Ahem! WARNING! Here there be smut aplenty! This smut includes the following: Dean/OC, Castiel/OC, and both Dean and Castiel watching each other with their respective OC's. And just a smidgeon of jealousy. Confused? Read on! *evil grin*

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Chapter 23

The club was full of people dancing to the music that throbbed over the speakers. The room was dimly lit save for the lights flashing around the DJ and across the dance floor. Castiel felt his stomach knot with trepidation, but Dean's eyes were lit up with excitement as he grabbed Castiel's arm and quickly dragged him through the crowd to the bar.

"Trust me, Cas!" Dean yelled to him over the music once they reached the bar. "This is the place to learn how to pick up women! You can just sit back, watch how they act, and then just start reeling them in!"

Dean managed to flag down the bartender while Castiel looked back nervously at the crowd behind them.

"I'll take a whiskey on the rocks and my friend here…" Dean glanced back at Castiel before grinning broadly. "How about we start him off with a rum and coke?"

"Dean," Castiel said anxiously. "I don't think this is a good idea."

Dean chuckled and gave Castiel a friendly pat on the back.

"It is a good idea, trust me! You're gonna enjoy this! It'll be fun!"

Dean took their drinks when they arrived and passed Castiel his. Castiel hesitated for a moment as he studied the dark liquid before he finally took a sip. He made a slight face at its taste.

"What is this?"

"Alcohol. Trust me; this'll help you relax a little."

"Can't I have my other beverage?"

Dean shot him a look. "You're not drinking Holy Water at a bar!"

Castiel pouted, but reluctantly went back to drinking the rum and coke. Dean took a sip of his drink and began scanning the club.

"Now, when we get a girl over here just be cool, alright? Just smile, be polite, and ask stuff about her. And compliment her. Girls like compliments," Dean explained.

"Why do I need to talk to a girl?" Castiel asked.

Dean rolled his eyes. "Because you need to hook up with a girl so you can loosen up a little!"

Castiel cocked his head in confusion. "Hook up?"

"Have sex."

Castiel's eyes widened. "You expect me to have carnal relations with a woman I only just met?"

"Yes."

"But that's a sin!"

"Yeah, but its one hell of a nice sin!"

"Dean, I can't do this!"

Dean looked at Castiel and smiled patiently. Castiel couldn't help but feel some of his fears melt away when Dean looked at him that way.

"Cas, I promise to make sure you enjoy this tonight and that nothing bad is going to happen. I want you to have this experience. Sex is supposed to fun and feel good. I want you to feel good, especially after all the shit you've been through. Just give it a chance, OK?"

Castiel caught himself before blurting out how Dean could go about making him feel good. He blushed and focused on the drink in his hand. Dean simply chuckled and began watching the crowd again.

It wasn't long before Castiel felt the tension slowly start unwinding from his body. The crowds weren't as bad as he had originally feared and everyone seemed intent on their own business. The alcohol from his drink had helped to melt away his fears and made him even more aware of Dean's presence… the way the hunter's fingers wrapped around his drink… the smile on his lips…

"There we go," Dean suddenly murmured.

Castiel followed his gaze and saw two young women sitting at a nearby table watching them. Their heads were close together as they talked and both smiled at the two men. Castiel felt himself blush. Suddenly, they both got up and walked over to them.

"Hi," the first woman, a blonde, said with a bright smile. "My name is Kari and this is my friend, Allie."

"Hi," Dean replied, flashing his trademark flirty smile. "I'm Dean and this is my friend, Cas."

Kari seemed quite taken by Dean and moved in closer to him. Allie, who had dark brown hair and hazel eyes moved closer to Castiel and smiled.

"Hi," Allie said as she brushed up against him. "Nice to meet you."

"Hi," Castiel replied somewhat shyly.

"You from around here?"

"No… my friend and I are just passing through."

Allie smiled coyishly and moved in closer. Her top was low cut and Castiel could see the curve of her breasts nearly falling out of the fabric. She was attractive. There was no denying that fact. He took a deep breath as he tried to remember everything Dean had instructed him to do.

"Your top is very pretty," Castiel blurted out.

Allie's smile widened and she pressed herself closer to Castiel.

"Thanks." She glanced at Castiel's now-empty glass and jiggled her own.

"Wanna do some shots?" She asked eagerly.

Castiel had no idea what a shot was, but he suddenly felt Dean lean up against the side of him and slip something into his pocket.

"Kari and I are gonna go dance! Go buy you and your girl some more drinks! I'll just be right over there, OK?"

Castiel felt a bolt of pleasure course through him at the sensation of Dean's intimate touch. He swallowed nervously and nodded. Dean gave him a grin and a wink before allowing Kari to lead him out to the dance floor.

Castiel found that Dean had given him plenty of cash to buy whatever drinks he and Allie would want. He also learned that tequila shots, although they didn't taste all that pleasant, left him feeling very warm inside and very good. He also learned that Allie was actually a very nice girl and had a lot to talk about, including her job, her family, her stupid ex-fiancé (which was why she was at the bar tonight), her hobbies, and all her friends. Castiel listened intently, or tried to. The alcohol was making it somewhat difficult to focus, but he didn't really mind. Allie kept herself pressed up against his body and would lightly stroke his arm while she talked sending shivers of pleasure up his spine. Maybe Dean was right. Maybe this wasn't such a bad idea.

Suddenly, a new song came on over the speakers and Allie's eyes lit up with excitement.

"Ooh! I love this song! Let's dance!" She grabbed his hand and began pulling him to the dance floor.

Castiel felt a flash of nervousness as he allowed himself to be pulled through the crowd. Dance? He didn't know how to dance! That was definitely something he had never tried before! Allie, however, either could sense his uneasiness or naturally liked to take control. Once they reached a spot next to Dean and Kari Allie wrapped her arms around Castiel and began moving her hips against Castiel's sensuously. The sensations her actions caused sent bolts of pleasure shooting through his body. He closed his eyes and moaned. Allie smirked.

"You like that, Cas?" she murmured against his ear.

He nodded and pulled her in closer, his hips moving with hers unconsciously. She reached up and tangled her fingers in his hair and pulled him down to her in a kiss.

Her kisses were nothing like Dean's. Her lips were softer and her kisses were somewhat sloppier than Dean's. But that did not diminish the pleasurable sensations that kissing brought about. Castiel began kissing her back, parting his lips and allowing her tongue to sweep along them and taste the lingering alcohol. He moaned and pulled her in tighter, lust burning through him. He wanted more. He wanted that sweet release he had felt with Dean. While he wanted Dean more, this girl was here and willing. And Castiel wanted more. Needed more.

He suddenly felt a hand on his shoulder and turned to see Dean standing there, his free arm wrapped around Kari's waist. A small smile was on his face as he took in Castiel's flushed cheeks.

"We're going back to the motel," Dean said quickly. "Let's go!"

Castiel nodded, accepting the statement without hesitation. He turned back to Allie.

"I guess we're leaving," Castiel said to her, his voice slightly slurred.

She smiled back at him and ran her hand up his chest.

"Good," she purred back. "I'd rather do it on a bed anyways."

She quickly led him out of the club before his brain fully registered what she had just said. His heart was thundering in his chest when they finally got outside. He spotted Dean and Kari over by the Impala. Dean had her pressed up against the front passenger door as he made out with her and she had one leg up and hooked around his waist. Castiel felt a mixture of jealousy at seeing someone else touching and kissing Dean, but he also couldn't help but feel incredibly turned on to see Dean so aroused and passionate. When Dean finally looked up he smirked when he saw Castiel so blatantly staring.

"Let's get going," was all Dean said.

Dean and Kari climbed into the front seat and Castiel and Allie got into the back. Even before they were out of the parking lot Allie had straddled Castiel's lap and began kissing him passionately, grinding her hips into his lap, causing him to moan wantonly. He thrust back against her, the delicious sensations where nearly overwhelming.

Suddenly, he heard Dean gasp and let out a moan. He forced himself to look up long enough to see Dean panting and then Kari's head bobbing in his lap.

"Oh god… oh yeah, baby… oh yeah… just like that," Dean groaned as he gripped the steering wheel tightly with one hand and tangled his other hand in her long blonde hair.

Castiel squeezed his eyes shut and gripped Allie's hips tighter. He was sure that just hearing Dean's cries of pleasure would be enough to send him over the edge. He was so close already. He felt a trickle of sweat slide down the back of his next as he struggled to fight his impending climax.

"Stop, baby," he suddenly heard Dean groan. "Stop, we're here! Come on, we'll finish this inside."

Allie quickly moved off of Castiel's lap and he couldn't help the moan that escaped his lips at the lost of contact. His cock was so hard now that he was sure it was going to be strangled in his too tight jeans. He wasn't sure if he could move, but Dean turned around to face him and shot him a wry grin.

"Come on, Cas. This'll be a hell of a lot better inside."

Castiel's mouth watered as he took in Dean's tousled hair and swollen lips. He managed to get out of the car and follow Dean and the girls into the motel room. Kari and Allie were giggling with each other as Dean let them into the room.

"You boys wait out here. We're gonna go freshen up!" Kari said as she pulled Allie with her into the bathroom.

Dean chuckled as he watched them go. Castiel sat down on his bed, his head swirling with lust and alcohol and sheer disbelief at what was happening. Dean looked over at him and grinned.

"You OK, Cas?"

Castiel closed his eyes. "I feel… like I'm going to explode."

Dean chuckled again as he sat down on the bed next to him.

"Don't worry. I think your girl there is gonna be taking good care of you."

"But… I dunno what to do…" Castiel murmured, moving in closer to Dean.

"Just do what feels good. She'll show ya."

"Wanna watch you… wanna see what you do…"

The words sprang freely from Castiel's lips, the alcohol removing any inhibitions he once had. His eyes were focused on the pattern on the bed's comforter and he didn't see the look of shock and then pure arousal in Dean's eyes.

"You wanna watch me? You mean having sex with Kari?"

Castiel nodded, a jolt of arousal shot through his belly at the thought.

"So then I get to watch you fuck Allie, right?"

He looked up and met Dean's gaze. He thought he was going to come right then and there as Dean looked stared at him with pure lust in his deep green eyes. It took a moment for Dean's words to work through Castiel's alcohol-soaked mind. He moistened his lips and gripped the bed with both hands.

"You… you wanna watch me…?"

Dean nodded, slowly looking up and down Castiel's body with a leering smile.

"Oh, hell yeah. I wanna see your face when face when she makes you come," Dean murmured in a low sensual voice, his eyes never leaving Castiel.

Castiel felt his grip tighten on the bed and he was positive his heart was going to explode out of his chest at any second. He couldn't think of a response before the bathroom door opened.

"You boys ready?" He heard Kari purr.

Dean turned and looked up at her and smiled. Both women were clad only in their bras and panties. Both were smiling coyly.

"Oh yeah, baby. Come on over here."

He stood up and met her in front of the other bed. After giving Castiel a quick glance he hoisted her up so she straddled him and sat down on the bed. He tangled a hand into her hair and began kissing her.

Allie walked over to where Castiel was still sitting and stood in front of him.

"You still want me, sexy?" She asked with a smile.

He nodded as he felt too overwhelmed to speak. She gently pushed him back on the bed and began unbuckling his pants.

"Take your shirt off," She commanded.

Not knowing what else to do and grateful for any kind of direction he quickly fumbled around and managed to get his shirt off while she pulled off his pants and boxers. She then began stroking his thick length with her hand before she leaned in and wrapped her lips around it and began sucking wantonly. Castiel couldn't help crying out at the sensation and he arched off the bed. She firmly held his hips down while she continued to run her tongue over the velvet soft skin of his member and take him all the way down her throat causing Castiel to nearly sob with pleasure.

A moan across the room alerted him to the fact that Dean was getting a similar treatment and when he opened his eyes he was greet with the sight of Dean lying on the next bed, naked, and receiving a blow job from Kari. The hunter's face was flushed and his eyes were squeezed shut as he thrust into the woman's move. Castiel couldn't bring himself tear his eyes off of him and it only served to fuel the lust running through him.

Suddenly, Allie pulled off of Castiel with a small pop and he moaned at the loss of contact. When she moved up him, however, he saw that she was now completely nude and was rolling something over his cock very gently. His senses were in such overdrive that even her small actions served to only drive him crazier.

"Please… please… don't stop…" He whimpered desperately as he reached for her.

She smiled at him and chuckled. "Don't worry, baby. I'm not going to stop!"

She raised herself over him and carefully slid him inside of her warm, wet cunt. Castiel felt like someone had just pushed all the air out of his lungs for a moment as the new sensation overwhelmed him and he squeezed his eyes shut. He had never felt anything like it before and when she began to move all coherent thoughts were gone.

"Oh yes… oh god… don't stop... please… m-more… oh my god!"

He turned his head to the side and forced himself to look at Dean. Dean now was on top of Kari and was thrusting into her. His breath came out in short pants with the force of his thrusts and sweat trickled down his face and down the smooth expanse of his back. The sight was truly intoxicating and the most sensual thing Castiel had ever seen. He thought of how it would feel with Dean on top of him like that, thrusting inside of him…

Suddenly Dean turned and locked onto Castiel's gaze. His thrusts became more erratic as he watched Castiel having sex.

"Oh yeah… I'm gonna… oh god… oh god… YES!"

Dean's eyes slammed shut as he came and let out a cry. The sound shot through to Castiel's groin and tipped him over the edge sending him into his own orgasm. The sensations of his climax were unlike anything he had ever felt before and he screamed and sobbed with the pleasure of it all. As he finally came down from his peak he slowly drifted off into pleasant darkness.

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*blushing furiously* So… um… yeah. Hope that was OK. I feel like such a perv writing smut and I always think it comes out sounding ridiculous! So I hope it wasn't too bad. Feel free to share your thoughts as always!