Winchester Family Punishment – Part 2

Yayyyy! I finally got this chapter posted. I was overwhelmed at all the reviews I received from the last chapter. I'm so glad so many of you are enjoying it. I lit a fire of motivation under me to get this chapter done. Thank you all so very much!

AN: I am currently Role Play writing with raiju00 who introduced me to the concept. Please, please go check out her page. She is an amazing talent writer who captures emotion stunningly and her attention to detail makes you feel like you are watching a film. We are currently writing Little Sister Chronicles together. I've created an OC, Millie Winchester, in this series. Raiju00 writes Sam beautiful in this and we both take turns writing Dean. If you're interested, please check it out on her page. PLEASE NOTE: Since we are writing it as a role play, it jumps from one perspective to another (one author writes then the other responds to the events), therefore, it may be confusing at first. Also, there is disciplinary spanking of minors.

WARNING: This chapter contains descriptive SPANKING (Corporal Punishment/ Domestic Discipline) of an adult female by an adult male with a belt. If this offends you do NOT read. You won't like it.


"Come here."

Holly's eyes were as wide as saucers feeling herself slowly shake her head. He must be crazy if he thinks she's going to come over to him with that thing in his hand. In Holly's option, belts were meant to hold up pants and that's all they were meant for.

"Holly Marie Beckett!" Dean bellowed loudly making her physically jump back as he slapped the leather belt against his thigh in frustration. The cracking sound of the belt rung in her ears making her heart skip a beat and the utterance of her full name making her chest tighten in anxiety making her feel like a naughty ten-year-old. Holly childishly hoped his thigh was stinging from his impulsive irrational act. However, from the looks of it, Dean didn't seem to be bothered by it in the slightest as he glared at her intensely.

"You are going to respect and value your life, even if it means smacking your irresponsible ass until sitting down becomes a distant memory. Now, come here before I decide to stop being reasonable." His warning hung in the air forebodingly making Holly swallowed hard.

Holly turned to glance at Sam once again hoping to gain some support, but she was only met with a firm glare that was exceedingly close to Dean's scowl.

"What? You want me to spank you too?" Sam asked firmly with a severely serious tone that shocked Holly making her mouth drop open slightly letting a hurt expression pass over her paled face.

Well, that hurt. In fact, it hurt a lot and it was abundantly clear that she would receive no aid from Sam. The one person who could possibly save her from her fate had not only denied her his support, but suggested that he would be incline to spank her as well. Holly felt sheer panic run through her body feeling a sense of helplessness come over her. Holly had just about run out of options. So, Holly did what any sensible young woman would do when faced with a spanking. She turned her ass around and ran like hell. She didn't know where, but she knew anywhere was better than in front of that angry man with a belt in his hand.

Dean scowl deepened inhaling as he looked up slightly his eyes half rolling feeling a fiery irritation build up in his gut at the woman's unwavering inability to accept any spanking. Dean growled in throat deeply waiting just a beat to will himself to calm down before taking off after her.

Sam didn't move a muscle as he watched Holly take off down the road. Sam scuffed harshly in disbelief at the woman's audacity before glancing at Dean, a fierce look of irritation crossing over his features. Sam stayed planted where he was as he watched Dean take off after the daring woman who was about to find out that running from Dean was not only futile, but hazardous to her rear end. He wasn't in the slightest bit concerned she'd get away. His brother was by faster than the woman could ever hope to be.

Sam's usual sympathetic conscious was all but absent this time. He was unbelievably angry with the woman himself for making them worry and he was fed up with her indifference toward her safety. He agreed with Dean on this one, the woman needed her butt spanked. He loved her like a sister and he be damned if she didn't deserve it.

Holly's escape lasted a total of twenty seconds. Dean snatched her arm jerking her to an immediate halt.

"Are you freaking kidding woman?!" He jerked to the side landing the belt down on her backside twice rapidly. The crack of the belt echoed loudly carrying down the back country road like a hallowed tunnel. Holly jumped and yelped at the immediate spreading sting. Dean was furious at seeing Holly run into the road carelessly again. Dean made a silent promise to himself to light her ass on fire until it was glowing beat red in the dark.

Dean's grip tightened around Holly's bicep as he dragged her back off the road over to the Impala. Dean's long determined strides made her stumble tripping over her feet as she tried to regain her balance. Dean did not bother to compensate for her or even spare her a glance as he laid his boots heavily into the dirt his eyes fixed on the Impala with unbreakable resolve as he jerked her along.

Sam pushed his back off the Impala walking a few feet away from it before turning around to watch the events unfold before him. With his arms still across his chest Sam rooted his boots into the ground a rare severe scowl plaster on his face as he held no sympathy for the woman who ran away from them and almost got herself killed several times.

Before Holly could comprehend anything or steady herself, Dean sat down on top of the Impala's hood by passenger side headlight jerking her body forward over his knee. Her torso bended over the hood as her hands smacked against the shiny black metal. Holly pushed hard from the bottoms of her feet managing to lift her leg up just enough to place the bottom of her boot onto Dean's thigh. Holly pushed with force propelling her body further onto the hood as she scrambled to get away. Holly heard Dean growl lowly in throat before gripping tightly onto her calf jerking her backwards. Holly's heated palms squeaked against the black hood loudly as she was dragged back over his knee. Holly went to push up on her palms but Dean pressed down on her back making her collapse onto the hood with a thud. Holly tried to lift her torso again, but it was utterly useless as she was completely pinned under his muscular frame. Holly growled in frustration as she lifted her head feeling an incredible strain in the back of her neck as she did so.

"Dean, Stop!" She complained in a panic reaching an arm back to cover her backside, only to find it being instantly grabbed and pinned firmly on her lower back.

"No, please, just…just…" Holly was at a loss for words as she scrambled her brain to think of something, anything for Dean to reconsider spanking her. It was beyond her why she thought it was productive to even attempt to change his mind, but with her ass tipped over his knee displayed perfectly in front of him to spank, it made a girl want to try.

After a beat of silence Holly saw the shadow of Dean's arm cast of over her before he smacked down the folded belt in front of her with a vibrating thud. Holly flinched slightly as she turned her head onto her chin and looked at the dreaded object in front of her. If he meant to intimidate her with his actions, he was doing an incredible job because Holly's heart nearly stopped at the sight of it.

Without a word Holly felt Dean's palm rain down on her behind sharply producing an instant burn. Holly clenched her teeth together and attempted wiggled her hips from side to side trying to get away from the punishing hand. Holly hissed through her teeth as the swats kept slapping down on her bottom relentlessly. Holly was shocked at how mercilessly he was spanking her making her groan and gasps. Holly nearly bit her tongue as she attempted to keep her cries at bay not wishing to give Dean the satisfaction of knowing that his hard hand was having any effect on her. It would be over her dead body which was proving to be more and more accurate as his hand continued the punishment without pause making Holly's butt sting something fierce.

After five more particular hard spanks to her sit spots. Dean finally stopped his hand. Holly let out a puff of air feeling herself gasp as she finally received a break. Holly licked her lips as silence filled the air once again. She could feel his eyes barring into the back of her head. Then Holly's heart dropped into her stomach as Dean reached over her and grabbed the belt.

"Wait!" Holly shouted in desperate panic.

Dean completely ignored her and immediately cracked the belt down onto the seat of her jeans.

Yeow!

Holly's eyes flung open wide at the incredible concentrated burn that striped across her bottom. Holly's cheeks instantly clenched together and her legs flung up high in response. That really hurt like hell and Holly's heart began to race even faster in her chest as she did not know how many licks he intended to give her with that thing. The next two cracks fell in the exact same spot and Holly was cursing Dean's unbelievably annoying accuracy. Holly's eyes squeezed shut at the increasing pain making her body become stiff and ridged. Holly's stubborn pride kept her tongue firmly set behind her teeth locking it in place as she refused to vocalize the pain she was feeling. However, that proved to be impossible as Dean pulled back his arm further cracking the belt down with more force than before in quick succession covering her backside from the top of her bottom all the way down to her sit spots. Holly practically screamed as her burning backside was set on fire. He then he began to randomly spank her in whatever spot he thought needed to be smacked more. After two searing spanks to her thighs Dean finally stopped. Holly gasped loudly trying to catch her breath as she felt the relentless ache sink deep into her muscles feeling the prickling of the fresh sting linger strongly on the surface. That hurt, a hell of a lot worse than any hand could produce on its own. It was horrible and Holly never wanted to experience it again.

Just when Holly thought things couldn't get any worse for her at the moment, Dean proved her wrong as she felt Dean reach under her and pop open the button of her jeans. Holly's eyes widened in shock and dread as she snapped her neck up straining it to its limit.

"DEAN NO! YOU CAN'T BE SERIOUS? DON'T YOU DARE!" Holly bellowed in angry panic squirming and wiggling wildly to get out of his grip, however, her efforts were utterly useless as she barely moved an inch in her favor. If anything, it aided Dean in his goal as her hips lifted slightly making it easier to pull down her pants. She was completely pinned under him totally helpless to his mercy, which he seemed to be lacking in greatly at the moment. Dean didn't utter a word as he tugged her jeans down to her mid thighs. The night air rushed over her heated backside forming goose bumps on her exposed skin. Holly felt Dean tug her lavender laced panties back up into place with belt clenched firmly in his fists. Holly flinched at the unwelcomed friction of the thick leather belt brushed over her sore skin. Holly stiffened her body preparing for the belt to fall down swiftly on her now exposed bottom.

Holly cursed herself for purchasing delicate lacy underwear. She often wore practical clothing for hunting giving her little opportunity to feel pretty or womanly. She opted to treat herself with something that made her feel more feminine. However, bend over the Impala, pants down to her knees, red ass up in the air displayed to be spanked made her feel anything, but womanly. She felt like a naughty disobedient ten-year-old who wanted nothing more than to stopped being spanked. Now she was wishing with all of her being that she had purchased thick Granny panties that covered her whole ass.

Dean looked down at Holly's rounded flesh that squirmed in anticipation. Dean felt a tug on the side of his mouth snorting inwardly as her lavender laced panties barely just cover the meaty part of her bottom. He might have been tempted to enjoy his view of her well-endowed shape of her womanly posterior, if he wasn't so irritated at the woman. Her cherry red skin spread far past her underwear all the way to the round undercurves of her cheeks to the backs of her thighs. Dean sighed deeply letting out a hollowed breath through his nose before resting his forearm on Holly's tender bottom letting the belt hang lose over her dangling by her side.

Holly scrunched up her face in discomfort as the pressure of Dean's muscular arm pushed against her sore backside making her breath out a whine. Once again Holly felt Dean's eyes glaring at the back of her head. There was a long agonizing beat of pause before Dean finally spoke.

"What do we do before we cross the road, Holly?" Dean growled out the question in a very serious tone.

Holly nearly chocked on her own saliva.

Holly was shell shocked at the humiliating question that one would ask a toddler. If Dean wished to mock her and embarrass her, he had reached his goal. Holly found his question insulting and demining feeling herself fill with frustration and irritation at the man who was treating like wayward child. Instead of a woman who deserved some respect regardless of her misdeeds.

"Oh my God! You can't be serious?" Holly asked bitterly in disbelief before she could stop herself and think about her backside. Dean shifted as he gave her the answer to her question with a single crack of the belt to the center of her bottom.

The burn was overwhelming sending a concentrated searing stripe across the meaty part of her backside.

"AH! Okay, okay, okay. God…" Holly growled through gritted teeth from both the pain and the annoyance.

She did not want to say it. She really did not want to say it. It was so humiliating and Holly knew Dean knew it. Her pride was pulling her into a stubborn state making her clenched her jaw so hard it began to ache. However, that seething sting prickling her bottom was just strong enough to made her reevaluate her situation.

Holly groan in frustration feeling her cheek flush as she buried her face into the corner of her free arm and mumbled the words out under fierce protest.

"What was that?" Dean asked sternly only hearing muffled unintelligible words coming from the woman.

You're such an asshole.

With her pride stinging just as much as her backside, she lifted her neck up and muttered in an irritable rude tone that would put most teenager to shame - "Look both ways."

Holly cringed at her childish tone, but being bent over the man's knee like a naughty child seemed to bring that out in her. The embarrassment she felt was overwhelming making her pride sting with humiliation. She absolutely hated herself for opening her mouth and submitting to the man's demeaning question, but her backside hurt and that was enough to make her open her mouth. If Holly was being honest with herself, she knew part of her embarrassment was due to her foolishly running across the road like a careless toddler.

Dean breathed in a heated breath growling deeply in his throat as he did not miss the rude deliverance of her words. It was clear she had only spoken for her backside's sake and nothing more. Dean shook his head at her stubborn pride, even with her ass stinging like a bitch, she was determined to make the situation harder and that was just a real shame for her backside as Dean held little sympathy for it.

"Next time you got the urge to run onto the street LOOK because, as stupid as this might sound, there may be FUCKING cars on it." With that Dean raised his arm and smacked the belt down onto her backside three times in quick succession.

"AH, OH MY GOD. Ow, stop, stop." Holly complained as the pain became almost unbearable. However, Dean did not indulge her request as he kept laying the belt down onto her aching backside anywhere he felt was not red enough. Holly's cries of pain increased as she wiggled uselessly on his knee trying to free herself from the inexorable burn the belt produced.

"How about a yes, sir, Holly Marie Beckett? That would do your butt a whole lot of good right about now." Dean suggested sternly without pausing his swinging arm.

"OW! Okay, okay, yes, sir. Yes, sir, yesssss sirrrrrr." Holly begged as the belt all but spanked the pride she was feeling right out of her. It HURT and Holly could no longer endure it. Dean was not going easy on her in the slightest as he swings were high and brought down with force onto her defenseless bottom.

Holly gasped loudly trying to catch her breath as Dean finally halted his swinging arm. Despite herself, Holly felt tears line her eyes as her free palm pressed firmly against the glossy black medal stiffening her fingers until her nails were touching the metal. The pain of the belt had sunk deep into the muscles of her backside making it ache and throb and burn. Holly swallowed feeling her throat become raw as her vision became blurry with unshed tears.

Dean stared at the back of Holly's head for a long moment before speaking again.

"When a train is about to cross your path, what are you NOT going to do, ever again?" Dean's voice was stern and deep, but there was a condescending overtone that made Holly's teeth grind in irritation. Despite her backside feeling like a burning inferno, she couldn't seem to manage keep her mouth shut at the arrogant questioning. Whether it was bravery or stupidity, Holly didn't know.

"I know what I did wrong Dean, you don't have to talk to me like some damn toddler." Holly's voice was shaky, but her tone was nowhere near civil.

Although, she knew her actions were foolish she did not appreciate being patronized or talked down to, she was a woman who deserved common curtesy and some sense of dignity. Unfortunately for Holly, Dean did not see it that way.

Dean's eyes brows shot up to his forehead in absolutely astonishment as he stared at her bewildered at her audacity. Dean blinked his wide eyes in shock before snorting humorlessly in disbelief. His face slowly morphed into a fiercely stern glower that Holly could feel radiate through the back of her head. The eerie silence was deadening as a rush of fear and regret crash over her like a waterfall. No, she wasn't brave, she was definitely stupid.

Dean slammed the belt down hard in front of her yet again before grabbing ahold of the waistband of her delicate laced panties and tugging at them forcefully. The distinguishable sound of a seam ripping hit Holly's ears and her necked jerked up instantly as she felt fabric snap off her right hip.

Dean paused for only a brief moment staring at the torn purple lace in his grip. Dean growled deeply in frustration before yanking upwards on the remaining fabric roughly making Holly hips lift off his thigh as the side seam ripped off her left hip exposing her backside to the cool night air completely.

"Dean!" Holly shouted in protest feeling a mortifying blush spread across her cheeks. Holly's eyes were bugged out and jaw drop in shock as she could not believe he had just ripped her underwear off without a second thought.

Dean ignored her as he pulled the tattered laced through her thighs, Dean balled it in his fist reaching over her and smacking the tattered lace in front of her next to the belt. Holly was utterly and unshakably mortified as she squeezed her thighs tightly together picturing Dean's view of her expose raised backside.

Holly didn't have time to say anything more as Dean's palm smacked down on her deeply sore bottom mercilessly. Holly's tears spilled over as Dean's heavily hand smacked off her naked skin hard without pause. Her red bottom giggled and bounced at every spank making her hips jerk forward from the impact. The painful burn was becoming overwhelming and Holly found herself losing her composure unbelievably quickly. The bravado she once felt was swiftly leaving her body with each punishing spank she received.

"I don't know if you noticed Holly, but your butt is looking pretty damn sore right about now and it would be in your best interest show a little respect for your situation because I can tell you right now, I can keep this up much longer than you can." Dean's words were almost challenging as he spoke with such authority that it made Holly feel ten times younger than her twenty-six-year-old self.

Holly's body swarmed with mortification and dread as Dean spanked her naked butt like there was no tomorrow. The sound of bare flesh being spanked echoed through the wooded area around them. Holly buried her face into her elbow allowing muffled sobs to escape her lips as her emotions began to take hold of her. This had to be the single most horrible night of her life. Not only was Dean spanking her bare ass off in the middle of nowhere at four in the morning, but the guilt of everything she had done was weighing heavily on her making her heart ache with pain and regret.

Dean abruptly stopped and Holly gasped to catch her breath feeling a deeply intense ache throbbing all over her exposed bottom. Holly could feel the heat radiating off of her backside as she wiggled uncomfortably over Dean's thigh.

"When a train crosses your path, what are you NOT going to do?" Dean's voice was calm but extortionary stern with a bite to it that told Holly he had no patience left.

Holly swallowed hard trying to compose herself as she removed her face from her elbow.

"Run in front of it." Holly sobbed out miserably feeling a deep embarrassment that she was being spanked for something so stupid as running in front of a train. She felt immensely immature, childish and just plain stupid.

"Damn right." Dean growled out firmly before reaching over her once again grabbing the thick leather belt.

"Dean no! PLEASE!" Holly begged in a frantic panic. Her butt was in agony and she didn't think she could take much more of Dean's thick leather smacking against her sore naked bottom. However, it seemed like her pleas fell on deaf ears as Dean laid the belt down three times rapidly on her sensitive sit spots. Holly tears ran down her face and a particularly hard lick to her lower right check made her let go and cry openly.

"Are you ever going to Hunt alone again?" Dean asked his deep voice rumbling sternly above her through gritted teeth before cracking the belt down twice on the meaty part of her bottom.

"AH! N-No, sir." Holly sobbed out miserably hating herself for being so damn stupid all the time.

Dean hummed deeply in his throat before smacking the belt down hard on the tops of Holly's thighs. Holly's legs kicked up in response as she hissed and cried out at the harsh sting.

"D-Dean, p-please s-stop." Holly begged making her pride burn with humiliation as she succumbed to the punishment.

Dean rested his forearms back onto Holly's bottom and lower back leaning forward a bit letting the belt hang over her like her body was a table. Holly moaned jerking slightly as she felt the pressure of Dean's heavy muscular arms weight down on her searing bottom. The belt jingle slightly as it swayed loosely in Dean's grip. Dean's face held a deep solemn frown as he looked out at the wooded trees that lined the back country road sighing heavily as he listened to his woman sob and shake underneath him. Dean would be lying if he said the woman's distressful sobs did not affect him. He took no pleasure in punishing her, in fact, he hated every second of it. However, the anger and the betrayal still held on strong to his burden heart and there was a rich satisfaction of knowing that the woman would not be sitting comfortable for a while.

After a long moment Holly's cried died down into muffled sobs and sniffles. She felt absolutely miserable and the helplessness and vulnerability she felt was overwhelming. Holly's emotions were becoming irrepressible tormenting her troubled heart making it impossible to focus and gain control. The evident ache in her backside reminded her of how ridiculously reckless and stupid she was.

Dean let out a deep hallowed sigh as he turned his head to look at the pitiful woman. He stared at the back of her head intently as he pushed his brows together in deep thought. After making his decision he lifted the belt once more and cracked it down on her beat red bottom.

Holly cried out and whined as her legs bent up straining her lower back slightly. Dean patted the back of her right thigh with the belt indicating for her to put her legs down. The unsaid threat of being smack there made Holly whine miserably before lowering her legs back down. From the impacts of the spanks and Holly's jerking moments forward, her boots no longer touched the ground and her legs hung over Dean's knee with no support to steady herself.

"Am I getting through to you, Holly Marie?" Dean asked sounding very much like parental figure which made Holly's chest tighten and teeth grind simultaneously.

"You're hurting me." Holly grumbled out despondently sounding many years younger than her current age. However, there was a tightness to her voice that made Dean's jaw clench in irritation.

"I'm spanking you and it better hurt." Dean said sternly offering her no sympathy before smacking the belt down on the exact same spot as the last.

"AHHHHH OWWWW!" Holly cried out feeling tears line her eyes once again making her eyes sting. "Please, s-stop. I'm sorry, I'm s-so sorry." Holly blubbered out miserably letting the tears slide down her raw cheeks.

Dean hummed deeply in his throat in response like he was unsure about her sincerity.

Dean crack down the belt once more on the center of her backside before tossing the belt onto the ground letting it clank dully onto the dirt.

Holly gasped as she felt a wave of relief that Dean had finally decided to stop his unrelenting assault on her poor bottom. However, that relief was very short lived as his palm immediately smacked down on her bottom persistently.

"Are you going to ever leave without telling me again?" His voice was severely accusing and there was a clear undeinable hurt that line his tone as Holly could feel it in every spank that fell down on her raw sensitive flesh.

There was a jap of pain that shot through Holly's heart like a piecing knife. His words sunk deep into her heart as the guilt and shame of hurting the man consumed her.

"N-no never a-again. I'm sorry, so-so sorry." Holly's words of sincerity spill out of her as her unquestionable love for the man displayed honestly in a pained tone of regret.

Holly's sorrowful cries of apology rung painfully in Dean's ears and Dean immediately ceased his punishing hand releasing his hold on Holly. He gently pushed Holly off of his knee letting her slide down to the ground. Holly's naked bottom connected with solid cold ground making her hiss in discomfort. Holly immediately shifted her body so her weight was on the side of her thigh.

Holly looked up at Dean with blurry tear-filled eyes. He was sitting on the very edge of the Impala his legs spread wide apart as he rested his elbows on his thighs. He was leaning forward slightly with his head dipped down his pendant hanging off his neck as he burred his face in his hands.

Holly looked up at his dejected posture, his frame shaking slightly as Holly heard an unsteady breath escape the man. Holly quickly swiped her sleeve over her eyes trying to regain focus on the man above her feeling an overwhelming sense of worry come over her. Holly quickly tugged at her jean pulling them up just under her cheeks. Holly got onto her knees scrunching her face up in pain as she gentle pulled the rough fabric over her mistreated bottom. Holly hissed as she tried to do it as carefully as possible, but it was no use, it hurt tremendously. Her body was practically screaming at her to stop, but there was no way in hell she was going to have her pants down displaying her naked ass to the brothers, her dignity just wouldn't allow it. Once her jeans were set over her burning backside, Holly zipped and button her jeans. Holly's aching heart swarmed with concern as she shuffled her knees over to the man hesitating for just a moment before placing her palms gentle on his knees. The man's tense body relaxed slightly at Holly's touch, but he did not move or turn his head up to look at her.

"Don't leave me." The words came out small and vulnerable as his tone was pleading. "I-I can't lose you. I just can't."

Holly blinked in shock as her mouth parted slightly her heart filling with pain as she had never heard his voice so fearful and vulnerable before. Holly bit her lip feeling her eyes sting with fresh tears for the man that she hurt.

Holly swallowed hard before griping onto Dean's forearms gently pulling them until he gave in and lifted his head.

"Hey." Holly declared gently as she tilted her head down to catch his eyes. Dean's eyes were lined with unshed tears. Dean sniffled casting his eyes away from Holly looking everywhere except down at the woman as he rocked and fidgeted rubbing his hands together trying to control his overwhelming emotions.

"I'm not going anywhere." Holly stated feeling an excruciating pain in her chest at seeing the strong man succumb to fear. It broke her heart seeing Dean this way and the worst part was the fact that it was all because of her. Holly's tears spilled over her cheeks as she looked up at the man she loved.

"I-I love you." Holly stated honest and lovingly with a tone of total vulnerability.

As soon as the words passed over Holly's lips Dean's eyes finally fell upon Holly's beautiful flushed face. His heart leaped in his chest as a strong rush of desire overwhelmed his heart. Dean inwardly shorted at the irony. He had just given the woman one hell of a spanking and she was telling him she loved him. Holly had never ceased to amaze him. However, as always, Dean masked his face with a neutral expression, but his eyes displayed his love vulnerably as he looked at her with affection and that was good enough for Holly.

Dean swallowed before dipping his head down as he reluctantly gave into her.

"Alright." He said to the ground firmly.

Holly's brows pushed together in confusion as she found that a very odd way of responding to her affectionate statement.

"Alright?" Holly asked in confusion a bit of irritation creeping into her tone.

"I'll try." Dean said nodding to himself before looking up at Holly.

Holly's brows raised up on her forehead, her eyes growing wide as she felt a smile of pure delight spread across her face as the realization of what Dean was saying sunk in. Holly could barely contain her joy, but before she could speak Dean stopped her. Dean's expression turned serious as his features harden a bit as he pointed a stern finger at her.

"Don't think just because I said yes that this changes anything. I still expect you to follow my orders on Hunts."

Holly's face fell a bit at his declaration for it was clear he did not share her excitement about it. Leave it to Dean to spoil the moment. However, Holly was just too elated to let Dean spoil her bliss. She was his now and that was everything.

Dean sighed deeply as he found part of him regretting giving in, he was still ever fearful of Holly getting hurt due to the relationship. However, he knew that if he kept refusing her, he would ultimately lose her and she would be unprotected. She belonged at his side where he could love her and keep her safe. Although, Dean wanted to bask in the joy of having the woman he loved, his troubled heart made it difficult as his fear was still running deep in his veins.

"Sure, you want me?" Dean half joked looking away from the woman.

"I love you." Holly said again hoping that the words would sink in better if she repeated it.

"Even though I spank your ass?" Dean asked raising an amused eyebrow at her letting a small smile tug at his lips.

"Did I stutter, Dean Winchester? I love you. All of you. Every-single-part." Holly's words were firm as she stared right into the man's eyes wanting him to understand that she was honest in her love.

Dean hummed deeply in his throat feeling a warmth fill his chest of undeniable affection.

Holly's eyes met his as a small mischievous ghost of a smile played at her lips before giving him a stern glare making Dean's eyebrows rise slightly on his forehead with curiosity and bewilderment.

"But don't think this changes anything. I'm not going to turn into Miss Submissive throwing myself over your knee saying 'yes, sir, please spank me'. That just ain't gonna happen." Holly said giving him a firm look mocking him with a declaration of her own which she was perfectly serious about. She was not submissive and never would be.

Dean smirked at her his eyes twinkling with a glimmer of humor. We shall see about that.

"Wouldn't have it any other way, sweetheart." Dean said giving her a knowing wink that confused Holly, but mostly just made her smile.

Dean leaned back up straightening his back before pointing to a spot on the ground. Holly turned to look at the belt laying carelessly in the dirt. The silent gesture for Holly to pick up the evil thing did not escape her notice and it annoyed her to no end. Holly found it to be a humiliating task to give the man the implement that he had used to spank the living daylights out of her. Holly shot him an irritated look which Dean returned with a raised eye brow of warning. Despite herself, Holly reached down and picked up the infernal thing for one reason and one reason only. Her ass hurt.

She handed Dean the belt giving him a brazen pout as he accepted it. Dean stood up and Holly took large step back as she found herself way too close to the man. Dean eyed her with an unreadable expression as he slid his belt back through his denim loops.

"You're an asshole." Holly found herself boldly saying as Dean's belt was secured around his waist feeling the deep evident ache lingering painfully deep into her butt muscles. Without thinking Holly reached back and cupped her right cheek still feeling the heat seep through her jeans.

Dean's eye brows raised slightly on his forehead at Holly's uncanny inability to keep her mouth shut.

"I could tip you back over my knee?" Dean offered his voice way to serious for Holly's liking.

"No!" Holly practically shouted feeling fear shoot through her like no other. She was almost positive there was nothing left to spank as her as felt raw as hell.

"No, sir." Holly opted politely casting her eyes away from the man hating the meek tone she gave him, but it was all for a good cause she convinced herself as she pushed away her pride and thought about her ass instead.

Dean hummed deeply in his throat before a stern serious expression cast over his face.

"If you even think about risking your life again, I promise you, Holly Marie, this little spanking I gave you will seem like one comfortable memory compared to the one you'll get. You understand me?" Dean asked tilting his head down slightly as he leveled his stern gaze at her.

Holly swallowed feeling a rush of horror pass over as she would never look back on this a comfortable memory and she couldn't imagine it being any worse. Despite wanting to keep her pride, she found herself filling with a healthy dose of childlike fear of Dean's belt spanking her behind again.

"Yes…sir." Holly said looking away from him her cheeks blushing furiously her dignity sting as much as her backside was.

"Come here." Dean ordered his deep voice rumbled out softly.

Holly turned to look at him with wide eyes feeling a bit overprotective of her bottom at the moment as she began to feel concerned for her posterior. Holly just stared at him for a long moment her feet frozen in the spot where she stood.

Dean's eyebrows raised a bit on his forehead before he lifted his arm and hooked a finger at her gesturing for her to come over to him. Holly swallowed as she took a few steps towards him standing just far enough away from Dean to annoy him. Dean impatiently took a step forward pulling the woman into his chest. Dean wrapped his strong arms around her resting his cheek on top of her head. Holly melted into his embrace burying her face into his warm chest. Dean kissed the top of her head before placing his palms on the sides of her face pulling her away from him tilting her head up just enough to look down into her eyes. There was an intense vulnerable affection that glistened from his green eyes as he studied her face. His eye brows frown as a look of remorseful worry passed over his features. Holly blinked up at him in concern. Despite him saying yes to a relationship with her, Holly could tell he was scared and her heart nearly broke at seeing the man's inability to experience the joy of it. It wasn't long before Dean masked his expression planting another kiss on her forehead before releasing her.

It was only when Dean had let go of her that she saw Sam watching them intently with a ghost of a smile crossing over his mouth. His arms were crossed over his chest and he had a rather pleased expression on his face. Holly blushed crimson red as utter embarrassment crashed over her knowing he had witnessed every little detail of that God awful spanking. Including having her underwear ripped off of her backside like a child opening a Christmas present. Holly immediately ran over to the Impala snatching the remnants of her laced undies shoving them into her jean pocket. Holly's cheeks were burning with humiliation as she kept her eyes cast down at the ground. Holly peeked up at Dean who had the gull to smirk at her like he was enjoying seeing her blush. Holly shot him a searing glare showing him exactly what she thought about him ripping off her underwear silently promising herself to talk to him about buying her a new pair. Dean raised an amused eye brow in response to her glower before nodding to the Impala.

Without a word, Dean walked past Holly towards the driver's side door. Holly watched him feeling a sense of dread came over her at the realization that she was going to have to sit down on her raw backside. Holly cast a worried look over to Sam who simply gave her a sympathetic smile before walking towards the passenger door. Holly scrunched up her face in dread inwardly groaning feeling downright sorry for her aching bottom as she slowly made her way to the backseat. Holly opened the back door behind Sam staring at the seat for a good long moment before finally deciding to stop avoiding the inevitable. Holly squeezed her eyes shut as she lowered herself onto the leather seat. Holly couldn't stop the moan that escaped her lips as her backside connect with firm leather. This was by far the worst spanking she had ever had the pleasure of receiving in her life. Dean's belt had cut deep into her butt muscles leaving her bottom with a strong linger ache that sunk deep into the fibers of the tissue. It seemed to encompassed her whole rear end leaving her one big throbbing sore that was a bitch to sit on to say the very least. To say Dean did a thorough job was an understatement. He absolutely killed her ass making her squirm and fidget uncomfortably unable to gain relief. She was reminded the whole way back to Bobby's that Dean's belt was the most evil thing on the plant and how she stupid she was for leaving in the first place and just how much the man really cared for her.

Holly looked into the rearview mirror catching Dean's eyes. He had a firm solemn look on his face, but his eyes seem to hold great affection in them as they twinkled at Holly. Despite her aching backside, she couldn't help but feel a smile tugging at her lips. The man had finally said yes to her and the joy of that seemed to overcome any discomfort and frustration she was feeling. Holly knew that there would be hardships ahead, but that didn't matter. The man she loved had said yes. And she had a feeling that their adventure together was only just beginning.


The End!

I hope you all enjoyed it! Please review and let me know your thoughts!

Big Announcements/Authors note:

So that's the end of this first series of with Holly and Dean BUT I do plan on continuing with another series with these two characters if there is enough interest.

Please help me by letting me know what you would like to see next.

Ideas:

I could write Holly and Dean in a new series continuing from where I left off here with their relationship now established?

Or I could write a sister fic where Sam and Dean have a younger sister? *Note – I am currently Role Play writing with raiju00 who introduced me to the concept. Please check out our current work on her page – Little Sister Chronicles.

Or I could write a similar fic, but with Sam and OC? (I know there are a few of you who want to see Sam dish out a spanking, also I am not opposed to Sam spanking Holly either lol).

Or I could write a whole other fandom with different characters?

So many possibilities! I love it! It is also not out of the question of writing more than one fiction. Although, I am a slow writer, as most of you know.

Please let me know what you all would like to see and don't be shy with any suggestions or ideas.

Thank you all so much for your support!