#awkward!sam

[dailywincestspam]

(Dean walks away, slapping Sam on his ass. Awkward silence between Sam and Lynda)

— spn script (@spn__script)

January 9, 2021

[saventhhaven]

Jealousy

Pairing: Dean Winchester x reader

Tags: jealous!Dean, flirting, irritated!Dean, frustrated!reader, awkward!Sam

Word Count: 1,340

(Gif not mine)

Dean pushed the door open enough for you to get in behind him but didn't bother to hold it for you. You sighed agitatedly, making sure it was locked before following him down the staircase. His stiff body language told you that he didn't want to talk about it anymore, but the way he almost hesitated in his quick strides made you believe otherwise.

"Dean, I already apologized like four times!" you exclaimed. "Even though I did nothing wrong!" you added as an afterthought. Sam looked up from his laptop in the library as the two of you came in, eyebrows raised in question.

"What's going on?" he asked. Dean shook his head as he shoved his hands into his jean pockets.

"Nothing." You had to fight the urge to roll your eyes. Of course. Leave it to Dean to take something that's bothering him, and shove it down so deep that it never sees the light of day again.

"I was getting information for a case, and your brother didn't like my methods, so now he's mad at me," you explained. Dean plastered on a half-smile, shaking his head for emphasis as he spoke.

"It's okay! I'm not mad!" The smile would have almost been convincing, to his credit, had it not been for the slight twitch developing under his right eye. You glanced over at Sam surreptitiously before leaning over ever so slightly.

"Is it just me, or does he seem mad to you?" you asked under your breath.

"Goddammit, I just said I'm not mad!" Dean snapped, causing you to jolt in surprise. Damn. It wasn't like you had been putting all of your efforts into keeping your voice down, but damn. Sam sighed, shutting his laptop and getting to his feet.

"Run me through what happened." God bless him. He was always trying to find some even ground. Dean cast a warning glance in your direction, again, wordlessly telling you that he didn't want to talk about it, but you ignored him, crossing your arms over your chest as you blew a strand of hair out of your face

"Dean got all upset," you started to explain, "because I was flirting with some guy to get information-"

"No, no, no, he wasn't just 'some guy,' okay?" Dean cut you off. "He was a total douchebag! I mean, what the hell was he wearing, anyway? Danny Zuko called, and he wants his outfit back." You shot Sam an incredulous look, who merely shrugged weakly back at you. He was actively trying to excuse himself from the room by taking small, hesitant steps away from the two of you. Apparently, even he sensed that Dean was being unreasonably... Dean about all of this.

"Did... did you just reference Grease?" Dean went red, a stark contrast to his bright green eyes, which were filled with a bit of embarrassment.

"No!" he exclaimed before sighing heavily. "Maybe! Look, all I'm sayin' is that no girl buys into that stupid playboy leather jacket look."

"Ha!" The laugh came from your mouth before you even realized it was you that had made the sound. That was rich, especially coming from Dean Winchester himself. You had vivid memories of him wearing a "stupid playboy leather jacket" when you first met him. "You mean like the one you wore for some three years back in '05?"

"Hey, I'm an exception! And I didn't act like a playboy!" Even Sam let out a snort at that one, and he was halfway across the room.

"Oh, really?" you fired back. "Because I seem to recall you profusely hitting on me when we first met." He spluttered a bit, and you used his temporary inability to summon comprehensible words to your advantage. "I really don't get why you're so upset! I was just looking for a lead like I always do. The person I was asking just happened to be a guy, and as a woman, I know what gets guys talking! There's nothing to be mad about here!" When Dean set his jaw in his telltale way, you braced yourself for whatever he was going to say next.

"I'm not mad, Y/N, I just brought it up as a general concern, and you're the one who started blowing it all out of proportion." And there it was.

"I’m the one blowing it out of proportion?" you nearly screeched. "When he offered to buy me a drink, you threatened to, and I'm quoting you here, 'turn his face inside-out.' What the hell does that even mean?" You glanced over your shoulder to get Sam's two cents on the situation, but he was gone. He must've finally slipped out when you weren't paying attention. With an exasperated huff of air, you turned your attention back to the older Winchester, whose lips had formed something between his signature delicious pout and a frown, the skin between his eyebrows slightly creased. "It was just for a case, Dean! That's all! It didn't mean anything!" He crossed his arms over his army green cotton t-shirt, taught over his freckle-sprinkled skin.

"Oh, I get it," Dean finally said with a wry look in his eyes. "You've got a thing for me." You felt your eyes go wide as saucers as you began to reel, taking a physical step back.

"What?" Where the hell did that come from?

"No, I get it," he repeated. "That's why you've spent the last half hour explaining yourself." You felt your lip curl back involuntarily.

"I don't owe you anything," you practically snarled. Dean nodded.

"I know that," he agreed innocently, all traces of his frustration suddenly gone. "I never said you did. So, if you don't mind my askin', why have you been so hell-bent on telling me that it didn't mean anything?" Now it was your turn to be trapped in stunned silence. "I'll tell you why," he continued, "you've got a thing for me."

You'd be lying if you said you hadn't thought about it. How could you not? After years of constantly being around him, it was practically impossible not to. Hell, you had even found yourself thinking of Sam a couple of times, but that was only when you had first met him, and it was never to the extent of how you used to think of Dean. Correction: how you still thought of Dean.

Chewing on your lip to the point that you were afraid it would start to bleed, you shook your head, acutely aware of the way your face had started to heat up.

"You're an ass," you informed him. As you went to leave him in the dust, his hand was on your wrist, whirling you back around and pulling you to him, making your heart stutter wildly in your chest.

Not even the most lucid of your daydreams could have compared to how it felt to have his perfect lips on yours. Dean kissed you with a softness that you had never seen from him before, a warmth that made your entire body tingle, and with a depth that no one had ever achieved before, and you immediately began to feel dizzy with it. One of his hands served to steady you, stationed on the small of your lower back, and the other rested against your face as his thumb brushed tenderly over the apple of your cheek. When his tongue brushed against your lower lip, you gasped softly, parting your lips to allow him access. Dean gave a soft growl that made butterflies erupt in your stomach, and he pulled you closer. If it was actually possible to get drunk on a kiss, you were certainly getting there.

When you were finally forced apart by the need to breathe, you kept your eyes closed, unwilling to let the moment come to an end.

"Don't worry, gorgeous," Dean murmured into your ear. 'The feeling's mutual." Much to your disappointment, he released you, giving your hand a small squeeze before he was out of your reach. Totally frozen in place, you watched him go. He paused in the archway of the library. "And by the way," he said over his shoulder. "I used to flirt with you so much because I've wanted to do that since the day that I met you."

Thanks for reading!

As always, links to my masterlist, taglist, and inbox (requests are open!) are in my bio! <3

My Everythings:

@cole-winchester​ @alexwinchester23​ @1-am-made-of-stardust​ @thorukindig​ @fiftyshadesoffandom6783​ @hobby27​ @supernaturalenchanted​ @organicpurplepants​ @odysseyofasiren​ @defenderrosetyler​ @crystal-lilac​ @youshrimpdickfucknugget​

Dean Darlings:

@calaofnoldor​ @transparentfestivaltiger

[supernaturalfreewill]

“Oh! Geez... uhh, sorry! Sorry!” Sam immediately retreated back out of the doorway and into the hallway. “Your door was open!” he said from just outside.

You wandered over to stand in the doorframe, still wrapped in just your towel, fresh out of the shower. “I know,” you said, laughing at his awkwardness. “I’m not naked, Sam. It’s okay,” you said, raising an eyebrow at him. “What did you need?”

His back was to you and you could see that his broad shoulders were a bit hunched in his apparent bashfulness. “Umm, I was just going to ask if you had, uhh--have you gotten around to--”

You interrupted him with more laughter as he spoke to you over his shoulder. “Sam, you can look at me. Would you turn around?”  He hesitantly turned toward you and you could see that there was a blush in his cheeks. He gulped at a nervous lump in his throat and managed an uncomfortable laugh.

“Yeah... Yeah. I know. It’s just, uhh--I wasn’t expecting... uhh,” he interrupted himself again with a nervous chuckle. “I’ll just talk to you when you’re--later. I’ll be in the library,” he said. He managed to flash you an awkward smile, trying his hardest to ignore the droplets of water finding their way down your chest from your collarbone. “Sorry,” he stuttered again, and he was gone, rushing down the hallway. You watched him disappear, a little bewildered, and still smirking to yourself at his embarrassment.

[aphoenix1966]

Awkward, drunk Sam but understanding and willing Dean.

Thanks to canonspngifs for the gifs.

[saventhhaven]

Speechless

Pairing: Sam Winchester x reader

Tags: FBI, subtle flirting, awkward!Sam, teasing

Word Count: 880

A/N: Hey, guys. I won’t lie, I’ve been struggling a bit with my writing right now. With everything going on, I have a lot on my plate, but I’m trying to work through it! I hope this one doesn’t show my lack of inspiration!

(Gif not mine)

The elevator gave a small ding as the doors slid open, signifying that the boys had arrived at their destination. Sam straightened his tie as he and his brother headed for apartment eleven at the end of the hall. The blue paint on the walls was faded, chipped, and probably as old as the building itself. At one point, maybe the age of the structure had been considered charming, but now it did nothing more than give the impression that a remodel was desperately needed. The two men came to a stop in front of the door, and Dean raised his fist to knock. This one was going to be relatively easy. She wasn't a victim, witness, or suspect, so the boys only needed a few questions answered, and then they would be on their way. When the door opened, Sam's breath caught in his throat, and his heart stuttered in his chest. The young woman on the other side of the threshold was stunningly beautiful. Her eyes shone in the golden light from the setting sun, and Sam could tell simply by her demeanor that she had a kind heart. She eyed the two of them guardedly.

"Can I help you?"

"Are you Y/N?" Dean asked. Looking more cautious than before, she nodded.

"I am." With practiced efficiency, the older Winchester pulled out his badge from the inside pocket of his suit jacket.

"Special Agent Jones," he stated. Dean glanced over at his younger brother, who was speechless at his side and gave a cough. "This is my partner, Special Agent Johnson." When Sam still did nothing, Dean glared at him. "Also FBI." Finally, the youngest Winchester snapped to attention, fumbling to reach for his badge. The older Winchester rolled his eyes impatiently as Sam held his fake credentials out to Y/N, earning a shy smile. "Do you mind if we ask you a few questions?" The young woman stepped aside, allowing them to enter her apartment.

"Of course, agents." Her living room looked nothing like the hallway had, and it was evident immediately that she worked hard to take good care of the place. "Can I get you something to drink? Water, beer?" Y/N quickly shook her head, looking embarrassed. "Not beer, I'm sorry. You probably can't drink on duty." She seemed a bit flustered somehow, and it made Sam wonder if he had the same effect on her that she did on him. The thought made him clear his throat nervously.

"Just a water for my partner, here," Dean answered as he shot him a meaningful glance. "I think he has something in his throat."

"Sure." As Y/N turned and headed for the kitchen, Sam couldn't help but watch her. The way she carried herself with such a confident air was incredibly sexy.

"What the hell, dude?" Dean asked lowly when she was out of earshot. "What's the matter with you? You're worse than Cas!" Sam glanced over at her again, and this time, Dean followed his gaze. He smirked with understanding. "You want me to give you two some privacy?" Sam made a face at his older brother.

"Shut up." It wasn't often that someone caught Sam's eye, but whenever it did happen, Dean was always sure to tease the hell out of him. Radiant energy surrounded Y/N as she came back over with a glass of water.

"Here you go." As she handed it to the youngest Winchester, her fingers lingered over his ever so slightly before she pulled away.

Sam could hardly remember a word of what was said when the interrogation was over. No matter how hard he tried to concentrate, his focus kept getting pulled to the little details that made Y/N so gorgeous. Her smooth skin when she clasped her hands together, the soft pink shade of her bottom lip as she tugged it between her teeth in concentration. Sam swallowed hard as he and his brother stood from her couch.

"Is that all you need from me?" Y/N asked, also standing. Dean nodded and brushed a piece of lint off of his pants.

"Think so," he confirmed. "If you think of anything else, give us a call." The green-eyed Winchester handed her his business card, much to Sam's dismay. Had he not been so slow on the uptake, Y/N would have his number right now instead of his brother's.

"Oh, here." She scrambled for the pen and pad of paper on her coffee table, scribbling something down before tearing the piece of paper off. "This is my number, in case you need anything else from me in the future." Sam didn't miss the way she purposefully held the piece of paper out to him, smiling shyly. No way. He took her number in disbelief, trying to think of something to say. Thankfully, Dean stepped in.

"We'll be in touch," he said. When they made it to the elevator and the doors slid closed behind them, Dean turned to him. "Well?"

"What?" Sam responded.

"Are you gonna call her, or what?" A smile played at the younger Winchester's lips as he looked down at Y/N's number.

"Yeah, maybe." Dean squinted at his brother, touching the corner of his own lip.

"I think you've got a little drool right there."

"Shut up."

Thanks for reading! I hope you enjoyed it!

As always, links to my masterlist, taglist, and inbox (requests are open!) are in my bio! <3

My Everythings:

@cole-winchester @alexwinchester23 @1-am-made-of-stardust @thorukindig @fiftyshadesoffandom6783 @hobby27 @supernaturalenchanted @organicpurplepants @odysseyofasiren @defenderrosetyler @crystal-lilac​ @youshrimpdickfucknugget​

Sam Darlings:

@calaofnoldor​

[supernaturalfreewill]

Seriously, Elvis. You have no chill. Awkward Sammy is the best. Too cute.

S12 E06, “Celebrating the Life of Asa Fox” gif and gif set by supernaturalfreewill

[supernaturalfreewill]

Adorable and awkward Sam. I can never get enough of it.

Sam in S12 E02, “Mamma Mia” gifs by supernaturalfreewill

[back-in-wyoming]

Could you maybe do a highschool Au where Cas is Dean's best friend and Sam has a huge crush on him and everytime he comes over Sam makes and excuse to leave.

Sam literally stops functioning when Cas is around. He’s a ball of nerves and awkward dialogue that never fails to get Cas smiling and he’s tall, Sam’s not sure why he’s counting that, probably because he towers over everyone (as if he wasn’t weird enough to begin with). Really though, it’s not Sam’s fault that Castiel is so good looking with his stupidly, perfectly mussed hair, his deep blue eyes, bitable chin- No, no, Sam can’t think about that. He’s already too far gone even without Castiel’s appearance being so attractive. Castiel is also fluent in Latin, German, Russian, and a few dialects of Arabic. He’s in all AP classes, excluding english (Sam thanks whatever gods are out there because he shares that class with Castiel and it wouldn’t have been a possibility if he was as gifted at English as he was with almost everything else).The only problem is, he’s Dean’s best friend. They know each other from boy scouts and the fact that they’ve shared far more classes over the years makes this whole a little more than uncomfortable for Sam. It’s annoying to have to watch them interact. Or maybe it’s annoying because Dean is so good at it. He can just talk effortlessly while Sam talks like he just started learning how to speak. Unless they’re in English. Then Sam doesn’t seem to know when to shut up about the books they read and the poetry and eventually everyone in class begins to roll their eyes whenever Sam raises his hand to answer a question and derail the class another five minutes. It’s not his fault he likes The Strange Case of Dr. Jekyll and Mr. Hyde. It’s not his fault if no one else appreciates it like he does. The only thing that shuts him up is when Castiel turns around, brow raised, lips quirked into a smile. Sam doesn’t know if Castiel realizes this, or if anyone does, but he dislike how effective it is all the same. Sam supposes that’s why he avoids Castiel, if he can. It doesn’t help that the older boy will materialize out of nowhere quoting poems that Sam’s expressed interest in during class, doesn’t help that he smiles when Sam, as if on cue, completes the line when Castiel stops, and it really doesn’t help that Castiel is fairly intelligent about it all. His insights and critiques always leave Sam with an awe inspired feeling like he’s just witnessed something no one else has. Dean and Cas may have inside jokes and years of friendship, but he and Sam have… a few years of Sam being totally inept around him plus analyses on Shakespeare?The younger boy sighed. He needed to cut his losses when he could. If that meant avoiding Castiel then damn it, that’s what he would do. Stop from making an even bigger idiot out of himself before Castiel realized that Sam actually was the boring nerd Dean liked to jokingly call him. Still, every once in a while, Sam wouldn’t be noticed by either boy while they talked by their lockers or walked together with Sam trailing just out of earshot. And he’d watch them talk, watch Castiel smile, watch his brother effortlessly kid around, imagining all the time how one day he could be apart of that.