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Winchester Brothers
quotes

Eric Kripke Era[]

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“'Night, Sam.”
— Dean's first words in the show in 1x01, Pilot
“Take your brother outside as fast as you can — don't look back. Now, Dean! Go!”
— John tells Dean to carry Sam out of the fire in 1x01, Pilot
Dean“Whoa, easy, tiger.”
Sam“Dean? You scared the crap out of me!”
Dean“That's 'cause you're out of practice.[…] Or not. Get off of me.”
— Dean tackles Sam to the ground in 1x01, Pilot
Sam“What the hell are you doing here?”
Dean“Well, I was looking for a beer.”
Sam“What the hell are you doing here?”
Dean“Okay. All right. We gotta talk.”
Sam“Uh, the phone?”
Dean“If I'd'a called, would you have picked up?”
— 1x01, Pilot
Dean, to Jess“Anyway, I gotta borrow your boyfriend here, talk about some private family business. But, uh, nice meeting you.”
Sam“No, whatever you want to say, you can say it in front of her.”
Dean“Okay. Um. Dad hasn't been home in a few days.”
Sam“So he's working overtime on a Miller Time shift. He'll stumble back in sooner or later.”
Dean“Dad's on a hunting trip. And he hasn't been home in a few days.”
Sam“Jess, excuse us. We have to go outside.”
— Dean gets Sam to hear him out in 1x01, Pilot
Sam“I swore I was done hunting. For good.”
Dean“Come on. It wasn't easy, but it wasn't that bad.”
Sam“Yeah? When I told Dad I was scared of the thing in my closet, he gave me a .45.”
Dean“Well, what was he supposed to do?”
Sam“I was nine years old! He was supposed to say, don't be afraid of the dark.”
Dean“Don't be afraid of the dark? Are you kidding me? Of course you should be afraid of the dark. You know what's out there.”
— 1x01, Pilot
Dean“I can't do this alone.”
Sam“Yes you can.”
Dean“Yeah, well, I don't want to.”
Sam“What was he hunting?”
— Dean and Sam in 1x01, Pilot
Sam“I swear, man, you've gotta update your cassette tape collection.”
Dean“Why?”
Sam“Well, for one, they're cassette tapes. And two. Black Sabbath? Motörhead? Metallica? It's the greatest hits of mullet rock.”
Dean“Well, house rules, Sammy. Driver picks the music, shotgun shuts his cakehole.”
Sam“You know, Sammy is a chubby twelve-year-old. It's Sam, okay?”
Dean“Sorry, I can't hear you, the music's too loud.”
— 1x01, Pilot
Sam“Hey, Dean? What I said earlier, about Mom and Dad, I'm sorry.”
Dean“No chick-flick moments.”
Sam“All right. Jerk.”
Dean“Bitch.”
— Sam apologizes to Dean in 1x01, Pilot
Dean“You know, we made a hell of a team back there.”
Sam“Yeah.”
— 1x01, Pilot
“We got work to do.”
— Sam gets back on the road with Dean in 1x01, Pilot
Dean“You wanna drive for a while?”
Sam“Dean, your whole life you never once asked me that.”
Dean“Just thought you might want to. Never mind.”
— Dean is worried about Sam in 1x02, Wendigo
“I think he wants us to pick up where he left off. You know, saving people, hunting things. The family business.”
— Dean in 1x02, Wendigo
“You're my brother and I'd die for you, but there are some things I need to keep to myself.”
— Sam to Dean in 1x05, Bloody Mary
Sam“How much do you actually remember?”
Dean“About that night, you mean?[…] Not much. I remember the fire… The heat. And then I carried you out the front door.”
Sam“You did?”
Dean“Yeah, what, you never knew that?”
Sam“No.”
— Sam learns Dean carried him out of the fire in 1x09, Home
“You’ve always known what you want. And you go after it. You stand up to Dad. And you always have. Hell, I wish I—anyway… I admire that about you. I’m proud of you, Sammy.”
— Dean to Sam in 1x11, Scarecrow
Meg“But I don’t understand. You’re running back to your brother? The guy you ran away from? Why, because he won’t pick up his phone? Sam—come with me to California.”
Sam“I can’t. I’m sorry.”
Meg“Why not?”
Sam“He’s my family.”
— Sam comes to Dean's rescue in 1x11, Scarecrow
“I still wanna find Dad. And you’re still a pain in the ass. But, Jess and Mom—they’re both gone. Dad is God knows where. You and me. We’re all that’s left. So, if we’re gonna see this through, we’re gonna do it together.”
— Sam to Dean in 1x11, Scarecrow
“Hold me, Sam. That was beautiful.”
— Dean to Sam in 1x11, Scarecrow
Sam“Aren't you worried, man? Aren't you worried I could turn into Max or something?”
Dean“Nope. No way. You know why?”
Sam“No. Why?”
Dean“Cause you got one advantage Max didn't have.”
Sam“Dad? Because Dad's not here, Dean.”
Dean“No. Me. As long as I'm around, nothing bad is gonna happen to you.”
— Dean and Sam in 1x14, Nightmare
“When we were young, I pretty much pulled him from a fire. And ever since then, I’ve felt responsible for him. Like it’s my job to keep him safe. I’m just afraid if we don’t find him fast—please. He’s my family.”
— Dean to Deputy Kathleen Hudak in 1x15, The Benders
Sam“I mean, what are you gonna do when it’s all over?[…] There’s got to be somethin’ that you want for yourself—”
Dean“Yeah, I don’t want you to leave the second this thing’s over, Sam.[…] Why do you think I drag you everywhere? Huh? I mean, why do you think I came and got you at Stanford in the first place?”
Sam“‘Cause Dad was in trouble. ‘Cause you wanted to find the thing that killed Mom.”
Dean“Yes, that, but it’s more than that, man. You and me and Dad—I mean, I want us… I want us to be together again. I want us to be a family again.”
Sam“Dean, we are a family. I’d do anything for you. But things will never be the way they were before.”
Dean“Could be.”
Sam“I don’t want them to be. I'm not gonna live this life forever. Dean, when this is all over, you’re gonna have to let me go my own way.”
— Dean and Sam in 1x16, Shadow
John“Most important…”
Dean“Watch out for Sammy.”
— Dean and John talking about Dean's responsibilities in 1x18, Something Wicked
Michael“You said you were a big brother”
Dean“Yeah.”
Michael“You'd take care of your little brother? You'd do anything for him?”
Dean“Yeah I would.”
— Dean and Michael talking about their little brothers in 1x18, Something Wicked
“If hunting this demon means getting yourself killed then I hope we never find the damn thing.[…] Sam look. The three of us… That's all we have… And it's all I have. Sometimes I feel like I'm barely holding it together man… And without you or Dad…”
— Dean to Sam in 1x21, Salvation
“Killing that guy, killing Meg. I didn’t hesitate, I didn’t even flinch. For you or Dad, the things I’m willing to do or kill, it’s just, uh… It scares me sometimes.”
— Dean to Sam in 1x22, Devil's Trap

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Sam“It's good to hear from you, man. It hasn't been the same without you, Dean.”
Dean“Damn straight.”
— Sam and Dean communicate via a Ouija board in 2x01, In My Time of Dying
“Dean, you gotta hold on. You can't go, man, not now. We were just starting to be brothers again.”
— Sam talks to an unconscious Dean in 2x01, In My Time of Dying
John“I want you to watch out for Sammy, okay?”
Dean“Yeah, dad, you know I will. You're scaring me.”
— 2x01, In My Time of Dying
“Come here. I'm gonna lay my head gently on your shoulder. Maybe we can cry, hug, and maybe even slow dance.”
— Dean to Sam in 2x02, Everybody Loves a Clown
Sam“Well, before we go stabbing things into Cooper, we're going to want to make damn sure it's him.”
Dean“Oh, you're such a stickler for details, Sammy.”
— Some light banter between the brothers in 2x02, Everybody Loves a Clown
Gordon“Well, lighten up a little, Sammy.”
Sam“He's the only one who gets to call me that.”
— Sam says only Dean gets to call him Sammy in 2x03, Bloodlust
Dean“I hate 'em. I do. When I killed that vampire at the mill I didn't even think about it; hell, I even enjoyed it.”
Sam“You didn't kill Lenore.”
Dean“No, but every instinct told me to. I was gonna kill her. I was gonna kill 'em all.”
Sam“Yeah, Dean, but you didn't. And that's what matters.”
Dean“Yeah. Well, 'cause you're a pain in my ass.”
Sam“Guess I might have to stick around to be a pain in the ass, then.”
Dean“Thanks.”
Sam“Don't mention it.”
— 2x03, Bloodlust
Sam“Dean, I don't scare easy, but man, you're scaring the crap out of me.[…] You're lucky this turned out to be a real case. Because if it wasn't you would have just found something else to kill.[…] You're on edge, you're erratic - except for when you're hunting, because then you're downright scary. You're tailspinning, man. And you refuse to talk about it and you won't let me help you.”
Dean“I can take care of myself, thanks.”
Sam“No, you can't. And you know what? You're the only one who thinks you should have to. You don't have to handle this on your own, Dean, no one can.”
Dean“Sam, if you bring up Dad's death one more time I swear…”
Sam“Stop. Please, Dean, it's killing you. Please. We've already lost Dad. We've lost Mom. I've lost Jessica. And now I'm going to lose you too?”
Dean“[…] I hear you. Okay? Yeah, I'm being an ass. And I'm sorry.”
— Dean apologizes to Sam in 2x04, Children Shouldn't Play with Dead Things
“Come on, give me a break. You're not a murderer, Sam! You don't have it in your bones.”
— Dean tries to dismiss Sam's concerns in 2x05, Simon Said
Dean“Los Angeles, California.[…] Young girl's been kidnapped by an evil cult.”
Sam“Yeah? Girl got a name?”
Dean“Katie Holmes.”
Sam“That's funny. And for you, so bitchy.”
— Dean shares some gossip with Sam in 2x06, No Exit
Dean to Jeff Krause“Hey, thanks for the law review, Matlock.”
Later, Sam to Jeff Krause“Sure thing, Matlock.”
Jeff Krause, in response“You two really are brothers, aren't you?”
—2x07, The Usual Suspects
Sam“We'll just improvise. I mean, we're pretty good at that.”
Diana Ballard“Yeah. I've noticed.”
— 2x07, The Usual Suspects
Dean“Well, what do they got on you?”
Sam“I'm sure they just haven't posted it yet.”
— Dean teases Sam in 2x08, Crossroad Blues
“What the hell's happened to you?[…] You might kill an innocent man, and you don't even care! You don't act like yourself anymore, Dean. Hell, you know what? You're acting like one of those things out there.”
— Sam is worried about Dean in 2x09, Croatoan
Dean“Nobody is shooting my brother.”
Duane“He isn't gonna be your brother much longer. You said it yourself.”
Dean“Nobody is shooting anyone!”
Duane“You were gonna shoot me!”
Dean“You don't shut your pie-hole, I still might!”
— 2x09, Croatoan
“I'm gonna say this one time — you make a move on him, you'll be dead before you hit the ground. You understand me? I mean, do I make myself clear?!”
— Dean refuses to let Mark kill Sam in 2x09, Croatoan
Sam“Dean, don't do this. Just get the hell out of here.”
Dean“No way.”
Sam“Give me my gun, and leave.”
Dean“For the last time, Sam. No.”
Sam“This is the dumbest thing you've ever done.[…] Dean, I'm sick. It's over for me. It doesn't have to be for you.”
Dean“No?”
Sam“No, you can keep going.”
Dean“Who says I want to?”
— Dean refuses to leave Sam in 2x09, Croatoan
“You do that to my brother, I'll kill you!”
— Dean when Gordon tries to kill Sam in 2x10, Hunted
Sam“Harm's way doesn't really bother me.”
Ava“No, but you are walking right into my vision. I mean, this is how you die.”
Sam“Doesn't matter. It's my brother.”
— Sam and Ava talk about rescuing Dean in 2x10, Hunted
Dean“Of course, the most troubling question is why do these people assume we're gay?”
Sam“Well, you are kinda butch. Probably think you're overcompensating.”
— 2x11, Playthings
Bobby“What's going on with you two?[…] You're bickering like an old married couple.”
Dean“No, see married couples can get divorced. Me and him, we're like, uh, Siamese twins.”
Sam“It's conjoined twins!”
Dean“See what I mean?”
— Sam an Dean bickering in 2x15, Tall Tales
Randall“Why are you inside, kid?”
Sam“'Cause I got an idiot for a brother.”
— Sam and Dean go to prison in 2x19, Folsom Prison Blues
Dean“It was just a wish. I wished for Mom to live. That Mom never died, we never went hunting and you and me just never uh… You know.”
Sam“Yeah. Well, I'm glad we do. And I'm glad you dug yourself out, Dean.”
— 2x20, What Is and What Should Never Be
“I got this brother, right? And he’s always telling me how he’s gonna watch out for me, how everything’s gonna be okay. You know, kind of like I’ve been telling them.[…] I don’t know if I believe it this time. I mean, the size of what’s coming – it’s bigger than anyone has ever seen. I mean, it’s gonna get bad. And I don’t know if—”
— Sam about Dean 2x21, All Hell Breaks Loose: Part One
Bobby“Dean… I hate to bring this up, I really do. But don't you think maybe it's time… We bury Sam?”
Dean“No.”
Bobby“We could… Maybe…”
Dean“What? Torch his corpse? Not yet.”
Bobby“I want you to come with me.”
Dean“I'm not going anywhere.”
Bobby“Dean, please.[…] I just don't think you should be alone, that's all. I gotta admit, I could use your help. Something big is going down – end-of-the world big.”
Dean“Well, then let it end!”
— 2x22, All Hell Breaks Loose: Part Two
“You know, when we were little— and you couldn't been more than 5— you just started asking questions. How come we didn't have a mom? Why do we always have to move around? Where'd Dad go when he'd take off for days at a time? I remember I begged you, "Quit asking, Sammy. Man, you don't want to know. "I just wanted you to be a kid… Just for a little while longer. I always tried to protect you… Keep you safe… Dad didn't even have to tell me. It was just always my responsibility, you know? It's like I had one job… I had one job… And I screwed it up. I blew it. And for that, I'm sorry. I guess that's what I do. I let down the people I love. I let Dad down. And now I guess I'm just supposed to let you down, too. How can I? How am I supposed to live with that? What am I supposed to do? Sammy. God. What am I supposed to do? WHAT AM I SUPPOSED TO DO?!”
— Dean talking to Sam's dead body in 2x22, All Hell Breaks Loose: Part Two
Crossroads Demon“Following in Daddy's footsteps. You wanna make a deal. Little Sammy back from the dead, and—let me guess— you're offering up your own soul?”
Dean“There are a hundred other demons who'd love to get their hands on it. And it's all yours. All you got to do is bring Sam back. And give me ten years— ten years, and then you come for me.”
— 2x22, All Hell Breaks Loose: Part Two
“I couldn't let him die, Bobby. I couldn't. He's my brother.”
— Dean about Sam in 2x22, All Hell Breaks Loose: Part Two
Sam“Did you sell your soul for me, like Dad did for you?[…] Tell me the truth. Dean, tell me the truth. How long do you get?”
Dean“One year. I got one year.”
Sam“You shouldn't've done that. How could you do that?”
Dean“Don't get mad at me. Don't you do that. I had to. I had to look out for you. That's my job.”
Sam“And what do you think my job is?[…] You've saved my life over and over. I mean, you sacrifice everything for me. Don't you think I'd do the same for you? You're my big brother. There's nothing I wouldn't do for you. And I don't care what it takes, I'm gonna get you out of this. Guess I gotta save your ass for a change.”
— Dean and Sam in 2x22, All Hell Breaks Loose: Part Two

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Sam“How could you make that deal, Dean?”
Dean“'Cause I couldn't live with you dead. Couldn't do it.”
— Dean in 3x01, The Magnificent Seven
Sam“Dude, drop the attitude, Dean. Quit turning everything into a punch line. And you know something else? Stop trying to act like you're not afraid.”
Dean“I'm not!”
Sam“You're lying. And you may as well drop it 'cause I can see right through you.[…] You're scared, Dean. You're scared because your year is running out, and you're still going to Hell, and you're freaked.”
Dean“And how do you know that?”
Sam“Because I know you!”
Dean“Really?”
Sam“Yeah, I've been following you around my entire life! I mean, I've been looking up to you since I was four, Dean. Studying you, trying to be just like my big brother. So yeah, I know you. Better than anyone else in the entire world. And this is exactly how you act when you're terrified. And, I mean, I can't blame you. It's just…[…] I wish you would drop the show and be my brother again. 'Cause… Just 'cause.”
Dean“All right”
— Dean and Sam in 3x07, Fresh Blood
Sam“What's with the auto shop? What, you don't mean you want—”
Dean“Yeah, I do. You fix it.”
Sam“Dean, you barely let me drive this thing.”
Dean“Well, it's time. You should know how to fix it. You're gonna need to know these things for the future. And besides, that's my job, right? Show my little brother the ropes?”
— Dean asks Sam to fix the impala in 3x07, Fresh Blood
“I mean I can’t just sit around, drinking eggnog, pretending everything’s okay, when I know next Christmas you’ll be dead. I just can’t.”
— Sam explains to Dean why he doesn't want to celebrate Christmas in 3x08, A Very Supernatural Christmas
Sam“Here, take this.”
Dean“No. No, that’s for Dad.”
Sam“Dad lied to me. I want you to have it.”
Dean“You sure?”
Sam“I’m sure.”
Dean“Thank you, Sam. I–I love it.”
— Sam gives Dean the Samulet in 3x08, A Very Supernatural Christmas
Dean“You were right.[…] I wanted to believe so badly that there was a way outta this. I mean I'm staring down the barrel at this thing. You know, Hell. For real, forever, and I just…[…] I'm scared, Sam. I'm really scared.”
Sam“I know.”
Dean“I guess I was willing to believe anything. You know, the last act of a desperate man.”
Sam“There's nothing wrong with having hope, Dean.”
Dean“ Hope doesn't get you jack squat. I can't expect Dad to show up with some miracle at the last minute. I can't expect anybody to, you know. I mean the only person that can get me out of this thing is me.”
Sam“And me.”
Dean“And me?[…] Deep revelation, having a real moment here, that's what you come back with? And me?”
Sam“Uh… Do you want a poem?”
Dean“The moment's gone.”
— Dean and Sam in 3x14, Long—Distance Call
Sam“I was just trying to help.”
Dean“You're not helping! You forget that if I welch on this deal, you die. Guess what, living forever is welching.”
Sam“Fine! Then, whatever the magic pill is, I'll take it too!”
Dean“Oh, what is this? Sid and Nancy? No.”
— Dean and Sam in 3x15, Time Is on My Side
Dean“Sammy, be careful.”
Sam“You too.”
— Dean and Sam after a disagreement in 3x15, Time Is on My Side
Dean“Sam. We are not gonna make the same mistake all over again.[…] Don't you see a pattern here? Dad's deal, my deal, now this? I mean every time one of us is – is – is up the creek the other is begging to sell their soul. That's all this is, man.[…]”
Sam“And if it'll save you…”
Dean“Why even risk it?”
Sam“Because you're my brother. Because you did the same thing for me.”
Dean“I know… And look how that turned out. All I'm saying… Sammy, all I'm saying is that you're my weak spot. You are. And I'm yours.”
Sam“You don't mean that. We're… we're family.”
Dean“I know. And those evil sons of bitches know it too. I mean, what we'll do for each other, you know, how far we'll go? They're using it against us.”
— Dean and Sam in 3x16, No Rest for the Wicked
Sam“I'm not gonna let you go to hell, Dean!”
Dean“Yes, you are! Yes, you are. I'm sorry. I mean this is all my fault, I know that. But what you're doing, it's not gonna save me. It's only gonna kill you.”
Sam“Then, what am I supposed to do?”
Dean“Keep fighting. Take care of my wheels. Sam, remember what Dad taught you… Okay? And remember what I taught you.”
— Dean and Sam in 3x16, No Rest for the Wicked

This section is in need of major improvement. Please help improve this article by editing it.

Ruby/Kathy“So are you two like… Together?”
Sam“What? No. No. He's my brother.”
Ruby/Kathy“Uh… Got it. I… I guess. Look, I should probably go.”
— The brothers are reunited in 4x01, Lazarus Rising
Sam“Look, Dean, I wish I had done it, all right?[…] I tried everything. That's the truth. I tried opening the Devil's Gate. Hell, I tried to bargain, Dean, but no demon would deal, all right? You were rotting in Hell for months. For months, and I couldn't stop it. So I'm sorry it wasn't me, all right? Dean, I'm sorry.”
Dean“It's okay, Sammy. You don't have to apologize, I believe you.”
— Sam about Dean in 4x01, Lazarus Rising
“I don't want ten years. I don't want one year. I don't want candy! I want to trade places with Dean.”
— 4x09, I Know What You Did Last Summer
Anna“Ruby's not like other demons. She saved my life.”
Dean“Yeah, I hear she does that. I guess I… You know.”
Ruby“What?”
Dean“I guess I owe you for… Sam. And I just wanted… You know…”
Ruby“Don't strain yourself.”
Dean“Okay, then. Is the moment over? Good, 'cause that was awkward.”
— Dean hates Ruby but still tries to thank her because she saved Sam's life in 4x09, I Know What You Did Last Summer
Dean“That kid's dead.[…] I'm gonna rip his lungs out!”
Sam“It's not a big deal.”
Dean“Not a big deal? Sammy, look at yourself. If Dad was here —”
Sam“He's not.”
Dean“Well, I am! And as soon I'm finished with that dick —”
Sam“Shut up, okay?! I don't need your help.”
Dean“That's right, you don't. You could have torn him apart. So why didn't you?”
— Dean is angry Sam is getting bullied in 4x13, After School Special
Sam“Do I know you?”
Dean“I don't think so.”
Sam“I'm sorry, man, you just look really familiar.”
Dean“Save it for the health club, pal.”
— 4x17, It's a Terrible Life
Sam“Can I ask you a question?”
Dean“Look, man, I told you, I'm not into the, uh—”
Sam“Oh dude, come on, I'm not either. I just wanna ask you one question.”
— 4x17, It's a Terrible Life
Sam“Nice catch.”
Dean“Right?”
Sam“That was amazing.”
Dean“Right? Right?[…] Man, I gotta tell you, I've never had so much fun in my life.”
Sam“Me neither.”
— 4x17, It's a Terrible Life
“Hey, it's me. Uh… Look, I'll just get right to it. I'm still pissed… And I owe you a serious beatdown. But… I shouldn't have said what I said. You know, I'm not Dad. We're brothers. You know, we're family. And, uh… No matter how bad it gets, that doesn't change. Sammy, I'm sorry.”
— Dean leaves Sam a message in 4x22, Lucifer Rising
“You can take your peace… And shove it up your lily-white ass. 'Cause I'll take the pain and the guilt. I'll even take Sam as is. It's a lot better than being some Stepford bitch in paradise.”
— Dean to Castiel in 4x22, Lucifer Rising

This section is in need of major improvement. Please help improve this article by editing it.

“"And then Sam touched—" No. "—caressed Dean's clavicle. 'This is wrong,' said Dean. 'Then I don't want to be right,' replied Sam, in a husky voice."”
— Becky writes Wincest fanfiction in 5x01, Sympathy for the Devil
Sam“Is there something you want to say to me?”
Dean“I tried, Sammy. I mean, I really tried. But I just can't keep pretending that everything's all right. Because it's not. And it's never going to be. You chose a demon over your own brother — and look what happened.”
Sam“I would give anything—anything—to take it all back.”
Dean“I know you would. And I know how sorry you are. I do. But, man… You were the one that I depended on the most. And you let me down in ways that I can't even… I'm just—I'm having a hard time forgiving and forgetting here. You know?”
Sam“What can I do?”
Dean“Honestly? Nothing. I just don't… I don't think that we can ever be what we were. You know? I just don't think I can trust you.”
— Dean and Sam in 5x01, Sympathy for the Devil
“We're not stronger when we're together, Sam. I think we're weaker. Because whatever we have between us—love, family, whatever it is—they are always gonna use it against us. And you know that.”
— Dean to Sam in 5x04, The End
“Maybe we are each other's Achilles heel. Maybe they'll find a way to use us against each other, I don't know. I just know we're all we've got. More than that. We keep each other human.”
— Dean to Sam in 5x04, The End
Dean“It's just that this is our first real case, back at it together. You know, I, I think we oughta ease into it, put the training wheels back on.”
Sam“So you think I need training wheels.”
Dean“No, 'we'. 'We' need training wheels, you and me. As a team. Okay?”
Sam“Okay.”
Dean“Man, I really want this to be a fresh start, you know? For the both of us.”
Sam“Okay.”
— 5x05, Fallen Idols
Sam“if we're gonna be a team, you and I—it has to be a two—way street.”
Dean“So we just go back to the way we were before?”
Sam“No, because we were never that way before. Before didn't work. How do you think we got here?”
Dean“What's that supposed to mean?”
Sam“Dean, one of the reasons I went off with Ruby… Was to get away from you.[…] It made me feel strong. Like I wasn't your kid brother.”
Dean“Are you saying this is my fault?”
Sam“No, it's my fault. All I'm saying is that, if we're gonna do this, we have to do it different, we can't just fall into the same rut.”
Dean“What do you want me to do?”
Sam“You're gonna have to let me grow up, for starters.”
— 5x05, Fallen Idols
Dean“Hey, listen, I was thinking about what you said yesterday. About me keeping too tight of a leash on you. Hell, maybe you're right. I mean, look, I'm not exactly Mister Innocent in this whole mess either, you know. I did break the first seal.”
Sam“You didn't know.”
Dean“Yeah, well, neither did you. I'm not saying demon blood was a great way to go, but, you did kill Lilith.”
Sam“And start the apocalypse.”
Dean“Which neither of us saw coming, I mean, who'd have thought killing Lilith would've been a bad thing? Point is, I was so worried about watching your every move that I didn't see what it was actually doing to you. So, for that I'm sorry.”
Sam“Thanks.”
— Dean apologizes to Sam in 5x05, Fallen Idols
Dean“You wanna drive?”
Sam“You sure?”
Dean“Yeah, I could, uh… I could use a nap.”
— Dean asks Sam to drive in 5x05, Fallen Idols
“Why do you think you two are the vessels? Think about it. Michael, the big brother, loyal to an absent father, and Lucifer, the little brother, rebellious of Daddy's plan. You were born to this, boys. It's your destiny! It was always you! As it is in heaven, so it must be on earth. One brother has to kill the other.”
— Gabriel about Sam and Dean in 5x08, Changing Channels
“Oh My God. I love it when they talk at the same time!”
— Becky about Sam and Dean in 5x09, The Real Ghostbusters
“But to be Sam and Dean, to wake up every morning and save the world. To have a brother who would die for you. Well who wouldn't want that?”
— Demian about Sam and Dean in 5x09, The Real Ghostbusters
Dean“Oh. Well it must be nice to get out of your parent's basement. Make some friends.”
Demian“We're more than friends. We're partners.”
Dean“Oh. Wow. Ahem. Howdy partners.”
— The Sam and Dean cosplayers tell Dean they're a couple in 5x09, The Real Ghostbusters
“No, I can't read your LiveJournal short story. No, I get it, Sam and Dean really love each other. I just, uh… I don't need to see that.”
— Chuck in a in a 5x09, The Real Ghostbusters deleted scene
“Be my Valentine?”
— Dean hands Sam one of the hearts they're examining in 5x14, My Bloody Valentine
Walt“He made us and we just snuffed his brother, you idiot. You want to spend the rest of your life knowing Dean Winchester’s on your ass, ‘cause I don’t. Shoot 'im.”
Dean“Go ahead, Roy, do it. But I’m going warn you, when I come back I’m going to be pissed. C’mon! Let’s get this show on the road.”
— The explanation Walt gives to Roy for shooting Dean 5x16, Dark Side of the Moon
“Dad would never let us do anything like this. Thanks, Dean. This is great.”
— Sam hugs Dean in 5x16, Dark Side of the Moon
Dean“Wait a minute. Wait a minute. This? This is the night you ditched us for Stanford, isn’t it? This is your idea of heaven? Wow. This was one of the worst nights of my life.”
Sam“I can’t control this stuff.”
Dean“Seriously? I mean this is a happy memory for you?”
Sam“I don’t know. I mean, I was on my own. I finally got away from Dad.”
Dean“Yeah, he wasn’t the only one you got away from.”
Sam“Dean, I’m sorry. I just, uh…”
Dean“I know. You didn’t, you didn’t think of it like that.”
— 5x16, Dark Side of the Moon
Dean“So everybody gets a little slice of paradise.”
Ash“Pretty much. A few people share—special cases. What not.”
Dean“What do you mean ‘special’?”
Ash“Aw, you know. Like, uh, soulmates. Anyway. Most people can’t leave their own private Idaho’s.”
— Ash implies Sam and Dean are soulmates in 5x16, Dark Side of the Moon
“You can’t do this to me. I got one thing, one thing, keeping me going. You think you’re the only one white—knuckling it here, Dean? I can’t count on anyone else. I can’t do this alone.”
— Sam to Dean in 5x17, 99 Problems
“You know you can’t trust them, right? You know Sam and Dean Winchester are psychotically, irrationally, erotically codependent on each other, right?[…] Trust me, kid, when the heat gets hot, they're not gonna give a flying crap about you. Hell, they'd rather save each other's sweet bacon than save the planet.”
— Zachariah about Sam and Dean in 5x18, Point of No Return
Dean“I don’t get it. Sam, why are you doing this?”
Sam“Because… You’re still my big brother.”
— Sam and Dean in 5x18, Point of No Return
Sam“So, what changed your mind?”
Dean“Honestly? The damnedest thing. I mean, the world’s ending. The walls are coming down on us, and I look over to you and all I can think about is, “this stupid son of a bitch brought me here.” I just didn’t want to let you down.”
Sam“You didn’t. You almost did. But you didn’t.”
Dean“I owe you an apology.”
Sam“No, man. No, you don't.”
Dean“Just… Let me say this. I don't know if it's being a big brother or what, but to me, you've always been this snot—nosed kid that I've had to keep on the straight and narrow. I think we both know that that's not you anymore. I mean, hell, if you're grown—up enough to find faith in me… The least I can do is return the favor. So screw destiny, right in the face. I say we take the fight to them, and do it our way.”
— Dean and Sam in 5x18, Point of No Return
Bobby“Look, Sam's got a… Darkness in him. I'm not saying he don't. But he's got a hell of a lot of good in him, too.”
Dean“I know.”
Bobby“Then you know Sam will beat the devil… Or die trying. That's the best we could ask for. So I got to ask, Dean. What exactly are you afraid of? Losing? Or losing your brother?”
— Dean and Bobby talk about Sam in 5x21, Two Minutes to Midnight
“It never occurred to them that, sure, maybe they never really had a roof and four walls… But they were never, in fact, homeless.”
— Chuck in 5x22, Swan Song
Dean“Sammy, can you hear me?[…] Sammy? Are you in there?”
Lucifer“Oh, he's in here, all right. And he's gonna feel the snap of your bones. Every single one. We're gonna take our time.”
Dean“Sam, it's okay. It's okay. I'm here. I'm here. I'm not gonna leave you. I'm not gonna leave you.”
Sam“It's okay, Dean. It's gonna be okay. I've got him.”
— Sam takes back control from Lucifer in 5x22, Swan Song
“So, what's it all add up to? It's hard to say. But me, I'd say this was a test… for Sam and Dean. And I think they did all right. 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?”
— Chuck about Sam and Dean in 5x22, Swan Song

Sera Gamble Era[]

This section is in need of major improvement. Please help improve this article by editing it.

Death“Pick one.[…] Sam's soul or Adam's.[…] As a rule, I don't bring people back. I might make an exception once, not twice. So… Pick.”
Dean“Sam.”
— Dean asks Death to save Sam in 6x11, Appointment in Samarra
Dean“Check it out. This thing's friggin' awesome! Be my valentine.”
Sam“Dude, we're working. Put it back.”
Dean“Have a heart.”
Sam“Dean!”
Dean“Buzz kill.”
— Dean hands Sam the plastic heart from the dummy in 6x14, Mannequin 3: The Reckoning
Sam“Look, we keep our heads down, keep swinging. We'll lose some. Hopefully, we'll win more. And… I don't know. Anyway, for what it's worth, I got your back.”
Dean“Yeah, I know. ”
— 6x14, Mannequin 3: The Reckoning
Vision!Sam“Why is this so important to you?”
Sam“You know me. You know why. I'm not leaving my brother alone out there.”
— 6x22, The Man Who Knew Too Much

This section is in need of major improvement. Please help improve this article by editing it.

“If you’re gone, I swear, I am going to strap my Beautiful Mind brother into the car and I’m gonna drive us off the pier. You asked me how I was doing? Well, not good!”
— Dean to Bobby in 7x02, Hello, Cruel World
Dean“The – the gimp hand! Let me see it.[…] Hey. This is real. Not a year ago, not in Hell, now. I was with you when you cut it, I sewed it up! Look![…] This is different. Right? Then the crap that’s tearing at your walnut? I’m different. Right?[…] Hey. I am your flesh—and—blood brother, okay? I’m the only one who can legitimately kick your ass in real time. You got away. We got you out, Sammy.[…] Believe in that! Believe me, okay? You gotta believe me. You gotta make it stone number one and build on it. You understand?”
Sam“Yeah. Yeah, okay.”
— Dean and Sam in 7x02, Hello, Cruel World
“Oh, Dean. Quick question. How do you talk to girls?”
— A young Sam asks Dean for advice in 7x03, The Girl Next Door
“You know, you worry about him. All he does is worry about you. Who's left to live their own life here? The two of you — aren't you full up just playing Snuffleupagus with the Devil all the live long?”
— Bobby about Sam and Dean in 7x09, How to Win Friends and Influence Monsters
Sam“But just don't – don't get killed.”
Dean“I'll do what I can.”
— 7x13, The Slice Girls

Jeremy Carver Era[]

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“I know where I'm at my best, and that is right here, driving down crazy street next to you.”
— Dean in 8x03, Heartache
“Is it just me or are you getting a workplace—romance vibe from those two?”
— Michael Wheeler about Sam and Dean in 8x04, Bitten
“Dude, they just sat and talked about how they have been apart for a year. You were probably right about that whole office—romance thing.”
— Brian Wilcox about Sam and Dean in 8x04, Bitten
“Come on, Dean. You do not want to kill your brother. You — you've been protecting him your whole life. Don't stop now.”
— Garth talks to a possessed Dean in 8x06, Southern Comfort
“I lost my brother, Dean, a few months ago. It felt like my world imploded and came raining down on me, and… I ran.”
— Sam tells Amelia about Dean in 8x06, Southern Comfort
Sam“My, uh – my brother used to do that.”
Stan Thompson“[…] He a good guy?”
Sam“Yeah. Yeah, uh, he – he was… The best. Uh, I, uh… I lost him, and, uh, I ran.”
— Sam talks about Dean opening his beer bottles in 8x08, Hunteri Heroici
“Trust me – my brother's not someone you want to mess with.”
— Dean tells Benny about Sam in 8x09, Citizen Fang
Dean“Don't you have a girl to get back to?”
Sam“Yeah. I guess I do. Um… Since when are you on the Amelia bandwagon?”
Dean“I don't know. I'm just tired of all the fighting. And, you know, maybe I'm a little bit jealous. I could never separate myself from the job like you could. Hell, maybe it's time for at least one of us to be happy.”
— Dean and Sam in 8x10, Torn and Frayed
Dean“Because of the three trials crap — God's little obstacle course. We've been down roads like this before, man — with Yellow—Eyes, Lucifer, Dick friggin' Roman. We both know where this ends — one of us dies… Or worse.”
Sam“So, what — you just up and decided it's gonna be you?”
Dean“I'm a grunt, Sam. You're not. You've always been the brains of this operation.”
Sam“Dean—”
Dean“And you told me yourself that you see a way out. You see a light at the end of this ugly—ass tunnel. I don't. But I tell you what I do know — it's that I'm gonna die with a gun in my hand. 'Cause that's what I have waiting for me — that's all I have waiting for me. I want you to get out. I want you to have a life — become a Man of Letters, whatever. You, with a wife and kids and — and — and grandkids, living till you're fat and bald and chugging Viagra — that is my perfect ending, and it's the only one that I'm gonna get. So I'm gonna do these trials. I'm gonna do them alone — end of story. You're staying here. I'm going out there. If landshark comes knocking, you call me. If you try to follow me, I'm gonna put a bullet in your damn leg.”
— Dean and Sam in 8x14, Trial and Error
Sam“You were right, okay? I see light at the end of this tunnel. And I'm sorry you don't — I am. But it's there. And if you come with me, I can take you to it.”
Dean“Sam, Be smart.”
Sam“I am smart, and so are you. You're not a grunt, Dean. You're a genius — when it comes to lore, to — you're the best damn hunter I have ever seen — better than me, better than dad. I believe in you, Dean. So, please — please believe in me, too.”
— Dean and Sam in 8x14, Trial and Error
“Oh, by the way, got to hand it to you. It's been 15 hours since Portia mentioned her night with James, and not one bestiality joke out of you.”
— Sam congratulates Dean for not being stupid in 8x15, Man's Best Friend with Benefits
“Well, it's possible I was wrong.[…] I realize that the only way we've made it through it all is by hanging together. I trust you, Sammy. With this deal, locking those sons of bitches up in the furnace once and for all, it's too important not to. So if you say you're good… Then that's it. I'm with you 100%.”
— Dean to Sam in 8x15, Man's Best Friend with Benefits
“Listen, you know I am not one for praying, 'cause in my book it's… It's the same as begging. But this is about Sam, so I need you to hear me. We are going into this deal blind… And I don't know what's ahead or what it's gonna bring for Sam. Now, he's covering pretty good, but I know that he is hurting, and this one was supposed to be on me. So, for all that we've been through, I'm asking you… you keep a lookout for my little brother, okay?”
— Dean praying to Castiel for Sam in 8x16, Remember the Titans
“Listen, I may not be able to carry the burden that comes along with these trials… But I can carry you.”
— Dean to Sam in 8x17, Goodbye Stranger
Dean“I know you wanna help, I do, but—”
Sam“Dean, you cannot take care of the both of us. I need to be out here. Play through the pain, right?”
Dean“Come on man, don't quote me to me.”
— Sam tells Dean he's being overprotective in 8x20, Pac—Man Fever
“You guys fight like an old married couple.”
— Charlie about Sam and Dean in 8x20, Pac—Man Fever
“You gotta let me take care of you, man. You gotta let me help you get your strength back.”
— Dean to Sam in 8x21, The Great Escapist
“Sammy there is gonna take whatever shredded your friend and every other black-eyed bitch out there, and he's gonna get rid of them for good.[…] Father, over the past couple of months, I've seen him do crap that I didn't even think was possible. I mean, sure, he's miserable and he's hurting, but you know what? There's not a doubt in my mind that he's gonna cross that finish line – not one.”
— Dean is proud of Sam in 8x22, Clip Show
“We'll figure this out. We will. Man, we'll get it done. We'll kick it in the ass like we always do. Are you with me?”
— Dean to Sam in 8x22, Clip Show
Dean“You okay?”
Sam“Play through the pain, right?”
Dean“Attaboy.”
— 8x22, Clip Show deleted scene
Sam“You want to know what I confessed in there? What my greatest sin was? It was how many times I let you down. I can't do that again.[…] What happens when you've decided I can't be trusted again? I mean, who are you gonna turn to next time instead of me? Another angel, another — another vampire? Do you have any idea what it feels like to watch your brother just –”
Dean“Hold on, hold on! You seriously think that? Because none of it — none of it — is true. Listen, man, I know we've had our disagreements, okay? Hell, I know I've said some junk that set you back on your heels. But, Sammy… Come on. I killed Benny to save you. I'm willing to let this bastard and all the sons of bitches that killed mom walk because of you. Don't you dare think that there is anything, past or present, that I would put in front of you! It has never been like that, ever! I need you to see that. I'm begging you.”
— Dean and Sam in 8x23, Sacrifice

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“Sam, listen to me. I made you a promise in that church. You and me, come whatever. Well, hell, if this ain't whatever… But you got to let me in, man. You got to let me help. There ain't no me if there ain't no you.”
— Dean to Sam in 9x01, I Think I'm Gonna Like It Here
Sonny“So if you want, I'll stick my neck out for you, and I'll fight for you to stay.”
Dean“Sonny… Thank you – for everything. But I have to go.”
— Dean decides to leave with Sam in 9x07, Bad Boys
Sam“Dean… Thank you.[…] For always being there, for – having my back. Look, I know it always hasn't been easy…”
Dean“I don’t know what the hell you’re talking about.”
— Sam thanks Dean in 9x07, Bad Boys
Jody“After Bobby, Crowley… I needed something that made sense to me — you know, comfort, I guess.”
Sam“Yeah, I guess we're all looking for that.”
Jody“Except those that got it. Come on. You and Dean? That's something special, don't you think?”
— 9x08, Rock and a Hard Place
Castiel“Sam, the trials. You chose not to go through with them for a reason, didn't you? You chose to live rather than to sacrifice yourself. You and Dean… You chose each other.”
Sam“Yeah, I did. We did. And then… Dean made a choice for me.”
— Sam and Castiel talking about Dean in 9x11, First Born
To Sam“You know, I discarded you far too quickly, Sam. You're way more valuable than I thought you were.”
To Dean“Why would I knock myself out trying to sap your will? I think Sam here will get you to see things my way.”
— Cuthbert Sinclair wants to torture Sam to get Dean to agree to his terms in 9x16, Blade Runners
Dean“What happened with you being okay with this?”
Sam“I lied.”
Dean“Ain't that a bitch?”
— 9x23, Do You Believe in Miracles?
“I'm proud of us.”
— Dean to Sam in 9x23, Do You Believe in Miracles?

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Sam“I will save my brother or die trying.”
Crowley“You know what tickles me about all this? It's what's really eating you up. You don't care that he's a demon. Heck, you've been a demon. We've all been demons. No, it's that he's with me and he's having the time of his life. You can't stand the fact that he's mine.”
Sam“He's not your pet.”
Crowley“My pet? He's my best friend, my partner in crime. They'll write songs about us, graphic novels. “The Misadventures of Growley and Squirrel." Dean Winchester completes me, and that's what makes you lose your chickens.”
Sam“I am going to find you, I am going to save my brother, and then I'm going to kill you dead.”
— Crowley and Sam in 10x01, Black
Sam“It doesn't matter, all right? 'Cause whatever went down, whatever happened, we will fix it.[…]”
Dean“Why? You don't know what I've done. I might have it coming.”
Sam“Well, I don't care. Because you are my brother. And I'm here to take you home.”
— 10x02, Reichenbach
“You don’t get to quit. We don’t get to quit in this family! This family is all we have ever had!”
— Sam to Dean in 10x03, Soul Survivor
Dean“What did Sam say? Does he want a divorce?”
Castiel“I’m sure Sam knows that whatever you said or what you did, it wasn’t really you. It certainly wasn’t all you.”
Dean“I tried to kill him, Cass.”
Castiel“Dean. You two have been through so much. Look, you’re brothers. It’d take a lot more than trying to kill Sam with a hammer to make him want to walk away.”
Dean“You realize how screwed up our lives are that that even makes sense?”
— 10x03, Soul Survivor
Dean“What are they doing ?”
Marie“Oh ! Hum, they're rehearsing the B.M. scene.”
Dean“The bowel movement scene ?”
Marie“No ! The boy melodrama scene ! You know, the scene where the boys get together, and they're—they're driving, or leaning against Baby. Drinking a beer, sharing their feelings. The two of them. Alone. But together. Bonded. United. The power of the brotherly—”
Dean“Why are they standing so close together ?”
Marie“Hum… Reasons.”
Dean“You know they're brothers, right ?”
Marie“Well, duh ! But… Subtext.”
— 10x05, Fan Fiction
Siobhan!Dean“You're right, Sammy. Out on the road. Just the two of us.”
Marie!Sam“The two of us against the world.”
Sam“What she said.”
—10x05, Fan Fiction
“I don't need a symbol to remind me how I feel about my brother, so…”
— Dean about the Samulet in 10x05, Fan Fiction
Dean“Look, I know what you’re going to say, okay? But you were in deep.”
Sam“I know. I know. You saved me, and you saved Tina, and… Pulled a Dean Winchester. Thank you.”
Dean“Anytime.”
Sam“Look, man… Do I wish the mark was gone? Yes, of course. Absolutely, I do, but… I wanted you back. And now here you are, and you didn’t Hulk out, so… I’ll take the win. As for the rest of it—the mark, everything else… We’ll figure it out. We always do.”
— Dean and Sam in 10x12, About a Boy
“I guess I really understand now that… This is my life. I love it. But I can’t do it without my brother. I don’t want to do it without my brother. And if he’s gone, then I don’t…”
— Dean to Sam in 10x18, Book of the Damned
“Look at me. Look… At… Me. There she is. The first casualty of your misguided mission. But what’s another human life to you? Anything’s worth it, as long as you two make it out alive. And how’s that search going? Any closer to a cure?[…] You think Dean’s the wild card, the loose cannon. But don’t you see? Making deals with witches, opening Pandora’s box down there? You’re the reckless one. You’ll do anything to keep clinging to that doomed brother of yours. How many more will die, Sammy? You know it. You have to be stopped. And the only one who can stop you is you! Do it, Sammy! End this farce once and for all!”
— Suzie trying to convince Sam to commit suicide in 10x19, The Werther Project
“The universe is trying to tell us something we both should already know. We’re stronger together than apart.”
— Dean to Sam in 10x19, The Werther Project
Sam“I'm saving my brother.[…] Cass, look. I've been the one out there, messed up and scared. And alone. And Dean—”
Castiel“He did whatever he could to save you.”
Sam“Yes. I mean, it's become his thing. I owe him this. I owe him everything.”
— Castiel and Sam in 10x22, The Prisoner
“Even if I remove Dean from the playing field, we're still left with you, loyal, dogged Sam, who I suspect will never rest until he sets his brother free – will never rest until his brother is free of the Mark, which simply cannot happen, lest the Darkness be set free.”
— Death about Sam in 10x23, Brother's Keeper
“You summoned me because you knew I would do anything to protect you.”
— Sam to Dean in 10x23, Brother's Keeper

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“Saving people means all of the people, Dean. Not just that baby. Not just each other. I unleashed a force on this world that could destroy it… To save you.[…] And I'd do it again. In a second, I would do it again. And that is what I'm talking about. This isn't on you. It is on us. We have to change.”
— Sam to Dean in 11x01, Out of the Darkness, Into the Fire
“So… I know it's been a long time, but… Dean and I, we've — we've been through a lot of bad. But this is different. This is my fault, and I don't know how to fix it. And if I have to die, I've made my peace with that, but… Please. Dean deserves better. Dean deserves a life.”
— Sam praying to God in 11x02, Form and Void
Dean“Let's go home.”
Sam“You know what? We are home.”
— 11x04, Baby
Sam“I was kind of a lonely kid, Dean.”
Dean“You weren’t lonely. You had me!”
— Sam and Dean in 11x08, Just My Imagination
Sam“I’m a Winchester. I hunt monsters. Why would I want anything else?[…] Why can’t you be happy for me, Sully?”
Sully“Listen, buddy – I’m just afraid you’re going down a path you might be better off not going down.[…] You’re one of the bravest kids I know! It’s just… This whole hunting thing, you know, it’s not the only way. There are so many other ways. And you can find one, Sam. You can leave, right now.”
— I don’t want another way. I wanna be with my dad and… And Dean.[src]
Dean“Is it possible to control the situation because if Sam’s not safe it’s not happening.”
Crowley“Goodness mummy, loosen the grip.”
— Dean in 11x09, O Brother, Where Art Thou?
Sam“Do I look crazy?”
Rowena“Well, you do have unresolved issues with your domineering older brother and the abandonment by your father.”
— Rowena makes fun of Sam in 11x09, O Brother, Where Art Thou?
Lucifer“Whatever happened to the Sam Winchester who was bold, decisive, and ready to sacrifice for the greater good? […] And… So why did you let Dean talk you out of closing the gates of Hell? ‘Cos the old Sam never would’ve done that. Not ever. […] No wait, here’s my personal favorite, is you doing every stupid thing you could to cure the Mark, even after you knew it would go bad.”
Sam“My brother was dying!”
Lucifer“Yes! And you’d do anything to save him. And he’d do anything to save you. And that is the problem. Because of this… You’re so overcome by guilt that you can’t stand to lose Dean again and he could never lose you, and so instead of choosing the world you choose each other, no matter how many innocent people die.”
— Lucifer and Sam in 11x10, The Devil in the Details
Dean“Where’s Sam?”
Crowley“Don’t worry about Sam.”
Dean“I’m sorry. Have you met me?”
— Dean about Sam in 11x10, The Devil in the Details
Sam“I should've looked for you. When you were in Purgatory, I… I should've turned over every stone. But I didn't. I stopped. And I've never forgiven myself for it.”
Dean“Well… I have. Hey. That's in the past, man. What's done is done. All that matters now, all that's ever mattered, is that we're together.”
— 11x11, Into the Mystic
Sam“Hey. You said the soul eater made you see things, plural. So, what else did you see?”
Dean“I saw you, dead on the floor. What?”
Sam“How messed up are our lives, that you seeing a vision of dead—me is actually kind of comforting?”
— Dean tells Sam about his worst fear in 11x16, Safe House
“He won't leave you. And we won't last out there without him.”
— Corbin Tilghman tells Sam Dean won't leave him in 11x17, Red Meat
Dean“We need to talk about Sam.”
Billie“What about Sam?”
Dean“I need him back.”
Billie“Back?”
Dean“Stop playing. Look, you've got him, I need him. Let's make a deal.”
— Dean asks Bille to bring Sam back from the dead in 11x17, Red Meat
Billie“It's cute, though. You pretending you're trying to save Sam for the greater good, when we both know you're doing it for you. You can't lose him. But even if Sammy could win the title bout… The answer would still be “no.” The answer will always be “no.” Game's over, Dean. No more second chances. No more extra lives. Time to say bye—bye to Luigi, Mario.”
Dean“I'm asking you… I'm begging you, please. Bring him back. Bring him back and take me instead.”
Billie“I'm not here to bargain with you, kid. I'm here to reap you. And the kicker is… Sam's not dead. But you are. Or will be, soon enough.”
— Dean begs Bille to bring Sam back from the dead in 11x17, Red Meat
“I'm not leaving my brother!”
— Dean refuses to leave Sam in 11x20, Don't Call Me Shurley
Sam“You were gonna choose Amara over me. Over everything.”
Dean“Sam, no!”
Sam“Look, I'm sorry. I didn't mean that, Dean. I can't fight this. You got to go. You have to get out before you're infected. Go before I hurt you!”
Dean“No, I'm not leaving you – ever!”
— Dean refuses to leave Sam in 11x20, Don't Call Me Shurley
“You know, sometimes me and Sam have got so much going on that… We forget about everyone else.”
— Dean to Castiel in 11x23, Alpha and Omega
Dean“Come on. You know the drill. No chick-flick moments. Come on.”
Sam“Yeah, you love chick flicks.”
Dean“Yeah, you're right. I do. Come here.”
— Dean and Sam hug in 11x23, Alpha and Omega
“Me and Sam—we have had our fair share of fights—more than our share—but no matter how bad it got, we always made it right because we're family. I need him. He needs me. And when everything goes to crap, that's all you've got—family. Now you might be a—an all—powerful being… But I think you're human where it counts. You simply need your brother.”
— Dean to Amara 11x23, Alpha and Omega

Andrew Dabb Era[]

This section is in need of major improvement. Please help improve this article by editing it.

“When Dad disappeared, Sam and I looked around, and something became very clear. That the only thing we had in this world – the only thing, aside from this car – was each other.”
— Dean to Mary in 12x02, Mamma Mia
“Next time you hear me say that our family is messed up, remind me that we could be psycho goat people.”
— Dean to Sam in 12x18, The Memory Remains
Dean“You know, I was… Thinking about what bishop said. About… What do you think our legacy's gonna be? When we're gone, I mean, after all the stuff we've done, you think folks will remember us? You know, like, a hundred years from now?”
Sam“No.”
Dean“Oh, that's nice.”
Sam“Well, I mean… Guys like us, we're not exactly the type of people they write about in history books, you know?[…] But the people we saved, they're our legacy. And they'll remember us and then I guess… We'll eventually fade away, too. That's fine, because we left the world better than we found it, you know.”
Dean“I wonder what's gonna happen to this place. After we're gone, you think some hunter'll move in, keep fightin' the fight?”
Sam“Yeah, I hope so.”
Dean“Yeah. Me, too.”
— Dean and Sam talk about their legacy in 12x18, The Memory Remains
Sam“What are you doin'?”
Dean“Leaving our mark. Here.”
— Dean and Sam carve their initials into the library table as they did with the impala in 12x18, The Memory Remains
“I—I'll take a jacked—up Dean Winchester over any 10 other hunters any day.”
— Sam to Dean in 12x22, Who We Are
“I… I had to be… More than just a brother. I had to be a father and I had to be a mother, to keep him safe. And that wasn't fair. And I couldn't do it. And you wanna know what that was like? They killed the girl that he loved. He got possessed by Lucifer. They tortured him in Hell. And he lost his soul. His soul. All because of you. All of it was because of you. I hate you.”
— Dean to Mary in 12x22, Who We Are
“I understand… 'Cause I have made deals to save the ones I love more than once.”
— Dean to Mary in 12x22, Who We Are

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Sam“Don't get dead.”
Dean“You too.”
— 13x08, The Scorpion and the Frog
Sam“I gotta be honest, after everything, you're treating me like I—I deserve to be back at the kid's table or something.”
Dean“Sam, I'm not gonna apologize for protecting you.”
Sam“So that's what you think you're doing here?”
Dean“You remember what happened the last time we had front row tickets to the Lucifer/Michael show? 'Cause I do. You died… And went to Hell. But see, this time, the apocalypse isn't looking for us. We're actually looking for it. I don't care what happens to me. I never really have. But I do care about what happens to my brother.”
Sam“Dean, we're going to that place, and we're gonna save Jack and Mom. Together. And if something happens, we will deal with it together. And if we die? We'll do that together, too.”
— Dean and Sam in 13x20, Unfinished Business
“Lucifer has Sam. He has Jack. Cass, I don't have a choice!”
— Dean choses to say yes to Alternate Michael in 13x23, Let the Good Times Roll

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Sister Jo“Why would he say “yes” to you?”
Michael“Love.”
— Alternate Michael about Sam and Dean in 14x01, Stranger in a Strange Land
Castiel“I should never have gone to those demons.”
Sam“Cass, I — No, I—I—I don't blame you. I… Honestly, I—I wish I'd have thought of it first. If it meant finding Dean, I—I'd work with — I'd do anything.”
— 14x01, Stranger in a Strange Land
Dean“Well, I talked to Maggie. Says she can't wait to get back in the saddle.”
Sam“Really?”
Dean“Well, she learned from the best, huh?”
— 14x05, Nightmare Logic
“When I gave up Dean, you didn't think to question it, to ask why? Dean was resisting me. He was too attached to you.”
— Alternate Michael about Sam and Dean in 14x09, The Spear
“I love you for trying”
— Dean to Sam in 14x11, Damaged Goods
Sam“So… You came out here to see Donna, to see Mom on some – some what? Some sick, secret farewell tour? You were gonna leave, and you weren’t even gonna tell me. Me. Do you realise how messed up that is, how unfair that is?”
Dean“I didn’t have a choice! Sam, you’re the last person I could tell, the last person I could be around, ‘cause you’re the only one that could’ve talked me out of it. And I won’t be talked out of it. I won’t. I’m doing this. Now, you can either let me do it alone… Or you could help me. But I’m doing this.”
Sam“Alright.”
— Dean and Sam in 14x11, Damaged Goods
Sam“You know, Dean, you don't have to act like what you're planning to do is just business as usual. I know you're scared.”
Dean“Never said I wasn't scared. But it doesn't matter.”
Sam“Doesn't matter? Dean, we know we could die, uh, doing what we do. It's always a possibility. But what you're talking about is far worse than death. Michael's an archangel. He could literally keep you buried, in a coffin, alive forever.”
— Dean and Sam in 14x12, Prophet and Loss
Dean“You ever think about when we were kids?[…] I know I wasn't always the greatest brother to you.”
Sam“Dean, you were the one who was always there for me. The only one. I mean, you practically raised me.”
Dean“I know things got dicey… You know, with Dad… The way he was. And I just… I didn't always look out for you the way that I should've. I mean, I had my own stuff, you know. In order to keep the peace, probably looked like I took his side quite a bit. Sometimes, when I was… When I was away, you know it wasn't 'cause I just ran out, right? Dad would… He would send me away when I really pissed him off. I think you knew that.”
Sam“Man, I left that behind a long time ago. I had to. And if we're gonna get through this, I-I have to do like you said and… Try and keep my mind off where we're going. So if we could not have conversations that sound like… Deathbed apologies, I would really appreciate it.”
— 14x12, Prophet and Loss
Dean“Sorry.”
Sam““Sorry.” How sorry are you? Sorry that you fight to keep Donatello alive, but when it comes to you, you just throw in the towel? Or are you sorry that, after all these years, our entire lives, a—after I’ve looked up to you, after I’ve learned from you, I—I—I’ve copied you, I followed you to Hell and back… Are you sorry that all of that it – it – it means nothing now?”
Dean“Who’s saying that?”
Sam“You are, when you tell me I have to kill you. When you’re telling me that I have to just throw away everything we stand for, throw away faith, throw away family. We’re the guys who saved the world. We don’t just check out of it!”
Dean“Sam, I have tried everything. Everything! I got one card left to play and I have to play it.”
Sam“You have one card today! But we’ll find another tomorrow. But if you quit on us today, there will be no tomorrow! You tell me, uh, you don’t know what else to do. I don’t either, Dean. Not yet. But what you’re doing now, i—it’s – it’s wrong! It’s quitting! I mean, l—look what just happened. Donatello never quit fighting. So we could help him because he never gave up. I believe in us, Dean. I believe in us.[…] Why don’t you believe in us, too?”
Dean“Okay, Sam. Let’s go home.”
— Dean's resolves breaks when confronted by Sam in 14x12, Prophet and Loss
“When that day comes – if that day comes… Sam, you have to take it for what it is – the end. And you have to promise me that you’ll do then what you can’t do now, and that’s let me go.”
— Dean tells Sam he has to learn to let him go in 14x12, Prophet and Loss
Sam“Once we send Dad back… It's like none of this ever happened. He — He just goes back to — to… To being Dad.”
Dean“You saying you wish things would be different?”
Sam“Don't you? Can you imagine — Dad in the past, knowing then what he knows now? I… I think it would be nice.”
Dean“Yeah. I used to think that, too. But, uh… I mean, look, we've been through some tough times. There's no denying that. And for the longest time, I blamed Dad. I mean, hell, I blamed Mom, too, you know? I was angry. But say we could send Dad back knowing everything. Why stop there? Why not send him even further back and let some other poor sons of bitches save the world? But here's the problem. Who does that make us? Would we be better off? Well, maybe. But I got to be honest — I don't know who that Dean Winchester is. And I'm good with who I am. I'm good with who you are. 'Cause our lives — they're ours. And maybe I'm just too damn old to want to change that…”
— 14x13, Lebanon

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Dean“Because that’s not what he wants. Lilith said that… Chuck only likes one kind of ending. You kill me or I kill you.”
Sam“What?”
Dean“Yeah. Well, that’s not happening.”
Sam“Dean, my dreams, or visions, or whatever… They all end the same way. With us killing each other.”
— Sam and Dean in 15x05, Proverbs 17:3
Dean“You did good today, man. I did jack.”
Sam“You killed a witch, saved my ass.”
— Sam reassures Dean in 15x06, Golden Time
“You’re better than me at pretty much everything, okay? That’s okay. I’m not mad. I’m proud.”
— Dean to Sam in 15x06, Golden Time
“The Dean I know… The Dean who raised me – he'd never give up, no matter how bad things got.”
— Sam to Chuck in 15x09, The Trap
“I can't do it without you. I can't. Just like I couldn't do it today without you. I need my brother.”
— Sam to Dean in 15x11, The Gamblers
Dean“Dad should've let me go with him. You don't need me — I was babysitting you when I was your age.”
Sam“Pretty sure that's illegal.”
— 15x16, Drag Me Away (From You)
Dean“Sam, about the college thing. I don't know, but, we do make a good team. Right?”
Sam“Yeah, we do.”
— 15x16, Drag Me Away (From You)
“You gotta trust me. My entire life, you've protected me— from Dad, from Lucifer, from everything. I didn't always like it, you know, but… It's the one thing in the whole world that I could always count on. It's the only thing I've ever known that was true. So please… Put the gun away. Just put it away, and we'll figure it out, Dean, we'll find another way, you and me. We always do.”
— Sam to Dean in 15x17, Unity
“Everything you have ever done, the good and the bad, you have done for love. You raised your little brother for love.”
— Castiel to Dean in 15x18, Despair
“I'm fading pretty… I'm fading pretty quick, so… There's a few things that I need you to hear. Come here. Let me look at you. Yeah, there he is. I'm so proud of you, Sam. You know that? I've always looked up to you. Man, when we were kids, you were so damn smar… Smart. You never… You never took any of dad's crap. I never knew how you did that. And you're stronger than me. You always have been.”
— Dean to Sam in 15x20, Carry On
Dean“Hey, did I ever tell you… Did I ever tell you that night that, uh… that I ca… That I came for you when you were at school? You know, when dad hadn't come back from his hunting trip?”
Sam“Yeah, um… Uh, the Woman in White.”
Dean“The Woman in White. That's right. I must have stood outside your dorm for hours… Because I didn't… I didn't know what… What you would say. I thought you'd tell me to… To get lost or get dead. And I don't know what I would've done… If I didn't have you. 'Cause I was so scared. I was scared, 'cause when it all came down to it, it was always you and me. It's always been you… And me.”
Sam“Then don't leave me. Don't leave me.”
— Sam and Dean in 15x20, Carry On
Sam“Don't leave me. I can't do this alone.”
Dean“Yes, you can.”
Sam“Well, I don't want to.”
Dean“Hey. I'm not leaving you. I'm gonna be with you… Right here… Every day.”
— Sam and Dean in 15x20, Carry On
“I love you so much. My baby brother.”
— Dean to Sam in 15x20, Carry On
Dean“Well, I did not think this would be the day. But it is. It is, and that's… Man… that's okay. I need you to… I need you to promise me. I need you to… To… To tell me… That it's okay. I need you to tell me that it's okay.”
Sam“No.”
Dean“Look at me. Look at me. I need… I need… I need you to tell me that it's okay. I need you to tell me… Tell me it's okay…”
Sam“Dean… It's okay. You can go now.”
Dean“Goodbye, Sam. Goodbye.”
— Dean's last words to Sam in 15x20, Carry On
Dean“It's almost perfect.”
Bobby“He'll be along.”
— Dean and Bobby talking about Sam in 15x20, Carry On

The Winchesters[]

“I couldn't let our world get destroyed. Sam's still down there, okay? He deserves a good, long life. Hell, they all do. So if you want to cast me out of Heaven… So be it.”
— Dean to Jack in 1x13, Hey, That’s No Way to Say Goodbye