, maybe it is fairy tales. Totally messed-up fairy tales. I'll tell you one thing, there’s no way I'm kissing a damned frog.

Bedtime Stories 

Sam: (gesturing to pumpkin on porch) Hey, check that out.

Dean: Yeah? It's close to Halloween. 

Sam: You remember Cinderella? The pumpkin that turns into a coach and the mice that become horses?

Dean: Dude! Could you be more gay? Don't answer that.

Bedtime Stories 

Dean: You find a way to stop Callie, all right.

Sam: What about you?

Dean: I'm gonna go stop the big bad wolf. Which is the weirdest thing I've ever said.

Red Sky At Morning

Dean: A Hand of Glory? I think I got one of those at the end of my Thai massage last week.

Red Sky At Morning

Bela: You know, when this is over, we should really have angry sex.

Dean: (after thinking hard) Don't objectify me.

Fresh Blood

Dixon: Can you think of a worse hell?

Dean: Well, there's Hell.

A Very Supernatural Christmas

Sam: Huh, when you sacrifice to Holnacar, guess what he gives you in return? 

Dean: Lap dances, hopefully.

A Very Supernatural Christmas 

Dean: She gave them to you for free? Do you sell them for free?

Shopkeeper: No way. It's Christmas. People pay a buttload for them. 

Dean: That's the spirit.

Malleus Maleficarum 

Dean: You saved my life.

Ruby: Don't mention it. 

Dean: What was that stuff? God, it was ass. It tasted like ass.

Ruby: It's witchcraft, short bus. (she leaves) 

Dean: (mutters) You're the short bus, short bus...

Malleus Maleficarum 

Dean: (to Ruby) You wanna kill me, get in the line b*tch!

Dream a Little Dream of Me 

Dean: Dude, you were making some serious happy noises. Who are you dreaming about? Angelina Jolie?

Sam: No... 

Dean: Brad Pitt?

Sam: No. No!

Mystery Spot

Dean being mimicked by Sam: You think your being funny but your being really really childish... Sam Winchester wears make-up... Sam Winchester cries his way through sex... Sam Winchester keeps a ruler by his bed and every morning when he wakes up he... OK ENOUGH!!

Jus in Bello

Dean: It's like we got a contract on us. You think it's 'cause we're so awesome? I think it's 'cause it's we're so awesome.

Jus in Bello

Henricksen: I shot the Sheriff.

Dean: (stares at the dead cop for a while) But you didn't shoot the deputy.

Jus in Bello

Sam: You were possessed. 

Henricksen: Possessed like... possessed?

Sam: That's what it feels like. Now you know 

Dean: I owe you the biggest "I told you so" ever.

Jus in Bello

Henricksen: I mean, after all, seeing you two in chains... 

Dean: You kinky son of a b*tch, we don't swing that way.

Jus in Bello 

Dean: Honestly, I think the world's going to end bloody. But it doesn't mean we shouldn't fight. We do have choices. I choose to go down swingin'.

Jus in Bello 

Henricksen: You know what my job is?

Dean: You mean, besides locking up the good guys?

Malleus Maleficarum 

Dean: I hate witches! Spewing their bodily fluids everywhere. It is insane! No, downright unsanitary!

Devil's Trap

Meg: He begged for his life with tears in his eyes. He begged to see his sons one last time. That's when I slit his throat! 

Dean: For your sake, I hope your lying. 'Cause if it's true I swear to God I will march into hell myself, and I will slaughter each and every one of you evil sons of b*tches, so help me God!

Devil's Trap 

Dean: Where's our father, Meg?

Meg: You didn't ask very nicely. 

Dean: Where's our father, b*tch!

Meg: Do you kiss you mother with that mouth? Oh, I forget... You don't!

The Kids Are Alright 

Dean (to Sam): Gumby girl.... Does that make me Pokey?

THE MAGNIFICENT SEVEN

Bracing themselves for the possibility of an apocalyptic war, Sam and Dean realize they have an enormous task of hunting down the hundreds of demons that escaped from the Devil's Gate. With only a year left to live, Dean decides to live life to the fullest and exhibits a carefree attitude that troubles Sam, who is trying to find a loophole in the deal. Bobby tells the brothers about a sighting in Nebraska, that turns out to be seven demons that are the actual manifestations of the Seven Deadly Sins. Ruby appears for the first time and seems to be stalking Sam. She then lends a hand at a crucial time.

THE KIDS ARE ALRIGHT

Sam and Dean track down changelings that are pursuing mothers and their children. A boy they protect bears a strange resemblance to Dean, which at first makes Dean uncomfortable because he once had a one-night stand with the boy's mother Lisa. Sam learns more about his family roots and is offered a possible way to save Dean via a proposition from Ruby who appears again and shows Sam her true colors.

BAD DAY AT BLACK ROCK

Word continues to spread of the Winchesters and the opening of a Devil's Gate, with them to blame. The Winchesters suddenly find their luck rising after finding a rabbit's foot. But Bobby tells Sam that the foot is cursed and brings death to the person who loses it. Bela Talbot appears for the first time and steals the foot from Sam, causing him a string of bad luck. Gordon's instincts may condemn Sam, as Sam is kidnapped by a mentee of fellow hunter who admires Gordon and brutally beats Sam. Sam swears that his past supernatural abilities are gone, but he is ignored because the hunter (Kubrick) believes he is on a mission from God to save the world from Sam. While looking for Sam, Dean spars with the thief Bela and, luckily, gains the upper foot.

SIN CITY

Sam and Dean investigate a rash of violent deaths in Elizabethville, Ohio, a once-sleepy town that has been turned into a haven for gamblers and drinkers. Dean discovers two demons have infiltrated Elizabethville and are using their powers of persuasion to make the townspeople succumb to their basic instincts. Dean uses a Devil's Trap to capture one of the demons, and it manages to trap Dean as well, later they get to talk and Dean ends up feeling sympathetic with the demon. Meanwhile, Ruby helps Bobby rebuild the Colt from scratch and stuns him with some news.

BEDTIME STORIES

Fairy tales come to life when the brothers investigate Callie, a young girl who seems to personify Snow White. Poisoned by her stepmother and trapped in a coma, her spirit becomes angrier as more time passes. Callie's father visits her constantly, reading her original Brothers Grimm stories and unknowingly inspiring her carnage. After putting her spirit to rest, Sam meets the Crossroads Demon (played by Padalecki's then-girlfriend Sandra McCoy) to "make a deal" — either release Dean from his bargain or die. The demon says that she doesn't have the power to break the deal and only her boss has that ability. She then taunts Sam that letting Dean die will be good for him, so Sam shoots her dead.

RED SKY AT MORNING

Dean and Sam visit a woman, Gertrude, whose niece may have been drowned by ghosts from a sunken ship, only to find that the woman is well aware of that possibility and their cover has already been blown by Bela. Without missing a beat, Dean smoothly goes along with the woman's realization. Later, Bela and Dean struggle for the upper hand and Sam tries to avoid Gertrude's while they act as a distraction.

 FRESH BLOOD

Gordon has escaped from prison, and trades Bela a valuable item in exchange for Sam's location. After an encounter with Sam and Dean, Gordon is taken captive by a vengeful vampire who at first plans to feed the famed vampire hunter to his new female companions (whom he calls his "daughters"). Meanwhile Dean tries to gently break the news to Sam that they'll have to kill Gordon when they find him. Sam surprises Dean by agreeing without protest. Later, the boys realize just how badly the vampire's new plan backfired when Gordon is turned into what he loathed most. When the boys find out Bela was responsible for Gordon finding them, Dean informs Bela the first thing he's going to do if they survive is kill her, but things appear to be resolved when she helps them locate him. Mercedes McNab guest stars.

 A VERY SUPERNATURAL CHRISTMAS

In this Christmas-themed episode, Sam and Dean encounter a twisted couple of pagan gods that share a craving for human meat. Flashbacks follow the Winchesters during Christmas 16 years ago when Sam first learned that the supernatural existed and that his father hunted it.

 MALLEUS MALEFICARUM

Sam and Dean encounter a coven of witches who have been serving demons. Ruby tells Sam and Dean to get out of town while they still had the chance, but the Winchesters ignore her warning. Blood begins to spurt out Dean's mouth and Sam travels to the witch’s house to stop the spell. After a near-death experience, Ruby saves Dean and they both go to help Sam. The brothers learn that Ruby was once a human witch before becoming a demon.

 DREAM A LITTLE DREAM OF ME

A maid comes into Bobby's hotel room and finds him asleep. No one can wake him up and the doctor concludes that he just suddenly lapsed into a coma. Dean and Sam investigate this ordeal and find that he is trapped within his own mind. The boys manage to save Bobby, but Dean must face one of his greatest fears.

 MYSTERY SPOT

Sam relives the same day over and over, continually having to deal with Dean's death. Determined to stop the time loop, he repeatedly tries to alter the day or otherwise prevent his brother's death from ever occurring. After repeated failures, a slight change in how the day plays out tips Sam off on whom the culprit really is. He confronts the man and it is revealed to be the Trickster, whom the brothers believed they had killed some time before. Sam attempts to kill him, but the Trickster ends the loop and allows the brothers to leave. The day after, Dean is shot by a mugger and dies. Distraught, Sam turns dark and dedicates his life to tracking down the Trickster. Eventually, they meet once again, and Sam begs the Trickster to fix things.

 JUS IN BELLO

Sam and Dean break into Bela's apartment in order to get the Colt back, but she has tipped off Agent Henricksen about their whereabouts and they are arrested. While Sam and Dean are locked in a cell in Colorado, a demon breaks in and kills some of the Sheriff's men and possesses Henricksen. After the guys vanquish the demon, the FBI agent realizes they were telling the truth and prepares to release them, but Ruby shows up to warn Sam and Dean that the jailhouse is surrounded by a band of demons with a powerful new leader who wants Sam dead. Ruby proposes a plan which involves killing the virginal counter girl, but Dean declines the offer and chooses to let the demons in in order to trap them by sealing the doors with salt and playing Sam's voice on a tape recorder through the P.A. reciting an exorcism ritual. After the brothers are gone a little girl comes into the Sheriff's office and asks for them as a tall guy and a cute one, when asked for her name she reveals to be Lilith, the demon who wants Sam dead, and kills everyone in the building.

 GHOSTFACERS

Sam and Dean work a case at the same place where the boys from Hell Hound's Lair, Ed Zeddmore and Harry Spangler, are shooting the pilot for their reality show "Ghost Facers." Every leap year, at midnight, a ghost who used to be a janitor at a local hospital and bring dead bodies home to play with, kills people and brings their corpses to the Morton House for company. Their spirits remain trapped in the house as well as any living person in the house at midnight. Sam and Dean become trapped in the house with the Ghost Facers crew and must figure out how to kill the ghost as it hunts them one by one.

 LONG DISTANCE CALL

People are getting phone calls from loved ones who have died telling them to kill themselves. Dean receives a call from John (guest star Jeffrey Dean Morgan) and he tells Dean that he knows who the demon is and how to get out of the contract that will send his soul to Hell. Sam and Dean argue because Sam distrusts the information that Dean is receiving by phone, but Dean is convinced that it's his father and follows the advice he is given to try and save himself. However the Crocotta (a scavenger demon that lures people into the dark by repeatedly saying "Come to me" and then devours their soul) is using the radio station to lure people to it by committing suicide.

 TIME IS ON MY SIDE

Sam convinces Dean to go to Erie, Pennsylvania, to investigate a possible zombie. But they end up meeting Doctor Benton (guest star Billy Drago), a real doctor who abandoned his work in 1816 to follow his obsession of finding the key to eternal life. He drugs people and harvests their internal organs to replace his. Meanwhile, Bobby finds out where Bela is and Dean leaves Sam to deal with the doctor alone while he confronts Bela. Bela then reveals that she is on a contract to Lilith and dies in the final scene. Meanwhile Sam is captured by the doctor, but Dean helps him escape and ends up trapping the doctor, who is buried for the rest of his life.

 NO REST FOR THE WICKED

With only 30 hours left before Dean's deal is up, Sam and Bobby search for Lilith, who holds the contract. After locating Lilith in New Harmony, Indiana, Sam summons Ruby for help despite Dean's protests. They decide they can't trust her and steal her demon killing knife and depart for New Harmony. Lilith is holding a family hostage while using the body of their little girl as a host. Sam, Dean, and Bobby take on Lilith and her demons in a last effort to save Dean's life. Lilith departs the body of the little girl and takes the body of Ruby, unbeknownst to Sam and Dean. The clock tolls for midnight, after Dean tells an upset Sam to keep fighting. Dean sees the hellhound and runs into a room of the house. Ruby promises that she can fight it off, asking for her Dagger. Dean tells Sam that it isn't Ruby, and they fight. Sam tries a last minute bargain, to no avail. Lilith lets in the hellhound, and it claws Dean to death. Lilith attempts to kill Sam, but he's too strong for her powers. As Sam tries to stab Lilith, she leaves the host body, and Sam realizes that Dean is gone. He cries over his brother's dead body. The audience sees Dean in Hell, hung on hooks in a web of chains, crying out for Sam's help.