A/N: This idea popped into my head when I was reading a Sabriel fic and I just loved the idea of it... Admittedly it's inspired by the Futurama movie "Bender's Game" because that movie is awesome. I don't know... This is going to be a multi-chapter thing but I have to plan it out a little so I can get a feel of what the "quest" will be. Just FYI I've never actually DM'd before so if you notice anything weird then that's why. I hope you like this because it's gonna be fuuuuuun to write! Oh! And umm... This is a bit of an AU since some of my favourite characters never died (*shakes fist at writers*) so enjoy!

XXX

"Wait a minute, what am I doing again?" Dean asked as he studied the strange dice in his hand.

Charlie rolled her eyes, "you're rolling a perception check, dumbass. Just roll the damn thing," she replied, waving her hand in a 'hurry the hell up' gesture.

Dean did as he was told and rolled the dice, "uhh... One... Is that good?" Charlie shook her head and smiled.

"You see absolutely nothing." She stated simply, "Sam, your turn," she added, turning towards the younger Winchester.

Sam nodded, "I look around the forest and-"

"Sam, we are not in a forest... We are in the bunker," Cas interrupted, tilting his head in Sam's direction.

"Cas, for the last time, it's just pretend. Sam, continue" Charlie explained, gesturing towards Sam to resume his turn.

"I look around the forest and see if I can find a path," the Winchester replied, Charlie motioned for him to roll his d-twenty. "Sixteen" he added, glancing down at the die before looking back up into Charlie's face, awaiting her answer.

"You look around, it's a pretty typical forest, you can see the faint traces of a path stretching to your left."

Sam nodded, seemingly satisfied with the red-head's description.

"Bobby? You ready?" Charlie asked the older hunter, smiling when the bearded man rolled his eyes.

"This game don't make a lick 'a sense... Spells and crazy dice and whatnot, what idjit designed this thing anyway?" Bobby grumbled, holding up the d-twenty and eyeing it as if it had personally offended his favourite hat.

"The 'idjit' that you speak of, is Gary Gygax, one of the most brilliant people ever to grace this Earth with his presence," Charlie replied, "now what do you do, Bobby?" She added.

"I uhh... I start to follow the path to see if I can find a way out of the forest," Bobby finally decided after about thirty seconds of silence.

"Roll," Charlie replied simply, looking down at the d-twenty as it rolled across the table.

"Two," Bobby informed her.

"You attempt to follow the path but fall flat on your face and knock yourself out for a few minutes." Bobby grumbled under his breath and glared down at the dice again. "Cas, your turn."

"I still fail to see the point of this game..." The angel admitted, picking up the dice and examining it's peculiar shape.

"It's just for fun, Cas. Blow off some steam, have a few laughs, that sort of thing." Charlie clarified, flashing Castiel a wide smile.

Cas nodded, "I would like to... Attempt to follow the path, preferably without rendering myself unconscious in the process." Cas finally decided, taking the hint from the previous plays and rolling his d-twenty. "Eighteen," he added after the object had come to a stop.

Charlie nodded, "you successfully follow the path -without knocking yourself out- and see that there is an entrance to a dungeon a bit ahead. Everyone, discuss what to do."

"I say we go in there, plow our way through whatever fuglies we find, and get the loot!" Dean exclaimed with a grin, seemingly becoming excited at the prospect of a dungeon crawl.

"Sounds like a plan, it'd probably be a good idea to level up my character," Sam said.

"I concur. Bobby?" Cas interjected. The older hunter grunted in affirmation and they all turned towards Charlie again.

"Roll," she stated, bringing out a sheet of paper and a pencil.

"Nineteen," Sam said happily.

"Seventeen," Dean chimed in happily.

"Fourteen," Cas added.

"...Three..." Bobby sighed, earning a laugh from the rest of the group.

"Sam, Dean and Cas successfully enter the dungeon, Bobby falls on his face again." Charlie described once her laughter had mostly subsided, just causing another round of giggles to erupt from around the table. Bobby grumbled again and sank lower into his chair, arms crossed.

"I go back and pick Bobby up and put him on my shoulders, then re-enter the dungeon and catch up with Cas and Sammy." Dean said once they had all stopped laughing and it was his turn again, he rolled the dice and smiled when it showed an eighteen.

"You all enter the dungeon and move down a mostly dark hallway, though you can see torchlight ahead."

"Let's go already!" Dean exclaimed.

Sam smiled at his brother and looked towards Charlie again, "I go ahead and see what I can find," He said. The red-head gestured towards his d-twenty and he rolled. "Twenty," he added, happy he had gotten the highest number possible.

"You silently creep through the hallway and peek into the room ahead, there are three skeletons, each one armed with a short sword," Charlie supplied. "Cas, your turn," she added, glancing toward the angel.

"I follow Sam and attack one of the skeletons." The angel said in that flat tone of his, though the glint in his eyes told off the fact that he was a little excited.

"Roll to see if you hit it."

"Nineteen,"

"Roll for damage."

Castiel rolled the d-ten in front of him, "nine."

"Add your attack bonus."

"Eleven."

"You smash the skeleton's head into pieces with your Warhammer, but he still isn't dead. Bobby, your turn."

"Good hit, Cas!" Dean praised, smiling at the angel and earning a small smile in return.

"I hit the same sonovabitch Cas just dealt with."

"Roll."

"Oh for the love of... Six..."

"You hit your foot instead... Sorry Bobby..."

"Wait so is it my turn again now?" Dean asked, growing a little impatient.

"Nope, since Bobby missed, it's the skeleton's turn." Charlie corrected, picking up her own d-twenty and rolling it, "crap. Nat-one... The skeleton misses and ends up slamming into the wall and taking three damage, it's dead." She added, "okay, Dean, your turn."

"I attack the next skeleton in line." Dean decided quickly.

"You know what to do..."

Dean rolled the dice in the appropriate order.

"You grab your bow and plant an arrow right in the centre of the skull, cracking the bone and making the skeleton crumble to a pile of dust on the floor, critical hit!"

Sam and Dean high-fived, seemingly pleased with this outcome.

"Okay, Sam, last skeleton." Charlie said happily.

Sam nodded and rolled his dice as Dean had.

"You take your battle-axe and drive it into the skeleton's ribs, he still isn't dead but several ribs have broken and he is now missing an arm from the force of the blow."

"Cas, you wanna finish this for me?" Sam encouraged, smiling at Castiel as the angel began rolling his d-twenty.

"Yes, Sam, I shall 'finish it off' so to speak-"

"Helloooooooo!" A voice suddenly sing-songed from behind them and they all jumped, turning towards the intruder, Sam and Dean grabbing guns that were hidden under the table while Cas produced his angel blade.

"Gabriel?!" Everyone exclaimed in unison upon seeing who it was.

"The one and only," the archangel said with a wink. "Ooh, DnD huh? Looks like fun!" He added, an evil smirk suddenly spread across his face and before anyone could do anything, he snapped his fingers and the world went black.

XXX

A/N: did ya' catch my Futurama reference in there?! Also I noticed that Bobby's turn came before Cas's the first time but I'm too lazy to change it so everyone will just have to deal with a continuity error or stop reading. *blows raspberry* anyway I hope you guys liked the first chapter!