AN: This is not your ordinary 30 Day OTP Challenge (30DOTPC). It uses the same list of prompts, however, will be alternating between Destiel(Dean/Castiel), Sabriel(Sam/Gabriel), and Adamandriel(Adam/Samandriel), in whichever order I please, depending on who I think would fit the prompt. This series will also be as if season 5 was the last season like it was originally meant to be so no Godstiel or Demon!Dean or all that shit that happened from seasons 6-9. THIS TAKES PLACE AFTER S5 HOWEVER AND DEAN DID NOT GO TO LIVE WITH BEN AND LISA, INSTEAD, SAM WAS RETURNED TO DEAN MERE HOURS LATER.

Disclaimer: I do not own Supernatural or any of the characters. They belong to Eric Kripke and the CW.

Title: In Which Dean and Cas Are Finally Together And Have No Friggin Clue How To Express Their Emotions
Author: Three
Prompt: Day 1 Holding Hands (30DOTPC)
Fandom: Supernatural
Pairing: Destiel
Wordcount: 554
Warnings: Swearing, angsty awkward Destiel I guess

Dean had handled everything in the supernatural world, from angels to zombies, demons, witches, werewolves, dragons, you name it, he's probably killed it. The one thing he never expected to have to handle was a partner, a significant other, or in other words, a boyfriend, and he especially never expected to have to handle it during the middle of the friggin apocalypse.

Castiel was, of course, very close to Dean, what with their 'profound bond' or whatever shit Cas was going on about. There was one other thing besides a boyfriend that Dean, and Castiel as well, had never had to handle before: emotions. Affection, to be specific. Sure, Dean loved Sammy, and would do anything (within reasonable terms) for him in a heartbeat, and Castiel would stop at nothing to protect those he was close to, but neither of them had really loved before.

So of course, it started out like any other normal relationship: slightly awkward with immense teasing from Sam. He would prance around singing 'I told you so' over and over and he was starting to get on Dean's nerves. After about a month of this, Sam started bitching at them.

"You guys never do any coupley stuff. It's boring."

"Ya know, I don't think you two have kissed before."

"Have you guys ever held hands or anything?"

Sam was about to pick on them again, when Dean threatened him with a salt round to the shoulder. Castiel was wondering, also, about what Sam was saying. He was right, in some aspects. Dean had never taken him on a date, and they had kissed on occasion, usually quick little makeout sessions while Sam was out, but they never held hands.

"Cas? Cas!" Castiel shook his head, coming out of his stupor.

"Yes, Dean?" He tilted his head at the hunter.

"We're going out to eat. You coming?"

He thought for a moment and was about to remind Dean that angels do not require food, but he thought better of it and stood, following Dean to the car.


Dean slid into the booth at the diner, Sam across from him and Cas next to him. After ordering the usual burger and salad, they chowed down, discussing their latest case, a couple of rogue skinwalkers hiding out somewhere in town.

Midway through their meal, Cas gathered his courage (Come on, Castiel. You are older than Earth. You have led the garrison through many wars. It's just Dean.) and placed his hand on Dean's thigh underneath the table, causing Dean to gasp sharply and jolt in his seat. Sam raised an eyebrow and turned back to his laptop. Dean, burger now forgotten, moved one hand under the table to stop Castiel from moving his own higher and was caught by surprise when Cas intertwined their fingers, holding Dean's hand.

Bewildered, Dean locked eyes with Castiel, only breaking the eye contact when Sam cleared his throat. "Well, uh, I'm gonna go back to the motel and uh, keep tracking these things." Sam closed his laptop and went to leave.

Before opening the door, he paused and looked in the space between his brother and the angel, gazing at their locked fingers for a few moments, before whispering finally loud enough for them to hear and leaving, an idiotic grin plastered on his face.