Ride Part 2 - Y/N x Dean Winchester
OUUUUU Part 2 bitches. It's getting hot in here ouf.
Read Part 1
Pairing: Dean x Y/N
Word Count: Just under 1900 words
Warning: SMUT, 18+, some aspects of a D/S dynamic
A/N: Please go easy on me, I've read a lot of smut, but never written my own. Let see how this goes.
It had been a couple of weeks since your, uh, riding situation. Deanâs birthday had come and gone in a blink of an eye and much to Deanâs wanting had been forgotten about. No more old man jokes, no more over-the-hill comments, he was 40 and that was it, end of story. One thing he neglected to forget however was your song.
The song now titled 67 was his favourite song, ever. I mean you couldnât blame him, it was about him. After days of bugging, you finally rented out a studio space and got him a recorded version of the song. You had even managed to get some more artistic friends in to help fill up the song so it wasn't just instrumental. After it was done you listened to it yourself and you were more than happy with the outcome. It was probably your best work, especially because it was made with so much love and passion.
When you gave it to Dean, he was over the moon. He picked you up off the floor in a big bear hug and kissed you hard, which proceeded to a long couple of hours of Dean âthanking youâ. He really did know how to thank you.
But, that was the last you saw of the CD. You thought he would want to play it in the bunker all the time, but it was gone. There were a couple of nights where you wanted to seduce Dean with the song while Sam was out, but it was nowhere to be found. You started to worry that he didnât like the recorded version, or that he was embarrassed to share it with Sam but you tried not to let that thought linger too much. There were a couple of times in the last week that you could have sworn you heard him humming the song but you weren't sure.
Today out of the blue Dean approached you with a proposal.
âHey sweetheart! I really need to get out of the bunker, the weather hasnât been great lately but the sun's blaring, and I wanna take Baby out. You wanna come for a drive?â He said, popping his head in your room.
Eagerly you got up with a smile and rushed to the garage. It was already afternoon so soon enough the sun would be going down. You were excited to spend time with the love of your life in his beautiful car, driving off into the sunset. You were a cheesy romantic, what can you say?
You both hopped into Baby and started driving. There was no destination in mind, but Dean knew his way around so he knew how to make a drive last. You were rocking out to some of the great hits, Led Zeppelin, ACDC, and even some Taylor Swift suggested by Dean himself. He was a weirdo, and you loved it. As the sun was disappearing behind the horizon, Dean went quiet and started pushing some buttons on his dash. You gave him a weird look which he completely ignored and continued pressing buttons until you heard a song start.
âHeâs pretty as a lie, but he got the devil in his eyes
I wanna know your name, and tell me the secrets you hide.
And God is my witness, you gon get me in trouble,
But I kinda like it, Ainât no point in fightinâ.
You got them blue-jean covered thighs,
Leather-jacket collar-high - hoo baby.
Texas sunlit eyes, and the maple whiskey sighs
Iâm gone.â
So thatâs where your CD went. As the song was playing, you noticed Dean was singing.
Every. Word.
He had learned the song by heart and was performing it for you. Dean rarely ever sang cause he quote âdidnât singâ. He always said you would make fun of him because he sounded like crap compared to you. But here he was belting every word and god, it was so hot.
âI like your 67 chevy ride, tell me will you let me drive it all night,
Or sit me on the passenger side? Yeah, what a sight!
âCause, you're as sexy as that 67, mmm! and Iâm looking for a ride!â
He would glance over to you and shoot you a wink, which sent heat straight to your core. Watching your boyfriend sing is one thing, but watching your boyfriend sing a song you wrote about wanting to ride him like his car was something else.
You watched him tap his fingers on the wheels and bob his head while singing, completely mesmerized by his every move. God, you were lucky.
As the song came to an end, he turned off the sound and shot you a glance.
âSo what do you think? I know your voice is much higher than mine but I wanted to learn it for you!â He was grinning from ear to ear. You turned your head to the road unable to think straight anymore. Then you notice a dark turn-off ahead.
âDean, take a right.â
âWhat, why, are you okay?â
âDean just do it.â you said sternly.
With a worried face, he listens and pulls off on the side road. As you approach total darkness he pulls off to the side of the road and turns to check on you, unclipping his seat belt.
âBaby, are youâŚâ
Before he can finish, you undo your seatbelt, slide across the seat and straddle his legs. You grab his face and pull him into a deep kiss. You move your hands from his face to his collar and pull on him with all your might. After the initial shock, Dean leans into the kiss but quickly pushes you away to look into your eyes.
âY/N whatâs going on, what are you doing? Not that I'm really complaining.â Worry and lust cloud his eyes.
âDean Winchester so help me god you better fuck me now or there is going to be hell to pay,â you say breathing deeply. You feel his cock twitch under you, reacting to your words and Dean is on you like a hungry panther. Your hands quickly tangle in his hair and pull slightly, making him groan in your mouth. You kiss him furiously as if he would disappear any minute. He snakes his hands behind your back, grabs your hair, and pulls you back to look at him, both of you panting.
âBackseat?â He asks. You moan in response and that's all he needs. Quickly, he lifts you off his lap and puts you beside him. He opens his door and makes his way to the back. You follow suit as fast as you can. The moment you sit down and shut the door, Dean grabs your legs, swings them up on the back seat, and pulls you under him, until you are on your back and completely at his mercy.
âGod, you are so beautiful.â Dean moans while looking you over. You bite your lip and look up at him while he hovers over you.
You reach down and grab the hem of his shirt and pull it up. He leans back on his legs and pulls his shirt off, throwing it onto the front seat. You follow suit, tossing your shirt, and laying back down under him. You run your hand up his stomach, over his chest, and grab his shoulders, pulling him back down onto you, joining your lips to his as he moans into your mouth. He lowers onto his elbows, one arm holding his above you, the other trailing down to your breast, pulling down the cup of your bra and needing your soft flesh. A gasp leaves your lips and you move your hands back down to unbuckle his belt.
âOff, take this off, NOW,â you whine,
His eyes darken and he grabs both of your arms pinning them above your head,
âWatch your whining. You know I donât like whiny brats, and last time I checked, Iâm in charge here,â he whispers in your ear, biting it
You whimper under him, watching your loving boyfriend fall very easily into your controlling Dom.
âIâm sorry sir, it wonât happen again, promise,â you watch him doe-eyed,
âHand stay above your head until I say so, understood?â He moves his hands to your jeans, unbuckling your pants and pulling them down with your underwear, leaving you exposed and dripping for him.
You nod vigorously biting your bottom lip as the cool air hits your wet cunt.
Dean watches you squirm as he moves his hands down your body and lightly places his fingers over your lips, tapping your clit. You arch your back, grinding your pussy against his wrist, searching for friction.
âAh, ah, ah, good girls donât push to get what they want. What do good girls do?â he smirks
âPlease sir, please touch me, please fuck me!â you scream, desperate for any attention.
Dean moves quickly, removing his belt and pushing his jeans and boxers down to reveal his long, thick, cock. You moan at the sight of it.
âThatâs my good girl,â he says, wasting no time as he slams into you, knocking the wind out of your lungs.
You struggle to hold your hands above your head, wanting nothing more than to drag your nails down his back, but knowing that defying him would result in your orgasm withheld.
âFuck, sir, please can I touch you!â you gasp under him as he pounds relentlessly into you.
He nods in agreement and lowers down to bite your neck, effectively marking you as his for all the world to see. As your hands fly to his back, instantly digging your nail into it, he groans in your ear. His hand flies down in between you and starts circling your clit, drawing your orgasm closer every second.
âYou better not cum without my permission princess,â he says, feeling your walls clench around him.
Your eyes roll back into your head, taking all of the pleasure he was giving you, lost on cloud 9. As you feel his thrusts start to become more uneven, you know heâs getting close to his climax, and you are teetering on the edge of yours.
âPlease sir, can I cum?â you yell, holding off as long as you can
âCum for me princess, come all over my cock, show me how good I make you feel,â he grunts plowing into you.
You let go, releasing all over his cock, gripping his shoulder, moaning so loud it would make gods blush. The spasming of your walls tips Dean over the edge as he slams his cock deep inside of you, releasing his seed deep into your body.
Panting, he looks up into your eyes, watching you float in post-orgasmic bliss. He smiles, watching you slowly fall back to earth and reenter your body.
âDeanâŚâ you whine moving your hand up to his face. He grabs your hand, kissing the back of it.
âIâm here sweetheart, you did so well for me.â he leans down peppering kisses all over your face.
You blink slowly looking at his face, his grin wide and giddy.
âWe did it wrong, we need to go again,â you say slowly,
Confused, Dean raises an eyebrow.
âI thought I was supposed to do the riding,â you say winking at him.












