Sam got one in the very first episode. "I'm taking you home!"
Sam's fight with the shapeshifter in "Skin."
Mary does have a long list of awesome moments, but her second appearance in "Home" is one of the most awesome. She sacrifices herself (like mother, like father, like sons) to destroy the poltergeists and bitch-slaps it with a "You get out of my house. And let go of my son" before bursting into flame. Also a tearjerker moment as, when they see her, Sam is in tears and Dean is very close to losing his shit.
in "Asylum", they actually had the guts to make Sam hate Dean enough to call him a pathetic, mindless little soldier, shoot him through a wall with rock salt, and then not hesitate to try and shoot him four times with an actual (but empty) gun.
Followed by Dean (who had given him said empty gun) saying words along the lines of "Man, I'm not gonna give you a loaded pistol."
In "Nightmares," Sam moves a cabinet with his mind to get out of the closet he's been stuck in.
John's whole plan to risk his neck to trick the demons in "Salvation", just so his boys would have a shot at killing The Demon. It failed, but it was still pretty awesome.
Meg:Holy water, John?! That's real cute.
John: (grins, as if to say, "Thanks.")
In "Devil's Trap," right before the truck crashes into their car (which is a Moment Of Awesome all by itself), there's an utterly beautiful Sam-really-does-adore-Dean moment. John is bitching at him for not being able to shoot (thereby killing the demon and John himself) and saying that killing the demon comes before everything, including family. Sam takes a quick glance at Dean (who is in the backseat and barely even alive) and says "No, sir. Not before everything." Aww!
The opening to the episode "Bloodlust." The Impala reborn, to the tune of "Back in Black." The sequence has been described as "car porn" (not that kind). The description is not lying.
Although, as far as Car Porn goes, a better example is the Season Six episode "Two and a Half Men." It ends with Dean unveiling the Impala and a lot of close-up shots panning lasciviously over the car. Substitute some "bow-chicka-wow-wow" music for "Smoke on the Water" and a woman for the Impala, and it would look exactly like a porn flick.
Fans disagree on a lot of things, but most can safely agree that Dean's graveyard slide and stabbing the zombie to her coffin in "Children Shouldn't Play with Dead Things" and Sam beheading Gordon with barbed wire in "Fresh Blood" were the most awesome kills ever.
Speaking of Gordon, Sam in "Hunted," first refusing to die in the bomb trap, and then getting Gordon captured... by the police. Never has something so P.C. been so awesome.
The writers must agree on the whole "decapitating Gordon with barbed wire" thing. Three years later, in "Mommy Dearest", when they run into one of his vampire victims, it gets brought up, and Dean actually describes it as awesome.
Jo deserves a mention for her badassery in "No Exit"—no, she didn't jump in and save the day single-handedly, since she's only a beginner here. Once she got captured by Holmes and trapped in an underground dungeon-type place, she started to sob, put a hand over her mouth, and visibly pulled herself back together out of her determination to get out of this situation and finish the case. She also stabs Holmes in the hand with a pure-iron knife and willingly goes back in as bait, moments after being saved. Admit it, Jo had balls even as a newbie!
"Born Under a Bad Sign": Bobby brings himself and Meg!Sam some beers. Meg!Sam drinks his beer, only to start coughing. Turns out Bobby put some holy water in Meg!Sam's beer. Bobby tops it off with "Never try to con a con man", followed by a punch to Meg!Sam.
Ruby:(to Sam) I'm the girl who just saved your ass.
The entire ending scene of "Bedtime Stories." Evil / Cold / Bad Ass!Sam is incredibly hot, it provides a believable (and certainly complex) reason for him not doing quite as much as he should have to try and save Dean, and just when you think they're going to wimp out and have him leave her alone, they have him shoot her in the head. I repeat, SAINT!SAMMY SHOT THE CROSSROADS DEMON IN THE HEAD! AWESOME!
"Malleus Maleficarum": Elizabeth, after watching Tammi kill Hannah and almost kill the Winchesters, helps distract and kill the demon even though she spent most of the episode terrified of witchcraft.
Which takes a drastic turn when Dean dies and the day doesn't reset. Sam goes full-on Terminator, showing zero emotion and becoming a ruthlessly efficient hunter and borderline Death Seeker. From the few calls we hear from Bobby during the montage, he was hellishly effective during that intervening period. Pity it was all reset.
The mass exorcism over the P.A. system in "Jus In Bello." Pity it ended up being for nothing... (Though it wasn't a complete loss: they did send over two dozen demons back to Hell.)
He might have been a bit of a Jerk Ass, but Henriksen's Get a Hold of Yourself, Man! speech to the local police was pretty awesome. Even the background music stops for a moment when he finishes.
Henriksen: They're out there and they're coming in here. This is a siege. So this might be a good time for you to lock the doors and the windows, take a breath, and maybe deal with this like trained professionals with some sense in their heads!
And then, after he finally starts believing the boys, he expresses frustration with his career and one gets the hint that Henriksen would be one hell of a hunter. Dean even looks at him with a hint of respect.
Henriksen: My job is boring. It's frustrating. You work three years for one break, and then maybe you can save a few people. Maybe. That's the payoff. Been busting my ass for fifteen years to nail a handful of guys, and all this while there was something off in the corner so big... so yeah. Sign me up for that big frosty mug of wasting my damn life.
"No Rest from the Wicked" had the boys singing to Bon Jovi's Dead or Alive in the car. Definitely awesome. Also awesome? Bobby saying, "Family doesn't end with blood!" Yeah!
Instead of monologuing at the captured heroes like Azazel did, Lilith simply says "I don't have to answer to puppy chow" and, giggling, lets the hellhounds rip Dean apart while forcing Sam to watch helplessly, practically orgasming over Dean's pain and Sam's anguish.
Dean vs. Ruby in Bobby's basement. Who wins? Ruby does beat the crap out of Dean (in an awesome way, so, props to her) but Dean tricks her into a devil's trap and steals her knife, to boot. And Dean's supposed to be the Dumb Muscle, right? Uh-huh. Their parting exchange (with Ruby losing her shit and Dean coolly shutting her down) takes the cake in terms of sheer badassery, especially keeping in mind how terrified Dean is of going to Hell.
Ruby: So, what, so you're too stupid to live, is that it? Then fine! You deserveHell! I wish I could be there to see it, Dean. I wish I could see the flesh sizzle off your bones! I WISH I COULD BE THERE TO HEAR YOU SCREAM!
Castiel's response to Dean getting shirty about angels not helping out basically can be summed up as telling Dean to put on his big girl panties. His actual words? "You should show me some respect. I dragged you out of Hell; I can throw you back in." Dean doesn't seem so eager to argue right after that.
Dean telling the hosts of heaven to go screw themselves, time and again.
In "It's the Great Pumpkin, Sam Winchester," he tells God's little Power Rangers that if they want to smite a town, they'll have to kill him with it.
Sam Winchester VS. Samhain, starting with "Demon death ray? Yeah, those don't work on me." Culminating in Sam sending a demon to Hell so powerful the Angels were nervous about it - using only his mind!
Samhain should also get props for his fight. When Lilith first found out her demon death ray didn't work on Sam, she ran for her life; Samhain punched Sam in the face. Samhain is the only demon to go up against a juiced-up Sam and still be alive at the end of the season.
Later, he's prepared to return to Hell, knowing exactly what that means, in order to protect Anna - he calls Uriel's bluff so thoroughly, the angel takes a minute to marvel: "You're just crazy enough to go, aren't you?"
In "Sympathy for the Devil," there's one incredibly tense exchange where Zachariah systematically tortures and threatens Dean and his family to make the little mortal do as he's told. On the floor in pain, Dean keeps repeating "no" to every demand. The guy is freaking committed to his principles.
The psychic Pamela was a minor Moment Of Awesome during "Heaven and Hell" and especially when she died.
Bobby killing the siren in "Sex and Violence". He calmly walks into frame, blocks an axe-swing from Possessed!Dean, stabs Possessed!Dean in the shoulder to get some Possessed!Blood and, calmly as a baseball, tosses the knife between the siren's shoulderblades.
Dean and Sam in "Death Takes A Holiday", learning all those cool tricks the ghosts they've fought used to use on them—in the space of a day at most.
Anna's amused "who do you think you're kidding, kid?" reaction to Castiel pointing out that he should kill her in "On the Head of a Pin".
Sammy vs Alastair. "I'm stronger than that now. Now I can kill." BADASS.
"I am the prophet Chuck!" It's unbelievable how such a simple line can be delivered in such an awesome way.
Earlier than this, Cas pulls a Could Say It But by informing Dean that prophets have an archangel watching over them at all times and how powerful they are, while still technically obeying his orders.
In "Lucifer Rising", Dean punched an angel in the face. ... and nearly broke his hand because it was like punching a brick wall (or, considering the noise it made, maybe more like solid brass). What makes it even better is that he then proceeds to guilt-trip Castiel into turning against the other angels and helping him try and stop the Apocalypse.
Castiel. He breaks Dean out of room where the angels are holding him until Sam can unleash Lucifer. He cuts open his own arm and starts drawing an anti-angel seal on the wall of the room, and when Zachariah whooshes in to stop him, he slams his hand against the seal and Zachariah is banished. After getting Dean away, he teleports them both to Chuck's place so they can figure out where Sam is. The archangels figure out what's going on and start coming to stop Castiel and Dean. Castiel yells at Dean to get to Sam, saying, "I'll hold them off. I'll hold all of them off!" while whooshing Dean off to Maryland. He's standing up against what he himself has described as one of the most vicious and powerful creatures in all of creation. To stop the Apocalypse. Which his superiors WANT.
Despite being viewed with a near-unheard of amount of vitriol by most fans, it is undeniable that Ruby got a major Moment Of Awesome in the finale. She reveals to Sam that she had been playing him all along and was, in fact, a bad guy. Over the past two seasons, she managed to convince Sam that she was a "good" demon that was just trying to help him, when she really just wanted him to break the last seal to free Lucifer. And, because she is awesome, she got it done. In fact, this moment is arguably lampshaded as Ruby crows "Even you have to admit, I'm—I'm awesome!" to Sam.
There is an argument to be made that the fact that Heaven and Hell have been playing the entire Winchester family like a cheap whistle for almost 40 years is pretty awesome.
Sam and Dean FINALLY ganking Ruby—Sam grabs her from behind and holds her in place while Dean stabs her with her own knife.
Ruby: You're too late.
Dean: I don't care.
Bobby's epicverbal beatdown on Dean when he announces he has given up trying to help Sam after a fight over Ruby, and his furious condemnation of Dean's whining and wangst.
In "Sympathy for the Devil," Bobby fighting off the demon possessing him just long enough to stab himself in the gut with the demon-killing knife. Also chewing out the hospital attendant afterwards.
Dean's line "I learned this from my friend Cas."
Also, everything that Castiel did in his short scene in that episode.
In "Free To Be You And Me," Castiel's line to get the Archangel Raphael to come for him was downright Bad Ass.
Castiel: "I'm here, Raphael. Come and get me, you little bastard."
And his last line to Raphael also counts.
Castiel: "Maybe one day, but today you're my little bitch."
The fact that even Dean looks impressed and can't come up with a wittier one-liner than "Yeah, what he said" just highlights Castiel's badassery.
In the same episode, Sam spitting out the demon blood that someone had forced down his throat. Despite the fact he had just admitted at the end of the previous episode that he was still craving for it. And then he proceeds to kick some ass. Awesome.
In "The End", Dean Winchester, spook hunter with a GED and a give'em hell attitude, comes face-to-face with Lucifer, currently possessing Dean's brother and in the midst of bringing about a biblical apocalypse, who proceeds to tell Dean the story of how he defied God and was cast out of Heaven. Dean's response to the Devil himself?
Dean: You're not fooling me, you know that? With this sympathy for the devil crap? I know what you are. You're the same thing, only bigger. The same brand of cockroach I've been squashing my whole life. An ugly, evil, belly-to-the-ground, supernatural piece of crap.
In "Changing Channels", Dean calling out Gabriel on being too scared to stand up to his family. Just a huge Take That to the whole idea of the apocalypse. No, it's not fate, it's not divine retribution. It's two brothers throwing a tantrum.
"The Real Ghostbusters": Chuck—nervous, awkward Chuck—whamming a ghost with his microphone stand, complete with the Six Million Dollar Man sound effect! No wonder Becky fell for him.
Also, when the fake Sam and Dean man up and offer to help the real Sam and Dean. Oh man, that moment of revelation on Dean's face:
Dean: Guys, no.
Fake Sam: Why not?
Dean: Because this isn't make believe!
Fake Dean: Look, we know; we're not nuts. We're freakin' terrified.
Fake Sam: Yeah, but if all these people are seriously in trouble, we gotta do something!
Fake Dean: Because... that's what Sam and Dean would do.
Castiel in "Abandon All Hope...", pretending to kiss Meg, but then using her as a bridge to escape the burning ring of holy fire. Note that this is after he stands face-to-face with Lucifer himself and tells him that he's not going to take Sam as his vessel because Castiel won't let him. Cas, a depowered, fallen angel, basically flipped off the Devil.
Ellen, after a hellhound gets close enough for her to feel its breath, she just smiles and says, "You can go straight back to Hell, you ugly bitch!" She then proceeds to blow them all up.
Jo is basically a walking, talking can of whupass here: she helps Sam and Dean break into Crowley's mansion while kicking demon ass, laughs and turns Dean down when he tries to use her for "last-night-on-Earth" sex, guns down a hellhound to save him, and flat-out orders the other, more experienced hunters—including her mom and old crush—to stop screwing around by pretending she can still be saved. Instead, she makes them build her a bomb and run away so she can blow herself and the dogs up, so they can kill Lucifer.
Dean telling the Devil to "Suck it" and then shooting him point blank in the face with the Colt. The sheer badass-quota of that might take a minute or two to sink in properly.
Michael in "The Song Remains the Same." BurningAnna to ashes. Sending Uriel away with just a snap of his fingers. Awesome.
Even though he had to go back to the demon blood to do it, in "My Bloody Valentine" Sam defeats Famine after the latter eats four demons, by nuking them in Famine's stomach as they're digesting. According to Brady in "The Devil You Know", Famine is technically still alive, but Sam made him a sniveling wreck, "curled up fetal position on the floor".
Ash hacking Heaven for shit and giggles and just because he can is the most Badass thing in the series and more than deserves to be motioned. Especially when taken in consideration that he constantly does this under the nose of Zachariah and the rest of the garrison, it just gets better and better. Bonus points because virtually everyone else that has heard the angels speak at full volume has been doubled up in pain, and Ash didn't even flinch.
Ash: "It's nice to finally have an application - a practical application - for string theory."
It's a pretty dark episode, but "99 Problems" has the fight between the civilians-turned-hunters and the demons. Using nothing but salt rounds, holy water in pesticide sprayers, a fake Enochian exorcism, and Ruby's knife, the group kills or exorcises roughly a dozen demons in the time it normally takes Sam and Dean to take out one or two. One of the better moments is when Sam stabs one demon with Ruby's knife, falling back onto a pile of bodies, then flings the knife into the chest of another demon that's passing by Dean (who at the moment is out of ammo), letting Dean retrieve the knife and stab another demon.
Probably all of "Point of No Return," but each of Castiel's fight scenes deserve their own mention. He has to defeat four angels. The first one, he can take out with the knife, but then there are three angels surrounding him. What does he do? He rips his shirt open, and slams his hand against his chest that was cut to shreds because he'd cut the angel-banning sigil into it. Also, his No-Holds-Barred Beatdown of Dean after he leaves to say yes to Michael earlier warrants a mention.
Castiel: I REBELLED FOR THIS?! So that you could surrender to them?! I gave everything for you, and this is what you give to me?!
Dean gets one, too, when he kills Zachariah. Before, he also told him that his condition for saying "yes" was that Michael had to roast him.
Zachariah in the bar. Such a Magnificent Bastard. Made even more awesome/horrifying by the way it defines the difference between him and Castiel. Zachariah really doesn't give a shit.
In "Hammer of the Gods," Kali toasting Lucifer. Explosively. Didn't do much, but it was still rather impressive.
The whole episode was basically defined Moment Of Awesome via Gabriel, including being the first person to visibly break Lucifer and wipe the smile off his face when he stands up to Lucifer, with tragic results.
Lucifer: [Humans] are broken, flawed abortions!
Gabriel: Damn right they�re flawed. But a lot of them try. To do better. To forgive. And you should see the Spearmint Rhino.
Lucifer ripping apart several gods with about as much effort as it takes to swat a fly. Also:
Lucifer:Nobody gives us the right. We take it. BADASS.
Dean standing up to a room full of Gods, threatening them and attempting to take charge of the proceedings (to reiterate; a room completely FULL of GODS) was incredibly impressive. Made even more awesome just because of the fact that he looked like he was about to shit his pants in fear the entire time, not to mention Sam looking at him in total HORROR as he attempts to shrink into his chair (which is an impressive feat for a guy who's 6'5). But the true proof of Dean's incredibly badassery is the fact that it ACTUALLY WORKS.
Dean: Alright you primitive screwheads, listen up. Now on any other given day, I'd be doing my damndest to kill you, you filthy murdering chimps. But hey, desperate times. So although I'd like nothing better than to slit your throats—you dicks—I'm going to help you.
When we first met Crowley, he gave us the feeling that he was awesome. "The Devil You Know" confirms it, especially his Big Damn Heroes, involving his very own hellhound.
Dean: You can control them?
Crowley: Not that one. I brought my own [pats the (invisible) beast, which judging by his hand is roughly to his shoulder]. Mine's bigger. SIC 'IM BOY!
Also in "The Devil You Know", the ending where Sam finally gets his chance for revenge on the demon that started the whole damn thing by butchering his girlfriend. The demon is trapped in a back alley with salt, Sam with demon-killing knife at the ready:
Demon-Brady: What is this?
Dean: All those angels, all those demons, all those sons of bitches, they just don't get it, do they Sammy?
Sam: No they don't, Dean.
Dean: You see, Brady... we're the ones you should be afraid of.
Death. That particular Horseman is simply the personification of Moment Of Awesome. Especially his entrance in "Two Minutes to Midnight". Jen Titus's haunting rendition of "O Death" as he walks down a busy Chicago street. A man on his cell phone bumps into him, and it looks like Death wouldn't have minded that, except the man rudely tells him to watch it. Death brushes his bumped arm, casts a cold look back at the man, and the sorry bastard kicks the bucket right on the sidewalk. All in awesome slo-mo. His next scene in the restaurant just cements his status as pure, unleaded Creepy Awesome, as his mere presence and his polite invitation to share his Pizza is able to terrify Dean Winchester, the man who has happily, snarkily and verbosely mouthed off to Monsters, Ghosts, Demons, Angels, Archangels, Gods, and Satan by this point, into treating him with utter respect and reverence.
Have to give some respect to Dean, too. Sitting at the same table than the personification of death itself and not running away is somewhat more impressive than hunting a wendigo. Once he realizes Death knows he's there, he's clearly shitting his pants, but keeps going regardless.
Castiel deserves a mention for showing up in the nick of time only to be mocked by Pestilence with, "Not a speck of angel in you." And then? Then, Castiel jumps up, throws out the one liner "Maybe just a speck," and cuts off his finger, winning them the ring they need. Badass indeed.
"Swan Song" gives us Dean slotting "Rock of Ages" by Def-freakin'-Leppard into the Metallicar's tape deck, then rolling up to the confrontation between Satan and Michael. "I'm sorry, am I interrupting something?" Then Castiel Molotovs Michael with holy fire to give Dean time for a chat. Then Bobby fires at Satan in Sam's body, despite knowing it won't do a thing. And then there's Sam taking back of his body from Lucifer and then tossing him and Michael into Lucifer's prison. Nice job, all.
Dean gets another one when he threatens GOD, as if He were just the next monster-of-the-week on his hit list.
Dean: Well, if you do see Him, you tell Him I'm comin' for Him next.
Another small one in "Swan Song" for Jared Padalecki more than anyone else. Dean's pronunciation of the Enochian incantation to open Lucifer's cage sounds properly awkward and forced, seeing as he's stumbling his way through a language even more obscure than Latin. The first thing Lucifer does after taking over Sam's body and messing a bit with Dean? Turn around and speak the counter-incantation like he owns it.
In "The Third Man", Castiel gets some more moments when he fights off some of Raphael's followers, but the best is definitely when he throws his blade across the room and nails one of the angels directly in the chest. That was awesome.
Why no mention of Balthazar? He only disintegrates the archangel Raphael's vessel with Lot's salt. (With the hilarious one-liner "Hey, look at my junk!") And this is after he told Castiel he wouldn't help him in his Heavenly war.
Bobby shoving the Okami into a woodchipper in "Weekend at Bobby's". Anyone who says Bobby is not badass is a liar.
For that matter, the way he managed to Out Gambit Crowley and get his soul back.
Bobby calling Sam and Dean out on a lot of their bullshit. Seriously, his "The Reason You Suck" Speech is truly epic and completely accurate about how much their do rely on Bobby and expect him to drop everything for them. What's awesome about it is that Sam and Dean are somewhat emotionally stunted because John Winchester was a very aloof and absent figure towards them, his mind was always on the mission. From their stunned reaction, it's possible this is the first real time that any father figure towards them has told them to shut the hell up, man up, and deal with their own problems and not run to "dad" every time it gets tough.
Dean using his vampire abilities to slaughter an entire nest of vampires in "Live Free or Twi-Hard" and not once losing his head.
Sam's escape plan in "Caged Heat". Trapped in a room waiting for demons to walk through the door any second, what does he do? Bite his hand and paint a Devil's trap on the ceiling with his blood. Robo-Sam went as epic as he could go in this episode.
Castiel frying Crowley before the latter can even finish a sentence. Remember, this is Crowley, who defied Lucifer and succeeded beautifully in making the Winchesters his puppets, and Castiel erases him from existence without blinking an eye. (Though it gets a bit less awesome in hindsight, as we discover in "Mommy Dearest" that not only is Crowley still alive, but Castiel is working with him. Which means they faked that whole thing. Which is awesome in its own way.)
Crowley get a moment of awesome himself: Sam, Dean, and Meg have trapped him in a devil's trap, and Meg is about to kill him—and he knocks her on her ass, takes her knife, uses it to break the trap, and pins Sam and Dean to the wall. If Cas hadn't shown up when he had, Crowley probably would have won.
Castiel's Big Damn Heroes moment in "The French Mistake," which includes a nice Call Back to his first appearance all the way back in Season 4.
Another one from "The French Mistake": Kripke not going down after getting shot TWICE. The third shot offed him.
And there's of course the biggest badass in the entire episode, the one producer who casually avoided a bullet by leaning backwards, and went off stage.
How Dean deals with Eve (aka the Mother of All freakin' monsters) in "Mommy Dearest": She bites him, in order to turn him into one of her hybrid monsters, only to discover that Dean had previously ingested some of the Phoenix ash - the one thing that can hurt her - and that by tasting his blood, she's ingested it. Cue gory death.
Moments later, Cas has a moment of his own by killing an entire diner full of Eve's Elite Mooks with a wave of his hand and a burst of light.
In "The Man Who Would Be King", Castiel bursts into a demon safe house and knocks two demons to the floor, killing them in the process. The third demon in the room has an Oh Crap moment and tries to ditch his body, only for Cas to grab his demonic smoke, and proceed to force it back into the body so that he can kill it. Awesome.
The boys and Bobby trapping Castiel.
Crowley has turned Hell into an eternal DMV line. Doubles as a CMOF, but still awesome nevertheless.
And another near the end of the episode in the form of Crowley's Villainous Rescue - the boys and Bobby have Castiel trapped in the holy fire, when the lights start flickering, and they look outside to a huge cloud of demon smoke heading towards them. They run for it, leaving Castiel behind; a few minutes later, after the smoke has surrounded the shack they were in, Crowley calmly enters through the door and sets Castiel free. Then, just before leaving, he gives a brief Hannibal Lecture:
"You know the difference between you and me? I know what I am. What are you, Castiel? What are you willing to do?"
Possibly one of the most badass Moments Of Awesome of the entire show is Crowley's response to Castiel telling him "Don't worry about the Winchesters."
"Don't worry about — what, like Lucifer didn't worry? Or Michael? Or Lilith or Alastair or Azazel didn't worry?! Am I the only game piece on the board who doesn't underestimate those denim-wrapped nightmares?!"
This is without a doubt proof that Sam and Dean Winchester, despite being human and much much less powerful than everything that they hunt, are some of the most dangerous beings in creation. They've brought down the demons that rule Hell, Alpha monsters that are 10,000 years old and the creator of everything that has fangs and claws, archangels that can annihilate demons just by their presence, the freaking Old Ones that 'could not be killed', and even Satan himself. They are not enemies that you want to be facing, because no matter what, they have beaten bigger things than you.
You know what? Even with what happens at the end of "The Man Who Knew Too Much" to Castiel, he did it. He accomplished everything he set out to do, he stopped Raphael and made sure the Apocalypse didn't start again, he outplayed Crowley and ensure the demon would get none of the power he was after, he figured out how to open Purgatory and absorbed ALL the souls and didn't explode (again) as feared. And he did all of completely alone. Granted him being alone was partially his fault and he does snap at the end of it all but everything that betrayed or abandoned him was worried about (monsters getting out, him helping Crowley take over Hell, exploding) didn't happen. It makes all of his declarations that he had it all under control all the more heartbreaking because the fact that he did leads to him losing it.
What makes the moment so awesome was seeing Raphael of all people have a Oh Crap moment and nearly begs Castiel for mercy only to be epically denied. What makes it even sweeter is that Castiel kills Raphael the same way that Raphael and Lucifer killed him. How you ask? By blowing him up like meat filled waterballon with a snap of his finger.
Alright, so "Meet the New Boss". Castiel's behavior as a god was a dangerous slippery slope that you knew was going to start out as a brutal, but quasi-understandable attack against people who genuinely suck, before descending to complete madness. But before he really went off the deep end he took out the leader of a faux version of the Westboro Baptist Church (while stating that he did not pass judgement on sexual orientation) and the leaders of the entire Ku Klux Klan. Even a very pissed off Dean had to give him props for that one.
In "Slash Fiction", the head Leviathan gives a verbal beatdown to Crowley, after he tried making a deal with the head Leviathan. He basically bitch slapped someone who is in control of Hell, and Crowley couldn't do a thing about it because the Leviathans were among the Old Ones.
"Season 7, Time For A Wedding": Becky, of all people, taking down a demon (who was kicking Sam's ass) with the knife.
"How To Win Friends And Influence Monsters": Bobby shooting a monster in the trees about thirty feet above him in the foliage, in the dark, and nailing it with one shot. With his eyes closed, guys.
Bobby gets several in "Death's Door" (which is quite impressive for a man in a coma); first, he manages to trap the Reaper chasing him in one of his memories; second, he delivers an epic Shut Up, Hannibal! to the memory of his abusive father; third and final, he manages to temporarily wake up from his coma — with the bullet still in his brain — long enough to pass on some vital information to Sam and Dean. The last one turns out to be a Dying Moment of Awesome.
Dean gets one as well when he faces down Dick Roman, the Leviathan who shot Bobby, in the parking lot, just DARING him to face him one-on-one right then and there in front of the crowd. And Dick backs down.
Castiel's epic He's Back moment in "The Born Again Identity". He takes down the squad of demons guarding the hospital where Sam is currently interred, then proceeds to save Sam by killing the demon about to torture him via electro-shock therapy, followed by healing Sam's mind by absorbing the insanity into himself. And up until now he was amnesiac, with his initial assault on the demons being a leap of faith based on what Dean told him? Even without his memories, Castiel proves he's a Badass.
Garth's evolution in "Party On, Garth". He's confident, independent, and an extremely capable hunter without the usual angst. Not to mention, apparently he's got someone in a hot tub waiting for him after a job is finished...
Sam and Dean swapping out the suitcase containing Dick's precious cargo with a bomb made of borax in "The Girl with the Dungeons and Dragons Tattoo". Dick is so shocked at having been outwitted that he just stares blankly as it ticks down and eventually explodes in his face. Also, the Winchesters breaking into Dick's headquarters with a magnificent jump and barrel roll through (cracked) glass walls, splashing borax in the leviathans' faces and fleeing with Charlie in their arms as Ghost!Bobby flings an increasingly-pissed Dick around and pins him down so that he can't catch them. To sum it up, this episode was not kind to Dick, and it was glorious.
The Impala's triumphant return in "Survival of the Fittest". After spending most of the season locked up in storage, we see it peeling down the road to smash into the SucraCorp parking lot, knocking aside security guards before crashing into the sign in front of the building. All to the tune of "Born to be Wild". Awesome.
This is followed by Meg getting out of the car and taking on about half a dozen Leviathan guards with a jug of borax and a machete (sadly, most of this is offscreen because the actress, Rachel Miner, suffers from a serious back injury during filming Season 6's Caged Heat and couldn't do much physical work, thus limiting how Meg fought).
How Dean and Castiel take down Dick Roman: he knows about the God weapon designed to kill him, so they distract him with a fake one before Cas grabs him from behind and Dean stabs him through the neck with the real one. Dick promptly explodes.
Also, Dick smiles at them before he blows up. Not because he lost, but because he has the last laugh. Dean and Cas are sent to Purgatory, likely due to his death. Not bad of an exit for a season's Big Bad.
Crowley proving yet again that he's the series' resident Magnificent Bastard, by playing the Winchesters and Leviathans against each other and ensuring that he's the only winner this season. By the time everything's done with, Dick's dead, leaving the Leviathans leaderless and disoriented; Dean and Cas have been sent to Purgatory; Meg and Kevin are his prisoners; and Sam is now alone and powerless.
"We Need To Talk About Kevin" shows how the title character has seriously taken a level in badass since we last saw him:
First, we see in a flashback how he escaped from Crowley — he tricked him into thinking he'd found a way to open a Hell Gate, and then casts a spell that kills the two demons guarding him, grabbing the Word of God tablet and running off, while Crowley is left standing in a field in Wisconsin surrounded by goats and waiting for a nonexistent gate to open. That's right, the nerdy prophet pulled a fast one on the resident Magnificent Bastard.
Later in the episode, Crowley shows up with Kevin's possessed girlfriend, and Kevin lures them into a back room, where he triggers a booby trap that douses them both in holy water, buying him and the Winchesters a chance to escape.
"What's Up Tiger Mommy": Kevin seems to have gotten his Badass Normalness from his mother. First, she passively-aggressively threatens a guy who stole the Word tablet into telling them what he did with it. Later, she punches Crowley in the face for threatening her and Kevin (also a funny moment).
Sam performs a reverse-exorcism, preventing one of Crowley's Mooks from escaping and forcing it back into its host so that Dean could kill it.
Crowley gets another notch on his Magnificent Bastard belt at the end of the episode: he buys off Plutus' dragon, getting his help in possessing Kevin's mother so that he can use her to get the Word. Then, when the dragon stabs Plutus through the back, Crowley rips the weapon out of his chest and throws it across the room to kill another mook. Then he manages to get to his own body and run off with the tablet, giving Kevin a "The Reason You Suck" Speech about the Winchesters while on the way out.
Sam kills Plutus' dragon with Mjolnir, and then uses it to kill Vili (Odin's brother) who had bought it to avenge the virgin he killed to buy it with. That Sam could use Mjolnir so easily raises the possibility that he is worthy to possess the power of Thor.
"Blood Brother" has Benny putting the skills he gained in Purgatory to good use against his former nest. Especially notable is when he casually dodges a knife swipe at his neck, handcuffs the vampire who just tried to kill him, and taking his head off.
Dean stabbing Benny's former girlfriend from behind with his Purgatory axe, then ripping it free and taking her head off. After taking out the entire nest of vampires virtually single-handedly.
Garth gets two in "Southern Comfort". First, even after getting shot, he manages to take the cursed penny off the possessed Dean and resist the effects, due to simply not holding grudges. Then, he tears into Dean for letting his relationship with Sam fall apart when they're all each other has left.
"A Little Slice of Kevin": Castiel is back and still kicking ass. When he confronts Crowley for Kevin and the tablet, Crowley assumes that he's too weak to actually threaten him. Cas responds by glowing with divine light, complete with the shadow wings showing up again. He then brings his hand down on Crowley's as he tries to grab the tablet, shattering it and letting Crowley escape with only half. And it turns out, he really was bluffing about his power levels.
Mrs Tran continuing to be a badass by turning the tables on the demon left to kill her and taking him prisoner.
Sam taking out a whole hallway full of demons with a "demon bomb".
"As Time Goes By": How they deal with Abaddon. After setting up a fake Hostage For Macguffin situation, Henry lets himself be stabbed by Abaddon in order to be close enough to shoot her in the head with a bullet that had a devil's trap carved into it. Abaddon is left trapped and immobilized in her body, allowing Dean to cut her head off, promising to cut her into pieces and bury each one separately.
"Everybody Hates Hitler": the opening scenes where the Golem rips through a camp of Nazis like they were paper.
"Remember the Titans": Sam guesses that Artemis and Prometheus were romantically involved given maybe three basic unconnected clues. Not only does he taunt her but he talks a goddess into killing her father to save Prometheus.
Meg's last stand against Crowley in "Goodbye Stranger".
Castiel breaking free of Naomi's control and keeping the angel tablet from her.
"Taxi Driver": Sam breaks Bobby out of Hell.
Benny allows Dean to kill him so he can save Sam and Bobby from Purgatory.
Kevin essentially telling Crowley to a) go screw himself and b) that he can kill him but he can't break him. Actually, let's just go ahead and call "The Great Escapist" Kevin's Awesome Episode, because hedeservesit. Bonus points because he's figured out Crowley's game simply because the kid is just that smart. Two years ago, the guy was nothing more than an above-average high school student, and now he basically gave a giant middle finger to the freaking king of Hell. He knows he can't get out, he knows he's going to die, but when Crowley walks in and confronts him he looks more confident and more healthy than he has all season. He even got what he thought was a good last meal out of it.
Also, when Cas is being interrogated by Naomi: "In the words of a good friend ... bite me." And the fact that he was able to evade Naomi's mooks for so long because he was able to make himself appear as if he were in hundreds of places (Biggerson's restuarants) at once.
A meta-one: After viewing the ending of "Clip Show" (Let's just say it involves Crowley at his most heinous.note Trust me, it's too big to spoil.), learning that Sam and Dean are going to use him for the Third Trialnote Curing a demon. in "Sacrifice" is remarkably satisfying.
Made even better? Crowley was originally trying to force Dean and Sam to stop completing the Trials altogether with said-heinousness. Hoist by His Own Petard, anyone?
Although, as mentioned, heinous, the monologue Crowley goes into while at his most heinous really does qualify.
Crowley: What's the line? "Saving people, hunting things. The family business." Well I think, the people you save, they're how you justify your pathetic little lives. The alcoholism, the collateral damage, the pain you've caused... The one thing that allows you to sleep at night - the one thing is knowing these folks are out there. Still out there. Happy and healthy because of you. You great big bloody heroes. They're your life's work and I am going to rip it apart. Piece by piece. Because I can. Because you can't stop me. Because when they're all gone, what will you have left?
Let's give Metatron a massive round of applause for being one hell of a Magnificent Bastard and Outmaneuvering everyone in the cast. The man essentially brought down heaven completely. How many demons or many other have tried to deal such as blow to the Heavenly Host? And unlike Lucifer, The Leviathans or Eve, Metatron wasn't uber strong. He was just a very smart guy. We repeat, what was Heaven's undoing? A smart man with nothing to lose and a vendetta. Epic.
"I Think I'm Gonna Like It Here": After nearly shutting the gates of hell, Sam's stuck in a coma. While dreaming, he encounters Death, who admits to wanting to come personally. Death, who up until now has insisted he believes humans are insignificant, goes so far as to praise Sam (presumably for almost succeeding at closing the gates of Hell.
Ezekiel's entrance in "I think I'm Gonna Like It Here". He saves Dean's life and proves that there are angels that care about humanity. Becomes less awesome after "Ezekiel" turns out to be another lying prick.
Ezekiel: Easy there, brother. This young man has prayed for our assistance. Are we creatures of wrath or compassion? I would argue the latter.
"Devil May Care": Abaddon's plans for demons are sheer Nightmare Fuel, but are also pretty awesome.
Best moment of the episode has to be Ezekiel coming to Sam's rescue, his eyes glowing laser blue and his wings appearing in the light he gives off. They may be ragged, but they still scared three of Abaddon's elite demons, and of course Ezekiel still crushed them despite being wounded.
Mention must be given to the single crossroads demon who stood up to Abaddon. During Abaddon's speech about how she will take over, claiming Crowley is dead and now all shall bow before her or she will eradicate them all said demon casually dismisses her plan, pointing out that up until a few days ago they all thought she was dead as well, and as long as she can't prove her claims, she'll never get all the demons behind her. She goes even further and dismisses the knights of hell as being overrated. Just to review, this is a single crossroads demon, the weakest of all demons nothing more than a "Salesman" who at the time was in the body of a frail old lady, standing up to pretty much the most powerful demon alive at the present. Abaddon's response is pretty awesome as well—what does she do when she can't answer or dismiss these criticisms? She grasps the demon by the throat, pulls her out of her vessel and then throws her back into HELL.
When Castiel is being tortured in "Holy Terror", he manipulates Theo into setting him free by pretending that he can put him in contact with Metatron. When the other angel's guard is down, Castiel slashes his throat and steals his grace to get his powers back. When Malachi returns to the torture warehouse later, it's shown that Castiel single-handedly slaughtered every single angel in there in order to escape. Doubles as Nightmare Fuel, but pretty awesome nonetheless.
A few in "First Born"
Dean single-handedly takes on, fights and kills three Demons, proving that he's still sharp from Purgatory. Defeating one is too much for most people.
Crowley's response to being knocked down by another demon. "You're good..." jumps up and stabs him in the side with an angel sword, "...But I'm Crowley"
And of course Cain, the Father of Murder. Clearly impressive in many aspects, he gets his greatest moment at the end, where he single-handedly slaughters a whole Army of Demons.
Castiel telling Bartholomew that he refuses to allow the angel-on-angel violence to continue, and that just because he has killed thousands of beings in the past doesn't mean he'll do it again.
Castiel: Who I was, what I did, that's not who I am.
And then sparing Bartholomew, who tried to murder him and has tortured many angels to death for simply not wanting to fight, because someone has to draw the line, and then executing Bartholomew when he tries to back-stab Cas despite Cas's magnanimous gesture to him. And of course several Angels telling Castiel that they wish to follow him at the end.
Mrs Tran killing the Demon Del and getting her revenge for the year of hell she went through. And that Sam said that she is "much worse than Crowley."
One for Crowley as he realizes Sam and Dean are about to kill him and double-crosses them. They should have known better than to try and play Crowley, because as he said earlier;
Crowley: You [Lola] tried to play me? I play the tune! Everyone else dances to it. Got it?
The claims that Metatron is the new God seem like an informed attribute without much to back it up. Then he blows out a ring of Angel fire he's in, curb stomps the Winchesters and wipes away angel warding like it's drawn out of smoke, and he could probably qualify for a close second.
It's just the smug, happy-go-lucky way he does all of this. He's in a situation that's screwed Archangels, and he's having fun.