Imagine Dean being jealous when you have a date and failing in hiding it.
“Will you just stop that?” Sam’s voice laced with annoyance broke the silence that had surrounded the three of them. Well, almost silence if we could exclude Dean’s constant foot taping.
“Stop what?” Dean asked in a gruff voice and the only thing Sam did was give him a bitch face.
“You know what.” Sam huffed “That!” he pointed at him and that wa the only moment Dean realized what he was actually doing, a deep frown was still set on his face but much to Sam’s liking he stopped tapping his foot.
“Why does it bother you in the first place?” Dean huffed like a little child, crossing his arms over his chest with almost a small pout; making his mother grin softly.
“I don’t know- why does it bother you that (Y/n)’s going on a date?” Sam asked back sassily and Dean glared hard at his younger brother. No sooner had he said the words that Dean’s foot resumed to the tapping impatiently, making Sam only roll his eyes.
“What does that even mean now?” Dean asked defensively but Sam didn’t respond, he only rolled his eyes. He hadn’t gotten his brother to confess how he felt about you when he was calm, much less now that jealousy clouded his vision.
Dean pursed his lips as his eyes moved uneasily around the room, every two seconds glancing in the direction he expected you to show up. He huffed and shuffled in his place all the time.
“Seriously Dean!” Sam exclaimed, shutting his book closed “Enough alright!?”
“What’s up with you?” Dean gave him a look “Why are you so on edge today?”
“Me? I am on edge!?” Sam rolled his eyes in disbelief “Dude are you kidding me?! You haven’t stopped moving and huffing and puffing all the time! You’re so jealous but won’t even admit it!”
“Wh-what?!” he squeaked out, making Mary giggle at the expression he had on his face “I’m- I’m not jealous!” his voice rose an octave and Mary had to bite her lip to keep herself from straight forward laughing right in his face.
“Dean, sweetie-” she started, her too having realized long ago how much her son was bothered by this date of yours only because it didn’t involve him but another man.
“What?! Mom no!” he exclaimed, shaking his head “I’m- I’m not jealous ok? Stop it!” his voice got gruff and he shook his head, not looking at them as his face had started getting all the more red “I’m not jealous.” he grumbled like a little stubborn kid.
“Are you trying to convince us or yourself?” Sam asked with a small smirk and Dean glared hard at his brother, crumbling a piece of paper and throwing it at him.
“Hey kids! Easy!” Mary got stern for a moment.
“Not my fault he’s being a bitch!” Dean exclaimed “I didn’t even bother him and he-”
“Didn’t even what? Dude you’ve been tapping your foot impatiently for like that past one hour! I couldn’t read a fucking sentence or Chuck’s sake!” Sam threw his arms in the air “If you are so bothered by her being with someone else then tell her so!”
“I’m not fucking bothered Sam!”
“Really?” Sam raised his eyebrows “Because last time you saw the guy you almost pulled a gun on him.”
“Well, it’s not my fault he was walking in the darkness like some thief. Besides, what could he be doing here at such a time of the night?”
“I don’t know, probably spend the night with his girlfriend or something? You’re a grown man, Dean, you know how it goes.” Sam said with a smirk that only got bigger once he saw Dean’s anger rise.
“Shut up.” he growled, not really angry at him but at the man that lately had taken the empty place in your bed he usually liked to occupy when using your friendship and movie-nights as an excuse.
“Alright- that’s enough.” Mary pursed her lips “Dean-” she turned to her oldest son, giving him a soft smile “There’s nothing wrong with that, you know it right?”
“Damn it mom-” he rolled his eyes “I told you I’m not jealous!”
“Of course you’re not, just like you have no reason to be upset in the first place because you and (Y/n) are only friends. Aren’t you Dean?” Sam asked, the I-told-you-so look written all over his face.
“Shut up.” Dean grumbled, not looking at his brother. He knew that Sam was right but it wasn’t that which bothered him-but the words that were a fact. You were only friends, sure best friends and had a kind of bond that could not be described, but despite everything he couldn’t tell you who to date or not. He didn’t have a say in your love life, much to his disappointment.
“Right, of course you wouldn’t answer that.” Sam rolled his eyes.
“Will you stop it?” he asked in a low voice, more serious now and finally looking at him.
“Dean” Mary spoke more softly, not teasing Dean the way the younger Winchester was “If you really are bothered by this-then why don’t you do something to change it?”
“What do you mean?” he frowned and she smiled at him. She had not been around for as long as Sam had, or you and Cas for that matter but from the very first moments- hell, from the moment he saw you and Dean interact when he came to the bunker she was absolutely sure about one thing that came to her older son: he was utterly and hopelessly in love with you.
But that didn’t mean it was easy. She knew that as much as Dean loved you he was still willing to sacrifice everything, including his happiness, to make sure you were alright and out of harm’s way. It seemed to be a Winchester thing, reminding Mary so much of her own husband. And as that he was now willing to stand by and let you be with another man only because he wasn’t a hunter and could offer you a better – according to him – life, even if in the meanwhile his jealousy would eat him alive.
“You know very well what I mean Dean.” she shook her head softly “Maybe she is oblivious to what is going on but- you can’t fool me. I know you like the back of my hand and this- it’s hurting you, Dean. More than it’s making you jealous.”
“I’m not jealous mom.” Dean huffed and Sam scoffed loudly.
“That’s what he calls being annoyed even by the guy’s name. Not jealous.”
“I don’t get annoyed at the mere mention of his name!” Dean defended.
“Really? Because I think I remember someone that looked an awful lot like you sitting in that very same place saying ‘Shannon? Seriously where did she find that guy? And that name? Hell, Shannon and a drummer? I can only imagine what a douche he can be! Tattoos everywhere, rolling through town no strings attached dude!’ Unless of course it was ashapeshifter and I didn’t realize it.” Sam said matter-of-factly with a smirk mocking him by repeating what Dean had said just three months ago, and Dean growled, rolling his eyes.
“Point is-” Mary intervened, giving a stern look to the younger Winchester “If you don’t like this then- you can change it. Just talk to (Y/n), tell her everything. And above all what you feel, trust me you’re not going to regret it. Come on Dean, don’t let her go out tonight. Talk to her, tell her everything Dean.”
Dean opened his mouth to speak but he didn’t have the chance to as you walked in and interrupted them “So?” you asked with a nervous smile and the moment Dean took a look at you he felt all air get knocked out of his lungs.
“What do you think?” you fidgeted nervously with your hands as they all took a look at you. You hadn’t done anything special, simple make up, simple hairstyle and a pretty floral dress on giving all kinds of summer vibes as it left your arms and legs on full display. It wasn’t something you usually went for and not something he was used to seeing you in but god was it a pleasant surprise and change.
Sadly it wasn’t for him.
“You’re… wow.” Dean breathed out and felt his heart leap to his throat once he saw your smile widen and your eyes sparkle with happiness.
“You look amazing (Y/n).” Sam said sweetly.
“Really?” you breathed out “I mean it’s not something I really wear but-” you bit your lip “I just wanted to give it a try and… yeah.” you laughed nervously and before he could realize it Dean was up on his feet and walking to you.
“Sweetheart-” he cupped your face with both his hands “You’re stunning.” he whispered with adoration written all over his face “He- He’s the luckiest man on Earth to be with a woman like you.”
“You think so?” you smiled but still frowned at the expression on his face.
And although he had plenty of time to speak, he didn’t. He didn’t say anything, instead only watched as he came and picked you up and tried to force a smile on his face. He tried to be happy for you but despite his jealousy there was still something else in his chest holding him back. Pure pain.