Dean X Reader Imagines

Professor Winchester (Dean X Reader)

"Any last questions" Professor Winchester said and I watched as his eyes scanned the room for any questions. "Ok, class dismissed" he says. I begin to pack up my things, excited that it is Friday. But as I stood up I couldn't help but feel like someone is watching me.l look around the room but no one is there but me and Professor Winchester. And he was too busy grading our term papers.

I ignored the feelings that had come over me and continued to walk to the exit. But just before I open the door I hear my name "Miss (Y/L/N)..." the Professor calls. I stop and l turn around. My heart is beating so loud right now that I swear he couldn't help but hear it. "Yes?" I reply nicely "Did you finish grading those term papers I sent you home with the other day?" he asks. Shit. They are at home on my bed. Fuck what am I going to do now. 

"Miss (Y/L/N)..." he called.  "Professor, I'm sorry I left them at my aparlrnent... I can bring them back to you, I just need to run home" I say. He takes a deep breath and walks behind his desk taking off his blazer and hanging it on his chair. All the while never taking his eyes off of me. He loosens his collar and takes off his tie placing it over the blazer. I watched and admired silently. I mean the tux suited him really good but taking it off was even better.

I watched as he run his hands through his dirty blonde hair and flashed a smile. "Miss (Y/L/N), why are you still here?" he asks me as he moves closer to me. "l just thought..." I breathed as he walked past me and towards the door and locked it. He turned around and began to fix his glacier green eyes on me. Nervous I began to babble again. "I just thought that you might want me to bring them back to you. That... that.. maybe you needed.." I say but I didn't know how to end my sentence. I look down at my hands as I intertwine my fingers into one another. I felt the heat from his hands against my skin as he lifts my face towards his. "You just thought...what.. that I needed you?" he asks as he looked into my eyes. "Yes" I say feeling embarrassed. I break his gaze and I look away. I feel him wrap his hands around my waist bringing me closer to him and the familiar heat. The heat from his hand grabbing my face again.

"I do miss (Y/L/N)... I always have..." he says "Just (Y/N), please" I say knowing all too well where this is going. But after a couple of seconds I begin to pull away. I finally break loose but as l turn away he grabs my hand and pulls me into him once again. This time he stays behind me. "Miss (Y/L/N)... I mean (Y/N), I've needed you since the first time you stepped foot in this class. Those papers mean nothing to me. But since you are here..." he pauses as he pushes back my hair and starts kissing and nibbling at my neck. A quiet moan escaps my lips. "Professor Winchester.... I can't" I say as I try to escape his seductive grip on my body.  "Yes you can... we can..." he whispers as he gently bites my ear.

"But I'm 20. You are 38. I mutter "So what?" he asks  "What about the fact that you are my teacher?" I ask "I was your teacher... The semester is over. And so what if it wasn't. We still would have ended up here, where we are now" he whispers again taking another soft bite of my ear. I felt myself begin to get wet between my thighs. He leans in and kisses me caressing my breast. His body presses mine into his desk. His hands are in my hair. His tongue in my mouth and mine in his. Our lips moving in sync never missing a beat. He takes my t-shirt off and runs his hands over my breast and down my back until he reached the ends of bra where he pulls it apart like a lion would a gazelle with his teeth. "Don't worry I will get you another" he whispers. Once it drops to the floor, he unzips my zipper and unbuttons my pants. His hand now in my underwear. He rubs me deep and gently. "Profess.." I moan. "Dean." He breaths as he rubs me harder, almost as if he does it to punish me. He slids his hands further down until he is circling inside me. I felt the myself drip into his hands.I felt his breath on my neck as he pushes his fingers deeper into me. "(Y/N)" he calls as he thrusts his finger once more, this time sending my body into a violent shudder as I cried out his name.

Pushing myself into him I knew I wanted more. Having just this fraction of him inside of me felt so good. I needed this just as much as he did. He takes his hands out of my pants. I watch him as he begins to enjoy his now wet fingers licking the rest of me off his hands. "(Y/N), you taste so good" he moans through his clenched teeth "I've waited so long for this" he says. Kissing me again he pushes everything of his desk never taking his lips off mine. I grab him by the bulge in his pants. He let out a moan. "(Y/N)..." he begins as he clenchs his teeth once more. I kiss him as I rub my hand across the bulge in his jeans. Without thinking I unbutton his shirt. I was determined to take every piece that he was willing to offer me.

Unbuttoning his pants, I drop to my knees. I look up at him as I unzip them with my teeth. I feel myself get wet watching as he closes his eyes and bits his lip. And even better as I pull his pants down and begin to shove all of his more than significant erection in my mouth. Swirling my tounge and gently tugging at the top of him with my teeth I soaked my panties as he begins to gasp for air. Calling my name in faint whispers. I felt him stiffen in my mouth as l took him deeper and deeper. "(Y/N), I'm going to..." he moans as I begin to rub him hard and slow. I swirled my hand and my tongue around him in a seductive dance. Finally the pleasure became unbearable "(Y/N)!" he moans as he touched the back of my throat. I swallow as he melts in my mouth. Moaning much louder this time he ran his fingers through my hair and then his. I stand up and I wipe him from the corners of my mouth and tast him once more before he pushes my back into his desk.

I tilted my head back as he grabs both my legs and wraps them around his waist. He takes a final look at me "Dean please..." I beg him. We both moan as he slowly penetrates me. "Dean..." I moan. He picks up his pace and I match his rhythm as his hips swirl seductively and he starts to thrust harder and faster and deeper inside of me. I struggled to fight the overwhelming feeling I had to cum. But I didn't want to. Not yet. This felt to good. HE FELT TOO FUCKING GOOD. He places his left hand on the desk and his right hand on my chest as he bents over me and takes my breast in his mouth and squeezes my other breast with his free hand. I throw my head back and I arch my back. I moan loudly. I couldn't stop. The pleasure grow like a raging fire within me. The feeling caught me off guard as it was strong and relentless. My body is in fire. I was beginning to sweat and so was he. He had set me on fire and I had done the same. Every time he tugged at my nipples and lickes in between my breasts. I felt the flames get higher. I was so close to overheating. But l wanted more. I needed more. "Please Dean...  Don't stop...". I felt him shaking as my waves washed over him. Neither of us wanting to give in.

He drops my legs and spread them as far as they'd go. Rubbing his hand up my thighs I felt my clit pulse and throb anticipating his touch. Grabbing my thighs he pulls me into him once more and begins his dance again this time pushing deeper and harder. He stops and turns me over pushing my face down into his desk. Pulling my hair and holding my waist. The sound of him slamming into me and the feeling of his balls against the cheeks of my ass made me so wet. Aware of my reaction he grabs my ass and smacks it furiously while he grabs my breast from behind with both hands and twists my nipples. Slamming and pushing deeper into me. '"Dean... I'm about to..." I moan "Not yet sweetheart....Wait for me" he moans. Gently pulling my hair and back into him, he turns me back around pushing me into his desk as he wraps my legs around his waist again. He sends his tongue back down the middle of my breast this time with both hands on my chest grabbing them as he thrusts and slams and spins inside of me. Sending us both over the edge until we collapsed and I squirted everywhere. And he slams into me for the last time before leaning over me and sending a million delicate kisses all over my body.

"Wow, that was so much better than I thought" he smirks as he pulls out of me and circles my clit with his finger before he put it up to his mouth and tasted me one last time.

"Now about those papers" he begins to say and I throw my head back already missing the feeling of him inside of me.

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A/N: Ok, so this is the first time I'm writing something like this so leave a comment to let me know if you liked it. Should I do a only-smut chapter again?