Bracket One:

Cakehole! Much more about the brothers.

The second one was tough, but I'm going to go with amateur, because the first one really needs Dean's reaction.

Bikini inspector--Sam and Dean show, and doesn't have a "bitch" in it.

Vegas! Because Vegas!, plus Dean being avoidy.

Bracket #2:

Dead Fish! Brothers working towards the same goal, with very different methods.

Kill you all!: Rule Number 1: You don't mess with Sammy.

Bitch...Jerk: BOYS!

Cause you’re a bad person. BROTHERS!

Bracket #3

Family Business: I love a good motto, but this was really the start of the show.

"this killer truck.": Racist Ghost Trucks FTW!

I wish you could, too: Dean as Protector FTdysfutionalW

I'd take our family over normal any day: Oh, Dean. You never had a chance, did you?

Bracket #4

I need your help, Dad: Was this the official start of Woobie Dean?

Vampires! I would have gone for shorts, but then there was the dodgeball ep.

PIE!: Because PIE!

Hold me, Sam. That was beautiful: Epic love story of Sam and Dean, after all.

S1, R1, Bracket #1:

Yorkie--came out of left field, quick, disarming, funny
Don't cuss at me!--Missouri knew Dean needed sharp, not soft
White meat--Bravado overlying true heroism
Touchy-feely--amazed he could get out a tongue-twisty sentence as nervous as he was

Bracket #2

Slaughter--Utterly Dean, bare to the walls of who he is
Kill you all--again, Dean's raison d'etre
Chick flick, bitch, jerk--laying series groundwork here
Metallica--character foundation

Bracket #3

Saving people--This one is hard, because both are cornerstones
killer truck--great line, a real standout in a bad ep
squeal--mostly because I'm not fond of the other line, for multiple reasons
haunt--I sneer in the face of death--oh Dean!

Bracket #4

I need your help, Dad--the first time we see how deep the cracks in Dean's armor are
Shorts--'cause, funny!
do my best to be brave--another chink in the armor, and what makes Deano tick
Hold me Sam--series cornerstone

#1

Cakehole- of course

Don't cuss- it was a tough choice but I think this one sums up Missouri

Bikini Inspector

Yoga crap

#2

Slaughter evil sons of bitches

Kill you all

Jerk/bitch

Because you're a bad person

#3

Family business

Crappy counselor

Innocence

Haunt your ass

#4

The voicemail message- oh Dean!

Vampires

Brave

Hold me Sam

Bracket #1
shotgun/cakehole: because... just because
don't cuss at me: oh Missouri
bikini inspector: Dean's grin
self-help yoga crap: Oh Dean.

Bracket #2
dead fish: see above re: Oh Dean.
cheapen the moment: of course he must
jerk/bitch: it just means i love you
calms me down: Dean being afraid of flying is so random and awesome

Bracket #3
family business: because tagline
crappy guidance counselor: because yeah, he really did
squeal like a pig: hard choice, but
it's a little funny

Bracket #4
I need your help
vampires: i almost had to abstain though
apple pie
hold me sam

Thanks to ita for putting this all together.

Season 1, Round 1, Bracket #1:

• shotgun/cakehole: what ita said.

• don’t cuss at me: Because Missouri is showing her love. What Bev said.

• Bikini inspector: I’m kinda blah on both choices so this wins by default.

• Self-help yoga crap: Bravado Dean.

Season 1, Round 1, Bracket #2:

• Meg/Dean: Dean making promises he intends to keep

• Hurt my brother: see above reasoning.

• bitch/jerk: iconic Dean and Sam

• Humming Metallica: Because I use this as status at times.

Season 1, Round 1, Bracket #3:

• Family Business: It’s what we are built on.

• Killer truck: by default

• Wish you could too: recently this scene means so much more.

• take care of the car: means I love you in Dean speak.

Season 1, Round 1, Bracket #4:

• Phone call to Dad: First time I wanted to break out the blankets and soup.

• shorts: because he really doesn’t

• Pie : The other line was more compelling but it was a lost moment for me. On the otherhand I still think of Dean and pie.

• You and me, we're all that's left.: Oh Sam.

I have to say, from looking at the totals so far, some of you people are very wrong. But I won't post totals until closer to the halfway mark. We have 9 votes in for brackets 1 & 2, and 7 for 3 & 4.

Round 1, Bracket 1

• Dean: House rules, Sammy. Driver picks the music, shotgun shuts his cakehole.

It's just classic. Classic.

• Missouri: Is that an EMF?
  

Who doesn't love a snarky Missouri? I love her.

• Dean: Yeah, you want some white meat, bitch? I'm right here!

And a cocky Dean? Me too.

• Dean: As long as I'm around, nothing bad is gonna happen to you. Now then, I know what we need to do about your premonitions. I know where we have to go.
  

Just made me laugh.