fyi this is meant to be tongue in cheek

Help me practice pt. 3

Author: theweirdymcweirderson

Characters: Reader, Dean Winchester, Bobby Singer, Ellen Harvey le *mentioned*

Relationships: Dean Winchester×Reader

Word count: 2893

Warnings: Same old sexual tension, inappropriate thoughts, dry humping(ish), small argument, fluff

Summary: College!AU The reader has never been kissed and as a guy starts to take interest in her, she asks Dean, her best friend, to help her practice. After they kiss, none of them seem to be able to keep holding back the feelings they have for each other.

Author’s notes: Hey, guys, so here’s chapter 3, I really hope you enjoy reading it as much as I enjoyed writing it, and as usual, let me know what you think about it! *kisses*


You were lost in your thoughts and you didn’t notice a small rock in front of you, which you ended up stepping on and losing your balance. Fortunately, Dean caught you before you fell.

One of his arms wrapped around your waist and held you flush against his body, as his other hand settled behind your back, “Uh, thanks…” Your cheeks flushed red, and you averted your eyes.

He reluctantly let you go, “If you can’t walk on them, why bother with wearing them in the first place?” You flashed him a dirty look and straightened yourself up, turning around and resuming your walk.

“You can go back home, I’m not a child anymore. I can take care of myself” He didn’t answer you nor leave; he just kept walking by your side in silence.

A few minutes later, you shivered from the cool air and wrapped your arms around yourself, trying to warm up a little, “C'mon, come here” You glanced at Dean but ignored him, and kept walking.

He always let you nestle yourself against him when you were cold; he’d open his jacket and wrap his arm around you and you’d practically use him as your personal heater.

This time though, you were mad at him for the way he’d been treating you so you refused. He shook his head at you, and gently grabbed your arm, but you jerked it out of his grasp.

“Come on, sweetheart, don’t be like that. I’m sorry for what I’ve said at dinner” You kept ignoring him, wondering how come the way back home seemed so long this time.

He sighed at your stubbornness and tried to pull you closer again, “I’m fine. Leave me alone!” Your body was proving him the exact opposite though, so he decided to just give you the jacket instead.

“You’re not fine, (Y/n), it’s freezing and you keep shivering! Here, at least take my jacket” You turned to look at him and stopped, “If you give it to me, then you’ll be cold. I don’t want it, Dean”

He raised his eyebrow in that annoying way which meant he wasn’t going to back down, and it was your turn to sigh. You couldn’t just stand there, waiting for him to change his mind, so you gave in.

“Okay, fine” You moved closer to him and wrapped your arms around his middle, missing the wide grin that spread on his face when you hugged him, and he let his jacket fall back around your shoulders.

You walked for a few more minutes in silence, before Dean spoke up, “I meant what I said earlier, (Y/n). I really am sorry for the way I’ve been treating you lately…”

You didn’t answer him, but he knew you’d heard him. You felt his hand inch closer to your ribcage and tried to stop it, but he was stronger than you and before you knew it, you were laughing uncontrollably.

“God, Dean! I got it, you’re sorry. Now, stop!” He was smiling down at you as you tried to push him away, “I will if you tell me I’m forgiven”

“This is no way to ask for forgiveness, Winchester!” He kept tickling you for a few more seconds and then he stopped and pulled you closer to him again, “Am I forgiven, now?”

You stared up at his green eyes, noticing how close you actually were to one another, and how he was just a breath away from kissing you, “Yeah”

“Yeah?” His voice had dropped to a whisper and he seemed to inch closer to you, “Yeah…” You stared into each other’s eyes, none of you daring to look away.

He leaned even closer, and you shifted on your tiptoes; your heart beating like crazy. “Hey, get a room you two!” Both of you immediately pulled back when someone shouted the words from one of the houses around you.

He cleared his throat and you looked away, smoothing down your dress even though it was already perfectly smooth, “Uh, we better get going, come on” You nodded and nestled against his side once more as you started walking again.

After that you reached your place in silence, until Dean noticed that Bobby’s car wasn’t where it usually was, “Hey, where’s Bobby?”

“Oh, he had a date with Ellen” You smirked at Dean and flashed him a wink as he reciprocated your smile, “You wanna come in for a while?” You unlocked the door and Dean followed you inside.

You grabbed some juice and offered Dean some, before you made your way to your room. You quickly moved to free the bed from the clothes you’d thrown on it earlier, so that Dean could sit down.

You headed towards your bathroom to change your clothes, picking up your pyjama on the way there, “You can use my laptop if you want to, it’s under the pillow! Password is still the same, be right back”

He nodded and thanked you as you disappeared behind the door. Turning on the laptop, Dean’s eyes darted towards the door and he realized you’d left it slightly ajar and that he could see you.

You slowly unzipped your dress, and Dean swallowed hard, his breath hitching in his throat. Your hands moved to slide the straps down your arms, and Dean willed himself to look away.

He bit down on his lip, the image of your naked back still fresh in his memory, ‘Get it together, Dean!’ He waited a few more minutes, as he heard fabric rustling.

After, what to him felt like, an interminable amount of time, he redirected his gaze to you. You had pulled up your pyjama shorts, and removed your bra; your back now completely bare to his eyes.

He bit back the groan he felt rising in his chest, as he followed the curve of your back. His eyes travelled from your shoulders, down along the smoothness of your skin until they settled on your ass.

He couldn’t even remember the amount of times he’d dreamt about grabbing it in his hands and finally giving it a firm squeeze, as you made out in his room.

He was still fantasising about the two of you together, when you turned around and almost gave him a heart attack. He immediately averted his gaze and pretended to be engrossed in something on the laptop.

You finished buttoning up your pyjama’s shirt and removed your make up, before you joined Dean back in your room, “Found anything interesting?”

He nodded avoiding eye contact, “Dean? You okay?” He heard the worry in your voice, and forced himself to look at you without betraying his previous actions.

“'Course, sweetheart, why wouldn’t I be?” You shrugged and decided to brush it off, climbing on the bed next to him, “Wanna watch another movie?”

He searched for a movie you hadn’t already watched, and you rested your head on his shoulder as it started. ‘Why does she always smell so good? …Man, I’m such a creep!’

He glanced at you, to check if you were still awake, and found you smiling at whatever was happening on the screen, which he had no idea about since he wasn’t paying any attention.

The movie wasn’t really gripping, and not even half way through it, you spoke up, “I’m pretty sure there’s still some ice-cream downstairs, you want some?”

Asking Dean if he wanted food was kind of useless, you knew how much he loved it, “Sure, want me to come with you?” You chuckled and got up, “Thanks, but I think I can handle it on my own”

His cheeks flushed at your remark and he realized what an idiot he’d been, “Yeah, I know you can, I was just-uh, never mind”

You smirked one last time, heading down and Dean was unable to stop his eyes from glancing back at your ass, or at least that’s what he told himself.

You came back a few minutes later with two spoons and offered one to Dean as you settled on the mattress again. You were both laughing about the movie’s plot when Dean noticed you had some ice-cream on the corner your lips.

“You-uh, here let me…” He let his thumb trace the curve of your lips, gathering up the sweet dessert, “Oh!” You opened your mouth and wrapped your lips around his digit.

You sucked on his finger until it was clean and Dean’s lips parted as he stared at you; his pupils blown wide with lust. You released his thumb, licking you lips and his eyes followed your tongue.

You looked up at him and found him staring at you, biting down on his lip, “Uhm, just-uh, just FYI, (Y/n), you might want to avoid doing that to a guy in the future”

You raised your eyebrow, failing to understand where he was trying to get, “It’s ice-cream, Dean, I ain’t gonna waste that” You smiled and he smiled back at you.

“Yeah, I know. But well, it kinda gets our fantasies going…” He chuckled and your cheeks flushed red when you finally understood what he meant.

“I-ehm…Oh God, I’m sorry, Dean! I didn’t even think about it. I just…this is so embarrassing!” You buried your face in your hands while Dean kept smiling down at you.

“You’re so cute when you do that-I mean…n-not that you’re not always cute…Ehm, let’s just change subject, okay?” You nodded, glancing at him before you decided it would be better if you stared at the screen in front of you.

“You should call John, or text, let him know you’re here. They might get worried if they don’t see you back” He nodded, smiling and grabbing his phone from the pocket of his jeans.

He typed a quick text and turned to lock his eyes with yours, “You’re the best, sweetheart! Saved me a whole lot of trouble”

He sent you a wink, slowly leaning down towards you. He didn’t even think about it; it felt like the most normal thing in the world for him to kiss you, before he realized that it wasn’t.

He stopped just a breath away from your lips, and pressed a quick, 'thank you’ kiss to your cheek instead, flashing you a shy, awkward smile.

You reciprocated his smile, hoping your disappointment wouldn’t show on your face; you really wanted him to kiss you again, to feel his lips on yours as he held you in his arms, but you knew that wasn’t going to happen.

“What do you say we choose another movie?” You chuckled as Dean mumbled a 'Hell yeah!’ and began to look for something else you could watch.

He chose 'Captain America’ cause he knew you loved it and since he loved to make you happy, and see you smile, he settled for re-watching the movie for the one-hundredth time with you.

He shrugged off his jacket to get more comfortable, removing his sneakers as well and climbed into bed with you.

You giggled as you watched him shift from one position to the other until he found the one he liked the most, “You good now?”

Dean nodded with a contended smile on his lips, and opened his arms for you to settled in his embrace, “Yep! Now, come here and let me apologize properly for being a douche earlier”

You smirked, feeling heat rising to your cheeks and lay on his chest, letting him wrap his arms around your body. He pressed play on the movie, and you sighed allowing yourself to completely relax against him.

“I can’t believe you still like this movie even after all the times you’ve watched it…” You laughed and he found himself smiling.

“Yeah well, what can I say Dean…it’s a pretty good damn movie” He shook his head down at you, “Just admit that you only watch it for that Chris guy”

“Can you blame me? I mean look at his freaking arms, and God, that ass!” Dean let out an annoyed grunt, “Just…don’t drool on my shirt, (Y/n)!”

You burst out laughing again, and he wished he could just keep you in his arms forever and hear you laugh. Dean could feel the warmth from where your hand rested on his abs, which made him smirk and rest his own hand on yours.

After a while you felt him rubbing soothing circles on your lower back, and you practically purred on top of him, stretching your muscles and nuzzling closer to him.

He kept up his light massage, slowly inching up your spine as you smiled against his chest, biting down on your lower lip to stop yourself from moaning.

“Enjoying yourself, sweetheart?” You chuckled and your hand momentarily squeezed his, “Yeah, it feels so good…” The words left your lips in a breathy whisper, and Dean found himself shifting uncomfortably.

You followed his body when he moved and subconsciously draped your leg on top of his, hooking it over his hip as you tried to keep him underneath you, “Oh God! Don’t stop, Dean…”

His thumb pressed on the spot between your shoulder blades, and your sentence finished with a moan on his name as you arched your body into his.

Dean bit down on his lip at the sight, but ended up groaning anyway; he groaned when he noticed how your body subtly moved against his, and if you’d been any other girl, he would’ve already shifted into action.

He noticed his thoughts were heading towards a point of no return, but then he realized that he’d already reached that point.

He’d been so focused on you and your reaction, that he’d failed to acknowledge how his pants felt much tighter than earlier and how bad he needed to take care of that.

He let his hand grasp your upper thigh, giving it a quick squeeze to get a better hold of you, because having you squirming like that in his arms was proving to be very hard for him.

You on the other hand, had let your eyes close, enjoying every bit of Dean’s strong hand working the knots in your muscles. You hadn’t realized how stressed these few days had gotten you until this very moment.

You almost moaned again when he placed his hand on your thigh; the small gesture sending your body temperature skyrocketing. Heat settled between your thighs as your senses focused his touches.

An insistent need to be caressed by him settled in your body, as you felt the fabric of your panties becoming damp and sticking to your heated lower regions.

Dean’s hand kept traveling up, until he had massaged every inch of your spine and when he stopped, you were putty in his arms.

He smirked down at you, watching as you nuzzled even closer to him, your head resting in the crook of his neck as you drew in a shuddering breath.

“You okay?” You nodded sleepily, feeling his hand giving another squeeze to the bare flesh of your thigh as he tried to get your attention, which was already on him anyway.

“Never been better! You have some very skilled hands, Mr. Winchester!” He chuckled, his forefinger traveling up and down your leg, “You should see what I could’ve done with both hands and you lying underneath me…”

Dean’s eyes widened as he realized what he’d told you, but he relaxed almost immediately when he heard you sigh contentedly, “You can show me next time”

He swallowed at the idea of actually having you like that, a multitude of inappropriate images flashing before his eyes, “Sure, babe, whatever you want”

You smiled lazily, patting his chest with your hand as you drifted to sleep, lulled by the sound of Dean’s heart beat, and as Dean focused on your even breathing to stop himself from thinking, he found himself falling asleep as well; the movie long forgotten.

He felt you leaning up and pressing a lingering kiss to his jaw, “That was amazing, thank you” He wasn’t sure if it was his mind playing games on him, but either way, being it a fantasy or the reality, Dean was willing to keep it as a memory.

Bobby pulled up in front of the house at about 2.30 a.m. and walked inside, ready to sleep for about two days straight. As usual, he knocked on your door to check if you were still up, and then poked his head in to see if everything was okay.

He smiled to himself when he saw you and Dean tangled on the bed, “These two idjits, when are they going to get it?” He turned off the laptop and threw a blanket on the both of you, turning to leave.

It wasn’t the first time he’d found you asleep together, you used to do it when you were little and growing up you just didn’t seem to lose the habit, which didn’t seem that weird to all the people around you, who knew how you actually felt for each other.

Bobby headed to the kitchen to grab a glass of water, still smiling to himself as he thought at the flustered state you’d be in when he’d make fun of you for sleeping together; again, and then he too went to bed.