Author's Note: Hi everyone! I wrote a one-shot called "Why'd It Have To Be Snakes" (which can be found here: s/10731368/1/Why-d-it-Have-to-be-Snakes) and had a lot of positive feedback about making it into a story with the characters I had written. So here's my go of it! You don't need to read that first-that story is set further down the road, anyway) but if you're interested, it's there.

Ratings wise: this chapter is totally T appropriate, maybe even K+ (just brief language, but nothing that isn't said on the show itself). There will be M chapters in the future.

The bar was loud and heavy with secondhand smoke. Olivia Mason graciously took the rocks glass of whiskey from Dean with a nod of her head in appreciation.

"Here's to ganking that son of a bitch," Dean smiled proudly, his speech already slightly slurred from the slew of drinks they had already downed. Olivia knew she couldn't keep up with the Winchesters when it came to many things, drinking included, but yet she certainly wasn't going to bow out now only to get picked on. She already got enough crap from them for being the chick, she wasn't about to give them another reason to mess with her.

One more drink, she thought to herself for the third time now. "Here, here," she clanked her glass against theirs and they all tipped back to enjoy.

It had been a normal run-of-the-mill case; nothing too exciting. Just another vengeful spirit stuck in the real world. Sam's lips curved up as he noticed Dean's eyes venture back to the bar where a small blonde was perched, her head tossed back with laughter from whatever her friend had just said.

"Dean, you might wanna take a picture. It'll last longer," Sam joked as he caught his brother's attention. Either Sam was a damn good actor or he could severely drink his brother and their female hunter friend under the table.

Dean smirked confidently. "Better yet, I think I'm gonna go talk to her," he stood wobbily from his high-top chair at the small round table they had scored and steadied himself.

"You do that, Hot Shot. Just don't piss her off," you chimed in as you took another sip from the straight whiskey in your glass. "I don't feel like defending your ass tonight."

"See now, Ollie Pop, I take that as a challenge," he winked at her before he began to stagger off towards the blonde bombshell at the bar.

Olivia rolled her eyes as she called after him, "Don't call me Ollie Pop!"

Sam laughed as his older (and much drunker) brother left earshot of their table.

"God, he's such an ass," Olivia murmured as she took yet another sip from her glass. This drink is never ending, she thought to herself before Sam started conversation.

"I can't believe I'm defending him, but he means well," Sam shrugged as he took the rest of his drink down in one more gulp. "Trust me, he could be calling you something much worse. It's a term of endearment," the corners of his lips turned up in a small smirk and Olivia felt her breath catch in her throat.

Down, girl, her mental notes kicked in full gear. Since when did Sam Winchester make her breath hitch? Sure, he was gorgeous. And tall. And that hair… she shook her head from the thoughts. They were hunting pals. That was it. Her motto had always been: "Don't shit where you work." Or maybe it's "don't shit where you eat"… or is it "sleep"? Her drunken thoughts were rambling together in her mind; she was thankful that he spoke up again to still her thoughts that were beginning to make her head spin.

"He trusts you. We both do," Sam's thoughtful sentiment made her feel proud. It took a lot for the Winchesters to fully trust another hunter. They had been through so much and these days it seemed like everyone wanted their heads on a stick.

"I trust you guys, too," Olivia answered honestly. "I had never hunted with anyone besides Jeff and Lily before, but I'm glad Bobby sent me to you two."

Six months back, Olivia had been hunting with Jeff and Lily Ripley. They were a married couple from Indiana who had found Olivia barely alive after her roommate had been turned into a vampire and nearly drained her body. They took her to Bobby who helped her heal and, after she demanded him to do so, trained her and taught her to hunt. Jeff and Lily had worked with her ever since that first day almost two years ago. That was until three months ago when Olivia was visiting her sister in Kansas. A case popped up that she didn't know too much about—Jeff and Lily were a thousand miles away, so Bobby pulled Sam and Dean in on the case. The boys helped her determine it was a changling, and they fought the case together. Recently, the boys had been calling her more frequently and vice versa; it just so happened that Olivia spent more time these days hunting brothers.

"Are you gonna go back after this?" Sam asked, almost as if he had read her thoughts.

"Back? To Jeff and Lily?" He nodded at her question. "I haven't really thought about it much," she shrugged. She had been thinking about it, but not as much recently as she had before. "They were really great to me when this all started, so I wouldn't mind it. Plus, I know you and Dean are more into your Dynamic Duo thing…"

Sam's brows furrowed together. "Liv, we love hunting with you. That's why we always call you when we need an extra set of hands."

"I know," she swirled the caramel colored liquid around in her glass, her eyes watching as it sloshed around the sides. "But I also know you guys kind of have your own thing going."

She was slightly startled when Sam reached his hand across the small table and landed on top of hers. Her eyes instantly flew to his. "We like having you here. This is us inviting you to stay. Only if you want to," he added in at the end. "If you want to hunt with Jeff and Lily, that's okay too."

Olivia knew he was lying. The boys didn't like Jeff and Lily; well, mostly just Jeff. They said he couldn't be trusted. "Why don't you trust Jeff?" Her mouth ran with her thoughts.

Sam took his hand away and shrugged awkwardly, this time he averted his eyes to his now-empty rocks glass. "It's not that I don't trust him…" he tried to form the right words on this one. "He seems like a nice enough guy. I just get a weird feeling from him."

"A weird feeling?" Her eyes narrowed as she dipped her head to try and find his gaze. "What do you mean?" She felt like she had great intuition and was a good judge of character, especially when it came to judging hunters. But she knew Sam was better and from her personal experience with the youngest Winchester, his gut was almost always right.

Sam's shoulders shrugged up and down and his eyes found hers again. "I just don't think he looks out for you all the time, that's all."

Huh. It was certainly food for thought. Olivia mulled it over in her drunken haze. She always felt safe when she was on a hunt with Jeff and Lily—she felt like it had something to do with the way they had rescued her the first night she was ever introduced to supernatural beings. But yet at the same time, she felt like she was safer when she was with Sam and Dean.

"Sorry, I feel like I just killed the fun vibes," Sam tried to laugh as he absentmindedly played with his glass.

"No, no," Olivia shook her head and this time put her hand on his. "Sam, you didn't. I promise." She smiled as his eyes looked up towards her face.

"Good," Sam smiled back. His gaze danced towards the bar where Dean was just shoving his phone back into his coat pocket. Simultaneously, Sam's cell phone vibrated against the table where it sat. He laughed as he read the text aloud to Olivia. "It's from Dean. 'Sammy, don't hate me. Bringing her back to the hotel. Make yourself sparse for a few?"

"Gotta love him," Olivia shook her head and finished off the remainder of her drink already knowing she would regret it in the morning.

"Yeah," Sam sighed. "I have some research to go over, anyway. I can do that from the Impala."

"That's dumb, I have a room," Olivia shrugged. "You can just work from there. Even if I do fall asleep, I can assure you the light won't keep me up. You can blame that one on the whiskey."

"You sure?" Sam frowned with a smile. "Trust me, I've spent many nights in that damn car because Dean is feeling 'lonely'."

Olivia scrunched up her nose. "Ew," she shuddered at the thought of Dean and all the blonde bombshells he must fine while on hunts. She shook her head from the thought. "I'm positive. Let's get outta here." She nodded towards the door of the bar. Both she and Sam stood up and grabbed their stuff. Sam messaged Dean back saying that he would be in Olivia's room if he needed anything. Dean didn't seem to care. "And honestly? I have two beds in my room so you can feel free to crash there for the night anyway."

Sam seemed somewhat relieved. "Thanks, another reason why I'm okay with you hunting with us," he winked as he held the bar door open for Olivia. "I don't have to sleep in a room that reeks of sex."

Olivia felt her face flush and she wasn't sure why. She pushed it to the back of her mind after she thanked him for holding the door and they made their way to her car. Sam reached for her hand and it made her heart flutter. He took the keys out of her palm and smiled.

"Sorry Liv, I know it's a short drive but you're hammered. I'm drivin' tonight," he winked once more.

Olivia didn't say a word, mostly because she was afraid if she did it would come out in a stutter. Damn you, Sam Winchester.

Author's Note: So, there it is! Let me know what your thoughts are! Good or bad, I'll take 'em :). Thanks for reading 3.