Midnight Sex with Dean

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Fluttering my eyes open I look at the clock and it shows "12:21 A.M". I can feel Dean's member rubbing against my sex. With how hard he is, I'm guessing he's having a wet dream. Not wanting this to end I grind on him trying to wake him up so he can finish what he started. I can feel my pussy getting wet and I slip my fingers inside my panties.

I hear his almost inaudible grunts and I smirk knowing it's working.
"Dean!" I whisper.
"10 more minutes please" he yawns.
"No, now" I whisper back "I need you".
His head yanks up and he notices my hand still in my pants. I quickly remove them and blush.

"Oh yeah?" He grins.
"Shut up you started this" I playfully frown.
"Don't frown babygirl, daddy's got this" he winks.

I roll my eyes "C'mon big guy show me what you can do at 1:00 in the morning." He nods and takes my hand's place. He placed his fingers on my sex and he chuckles.
"That wet for me?" He questions. He takes his fingers out and sucks the liquids on them.

He puts his thumb in my mouth and I suck on it, "I like the way you taste too" he playfully says as he kisses my jawline. His fingers find their way back to my pussy and start rubbing my clit. I place one of my hands on the bed frame while the other on Dean's arm motioning him to go faster.

He starts circling around my clit as he slips two fingers in me. He starts a slow and steady pace pulling them out and thrusting them back in.

"Oh my god, dean" I gasp, tightening my grip on his arm. I can sense him smiling, knowing he's doing a great job.
He takes his fingers out and without a warning softly smacks my pussy, making my legs tremble with pleasure.

"D-Dean, I need-d you now" I quiver.
"As the lady commands" he smirks.
Under the covers he removes his boxers and throws them in the corner. And I help him take his shirt off, and vice versa. Dean gets on top of me as his sex rubs against mine. He unclips my bra as I start tracing his abs with my fingers.

"So beautiful" he mumbles, looking down at me. I blush and put my arms around my chest.
"No, don't hide yourself from me" he growls. He unfolds my arms. "You're beautiful. And I want to explore every inch of you. I want to show you how much I love and appreciate you" he sighs.

"I love you Dean" I whisper.
"I love you Y/N" he whispers back. His head drops so our foreheads touch. I grab his face and pull him closer as he leans in for a kiss.

"You ready?" He questions as he pulls out of the kiss and puts his member in his hand. I shake my head 'yes' and start to bite my bottom lip. I put my arms around his neck wanting him to be closer. Skin to skin.

Dean slowly thrusts in, giving me time to adjust to his size. It always seems to be like our first time because of how big he is.

"So tight" he mumbles. He places one of his hands on the bed frame, and the other on my bed to give him balance.

He starts a slow and steady pace making sure to make the moments last.

"Faster, Dean, harder" I moan, "please".
"Okay, princess" he moans as he begins to fasten his pace. My nails dig into his back, as he grunts underneath his breathe.

"D-Dean" I scream his name, as he found my g-spot. He smiles and continuously hits it, building up the amount of pleasure. My nails scratch his back caused by the pleasure.

"Shout.. my name" he groans with heavier breathes. And guessing by his short breathes, he was reaching his climax.

"O-Oh my god, Dean" I moan, "deeper" I beg, "p-please". He fasten his pace and I know he's bringing his A game in this. Sweat was dripping from his nose and his hair was covering a line of sweat from his forehead.

"Dean.. I'm going.. to come" I shout.
"Hold it in" he shouts. He pulls out and rams inside my pussy. I groans as my g-spot gets hit with full force.

"D-Dean I-I can't hold it in anymore" I groan.

"Y/N, you.. feel so good" he grunts one last time as his juices overload my insides and mix with mine.

Dean pulls out and rolls over on his stomach. "I think that was the best sex we ever had" he mumbles in his pillow.

I look at the ceiling and just replay everything that has happened. "Agreed" I answer back. I look over and see Dean's back bleeding.

"Oh, Dean!" I gasp. I checked the corner for napkins and try to wipe the blood off.
"I'm sorry" I say with a worried face. Dean looks over and chuckles.

"Don't be, it just showed me how much you were enjoying it. Plus it turns me on" he says in a sleepy, husky voice.

"I love you" I mumble and I clean off the trail of blood I caused.
"I love you too" he says as he sleep overcomes him.
I smile and look at the clock; 1:17 A.M.

I wrap my leg around Dean and let myself drown in a well needed sleep.

~~Meanwhile in Sam's Room~~

"What the fuck is happening" he thinks as he's woken by screams and grunts from his brother's room.



[I think this has to be my favorite smut I've ever written okay. I like to imagine Dean's sweet when it comes to sex and Sam's the rough, wild person. Anyways thank you so much for reading!! New smut every week, send me requests if you would like. Until next time!!]

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