Summary: Breakfast Club AU where Team Free Will, Charlie, and the Reader are all in detention and aren’t really friends, but as the time passes, they grow closer together, especially Dean and the Reader
Warnings: Breakfast Club AU, some swearing
Pairings: Teen!Dean x Reader
Request: A Breakfast Club AU with TFW, Reader and Charlie? Maybe the reader is the basket case, Dean is the criminal, Sam is the brains, Cas is the athlete and Charlie the princess? Dean x Reader or Cas x Reader, whatever is best for you p.s your writing is fantastic, keep it up
A/N: This is more of a high school setting, so if it would make more sense, try to picture everyone as their teenage selves. Also, I don’t own a copy of ‘The Breakfast Club’ and they took it off Netflix a while ago, so I don’t really have any sources for writing this. I did look up some clips on youtube and a few summaries. I don’t really know what happens in the movie because the last time I saw it was a year or two ago, so I’m willing to bet that the things they do in this fanfic isn’t exactly what happens in the movie.
Detention was bad enough, but a Saturday detention was the worse. You had plans. Sure, they weren’t very important plans, but they were still plans.
As you walked in, you saw five other people there. There was Sam, that really smart guy in your calculus class. Then there was Cas, the best athlete in the school. Charlie, the ‘princess’, sat by Dean, who you’re pretty sure that all the teachers hated.
The principal, Mr. Wells was at the front of the desks. “Now that (Y/N) is here, I can give out the assignment.” He said. As you sat down between Dean and Charlie, he started talking, but you’re mind wandered to numerous things.
You were considered a social outcast in the school. Not many people liked you nor hated you, but you were okay with that. You had a small group of friends that you hung out with occasionally. You smiled remembering the times spent with your friends.
“Something amusing?“ Mr. Wells asked, his face stern. He put a couple of loose-leaf pages down in front of you. You shook your head, your joyful memories ruined by him.
"I want you all to write an essay about 'who you think you are’. I expect you to take all of your detention time writing this essay. At the end of the session, I’ll collect it. You may begin.”
Sam had picked up his pencil and began to write. You, Cas, and Charlie had started thinking, but didn’t quite know how to start it. Dean just kind of messed around with his pencil, not really caring about the assignment.
A couple of minutes into the assignment, the principal got a phone call. You could hear someone yelling from the other line.
“Larry, hold on." A pause. "Wait, she did what?” More talking from the other end. “Okay. Yeah, I’ll be there, just give me a second.”
Mr. Wells turned towards the rest of the students. “I have some important business to attend to. It won’t take long. In the mean time, you five need to work on your essays.”
He paused at the doorway. “If I come back and any of you are doing anything besides that essay, I will see you, all of you, next Saturday.” He glared at everyone around the room, then left.
Everyone started working in the silence. The only sounds were the scribbling of pencils and the ticking of a clock.
You noticed that Dean was doodling instead of doing the assignment. He had poorly drawn sketch of the principal, only he had fangs and horns and his head was three times the size of his body.
“I wonder what Mr. Wells will think of that." Cas mumbled to Dean. His features had a touch of a grin. "Yeah, well, I don't give a damn what he thinks. Doesn’t make a difference to me.”
You looked over. “I’m sure it’ll make a difference to all of us if we have to spend another Saturday in detention.” Dean looked over at you, a devilish smirk plastered onto his face. “What, you don’t want to spend more time with me, sweetheart?”
You grinned, but it was gone in just a second. “First, it’s (Y/N). And Second, I’d rather spend my time in a red room with an angry bull than with you.” Dean smiled. “Yeah, we’ll see about that.”
A few minutes later, Dean got up. Sam looked over at him. “Hey, where are you going?” Dean rolled his eyes. “I’m getting tired of just sitting around. I need to stretch my legs.” Sam got a slightly nervous look, like he expected the principal to come in that moment.
Dean walked around, and found his bag he brought. He picked out a deck of cards, a zip-lock bag of poker chips, and a six-pack of Coke. “Anyone up for a game?”
The five of you all played poker, though Sam and Charlie needed some convincing. You and Cas didn’t really want to get another detention, but you had a feeling that Mr. Wells wouldn’t be back for a while.
“So, (Y/N)…” Charlie said, a small grin on her face. “Who do you have your eyes on these days?” Your eyes widened as a blush spread across your cheeks. “N-No one.” You tried to say casually, but it was blocked by your stuttering.
Cas raised an eyebrow, a smirk spreading across his face. “Are you sure about that, (Y/N)?" You looked down, having a sudden interest in your cards. "Yeah, I-I’m sure.” You noticed Dean frown after you said that, but it was gone as soon as you it had appeared.
“C'mon, (Y/N). Who’s the lucky guy?” Sam said, grinning. You were about to deny that you liked anyone, but large footsteps echoed in the hallway outside.
You all moved around, quickly cleaning up the unfinished poker game. The footsteps were getting closer. You threw the empty Coke bottles into a trashcan, and rushed back to the tables.
You sat down just in time for Mr. Wells to walk into he room. He seemed pleased to find everyone in their seats, calmly scribbling things down on paper. He looked at his watch. “Well, it seems that all of you have been working hard. I think you should take a lunch break.”
You all took out your lunches from your bags. You brought a sandwich, a small bag of chips, and a bottle of Gatorade.
Dean looked from his burger (why he would eat that cold, you had no idea), to Sam’s salad. “Dude, how can you eat that garbage?” Sam seemed offended. “What do you mean? How can you eat that chunk of grease? Your going to lose years of your life by just being around that thing.”
They bickered back and forth until your laughter cut through. They looked at you suspiciously. You smiled at the two boys. “You two are like an old married couple when you argue like that.”
They looked embarrassed, well, more Sam than Dean. Dean just kind of clenched his jaw. “Oh no, sweetheart. I do not swing that way. No thank you.” Sam muttered a “Yeah, me too."
As lunch passed, Mr. Wells announced. "I have to run down to the school office to go handle some paperwork. Continue to work on your essays until I get back.”
As he left, you all smiled and got up from your desks. You all just messed around the library, not giving a damn about the essay. You eventually sat down next to Dean, who seemed to be finished making a complicated paper airplane.
“Wow. That’s kind of impressive.” You said, eyebrows raised. He smiled, glancing at you. “You should see what I can do with a car." He looked back at the paper airplane, then threw it a good thirty feet across the room.
"You want to be a mechanic?” you asked. Dean shrugged. “Maybe…I don’t really know right now.”
Silence past for a quick moment, but then Dean remembered something. “So… maybe, if we don’t get another detention next Saturday, would you like to go see that new movie coming out? I heard it’s supposed to be really good and I think you might like it.”
Your eyes widened and your blush returned once again. “No!” You stampered, but realized what you said at Deans disappointed look. “Shit…that’s not what I meant. I meant I wouldn’t mind-"
Cas whisper-yelled to everyone. "He’s coming!” You frowned, but forced yourself to go back to your seat.
Perfect timing, Mr. Hells
“That paperwork took longer than I thought,” Mr. Wells said, coming in, “It’s time for you to go. You can keep your essays. It was just some thoughtful busy work, as you may call it. I hope that I will not be seeing you again in detention any time soon.”
Everyone got their things together and went out the door. You tried to catch up with Dean. “Hey!” You said as you caught up to him. “Look, I didn’t mean to say that back there. I was just surprised and I kind of fumbled with my words. I meant to say that I wouldn’t mind going with you.” You waited for his response.
He looked relieved. “Okay,” He smiled, “Is it cool if I pick you up at eight next Saturday?" You nodded excitedly. "Yeah, eight is perfect.” He nodded and gave you a peck on the lips.
Okay, so maybe detention isn’t that bad, You thought.