Chapter 16:

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Dean yawned before taking a drink of the beer he had grabbed from Olivia's refrigerator. Glancing down at his black watch, he saw it was almost 11:00 pm. He had put Olivia in her bed about four hours ago, so why in the hell was he still in her apartment, on her couch, drinking her beer, and watching her television? It had taken what little will power he had to not to get in bed with her when she had propositioned him and started tugging at his belt. He sunk lower into the couch as he adjusted himself and re-crossed his legs on the coffee table. He picked up the remote and began changing the channels.

She had been so...adorable in her drunken state and he found it very amusing when she had called him bossy. He had enjoyed seeing that side of her. He blinked absentmindedly at the screen as he finished the beer he had been drinking. Stretching, he made his way back into the kitchen and grabbed another beer. As he walked back out into the living room a soft yawn caught his attention. He looked over seeing Olivia standing in the doorway to her bedroom holding the bottle of water he had set on her nightstand. He grinned as his eyes raked her body, that was covered in the t-shirt he had left there, not even bothering to hide the fact he was checking her out. His eyes settled on her legs for a moment before looking back up into her blue eyes framed by hair that made it look she had just been fucked.

"How are you feeling?" He chuckled sitting back down on the couch. He grinned as she flushed making her way to sit on the couch next to him.

"Uhm...embarrassed and considerably less drunk." She said biting her lip before taking a large drink from the bottle of water. "Thank you. You didn't have..." He smiled cutting her off.

"Don't worry about it. Someone had to get your drunk ass home." He shrugged, nudging her with his shoulder. She laughed softly, shaking her head.

"No really, Dean. Thank you and I'm sorry. I'm not normally like...that." Her blush deepened as she sighed.

"So you don't normally let random strange men take you home from the bar?" He winked at her. She laughed before swatting at his shoulder.

"Just the really attractive ones." She laughed, narrowing her eyes.

He shook his head smiling. Giving in to his desires, he leaned in putting his lips to hers. He placed his hand on her soft warm cheek as he parted her lips with his tongue. She bit down softly on his bottom lip causing him to groan softly as he felt himself becoming progressively harder. Pulling away momentarily, Olivia stood up grabbing his hand and pulled him to his feet. He grinned allowing her to guide him into the bedroom. She pushed him onto the bed as he chuckled softly. Grinning, she began kissing him again as she undid his belt. He wrapped his arms around her waist pulling her closer as she moaned into his mouth. Slipping his hands under her shirt he lifted it over her head. He tossed it behind himself before burying his face in her breast as he kissed them. He groaned softly as her hands traveled up to his hair and she tugged gently. Dragging his hands down the curve of her body he pulled down her underwear. She stepped out of them before she lifted his shirt over his head and tossed it aside.

His eyes widened as he let her push him further back on the bed. Chuckling, he arched his back as she tugged his pants and boxers down before tossing them to the side with a soft thud. He bit his lip and arched an eyebrow as she crawled up the bed towards him as she positioned herself above him. He smiled up at her as she began kissing him again. His hips met hers as a low grunting sound escaped his throat as she began grinding herself into him. Squeezing her hips firmly, he guided her hips as she continued to tease him, which he wasn't used to. It was refreshing, considering most of the barflies he had managed to pick up would mostly let him do whatever he wanted to them. She contrasted starkly in his mind against them as well. Even as she was naked and grinding into him, moaning, there was still an innocence about her that he had never seen in any other women he had been with.

She bit down on his bottom lip as she reached down positioning him at her opening. They moaned in unison as she slid easily down his cock. She began to rock and grind into him as his eyes rolled into the back of his head. He licked his lips as his breathing quickened. He could already feel the build up as she continued. He palmed her breast as they bounced with her. He leaned up taking one of her nipples in between his teeth earning him a loud moan from her. She leaned down and his hands found her hips again as their eyes met. He continued to thrust up into her. She cried out softly as she continued to ride him.

"Yes, Dean." She breathed against his lips. She hurried her pace with a sense of hunger. She moaned loudly as she found her release as she tightened around him, causing him to as well. A growl escaped his mouth as he pumped into her, his breath hitching slightly. She licked her lips kissing him softly before resting her forehead on his. He caressed her arms softly before she rolled over beside him. The room was quiet, only filled with the sounds of their breathing returning to normal.

"What are you doing to me..." He said softly, almost a whisper.

"Hmm?" She responded sounding sated as she rolled to her side, setting her head on his damp chest. His eyes widened as he realized she had heard him, he didn't mean to say that out loud. He sighed as her fingers began to trace the tattoo on his chest.

"Nothing..." He chuckled nervously.

"Tell me about yourself, Dean." She yawned softly into his chest. He relaxed, maybe she hadn't heard him?

"There's not much to tell..." He trailed off.

"Oh...I'm sorry, you don't have to..." He laughed softly and cut her off.

"No, it's fine. I'm just not used to being asked, actually." He paused. "I'm from Kansas. My mom uh...died when I was four, and then it was just me, my Dad and Sammy. We...uh...traveled a lot." He cleared his throat.

"I'm sorry." She said softly, simply. He raised his eyebrows and shrugged.

"It happened a long time ago." He yawned, suddenly feeling exhausted.

"Still, it had to be difficult growing up like that. No wonder you and Sam seemed so close." She mused followed by a soft gasp as she sat up a bit.

"What's wrong?" His eyebrows furrowed.

"I just realized, I...um...don't even know your last name." She looked at him blushing. He laughed laying back into the bed pulling her back to his chest.

"It's Winchester." He said as she nodded against him.

"Winchester. Dean Winchester." She said in a gruff voice in her best James Bond impression. He laughed hugging her to him tighter as he kissed the top of her head as he snuck a whiff of her hair that still smelled like shampoo.

"You are something else, Liv." He closed his eyes as they began to feel heavier.

"So are you, Dean Winchester." She said sleepily nestling herself even closer to him. He smiled to himself as his hand rubbed the soft bare skin of her back. He sighed closing his eyes once more allowing himself to drift off.

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