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A/N: It's a bit dark and sad (since it takes place when Sam is falling deeper into his addiction to demon blood), but I wanted to try a Sam reader insert and see what response I get from readers so I can compare it to my other fics and see what you guys like best and what I like to write best! If you want, check out my other reader inserts and see what you think. Stay awesome, and thanks for reading! Also, the writing in italics is memories, just in case clarification is needed.

A cool October wind hit your face as you walked on the dirt trail through the forest, your mind filled with thoughts of the unexplained murders in your city. It set you on edge, knowing that the police were baffled and hadn't stopped whatever messed up psychopath was committing the crimes. For all you knew, you could have been next. The thought alone made you shudder. A light tap on your shoulder made you jump, but upon turning around you saw two men dressed in suits. One of them, the shorter one, had bright green eyes and a confident smile. The taller one had shaggy brown hair and brown eyes that, upon closer inspection, had a few golden flecks in them. He was shockingly handsome, though he kept his features locked in a professional expression unlike his partner. "Are you (y/n)?" he asked. When you nodded, he gave you a small smile. "We'd like to ask you a few questions."

"Samuel Winchester, I am sick if having this argument with you!" you shout, absolutely furious. You had woken up to find Sam gone, and you knew where he had vanished to, so you waited up for him. Now, at two in the morning, he has returned with blood smeared on his chin.

"(y/n), stop! You're overreacting, I know what I'm doing!" Sam says matter-of-factly, grasping your arm to keep you from walking away and out of Bobby's house, where you and the boys were spending a few days.

"Oh, you know what you're doing? Really? Is that why you're sneaking off in the middle of the night to see another woman--a demon, to be specific--and drinking her blood? If you're so sure about what you're doing, why can't you be honest about it?!" You yank your arm from his grip, and his brow furrows as his eyes soften a little.

"I'm sorry, (y/n). I just know what I have to do. I can't expect you to understand..."

You chuckled as you sat in your living room on the couch opposite from the two 'FBI agents', shaking your head at their badges. So obviously fake, and the suits weren't eloquent enough to be government-standard, either. "Okay, so who are you boys, really?" You raised an eyebrow inquisitively. They might have lied, but you weren't going to kick them out of your house just yet. They didn't seem like bad people, and they were investigating the murders. Maybe they knew something the police didn't.

The two men exchanged a surprised glance before the one that caught your eye earlier spoke up. "I'm Sam, and this is my brother, Dean." You smiled; they didn't look related, at least not closely, but there was something about the way they treated each other that radiated a 'caring sibling' sort of vibe. "We aren't legal authorities, but we're sort of...supernatural...authorities."

You tilted your head curiously. The supernatural had always fascinated you, since you could neither confirm nor deny its existence. "Care to elaborate?"

"We're hunters," Dean piped up. "It's our job to find evil things--demons, monsters, ghosts, the whole package--and kill 'em."

"No, Sam, you can't expect me to understand because what you're doing isn't understandable in the first place! You're angry, you want revenge, fine. But this?" You take a few steps back from your boyfriend, whom you have loved for so long, and yet are terrified of. "You were torn up inside when you found out you had a few drops of Yellow Eyes' blood in you, and now you're addicted to it. Sam, what...what's wrong with you?"

In a fit of rage, Sam shoves a lamp over from the table beside him and it shatters loudly while Sam continues yelling in anger. "There's nothing wrong with me! I'm just doing what has to be done, as always, (y/n)!" He approaches you again, and you stumble backwards, hitting the wall behind you, pressing into it as far back as you can get. The coldness in his eyes and the clenched fists you know he'll use at any moment make your heart hammer in your chest. The man you are seeing is barely Sam anymore.

"Hey, uh..." Sam put his hand on your arm gently to stop you from immediately leaving the scene where you'd beheaded the three vampires wreaking havoc in your town. "You were really great back there," he smiled encouragingly. "Would you like to come with us, help us hunt things?" He blushed a bit and put one hand on the back of his neck as he continued, "I've never met a girl like you, to be honest. You're smart, witty, beautiful...and an excellent hunter, for a first-timer."

Your heart fluttered in your chest as he looked down at you, his irresistible puppy-dog eyes pleading with you to say yes. You'd had feelings growing for him since that first tap on the shoulder, and you wanted nothing more than to stay by his side and join him on his exciting journey through life. "I'd love to, Sam," you responded, a wide smile creeping over your face.

Sam blinked a few times in surprise before grinning back, clearly overjoyed. "Really? Th-That's fantastic!" He wrapped his arms around your waist, hugging you tightly as your arms looped around his neck. You both pulled back for a moment to look into each other's eyes before he leaned in and kissed you. You could have sworn you saw stars on the backs of your eyelids when they slipped shut and your lips connected with his. That was the moment you were sure you had fallen in love with Sam Winchester.

"Sam, you're scaring me. Stay back, please," your voice shakes as you press against the wall, forcing yourself to keep eye contact with Sam.

"Why won't you just trust me? Just for once, have a little faith! Do you really think I enjoy having to drink Ruby's blood to feel normal? Do you really believe I'll let this go further than it has to?!" he demands, coming ever closer. He stands inches from you, glaring angrily.

"Hey!" Dean's voice comes from the other side of the room. He must have slipped in while your attention was focused on Sam. "Sammy, get away from her, man."

Sam turns his head a bit, his eyes narrowing further. "This isn't your business, Dean," he snaps.

"It's my business when you're about to hurt the woman you love! She's scared, Sam! Look at her!" Dean gestures to you, and you swallow the lump in your throat as the person you once would have never doubted glances from his brother to you. He then seems to make a decision and lunges for Dean, throwing a punch in the groggy man's direction.

You don't stick around to see how the fight ends; you've finally made your decision. You flee from the room, from the house, to the edge of the surrounding forest, leaving everything and everyone behind. You can't stay any longer and watch Sam throw everything good inside of him away while Ruby manipulates him into some sort of monster. Maybe someday you'll come back, but you hate being afraid of Sam. You love him, and you don't want to fear him. You hope Dean can pull him from the hole he's dug himself into.

"Goodbye, Sammy," you whisper, taking one last look at Bobby's house before stepping into the brush and out of sight.

About half an hour later, Sam stands outside, his breath visible in the cool night air, shouting your name until his voice is too hoarse to let out anything more than a whisper. Wave after wave of regret washes over him as he thinks, disgustedly, of the evil pumping through his veins and what it's making him do to everyone he loves. What it's making him do to you. Finally, he sinks to his knees, forced to accept that you left, and that you've gone too far away to hear him. Tears fall to the dew-damp earth as he pulls out the velvety black box and opens it to reveal a diamond ring inside.

"I will find you," he whispers before trudging back into the house, alone with his thoughts, his regrets, and the pain festering inside of him.