Part two females part so I'll try and upload it tomorrow
Warnings!: Smut. Oral (F. Receiving), hair pulling (M. Receiving), Unprotected sex (Pullout method used), Age Gap!! Slightly submissive Dean (if you squint), inexperienced Reader
Y/n arrived in an outfit they thought was comfortable, Dean saw it as tantalizing, when in reality it wasn’t. The collarbone still peaked through the collar, the way their sleeves hugged their arms, perfectly outlining the curve of their back. Dean couldn’t get enough. Dean told the class He’d be sitting at his desk for most of the period since his back was hurting. It wasn’t. He just didn’t need the class to know he was hard during a lesson. So he just sat at the desk, teaching off of a slideshow like most, rather than the old school chalkboard hung up on the wall. Dean struggled to keep his eyes off of his student assistant of the day. Why'd they have to be so… attractive?
“Okay class, Y/n will be passing out your worksheets. First to finish gets the rest of the period for free time. All of it has to be correct in order for you to get it.” Dean spoke to the class from his desk as he handed Y/n the papers he had printed out. Y/n passed them out, a few lingering glances from other students causing Dean’s blood to boil. He didn’t know why, but they were his to look at, no one else's. Dean’s jaw flexed and then he cleared his throat, Y/n passing him the extra papers and gave him a soft smile. Dean returned it with one slightly forced from his former jealous feeling. Y/n’s brow knit in confusion but sat down at one of the unoccupied desks in the front of the class and began to work on the homework from other classes. Dean’s eyes lingered on the way their hair fell in front of their face-, “Sir i finished the worksheet” a student spoke as they stood in front of his view of y/n, taking the sheet of paper and looked over it quickly, annoyed that he couldn’t see them. “Jack is the first one to finish, his answers are all right, he gets to spend the rest of the period doing as he pleases. Just don't bother the class. Got it?” Dean spoke with that one bitch face he's had since he was a kid.
The bell for class rang once it was over. It was lunch and Y/n was getting ready to leave when Dean’s arm grabbed their elbow softly, “Y/n, I need to speak with you.” He spoke with a slight concealed desire in his eyes. Their eyes knit together, slightly confused but nodded, “Alright, Sir.” They spoke softly as they sat in front of his desk, folding their hands together over their lap. Dean's eyes trailed down to their thighs, imagining how it would feel for his hands to be gripping them as they were on top of him, whimpering, begging for more. Dean snapped out of it and glanced back at their face. “I need to talk to you before you leave for lunch, and don’t worry. Doors locked.” Dean said with a boyish smirk. He scooted his chair back, his hands intertwined together over the tent in his pants. “Sit up on the desk, pretty thing?” Dean said with a gesture to his desk. Their reaction? Priceless. The widened eyes and flushed cheeks, parted lips Dean wanted to kiss so badly, but they slowly nodded, standing up, walked around the desk and sat up on the desk, pressing their thighs together. “Baby, don't be shy. I don't bite too hard.” Dean smirked, pulling his chair closer to the desk, resting his hands on the sides of their knees, caressing it like he was rubbing sore skin. “O-Okay, Professor.” They spoke with a soft stutter, hesitating before letting their legs part. “Good baby, Aren’t you?” Dean said slightly breathless as he softly and slowly kissed each of his students' knees, keeping eye contact. They slightly whimpered. They were 20 and still hadn’t slept around, still so innocent. An innocent little doll that was his for the taking? Their hands landed on his shoulders, gasping softly as his hands slowly slid up their sides, “shh, baby. Got to be quiet f’me” Dean muttered as he sat up. Resting his head in the crook of their neck as his hands slowly slid up their shirt, caressing what he could under their shirt-
His hands slid up to their breasts caressing the curves of the muscle, sliding around to their back, unclipping their bra and letting his hands touch the warm skin, smirking at the shiver that went through their spine, “Feel good, baby?”, they nodded, arching their back to push their breasts into his hands, his thumb rubbing circles against their nipples, causing it to harden. He chuckled, “So innocent, never been touched like you deserve.” Dean spoke teasingly as he slowly slid the shirt off of them, letting it fall to the floor, taking their nipple into his mouth, tongue softly sucking on it, his other hand toying with the opposite breast, pinching and caressing it with his thumb and fore finger. Y/n whined as their hands went to his hair, tugging at the roots, “S-sir!” they yelped when he bit their nipple, Dean pulled away looking up at them while his hands softly caressed their breasts. “Yes, baby?” Dean spoke with a soft tone.
“Need you, please?” They whined. Dean hummed softly, slowly his hands slid down from their breasts down to the waistband of their bottoms, slowly dipping his fingers in, only to about 3 inches, teasing the skin, causing them to whine. “Sir..” They huffed softly. Dean undid their bottoms, sliding them off, along with their underwear. Fingers softly sliding over their heat, collecting the arousal on his middle and ring finger, pulling away to lick his fingers clean, groaning at the way it tasted, sour. Not sweet like other girls. Dean slowly slid down onto his knees. Their eyes widened, “W-What are you doing?” They asked, stunned by what he was doing. “Giving you everything you’ve missed out on, my dear.” Dean said softly as he kissed up their thigh, softly kissing their clit, gasping a quick intake of air from their mouth. Licking a long stripe down their folds, groaning softly as the taste grew even more addicting when it was seemingly fresh. Dean nudged his nose against their clit as he slowly began to slide his tongue into their entrance. They moaned, gripping his hair, closing their thighs around his head. Dean's hands reached up, gripping their thighs, pulling them apart so he wouldn't suffocate, not yet and not now. Later.
Deans slurps slowly filled the room, he felt their walls enclose on his tongue, knowing they’d soon enough, deans tongue slid out of their entrance, paying more attention to their clit as he circled it with his tongue, nipping at it softly, causing a yelp and another tug on his hair as he kept devouring them with his mouth. Their legs began to shake, Dean’s nails dug into their thighs. “So fucking good baby” Dean said, parting his lips from the delicous nectar that is Y/n’s. Dean was absolutely pussy drunk, but he needed to feel them around his cock. He leaned up and softly kissed them. They moaned into the kiss, tasing themself on his tongue, their hands still in his hair, dean parted and licked his lips of any of their juices leftover, slowly unbuckling his jeans. Their attention immediately brought down to his jeans, watching as he pulled his cock out, their eyes widening, “Thats, How is that gonna fit?” They spoke softly. “Don’t worry baby, I’ll be gentle.” Dean said softly and began to slowly stroke his cock, stepping forward and collecting their juices on his tip, looking at them as he slowly pushed in, groaning at how tight they were, but noticed them slowly loosening. “You okay baby doll?” Dean spoke softly, letting them adjust to the stretch as he looked at them.
“N’yeah.” they mewled as their hands went behind his back, urging him closer, “You can move now.” They spoke softly. Dean obeyed, slowly moving himself deeper, then began to slowly and softly thrust into them. Grunting softly as he tried to keep up the strong top facade, but let out a soft whimper as he moved inside of them. “Faster, fuck, Sir.” They whined as they scratched at his back, leaving red marks behind. Dean obeyed, moving faster, softly whimpering again, “Fuck, your just, so tight, babydoll.” Dean grunted as he suddenly bucked, causing them both to moan. “Dean, right there, harder, faster, please, fuck” They moaned as their eyes shut tightly. Dean went like how they asked, whimpering as he felt himself twitch inside them, he was close. He felt them clench around his cock, dean almost came right then, but he kept holding back. Their moans turned into whines as they finally went over the edge and orgasmed, Dean helping them chase it before pulling out and coming on their leg.
