Warnings: this part is pure smut, unprotected sex, language, height difference (duh).
A/N: i realize that i didn’t need to put the dean x reader pairing in part 1 because both dean and the reader are young in both parts. so. enjoy the second installment of the one that got away.
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Standing on your little front porch in the di lamp light of your porch is Dean Winchester. Green eyes, worn dark brown leather jacket, and that legendary smirk. “Thought about a late night stroll. You in?” He says as he looks you up and down, eyes growing darker with every inch he covered. Your nipples growing hard under his gaze. The cold night air not helping any. You wrap your arms around your torso trying to warm yourself.
“Actually Dean, I was going to hop in the shower and have a drink if you want to wait on the couch for me?” You mentally facepalm. Smooth Y/n. Real smooth. “Uh, yeah sure that sounds good.” You step aside and swing your door the rest of the way open to let the tall broad man enter your tiny cabin. You close the door and hear Dean kick his boots and coat off and sit on the couch. Hand trembling, you slide your lock into it’s place. Why were you so nervous? It’s just Dean. Yeah right, just Dean. Who were you kidding? It’s Dean Freaking Winchester. He probably thought I was weird and clumsy. Stupid me for being brave. Walking into the kitchen you open the fridge that’s tucked away nicely in the corner, “Whiskey or beer?” Dean whips his head around. Eyes trailing from the floor to your lips, “Oh beer please we’re leaving tomorrow and I don’t want to over do it.” You chuckle and grab a beer from the fridge popping the top with your souvenir bottle opener you got from the Bahama’s when you were 15. You walk over to the back of the couch and hand him the beer and his long fingers graze over your much smaller ones and it sends a shiver down your spine. “Smart man. I’m going to jump in the shower really fast. Just make yourself at home.”
As you’re walking to the bathroom you can feel eyes burning into your backside. You close the bathroom door and turn the water to the perfect temperature. Scolding hot. “No exfoliating tonight I guess.” You say as you step under the spray. You take a quick shower and throw your hair into a towel and put your shorts and matching pajama shirt. When you come out of the bathroom you can see Dean laying on the end of the couch with his legs thrown over the armrest and his left arm tucked under his head, and his right arm flipping through pages of a “Poker for dummies” book. “My dad got me that as a gag gift when I told him that I wanted to learn how to play with him and his buddies. He thought it would help.” You chuckle and you make your way over to the kitchen and pour yourself a hefty glass of whiskey. Sitting on the couch with your legs crossed and drink in your hands between your legs you look over at Dean. His eyes land on the glass of whiskey in your hands and his Adam's apple bobs as he swallows. His eyes trail up your folded legs, to your arms, and then to your shoulder that’s peeking out of your loose top. “Going a little hard on the bottle tonight are we?” You chuckle as you take a big swig relishing the burn that spreads throughout your chest. “Why not?” You smirk up at him and take another sip Dean tilts his head and smiles. He scoots over a little closer to you, “Y/n, I gotta be honest with you. You walking around here in those shorts are making it hard for me to stay on my side of the couch.”
You weren’t sure what happened to you at that moment. You’ve never been this brave before. Sure you sparred with all the big guys in the camp but things like this terrified you. It’s like something was awoken in you and it felt damn good. Your skin grew hot and your palms sweaty, heart racing. You downed the rest of your drink and sat your glass on the table and looked at Dean, “Then don’t.”
That’s all it took before he was on you. One hand gripping your hip and the other behind your head holding you to his face kissing you deeper. His lips were soft and plump, moving with yours in perfect rhythm. He runs his hand down your body over your chest giving your right breast a squeeze before trailing his hand down your stomach and to the top of your shorts. Putting just the tip of his fingers into your waistband silently asking to go further. “I need you to touch me Dean.” He smiles and your lips and breaks the kiss and moves to your neck marking it on his way down your neck. He bites down onto your collarbone and you whimper underneath him. He pulls your shirt over your head, hands immediately go to your breasts teasing your nipples and rubbing them in between his fingers. He dips his head and sucks your right nipple into his mouth and you moan. “Feel how hard you make me Y/n.” You trace your hand along his chest, over his belt and then unbuckle his jeans. He’s pulling your shorts down before you can protest, not that you would, and his first finger sinks into you. Making you throw your head back. You pull his cock out and pump him a few times and then squeeze. He plunges two fingers deep into you and curls them. “Oh fuck Dean.” “So wet for me already baby. Tell me how you want it.” You gasp and moan as he sets a brutally slow pace. “I want you to fuck me Dean, please?”
He gets the rest of the way out of his pants and hovers over you in between your legs. “You ready?” He says as he grabs the back of both of your knees and pushes them until they are flush with your chest. He lines himself up with your entrance and slowly, inch by glorious inch he sinks into you. You have never been so full in your life. Feeling impaled on Dean’s cock he sets a slow pace letting you adjust. “Faster Dean.” He smirks and sets a maddening pace hitting your g-spot over and over again. It’s like he pushes the air out of your lungs with every thrust. He looks down at you and smiles, “You look so pretty wrapped around my cock like that. Why don’t you cum for me Y/n.” He snaps his hips harder and rubs his thumb over your clit and you’re finished. “Oh. Fuck dean.” You cum gushing out around his cock. Making that glorious squelching sound. “Y/n you’re so tight. Look at you wrapped around me like that. Made a mess everywhere. Gonna make me cum.” His thrusts falter and he groans and cums deep inside of you. Thick ropes of cum coating your walls. Dean slumps over on top of you, panting in your ear, and kisses the shell of your ear. “That was amazing. You were amazing.” “You weren’t so bad yourself.” Dean pulls out of you and hands you your shirt and shorts before pulling his boxers and pants on. As you’re pulling your shirt over your head he comes over to kiss you goodbye. “I hope to see you around someday Y/n, maybe do this again. If you ever need anything don’t hesitate to call and I’ll be here.” You give him a kiss and open your door. He steps out into the cold night air and walks a few steps down before turning back to you. “I’ll see you around Dean.” You say as you step out onto your porch, blow your lamp out and watch as he walks away.
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I mean, in all honesty? That's the worst part of that finale for me: that it proves once again, that talentless men can just get away with ruining stories/characters just for the sake of it... and get a huge amount of money in return.
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