Deansmut - Tumblr Posts

*gifs and pics not mine, credit goes to the owners*

Sorry I put in so many, I just love seeing photos and gifs of Dean laughing the boys being happy just make my heart happy....

Chance Meeting - Dean Winchester Imagine

Warnings : SMUT SMUT SMUT !!!

Summary: You run into an old friend at a bar not knowing you will have such an attraction to his older brother.

You shifted in your stool at the bar. You had been an hour early to meet your brother but you just couldn’t stay in that dingy motel any longer. You were passing through, in town visiting both him and your sister. You had expected to arrive tomorrow but you had been wrong. From tomorrow on you were staying in your brother’s house but you didn’t want to impose a day early so you were staying in a motel tonight.

The bartender set your third beer down in front of you. ‘Thanks Ger’ You nodded and he smiled at you. Ger owned the bar and you had been visiting your siblings here long enough that you knew him. ‘Really Dean? I thought this was just us getting a few beers, I am not getting a different room’ You furrowed your eyebrows at the familiar voice. You hadn’t heard it in about 10 years but you never forgot it.

Turning you looked down the bar. Two tall men sat at the end. One was significantly taller than the other. He had a plaid shirt on and longish shaggy hair. The other was smaller and had short hair and wore a denim jacket. One looked vaguely familiar and the other you recognised. Standing you grabbed your beer and made your way down to the two men.

The shorter man smirked when he seen you approaching and took a sip of his beer. You placed your hand on the taller man’s shoulder and you seen his shoulders drop a little. ‘Sam’ You breathed out. You felt his muscles tense under your touch. Then he turned. You seen recognition flicker behind his eyes but his face remained impassive. ‘Eh-no-This always happens. I’m not who you think I am’ He stuttered. You raised your eyebrows and gave him your best bitch face. ‘Cut the crap Winchester, you could never lie to me’ With that he began to panic. ‘Listen’ He reached out and grabbed your arm pulling you to him.

You raise your eyebrows. He leaned closer his face inches from yours. ‘Y/n, I’m not a serial killer who’s come back from the dead’ You nodded at him. ‘I know you’re not a serial killer Sam’ You smiled. ‘It’s good to see you again’ You wrapped your arms around his shoulders and pulled him to you. He wrapped his around your waist chuckling.

When you pulled away he grabbed a stool pulling it up beside him. You sat and took a swig from your beer. ‘Yeah, I heard about something called Leviathans?’ You looked at him with a smile. ‘Sammy’ His brother nudged him. Your eyes landed on him. His bright green eyes were focused on you making you heat up a little. There was a soft smile on his full lips and his jawline was so sharp it could cut someone. The 5 o’clock shadow made his cheekbones more prominent. If you had of know Sam’s older brother was this handsome you would have insisted he introduce you two. ‘You going to introduce us?’ His voice was deep and sent shivers through you

Sam sighed. ‘Are you a hunter? My brother’s never mentioned you’ He smiled leaning on the wooden bar. ‘No, this is Y/n’ Sam gave his brother a quick glare. ‘She’s an old friend of mine from college’ Sam smiled back down at you. ‘Y/n, this is Dean. My brother’ You smiled and held out your hand and he put down his beer. His hand wrapped around yours, his large hand easily enveloping your smaller one. ‘If your Sammy’s friend from college then how do you know about Leviathans?’ He asked his eyes searching yours.

You shrugged. ‘I like to keep up with what’s going on in the supernatural world; You smiled. ‘But you’re not a hunter?’ You shook your head and Sam cleared his throat. You looked at him and then followed his eyes. He was looking at yours and Dean’s hands, which were still clasped together over the bar.

You cleared your throat and dropped his hand a blush rising up your neck. ‘Eh- no Sam told me all about what your family does when we were in college’ Dean took his eyes off you to glare at his brother. Sam cleared his throat his hand coming up rubbing the back of his neck. ‘I was drunk and she was there’ He shrugged. ‘Wow, you always were one for flattery Little Sam’ You scoffed and elbowed him. ‘I’m a gentleman Pumpkin’ Sam laughed and dropped his arm around your shoulder.

You smiled up at him. ‘Little Sam?’ Dean chuckled. ‘Was there a Big Sam?’ You beamed at Sam’s older brother. ‘It was revenge for me coming up with the nickname Pumpkin’ You groaned and slapped his chest and took a large swig of your beer. ‘He doesn’t need to know that story’ You complained. Sam looked down at you with a mischievous glint in his eye. ‘So it wa-’ You reached up and covered his mouth. then you felt something wet and hot on your palm.

You jerked away. ‘Gross Sam’  You complained and he chuckled. You loved how even after 10 years you and Sam could fall into the same easy relationship you had back in college. Even though he now looked like something that the Gods had carved, then again he was nothing compared to the handsome man sitting beside him. You wiped your hand in his chest and he grabbed your wrist. ‘It was halloween and someone dared Y/n here to eat the insides of the pumpkins we were carving’ You groaned and nudged him. ‘Needless to say she was puking orange for the next two days’ Both Dean and Sam threw their heads back laughing.

You yanked your hand out of his grasp going back to your beer. ‘Do you have to tell everyone that story?’ You grumbled and took a swig. ‘How else will I embarrass you?’ He said after his laughter died down. ‘Just tell them I’m your friend’ You grunted and that sent Dean into another round of laughter. ‘Ouch’ Sam chuckled. ‘So, he tells that to everyone? And tells you about everything we hunt and you’re still friends with him?’ Dean chuckled looking between you two. ‘That’s commitment’ You just shrugged taking a swig of your beer.

Sam did the same with a smile. ‘She had no choice’ He smirked and you rolled your eyes. ‘Where else would she have crashed for the next two weeks?’ You groaned and elbowed him again. ‘I had just found out that everything I was told did go bump in the night actually did. I think I deserved to crash in your dorm’ You grumbled and Sam laughed a little.

You heard a whistle from behind you. You turned and a large smile spread across your face. ‘Well, there’s my brother. I’ll see you boys around’ You downed the rest of your drink. You leaned across and pulled Sam into a hug. ‘You keep in touch. Promise?’ You handed him a small card with your number on it when you pulled away and he nodded. ‘It was good meeting you Dean’ You smiled holding out your hand. He smiled and pulled you into a hug the same as his brother. You chuckled and returned it, smiling as his muscles tensed under his shirt.

You pulled away giving him a smile. ‘I’ll see you around’ You smiled turning making your way over to your brother. ‘Who are they?’ He nodded. ‘Someone passing through’ He dropped his arm over your shoulder. ‘C’mon, shorty’ He messed your hair leading you out of the bar.

You waved to your brother as the taxi pulled away from the motel. ‘Little late isn’t it?’ You jumped and whirled around Dean Winchester was standing leaning on an old car. ‘Jesus Dean’ You grumbled raising your hand to your chest trying to calm your beating heart. ‘You scared me’ Dean just smiled at you. ‘Sorry about that’ He pushed himself off the car. ‘Is that yours?’ you asked making your way over to the sleek black car. He nodded running his fingers along the hood. ‘67 Chevy Impala’ He smiled. ‘It’s beautiful’ You smiled.

Dean crossed his arms a smug smile on his face. ‘She’s a beauty alright’ You smiled up at him. ‘So if you’re from around here why are you at a motel?’ He asked as you turned to him. ‘I’m not, my brother and sister live here, I’m actually just visiting’ You shrugged and fished around in your back pocket pulling out the motel key. ‘Well, I should hit the hay. Goodnight Dean’ You smiled at him. He nodded at you and you turned away.

You were almost to your door when you heard footsteps behind you. ‘You make Sammy happy’ You turned to see Dean walking up to you. ‘I haven’t seen him laugh like that in years’ He sighed. You shrugged with a smile. ‘Well, I know how to make him laugh’ Dean stopped in front of you looking down at you. ‘I wanted to thank you. And make sure you call him’ He held out a flyer and you took it. In the corner was a number jotted down in blue pen, beside it was Sam’s name, another underneath it with Dean’s name beside it. ‘He won’t call you, he won’t put you in the firing line, everyone we know dies Y/n. He won’t do that to you’ You felt the smile slip from your face as he spoke. ‘I’m sorry’ You whispered.

You took one look at his face and sighed. ‘Dean’ You reached out and took his arm. ‘You need to talk about anything?’ He looked up at you and a smile graced his face. ‘Nah, I’m fine’ You let out a short laugh. ‘You’re almost as bad a liar as your brother’ You threaded your arm through his and gave him a sharp tug getting him walking. ‘Well you don’t want to talk, you should at least share a beer with me’ He started to argue but you just shushed him leading him over to your Motel room. ‘Dean Winchester you can argue all you want I put up with your brother in college. You’re not winning this’ You opened the door and stood aside for Dean. ‘I see why my brother likes you so much Pumpkin’ He chuckled walking by you as you smacked his arm.

It had taken a while but Dean had finally opened up to you. He sat picking at the label of his beer after telling you about the Mark of Cain. ‘Dean’ You whispered reaching out and taking his hand in yours. The feel of his calloused rough hands on yours was something you had grown to like. ‘I can’t exactly say I know about these things but from what I’ve seen you aint any demon’ You smiled at him. ‘You care about your brother more than anything, you help save people, you’ve put your own life in danger for people you don’t even know. You need to realise that you’re actually a decent guy who deserves a good life’ He looked up from the bottle he was picking at. ‘You don’t know the things I’ve done’ You scoffed. ‘You’ve looked after Sam for all these years. That’s all I need’ You smiled.

Dean turned his hand over in yours wrapping his fingers around your hand. ‘You care about him’ You shrugged and then nodded. ‘He was my best friend, of course I do’ You smiled and he smiled as well. ‘You never told me what you do’ He took his hand from yours. ‘I’m a vet’ You smiled and took a swig of your beer.

You both continued talking for another hour or so about useless things before he stood. ‘I need to get back to Sam’ You nodded and stood to walking him over to the door. ‘Goodnight Dean, and it was good meeting you. I’m glad I did’ You stood on your toes to press a soft kiss to his cheek. When you pulled away he stared at you for a moment.

Then he dipped his head and pressed his lips to yours. You felt his hand on your waist pulling your body to his. His other hand was on your cheek holding your lips to his. You raised your hands grabbing his jacket moving your lips over his. He opened his lips and his tongue tracing over your own. You opened your mouth and his tongue traced against yours. He tasted of burgers, whiskey and the cheap beer you both been drinking. Your hand slipped up his chest and around the back of his neck to run your fingers through his hair. Giving it a soft tug you drew a groan from him.

Dean pulled away from you his bright green eyes meeting yours. His pupils were blown with lust. ‘I shouldn’t be doing this, you’re Sam’s friend’ He breathed but didn’t let go of you. You answered that by pulling him back down towards you. Your lips met his soft full ones again and you sighed happy. You took your hands from him before sliding them under his jacket and began to push it off. Dean took his hands from you for a second and let you push his jacket down his arms, your fingers tracing over them as you went, never taking your lips from his as they moved together.

Dean wrapped his arms around you again. You wrapped your arms around his shoulders. One of his large hands ran down your side and to your thigh. He squeezed your jean clad leg.You jumped wrapping your legs around his waist. His arm tightened around your back as he held you to him, his other moved under your thigh holding you up. You lightly raked your nails along his scalp drawing another groan from his lips. He bit down on yours lightly before letting go of you dropping you to the bed.

You looked up at him as he stood at the end of the bed. Your legs were bent at the knees as your calves swung over the side at either side of those muscled legs of his. He grabbed his shirt and shrugged it off dropping it to the ground. ‘How many layers do you wear’ You chuckled lightly before sitting up and pulling your own top from your body throwing it aside.

Dean smiled lightly as you ran your fingers along the waistband of his jeans. ‘Right now too many’ You slid your hands up his t shirt and were happy to discover he had nothing underneath that. Your fingers slid over the soft flesh of his stomach. You could feel the hard muscle tense under the soft layer of what came from him living off burgers and junk food, but you loved it. Dean leaned down and his hands gripped your waist, with little effort but one that had the muscles in his large arms bulging against the tight shirt, he lifted you pushing you further up the bed. He leaned down his hand on either side of your body as he pressed a kiss to your lips again. You pushed your hands further up his top as your lips moved together. You could feel his hard chest rising and falling underneath your palms. He pulled away for a second and reached behind him pulling the shirt over his head and then his lips were on yours again.

You wrapped one hand around the back of his neck deepening the kiss and his tongue slipped into your mouth. You pushed yourself further up the bed and Dean followed you. He crawled after you as your back hit the bed and he was hovering above you resting between your legs. One of his hands brushed the hair from your face. You were surprised, he was undoubtedly gently with you. You had not expected Dean to be the gentle loving type. You had expected him to be the pent his frustration type, he had enough going on in his life that it would be perfectly understandable if he was, but now that you were experiencing it you could only see him as gentle. He loved too much to be anything other than gentle.

His hands ran over your exposed skin and yours did the same. One ran over the muscles back that tensed under your fingers. You could only imagine what it looked like in front of you naked. You had admired it clothed but you wanted to know what it looked like without the clothes. Your other hand ran over the stubble on his cheek before you ran in through his hair leaving it on the back of his neck.

Dean disconnected your lips and you couldn’t let out a small grunt in complaint. But he pressed those beautiful lips to your jawline, then began peppering kisses down your neck. You tilted your head back giving him better access to your neck. He grazed his teeth along your pulse point and you let out a shaky breath your grip on the back of his neck tightening. Your other arm ran over his shoulder and down his arm before back up gripping his bicep. He trailed his lips down to your collarbone then across to the base of your neck. Dean rutted his hips into yours and you let out a soft moan.

His lips continued on their path downwards and between the valey of your breasts before he peppered butterfly kisses across your stomach. He pushed himself up. He met your eyes. Damn it, Dean Winchester was a lover and you felt the heat rise even more between your legs making you wetter than you were. His fingers traced over your skin, one hand down your neck over your bra clad breasts and down your stomach. His other trailed down your side over your waist and down the dip of your waist. All while he kept eye contact with you.

His fingers reached your jeans and he popped open the button and zipper. He gripped the material in his hand and tugged them down your legs. You lifted them reaching down to push your skinny jeans down your legs and over your feet. He reached out and dropped them over the side of the bed. You smiled at him as he moved back up to your face. You were panting by now, the fact that he hadn’t broken eye contact since he had started kissing your stomach making everything more intense. He stopped for a second hovering above you his forehead resting on yours. You wrapped one of your arms over his shoulder and the other ran over his torso wanting to feel as much of him as you could.

One of his arms rested by your head and his arm smoothed your hair the other ran across your bare skin causing you to shiver in anticipation. ‘Dean’ You breathed before he leaned down connecting your lips again. You sighed content and then pushed at him successfully rolling him onto his back. You ground down on him feeling the bulge underneath his jeans. He moaned into your mouth and bucked up towards your soaking panties. You leaned back looking into his eyes before pressing a kiss to that sharp jaw. Then you laid your lips on his neck, you began to run your tongue over the skin before sucking on it dragging it between your teeth and biting down softly.

The noise that came from Dean’s mouth shot through you and honestly had to be the sexiest thing you had ever heard. His arms wrapped around you his hands trailing down your spine. His rough fingertips against your soft skin creating a sinful contrast that made you grind your hips down to his again. Then you started to move lover, your lips pressing kisses to his chest. The muscles tensed and rose underneath your lips as he took a deep breath in. You pressed kissed all over before swirling your tongue over his nipples. You got a breathy moan and his hand gripping your waist as a response.

You leaned back and reached behind you unclasping your bra. Dean’s eyes opened and they met yours as you let the material slid down your arms tossing it onto the floor. Dean pushed himself up and then he wrapped his arms around you. He pulled your bare chest right against his and you gripped his bicep and shoulder. He laid his forehead against yours his nose touching yours. Then he closed the short gap reconnecting your lips again. You moaned loving the feeling of his lips on yours. He tightened his arms and your ground down on him again earning a moan from both of you. Dean pulled back. One of his hands tangled in the ends of your hair tugging it gently.

You tilted your head back as he kissed across your neck and you leaned back a little. His lips trailed lower and over the tops of your breasts. You pushed him back down and he flopped down into his back. You leaned down looking in his eyes once again before pressing your lips to his for a kiss. Your fingers worked their way down his chest and over his abs until they hit his jeans. You opened his belt and your fingers fiddled with the button before you popped it open and unzipped his zipper pushing them down his hip a little.

You pulled your lips from his and began to trail them down his chest again. You stopped at his nipple sucking it into your mouth and this time you got a louder groan. He tilted his head back closing his eyes. You continued down his body. You pressed quick kissed along the line of this waist band as you trailed your hand after them down his body. His hand landed on the back of your head tangling in your hair but he didn’t try to direct your head anywhere letting you do as you wanted. You brought your other hand down palming his hardened length through his bowers. He groaned and his grip on your hair tightened for a second.

You hooked your fingers around the waistband of his jeans tugging them. You looked up at him over his heaving chest and smiled softly. His fingers massaged your scalp as his eyes met yours. Everytime you seen them your breath caught in your throat. Dean lifted his hips from the bed helping you. You were able to pull them over his feet, you never noticed him getting rid of those boots.

Then you climbed up palming him through his black boxers. You gulped looking at the sizable bulge  making your mouth water a little. You grabbed his boxers and shoved them down his legs. He moaned as his length sprung free from his boxers hitting the cool air of the room. You bent forward and let your tongue run along the length of it. It was thicker than it seemed. You tossed his boxers aside and wrapped your fingers around him. He groaned and fisted the sheets in his hands. You leaned forwards again licking the tip never taking your eyes from his face. His eyes were closed and his lips slightly parted.

You wrapped your lips around the head swirling your tongue and sucking lightly. A deep groan left his lips and you took in more of him. What you couldn’t fit in your mouth your wrapped your hand around. ‘Oh God, Y/n’ You moaned around his cock at the sound of your name falling from his lips. He let out a shaky breath and looked down at you. His eyes met yours and you started to bob hollowing your cheeks. ‘Oh God’ He groaned and one of his hands tangling in your hair again.

You flicked your tongue over the slit on the head and he let out a strangled moan before tugging on your hair pulling you away. ‘Y/n’ Your name slipped from his lips. You smiled at him and climbed up his body running your hands over his skin dragging your nails along his chest. You straddled his hips grinding down onto him. His eyes fluttered shut for a second and you pressed your forehead to his. You felt his arm wrap around your back. He opened his eyes and meeting yours for a second before he leaned up and pressed his lips to yours again. He pulled you down so your chest was flush against his. You hand came up and cupped his cheek the other holding his shoulder.

He rolled and you felt the soft sheets underneath your back again. You sighed feeling the weight of him on top of you, it was something you could get used to, and love. He rolled his hips and you moaned feeling him smile a little into the kiss. He pulled his lips from yours and started his way down. He slid his hands down your sides. He stopped when he got to your breasts. His mouth wrapped around one of your nipples pulling it into his mouth. His other hand kneading your other his fingers twisting around your nipple.

A long moan escaped your lips and your fingers tangled in his hair arching your back up towards him. His teeth grazed the hardened bud as he pulled away and moved to the other. You bucked your hips grinding your clit against his hard stomach moaning at the friction. His hand found your hip holding your hips to the bed.

His lips began making their descent nipping and licking. ‘Dean’ You breathed and he slipped his fingers under your waistband and snapping it back against your hip. You bucked and gasped. You glanced down at him and seen him watching you. He pressed a kiss to your clothed core and your fingers grasped the sheets. Dean wrapped his fingers around your panties and dragged them down your legs. His lips followed them, along the inside of your thigh, under your knee and down your calf.

They slipped from your legs and he switched to your left leg. His fingers dug into the flesh on your inner thigh massaging it as he made his way back up your leg. When he got to your thigh he started to nip. You ran your fingers through his hair when you could reach. He breathed out blowing hot air on your bare core. ‘Dean, please’ You whimpered. He dug his fingers into your thigh. ‘Look at me’ You opened your eyes and looked down. Dean lay between your legs watching you. He threw your legs over his shoulders and then his ifngers ran along your slit collecting the wetness that was dripping from your core. You moaned and your eyes fluttered shut.

You felt his fingers tighten their grip on your thigh and you forced your eyes open again. He was looking up at you his lips parted. ‘Dean, please, just touch me, please’ You begged him. He leaned down his lips attaching to your clit. His tongue flicked over it and your hips booked up towards him. His eyes stayed locked with yours. You tightened your grip on his hair your breathing speeding up. You threw your head back as he slipped a finger into you.

You moaned his name as he started pumping the thick digit in and out of you. ‘Dean’ You groaned bucking your hips up to get more friction. He added another and started to curl them in the come hither motion. ‘Dean, oh god Dean’ You moaned and tightened your legs around his head. Your heels dug into his back and he added a third spreading you further.

You moaned feeling the coil in your stomach tightening. He gave your clit a sharp suck flicking it with his tongue before pulling away. Your eyes shot open as he pried your legs open climbing up your body. He stopped every to press kisses to your boobs before he took your hand from the sheets intertwining your fingers with his and moved it up beside your head. He laid his forehead on yours and he smiled softly down at you. His hand pulled your thigh up to his waist.

He leaned down kissing you again and you wrapped your arm around his shoulder holding him to you. You flipped the two of you over and sat up. You flipped your hair back out of your face. You squeezed his hand and reached down between you. His other hand ran up your thigh gripping it and over your hip and gripped your waist. Your eyes met his as you sank down onto him. You moaned his name as he stretched you.

He was long and thick and considering you hadn’t had sex in a while it was definitely a stretch. His moans of your name filled the room. The bottoms of your thighs hit his hips as he was fully sheathed in you. You rotated your his and a gasp fell from your mouth. He took his hand from yours and it landed on your hip. You laid your hands on his chest leaning down towards him. He pushed himself up a little and pressed his lips against yours.

You pushed yourself up before sinking back down again. Your hand came up to hold his jaw as you kissed him. Dean’s hands ran over your back moving with you as you moved your hips slowly up and down. You pulled away from the kiss but only pulled away about an inch. You both opened your eyes as you moved. His lips were parted as he panted, small groans slipping out when you had all of him inside of you. Your breath came in quick deep breaths as you kept your eyes locked on his.

The rough tips of his fingers ran over the soft skin of your arm and around to your shoulder blades pulling you closer. You gulped feeling the need to look away from his eyes from the intensity but you couldn’t, and you actually didn’t want to. His other hand gripped the top of your thigh as he helped you move a little faster. You leaned down again pressing your lips to his again before pulling back. He followed you not letting your lips leave his. His muscles tightened and stopped you from moving halfway up.

Then he fell back to the pillows and you ran your fingers down his neck. Dean’s hands gripped your hips. You began to ride him faster the sound of your flesh slapping together filling the room. You groaned and swirled your hip. ‘Y/n, oh god, Y/n’ Dean’s head fell back his eyes closing. His hips snapped up meeting yours half way and you cried out with pleasure. He pulled you down as he continued to buck up to meet your hips. You wrapped your hand around his bicep. His hands left your hips and wound around you. One laid on the small of your back and the other on your shoulder.

Dean pulled you down to him. Still snapping his hips up he pressed his lips to yours again. Even though you had just met Dean you had never had sex half as intense as with him. Dean wrapped his arms completely around you holding you to his body and stilling your movements. He pulled his lips from yours and buried his face in your neck. His hips still snapped up driving him into you at a hard fast pace. You bit his shoulder and he moaned your name again.

You gasped as he turned you over and you wrapped your arm around his shoulders your nails digging into his skin. ‘Jesus, you’re so tight Y/n, I can feel you clenching around me every time I’m inside you’ He moaned in your ear. You fingers tangled in his hair tugging as you moaned at his words.

He pulled away from you. His hand wrapped around the bottom of your thigh and he pulled it up around his waist. He pressed a quick kiss to your lips before laying his forehead on yours. ‘God, you’re beautiful like this’ He whispered his breath mingling with your and then he started to move. ‘Dean’ You cried out as he pulled out to the head and slammed back into you.

You threw back your head letting out a long moan. You felt his lips on your throat sucking and nipping. You tugged on his hair bringing his lips back up to yours. Dean started to move his hips at a steady but harsh pace. You moaned against his lips. He pulled away pushing himself up to get better leverage. Groans filled the room as he began to move faster. ‘Jesus Dean, Oh god’ You moaned. His fingers ran over your cheek and into your hair holding your head so he could look you in the eyes. ‘You feel so good’ He moaned his lips parted as he panted heavily.

You wrapped your hand around the back of his neck. ‘Dean, please’ You moaned knowing he was holding back. ‘Please’ You gasped as he gave a particularly hard thrust. He leaned down pressing his lips to yours again and the dropped his head into the pillow beside you. You yelped as he drove into your harder. ‘Dean’ You cried out your nails dragging across his shoulders and down his back. Moans of your name filled your ear as Dean tugged on your hair.

Dean pulled your leg up further and your wrapped your arm around his torso holding yourself to him. He pulled out and drove into you at the new angel. You squealed as he hit that spot inside of you. Dean’s grip tightened on you and he groaned feeling you clench around him. ‘Dean, right there, right there’ You panted thrusting up to meet him. ‘Jesus, Y/n, you’re so tight, oh god’ He grunted increasing his pace.

He pulled his face out of the pillow and laid his forehead on yours continuing to drive himself into you. ‘D-dean, I’m- I can feel it’ You moaned as he continued to pound into you. You opened your eyes to find him watching your face. His lips met yours in a harsh kiss. He slowed down and you whimpered into his mouth. His hips moved at a slower pace but pushed deeper and harder into you. He grunted as you clenched with every time he pushed into you. Your leg wrapped around him digging into that perky ass.

His arms slid under you and he pushed himself back. He brought you with him You threw your head back and groaned as his movement pushed him harshly into you. Dean moaned your name his arm that he used to push himself up wrapping it around your waist tightly. You wrapped your arms around his shoulders as he steadied you both. You clenched around him. ‘I could stay here forever’ He moaned and then kissed you again his tongue slipping into your mouth. He tightened his arms lifting you up easily until he was almost out of you and them slammed you back down onto him.

His lips muffled the cries and moans you were making. Your lips barely drown out the grunts he was producing and you didn’t want them to. You had thought his voice was sexy, well everything else that came out of that mouth was even sexier. You were convinced that just listening to him moan your name was enough to make you cum.

With his help you began to move up and down along his length. You were convinced you’d never get used to the feeling of being this full. You weren’t sure you ever wanted to, but you were willing to do this as many times as you could to see if you did, you prayed you could do this many more times.

You pulled your lips from his burying your face in his shoulder. His hand gripped your hair pushing you further into it as you attached your lips to the skin there. You began to nip and suck making sure to leave a mark. He pulled you down onto him harder when you nipped harder and he moaned. ‘Oh God Y/n, Oh God’  His rough hands roamed over the bare skin of your back and you felt him throw his head back a long moan causing his chest to vibrate against yours.

You draped your arms over his shoulders digging your nails into the skin half way down it and dragging them up to his shoulders. You didn’t understand it but you had the urge to mark him, mark him so everyone could see that you had this man for at least one night. You had never felt like that with anyone before and when he grunted and your name tumbled from those sinful lips as you rolled your hips on him the feeling only intensified.

Dean’s hand tugged on your hair pulling you back. You let him pull you away from his neck and he pecked your lips. You gripped his shoulder rolling your hips again. You pulled away from him sliding up his cock and then dropping back down. His eyes met yours and you felt your stomach knot and it wasn’t just the upcoming orgasm that was causing it. The intensity in his eyes when he looked at you made you clench involuntarily around him. ‘Oh’ He grunted. ‘Do that again’ You pushed yourself up again and clenched when it was only his head inside you. His eyes closed. ‘Y/n’ You whimpered as his name fell from his parted lips.

You would give anything to hear your name from them every night, and again every day. You moved your hand to his cheek running your thumb over his cheek as you dropped back down and rolled your hips again making him hit that spot inside you again. You clenched and cried his name at the sudden unexpected feeling. He moaned pressing his forehead to yours again, his nose touching yours.

You tilted your head a little and moved your hands to the back of his neck pulling him to you into a kiss again. His tongue slipped into your mouth massaging your own and easily winning dominance. Dean’s arms tightened around you and he started to buck up into you rapidly.

He surged forwards and you squealed in surprise as your back hit the sheets again. He smirked down at you before kissing you again. Oh god you loved those lips, especially when they were on yours. His hand in your hair tightened and the one under you slipped out from under you. He ran his fingers lightly down your side causing you to wiggle a little at the sensation.

Both of you moaned as the motion caused you to grind down onto him again. His hand stopped on your hip and he gripped it tightly. You lifted your legs wrapping them around his hips your heels digging into his ass.

Dean pulled out and began to pound into you. Harder than before working you both towards your high. He jerked your hip upwards causing him to hit you at a different angle. The head of his cock hitting your g-spot with every quick hard thrust. Your nails raked along his shoulder and biceps causing him to groan.

You pulled away panting. ‘D-Dean’ You moaned and he opened his eyes laying his forehead on yours again his nose brushing yours with every thrust. ‘I’m-I’m gonna-Oh God I-I need to-Please’ He started to roll his his with each thrust causing his pelvis to brush against the little bundle of nerves as he pounded into you.

You clenched around him nearing your orgasm. ‘I-I’m close- God Y/n, I need to cum, I need to cum inside you’ He grunted. You reached your hand around your hand lying on his cheek. You ran your thumb over the soft flesh of his lower lip. Dean increased the harshness of his thrusts his rhythm becoming sloppy as he neared his peak.

You cried out your back arching into him as your orgasm washed over you. It exploded making you clench and writhe. Dean’s grip on your hip tightened keeping you from moving too much so he could continue moving inside of you. ‘Dean, God, Dean’ You almost screamed tightening your hold on him. You moaned and gasped underneath him never breaking eye contact with him.

You didn’t remember ever cumming this hard during sex before. Your entire body shook under his lean body as it pressed you into the bed beneath you. You legs tightened around him squeezing him. Your breathing came hard and short. You could focus on nothing but the intense pleasure coursing through your veins and the green eyes of the man who was causing it.

His hand tightened in your hair and he shouted coming to his own climax. He buried himself deep inside of you as his hip stuttered. You felt him spurt ropes of his hot cum into you. ‘Y/n’ He cried out gripping you tighter. You twirled your hips trying to milk everything you could from him, trying to prolong both of your orgasms. Dean grunted and moaned your name as his hips bucked wildly into yours.

After one of the strongest and longest orgasms of your life Dean closed his eyes and collapsed on top of you. You let your eyes close Both you you were panting heavily. Your sweat covered bodies pressed together. After a second you felt a little strength return to your body. You raised your hand running it through his hair. Dean moaned in your ear and turned pressing a soft kiss to your neck. You let out a shaky breath as you smiled.

Dean grunted as he pushed himself up so he could look at your content face. His hand freed itself from your hair and brushed over your cheek. You opened your eyes and was met by a beaming Winchester. His hand brushed away the hair that stuck to your forehead. ‘That was awesome’ He breathed. You unwrapped your legs from his hips. ‘That, Dean Winchester, was probably the best sex I’ve ever had in my life’ You giggled breathily unable to get the strength behind your voice.

Dean leaned down and pressed a chaste kiss to your lips before he rolled off you. ‘Then we should make sure to do it again’ You turned your head to find him already looking at you. You nodded eagerly rolling over leaning your head on his shoulder. Dean shifted a little and you felt the covers being drawn up cover you both. ‘What about Sam? Didn’t you need to get back to him?’ You asked as Dean wrapped his arm around you.

You laid your hand on his chest he brought his own up gripping it. ‘Text him earlier told him I was going to be late’ You chuckled and he pressed a kiss to your head. ‘So you won’t be running off?’ You felt him chuckle. ‘I wouldn’t run out after that’ His arm tightened around you. ‘And if I was to leave now, we can’t have a round two later’ And so you did, you had a round two, and a third when you both woke up the next morning.

You put your toiletries into your suitcase. ‘Dean, I can get a cab’ You chuckled. Dean looked at you from his spot on the bed. ‘Nah, I offered te drive ye, I will’ He smiled and stood. He reached out and grabbed your bag. ‘This way you’ll get to ride in Baby’ He beamed and opened your door taking your suitcase. You gave the room a one over and grabbed the two smaller bags.

You smiled as you walked tiredly to the door. ‘Really Dean? You go to the car for a bag and don’t come back because you’re too busy with some chick you picked up?’ You heard Sam grumble. You dropped your bags and closed the door behind you. ‘Eh- hi Sam’ You smiled shyly at him and locked the door behind you. ‘Y/n’ Sam beamed not grasping that you were the chick he was speaking of.

Dean chuckled and walked over to you. ‘I didn’t know you were staying in this Motel’ You thanked Dean as he grabbed the other two bags. He straightened and sent you a wink before turning bringing your bags to the car. ‘Yeah,just for a night. Dean’s offered to bring me over to my brothers now. I’m staying at his for the rest of the week’ You walked over to him and wrapped your arms around him. He wrapped his own around you. ‘I should leave back in my key’ You pulled away with a smile.

Sam had decided to come with you as Dean dropped you to your brothers. ‘Guess you’re happy you ran into Dean’ Sam chuckled from the back seat as you thanked Dean once again. You had called shotgun but he had complained saying that was his seat. Dean had put an end to that and you were currently shitting up front with him. ‘Yeah, very glad’ You looked at Dean and he winked again causing you to smile and look out the window.

When you pulled up outside your brothers Sam got out to give you a hug and promising to call you to call and hugging you so long until you had to slap his back to make him let go. Dean put the last bag down in front of the door. You smiled and patted Sam’s cheek before turning and making your way up to the house. You bent taking the key from under the mat. ‘No one home? ‘Dean leaned against the doorway as you opened the door shaking your head.

He grabbed the larger bag bringing it inside for you as you grabbed the smaller ones. ‘Make sure Sam calls me’ You told him as he was leaving. ‘I don’t want him ditching me again’ You glanced around him to the taller man leaning against the car. ‘What ‘bout me?’ Dean asked with a smirk. You crossed your arms and raised your eyebrows. ‘You’re going to call me?’ Dean stepped closer to you his chest almost pressing against yours.

Dean smirked. ‘After last night, definitely’ You let the smile you had been holding in grace your face and his smirk turned to a smile. ‘Good’ You let your arms drop. Dean reached out and his hand cupped your cheek. He leaned down pressing his lips to yours. You reached up and gripped his jacket smiling into the kiss. ‘No way. She’s the chick’ Sam shouted. You smiled when he pulled away. ‘See you around sweetheart’ He muttered and pressed a kiss to your head. ‘Bye Dean’ You smiled.

He turned leaving you standing in the doorway. ‘Seriously guys?’ Sam was standing with his arms crossed and his classic bitch face. Dean just swatted him telling him to get back in the car. ‘Nice seeing you again Little Sam’ You waved at him smiling. He shook his head and smiled at you climbing into the car.

You watched Dean pull out of the driveway and down the road. You smiled and turned walking into the house hoping to see the two Winchesters again, especially the Eldest.

Okay, I’m sorry. I went a little overboard on this and got completely carried away writing it....... Dear god, I’m sorry but it was Dean, and I had massive Dean feels. I started writing and I couldn’t stop. I’m so sorry.

Masterlist