AN: I apologize that this is likely trash. I am not a super fan of Dean because of his age in the show, but I do hope this isn't too bad. Written in 3rd person point of view, starting off through Dean's view. I'm 99.9% sure someone requested some Dean x Reader on tumblr, but I'll have to look back to double check the username.
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(Dean's POV)
Her lipstick shone brilliantly in comparison against her skin, lips tugging into a gentle smile. Those y/e/c eyes did not leave his gaze, and as he grew lost in that gaze, he was not even sure what the symphony of her voice was coherently saying to him. The college classroom did not exist in this moment, nor did the petty science experiment in front of the two, as the world gravitated to her. A college class had never been so interesting, and yet he was learning the way that the contours of her face danced gently as her lips moved.
For a while, he managed to nod along to whatever the beautiful girl was saying, before he mistakenly allowed his lips to part. Dean Venture may have known the beauties of daydreaming before he met Y/N, but somehow he never fully experienced how bad his word vomit could be until he opened his mouth. "You're so pretty, Y/N," he had said, before reality finally set back in.
The smell of the flowers from the botany experiment filled his nostrils once more, along with the surroundings of the other students clatter. Along with that, he could hear her laughter fill his ears, causing him to freeze. Second guessing himself, he could feel embarrassment rise in his reddening cheeks, his glance now broken from her own. Immediately, he thought to counteract his words with something that could make her forget what he said, but as his lips parted again, it was much too late.
"That's an odd answer for our upcoming exam, but thank you, Dean," she said, her confidence apparent in her voice. Her voice border-lined angelic in his mind as it had the hint of taunting in it. If his confidence were any bit better, maybe he would have had something to reply with that did not just come out as a bunch of 'uhs' and uncomfortable chuckling. A little too early, the bell had rung to signal the end of class, the two saying their goodbyes with barely any actual words.
In his frozen state, he watched the girl of his dreams, Y/N L/N, walk out of botany class without even asking her out. He could not even think of a logical word to say after he had slipped out a compliment that was not supposed to utter from his mouth, and yet, his body could not feign confidence for even a moment. He would have to wait until the exam to see her once again.
***
(3rd Person POV)
Each class day then on was a struggle for Dean Venture, where he was caught between his shyness and genuinely wanting to know if he could get his dream girl's attention. The two would be paired for science experiment after science experiment, all revolving around sweet smelling flowers and other fauna, yet he barely learned a single thing. Though he may have been determined to impress the beautiful girl he was in class with, he could never seem to focus when it came down to Y/N L/N.
"Hey, are you okay?" he heard, causing him to slip back out of another daydream that he had embedded himself into in the same class that he was likely failing by this point. His brown eyes blinked himself back into full on consciousness as they finally noticed the worry in her beautiful features. "Class ended like ten minutes ago, and you've just been staring off into space."
Dean chuckled uncomfortably, bringing a hand behind his head as he hung it in embarrassed shame. His cheeks heated up, and he mentally chided himself about how incredibly smooth he was once more. "Y-yeah, I'm fine," he lied awkwardly, his lips curling into a discomforted forced smile as he dared to look the girl in the eyes once more.
She rolled her eyes, clearly not believing Dean as she placed a comforting hand upon his shoulder. Even through his somewhat baggy maroon hoodie, her hand felt like fire against his skin. When her lips parted to speak, he had to force himself to listen to the words that dripped from her lips, feeling shameful that he had worried the girl. "That's a lie, Dean Venture," she snarked, followed by a light chuckle. "Do I make you uncomfortable? I mean, I've seen you around campus acting right as rain."
Dean bit his lip, wondering if this was the moment that he should just blurt it out and embarrass himself once again. There was no doubt that the determination in her beautiful y/e/c eyes was going to let him slide on by, and he did not even know that she had been staring with the same type of worry weighing her features down for the last week. "N-not in a bad way," he said finally, cursing himself for the frown that now graced the girl's supple looking lips.
"You know, Dean," she said, her confidence not quite as strong in her voice as she spoke, her hands now fiddling with one another as she stood. "I like you, but if you're not into it, I can leave you be."
For a few minutes, the brunette simply stared at the girl, mouth shamelessly agape. If not for the possibility that she had done something incredibly incorrect, just maybe she would have laughed at how humerous the freckled boy's face was. His open lips wanted to tell her the world, and yet, he could not conjure a coherent word to escape his own able lips.
After the few moments had passed, she began walking away, her face down to hide the embarrassed blush that stained her own cheeks. Her lips curled downwards into a frown, paired with the tightening of her chest to hold the burden of the silent rejection. Only did her steps cease when she heard clunking quick footsteps behind her.
Dean Venture grasped onto the girl's wrist, tight and yet gently, while his whole face screamed of how disheveled the boy was at this moment. As her eyes met his own brown eyes once more, the moment was quick and sloppy, lips connecting in an incredibly untrained way. Her breath hitched in her throat as she kissed him back, the kiss turning into more of a messy peck than anything, seeing as it was his very first.
Once the two of them separated, Dean Venture's eyes searched her own y/e/c eyes for some sort of sign that he was not about to get slapped or told off. As her lips curled into a smile of their own, his heavy heart rested afloat the water of his mind. Forcing his words out, they came out as more of a stutter than anything, but still legible enough for her to understand. "I-I like y-you, too, Y/N," he said, as if the two of them were little middle schoolers, him confessing to his first crush. Though his first may have been Triana, this was, after all, the first that had actually shown any interest in him.
She chuckled at his stutter, before bringing him back into another kiss. This one, she had led, his lips following her lead as they meshed together more accurately than the last. His freckled cheeks held a strong tint of blush that would stay with him for a longer, more embarrassing than he would ever anticipate, but at least he finally was locking lips with his dream girl, Y/N L/N.
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