Okay, here's some of my favorites from some silly writing i did back in 2008

Sam: “Hey, Dean! I found a way no-strings-attached to break your crossroad deal!”
Dean: *Iz hopeful* “Really?”

*Sam & Dean’s answer mactine*

(all of this is in a really perky voice)
Sam: hey! this is Sam…
Dean: and Dean! We’re probably out hunting…
Sam: so leave a message at the beep….
Dean: and we’ll get back to you as soon as possible.
Sam and Dean: kisses!

Sam: Stay out of the bathroom Dean, I’m going to shave my legs for swim practice.
Dean: Sam, you’re such a girl.
Sam: *whiney voice* AM NOT!
Dean: *singsong whiney* ARE TOO! By the way, do you think this jacket makes the color of my eyes pop?

Dean - “What is it?! You found away to break my deal, kill bela, bring back dad, and stop you from going evil????!!!”
Sam - “Nooo… But I just saved a ton of money on my car insurance by switching to Geicko!”

Dean: dude! *stops Sam*
Sam: What?
Dean: um,what do you think your doing?
Sam: I was gonna kick the door down-
Dean: *cuts Sam off* no. *shacks head* no body kicks doors down but me. Why dont you go get tied to a chair or somthing,your good at that.
Sam: *sad* fine.
Gordon: I got some rope!
Sam:*confused* didn’t you die?
Gordon: didn’t you?
Sam: touché

Dean: Hey Sam what time is it?
Sam: (smiles evily)
Dean: Oh no Sam don-
Dean: Oh god kill me

Dean: Man! Dad called me.
Sam: What? But he’s…dead.
Dean: Yeah i know.
Sam: Well what did he say?
Dean: He said…you get the extra cookie.

(Sam and Dean walk into a pet store)
Sam: Hey Dean, can I buy a fish?
Dean: Sure, do whatever you want.
Sam: Awesome! I’m going to name him after you, Dean.
Dean: That’s nice.
(Two days later)
(Dean walks into motel room, and bumps into the table holding Dean the fish. The bowl falls off and breaks)
Dean: Oh crap!
(Dean runs out of motel room to buy another fish. While he’s gone, Sam comes back. Sees dead fish on the floor)
Sam: NOOOOOO!!! Dean!!!!
(Sam shows up at Bobby’s house extremely upset)
Bobby: What’s the matter, Sam?

sam and dean split off on the case. sam goes to the lib to do some research and dean goes to check out the scene of the crime. dean gets back to the motel 1st. he looks around to make sure no one is around and pops in a specially made CD into the the DVD player. the CD blasts “cmon barbie let’s go party uh uh uh yeah, cmon barbie lets go party uh uh uh yeah.” dean is singing along and shaking his booty and doing poses.

Dean: Sam?
Sam: yeah?
Dean: How come girls can say, ‘I’m going to go to brunch with my girlfriend’, and no one assumes anything,
but when I say, 'My boyfriend and I are going shopping for fanny packs’, everyone thinks I’m gay?
Sam: I have no idea dude. its just one of those double standards. *puts on fanny pack*

Sam: (listening to “All Out of Love” by Air Supply)
*singing badly* Im all out of love, Im so lost without Dean!
I know you were right, believing for so long!
Im all out of love, what am I without Dean!
I cant be too late to say I was SO wrong!
*very out of tune* OOOOOH, what are you thinking OF!!!
What are you thinking of!
What are you-

Lilith: *knock down door* STOP IT,STOP IT, JUST STOP! *pulls Dean into the room* Heres your brother,good as new, just stop singing!
*storms out*

Dean: *awkward* hey.
Sam: *awkward*hey. soooo,how was hell?
Dean: um,pretty bad….ya know its a little hot there.
Sam: yeah?
Dean: yep, and the line for bathroom is long as…..well you know.
Sam: I can imagine.
Dean: the food’s pretty good though. *pause* so do you sing songs about me alot or-?
Sam: yeah,I do. usually in the shower. is that weird?
Dean: *backs out of the room* um you know what? I total forgot some stuff back in hell,I’ll be right back. *runs out*

Sam: *stands there like he lost his shoe* *sigh* *starts to sing “Tainted Love”*
Sometimes I feel Deans got to
Run away, hes got to
Get away
From the pain that you drive into the heart of me!
The love we share
Seems to go nowhere
And I’ve lost my light
I toss and turn I can’t sleep at night!

OOOH!…tainted love!

(mean while, back in hell)
Dean: *looking up* ah man, you can hear him here too?
Demon #1: god he’s awful.
Demon #2: hey, thats not how the song goes.
*Dean & Demon #1 look at him*

Demon #2: I mean…um, he’s so bad. This really is hell.