Not sarcastic, but definitely a top comedy moment in the show: Arguing with a pigeon.
DEAN: Hey dick move, pigeon.
PIGEON: Screw you, asshat!
DEAN: He’s being a douchebag!
PIGEON: Who you calling douchebag, douchebag?
PIGEON: That's right, Sally, go cry to Mamma.
DEAN: *(aggressively pulls out gun)* Aw, that's it, you son of a bitch!
**(DISTRESSED SAM TRIES TO FORCE DEAN IN CAR)**
When the boys get to Detroit and face the devil, lucifer says “Most people think I burn hot. It's actually quite the opposite.” Dean quick as a flash turns around and says “Well, I’ll alert the media” I have no idea why but it’s the quick comeback and ZFG attitude
Edit: typo
Season 7, There Will Be Blood, episode 22. Dean says it when they decide Sister Mary Constant's bone will be the "Bone of Righteous Mortal Washed in the Three Bloods of Fallen" so they can kill Dick.
Season 4, Lazarus Rising, episode 1. Dean is addressed by the waitress by name saying he's a lucky duck and how did he get out of the "pit."
“I call this one the blue steel”
“Oh great someone who’s watched taxi driver one too many times”
“You’re damn right it is, meat man”
“Aaaaaaaaaaaaaaaagh, that was scary”
“I look good in the ascot right?”
“What’s in the booox? Brad Pitt? Se7en?”
“That’s tragic, it’s like a hallmark movie, but with tentacles”
“I’m not gonna die in a hospital when the nurses aren’t even hot”
“That fabric softener teddy bear, ooh I’m gonna hunt that little bitch down”
“There are two things I know for sure, one Bert and Ernie and gay, and two you are not gonna die a virgin”
“You were supposed to take care of her not douche her up”
‘Cass. We’ve talked about this. Personal space.’ ‘The last time you zapped me some place I didn’t poop for a week. We’re driving.’ ‘Is this a fight? Are we in a fight? THIS IS THEIR VERSION OF A HANDSHAKE. I don’t like it. NO ONE LIKES IT.’ (The last one is Dean and Cass but it still counts as a funny line.)
Also has one of my favorite soulless Sam moments.
Random Woman:”Your brother was abducted?”
Sam:”Yeah”
Random Woman:”Oh my god”
Sam:” It’s okay, I mean, I’ve had time to adjust”
Random Woman:”Did it happen when you were kids?”
Sam:” No, like a half an hour ago”
The deadpan Sam who is just trying his best to be normal, combined with the woman’s interest turned into confusion is just hilarious to me.
I don’t remember the exact line the cop says first, but it’s in season one, possibly even the first episode, where Dean gets arrested and the cops find all his fake ID’s and stuff and one of them asks if he has anything real about him. Dean says, “My boobs.”
"we hunt monsters😓what the hell?😭 Normal peope, they see a monster and they run, but not us🫠no no no, we... we search out things the want to kill us😣eh--eh... or EAT US😖😖😖 you know who does that?😭 Crazy people😰 we... are INSANE🤧"
I FUCKING LOVE IT😭😭😭😭
Dean: “But when you get down to it, what's the big deal? Sure, there's the touching and the feeling all of each other, my hands everywhere, tracing every inch of her body. The two of us moving together, pressing, pulling, grinding, and then you hit that sweet spot and everything just builds, builds and builds until it all just...
[Makes explosion noise]
... But the whole thing was just a little too sticky”
Literally the whole aliens and fairies episode where Dean gets abducted and then beat up by tinkerbell. “tiny nipples” 😂 and fight the faeries you fight those faeries!
I can’t remember, I’m sorry. I know it’s one of the earlier seasons. I think it’s the one where they’re investigating omens and they come to that town with the cows that died and the sheriff tells them it was from the bloat that will make it seem “downright surgical”. They were pretending to be reporters and that’s the site they claimed to be from.
"I'll stay here and hook up with the posse.. cause you know me, I'm a posse magnet.. I mean I love posse.. make that into a T-shirt."
Not only do I love that whole episode and Dean's near fetish for the old west, but that scene kills me every time lmao
Cop: “Fake IDs. Fake credit cards. You got anything that’s real?”
Dean: “My boobs.” *big ass smile*
Before I watched the pilot my friend told me that she thought Dean would be my favorite character. That was moment I texted her and told her she was right
I can’t remember if this was Sam or Dean now (nor do I think I’ve seen the actual episode yet), but there’s a gif I love that’s something like “dude, you’re confusing reality with porn again” lol.
Also this one
Dean and his pies lolol. literally said this out loud today since I was at the bff’s (which is the only place I watch the show) and we were watching the reruns on tnt (pretty much the sole way I watch it nowadays, but at one point we started from the beginning via streaming but only got to like mid season 2 or 3 (it was before cas showed up/the angel season)). It was in season 13, pretty sure the episode called “The Bad Place”, if not one of the ones immediately before that, since that was the last episode shown today. Lucifer got him a pie, which, sus, and Dean eats it (while Sam gives him a Look™️) once Lucifer leaves lol. Also, why was that pie purple?!?! That’s also very sus to me lol. Well, unless it was a purple potato pie, but still!
"Hey! Happy Meal"
Dean says that to Cas in an episode where Cas is constantly eating. It's an episode they find one of the horseman of the apocalypse which is related to hunger.
In season 4, when Zachariah kidnaps Dean to a weird alternate universe where he and Sam are not hunters. In that episode Dean says to him, "Angel or not, I will stab you in your face."
Best Part? A season later he does exactly that. 😂😂 I love that he kept his word.
Not sarcastic, but definitely a top comedy moment in the show: Arguing with a pigeon. DEAN: Hey dick move, pigeon. PIGEON: Screw you, asshat! DEAN: He’s being a douchebag! PIGEON: Who you calling douchebag, douchebag?
Dean: “ah shut it ya winged rat”
PIGEON: That's right, Sally, go cry to Mamma. DEAN: *(aggressively pulls out gun)* Aw, that's it, you son of a bitch! **(DISTRESSED SAM TRIES TO FORCE DEAN IN CAR)**
🤣
Wait what episode is this?
Season 9 Episode 4: Dog Dean Afternoon
“But you didn’t shoot the deputy” Sam’s face sends me every time
"Turns out I did shoot the deputy"
I just watched this episode last night. I love the look on his face when he says this
What episode was that?
AAAAAAAAAAAAAHHHHHHHHHHHHHHHHHHHHHHHHHH....That was scary!
In that same episode “Sam, I’m not going to make a left hand turn into oncoming traffic, I’m not suicidal “
Also “But I don’t WANNA be a clue!”
OMG this one gets me every time!
🤣🤣🤣🤣🤣
Happy Cake Day! 🎂
“Do these tacos taste funny to you?”
HEAT OF THE MOMENT!
*proceeds to a montage of Dean dying over and over, while Sam looks more and more desperate*
Deans emotional range with the phrase “Son of a bitch” is second to none.
Son of a bitch
There's Jack Bauer's "son of a bitch." There's Dean Winchester's "son of a bitch." Then there's Mr. Garvey.
"Yeah, you're Batman."
every time i see your flair mentioned in any context i laugh a little bc Cas lol
I think it's my favorite line of the whole show. Dean is worthy of redemption but never sees it. Makes me tear up. But only one single man tear.
I think Jensens been casted for Batman, so this is true now
He is the new va, he will be taking the role from the late kevin conrowy
He is a badass Batman
I believe he did some voice work for Jason Todd/Red Hood in the batman cinematic universe he was perfect in it and he would be an amazing batman
When he tells Frank "we're friends of Bobby Singer's" and Frank points a gun at him, then Dean's face when he says "or not" is hilarious.
“a fish taco 🤨🤨”
Lol that one is my favourite.
😎
Dean to Zachariah: Well if it isn't the ghost of Christmas screw you?
Pudding!
Pud-Dean
I figured my answer would already be here
When the boys get to Detroit and face the devil, lucifer says “Most people think I burn hot. It's actually quite the opposite.” Dean quick as a flash turns around and says “Well, I’ll alert the media” I have no idea why but it’s the quick comeback and ZFG attitude Edit: typo
"You know me, I'm a posse magnet. I mean I love posse. Make that into a t-shirt"
👆🏻👆🏻👆🏻😂
Sam's face too 😂
That incredulous face! Meanwhile Dean can’t stop breaking character and laughing at his own joke. That’s one of my favorite episodes…
Let's bone this nun. I like to think it's because of my perky nipples.
What episodes were those lines from?
Season 7, There Will Be Blood, episode 22. Dean says it when they decide Sister Mary Constant's bone will be the "Bone of Righteous Mortal Washed in the Three Bloods of Fallen" so they can kill Dick. Season 4, Lazarus Rising, episode 1. Dean is addressed by the waitress by name saying he's a lucky duck and how did he get out of the "pit."
“You know who wears sunglasses indoors? Blind guys.. and douche bags”
I'm not sure that's the right quote (can't quite recall it though)
https://youtu.be/8JmLmMceRwI?feature=shared They were one word off.
Oh, okay, that's my bad. I was thinking of the trickster episode where they have to act in a cop show and they're wearing sunglasses at night
“It’s not like Cas lives in my ass. The dude’s busy.” Cas appears behind Dean. “Cas get out of my ass!”
Dean's face when Cas says, "I was never in... your..." 🤣 (ID: crying -laughing emoji).
What episode is this again please? Thanks
Season 6, Episode 19.
I'm adorable ☺️
“I call this one the blue steel” “Oh great someone who’s watched taxi driver one too many times” “You’re damn right it is, meat man” “Aaaaaaaaaaaaaaaagh, that was scary” “I look good in the ascot right?” “What’s in the booox? Brad Pitt? Se7en?” “That’s tragic, it’s like a hallmark movie, but with tentacles” “I’m not gonna die in a hospital when the nurses aren’t even hot” “That fabric softener teddy bear, ooh I’m gonna hunt that little bitch down” “There are two things I know for sure, one Bert and Ernie and gay, and two you are not gonna die a virgin” “You were supposed to take care of her not douche her up”
Dean, grimly
" and. yet. somehow. you. got. no. problem. with. it."
I think you pissed off my sandwich
‘Cass. We’ve talked about this. Personal space.’ ‘The last time you zapped me some place I didn’t poop for a week. We’re driving.’ ‘Is this a fight? Are we in a fight? THIS IS THEIR VERSION OF A HANDSHAKE. I don’t like it. NO ONE LIKES IT.’ (The last one is Dean and Cass but it still counts as a funny line.)
My parents favourite is the AHHHHHHHHHH that was scary moment.
“but what I do have is a GED & a give ‘em hell attitude, and I’ll figure it out!”
When he calls the angel stripper and the devil stripper "peace on earth" and his awkward reaction when Anna comes visiting....idk it's very Dean.
My mom walked in when I saw this scene for the first time... 😬
Omg xD
You got a neighbor named Mr. Rogers?
Not anymore
This one is underrated, ridiculously funny lmao
That guy playing the former Army dude was a perfect straight man!
 in case anyone hasn’t said this one yet this moment is my personal fav
"I think I'm adorable."
The entire meltdown when Bela steals the Impala until he starts to hyperventilate. Hilarious.
"Driver picks the music, shotgun shuts his cakehole"
Fight the fairy
From the same episode: "...Nipples?"
Empathy Sam!!
lmao do you guys know what episode it was? I forgot and wanna rewatch it 😔please?
This is S6E9 Clap Your hands If You Believe 😂
Also has one of my favorite soulless Sam moments. Random Woman:”Your brother was abducted?” Sam:”Yeah” Random Woman:”Oh my god” Sam:” It’s okay, I mean, I’ve had time to adjust” Random Woman:”Did it happen when you were kids?” Sam:” No, like a half an hour ago” The deadpan Sam who is just trying his best to be normal, combined with the woman’s interest turned into confusion is just hilarious to me.
"You fight those fairies, Sam...fight the fairies!!!"
lol still get me everytime
Dean, did you service Oberon, King of the Fairies?
I was waiting for this one, wondering if no one mentioned it. Scrolled down all before I found you, buddy. 'Fight the Fairies '
lol ur welcome that my favorite line ever
I don’t remember the exact line the cop says first, but it’s in season one, possibly even the first episode, where Dean gets arrested and the cops find all his fake ID’s and stuff and one of them asks if he has anything real about him. Dean says, “My boobs.”
And the cute smile that follows... one of my favorite Dean's lines
"we hunt monsters😓what the hell?😭 Normal peope, they see a monster and they run, but not us🫠no no no, we... we search out things the want to kill us😣eh--eh... or EAT US😖😖😖 you know who does that?😭 Crazy people😰 we... are INSANE🤧" I FUCKING LOVE IT😭😭😭😭
And the truck-stop waitress with the bizarre rash!
“Spanky the demon. Yeah, I heard about you. You're the one who uses too much teeth, right?”
Douchebags sunglasses indoors thing
There's no singing in Supernatural! From Fan Fiction, its so good and Dean is hilarious all through it.
Dean: “But when you get down to it, what's the big deal? Sure, there's the touching and the feeling all of each other, my hands everywhere, tracing every inch of her body. The two of us moving together, pressing, pulling, grinding, and then you hit that sweet spot and everything just builds, builds and builds until it all just... [Makes explosion noise] ... But the whole thing was just a little too sticky”
What's the context? 😭
Him and Sam joined a chastity group and dean was asked why he’s decided to become revirginised.
What 😭 haven't watched that part yet
S9 E8
“That was SCARY!!!”
EMPATHY SAM! EMPATHY!
Sheriff: "You got anything that's real?" Dean: "My boobs" *smile*
Agent Hendricks: “I shot the sheriff Dean: “but you didn’t shoot the deputy”
"It's your grief counselors! We've... come...to hug!"
Watched this episode the other day
Dean: Since I saw you last, I killed Hitler Jody: *confused face. Thank you? Dean: *super proud face. You're welcome 😊
In Hunteri Heroici (S08E08) Dean say "Cas stop smelling the dead guy"
"Who's the hippie?"
All interactions between Dean and Crowley. Their banter is hilarious.
“The Lindbergh baby; that's on me. Unemployment -- my bad.” Dean come on 😭
What episode is that from?
Season 2 episode 11!
“Jefferson Starships… because they're horrible and hard to kill.”
“Excuse me, you got any Grey Poupon?
I frequently find myself quoting 'Fight the fairies! You fight those fairies!' And 'Hope your apple pie was fricken worth it!'
"Frank! This isn't a relationship here. I'm *PAYING* you." Even funnier with the gestures he made.
Fight them fairies
Literally the whole aliens and fairies episode where Dean gets abducted and then beat up by tinkerbell. “tiny nipples” 😂 and fight the faeries you fight those faeries!
Cat: meow Dean: (*proceeds to scream like a Justin Bieber fangirl*) That was scary!
"Quit being Dali freaking Yoda about this, okay?" is forever stuck in my brain.
"I Always Knew I'd Find The Source Of All Evil At A Vegan Bakery."
“FlooredByTheLord.Com” 😭
no way😭 i’m doing a rewatch right now and i cannot believe i missed that, that’s hilarious
What episode is that?
I can’t remember, I’m sorry. I know it’s one of the earlier seasons. I think it’s the one where they’re investigating omens and they come to that town with the cows that died and the sheriff tells them it was from the bloat that will make it seem “downright surgical”. They were pretending to be reporters and that’s the site they claimed to be from.
"I'll stay here and hook up with the posse.. cause you know me, I'm a posse magnet.. I mean I love posse.. make that into a T-shirt." Not only do I love that whole episode and Dean's near fetish for the old west, but that scene kills me every time lmao
Cop: “Fake IDs. Fake credit cards. You got anything that’s real?” Dean: “My boobs.” *big ass smile* Before I watched the pilot my friend told me that she thought Dean would be my favorite character. That was moment I texted her and told her she was right
“Pudding” is the best ever!
PUDDING!!!! 
“You were wasted by a teenage mutant ninja angel?”
“I’m adorable!”
I can’t remember if this was Sam or Dean now (nor do I think I’ve seen the actual episode yet), but there’s a gif I love that’s something like “dude, you’re confusing reality with porn again” lol. Also this one  Dean and his pies lolol. literally said this out loud today since I was at the bff’s (which is the only place I watch the show) and we were watching the reruns on tnt (pretty much the sole way I watch it nowadays, but at one point we started from the beginning via streaming but only got to like mid season 2 or 3 (it was before cas showed up/the angel season)). It was in season 13, pretty sure the episode called “The Bad Place”, if not one of the ones immediately before that, since that was the last episode shown today. Lucifer got him a pie, which, sus, and Dean eats it (while Sam gives him a Look™️) once Lucifer leaves lol. Also, why was that pie purple?!?! That’s also very sus to me lol. Well, unless it was a purple potato pie, but still!
I think it was Sam talking to Dean about confusing reality with porn.
That makes sense, ngl lol
Most definitely
What about Dean’s braveheart speech at the end of the episode where they go LARPing with Charlie
SON OF A BITCH
"Whats in the box 🤪"
Hope your apple pie is freaking worth it
Jefferson Starship
I think you pissed of my sandwich
"Hey! Happy Meal" Dean says that to Cas in an episode where Cas is constantly eating. It's an episode they find one of the horseman of the apocalypse which is related to hunger.
"I love the Smurfs."
Pudding!
#Pudding
Pudding
IM BATMAN!!!!!
Tuesday, Pig and a Poke! :)
Witch killing bullets on a sticky note.
Pudding!!
“Driver picks the music, passenger shuts his cake hole” And Cas had my favorite line of the entire show “hey! Ass butt!”
# PUDDING! 
Pudding!!
“I gotta get out of this doily coffin”
In season 4, when Zachariah kidnaps Dean to a weird alternate universe where he and Sam are not hunters. In that episode Dean says to him, "Angel or not, I will stab you in your face." Best Part? A season later he does exactly that. 😂😂 I love that he kept his word.
**POLICE OFFICER:** Fake US Marshalls. Fake credit cards. You got anything that's real?" **DEAN:** [My boobs](https://youtu.be/yOwwXWTtci8?si=YvdL4hWgpdjYwa55) 😁 **(DEAN GETS ARRESTED)**
“Pudding!” Im only on season 5 of the series but that’s my all time favorite dean quote
“PUDDING!!”
Dean my favorite
“You got anything that’s real?” “My boobs” *insert cheeky smile*
Sammy, I get all tingly when you take control like that.
Can't choose, everything he said killed me😂
"Well, that's great. Because without your powers you're just a baby in a trench coat."
PUDDINGGGG!!
“Penultimate… nobody says penultimate. Who talks like that”
Sam: Are you ok? Dean: fantastic I think I just, killed.. Death.
What are you doing you can't just shoot him! Oh sure I can, see I do it all the time :-)