Matt, I am so there with you with loving Jensen's look. Rawr.

Season 5, Round 1, Bracket #1
Team Free Will.
how simple things were
Where's your moose?
Pudding!!!

Season 5, Round 1, Bracket #2
1967 Chevrolet Impala
don’t piss off the nerd angels.
I'm not going to leave you
the voice says I'm almost out of minutes!

Season 5, Round 1, Bracket #3
And well, isn’t that kinda the whole point?
And I drank it!
Well, who wouldn't want that?
I got laid

Season 5, Round 1, Bracket #4
Don't miss.
erotically codependent on each other (This one was mean)
You see, Brady, we're the ones you should be afraid of.
Then I ain't going to let him die alone.

S5R1

B1

Free Will

Voice mail

Moose

Rockin' the yes

---

B2

Most important object

Nerd angels

Sammy? Sammy? It's okay, I'm here. I'm not going to leave you.

This isn't funny Dean, the voice says I'm almost out of minutes!

---

B3

self respect

found a liquor store

crapping margaritas

Cas, not for nothing, but the last person who looked at me like that...I got laid.

---

B4

Kick it in the ass

erotically codependent

we're the ones you should be afraid of

Then I ain't going to let him die alone.

S5, R1, B1

• Team Free Will.: Oh, DEAN.
• Remember when we just used to hunt wendigos...: Wistful Sam is love.
• Where's your moose?: I love Crowley.
• I just didn't want to let you down.: Much as I love "Puding!" this is where Sam saves DEAN.

B2

• Three days later another car rolled off that same line.: IMPALA.
• I don't have any elephant books.: Heh.
• Sammy? ... I'm not going to leave you.: Heart. Breaking.
• This isn't funny, Dean!: Technology is hard, Cas. We know.

B3

• They made their own choice. They chose family.: Ugh. Broken.
• It's funnier in Enochian.: TWo Cas quotes! No fair!
• To have a brother who would die for you.: Sometimes Dean needs reminding ...
• ...last person who looked at me like that ... I got laid.: Sparks. Are. Flying.

B4

• Kick it in the ass. Don't miss.: I tear up just thinking about this.
• ...codependent on each other, right?: They're dysfunctional, it's true.
• ...we're the ones you should be afraid of.: This scene gave me chills.
• Then I ain't gonna let him die alone.: DEAN.

S5, R1, B1:

• Team Free Will: Raison d'etre
• You have reached the voicemail: NSM clueless, as just why bother?
• Where's your moose?:
• I just didn't want to let you down: Hard to pick here, because pudding! But, brothers...

S5, R1, B2:

• The 1967 Chevrolet Impala: ::sigh::
• I don't have any elephant books: Go on, vote against it. I know the true strength and beauty of this quote
• I'm not going to leave you: Unless you ask me to. And then I'll drink.
• The voice says I'm almost out of minutes!: These earthly things!

S5, R1, B3:

• They chose family: Did they? Still, good quote.
• I found a liquor store: BAMF alkie
• The Dean and Sam story sucks!: Actually, it's the Sam and Dean story...
• The last person who looked at me...: ::eeeeeeeee::

S5, R1, B4:

• Kick it in the ass: ::sniff::
• Hey assbutt!
• We're the ones you should be afraid of: in the sexy way
• I ain't going to let him die alone: The other one makes me shiver and cry, but this is totemic

I don’t mean to skip to the end, but I think I already said today I’m feeling impatient, I already know what quote I want to win. I don’t want to jinx it though.

I’m not up to reasons.

S5, R1, B1

• Team Free Will
• Simple wendigos
• croatoan crotch
• didn’t want to let you down

S5, R1, B2

• most important object in the universe
• nerd angels
• I’m not going to leave you
• out of minutes

S5, R1, B3

• They chose family
• mouth of a goat
• a brother who would die for you
• …I got laid

S5, R1, B4

• kick it in the ass
• assbutt
• punched a dick
• ain’t going to let him die alone

S5R1, Bracket #1/4:

• Team Free Will. (Um... Yup!)

• You have reached the voice mail of [Castiel: I don’t understand. Why do you want me to say my name?] (Castiel and his cell phone crack me up.)

• Uh no, there's really no such thing as a Croatoan virus for... down there, um... you really should see a doctor. (Amen.)

• I just didn't want to let you down. (Oh, Dean...)

S5R1, Bracket #2/4:

• ...the most important object in pretty much the whole universe. (Impala!)

• Word to the wise--don’t piss off the nerd angels. (Again, cuz that other's from a line in a movie.)

• Sammy? Sammy? It's okay, I'm here. I'm not going to leave you. (::sobs::)

• Awesome. Another Horseman. Must be Thursday. (Great example of Dean's wry humor through exhaustion.)

S5R1, Bracket #3/4:

• They chose family. And well, isn’t that kinda the whole point? (For the record Family is an "F" word, but for the Winchesters I'm sold on the concept.)

• I found a liquor store. (I believe I've done that.)

• To have a brother who would die for you. Well, who wouldn't want that? (Exactly.)

• This is a fight? Are we in a fight? (I think this was the funniest line of the season.)

S5R1, Bracket #4/4:

• I said go. And Dean? Kick it in the ass. Don't miss. (We miss you, too, Kim!)

• Hey assbutt! (Aww... Cas. So cute when he tries to be human.)

• I punched a dick! (I really want to see that cupid again.)

• Then I ain't going to let him die alone. (fuckin' A ::sobs::)

S5, R1, 1/4

• Team Free Will. - Go Team!
• Remember when we used to just hunt wendigos and how simple things were? - Awww, wistful!Sam
• Where's your moose? - Well?
• I just didn't want to let you down. - Awww, brothers.

S5, R1, 2/4

• Because this 1967 Chevrolet Impala would turn out to be the most important car... no, the most important object in pretty much the whole universe. - Impala love
• Word to the wise--don’t piss off the nerd angels. - Sage advice
• Okay, um, I need a... penknife, some dental floss, a sewing needle, and a fifth of whiskey! Stat! - Surgery old school style
• Awesome. Another Horseman. Must be Thursday.

S5, R1, 3/4

• Sweetheart, if this is our last night on earth - JO!
• And I drank it! - Dang - total toss up. Love both quotes.
• To have a brother who would die for you. Well, who wouldn't want that? - Good question
• Cas, not for nothing, but the last person who looked at me like that...I got laid. - Mmmmmm

S5, R1, 4/4

• And Dean? Kick it in the ass. Don't miss. - ELLEN!
• You know Sam and Dean Winchester are psychotically, irrationally, erotically codependent on each other, right? - While I love assbutt, this is the boys to a t.
• You see, Brady, we're the ones you should be afraid of. - Once again, brothers!
• Then I ain't going to let him die alone. - Darned right, Dean.

S5, R1, B1

• the sound of your voice grating: grumpy Castiel is grumpy. Hee.
• why do you want me to say my name?: more Castiel vs. the cell phone (I'm sensing a theme)
• Where's your moose?: indeed, where?
• I didn't want to let you down: because Dean coming through in the pinch is what it's all about

S5, R1, B2

• most important object in pretty much the whole universe: yellow crayon!
• I don't have any elephant books: 'cause that actually made me sad for Dean
• I'm not going to leave you: because he never could, not really
• the voice says I'm almost out of minutes: still not getting old

S5, R1, B3

• They chose family. And well, isn’t that kinda the whole point?: speaks for itself
• I drank it!: something Dean should identify with, maybe Sam, too
• To have a brother who would die for you. Well, who wouldn't want that?: Yeah, Dean, who wouldn't want that?
• but the last person who looked at me like that...I got laid.: and we (well, me and ita at least) were all hoping it would lead to that

S5, R1, B4

• Kick it in the ass. Don't miss.: not necessarily a memorable quote, but the scene that goes with it? yeah.
• You know Sam and Dean Winchester are psychotically, irrationally, erotically codependent on each other, right?: that was a tough one, but Zacharaiah using this like a dagger to the heart, ouch
• You just punched a Cupid!: sorry, but that is just such an awesome moment
• Then I ain't going to let him die alone.: ::sniffle:: 'nuff said

I need to think about a couple of these but that last quote match-up reminded me of something I had wanted to ask. I've seen a number of people who thought that when Dean said "Then I ain't going to let him die alone", he meant that he would make it so he died with Sam. I thought, given the conversation he and Sam had in the car, that he meant he wanted to be with Sam when Sam died. How did you interpret that line - a desire to be with Sam or die with Sam?