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Undercover Boyfriend

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“Yes, Mother. I know, Mother.” Castiel took off his glasses and dropped them on his desk before pinching the bridge of his nose where he felt a headache building. Something that usually tended to happen when he talked to Naomi Novak. “Yes, I got the wedding schedule in my email... I know it's a big day for my little sister...Of course I've memorized it.”

Castiel glanced up and noticed his boss, Charlie, standing in the doorway. He smiled at her as he placed his fingers to his temple mimicking a gun. She giggled and rolled her eyes at the dramatic gesture.

“Yes, Michael is still coming, Mother, nothing has changed since the last time we talked, two days ago.”

Castiel twisted the blue Copic sketch marker in his right hand as he switched his phone to his other ear with his left. “I know, I know you think I should have introduced the family to him before now.” Castiel rolled his eyes. “Eight months isn't that long.”

He tapped the marker against his Bristol board. “Well, you will have five days to get to know him,” Castiel sighed as he listened to her drone on for another few minutes before interrupting, “Mother I need to get back to work. Tell Hannah I love her, and will see her Saturday.” Castiel picked up his glasses and put them back on, “Of course, and I love you too.”

Castiel, finally, hung up and pocketed his cell before he let his head drop to the desk with a loud thump. “I'm so fuckin’ screwed, Charlie.”

She pushed off the door jamb, walked over to Castiel and started rubbing soothing circles on his back. He took in a deep breath letting her scent of fresh cut grass and watermelon, something he had come to associate with sunny summer days, wash over him. It always seemed to bring him a sense of calm when he was troubled.

“Soooo, how did the convo with Mommy Dearest go?”

“You know,” Castiel laughed as he mumbled against the desk. “I hate it when you call her that.”

“Then why does it always make you giggle?” She chirped cheerily as she patted his back.

Castiel sat up and met her eyes, “How did I get myself into this mess, Charlie?”

“You know exactly how, Cas,” she ruffled his hair. “By lying about this infamous Michael. The Alpha underwear model.” She giggled. “Really, though? Did you have to not only say he was an underwear model, but an Alpha too? You don't even date Alphas!”

“Seriously?” His voice cracked as it raised several octaves. “That's what's you're zeroing in on?” Castiel sighed. “Because to me, the bigger issue is… I don't know, maybe,” he flung his hand up motioning wildly before letting them fall to his side, “the fact he doesn't even exist is a tiny bit more important! And,” he slumped back in his chair, “we are supposed to be flying to Mexico in two days”, he held up his fingers for emphasis, “two days for my twin sister's wedding!”

“So,” Charlie wrapped her arms around her best friend's shoulders and rested her head against his. “What are you going to do?”

“I don't know,” Castiel breathed out on a long sigh as he let his thoughts wander back to three months ago when he had gotten himself into this mess in the first place.

Castiel pulled into the driveway of his parents’ house. He sat there for a few minutes mentally preparing himself before shutting off the ignition and getting out of his car. The first thing he did was stretch, groaning as his back popped numerous times.

The six hour drive from LA to San Francisco had made his whole body ache. He sighed as he looked back at the house. It had been almost a year since the last time he visited. He could still vividly remember that day. The day he told his parents he’d broken up with Luc and was, not only, quitting his lucrative job as a curator at the San Francisco Museum of Modern Art, but moving to LA to pursue what he really wanted to do, draw. Needless to say, it didn’t go over well with either of his parents, hence the reason he hadn't been back since that day.

He could do this though. He could do this for Hannah. He wasn't here today for his parents, he was here for her. She called him last weekend telling him he had to come to dinner at their parents the following Sunday, because she had news to share with the family. Castiel had tried his damnedest to get her to just tell him over the phone, but she wouldn't budge, instead telling him it wasn't the kind of announcement you made over the phone. Then she pulled out the big guns, ‘you're my big brother, Cas, please, you have to be here. It won't be the same if you're not.’ And he couldn't tell her ‘no’, he's never been able to tell his twin ‘no’.

So here he is.

Castiel glanced over at the sunshine yellow Prius, thank God Hannah was already here! He took in a deep breath, at least since his little sister and twin was already here, it meant he wouldn't have to spend any time alone with his parents. Hopefully, they will be so focused on Hannah and her news they won't have time to tell him how much of a disappointment he’s become.

Castiel had been so lost in thought he was nearly knocked on his ass when the tiny energetic whirl of darked haired bouncing curls barreled into him wrapping him up in an enthusiastic hug.

“Ooof! Hannah!” Cas wrapped his arms around her waist, pulling her in tight, letting his sister’s aroma of mint, lilacs, and happy Omega surrounded him. “Warn a guy next time. We both almost ended up on the pavement.”

Hannah pulled back smiling, “I yelled your name twice, but clearly…” she tapped her finger against his temple. “You were in very deep thought.” He hummed and nodded as her smile widened. “I'm so glad you came, I've really missed my big brother.”

“I've really missed you too. So,” he smirked, “I'm here in person, as requested.” He tilted his head with a glint in his eye, “Don't suppose there's any chance I could get you to share your big announcement with me now, so I can hop back in my car and get the hell out of here?”

She bumped her shoulder against his, “not a chance, Cas.”

Castiel let out a dramatic sigh, “That's what I thought.”

“You know, you're going to have to face them sooner or later.” She reached for his hand twining their fingers together. “Wouldn't you much rather do it with me by your side?”

“Han,” Castiel leaned down and kissed her on the forehead. “I would rather face anything with you by my side.”

“Well, come on, then,” she pulled on his hand. “Let's do this.”

“If you insist,” he grumbled as he let his sister lead him to the house.

Things were definitely going better than Castiel had expected. During dinner there were only a few snide remarks about his job as a comic book illustrator, and how his art degree should be put to better use. His mother had also made a point to let it be known that Luc was still single and had not dated anyone since Cas. But after dinner, when Hannah made her announcement, well, that's when things went all to hell.

As the last of the plates were cleared from the table, Hannah cleared her throat. “Okay, so I wanted all of you here because I have some news, some very big news.” A huge smile spread across her face as she held up her left hand flashing a huge glittery rock on her ring finger. When the hell did she sneak that on? “Dick asked me to marry him, and I said yes!”

“Oh! That's just wonderful,” Naomi cooed as she hugged her daughter.

“He's a good strong Alpha.” Zachariah kissed her on the forehead before hugging her as well. “He will make a wonderful husband for my baby girl.”

Castiel grinned as he pulled her into a tight embrace and whispered into her ear, “I'm truly happy for you, Sis, you deserve to be happy.”

“So do you,” she whispered before pulling back.

“Celebratory drinks in the parlor,” Zachariah announced, his tone filled with pride.

“Dick really wanted to be here when I made the announcement, he's really sorry he couldn't be.” Hannah sighed, “But Luc has him busy with work. They just picked up a new contract.” Castiel wrinkled his nose at the mention of his ex’s name and Hannah snorted and sidled up beside him. “You know, one good thing came from you dating him, he introduced me to my fiancé.” Hannah grinned ear to ear, “God I love the sound of that. Fiancé.”

“Come on,” Cas wrapped his arm around her shoulder, “let's drink!”

“So,” Naomi took a sip of her champagne, “have you and Dick settled on a date? A place?”

“Yes,” Hannah held out her glass for Cas to refill. “May thirteenth.” Her grin widened, “And in Cancun!”

“Oohh, a destination wedding!” She took a sip of her champagne, “And Cancun is lovely in May, but three months isn't a long time to plan a wedding,” Naomi pointed out. “Have you looked into any wedding planners yet?”

“Actually,” Hannah met her Mother’s eyes with an optimistic look on her face. “I was hoping you would come out of retirement and do it.”

“Sweetheart,” Naomi smiled. “I would love too.”

Hannah pulled her mother into a hug. “Thanks, Mom.”

The next hour of conversation was wedding this and wedding that, Castiel was practically bored to tears. He was positive the only reason his father looked so interested was he was on his fifth Tom Collins. Cas really wished he hadn't had to cut himself off after his second glass of champagne, but he did have to drive, and he didn't want to get behind the wheel of his car tipsy.

Naomi sighed and looked over at Castiel, “I really wish you had everything together like Hannah. She has a successful job and now she’s engaged to a well to do Alpha.”

Castiel bristled at the comment. “I’m very glad that Hannah is happy pursuing her dream as a pediatric nurse.” He looked pointedly at his mother, “I happen to be very happy with my job now Mother, and I am very good at it.”

“But Castiel,” his father cut in, “Comic book illustrator is nowhere near as lucrative as a curator. And a single Omega at thirty-three, well that's damn near unheard of.”

“I'll have you know,” Castiel huffed, “I am not single.”

“Oh?” Naomi gasped. “Really?”

“That's fantastic, Cas!” Hannah beamed.

“And why is this the first we’ve heard about this?” Zachariah turned to face his son, awaiting his answer.

“Well,” Castiel cleared his throat which was now dryer than a desert, “It's not as if we have talked much lately and I was waiting for the right time.

“Hmm, I see.” Naomi crossed her legs and smoothed down her skirt. “Tell us about this Beta, what's his name? What does he do?”

Castiel's heart sped up in a panic, his eyes flitted around the room momentarily landing on the TV behind his parents. It was on a fashion show, male Alphas were walking the runway in some new hot brand of Alpha briefs.

“Actually,” Castiel sat up straighter in his seat and smiled, “he's an Alpha.”

“An Alpha?” Naomi parroted, unsure if she had heard her son correctly.

“Yes,” Castiel nodded.

Zachariah perked up and matched Cas’ smile. “Good for you, son, ‘bout time you started dating Alphas.”

Castiel looked from his father to his mother and he could see approval in both their eyes before he swallowed down the guilt and continued with the lie. “His name is Michael Remington and he's a successful underwear model.”

“Underwear model?” Naomi crinkled her nose.

“Successful underwear model.” Hannah added, trying to be helpful.

“I'm still in shock our son is dating an Alpha, never mind what he does.” Zachariah admitted as he finished off his drink.

“Cas you must bring him to the wedding!” Hannah exclaimed as she grabbed his hands. “I have to meet him so I can give him the ‘hurt my brother and I'll break every bone in your body’ speech.” Castiel rolled his eyes and snorted. “Hey,” she slapped him on the shoulder, “I'm a nurse, I know how many pounds of pressure it would take for each bone. I could so do it.”

Castiel smiled at her, “I don't doubt that one bit.”

“So,” she looked at him with hope filled eyes. “You’ll bring Michael.”

“Yes,” Castiel sighed. Dammit, why can I never tell her ‘no’. “Of course I'll bring Michael.” Hannah squealed and wrapped her arms around him.

Naomi clicked her tongue. “I'll put you down as a tentative plus one, you know, just in case.” Naomi raised an eyebrow in challenge.

“Oh, he’ll be there,” Castiel confirmed.

Challenge accepted.

Charlie snapped her fingers in front of Castiel's face, “Earth to Cas.”

“Sorry.” He shook his head, “I was just thinking about how-”

“You got yourself in this mess in the first place?”

“Ten points to Gryffindor,” he deadpanned.

Charlie snorted, “Well, what's done is done.” She shrugged, “What we need to be figuring out is how to get you out of it.”

Castiel looked up at her, “I can't go alone, Charlie, I just can't. They would know, no matter what excuse I came up with they would see past it and know I made up the whole relationship. That I made Michael up.”

“Well,” she hopped up on Castiel's desk, ignoring his indignant huff. “We can't have that now, so I see only one option here.”

“Yeah,” he closed his Bristol board sketch book and moved it to the corner of his desk. “And what's that?”

An impish grin spread across her face, “We find you a Michael.”

“Say what now?” Castiel furrowed his brows, “Because I don't think I quite caught that. It sounded like you said we need to find me a Michael.”

“Oh, you heard me correctly.” Charlie confirmed as she shifted closer to Cas.

“Right, okay,” Castiel snorted. “Because hot Alpha underwear models just grow on trees.”

“Smart ass,” Charlie rolled her eyes. “I happen to have an awesome idea but with the amount of sass you're showing me I don't know if I should share it with you.”

“If you have any ideas,” he looked up at her with big puppy dog eyes, “you have to share them.”

“How could I say no to those baby blues,” Charlie cooed as she patted his cheek.

“Alright, alright, enough!” Castiel playfully swatted her hand away, “So what's this awesome idea?”

“Okay,” Charlie shifted enthusiastically on Cas’ desk. “You hire someone to play Michael.”

“Do what!” Castiel's eyes widened as big as saucers. “A prostitute? A prostitute is your solution?”

“No,” Charlie huffed. “Not a prostitute, I'm talking a regular average-Joe Alpha. Granted he would have to be really good looking and well-built because you told them he was an underwear model.” She shot him a small smirk. “But yeah, you could offer to pay him so much for the five days. Plus, hey, free trip to Cancun.”

“I fail to see how that's not prostitution, Charlie.” Castiel deadpanned.

“Is there going to be sex involved?”

“Eww,” Cas crinkled up his nose. “No, you know I don't sleep with Alphas.”

“So not a prostitute!” Charlie hopped off the desk. “More like date for hire.” She shrugged and looked down at her friend, “What other options do you have Cas?”

“None,” Castiel groaned. “Okay, say I'm going to give this absurd plan a shot, where the hell would I go to find an Alpha to ‘proposition’?”

“Might not want to use the word proposition,” Charlie snorted, “that really makes it sound like prostitution.” She furrowed her brows in thought, “Oh! I know! Purgatory that's a hot spot for Alphas.”

“I can't believe I'm actually going to go through with this,.” Castiel whined as he let his head fall back onto the desk again.

Bam

Dean picked up the pace as he ducked into an alleyway off of Sunset strip. Eighteen goddamn months undercover work down the fuckin’ shitter. He had been so close, he finally had earned Alastair’s trust. He was mere days away from meeting Alastair’s right hand man and going on a run with him to Mexico. He was this close to getting to pick up product from Crowley himself, LA’s top drug kingpin. He was on his way to bringing the whole friggin’ operation down. That is, until he was made.

How in the friggin’ hell had he been made? Everything had been going so well, so perfectly. It had to be someone on the inside that betrayed him. It just had to be. And that fuckin’ made his blood boil. How, HOW could someone who had taken an oath, who he trusted to work this case, to watch his back, do that to him!

After his clash with Alastair tonight, once he confronted Dean that he knew he was a Fed, Dean had barely made it out of the club alive. It had been luck, really, that a fire started amidst all the fighting. It provided the perfect distraction he needed to get the hell out of there in one piece.

Dean growled as he looked behind him to make sure he wasn't being followed. He stuffed his hands into his pockets and thought back to eighteen months ago when he had taken this job.

”Winchester in my office, now!” Bobby bellowed from his office door.

Dean's head shot up from the paperwork he had been filling out. “Be right there, Boss.”

The Alpha nodded at him and went back into his office. Dean quickly finished the document he had been working on, closed the folder and placed the pen on top. He pushed up out of his chair and slipped into his suit jacket before making his way to Bobby's office.

Dean walked into the room, closing the door behind him. Bobby looked up from behind his desk, “Take a seat,” he motioned to the chairs.

He nodded and sat down, “What's up?”

“Well,” Bobby folded his hands on his desk, “got a potential undercover job for you, if you want it.”

“Oh,” Dean sat up straight, as his eyes drifted to the papers on his boss' desk. “What do you got for me?”

“This is big,” Bobby tapped the file on his desk. “I'm talking deep undercover Dean, deeper than you’ve been before.” He looked up at his agent, “And this isn't going to be a ‘get in-get out’ job. It could be months and months before you see your family again.” Bobby met his eyes, “Before you see Sam.”

“Got it.” Dean nodded taking in all the information. “Is Sammy going to be workin’ on the case from the inside?”

“Of course,” Bobby assured. “That boy’s smart as a whip. We definitely want him in on this. In fact,” the older Alpha shifted in his seat, “you take this case, you pick your team. It's important you have people you trust.”

Dean leaned forward in his seat, “Tell me more.”

“If you do this, you are going to be working to take down LA’s biggest cocaine supplier from the inside.” Bobby opened the file folder, “Your objective will be to get close to Alastair Heyerdahl, he’s a secondary target but,” he looked up at Dean, “he’ll get us to the top of the pile..” He passed a stapled set of papers to Dean, “We’ve already started creating a history for you. “Nightclub owner. Once his guys come to your club to sell their product that will give you an in. We wanna know who launders their money. Heyerdahl should be able to link you to him.” Bobby finished and took another page from his folder and handed a folder of photos over to Dean.

Dean grabbed the folder but continued looking through the papers Bobby had already given him. He knew what most of these guys looked like already. “How do you know it’s Heyerdahl that’s the link?”

Bobby grinned, “We’ve got reliable intel on that, or what we believe is reliable. We’re double checking the source. Now,” he slid another sheaf of papers to Dean, “we still haven't been able to figure out the money men, or their exact method. You know there are only so many ways to launder, but...

“These guys,” Dean huffed, “they seem to have unending imaginations though.”

“Exactly,” Bobby nodded. “What we’re almost certain of is that he’s close to Alastair Heyerdahl’s right hand man Richard Roman. He lives in San Francisco, but,” Bobby sat back in his creaky leather chair, “every lead has been a dead end.”

Dean frowned. “Nothing?” He looked up from the photo of Heyerdahl, “We don’t have any CI’s that know these guys?”

Bobby shook his head with pursed lips. “No. We had one, but the SFPD found her face down in the Bay.”

Dean’s brows rose softly as he let out a low whistle.

“Yeah,” Bobby growled. “Not to sound heartless, but spilled milk. What’s important for us to make this case is evidence, hard evidence on Fergus Crowley getting his hands dirty. The guys like fuckin’ Teflon. We know he’s the head of this snake, the one providing the drugs.” Bobby locked his gaze on Dean. “He’s got a cozy set-up in Mexico. That we know. You need to get us proof. Hard, solid, prosecutable proof.”

Dean continued to look through the entire file that his boss had passed over. He locked on the one grainy photo they had of Crowley. The man wasn’t stupid. He didn’t play fast and loose, just the opposite. He was practically a recluse. Dean looked up at his boss. “You know I hate these pricks worse than friggin’ flying.” He licked his lips just tasting victory. He shut the heavy folder with a determined snap, “Let’s do this.” His gaze was cold and sure, “I feel the need to go hook me LA’s top King Pin.”

The next day Dean picked his team, it consisted of the six people who he trusted with his life. Bobby, of course, then there was his brother Sam, who was smart as hell and would do anything to make damn sure Dean came back safe. Plus Jo, the little sister Dean never had, nor wanted. She was fierce and a force to be reckoned with, and together with Sam, there was nothing those two couldn't figure out.

Ash was another Dean had to have on his team, he was a computer guru and there was no code the technical wizard couldn't crack. There was also no one else Dean trusted to fabricate his back story. He knows Crowley’s men will be checking and he also knows they won't find anything suspicious, not with Ash being the one setting it up. Lastly, Gordon and Victor, he worked with both men numerous times on the streets and undercover. They always had each other’s back and Dean knew this time would be no different.

It took two weeks to get Dean set up to go undercover, and another four of him working every single night at his club, The Rack, before he finally got a break. He was behind the bar scanning the floor when he spotted one of Alastair's lackeys peddling blow. Dean smirked as he patted the gun at his side. It was time to get to work.

He caught the guy slipping out the back exit. Dean grabbed him by the back of the neck and slammed his fist into the man's gut. The younger Alpha was gasping, trying to catch his breath. Dean tightened his grip and forced the man to stand straight and meet his eyes. “You and me are gonna have a little chat in my office.” Dean flashed his gun before leading him down the hallway to the last door on the left. Opening it, he shoved the guy in and stood back as the Alpha stumbled and fell to his knees. Dean stepped closer, “What's your name?”

The man huffed and turned his head. Dean laughed and closed the gap between them, grabbing the guy's collar with one hand and punching him in the jaw with the other. He spat out a glob of blood and looked up at Dean. “Go ahead, call the cops, do whatever. I ain't tellin’ you shit.”

“Now why the hell would I call the cops?” Dean clicked his tongue and stood up straight. “That's the last thing I wanna do.” He pulled a wad of napkins out of his pocket and held them out to the younger Alpha who furrowed his brows and shook his head. “Now, if you behave, this can be real friendly. If you don’t,” Dean shrugged with a small frown. “Choice is yours.” He held out the napkins again.

The Alpha snatched them. “Thanks.”

“See that wasn’t so hard.” Dean motioned to a chair before walking around his desk and sitting down. “Have a seat. Let’s chat.”

The man stood up and tentatively made his way over to the chair and sat down. “What do you want?”

“You ain’t peddlin’ blow in my joint and cutting me out.” Dean leaned forward and placed his hands on the desk. “I wanna meet your boss. Make a deal. And, I’ll be fair. I'm thinking,” Dean hummed, “thirty percent, and I look the other way while you and his other lackeys deal in my club.”

The man snorted, “Thirty percent?”

“Yeah,” Dean nodded, “I'm not new to the game. It’s my club and thirty is more than fair.”

“Club just opened,” he looked Dean up and down. “And I know the players around here, you’re new.”

“You're right this club is new …” Dean rolled his eyes. “And now, I’ve talked enough without even knowing your name, which I really don’t like doing.” He looked pointedly at the younger Alpha, “So, either cough it up, or,” he reached for his phone, “I guess you’ll be spending the night in lockup

The guy licked his split lip and sighed, “Edgar, name’s Edgar.”

Dean’s brows rose and he tilted his head as he looked the man over, “Edgar, what?”

“Edgar Ramirez.”

Dean grinned, “Was that so hard?” He sat back in the tall leather chair, “Now, as I was saying you're right Edgar Ramirez, I'm new around here, but I’m not new to this game. But before I moving to sunny LA I owned a club in Minneapolis. I worked with Asmodeus Parise.” He paused, “You heard of him?”

Edgar shook his head.

“Doesn't matter.” Dean pursed his lips in thought for a moment before continuing. “Anyway he made a killin’ sellin’ crystal outta my club, brought in big bucks.” Dean sighed, “That is until he got greedy, tried to expand, and got busted. I don’t take those kinds of risks, the kind where stuff can be traced back to me, plus no product.” He shrugged, “So, I sold the club, moved out here, and,” he looked around the office with a satisfied sigh, “Got a whole new start.”

Edgar nodded, taking in the whole story, “Alright, I'll take this to my boss, see if he wants to deal.”

Dean flashed him a grin, “Well, he knows where to find me. Tell him to ask for Patrick Jameson.” He reached out his hand and Edgar sneered at it before begrudgingly taking it, giving it a quick firm shake. Dean held on for another moment as Edgar tried to draw away, “You tell your boss, no deal, no selling.” He narrowed his eyes as the younger Alpha’s eyes widened, “You got me?”

“Yeah, yeah,” Edgar nodded again and snatched his hand away.

Dean gave him a wink and a smile, “You have a good night now.”

He chuckled to himself as the kid scurried out of his office. He glanced down at the chair and breathed a sigh of relief that the kid didn’t piss himself.

Alastair indeed wanted to deal. The following weekend Dean met the man himself and they were in business.

A loud siren brought Dean back to the present. Eighteen months, Dean sighed and shook his head. He worked so damn hard to worm his way into Alastair's inner circle. He helped the Alpha get a shipment that was being watched past the cops - thanks to Ash - earning him some serious points.

He found ways to double, in some instances even triple Alastair's profits by expanding to a few neighboring clubs, without drawing any unwanted attention from the police. But what really got him the In was giving Alastair the idea to go to Crowley about expanding, to not only sell blow but ice as well. Crowley had been over the moon when he crunched the numbers and found out exactly how much more of a profit he could be making. And a happy Crowley, made Alastair very generous. He decided to give Dean more responsibility, he wanted him to go on a run with Richard to Mexico. They were going down to pick up their very first shipment of ice from Crowley himself.

And Dean was really looking forward to not only getting the opportunity to get proof of Crowley’s involvement, but finally meeting Alastair's right hand man, to spend this time with him to try to weasel any useful info out of him. If he was lucky, by the end of his trip not only would he have what they need to take down Crowley, but also find out who was laundering the money.

The same night he got made he was supposed to get the details of their trip. And in just a few minutes, eighteen months of his life was shot all to fuckin’ hell. Now, he had zero chance of his bringing Crowley down or finding out who was laundering the money for Alastair. He sighed, Alastair was a smart bastard, kept the details to himself to the last minute. All he knows is that the meet is supposed to be in Mexico. When, where, and the time was anyone’s guess. So Dean has no way of pursuing this even if he wanted to.

He came out of the alleyway and found himself standing in front of a bar, Purgatory. He could use a drink, and a place to lay low for a while. He couldn't go back to the station, not with a mole amongst his team. He would be dead before the night was over.

Dean knew he was going to have to disappear until this was sorted. First he needed to kill a few hours, make sure he was safe before he contacted Sammy, because if there was one thing he knew for certain, the mole was definitely not his brother. Dean took a deep breath and swung the door open stepping inside the crowded bar.

Badge

“Whiskey, neat,” Dean told the bartender as he sat down on the stool at the end of the bar. He nodded his thanks as he passed the man a few bills for his drink. Dean took a small sip and sighed, God it was good, and just what he needed right now. He had to force himself from tossing the drink back and requesting the bottle, but he knew he couldn't do that. He knew he needed to keep his wits about him just in case one of Alastair's men happened to find him.

The Alpha took another small sip and sat the glass down on the bar top. He took a deep breath only to be hit by the most intoxicating scent he had ever crossed his nose. It was sweet, and decadent, like chocolate with the subtle hint of rich, dark roasted, coffee beans. It reminded him of the way the old books located in the precincts basement smelled.

Dean’s lips slightly curved up into a smile despite his situation, as he scanned the bar to find that the source of the addictive scent sat only a few barstools away from him. He let his eyes trail over the handsome Omega. Dark, messy hair, well-built body, and God those eyes! They were a shade of blue that Dean couldn't even begin to describe. The faint smile quickly turned into a scowl as he realized the Omega was talking to another man, an Alpha. Dean picked up his glass and downed the rest of the amber liquid relishing in the burn that followed. He twisted the empty glass in his hands as he shamelessly eavesdropped on their conversation.

“So let me get this straight,” the Alpha was saying, “you are going to pay me, fund the whole trip, and all I gotta do is pretend to be your boyfriend at your sister's wedding?”

“Yes,” the Omega stated matter-of-factly in a thick baritone voice that made goosebumps rise on Dean's flesh.

“So, a free trip, and,” a feral grin spread across the Alpha’s face as he reached out and wrapped his fingers around the Omega’s wrist, “I get to knot a pretty little thing like you.”

“Umm, no,” the Omega shifted uncomfortably, “that's not part of the deal.”

“Awww now, come on, don't be like that,” the man cooed in a sickeningly sweet voice.

“Let go,” the Omega jerked back trying to free him arm.

Before Dean realized what he was doing, he was off his stool and his fingers were gripped tightly into the meat of the other Alpha’s shoulder, drawing a pained hiss from the man. “He said to let go,” Dean whispered coldly. “You do understand English, don't you?” Dean dug his fingertips in deeper, his eyes narrowing in an unspoken challenge.

“Fuck,” the Alpha growled as he let go of the Omega and pulled out of Dean's grip. He held his hands up in a placating manner, “Okay, okay.” The Alpha stood up and glared down at the Omega, “Prude.” He looked back at Dean, “I'm outta here.” He shoulder checked Dean as he walked past, causing Dean to shake his head and laugh at the poor excuse of a show of power.

“Thank you,” the soft baritone voice said. Dean glanced down to wide blue eyes that were staring up at him.

“No problem,” he motioned towards the vacant stool, “you mind if I join you?”

“No,” the Omega shook his head, “I don't mind.”

Dean sat down and held out his hand, “Dean,” and wow was it odd using his actual name when introducing himself to a new person. This was the first time he’d been able to do that in a year and a half. It felt good. “Dean... Smith.” Too bad he had to lie about his last name, he found himself really wanting to tell this Omega who he was, and every single detail about his life. That was a little concerning.

“Castiel Novak,” he wrapped his hand around Dean’s, shaking it and letting it linger a few seconds longer than necessary. “But you can call me ‘Cas’.”

“Well, Cas,” Dean flashed his a flirty smile. “You look like you could use a drink. Allow me.” He signaled the bartender. “Whatcha poison?”

“Something strong.” Castiel groaned as he ran his hands back through his hair messing it up even further. Dean found his fingers twitching, he wanted so much to reach over and try to tame that hair, or mess it up further, he wasn't sure which.

Dean cleared his throat when the bartender approached, “Two Jameson's, neat.” The man nodded and grabbed the bottle to pour, as Dean laid the money on the bar top. He slid the drinks in front of Dean, picked up the bills and moved on to help his next customer. Dean shifted on his stool to better face Cas before placing a drink in front of him.

“Thanks,” Castiel smiled as he picked up his glass and took a hearty gulp. He sighed as he sat it back down, “I really needed this.”

“Sounded like,” Dean commented as he twisted his glass on the bar.

Castiel grimaced as he scrubbed his hand down his face in what Dean assumed was embarrassment. “Oh God, how much did you hear?” He peeked through his fingers.

“Enough,” Dean laughed as Castiel picked up the drink and tossed the remainder back. “So tell me,” Dean continued, “why are you willing to pay some asshole Alpha to pretend to be your boyfriend at your sister's wedding?”

“Because,” Castiel sighed. “I lied to my family. I told them I had a boyfriend named ‘Michael’ and he would be my plus one to the wedding.”

“Hmm,” Dean nodded and sipped his whiskey. “Why not just come clean, I mean, wouldn't it be easier?”

“You don't know my mother,” Cas mumbled. He flagged the bartender, and looked over at Dean, “I'm kinda in this deep. Like, I've been lying for three months and my family thinks I've been dating Michael for eight.”

“Aww, I see,” Dean chuckled softly. “You know,” he licked his lips and leaned closer to Cas. “I could be your Michael.”

“Really?” Castiel asked tentatively with wide blue eyes.

“Yeah, why not,” Dean shrugged. “How about you tell me more about this Michael.”

“Not really a lot to tell, his name is Michael Remington, we met at the comic book shop I work at, and,” Cas bit his lip his cheeks flushing in embarrassment as he spoke, “he's a successful underwear model.”

“Excuse me,” Dean choked on his drink. “Wow, Cas, you really went there?”

Castiel huffed and rolled his eyes, “It just came out, okay. I blurted out I had a boyfriend and when my mom asked who he was and what he did, I panicked. I saw an Alpha underwear model on TV…”

“So that's what you went with.” Dean finished Cas’ sentence, a look of mirth on his face.

“Yeah,” Castiel's flush deepened. “I don't know what shocked them more, the fact I said Michael was an underwear model or an Alpha.” Dean quirked an eyebrow and Cas answered his unspoken question. “I don't date Alphas.”

“To bad,” Dean winked and smiled as Cas shyly looked away. “You work at a comic book shop?”

“I do,” Cas cleared his throat when it cracked on his words. “I make specialized comic books.” He shifted closer to Dean as he continued his explanation. “You see someone comes in with an idea for a comic, like they want me to make them the hero or villain of their own story, I can do that. Or,” he took a sip of the fresh drink that was put in front of him, “say you want to see how it would go down between The Flash and Quicksilver,” Castiel smirked, “I can make that happen, with whatever outcome you want.”

“So, you're a professional nerd?” Dean teased, laughing at the scowl it earned him. “I'm sure you’re an amazing professional nerd.”

Castiel snorted, “So, Dean Smith, what is it you do?”

“Nothing nearly as glamorous as a Professional Nerd.” Cas narrowed his eyes and Dean smiled at the cute glare he was receiving. “I'm just a glorified paper pusher at Sandover Bridge & Iron.”

“Were you,” Castiel trained his eyes on the gleaming bar, “were you serious about being Michael? I mean, I'll pay you,” he looked up and met Dean's gaze. “Would it interfere with your job?”

“I was very serious, and no,” Dean shook his head. “It wouldn't interfere. Actually, I’m free for the next few weeks.” He sighed and rolled his shoulders. “I’ve just been ‘persuaded’,” he grinned, “to take a much needed sabbatical.” The Alpha chuckled.

“Persuaded?”

“Mm,” Dean nodded as he took a sip of his freshened drink. “I’m a Project Manager, been working on three large ones, two in South America.” He rolled the tension from his shoulders again, “Bosses want me fresh for the next round of projects. So,” he shrugged, “I was actually welcoming my time off until I got to my apartment only to find that my floor and one other were completely flooded.” Dean let out a long sigh, “couldn’t even get in to get any of my stuff.”

“Oh, wow, damn,” Castiel shuddered. “I’m sorry to hear that. That’s just... terrible.”

“That,” Dean chuckled, “is an understatement.” He took another sip from his tumbler. “After that, I came straight here. Figured I’d have a drink, relax a little before I go to the store to buy, well,” he furrowed brows his, “all new everything to last me until I can get back into my place.” He frowned softly, "then I'm going to get a nice dry room at the local Holiday Inn.”

“Don't you have a friend you could stay with,” Cas asked and Dean could hear the concern in the Omega’s voice.

“Sure, but,” Dean grimaced with a sad sigh. “I’m kinda the odd man out, all my friends are coupled off. I don’t want to invaded their privacy. You know?”

“Oh,” Cas let out a sigh on his own. “I know how it is. Sucks.”

Dean chuckled, “Anyway, with my sitch, a vacation is just what the doc would order. So,” he smirked cockily, “if you think I could pull off hot Alpha underwear model, then I’m more than available.

Castiel returned Dean's smirk with a small one of his own as he blatantly checked the Alpha out. “Oh, I think you can definitely pass as a hot Alpha underwear model.”

“You wanna check out the goods?” Dean licked his lips, watching as Cas’ eyes followed the movement. “You know, just to make sure.” The Omega blushed and shook his head. Dean let out a loud laugh and shrugged, “well if you ever do, just let me know.”

Dean took another small sip from his glass, “And, listen, I don't want your cash.” Castiel opened his mouth to speak but Dean cut him off. “Seriously, I don't want your money. The trip out of town is plenty.”

“O-okay,” Castiel stammered. “So, you need a place to stay, right?” At Dean's shocked look he continued, “I just, well, we would need to fly out on Wednesday, that only gives us two days, and we, uh, we need some time to get to know each other. So, you can stay with me,” his tone lowered, “that is, if you want.”

“I'd like that, Cas,” he reached over and placed his hand on top of the Omega’s giving it a light squeeze. “If it's no trouble.”

“No, none at all.” Castiel looked at the hand on his then to Dean's eyes. “You said you needed to go to the store, did you drive or –”

“No,” Dean shook his head as he removed his hand from Cas’, “My apartment complex isn't too far from here. I just walked.”

“I can drive you,” Castiel paused in thought, “unless you want to go get your car.”

“Nah,” Dean shook his head again. “Don't see a reason I would need it before the wedding. Say,” Dean pulled a few bills from his pocket placed them in the tip jar on the bar. “Where is the wedding taking place at anyway?”

“Cancun,” Castiel replied as he stood.

“Mexico,” Dean let out a shocked laugh, “you’re fuckin’ kidding.”

“No,” Castiel furrowed his brows and tilted his head in confusion. “Is there a reason that's so funny?”

“It's just,” Dean sighed, “my next project was going to be in Mexico. I was really looking forward to it, but I got put on one in Colorado instead.”

“Ah, I see,” Castiel nodded as Dean reached out and took Cas’ hand, pulling him towards the door. The Omega faltered in his steps when Dean’s hand closed around his.

The Alpha looked at him and smiled, “Figured we could practice, seeing as how we are going to be doing a lot of this.” Castiel just dazedly nodded and allowed himself to be led out of the bar.

Dean looked out the window watching the scenery fly by as Castiel drove him to the closest store. He had found his way to disappear, he glanced over at Cas, and hey, the cute Omega was an added bonus. Now, he just needed to buy a burner phone, call Sam, and let him know what's going on.