Random Fandom Imagines 2

The Super Sexy Supernatural Boys

Hi! I didn't really know what I was thinking with this one, but all I know is that I made it really confusing, for myself and maybe you guys.

??? X reader

You glanced at the clock on your desk, the sleek, silver hands telling you that it was 10:30pm. You'd been sitting there for so long that you didn't even realize it had gotten dark. Clenching your jaw, you took a deep breath and continued to type. The image of the other buildings and the night sky all reflected off your computer screen, a constant reminder that you were there much later than you needed to be.
You silently cursed yourself for ever wanting to become a lawyer, even more so for joining one of the largest and hardest working firms in the county, Winchester & Singer, LLC. If that wasn't enough stress, there was always the added pressure of the promotion you were fighting for against four other attorneys and the stress of the owner being constantly under the same roof as you.
He was not only a hard working man with the highest number of cases won in the state, he was also extremely hard to be around. The air around him was constantly thick with intimidation. You were never sure if it was because of his status, his height or his staggeringly good looks. You'd only actually spoken to him a handful of times and surprisingly, each time you managed to keep your cool before finding a reason to rush away. There was just something about him that would pull you in and dig deep into your mental. Just being in his presence made all aspects of your mind, body and soul stand at attention and take in his energy.
Suddenly, you stopped typing. If you were going to be at work after hours again, you figured that you'd get a break in this time. Leaning back in your office chair, you spun around and looked out the floor-to-ceiling windows overlooking the city. Though you better enjoyed the view from your home, seeing the city all lit up like this never failed to make you stop and stare. After kicking off your high heels and pulling off your suit jacket, you stood and stretched for the first time in hours. It wasn't long before you were leaned up against the thick glass of your window with crossed arms, looking down at the bustling nightlife many floors below.
You nearly jumped out of your skin when you heard a sharp knock on the open door of your office. You turned around to find your boss standing there. His tailored suit fitting perfectly to his large, muscular frame. Your eyes scanned over him quickly, drinking every inch of him in as they went. Your heart skipped a beat at the sight of his hazel eyes sparkling and dancing with the lights of the city below. He leaned against the doorframe with his hands casually pushed into his pockets and your mouth went dry, realizing that you were just standing there taking in sights rather than finishing up your work.
"Mr. Winchester." his name come out almost as a breath. You cleared your throat and he smiled, his deep dimples making an appearance in the dimly lit the room.
"Y/N" he chuckled, making you blink in confusion. You didn't even know that he knew your name, yet it fell from his plush lips with ease. There was something different about him tonight, something about his vibe was... laid back, almost relaxed. For whatever reason, his guard was down. "You can call me Sam." He winked just before his long legs brought him to where you stood. Sam's eyes took in the hustle and bustle of the ground below, just as yours had only moments ago.
"This city is so beautiful at night" he said, turning to face you, a smile setting on his face. The stubble of his five o'clock shadow danced on his jawline, as his eyes pierced directly through you. There was no way that he came into your office just to talk about the view you'd been looking at for the past eight months. What could the owner of the company possibly want from you? Your mind was reeling with possibilities. Maybe you were getting the promotion, maybe you were getting fired, maybe he was just checking on the progress of your current case? These questions sat on the back burner of your mind with Sam at the forefront.
The man standing before you smelled of shampoo and sandalwood, certainly not what you had expected. His scent hugging your senses as you lost yourself in his smiling eyes. It was a pleasant surprise since you had always thought he'd carry the scent of an abrasive body spray or cologne.
"Y/N?" Sam's tone was hushed and borderlining concern, snapping you back to reality. His head was tilted slightly and his brows were raised. A wave of heat crashed over your body, your heart pounded heavily and you could feel the tingle of blush kissing your cheeks. "Are you alright? You've been here since eight this morning, you must be tired." You shook your head and smiled.
"No, no I'm fine" you sighed. Making your way to the front of your desk, you pulled the pins out of your hair freeing it, letting it cascade down your back while you spoke. "My father always tells me "You don't get anything worth having without putting in some hard work" it's something that I like to live by" Sam followed you, first with his eyes then with his body. He stopped in front of you, looking down into your eyes. You rested your palms on the smooth mahogany surface of your desk and tilted your head. "I'm just wondering what brings you down to my office."
You almost didn't believe the sight before you, Samuel Winchester was blushing. He rubbed the back of his neck and chuckled. Sam shifted his weight before locking eyes with you once again.
"Honestly, I knew you were here." he admitted, "You've been putting in some serious hours lately and I just wanted to let you know that I appreciate it." You took a deep breath to calm your nerves as Sam loosened his tie and stepped in so close that you could feel the warmth radiating off of his body. You settled on your desk and furrowed your brows.
"I'm just a little fish, Miste-" you huffed and he watched you, amused "Sam," you breathed his name. You felt the air in the room shift along with the look in Sam's eyes, making you press your knees together as a desire pulled at your insides. "I'm actually surprised that you even know my name." Sam briefly seemed almost offended by your words but quickly recovered. Your pulse pounded as he pushed a stray piece of hair behind your ear, before cupping your face. His other hand rested on your thigh, just above the knee. His breath fanned across your face, your legs opened instinctively and wrapped around his waist. You caught your bottom lip between your teeth as Sam brought his perfect lips to the shell of your ear.
"You're more than that Y/N," he slid his soft hand up your thigh, under your dress "I want you to know that I see you. I always have." Your fingers tangled into Sam's hair, gently tugging his head back. You locked eyes quickly before your lips were crashing into each other's.
Sam pulled your bottom lip into his mouth, he sucked on it hard before biting down on it and letting it slide out from between his teeth. You moan softly into his mouth while his large hands roamed over your soft curves. Sam grinded his hips, rubbing his cloth-covered hard cock against your panty-clad soaked center. Sam pulled back and reached down to unbuckle his belt.
That's when you noticed something you hadn't seen earlier. Your hands pushed against Sam's broad shoulders with enough force to make him take a couple steps back.
"Y/N, wha-what's wrong?" His voice was laced with genuine concern as he watched you jump off your desk and begin to straighten your dress. You fumbled around your office, gathering your belongings and your thoughts.
"You're," you huffed, trying to catch your breath "You're married?!" you nearly squealed, pointing at the shining silver ring on his left ring finger. The look of panic took over his face as he put his hands up trying to calm you down. "Oh my God! I'm so stupid, I can't believe...I need to go Mr. Winchester. I'm sorry, this was a mistake." your words came out in a rushed frenzy.
"No, no Y/N, wait." Sam attempted to stop you but you slipped right by him and started down the hall before he even had a chance to look out the door.