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Sam Winchester with his quote: "I miss him, man. And I feel guilty as hell. And I'm not alright. Not at all." | Source: Facebook.com/Supernatural
Sam Winchester with his quote: "I miss him, man. And I feel guilty as hell. And I'm not alright. Not at all." | Source: Facebook.com/Supernatural

34 Sad ‘Supernatural’ Quotes and Emotional Sayings from the Series

Dayna Remus
Jul 16, 2023
05:00 P.M.

Sam and Dean Winchester, from the "Supernatural" series, haven't always had it easy. Beyond the actors' superb acting, some of their one-liners truly touch the audience's heart, breaking it in the process. Read 34 quotes from these brothers' saddest moments.

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The popular series "Supernatural" has had fans in tears. They watched brothers and central characters Sam and Dean Winchester face tragedy and heartbreak time after time, leaving them praying for the relief of their favorite characters.

Sam has faced many dark experiences. He sometimes feels he is of no value and can't contribute to anything, leading to some soul-crushing one-liners. Dean has his demons, too, with a life fraught with suffering. Throughout the series, he has had to say goodbye to those he loves and lost all hope. However, perhaps the saddest of all was his astonishment at other individuals wanting to help him.

Read 34 quotes from both siblings that might leave you sobbing in your pillow before the article ends.

Dean Winchester with his quote: “Why is it my job to save these people? Why do I have to be some kind of hero?” | Source: Facebook.com/Supernatural

Dean Winchester with his quote: “Why is it my job to save these people? Why do I have to be some kind of hero?” | Source: Facebook.com/Supernatural

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Dean Winchester Quotes Filled with Sadness

"I hate you. And I love you." — Dean Winchester

"What am I supposed to do?!" — Dean Winchester

"I'm going to take care of you; I've got you, that's my job, right? Watch after my... little brother." — Dean Winchester

"I need you to keep the faith for both of us. 'Cause right now I...right now I don't believe in a damn thing." — Dean Winchester

“You know, I’m starting to get why parents lie to their kids. You want them to believe that the worst thing out there is to mix some Pop Rocks and Coke. Protect them from the real evil. You want them going to bed feeling safe. If that means lying to them, so be it. More I think about it…more I wish dad would’ve lied to us.” — Dean Winchester

Sam and Dean Winchester, with Dean's quote: “If this is my last day on earth, I do not want it to be socially awkward.” | Source: Facebook.com/Supernatural

Sam and Dean Winchester, with Dean's quote: “If this is my last day on earth, I do not want it to be socially awkward.” | Source: Facebook.com/Supernatural

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"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." — Dean Winchester

“You’re a doctor. You’re a medical professional. You’re trying to tell me that my brother’s life is in God’s hands? What, is that supposed to be a comfort? God has nothing to do with this equation at all.” — Dean Winchester

“If He doesn’t exist, fine. Bad... happens to good people. That’s how it is. There’s no rhyme or reason. Just random, horrible, evil. I get it, OK. I can roll with that. But if He is out there, what’s wrong with Him? Where the hell is He..? How does He live with Himself? You know, why doesn’t He help?” — Dean Winchester

“Nothing. It’s just…an angel and a demon, riding in the back seat. It’s like the setup to a bad joke. Or a Penthouse Forum letter.” — Dean Winchester

"Don't leave me...Goodbye Sam." — Dean Winchester

Sam and Dean Winchester, with Dean's quote: "I hate you. And I love you." | Source: Facebook.com/Supernatural

Sam and Dean Winchester, with Dean's quote: "I hate you. And I love you." | Source: Facebook.com/Supernatural

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“Listen, man, I know we’ve had our disagreements, OK? Hell, I know I’ve said some junk that set you back on your heels. But, Sammy…come on…Don’t you dare think that there is anything, past or present, that I would put in front of you!” — Dean Winchester

"I wish I didn't feel a damn thing." — Dean Winchester

“I just think it’s really interesting, this sudden obedience you have to Dad. It’s like, ‘Oh, what would Dad want me to do?’ Sam, you spent your entire life sluggin’ it out with that man. I mean, hell, you picked a fight with him the last time you ever saw him, and now that he’s dead, now you want to make it right? Well, I’m sorry, Sam, but you can’t. It’s too little, too late.” — Dean Winchester

Sam Winchester Quotes from Sad Moments on the Show

"It's okay. You can go now." — Sam Winchester

"I miss him, man. And I feel guilty as hell. And I'm not alright. Not at all." — Sam Winchester

Sam Winchester, with his quote: "I've got demon blood in me, Dean. This disease Pumping through my veins…” | Source: Facebook.com/Supernatural

Sam Winchester, with his quote: "I've got demon blood in me, Dean. This disease Pumping through my veins…” | Source: Facebook.com/Supernatural

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"It's okay, Dean. It's gonna be okay. I've got him." — Sam Winchester

"Take these. And one day, when you find your way back, let these be your guide. And they can help you remember what it was to be good. What it was to love." — Sam Winchester

"You know what I confessed in there? What my biggest sin was? It was how many times I let you down. I can't do that again." — Sam Winchester

"I don't think about our…Our fights. I think about you. I think about you on the floor of that hospital, and I think about how I never got to say goodbye." — Sam Winchester

"I've got demon blood in me, Dean. This disease Pumping through my veins and I can't rip it out or scrub it clean. I'm a whole new level of freak!" — Sam Winchester

Sam and Dean Winchester, with Sam's quote: "You know what I confessed in there? What my biggest sin was? It was how many times I let you down.” | Source: Facebook.com/Supernatural

Sam and Dean Winchester, with Sam's quote: "You know what I confessed in there? What my biggest sin was? It was how many times I let you down.” | Source: Facebook.com/Supernatural

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Dean and Sam Winchester's Emotional Quotes from Supernatural

“I feel like this whole place is bad-touching me.” — Dean Winchester

“I am your brother. See, deep down, I’m just jealous. You got friends. You could have a life. Me? I know I’m a freak. And sooner or later, everybody’s gonna leave me.” — Dean Winchester

“A wise man once told me, ‘family don’t end in blood.’ But it doesn’t start there either. Family cares about you, not what you can do for them family’s there; for the good, bad, all of it. They got your back, even when it hurts. That’s family. That sound like your mother?” — Dean Winchester

"Why don't you believe in us too?!" — Sam Winchester

"My name is Dean Winchester. Sam is my brother. Mary Winchester is my mother. And Cas is my best friend." — Dean Winchester

Sam and Dean Winchester, with Dean's quote: “I’m not gonna die in a hospital where the nurses aren’t even hot.” | Source: Facebook.com/Supernatural

Sam and Dean Winchester, with Dean's quote: “I’m not gonna die in a hospital where the nurses aren’t even hot.” | Source: Facebook.com/Supernatural

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“I think the world’s gonna end...But it doesn’t mean we shouldn’t fight. We do have choices. I choose to go down swingin.” — Dean Winchester

“You’re either laughing because you’re scared or you’re laughing because you’re stupid.” — Dean Winchester

“I’m not gonna die in a hospital where the nurses aren’t even hot.” — Dean Winchester

"I pushed it down. And the world kept nearly ending so I keep pushing it down." — Sam Winchester

“Why is it my job to save these people? Why do I have to be some kind of hero?” — Dean Winchester

Dean Winchester, with his quote: “But if He is out there, what’s wrong with Him? Where the hell is He..? How does He live with Himself?” | Source: Facebook.com/Supernatural

Dean Winchester, with his quote: “But if He is out there, what’s wrong with Him? Where the hell is He..? How does He live with Himself?” | Source: Facebook.com/Supernatural

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"I need your help, Dad." Dean Winchester

“If this is my last day on earth, I do not want it to be socially awkward.” — Dean Winchester

“The universe is trying to tell us something we both should already know. We’re stronger together than apart.” — Dean Winchester

“Oh, you’d like that, wouldn’t you? That’s what that whole speech was about? You’re not afraid to die, are you? You’re afraid to be left in these chains forever. Well, you can sit here and rot….” — Dean Winchester

Sam and Dean Winchester, with Dean's quote: “A wise man once told me, ‘family don’t end in blood.’ But it doesn’t start there either…”  | Source: Facebook.com/Supernatural

Sam and Dean Winchester, with Dean's quote: “A wise man once told me, ‘family don’t end in blood.’ But it doesn’t start there either…” | Source: Facebook.com/Supernatural

These two brothers have faced so many different types of suffering: isolation, rejection, grief, heartbreak, desperation, and the list goes on. While their hardships may not be easy to watch, the show can provide validation and understanding to those who have faced some or even more of these difficult issues.

Sometimes, stories are not just for entertainment. Instead, they reflect the narrative we have in our lives and make us feel less alone in the world.

To dive deeper into this story, read 35 Castiel Quotes Supernatural: Experience Heaven, Humor And Power.

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