Dean was by no means squeamish. Growing up as the son of a convicted criminal, he was used to violence on every possible level. He had witness people die, up close and personal, and was not at all fazed by blood or gore. Hell, up until his sixteenth birthday when he presented as an omega, his father had him on the fast track to becoming a violent criminal himself, a chip off the old block. John Winchester had taught Dean how to shoot a gun when he was just nine years old and between then and the present, Dean had become a natural. And Dean’s most prized possession was his Colt M1911A1 .45 ACP. He loved that gun almost as much as he loved his family, which was why he was devastated when he presented as an omega and was told by his father that he, as a weak, helpless bitch, shouldn’t be able to carry it any longer.
If he was being honest with himself, Dean never thought in a million years that he would present as an omega. He was strong, dominant, and held his own against his father who was about as Alpha as they came. So to say that he was shocked when he learned of his status as an omega would have been a gross understatement. Unfortunately, however, presenting as an omega was currently the least of Dean’s worries. Or perhaps the root of them all, he wasn’t quite sure. All he knew was that it had been less than two weeks since he had presented and his father had already devised a plan to get rid of him. Omegas were a burden after all, what with society’s view of them needing to barefoot and pregnant in the kitchen.
It wasn’t that Dean didn’t think his father would try to cut ties with him, he just didn’t realize he would do it so quickly, and he definitely didn’t think it would be by way of arranged marriage. Arranged fucking marriage! Like they were living in the God damn 15th century. Not that it was uncommon for an omega to be wed to an alpha in exchange for money, a favor, to settle a debt, whatever, but still! His father, the man Dean loved with every fiber of his being, the man he had shed blood for, had made arrangements to marry him off just like that. No warning, no opinion on the matter, just sold. Like a fucking piece of meat. And to make matters SO much worse, his father had promised him to the son of a Russian crime boss. A man Dean had never met, a man that was ten years his senior and a God damn hitman.
Needless to say, Dean was beyond screwed.
“I can’t believe you are doing this to me!” Dean yelled as he threw a couple of his shirts aimlessly into his suitcase.
His cheeks were stained with tears but his voice was defiant, livid, and despite the fact that he was terrified, he was not about to show it.
“Watch your tone, boy!” John seethed, instinctually puffing out his chest.
“It’s not my fault you had to go and disappoint me by presenting as a little bitch omega! If you had just become an alpha I wouldn’t have had to send you off to be bred like a whore!” the older man added, making Dean's blood pressure sky rocket.
“I didn’t chose to become an omega, dad! But I’m still me; I’m still your son! Just because I’m an omega doesn’t mean I can’t help you like I used to,” Dean shot back, his heart dropping into his stomach when he heard the sound of his little brother Sam crying in the hallway.
“Samuel! I told you to go to your room,” John barked and Sam immediately fled.
“You don’t have to be an asshole to Sammy just because you’re pissed at me!” Dean shouted, turning his attention away from packing to glare at his father.
“Do not challenge me, boy,” John growled as he took a step toward his oldest son.
“Dad, please…” Dean begged, dropping his gaze to the floor submissively even though it was the last thing he wanted to do.
“That’s enough, Dean. I can’t stand to see you looking like a weak omega bitch,” John spat, sounding thoroughly disgusted. “And I’m sorry but I’ve already struck a deal with Nikolai. You will marry his son and in exchange, he is going to forgive all my gambling debts.”
“Wow. Good to know my freedom of choice is only worth $7,000,” Dean grumbled, trying not to flinch when his father let out a low warning growl.
“You know as well as I do that the arrangement is not ideal. You’re still just the son of a lying, cheating, scumbag criminal…If anything, you lucked out in this scenario. It’s rare that a high class family like the Krushnics would agree to let an alpha, especially a second born son, bred with a nobody like you,” John stated simply with a shrug of his shoulders.
“Awesome. Remind me to send Nikolai a fruit basket for not only taking away my free will, but for also branding me as a useless piece of shit who's only good for spreading my legs,” Dean said sarcastically, his luck running out as his father marched across the room and backhanded him, sending him tumbling to the floor.
“You better learn to watch that tongue of yours, boy. I’ve been lenient with you over the years because I’m your father, but the alpha you are going to marry is a solider in the Russian mafia and he will expect to be treated with respect. If you don’t want to spend the rest of your life being put in your place, I suggest you accept your role as breeder and obedient homemaker sooner rather than later,” John warned.
Looking up at his father defiantly, Dean, even though he wanted to sass the older man more than he wanted to take his next breath, remained silent and nodded. What could he have said to his father’s threat anyway? ‘Good to know that on top of all the other shit, my future husband is most likely going to be abusive’? No, it was better for Dean to keep his mouth shut. Besides, he wasn't exactly itching for another smack across the face.
“…Will…Will I at least get to know the guy for a couple of days before he slaps a ring on my finger and makes me his own personal puppy mill?” Dean dared to ask as he pulled himself up from the floor.
“That’s not how this works, son. You don’t have time to play footsie with the guy,” John replied, watching as his oldest son resumed packing. “We’re meeting Nikolai and his son at the court house tomorrow. Once the paper work is filled out you will move in with your alpha.”
Cringing at the words your alpha, Dean didn’t look up from his suitcase as he felt the hot prickle of tears forming in his eyes. He hated this, hated that he was being forced to marry someone he didn’t even know…didn’t love. It wasn’t that Dean had any romanticized notions about finding a mate and settling down, he was a realist and knew all that soul-bonding shit was just garage. But just because he didn’t think he would marry for love, didn’t mean he didn’t want to marry for happiness. There were tons of people who tied that knot, pun intended, that weren’t mated but still enjoyed each other's company. And he knew it was possible to want to be with someone without being mated to them. Sure it wasn’t that strong, primal urge that true mates felt, but it was still passionate.
None of that matter for Dean though, not anymore. He had been promised to a complete stranger, a stranger who was extremely dangerous. Not to mention he had an equally dangerous, if not more so, family to boot. There was no getting out of the mess his father had put him in. By that time tomorrow he’d probably be lying on his back like a cheap whore so that he could be bred with pups he didn’t even want or know how to take care of. Just the thought of it disgusted him, and he honestly wished at that moment that he were dead rather than being pimped out to some psycho Russian hitman to be his obedient little bitch.
Dean was not obedient and he’d be damned if he was going to roll over a play someone’s desperate, compliant omega. No fucking way. He might not have been able to get out of this shit-storm without having a ring put on his finger, but that didn’t mean he wasn’t going to fight. Dean was going to make life as difficult as he could for the jackass alpha that had stolen his freedom. He was going to be as sarcastic and as rude as possible and he’d honestly rather let the hitman slit his throat than allow him to touch him in a sexual way. No sir. Dean Winchester was not a bitch nor a God damn puppy factory. He was strong and independent, and while his moral compass was a bit off at times, he was righteous to a fault.
“When you’re done packing you should try to get some sleep, son. Our appointment is at 8 a.m.” John said suddenly, pulling Dean back to reality and away from his defiant thoughts.
“…Yeah, alright dad,” Dean agreed reluctantly, continuing to hide his face from his father even though he knew John could smell the salt from his tears.
“Son…I want you to know…Look, I know this isn’t something you want to do, but you’re saving your brother and me by marrying Nikolai’s son and I want you to know I appreciate it,” John mumbled, causing Dean to snap his head up to stare wide-eyed at his father.
“…Saving?” Dean asked, his eyebrows knitting together in confusion.
“Yes son…I…Well, let’s just say Nikolai was tired of me telling him that I didn’t have his money and he had already given me a couple extensions on the date of payment…Long story short, it came down to letting you marry his son or him killing both you and your brother while I watched…” John confessed, the gravity of his words making Dean’s breath hitch in his throat.
“…Jesus Christ…” Dean sighed, a whole new feeling of fear and anxiety washing over him.
“For what it’s worth, I’m sorry Dean. You’ve been nothing but good to me and neither you nor your brother deserve the shitty life you’ve been dealt. You’re both good boys…” John told him, sounding truly sincere.
“…It’s…It’s okay dad. I suppose popping out babies is better than being eaten by maggots while I’m lying six feet under,” Dean joked halfheartedly, unsure why he was trying to make his father feel better about the absurd situation he had put him in.
“…I love you, son…Just remember that,” John stated, giving his son one last meaningful look before turning to leave the room.
“Dad!” Dean heard himself call out, his heart racing.
Stopping just short of the door, John looked over his shoulder at Dean, his eyebrow raised in a questioning manner.
“…I…love you too,” Dean whispered and he couldn't help but wondered if he had imagined the affectionate smile that graced his father’s lips before the older man turned his head and disappeared down the hallway.
Letting out a loud sigh, Dean collapsed onto his bed when his father was out of sight, curling up into a ball next to his suitcase which was overflowing with his clothes.
His younger brother’s trembling voice made the omega look up to find him standing at his door, big, salty tears streaming down his chubby cheeks.
“C’mere Sammy,” Dean ordered softly and without hesitation, the crying twelve year old bolted forward, crawling onto the bed to lie next to his big brother.
“I don’t want you to go…Please don’t go,” Sam pleaded, burying his face in Dean’s chest.
“…I…I don’t have a choice Sammy…You know I would never leave you willingly,” Dean croaked, unable to hold back a sob.
“I hate this! I hate dad!” Sam cried.
“Hey, buddy listen to me…Don’t say that, okay? Dad might not be up for any father of the year awards but he does the best with what he has…Besides, if he would have given me a choice I would have said yes to the deal he made…” Dean confessed, making Sam look up at him in disbelief.
“What?! Why?!” the younger boy asked incredulously.
“Because it keeps you safe, little brother. And it’s my job to do just that,” Dean explained, ruffling Sam’s hair playfully.
“…Dean,” Sam sighed, pressing his forehead to his older brother’s chest.
“Everything is going to be fine, Sammy. I’m not going to let some entitled alpha make me his bitch. You know your big brother is too much of a badass for that,” Dean teased, earning a tiny laugh from Sam.
“You’re stronger and braver than any alpha I’ve ever met. Dad included,” Sam said earnestly and Dean couldn't help but feel a sense of pride upon hearing his little brother’s words.
“Thanks Sammy…Unfortunately I don’t feel very strong or brave at the moment…Don’t get me wrong, I have no qualms about doing this to keep Nikolai from wacking you, but I don’t even know the name of the guy who wants to stick his dick in my ass and fill me full of pups,” Dean huffed, causing Sam to let out a noise of disgust.
“Firstly, ‘wacked’ is a mob term…And secondly, dude, don’t talk about sex…It’s just gross,” Sam griped, punching Dean in the chest playfully.
“Shut up, bitch. You say that now but wait till you’re a big bad alpha and you go into rut. You’ll be singing a different tune. Besides, sex is supposed to be awesome,” Dean mused.
“…Blah. I think my advanced anatomy class has ruined it for me…But we’ll see…Are you nervous? You know, about losing your virginity?” Sam asked quietly and Dean would be damned if he didn't turn an unnatural shade of red.
“I don’t plan on giving it up to some overbearing alpha who thinks he comes from a royal bloodline…but if it happens…If I can’t stop it from happening…Yeah, I’m nervous Sammy,” Dean admitted, feeling his younger brother nuzzling up to him once more.
“…It’s Castiel,” Sam whispered suddenly, his voice almost inaudible.
“Huh?” Dean questioned, looking down at Sam curiously.
“Your- the alpha’s name…I overheard dad talking about him with Uncle Bobby. It's Castiel Krushnic,” Sam informed him.
Castiel Krushnic…Great. Not only was Dean being sold to a murderer like a prize pig at auction but the guy’s name sounded like a fucking STD. Just fucking perfect.
“Ha, he sounds like a sissy,” Dean teased, trying to pretend like he wasn’t horrified of the alpha that would soon claim him as his own.
“…He’s an infamous hitman with over a dozen kills under his belt, Dean,” Sam deadpanned.
“Yeah, I got that captain obvious…Just shut up and get off me, I’ve gotta finish packing,” Dean grumbled, reluctantly letting go of his baby brother to stand up from the bed.
“…I… I could help?” Sam offered, his eyes filled with tears again.
“…That’d be great, Sammy…Thanks…” Dean said, smiling as his little brother jumped off the bed and headed to his closet to grab several items of clothing.
As he continued to pack, Dean tried desperately not to think about what was going to happen the next day. Instead, he focused on spending one last night laughing and having fun with his baby brother. And when all of his personal belongings were finally stowed away in his suitcase, he wasn’t ashamed to say yes when Sam asked if he could stay in his room that night, the two of them drifting off to sleep curled up by each other’s sides.