Supernatural preferences and imagines

Sucks To Be Me (Sam)

"Godamn, Y/N. You suck at this."
I groaned, half heartedly smacking him on the arm. We were in a intense match of chess with huge stakes on the line. We both had written a prize on a piece of paper and didn't show the other. I had written that Sam had to do my laundry for a week, but with the smile on his face I would probably be doing my laundry and some other horrible thing in the next week. I winced as Sam moved his knight and took my bishop. I honestly had no idea what I was doing, I hadn't played since high school, but when Sam came to my room and asked to play a game with his puppy eyes in full power, I had to say yes. And, to be honest, I had a little bit of a crush on the younger Winchester. I mean, just look at him! Apparently, I had because Sam started chuckling.
"Maybe you'd have a chance if you looked at the board instead of me," he said smirking.
I blushed bright red and looked at the board. I was so flustered, I accidentally made a horrible move. Sam laughed triumphantly.
"Yes! Checkmate!"
I looked at the board in a panic.
"Wait, no!"
Sam rubbed his hands together evilly.
"Oh, this is going to be good."
"What's going to be good?" Dean asked, walking by with a beer in hand.
"I challenged Y/N to a game of chess and whoever won got to pick a punishment for the other. I just won!"
Dean looked at me, disappointed.
"Y/N, it's Sam. This is chess. He's going to win."
I buried my face in my hands and groaned.
"Why'd you even agree to do this?" Dean asked.
I looked at him from between my fingers.
"Damn puppy eyes."
Dean and Sam both laughed.
"Alright, Sam. Hit me with it," I said, just wanting to get it over with.
Sam smirked and flipped over his pice of paper with Dean looking over his shoulder. Dean's eyes widened.
"Aw, c'mon, Sam. That's a total dick move," he said.
"No, it's a you move," Sam pointed out.
"Sam, what does it say?" I said urgently.
"You have to wash Baby in nothing but shorts and a bikini," Dean said with an eyebrow raised.
"What! That is a total dick move!"
Sam folded his arms.
"Well, I'm sure you put something as bad as that too."
"No, I did not! I put you had to do my laundry!"
Sam smirked, "Sucks for you, doesn't it?"
I grit my teeth.
"Oh, you're going to regret this, Winchester!"
"I'm pretty sure I won't," he said smugly.
"Fine, but I get to pick the time."
"Sure, when?"
I returned the smirk.
"You never said I had to tell you when or even an expiration date. C'mon, Sam, you were pre-law, you should have thought of that," I said smugly.
"Ooooh, she's got you, Sammy," Dean called.
(Time skip brought to you by Dean's hair)
It was three days after the chess game and I had come up with the perfect plan. I was sneaking out in the middle of the night, when I was sure Sam was asleep. I had put the cleaning stuff the night before. As I tiptoed thought the bunker in my bikini and some shorts, I smiled to myself. 20 minutes later, I was wet, soapy, and tired, but Baby was spotless. As I quietly made my way back to my room, I heard a whoosh behind me. I turned around to face Castiel, who looked even more confused if possible.
"Y/N, why are you in a bikini? And soapy?" He asked.
"Shh, don't wake up Sam and Dean. It was a bet. Please don't mention this, okay?"
Castiel nodded and I ran as quietly as I could  to my room my face burning with embarrassment, took a shower and crawled into bed.
(The next morning: Dean)
"You caught who doing what?!?"