askparadiseair

3

Dean: Ugh! I can’t believe I left my clothes…I liked that jacket…

Sam: Dean! Dean! Are you okay?! I was really worried and I felt so bad I’m sor -

Dean: It was just a bad day Sammy. It’s okay. … ‘Sides, I went home with this gorgeous woman - huuuuge brea -

Sam: Okay,get your dirty sex hands off of me. … Better get to the hangar or Bobby’ll have your head!

Benny: You slept with him, didn’t you?

Dean: No, WORSE. I cried and told him too much and he fuckin’ spooned me in his sleep and he doesn’t remember it and I fuckin’ made him breakfast and shit. Benny, I think I love him.

Benny: Oh, you poor soul.

—-

dean is just a big loser

2

Cas: …Dean?

Dean: Hey Cas so it seems you might have asked me out?

Cas: What? Auuugh just forget I said any -

Dean: No - Listen. Uh - if - uh - look. I like you.

Cas: Uh.. …. What?

——-

look at these assholes

3

Bobby: Okay, that’s the last of it. Better tell Fergus so we can get back to our real jobs.

Dean: Ugh. So we spent all morning lifting shit. And there’s still, like, five hours left.

Benny: When are we gonna talk about it?

Dean: What, you mean Cas? Dude, I already told you everything.

Benny: Not that. Something happened yesterday. Are you going to talk about it or -

Dean: Hey, look at that! Some lost tourists who probably need a cab to their hotel!

Benny: Dean.

Dean: UGH. Who’d have thought Cas would be less stressful to think about - UGH. … Speaking of - Hey Cas!

—-

movin’ on movin’ on

Gabriel: So. Spill!

Cas: There’s nothing to tell! Dean UH - he offered to do uh my laundry last week. And I guess he left it in my stuff and I only have like five shirts so uh

Gabriel: Ugh. you’re so boring. You have got to get over your fear of old people at the laundromat.

Cas: One of them wouldn’t let me leave until I agreed to date her granddaughter.

—–

gabriel might press more, but castiel’s life really is just sad enough that it’s easy to believe

Dean: Oh no! Benny! Benny, you gotta help me! It’s been years since -

Benny: Look Freckles, you’re cute and hopeless but this is heavy.

Dean: I don’t even know his favorite color - what if I only like him because he bugs me??

Benny: I will drop this on you.

—–

benny doesn’t know why they’re friends

Sarah: So, “Uh Sam” - What are you majoring in then?

Sam: Um law - I still have a lot of work to go though.

Sarah: So I guess a future lawyer might be too busy to show me around the island, hm?

Sam: Well…not too busy…

—-

sarah, meanwhile, knows exactly how to ask someone out.

(note: sam and jess are just close friends, sam is crushing but jess is dating their friend brady, and uh timeline is super wonky so i’ll say sam’s in his second year of college. so he’s 19-20)

(also since i started watching the oc i’ve been super attracted to the idea of sam being a juvenile defense lawyer like sandy, a lot due to the way he and dean grew up and the path dean was headed down before bobby and karen took them in SO YEAH that’ll probably come up but there you go)

2

Dean: Hey Cas, I know I kind of ran out this morning but…Thanks. After how I came over…you could have just kicked me out.

Cas: No problem, Dean…anytime, really. …. So uh, would that be a first date, or…?

Dean: SERIOUSLY? I’m being open with you and - can’t you just like - UGH - WHATEVER. And Sammy says I’m allergic to feelings. Just ONCE I’d like to - UGH.

Cas: Dean - I - I…I was being…… …. … shit.

——–

well, cas, you tried

2

Dean: That Blake guy is an asshole - Why the hell do we have to help?

Bobby: Money, Dean. Fergus’s gonna get an earful for springin this on me.

Dean: Who’s the redhead?

Bobby: New business partner. She’s a demon.

Dean: …isn’t that a little harsh?

Bobby: You’ll see.

——

(just getting abaddon in there. i had something a lot better and more detailed but it got lost when my photoshop crashed ;;)

3

Ruby: So how’s the PMS today, Winchester?

Dean: Do you really want to antagonize me when I’m about to use tools.

Bobby (off screen): DEAN! RUBY! You idjits get over here!

Ruby: Ugh what now?

Dean: Put your goddamn hair up, Ruby.

Bobby: Gotta lot of fragile cargo to unload! Castiel and Gabe are on the way too.

Dean: Cas - ? I mean uh - uh fuck - shit - fuck -

Ruby: Dammit, I just ordered fries, too. I’m gonna flip my hair at Sam and get him to do it for me.

Dean: Stay away from Sammy, you harpy!

——-

dean was going to try, he really was

but the universe hates him

(i am so sorry the quality of this jumps around so much omg this is about the level i’m gonna strive for basically)