You opened your eyes and instantly regretted it. A slice of sunlight cut through the motel room curtain and hit you right in the face. Your head was pounding, and your stomach was growling, nauseous and hungry all at the same time. "No mas tequila..." you groaned, turning over to get your face out of the sun. You tried to wrap your right arm under your pillow but you hit flesh as you turned on your side and it made you jump: you were not alone. Your eyes opened fully to see a tanned, naked chest rising and falling with steady breaths. Your eyes ran up from his stomach to the black anti-possession tattoo on his collarbone and then to his face. You smiled and hid your face in the pillow. Dean! You were waking up next to Dean Winchester, and he was naked. After a quick peek under the sheet, you realized you were too. What the hell happened last night!? Your head ached and you held a hand to your forehead trying to remember the events that lead you to this moment.
The case had taken forever. It was supposed to be a quick little thing, in and out: "A milk run," Dean had said. Well that was over a week ago. It had seemed like a simple vengeful spirit that at first, but it was nearly impossible to figure out what was going on. You and Sam had spent countless hours researching the family origins, talking to townsfolk, you even burned two sets of bones that turned out to be the wrong ones: it was a mess. You were grouchy and tired and once it was finally done Dean suggested the three of you go out and have some fun.
All you really wanted to do was go home and sleep for a few days, but Dean pleaded and Sam gave you the puppy-dog eyes so you caved.
You pulled on your tightest blue jeans and cleavage baring black tank top and met the boys are the car. Hell, if you were gonna have fun, maybe you could find a townie to do it with. You actually did your hair and makeup, and judging by the reactions of the boys when you approached them, you looked damn good.
"Well? Clean up nice, don't I?" You said, spinning around so they could see all of you. Sam nodded and looked away shyly. Dean licked his lips and winked. "I guess we're ready to go." He said.
There was only one bar in the sad little town and it was crowded. You managed to secure a pub table in the back while the guys bought the booze. An hour later you were glad for the seat. Four shots of tequila and two beers in you were feeling really good, and really wobbly. You batted your eyes at several of the local guys, even flat out waved at one, but no one came over. You pouted and laid your head on Sam's shoulder. "You guys are killin' my vibe! No takers tonight I guess." you said, curling your arm around his. Sam smiled down at you. "I guess you'll have to settle for us." You sat up and pecked his cheek, "It'll have to do." You sighed and stood up to go pee. You were a little more unsteady than you had thought and swayed a little. "I'm good," you laughed, seeing Sam's concerned face. "I'm sure you are Y/N/N."
Dean appeared with three more shots in his hands. He set them down and called to you, "Another round!"
"No mas tequila!" You yelled over your shoulder.
"Yes more!" He said and you turned back to the table and slammed the drink back. You wagged your finger at him, poking his chest. "You are gonna get me in trouble tonight Winchester."
Dean smirked and took his shot; "That's the plan."
There were more shots, and more beers, and more talking and more eyelash batting, but still nothing from the locals. It wasn't that bad, Sam and Dean kept you entertained with some old hunting stories you hadn't heard before, and a few that you had. Your favorite of course being the time they posed as Teddy Bear Doctors. It made you laugh way too much thinking of that giant depressed stuffed bear. You spent most of the night leaning on Sam and joke flirting with Dean. It was fun. After your fourth trip to the bathroom you lingered around the jukebox, swaying gently to the country song that filled the air. You didn't know what it was, you didn't listen to country music, but it was melodic and slow and it struck your dancing button. Your eyes returned to the tall table and saw your boys, drinking and talking with their heads down. Ideas brewed in your buzzing head and you danced slowly over to the table and wrapped your arms around Sam's neck. "Come dance with me Sammy." You whispered, your lips brushing his ear. You felt him shiver and turn his head towards you. He let out a little uncomfortable laugh, patting your arm. "No thanks Y/N."
You pulled out your biggest pouty face and whimpered, "Come on Sam, please? Dance with me. I wanna dance." You pulled back and tilted your head looking at him. He gave you a little half smile and went back to his beer. You put your hands up and looked at Dean as if to say "What the heck?" and he shrugged in silent reply. You sat back down; feeling a little rejected and watched the lucky girls on the dance floor, the ones who got a guy to dance with them. You were all quiet for a little while and the happy celebration feeling from before seemed to fade away.
After a good silent stretch Sam spoke up. "I think I'm gonna call it a night guys." He said, standing up. You looked up at him and couldn't decide what his expression was. He looked tired mostly, but you were a little on the drunk side and couldn't tell for sure. "You guys coming?" He asked.
Dean looked up at Sam and then to you and then around the bar. He sat back in his seat, "I think I'll hang out here for a little longer."
You were not ready to go back and stare at the dingy motel walls just yet so you agreed with Dean, standing up to give Sam a quick hug. He held on a moment longer than usual, his face in your hair. You pulled back. "You OK Sam?" you asked, looking up into his sad hazel eyes.
He smiled and shook his head. "I'm good. See you later."
"Another round?" Dean asked once Sam was out the door.
You bit your lip and regarded the older Winchester through your drunken haze. "I think I've had enough." You laughed, "So, yes. I'll be right back" You said and sauntered off towards the bar for more drinks.
Dean laughed and watched as you ordered more shots, leaning over the bar. You leaned with your arms on the bar and your breasts pressed together, shooting a flirty glance at a nice looking young man at the end of the bar. For the first time tonight, he actually responded, smiling at you and slowly making his way to you. Finally! you thought and licked your lips seductively. Just as he was about to reach you, Dean slid right between you, leaning his elbow on the bar and turning towards you. The hot guy stopped abruptly and turned away, giving up.
"Oh come on! Seriously Dean?" You said, rolling your eyes at him.
He grinned, perfect teeth smiling at you. "What? I saved you. That guy's trouble."
You laughed, "Really? And you're an angel aren't you? Remind me never to hang out with The Winchesters when I'm looking to hook up." You shook your head and thanked the bartender as she set down two beers and two shots.
"Is it so bad to be stuck with me?" Dean said, leaning closer to you. You felt your pulse quicken and you swallowed hard. Dean had never looked at you like that before.
"You are so drunk Dean." You said, looking away before you did something stupid.
"Not yet." He said and reached for his shot glass, his hand brushed against your arm and you broke out in goosebumps. You quickly downed the amber liquid in your glass and looked away from Dean. You tried to look anywhere but in his eyes.
"Y/N…" He spoke your name, drawing your attention back to him. You turned your head so fast you got a little dizzy, your eyes landing on his full red lips. "Yeah?" you asked, mesmerized by the plump juiciness of his bottom lip. You were way too drunk to be this close to him you decided and pushed yourself away from the bar to walk away. The tequila had other ideas and instead you fell over, crashing into Dean, his hands coming up to your shoulders to brace you up.
"Whoa…" Dean laughed, his voice sending chills down your back. What was going on? Too much booze. You lingered against him, feeling his hard chest beneath your hands. You looked up into his emerald eyes and gave in, bringing your lips up to his and kissing him hard.
You felt him pull back, his hands lifting off of your shoulders, his face pulling away. You kissed him harder and then realized he was not kissing you back. You stopped and moved back away from him. His eyes were half closed, mouth hung open in shock. Your stomach dropped ten feet when you realized what had happened: You kissed Dean Winchester, and he rejected you. It's not like you were in love with him or anything, in fact you really didn't think about him like that at all, but you thought maybe if you made a move he'd at least go for it, even a little bit. You stared at him for a long minute trying to decide what to say. Nothing good popped into your head so you simply apologized. "I'm so so sorry Dean." When he didn't answer, you turned to walk away, completely embarrassed. To make matters worse he didn't stop you. You walked right out of the bar and stood in the doorway, letting the cool wash over you. You tried not to be upset about this; it was Dean after all, and you were both drunk anyway, so what did it matter? It was fine.
You turned right and started walking. You got about half a block before you realized the motel was in the other direction. Cursing yourself for drinking so much you turned around and headed the other way. You passed the bar again just as Dean was walking out.
He called your name, but you didn't stop or look at him.
"It's OK Dean, I'm just super wasted. I'm sorry." You walked on, swinging your wristlet purse, trying to act indifferent.
Dean grabbed your arm and spun you around. "Y/N…" He said again, gazing down at you with that same look from before, the one that made your knees weak. You stared up at him, inches from his face and sighed. "What do you want?" you asked, trying to muster up the strength to pull away from him. This time it was Dean that made the move, leaning down and pressing his lips to yours. Your entire body shuddered. You leaned into him, kissing his mouth, breathing into him. His hands traveled up to cradle your face as he drove his tongue through your lips.
You rushed back to the motel with his arms around you, your hands sliding up under his shirt, fingers running over his body. It took a few tries to get your key in the door of your room, your vision was blurry and Dean kept running a hand down your back making you shiver. Once the door was opened you rushed inside and pulled him towards you, shoving him up against the closed door.
All of that came back to you as you lay with your face in your pillow. Dean stirred and rolled over towards you. His eyes fluttered open and seemed startled to see you next to him. He sat up quickly and pulled the sheet over himself.
"Hey Dean." You said, sitting up next to him. You smiled nervously seeing that he wasn't smiling back at you.
"Hey Y/N. Um…did we?" He asked, looking down at the clothing on the floor and then back at you. You shrugged, "Yeah I think we did."
"Shit!" He rubbed his hands down this face.
"Well damn it Dean, it wasn't that bad!" You said angrily, reaching down to collect your shirt. You pulled it on and began the search for your pants.
Dean sat still and shook his head. "Sam's gonna kill me" he said quietly.
You stopped and turned back to him. "Sam? What's Sam got to do with this?" You asked.
He didn't reply. He frowned and grabbed his pants, pulled them on quickly and got out of bed. You followed suit and pulled your jeans on. "Dean, what do you mean Sam's gonna kill you?" You pressed, leaning down over the bed as the blood pounded against your skull again. "Dean!"
Dean picked up his gray t-shirt and slipped it on over his head. "I can't tell you. I'm sorry."
Your hands flew to your hips and you glared at him, "If you don't tell me Sam won't have to kill you- I will."
"He's kinda got a thing for you." He said, looking away towards the door.
You froze, "What?" Your eyes narrowed, fighting the light, your head throbbing with the hangover or the new information, you couldn't tell which. "Sam… likes me? Like, likes me likes me?" You sat down on the edge of the bed and let the words sink in. "Sam Winchester… likes … me… like that…"
Dean nodded. "Yeah, he does."
You stood up in a panic. "Oh this is bad. This is really bad. I didn't know!" You rushed around the room, your arms flapping about. "Why didn't you say anything? Oh my God!"
Dean came up to you and grabbed your hands, forcing them down to your sides. You looked up at him. "Calm down." he said firmly.
"Calm down? What the fuck dude, we just had sex from what I can remember and now you tell me your brother has a 'thing' for me? How can I calm down? He is gonna kill you." You pulled away from him and began chewing your thumbnail nervously. "Why didn't you say anything when I kissed you?"
Dean shrugged. "I don't know. We were drinking and you kept flirting and it's been a while and I don't know, when you kissed me I just kinda… forgot I guess."
"That is not something you should be forgetting!"
"Hey, you kissed me first Y/N!"
"I know but that's just because Sam left and he wouldn't dance with me and I just wanted to… well… he kinda turned me down, so I…" Your voice trailed off as you realized what you were trying to say.
"Wait, do you… like Sam?"
"I mean… yeah, I do. I think." Your head was really spinning now. "This is so not good. What am I gonna do?"
Dean bit his bottom lip, thinking. "We don't say anything. We don't tell him." He crossed his hands in front of him, "Case closed."
"You don't exactly have the best track record for lying to your brother."
"It's not lying," he said. "It's not telling."
You turned and rolled your eyes at him. "This is the worst morning after ever."
There was a knock at the door. You both froze and looked at the door. "Y/N?"
You looked wide-eyed at Dean. 'It's Sam!' Dean mouthed silently to you.
You yelled back with no sound: 'Who the hell else would it be!?'
Sam knocked at the door again. "Hey, Y/N, I brought you some coffee…"
You shot daggers at Dean with your eyes, 'What do I do?!'
Dean gave an exaggerated shrug and ran into the bathroom, closing the door behind him as quietly as he could.
You cleared your throat and walked to the door. The bright light of morning attacked you as the door opened and you saw Sam haloed in sunshine before you. "Hey Sam." you said, shielding your sensitive eyes.
"Good morning." He smiled down at you. He looked happy this morning, which made you feel even worse than you already did. "Thought you could use some caffeine." He held out the cup to you and you took it, opening the door a little more than you meant to. Sam peered in and saw the bed a mess, blankets and sheet on the floor, pillows everywhere, your bra and panties thrown on a chair next to a pair of boxers. You held your breath and cringed knowing Sam could see all the telltale signs of drunken sex.
"Looks like you got some attention after all." He said awkwardly.
"Sam…" You bit your cheek trying to decide what to say next.
Sam smiled and punched your shoulder lightly. "Hey, good for you." He said and turned to go back to his room across the parking lot. You wanted to go to him, but you didn't know what you should say, so you just watched him walk away.
You shut the door and leaned against it rubbing your forehead. Dean emerged from the bathroom, peeking his head out to make sure Sam was gone. "Well that sucks." He said.
You closed your eyes and sighed up at the ceiling. "I am never drinking tequila again. Ever."
