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You pressed the cold beer to your lips feeling the cold liquid flow down your throat and tasting its bitterness as you sat across from the boys in their motel room. For the past hour you’d been sitting on a chair at the end of Sam and Dean’s beds chatting amongst yourselves drinking the beers Dean had picked up from across the street at the corner store.
As you went to hold the cold beer you were drinking between on your jean clad thigh, leaning back in the chair, you glanced at Sam before quickly looking back down at the beer in your hands. You couldn’t deny your strong attraction to the tall brunette, but admitting it to him could possibly ruin the friendship y’all had built over the last five years so you had always kept silent about it.
While you were thinking about Sam and how amazing the thin cotton shirt that stretched across his sculpted chest looked, you faintly heard Dean ask you, “Do you have any stories Y/N?”
Looking at him you gave him a faint smirk, “Depends on what kind of story you’re referring to. You tell me one of yours and maybe I’ll tell you one of mine.”
He gave you a chuckle and you looked at Sam seeing him glance at the ground with a half smirk that made a warm tingle flow from your stomach straight to your core causing you to slightly squeeze your legs together. When you looked back at Dean he had begun telling this story of this blonde chick he had brought back to him and Sam’s motel room. “I had her tied to the headboard and had to keep my hand on her mouth to stop her from screaming.” He let out a chuckle, “She couldn’t stop squirming underneath me, when I was finished with her she had so many marks on her and could barely walk to leave that night.”
“Please tell me I was far from you that night,” Sam asked and Dean gave him a small smirk, “Dude! Keep your sex life to when I’m not in the bed next to you at the time!” All Dean said was, “You didn’t even know about it till now so don’t get your panties in a twist just because you can’t get some.” Sam scoffed in reaction to his brother and you just smiled and laughed at the brotherly argument.
Dean turned to you saying, “So, I told my story, why don’t you tell me yours now.” You chuckled and responded with, “Well it was a funny story but maybe I’ll tell you one once I get to hear if Sam has any interesting sex life stories.” You looked and Sam and he looked at you, you had to quickly turn your gaze to Dean feeling a slight warmth travel up to your cheeks in a blush.
Sam took a sip of the beer he had been drinking before telling a story he thought might impress you. “Well I’m not rude enough to hook up with someone while my brother is sleeping in the bed next to me but there was this time I used the bar bathroom for a quick round with a girl I met there. I picked her up onto the sink and didn’t stop till she was screaming.” He rubbed the back of his neck under his long hair, a nervous tick he always seemed to do, and let out a nervous chuckle, “I swear I had scratches on my back for the next week.”
You both glanced at each other locking eyes for a second and he gave you a small smirk that made you tingle.
“Sweetheart I do believe it’s your turn to give us some insight,” Dean looked at you and stated. You looked at him and gave a small smile. “It’s the least I could do I guess, um so I had met this guy at a bar right after a hunt and because of some very pent up frustration we used his car for some release. Front seats don’t work too well but backseats on the other hand give a little more space for movement. He told me that I have the best mouth he’s ever felt.” With a slight glance over at Sam you continued with, “I’ll leave the rest up to your imaginations.”
Dean just looked at you with wide eyes and Sam's eyes moved between you and the ground. After a few more beers you bid both of the boys goodnight and headed to your room one door over. When you reached your room you unlocked the door, took off your jacket, left it on the chair and closed the door. Still feeling the buzz of alcohol flowing through your veins you take a quick shower. After the shower you pull on a tank top, not feeling a reason to put a bra on, your favorite panties, lace with a thick band around the top, and a pair of cotton shorts that don’t quite cover the bottom of your ass.
Just as you went to lay down and watch tv a knock sounded at your motel room door. Not expecting anyone to come, you slowly turn around and open the door.
Opening the door, you were suddenly pushed against the wall with a pair of soft lips smashed against you. With the air immediately rushing out of your lungs, you widen your eyes suddenly feeling the warm and tall body that was pressing you harshly against the wall as the door was closed. It took a few seconds for you to register that this soft lipped, tall guy that had you pressed against the wall was Sam. He had a hand along the side of your head, fingers tangled in your long brown hair, and a hand wrapped along your side. As soon as he squeezed your side you couldn’t help but melt into him bringing your hands up to his hair pulling slightly on the strands, Sam letting out a low groan against your lips and you could taste the alcohol on his lips.
Sam pulled away slightly, you could see the lust that was clouded in his eyes making them seem darker than his usual light colored orbs. “Frustration?” Sam said while smirking and slowly running his hands down your body to grab your ass. You mewled softly only spurring Sam on to grab the underside of your thighs and hoist you up, grabbing your ass to support you. You wrapped your legs around him while he carried you over to the bed where he sat with you on top of his lap in quick movements.
With your hands still tangled in his hair and his hands pulling you by your ass to be closer to him, if that was even possible, you pulled him in for a heated kiss. His tongue grazed over your bottom lip asking for entrance which you happily obliged to give him. Each of your tongues explored the others’ mouths. Sam’s hands moved from your ass to fiddle with the bottom of your tank top and you started working to unbutton the buttons on his shirt.
Before anything got to be too intense, you pulled away slightly. Forehead rested against Sam’s, chest heaving from your heavy breathing and you bit your lip cautiously looking at Sam while asking him, “What’s gotten into you? Are you sure that you want this?” Looking into Sam’s lust blown eyes, yours matching his, you heard him say, “Y/N, I’ve wanted you ever since I met you.” That was all you needed to hear to push your lips against his harshly and rip his shirt open, pull it off of his shoulders, bring it down his arms, and toss it to the ground behind you. Sam pulled away to pull your tank top over your head and discard it on top of his shirt. He shifted his eyes from between your boobs and your eyes. He grabbed your left with his hand and began sucking the nipple on your right. You threw your head back moaning as he grazed his teeth over the quickly hardening nipple and you pulled on his hair feeling the vibrations of the moan he let out all the way down to your aching core. He showed the same attention to your other boob getting the same reaction from you and then picked you up and laid you down on the bed.
He climbed on top of you, reattaching your lips, and you moved your hands down to fiddle with the button of his pants. Before you could undo them he pulled away from your lips to grab you by your wrists pinning each to the sides of your head and say, “I want to make you feel good first,” with a smirk on his face. Letting go of your wrists, holding himself up with his hands by your head he started to kiss down your neck nipping and sucking in certain spots certain to leave marks. He found the sweet spot of yours right at the base of your neck causing you to moan loudly and lift your hips hoping to find some friction for your dripping center. Sam moved his hands to hold down your hips as he kissed between your boobs and down your stomach to right above the waistband of your shorts.
Sam slowly pulled your shorts and panties down, throwing them on the floor on top of the growing pile of clothes. He kissed up your legs, spreading them, kissed the insides of each thigh, and placed your legs on his shoulders. You heard him mutter, “Beautiful,” before he placed a kiss right on top of your slick covered mound. He licked a stripe up your slit and started sucking on your clit, flicking his tongue against it. You pulled on his hair and jerked your hips up wanting more than he was giving you.
“S-S-Sam please,” you moaned out. He laid an arm on the bottom of your stomach to stop you from jerking as he teased your entrance with one of his fingers.
He pushed one of his fingers in which was soon followed by a second one. He began pumping his fingers in and out of you at a quick pace, feeling you grow wetter and wetter. You squeezed around his fingers feeling the fire in your stomach quickly growing with no intention of stopping.
“I’m c-c-close Sam,” you moaned out loudly and felt his fingers curl inside you hitting your sweet spot perfectly. You moaned Sam’s name out and a list of profanities loud enough for the whole motel to hear. Squeezing your legs around his head, you came, arousal spilled out of you onto Sam’s fingers and into his mouth. He licked up every drop as you rode out your orgasm before he dropped your legs to the bed and climbed on top of you pressing his lips against yours with need. You could taste your arousal on his lips and whimpered against his lips.
Sam picked himself up and stood at the foot of the bed undoing the button on his pants and pulling the zipper down before pulling his jeans and his boxers down and tossing them onto the pile of clothes. Your eyes raked down his muscular shoulders, toned stomach, and widened when they saw his long and thick cock dripping with precum. “We will take it slow, baby,” Sam said and you rubbed your lips together at the thought.
Sam climbed back on top of you kissing your neck and then looking you in the eyes, “You’re on birth control right?” he asked and you nodded in agreement. He took one of his hands and gripped his cock in between your bodies, slowly rubbing it in between your folds earning a whimper from you. “Sam, I need you,” he heard you say and that was what he needed to hear you say for him to place his tip at your entrance and slowly push all the way in. When he feels that he’s into the hilt he lets out a groan before placing a soft kiss to your lips as he waits for you to adjust to his size.
You buried your face into his neck when he pulled away, sucking a little bit while grabbing onto his shoulder blades. When the initial sting of him stretching you subsides, you whisper into his ear, “Move Winchester.”
Sam takes the suggestion, biting his bottom lip and letting out a soft growl. He begins to move slowly, almost pulling out entirely before pushing all the way back in. “God you’re so tight,” you hear him mumble into your ear, his slow pace too slow for your liking. You lightly raked your nails from the top of his shoulders down his back and started squirming to get him to move faster. He took the hint and began to move faster and faster. You wrapped your legs around his waist and tangled your fingers in his hair pulling on it.
You could feel the fire in your stomach growing, getting closer and closer with each thrust, feeling your walls tighten around Sam every few seconds due to your approaching orgasm. Pulling his hair harder then you had been before, Sam eliciting a moan as you did so.
“I’m n-not g-gonna last,” you managed to let out between moans. Sam groaned, “I won’t either if you keep squeezing around me like that.” Sam lost all control as he felt you start squeezing around him quicker. He started slamming into you, one hand holding onto the headboard and the other gripping onto your hip harsh enough that you were sure you’d have bruises in the morning.
Feeling your walls start to flutter around his cock slightly, Sam moved the arm holding himself up by the headboard to the side of your face while he snaked the other in between your bodies to rub circles against your clit. The feeling of him rubbing your clit immediately sent you over the edge. You screamed out his name along with a long list of profanities. You tightened your legs around his waist as your legs began to shake and you rode out the overwhelming pleasure that was consuming you from your orgasm.
The feeling of your walls fluttering intensely around Sam’s cock and the moans mixed with his name coming out of your mouth leads to Sam’s pace faltering and then stopping all together. Sam comes inside you holding himself up by his arms and letting out grunts of your name. Slowly he pulls himself out of you and rolls onto his back next to you pulling the sheets over the both of you.
Catching your breath, you roll over into Sam’s side tracing patterns with your fingers on his chest. “Wow,” you muttered. Sam placed a kiss on the top of your head, chuckling he asked, “What Y/N?” You glanced up at him saying, “That was amazing.” Sam smirked down at you, “Just looking to impress.” “Well Sam, you most certainly did,” you placed a kiss on his chest, “so where did you tell Dean you were going?” Sam chuckles, “Told him I was going for a walk, that I’d be back in a couple hours.” You laughed in reaction to his response.
You climbed on top of him, pressing your lips against his, kissing him deeply. “Well Sam, wouldn’t want you to look too suspicious so you should probably get going soon,” you smirked at him. Sam sucked on the base of your neck, the same sweet spot he found earlier, and pulled away when he was satisfied he had left a mark. “I guess you’re right, I should get going,” he said, picking you up by the hips, setting you on the side of the bed you were laying, and standing up to put his pants and shirt back on.
When Sam finished putting his clothes back on, he leaned over the bed placing his hands on the mattress next to you and kissed you deeply. Pulling away he leaned his forehead against yours saying, “Man I’ve been wanting to do that since the day I met you.” Without another word from either of you Sam walked out of the door to your room and closed it behind him heading back to his room.
Not long after Sam left the room you found yourself drifting off to sleep.
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The next morning you woke up putting on a black t-shirt and a pair of jeans for the long ride ahead of y’all. Packing your things took basically no time at all, grabbing your bags you smiled thinking of what had happened the night before and left your motel room.
Meeting the boys at the car, Sam looked at you meeting your eyes that had already been looking at him and smirked at you. Dean looked at you and noticed the dark hickey at the base of your neck that wasn’t quite covered by your t-shirt. Dean quickly moved his head to look between Sam and you, having already seen the dark mark that was on his brother’s neck that morning when they had been packing up to leave and assuming it was from some waitress he had met or something like that.
You could see the realization hit Dean, his eyes widened as he said, “Wait, did…y’all didn’t right?” he continued to look between the two of you as he finished with a roll of his eyes and, “oh y’all so did!”