#synmorite

~~~

“What the fuck is wrong with you, Claire?” Dean growled as he slammed the motel room door shut. “You couldn’t wait 30 fucking minutes for us to get there?!?”

“It was going to be too long, Dean! Who knows what those vamps could have done to that girl in 30 minutes!”

“So what? You just throw yourself to them too hoping they’d rather have you?!”

“I don’t know! Okay?!? I just knew she was in there and scared and alone. I’m a big girl, Dean. I can handle myself!”

Dean’s eyes went hard and he took a step forward. Claire recognized the sudden shift in him. This was no longer the protective Dean. This was the Dean that only came out when she was bad. Claire felt her panties start dampening at the thought of what was about to happen.

“Get on your knees, little girl.” He said in a low voice.

Claire dropped to her knees and opened her mouth as Dean unbuckled his belt.

Dean chuckled at the sight. “Seems you can be good sometimes. Are you gonna be my good little girl tonight?”

Claire nodded as her eyes trailed down to where his large hands were unzipping his jeans and pulling his cock out from his boxers. He was still only semi hard.

“Well, what’re you waiting for? Good girls don’t need to be told what to do, do they?”

Claire crawled forward on her knees and licked her lips as she gripped Dean’s dick and gave a few pumps. She looked up at him through her lashes as she licked from base to tip. His eyes darkened further as she swirled her tongue around his head. His length was hardening quickly as she continued to lick him and pump him. He growled as she sucked his tip between her pink lips.

“Enough of that.” Dean gripped her blond hair in his fist to hold her still while he shoved his cock down her throat. “Take it, little girl. You wanna act like a brat, then you’ll get treated like one.” She fought her body’s desire to gag around him and was able to get him into her throat. She swallowed and Dean groaned.

“That’s better.”

Claire rested her hands on his hips as he started to fuck into throat faster. Tears ran from the corners of her eyes and spit dribbled from her chin. Dean had his eyes closed as he grunted a little with each push into her warm, wet mouth.

He pulled himself away from her suddenly, and backed up a step leaving Claire to fall forward onto her hands and knees. He smirked at her.

“Strip and get on the bed.”

Claire tore off her jacket and shirt. Her jeans caught on her boots as she frantically tried to listen to his command. Once she successfully rid herself of all of her clothes, she turned her back to him and placed a knee on the bed. She leaned forward and placed her other knee on the bed, keeping her legs far apart to give him a view of her dripping pussy. She heard his breath hitch a little and smirked as she got to the center of the bed, turned around and flopped onto her back. She reached down and ran her fingers through her folds, and Dean pulled his own jacket, flannel and t-shirt off. She bit her bottom lip and gripped her breast with her other hand. Dean watched enraptured as her fingertips swirled around through her slick.

“So small, Claire. I don’t know how you ever fit me in that little pussy of yours.” Dean kicked his boots off and pulled his jeans and boxers down his thick bowlegs. Claire’s eyes followed his movements and watched his muscles shift under his skin with every motion.

“Please, Dean. Please fuck me.” Claire whined at him.

“Not yet, little girl. Don’t wanna break you.” He smirked at her. “Not yet anyway.”

He climbed onto the bed and leaned down over her. His lips hovered over hers as he whispered, “Not until I’ve had my fun with you.” He moved down over her body and captured one of her nipples with his mouth. He ran his tongue over her peak until it was hard. He pulled away and blew a cool breath over it causing it to stiffen even more.

“Please, please. Stop teasing. I need more!” Claire begged as Dean circled his finger around her nub.

“So fucking needy, aren’t ya, little girl?” Dean pushed his finger into her hole right as his lips sucked her clit into his warm mouth. She gasped as she tangled her fingers into Dean’s hair and pulled. He grunted and sucked harder. Claire started to squirm as the pressure of an orgasm built in her belly. Dean moved his arm over her hips to hold her in place. She came with a whine and felt herself clenching on Dean’s fingers. Her thighs shook around Dean’s head. He slowed his movements and pulled his mouth away from her as she panted, trying to get her breath back.

“Tell me what you want.” Dean growled.

“I want you to fuck me, Dean.” He smirked at her again as he pulled his fingers from her pussy and pressed them against her lips. She opened her mouth obediently, and licked her own juices from his hand. She saw him grasp his rock hard cock before lining himself up and sinking himself into her fully in one sharp thrust. She tensed as he stretched her out and squeezed her eyes shut. She felt Dean’s lips against her throat as he started to suck dark marks into her sensitive skin. Whispering into her ear, “Always so fucking tight, little girl. So wet and so warm and just so, fucking, tight.” He started to pull himself out from her heat slowly before slamming back in. She grunted and moved her legs up to notch at his hips. His pace was hard and unforgiving. Dean gripped under her shoulders and rolled suddenly, leaving Claire surprised and on top.

“Ride me.” Dean demanded. Claire placed her palms on Dean’s chest as she lifted and dropped onto his length. He reached so deep and she tilted her head back. She could feel another orgasm building and wanted Dean to lose control. Luckily, she knew exactly what to say to make him fuck her harder as punishment. “Oh, Daddy!” She whined out. With lightning speed, Dean reached out and gripped her throat. He held just tightly enough that her breathing was restricted, but not stopped.

“What have I told you about calling me that, brat?” He snapped. She felt herself yanked off of him and thrown onto the bed face down.

His hands gripped her hips hard, sure to leave bruises as he pushed himself back into her harshly.

“Do. Not. Call. Me. Daddy.” Every word was punctuated with a sharp snap of his hips against her ass. “Remember why, little girl?”

She nodded as her hands gripped the sheets.

“Use your words, brat.” He gave another sharp thrust that brushed against her sweet spot in just the right way.

She whimpered. “Because it re-reminds you o-of Castiel.” Claire barely managed to get the words out as he continued his assault on her pussy.

Dean thrust again so hard that Claire involuntarily moved up the bed. He reached around and pulled first one arm, and then the other behind her back. He used her wrists behind her to hold her in place. Each shove into her was hitting that sweet spot inside. The orgasm she felt building was fast approaching. Dean could feel her tightening around him so he reached his arms under her shoulders to yank her back to his chest as he rammed into her. He pressed his palm to her lower belly.

“I can feel myself, ya know. Every thrust, I can feel myself right here.” He said into her ear as he pushed harder on her belly with each thrust.

That pushed her over the edge and she screamed out as waves of pleasure overwhelmed her.

She was still cumming when Dean released his arms from around her and she fell forward. Pushing on her back until she was flat on the bed, he kept his hand between her shoulder blades. He pushed into her and started to throb. Groaning, he gave light thrusts as he continued to empty himself into her tight channel. Claire bit into the pillow as the sensations of his release sparked through her sensitive pussy pushing her into another, smaller orgasm.

Dean had barely pulled out of her before he walked into the bathroom and got into the shower. Claire rolled over onto her back and was still trying to catch her breath when the motel room door opened and Sam entered. A smirk formed as he gazed over Claire, noting the light sheen of sweat covering her skin, the bruises beginning to form on her hips, and his brother’s cum dripping from her abused hole.“Looks like it’s my turn.” He said as he shut the door.

~~~

It was always a fight. You knew that deep down, Dean wanted it all. He wanted a normal life with a wife and kids and the whole “apple pie life” as he called it. He just didn’t think he deserved it.

You blamed John for that. You’d only met him a few times when he came to drag Dean back with him. Dean would have a particularly bad hunt where he lost people to whatever ghost or creature that he was ganking that week. He’d show up at your door, eyes dry and face hard, but you could feel the inner hurricane inside him. The guilt and fear boiling inside. Without any words spoken, you’d hold your door open and let him in. You’d both go to your room and lay down on your bed, Dean’s head resting on your chest, listening to your heartbeat, and your fingers running through his short hair. He’d drift off to a nightmare free sleep in your embrace. Then John would show up within a day or two and destroy your peace.

He’d drag Dean from your house, berating him for going to you instead of finding another hunt and saving people. He’d told Dean that any lives lost from when he could have gotten there and when he actually got there were on Dean. You’d tried to stand up to John for Dean’s sake once, but Dean asked you to stop. You held your tongue after that only because he asked.

After a difficult hunt in New Orleans with a voodoo priestess, Dean showed up at your door like usual. You pulled him in, tended to his cuts and bruises, and then brought him to bed. He spent the next week with you before you both realized that John had never taken this long to show up before.

“Maybe he’s finally letting you go.” You suggested, but you both knew that wasn’t the case. John had spent the last 22 years hunting for the thing that killed his wife. He’d trained his young sons to be soldiers in his war. He’d already lost Sam to college, he wasn’t going to let Dean go without a fight.

Dean tried calling his father, but he kept getting voicemail. He called around to other hunters, but no one had seen or spoken to John.

“I have to leave. I have to find him.” Dean said, green eyes filled with worry.

“You shouldn’t go alone, Dean. I know I haven’t hunted in a while, but let me come with you.”

“No, Y/N. You haven’t hunted in 10 years since your mom died. You promised her that you wouldn’t hunt. I won’t help you to break that promise.” He sucked in a small breath. “I’m gonna go get Sammy. He’ll help me.”

You tried to hide your doubt at that, but Dean looked away.

“I’ll call you as soon as I can, Y/N. Be safe.”

“I will, Dean. I’ll keep calling around to see if anyone’s seen him.”

“Thank you, sweetheart.” He smiled at you before leaning forward and pressing his lips to yours softly. Then he turned and left.

~~~

He called you when he and Sam reached Jericho where John was supposed to be. He called you when they ganked the woman in white and he was bringing Sam back to Stanford. He called you when Sam’s girlfriend was burned to death on the ceiling just like their mother had been. Slowly though, the calls stopped. He was on the road with Sam, trying to find his father. He didn’t have time to stop by your house anymore. While you were not an active hunter, you were still in the network. Others called you and gave you updates on what the boys were doing. But no news on John for months. Then you heard that John and the boys had faced a demon in Chicago. Then they split up again. A couple of months later you heard that Pastor Jim was killed. You tried to call Dean, but he didn’t answer your call. Pastor Jim had taken care of you and the boys sometimes when your parents went hunting. He took you in when your mother was killed. You knew Dean had to be hurting as much as you were. It only hurt more that he didn’t answer. Another call from another hunter, and you were told of Caleb’s death.

You had just hung up the phone, when there was a knock on your door. You opened the door slowly and frowned at the young blonde woman on your porch.

“Can I help you?” You asked politely.

The woman grinned brightly. “Depends. Are you Y/N Y/L/N?”

“Yes. May I ask who you are?”

“My name’s Meg. Friend of John’s.” Then her eyes flicked into inky pools of blackness.

Demon.

You had never encountered one yourself, but you knew that’s what black eyes meant. You slammed the door and ran for your closet where you kept a shotgun loaded with rock salt. You didn’t get far before your door blew inward and a large chunk knocked you to the ground. Your head slammed into the floor and you dazedly tried to get back up to your feet. You heard Meg’s boots clicking on your hardwood floors as she approached you.

“Now, now. No need to fight or run. You’ll only make it harder on yourself.” Meg taunted.

You felt a hand in your hair as Meg gripped it and slammed your head into the floor. The world went black.

~~~

When you woke up, your hands were tied behind your back and you were laying in complete darkness. You could feel a rumble under you that meant you were in a car and the darkness meant you were in a trunk. You twisted your wrists around to try and escape from the ropes, but they were too tight. After a while, the car slowed to a stop, and you heard two car doors open and shut. The trunk popped open and you blinked into the sudden light. A dark haired man loomed over you before grabbing your arm and yanking you from the trunk. You stumbled out and fell to the ground as your legs failed to hold you upright.

“C’mon, you stupid bitch.” He growled at you. He dragged you into a decrepit warehouse. You could hear the female demon speaking to someone and heard a low voice answer her occasionally. The man yanked you along with him until you saw Meg standing with none other than John Winchester himself. John’s eyes widened briefly when he saw you and you saw hesitance in his stance before his eyes hardened and he looked back at Meg.

“What’s she doing here?” He asked gruffly.

“Gotta have some sort of insurance, don’t I, John?”

He didn’t relax. The male demon pushed you to your knees in front of him and held a blade to your throat.

“So I suggest you give us the gun.”

John’s eyes flicked back and forth between the two demons.

“NOW!!!” Meg shouted.

John handed a gun over to Meg who took it carefully.

“This is the Colt?” She asked. John just looked at her and she handed it to the male demon. “What do you think?” She asked him. He took it with his free hand, but kept the knife steady at your throat with the other. He turned the gun a little in his hand before cocking it. You tensed, expecting the shot before it happened. What you hadn’t expected was that it was Meg he shot.

She stood there stunned before exclaiming, “You shot me! I can’t believe you just shot me!”

The male demon tossed the gun to the side and said, “It’s a fake!”

Oh no.

You understood John’s hesitance at first now. He knew it was fake. And he knew that his actions would most likely result in your death now.

“You’re dead, John. Your boys are dead.” Meg said as she approached him menacingly.

“I never used the gun, how could I know it wouldn’t work?”

You had to give him credit. He was trying at least. His eyes flicked back to yours and you could see the guilt in them.

“I’m so not in the mood for this. I’ve just been shot!”

“Well then, I guess you’re lucky the gun wasn’t real.”

“That’s funny, John. We’re gonna strip the skin from your bones, but that was funny.”

You felt the knife press into your neck and met John’s eyes again.

“Don’t tell Dean what happened here, John.” You said and he nodded. “Now run!” You pushed your neck forward and along the knife. The demon was holding it so firmly in place that it didn’t budge as you slit your own throat on it. The demon dropped the knife in surprise and Meg turned to you at the sound.

“You stupid little bitch.” She growled.

You saw John turn and bolt out of the room. You fell to the ground as blood poured from your neck. Meg came over and kicked you in the stomach in anger. Through your fading eyes, you saw Meg and the male demon follow after John. You prayed that he was able to get away with your last breath.

It had been a long hard hunt and you were grateful when you could finally curl into the lumpy motel bed. You had gotten first dibs on the shower so you were the first one to crawl into the sheets of the bed you were sharing with Dean. As soon as you closed your eyes, you were out.

You weren’t sure how long you had been asleep when you felt the bed dip slightly and smelled Dean’s body wash. He scooted under the sheets with you and moved to press himself against your back. He carefully slipped his arm under your head and his other arm around your waist. He always wanted to cuddle like this when you guys were out on a hunt. When you were at home in the bunker, he felt safe and knew you were safe so he didn’t feel the need to hold you so tightly. He was terrified that you’d somehow go missing while he slept so he held you all night. You didn’t mind.

His warm palm rested on the bare skin of your stomach and his thumb rubbed back and forth lightly. Slowly, his palm moved upwards to cup your breast and his thumb rubbed over your stiffening nipple. You felt him move slightly behind you so he could nuzzle into your neck. He kissed and licked and nipped at your exposed skin. You shivered at the feather light touches.

“What are you doing?” You whispered so you wouldn’t wake Sam who was snoring away in the other bed.

“Touchin’ you.” He whispered back before licking up the shell of your ear.

“Yea, no shit, Winchester. Why aren’t you going to sleep?”

“Want you.” He squeezed your breast and rolled his hips against you so you could feel his hard cock. You involuntarily gasped at the feeling and couldn’t help but roll your own hips back causing Dean to groan into your ear.

“But Sam-“

“Think we can be quiet?” He tugged your earlobe with his teeth.

“Well he didn’t wake up that time in Ohio...” You were caving and Dean knew it.

“That was hot.” He chuckled. Then he bit into your neck. You loved it when he bit you and marked you up. You stifled the moan that wanted to crawl from your throat, and instead pushed your ass back against Dean’s cock again. You felt him groan in his chest, but he kept his mouth shut so the sound didn’t escape.

He shifted the arm under your neck so that he could tease your nipples with that hand. With the newly freed hand, he stroked down your chest, belly, and under the waistband of your sleep shorts. He stayed above your panties. He moved downwards towards your pussy and ran his finger over the front of your underwear which was soaked.

“So wet, sweetheart. Let me in.”

You turned your head and his lips met your eager ones. You opened your mouth to him at the same time as you hooked your leg behind over his so he could have easier access. He quickly ran his fingers down pressing the damp fabric into your sensitive folds. You could feel him growl low in his throat. He pushed your underwear to the side so he could slip a finger inside you. Dean’s chest rumbled with pleasure.

“Think you can take me sweetheart?”

“Always, Dean.” You husked out.

Dean pushed your shorts and panties down as far as he could. You felt his cock slide between your folds and gather your slick. He notched at your entrance and slowly pushed into you. There was a bit of pain with the stretch but you loved a little pain. You held your breath until he was fully seated in you with his pelvis pressed against your ass.

“Breathe, baby girl.” He chuckled softly.

You pulled in a shaky breath.

“You ready for me to move?”

“Oh god, yes.” You moaned softly.

“Remember to be quiet.” Dean said as he pulled out till just his tip was left before slamming back in. He kept a steady pace that had you panting.

“Harder. Faster.” You whispered.

He grunted but his pace picked up. You turned your head into the pillow to stifle your moans and Dean’s mouth attached to your neck. He sucked and bit your skin to drown out his own noises. You could feel the tension throughout your body building until you came, shaking and trembling with a soft cry into the pillow. Your clenching pussy was too much for Dean and he growled and bit down hard on your neck as he emptied himself inside you. You kept your face buried into the pillow as you caught your breath. Dean breathed heavily against your neck before he pulled away with a soft chuckle.

“Sammy’s still out.” He whispered to you.

You pulled your face away from the pillow and whined a little as Dean pulled out of you.

“So you think you can sleep now?” You asked pulling your panties and shorts back up.

“Maybe.” Dean mumbled as he spooned you again. Within moments, his breathing evened out and he was fast asleep. You followed not long after with a smile on your face.

You rolled out of the bed in the morning and stretched. Sam glanced at you and did a double take as he saw your neck.

“Are those from the hunt?” He asked.

Dean was sitting up in bed now and glanced at the hickeys covering the one side of your throat.

“Nope.” You said, popping the p and headed for the bathroom. Dean was smirking at his brother, waiting.

“You didn’t have them yesterday.” Sam said, but then he saw Dean’s face.

“SERIOUSLY?!? Again?!? Why can’t you guys just wait till you’re alone?!”

Claire liked to think she was patient. She knew she was lying to herself, but it was a nice thought. Ever since the boys agreed to let her watch them together, she stuck with them. Normally, she would be on her way after a good fuck until the next time. But she just couldn’t wait. She needed to see them together. It was all she could think about. The boys fucking knew it too. There were more lingering touches between them. More groping. More kissing. More flirting. More of everything. Well, everything except what she wanted most. To see them fuck each other. She stayed with them, hunt after hunt after hunt. She practically lived with them in the bunker when not hunting. And just to make matters worse, neither one of the boys would fuck her either. She was feeling extra horny and tried with Sam first. Maybe if she had tried with Dean first, she might’ve gotten somewhere. But Sam was sitting in the library doing research while Dean was out at a bar. She walked into the library just wearing panties and a t-shirt. Hopping up onto the table, she sat cross-legged. Sam glanced up at her and laughed. Claire pouted at him. “Nice try, Claire. Subtlety is not your strong suit.” She gave up quickly on Sam, and tried Dean next. She waited till he was in the shower and then walked in and stripped before joining him. He smirked at her and grabbed the soap. He ran it down her skin, but stopped right before he reached the juncture of her thighs. Tracing his finger back and forth over her wet skin, Dean leaned forward and whispered into her ear, “Sammy told me what you’ve up to, little girl. He thinks you should wait.” Dean pulled his hand away and put the soap back as Claire whined at him. “But I don’t want to, Dean.” “You remember that having a lack of patience is how you got into this mess? You didn’t wait with those vamps, so you had to be punished. Still haven’t learned your lesson then, have you?” Dean stepped out of the shower and grabbed his towel as he left Claire under the running water. ~

It was two months. She knew that there was no way they hadn’t had sex in that time which just made her so much madder that they were clearly just playing with her. If she wasn’t getting to hunt so much, she would have just left them. Maybe she would have. Ok, probably not. But that was also two months that she hadn’t gotten any sex, so she was a bit on the irritable side. Ok fine, a lot on the irritable side. So when the boys dragged her out on a ghoul hunt, she was more than a little pissy with them. She tossed her bag in the back of the Impala and put her earphones in as soon as she settled in the seat. She could see both Sam and Dean trying to talk to her during the drive, but she continued to give them the silent treatment until they gave up. It was already 9pm when they finally pulled into the motel. As soon as Dean unlocked the door to their room for the next few days, she shoved past him ignoring his indignant “Hey!”, dropped her bag on one of the beds, and went into the bathroom, locking the door behind herself. She stared into the mirror for a moment before getting angry with herself for hanging around. They probably changed their minds about letting her watch and just didn’t know how to tell her. Sighing heavily, she decided that she didn’t want to wait anymore. She wanted to get fucked and she wanted to get fucked tonight. She opened the bathroom door and was surprised to see the motel room empty. She saw the boys’ bags on the other bed before spotting the note left on the little table in the kitchenette. Picking up the note, all it said was that they went for food and would be back soon. She crumpled the note and threw it in the trash before opening her bag and pulling out a short denim skirt and a low cut black top. She changed and then pulled her boots and leather jacket back on. She made sure that she had her phone and wallet with her fake ID before calling an Uber to take her to a bar just outside of this little podunk town. There was a bar across the street from the motel, but she didn’t want any of the hicks that might be there. The bar outside of town seemed to be more popular with people her age. Once the uber driver dropped her off, she went in and settled down in a seat at the bar. She ordered a shot of whiskey and a beer before gazing through the crowd to find someone acceptable to take her home for the night. Her hungry gaze landed on a guy with stubble and shaggy hair. He had a smirk to die for and seemed to be a little older than most of the modest crowd. He was sitting at the other end of the bar also surveying the crowd. Claire smirked to herself and threw back the shot before picking her beer up and heading over to him. He spotted her and smiled brightly. She sat down on the stool next to him and leaned forward so her breasts were pushed up. The guy’s gaze immediately flicked downward to look before dragging back up to her face. “See something you like?” She asked, taking a sip of her beer. “Oh yeah. Definitely. I was beginning to lose hope at finding anything interesting here. How about you? Anything you like?” His voice was just deep enough for her liking. “Yea, I think so.” She let her gaze drag up and down him appreciatively. “M’name’s Graham.” “Katie.” Claire said, giving the name on her ID. In less than an hour, Claire and Graham were kissing hungrily in a back hallway of the bar. She pulled away for air and he immediately started licking and kissing at her throat. He wasn’t bad, but he definitely wasn’t good. Claire just hoped the sex would be better than the kissing. “C’mon, let’s get out of here and go somewhere more private.” She said as she pulled his head away from her neck. “Yeah, okay.” Graham said breathlessly. Grabbing his hand, she pulled him back towards the front door of the bar. As soon as the door shut behind them, her heart dropped at the sight in front of her in the parking lot. Sam and Dean were leaning against Baby and staring at Claire. “Oh, shit.” She said. Dean looked positively murderous while Sam looked calm and collected, but she could feel the waves of anger

flowing off of him. She looked back at Graham, trying to decide if it was even worth it at this point. Sighing heavily, she said to him, “Look, you might want to go find some other chick in the bar, cause this isn’t gonna happen.” “Wait, what? I just spent the last hour with you! You owe me!” Unfortunately for him, Graham said that loud enough for the boys to hear and Dean had the guy by the throat before he could take another breath. “The fuck you just say to her?” He growled. “Who the fuck are you?!?! Lemme go!” Graham tried to pull Dean’s fingers off his throat. “Dean, c’mon, he’s not worth it.” Claire urged. Dean growled again before throwing Graham away from him. “Damn right he’s not.” Dean stared hard at him. “Get the fuck home. Now.” Graham scrambled away to a beat up old car before peeling off out of the parking lot. Once he was out of sight, Dean turned his glare to Claire and she flinched. “And you get the fuck into the car now. We’re going back to the motel.” She heard the door of the Impala open and saw that Sam opened the back door for her. She slinked off into the backseat. It was dead silent on the ride back to the motel. Once they made it back, Sam levelled Claire with a look and said, “Go to bed, Claire.” She opened her mouth to argue about how she was 18 and they couldn’t tell her what to do, but seeing the stony looks on both of their faces, she decided she wouldn’t test them. She stripped out of her clothes and pulled on a large T-shirt to sleep in before crawling under the covers and shutting her eyes. It wasn’t long before she fell asleep.

~

Something was wrong. There were strange noises in the dark and Claire couldn’t move right. She heard a grunt and her eyes shot open. The room was dim with only a table lamp on, but her eyes immediately focused on the two bodies in the bed next to hers. Two naked bodies. Sam was leaning over Dean, kissing him deeply. He was also slowly jerking Dean’s cock in his hand. Dean let out another grunt as Sam twisted his wrist on the upstroke. Claire immediately felt wetness pool between her thighs at the noise. She tugged on her wrists and realized that they were tied to the headboard. She also realized that she was completely naked. When she looked back at the boys, Sam was smirking at her. Dean’s head was thrown back as he gasped with Sam’s hand movements. “Looks like someone finally woke up for the show.” Sam kept his eyes on Claire as he leaned back down and took one of Dean’s nipples between his teeth. Dean grunted and thrust up into Sam’s hand. Claire went to squeeze her thighs together and realized that her ankles were tied to the opposite end corners of the bed so that she couldn’t do anything to create any friction for herself. “Yeah, I cannot believe you slept through Dean tying you down and stripping you.” “Please, Sam.” “Oh no, baby girl. I told you that you’d be tied down. And you haven’t been very patient over the last couple of months, have you? Not to mention the stunt you pulled tonight. So absolutely no touching, babygirl. Not if you want either one of us to play with you.” Claire whined out, “Okay, Sam,” knowing that there were no other options. Any options she wanted anyway. Dean’s eyes turned to Claire and she held his gaze as Sam lowered down and took Dean’s length in his mouth. Dean’s mouth fell open as a hand weaved into Sam’s chestnut hair and held on. Sam licked and sucked until Dean was bucking up softly into Sam’s mouth. His eyes still trained on Claire, Dean asked, “Can I taste her, Sammy? Please?” Sam pulled off of Dean with a small pop. “Okay, Dean. Because you have been such a good boy for me, I’ll let you taste her. But she’s not allowed to cum. I’ll let her get my dick nice and wet for you while you play with her.” Dean nodded eagerly before scrambling over to Claire. She was already spread wide so he settled between her thighs and licked a long stripe up her center. She gasped at the sudden touch. Dean let out a happy sigh as he continued to lick and suck at her. Sam climbed over her so his knees were above her shoulder. “Suck.” He commanded. She lifted her head and eagerly took Sam’s length into her mouth, swirling her tongue around his tip before pushing forward to take as much of him as she could. The angle was awkward, but Sam understood and didn’t try to control her actions. He let her go at her own pace. She could feel a climax approaching and hummed around Sam, but Dean slowed his ministrations, letting her orgasm melt away. Once she was no longer on the edge, he picked back up until she was close again before slowing down and letting it fade. She groaned in dissatisfaction as Dean edged her a third time. Sam grinned down at her. “What the matter, baby girl? Want something?” She pulled off of him and pleaded, “Please, Sam. Just let me cum. Please.” Sam leaned down and stroked a thumb over her lower lip. “Hmm. How about I let you have one orgasm tonight. Just one. Do you want it now, or would you rather have a cock in you?” She threw her head back in frustration. “Careful now, baby girl. If you’re a brat, you’ll get nothing.” Immediately, Claire calmed herself. “I’m sorry. I’ll wait until you decide I can have a cock.” Dean was still licking at the slick pouring from Claire’s hole when she felt him press a finger into her. She gasped and jerked up, and Sam turned to look at his brother. “Seems I have two brats tonight. I told you that you could taste, Dean. I didn’t say you could finger her.” “But Sammy, she’s so soft, and wet, and warm.” “And wouldn’t you rather feel that around your cock instead of your finger? If you’re not careful, I won’t let you cum either, Dean.” Dean immediately

pulled his finger free. “Sorry, Sammy. I’ll be good.” “Good. Now it’s time to get that hole of yours ready for me.”

~

Claire had never seen Dean look so desperate. So wrecked. Hell, she had never seen him so submissive. He was always so dominant with her. He gripped the sheets in his fists and whined and whimpered with every thrust of Sam’s cock in his ass. “Please, Sammy. Harder. You can go harder.” “Such a little whore for me, Dean. So hungry for his baby brother’s cock.” Sam snapped his hips against Dean harder. Dean let out a gasp and buried his face into the bed. She could hear Dean breathing out and chanting “fuckfuckfuck” as Sam continued to pound into him. She felt a shiver of desire run through her body as her gaze remained intent on the two brothers. She twisted against her restraints and whined. Sam’s gaze locked on her and he pulled his cock free of Dean’s. “Sammy, please!” Dean begged. Sam gave him a hard smack across his ass. “I want you to fuck her. Destroy that little pussy.” Dean turned and looked at his little brother. “But I want you to fuck me.” He whined. Sam smirked, “Who said I wasn’t going to fuck you too?” Dean didn’t hesitate to climb back onto Claire’s bed. He shoved a thick finger into her to try and open her up a little. She gasped at the sudden intrusion and bucked against his hand. Sam was still kneeling on the other bed, stroking his cock. Dean pushed a second finger into Claire and she winced at the stretch. “Enough, Dean. Fuck her.” Dean frowned at his brother. “She’s still too tight.” “But she’s wet enough. I can hear how wet she is. She’ll loosen up once you get going. Besides, it’s not about her tonight. She is being punished after all.” Claire looked back and forth between them. Dean still looked unsure. “Fuck me, Dean. I can take it. I want it.” Dean didn’t hesitate any more and lined himself up before pushing in. He had to fight for every inch he gained inside her as she panted at the burn. Once he was fully seated, she threw her head back, blonde hair scattered all over the pillow. Dean’s forehead rested against her chest and his forearms wrapped under her shoulders as he breathed deeply. She could feel his legs quivering as he tried to control himself. He jerked suddenly and Claire looked down to see that Sam was standing over them, stroking a hand up and down Dean’s back. “How’s that feel, De?” “Fuckin’ tight.” Dean grunted back. The bed dipped as Sam climbed on behind Dean. His large hands gripped Dean’s hips as he rubbed his cock over Dean’s ass. Dean shuddered deeply and pulled back from Claire to push himself back against Sam. Claire thrust her hips, but her movement was limited since she was still tied down. Sam noticed and reached over to tug the knots around her ankles free. She immediately pulled her legs up to wrap around Dean’s waist. She felt Sam run his hands up and down her legs before gripping her thighs and pulling her into Dean. Dean groaned at the feeling before lifting his head and kissing Claire hard, shoving a tongue into her mouth. She started to grind her hips against Dean, needing more. “No baby girl. Stay still.” Sam ordered. She obeyed reluctantly and felt his hands return to Dean’s hips. Dean’s cock twitched inside her as Sam slid back into Dean’s tight warmth. “Fuck us, Dean.” Sam commanded. Dean shuddered as he started a slow rhythm of fucking into Claire while fucking back into Sam. Before long, his speed picked up and Claire was holding onto the ropes around her wrists desperately. Sam growled and started shoving hard into Dean, pushing him into Claire and breaking his rhythm. Dean whined out, “Sammy, ‘m gonna cum if you keep that up.” “Then do it. Fill that bitch up.” Claire and Dean moaned in unison as Sam continued his rapid, hard thrusts. Claire felt the coil tighten in her belly and could tell that Dean was close too as he started to throb inside her. Dean’s chest was pressed against hers and as she felt the dam inside her break, she bit hard into his shoulder. Dean gasped and used his grip under her arms to her shoulders to pull her onto him as deep as he could get before unloading himself inside her. “Fuck!” Sam cried out as he gave a few more hard shoves

Dean had barely pulled out of her before he walked into the bathroom and got into the shower. Claire rolled over onto her back and was still trying to catch her breath when the motel room door opened and Sam entered. A smirk formed as he gazed over Claire, noting the light sheen of sweat covering her skin, the bruises beginning to form on her hips, and his brother’s cum dripping from her abused hole.

“Looks like it’s my turn.” He said as he shut the door.

Claire couldn’t help herself. She needed to be bratty. "I dunno, Sam. Dean fucked me pretty good. Not sure you could do better." She trailed a hand down her body to her folds. Swiping a couple of fingers through the mess that Dean left, she brought them back up to her mouth and licked them clean. Sam raised an eyebrow at her before reaching down and grabbing a piece of cloth from the floor. He walked over to her and shoved her own panties into her mouth. He yanked his belt off and grabbed her wrists in one large hand before wrapping the leather around them and securing the other end to the headboard.

Sam smiled wolfishly at Claire all stretched out and gagged on the bed.

“That’s so much better now. Not quite as bratty when you’re tied down and silent, are you?”

Sam stepped back from the bed and stripped his clothes off. His cock was longer than Dean’s while Dean had more girth. He was also harder than Dean had been when they started, but Sam always got turned on more when he had someone tied up and at his mercy.

He reached forward and dipped his fingers into her hole to gather some of Dean’s cum and her slick. He wiped the mixture onto his cock and then started to pump up and down slowly.

“Now, you can be a good girl, can’t you, baby girl? You remember that good girls don’t cum until I say you can, right?”

Claire nodded.

“And I think that tonight, you should wait until I’m cumming before you cum. You think you can do that for me, baby girl?”

Her eyes widened. He’d never made her hold out so long before.

“I think you can be good for me and hold off.” He reached forward with his free hand and ran it up the smooth pale skin of her leg, still watching her.

She nodded hesitantly and Sam smiled.

“Such a good girl for me.”

Sam climbed up onto the bed and ran his hand down her chest, over her belly until he was cupping her mound. Slowly, he teased his middle finger down between her folds and around her clit. She was still sensitive from when Dean fucked her. She groaned at the feeling, knowing that she was going to have trouble holding off her climax for so long. Sam liked to make her wait to orgasm while Dean liked her to have multiple. He slipped his fingers lower and pushed a couple of them into her tight channel. She whined at the full feeling.

The door to the bathroom opened and steam wafted out as Dean walked out with a towel around his waist. He looked over and saw Sam playing with Claire. He grinned and sat down on the edge of the other bed to watch.

“I see you found the present I left for you.” He said.

Sam quickly grew tired of playing with her and pulled her legs apart before settling in between them. He lined himself up and started to push into her.

“You didn’t open her up enough, Dean.” Sam grunted as he continued pushing his length into Claire’s hole.

“I did, she’s just tight as fuck, Sammy.” Dean replied with a smirk. “Besides, I left plenty of cum in there. That should help ya to slide right in.”

Sam finally bottomed out with an exhale. Claire was breathing deeply through her nose at how deep Sam was inside her.

“She’s almost as tight as you are, Dean.” Sam panted out.

“Doesn’t he feel good, Claire? So big, right? Sammy knows just what to do with that cock of his to leave you squirming.” Dean tugged the towel off as he gripped his cock.

Sam carefully pulled out before thrusting back in sharply. Claire grunted out. It was a bit painful, but both she and Sam knew she could take it.

Sam watched her face before saying, “Maybe I should fuck a baby into you, Claire. Maybe you’d stop being a brat and learn some responsibility then.”

Claire clenched as she let out a whimper around the gag. Sam smirked down at her. “You like that, don’t you? Such a little whore who wants to be fucked full of our cum.” She felt Sam slide in and out easier as she got wetter. Now that Claire was more relaxed, Sam got into a steady rhythm.

Dean was sitting on the edge of the other bed, watching as Sam fucked into Claire with sharp thrusts, the sound of skin slapping and small grunts and moans from them echoing through the otherwise quiet room. His hand squeezed and slid over his own cock as he watched the muscles in Sam’s stomach tense with every thrust. Sam glanced over at Dean and saw him breathing in short pants and his cock weeping precum.

“Didn’t get enough when you fucked her, Dean?”

Dean’s eyes flickered up to Sam’s face before going back to where Sam’s cock was moving in and out of Claire.

“She’s not as good as you are, Sammy.”

Sam barked out a laugh. “Hear that, brat? Dean prefers his brother fucking him over fucking you.”

Claire moaned as thoughts of Sam fucking Dean filled her head.

“Shit, she just got wetter.” Sam breathed. “Maybe we should let you watch sometime, baby girl? Would you like that?”

Claire nodded frantically as she clenched around Sam again and whimpered.

“Course we’d have to tie you down. Can’t have you touching yourself to our little show, could we? Cause that would just be naughty. What type of person gets off on watching two brothers fuck, huh? Sounds like someone who’s a brat to me.”

Claire could feel the coil tighten in her belly even more. She was trying so hard to hold on, but it was a battle she was beginning to think she might lose. Claire knew the brothers fucked, but the chance to actually watch them? Just thinking about it was bringing her so much closer to her end. She could feel herself right on the edge.

“I can feel that you’re close. But you know the rules. You don’t cum till I do. I want to feel you as I cum deep inside this pussy of yours.” Sam pulled back and sat back onto his heels. She whined at the loss of him. He yanked on Claire’s legs until her ass was settled onto his thighs and shoved himself back inside her with a grunt. The momentary break was just enough to pull her back from the edge and the angle changed just enough to give her a little bit of relief.

“Get over here, Dean. I want to look at you while I fuck her.”

Oh no. She thought. She thought Sam was being merciful, but he was making it so much worse.

Dean got up quickly and moved onto the bed by Claire’s head. He positioned himself so his cock was pointed over her chest. Claire whimpered again at the close proximity of Dean as well now. Her eyes focused on his hard cock as he continued to stroke it over her. She wanted to take him into her mouth and taste him, but she was still bound and gagged. She was nothing more than a pussy for Sam to fuck at the moment. Seeing movement from above her, Claire watched as the brothers’ lips met and moved together. They were so perfectly in sync that she clenched around Sam’s cock. He moaned a little in Dean’s mouth which only spurred Dean to pull on his own cock harder.

“C’mon baby boy. I know you want to cum all over her.” Sam whispered against his brother’s lips as he thrust even harder and deeper into Claire. She felt tears leaking down from her eyes as she desperately tried to hold off her climax. Sam glanced at her as he could feel her pussy fluttering around his length. Sam moved one of his hands from her thigh up to Dean’s head and grabbed a fistful of hair before smashing his lips against Dean’s and licking into his mouth.

Dean cried out at the sudden roughness and began to cum in thick spurts over Claire’s chest. The noise pushed Sam into his climax just as Claire lost her battle against her own. Sam pushed in deep as Claire’s legs trembled around him and her vision whited out. As Sam gave a last couple of slow thrusts and Claire tried to get air through her nose, Dean flopped down on the bed next to her with a grunt. Claire winced as Sam pulled out of her before reaching forward and pulling her panties from her mouth so she could breathe more easily. Sam dropped them to the floor and went into the bathroom. She heard water running before Sam shut it off and came back out with a damp washcloth. He walked over to Claire and tugged his belt loose from around her wrists. She brought her wrists down and rubbed them where they were red from her pulling while Sam cleaned her up as best he could. She knew that she’d be leaking both brothers’ cum for a while. She sat up, and Sam frowned as he saw her wrists.

“Sorry, baby girl. Didn’t mean to make them so tight. You okay?”

Claire smirked up at him. “I still could’ve gotten out of them, cowboy. I only stayed tied up and gagged cause I wanted to be.”

Dean snored loudly from next to Claire and Sam snorted at him.

“Such an old man. Passing out so quickly.” Claire said as she rolled her eyes.

“I ‘eard that.” Dean grunted before rolling over and tucking a pillow under his head.

Sam smiled at his big brother.

“So, uh… would you really let me watch? You know… you two… together?” Claire asked timidly.

Sam looked over at her in surprise. “You really want to? Like I know that you know we fuck, but it’s different actually seeing it, isn’t it?”

Claire shrugged. “Sounds hot. Seems like it could lead to a lot of fun.” She smirked at him.

“Uh, yeah, sure I guess. I’m sure Dean would be into it.”

You heard a muffled “yup” come from Dean, and Sam laughed.

“Then sure, you can watch us sometime.”

Claire grinned. “Awesome. Just, maybe, give me some time to recover from tonight.”

Sam smirked at her. “Oh, trust me baby girl, there’s no amount of time you can ever take to recover enough from us.”

You woke with a heavy hand on your stomach, the thumb stroking across your bare skin slowly.

“Evenin’ sweetheart.” Jensen’s deep voice rumbled into your ear softly.

“How long I been asleep?” You asked, just as soft.

“Coupla hours I think.”

You hummed and burrowed into the pillows and blankets again.

He chuckled. “Not getting up?”

“Uh-uh.” You mumbled.

“You alright?” You felt him pull you a little tighter against him and nuzzle his nose into your hair. “You been taking a lot of naps recently.”

You shrugged. “Just tired.”

He was quiet as his thumb continued to stroke over your belly.

“Work’s just been exhausting lately. As soon as I log off for the night I just want to curl up.”

“Maybe you should take a day or two off?”

You scoffed. “I work from home, Jensen. What’s taking time off really gonna do?”

“You may be working from home, but you’re still working. Doesn’t matter that you’re not in the office.”

You glared at him. “Stop being right.”

You could feel his grin against your neck. “Never, sweetheart.”

“Well, what would I do with a couple days off? Can’t go anywhere.”

“Don’t need to. Just need to relax. Take a bubble bath. Sleep in. Catch up on a book. Spend some time with your husband who’s also taking time off.”

You rolled over to face him. His green eyes were soft as he looked at you.

“So?” He asked.

You sighed and tucked your head under his chin. His beard tickled your hair. “Okay. I’ll take some time off.” He kissed the top of your head.

“Good girl. Now do you wanna get up and we’ll get some food?”

“Ugh, don’t wanna cook.”

“Lucky for you, that I love to cook and it’s been too long since I cooked for my wife.”

Dean’s POV

September 2007

Dean walked up the steps to your house. His heart was pounding, even though he’d done this many times before. Maybe it was because, for the first time, he wasn’t sure he was welcome. He’d tried to call you after he made the deal to save Sam’s life, but your phone wasn’t in service anymore. He hadn’t heard from you in well over a year by that point. Hell, the last time you called him was when Pastor Jim died. Even longer since he called you. He knew he should’ve picked up when you called about Pastor Jim. The man took you in after your mom died. You were hurting as much as he was. But with everything going on with his dad and Sam and that damn yellow-eyed bastard, he didn’t think he could be your rock. Even though you had been his so many times before. He was an ass and he knew it. But he was an ass who loved you. He just hoped that you could forgive him before he ran out of time so his last months could be spent with you instead of alone. Dean reached your door and knocked on it. He could hear heavy footsteps from inside approaching the door. Too heavy to be yours. The door opened to show a large man in his mid to late 30’s. “Yes?” The man asked Dean, looking him up and down. “Uh… Is Y/N here? Y/N Y/L/N?” Dean asked, glancing into the house behind the man. The house was all wrong. The walls were different colors and the furniture was too masculine to be to your taste. “Who?” “Y/N. She lives here.” Dean said, looking at the man again. The man snorted. “Not anymore, dude. I’ve lived here the last year and a half. She must not have told you she moved.” The man then shut the door in Dean’s confused face. Dean walked back to the impala slowly and after climbing into the driver’s seat, played with the keys a bit. You didn’t even tell him you moved. You changed your number and left. “Well, fine then. You don’t want to see me anymore, I won’t try and find you.” Dean grumbled angrily as he shoved the key in the ignition and drove off.

May 2008

Dean’s time was up. There were no more deals to make. No more ways to try and weasel out of it. Lilith held his deal and they couldn’t get to her. It was over. And then Lilith took over Ruby’s vessel and let the hellhounds in. He thought of you as the first hound dragged him off the table. He just wanted to kiss you one last time before he went into the Pit. Dean felt some of the worst pain in his life as the hounds tore through him and left him in shreds. The worst pain until that point. Because Hell was worse. So much worse.

July 2008

Twenty-seven years. That’s how long Dean has been in Hell. Twenty-seven long, painful years. They did everything to tear him down physically and emotionally. Over and over and over again. Even through the screams echoing all around him, Dean could hear the soft footsteps enter his cell. Oh, no. Not her. Not again. Dean was nailed into the wall and unable to escape this particular torment. “Dean? Why did you leave me, Dean? You were supposed to come back.” Dean stayed quiet, gaze on the floor. “The demons came and got me, Dean. All John had to do was give them the Colt and they would have let me go. It’s your father’s fault that I’m dead, Dean. It’s your fault!” He heard your footsteps draw closer before your fingers reached out and stroked down his cheek. He choked on a sob and looked up at you, knowing the horror he’d see. Your normally beautiful Y/H/C hair was greasy and knotted. Your skin was ashen and sallow. But the worst part was your neck. A deep gash was cut into your throat with dried flaked blood on the skin. Your t-shirt was coated in blood. “You’re not dead, Y/N. You just left.” Dean whispered, looking into your Y/E/C eyes. Your eyes were the realest thing about you. Still so bright and full of light. While everything else about you felt cold and dead, your eyes still felt warm and alive. “I am dead, Dean. I’ve been dead. For over 2 years now and you didn’t even notice. I sacrificed myself to save your father and you didn’t even realize I was gone! My body was left to rot in an abandoned warehouse! I didn’t even get a hunter’s funeral!” Tears welled in your beautiful eyes as you met Dean’s. The knot of pain in his chest finally broke and he sobbed. “I’m sorry, I’m so sorry, Y/N.” He couldn’t see the little smirk on the demon’s face through his tears. He was almost completely broken. Just needed another nudge and then he would take Alastair’s deal.

September 2008

Dean was free. He didn’t know how yet. But he was sure that Sam must have done something. He was riding with Bobby in one of his cars to go track Sam down in Pontiac, IL. They’ve both been quiet for the last couple of hours. Dean was wrapped up in his memories of Hell. When Bobby asked him about it, Dean didn’t have the heart to tell him that he remembered everything. One question kept burning through Dean’s mind until he couldn’t take it anymore. “Hey Bobby?” Bobby grunted to show he was listening. “Have you heard from Y/N?” Bobby glanced at him. “Nah, not for a coupla o’years, at least.” A couple of years. He felt that pang inside. He could understand her avoiding him, but Bobby too? “Has anyone heard from her?” Bobby glanced at him again with his eyebrows furrowed. “Dunno. Nobody’s mentioned her to me. Why?” Dean shrugged and looked out the window. “Just wonderin’.” Demons lie, right?

November 2009

The world was going to shit and they were losing the war against Lucifer. Ellen and Jo were dead, and Dean knew it was his fault. He broke the first seal. He sat on Bobby’s couch, watching the fire burn and nursing a bottle of whiskey. He’d long given up on using a glass. Sam was passed out on the floor and Bobby had gone to bed hours ago. Dean’s guilt wouldn’t let him rest. Every time he closed his eyes, he saw Jo, pale and bleeding, lying on the floor of that store. He saw the pain in Ellen’s eyes as she realized her daughter was not getting out of that place alive. As the hours passed and the fire died, Dean’s thoughts turned to you as they always did when the darkness pressed in on him. He’d been afraid of looking. Afraid of finding an answer he wasn’t ready for. That there was even more blood on his hands and that it was your blood. The world was coming to an end, and Dean didn’t want to be afraid anymore. He set the nearly empty bottle down and quietly went outside. “Cass? I need a favor.” Dean whispered into the quiet night. A flutter of wings and the angel appeared beside him. “Dean? You should be sleeping. It’s been a long day.” “I can’t. Not yet. I need your help.” Castiel saw the drawn look on Dean’s face and nodded. “If I can help, Dean, I will.” “I need you to find someone. Y/N Y/L/N. I haven’t seen her in a few years.” Dean hesitated. “The demons told me she was dead while I was in Hell.” His desperate green eyes met Cass’s blue ones. “I need to know what happened to her, Cass.” Cass nodded slowly. “I’ll find her for you, Dean.”

Castiel’s POV

Cass should have seen that request coming. He knew that you haunted Dean’s thoughts ever since the demons told him what had happened to you. Cass also knew that the truth may break Dean in ways they can’t foresee. He needed Dean to remain strong. Unbroken. But Cass wasn’t sure he could lie to him either. He needed to speak to the only person who could help with this decision. He needed to speak to you. Castiel flew to Heaven and stood outside your door.

Y/N Y/L/N 1980-2006

He gripped the knob and pushed the door open to be met by bright sunlight. He heard giggles and laughs as a young girl ran past followed soon after by a green-eyed boy. “Y/N! We’re s’pose to stay in the house! Pastor Jim said!” “But you’re with me, Dean! You’ll protect me, won’t you?” The little girl shouted back to him before her eyes fell on Castiel. She froze, but Dean kept running and shouting around her, like she was still playing with him. In a blink of an eye, a young woman stood where the girl had been. “Castiel? You’re back.” You said. “Hello, Y/N.” You leaped forward and embraced the angel in a hug. Cass had visited you several times before now. First, it was curiosity on why Dean still felt so attached to you. You two had not been marked by a cupid so why did Dean still dwell on your memory? It didn’t take Cass long to realize that you were something rare and beautiful. Especially to Dean. He slowly wrapped his arms around you. Pulling away, you saw his sad eyes. “What is it, Cass?” You asked. Cass blinked at the nickname. It never failed to amaze him how similar you and Dean were sometimes. “It’s Dean. He asked me to find out what happened to you.” You stepped back. “You didn’t tell him, did you? I asked you not to!” “I haven’t told him, Y/N. But I am not sure I can lie to him.” You sighed heavily. “I need you to, Cass. If he knows what happened, he will punish himself for it and it wasn’t his fault.” Cass’s eyes searched your own. You smiled softly at him. “Tell him I met someone. That I left behind my old life and the painful reminders of it. Tell him I got married and had a kid. A little girl just as wild as I was. That I am safe, and I am happy. He will be at peace with that.” Cass nodded slowly. You reached forward and grasped his hand. “Trust me, Cass. This is far better for him than the truth.” Cass squeezed your hand. “Okay, Y/N.” With a smile, you turned and were the little girl again, playing with Dean in the yard of Pastor Jim’s house. Cass quietly left you to your heaven.

Dean’s POV

August 2014

It’d been years. Why was Dean thinking of you now? Of all the times he thought of you before, why was he thinking about you now? When he was a demon? He wasn’t supposed to care right? But is that what this was? Or was there something else driving him? Dean stared up at the ceiling as the blonde waitress slept next to him. She was a good fuck, he’d give her that. But he wanted her gone now. Frowning, he turned to look at her. She wasn’t as pretty as you. Maybe that’s what was bothering him? That you had chosen someone other than him. He felt the demonic growl in his chest at the thought. You should have been his. You were always supposed to be his. What right did some normal, human man have to take you from Dean. He understood now. Jealousy. He was jealous that you were someone else’s and not his. That would change. He’d find you. He’d make you his again.

September 2014

He’d searched for you. It was difficult, keeping Crowley off his tail. The man had attached himself to Dean like a clingy girlfriend. But Dean managed. He’d distract Crowley with booze and pretend to take some other whore to his bed. Then he’d leave knowing he had the rest of the night before Crowley looked for him. But even after a month of looking, he still couldn’t find you. He’d tortured people. Killed people. All to find some morsel of information that would lead him to you so he could reclaim you. But there was nothing. Cass had sworn to him that you were alive. That you got married and had a kid. Was he lying? Dean was sitting at the bar next to Crowley, downing another glass of whiskey. Crowley was yammering on about something, Dean didn’t know what. He couldn’t care less. “Do you know what happened to Y/N Y/L/N, Crowley?” Dean asked, tipping his glass back and emptying it. Crowley immediately shut his mouth. “Why are you asking me about her, Dean?” “I want to know the truth.” “Do you now?” Crowley kept his hands on his own scotch glass, spinning it a little in his hands. Dean recognized the nervous tic. “Why now, Squirrel? Why do you want to know about her now?” “That is not your business to know, Crowley.” “I am your king.” Crowley hissed at him. Dean turned and levelled him with a cool gaze. “Are you sure you want to go there? I am not your subject.” Crowley watched him carefully before deciding that he had nothing to gain. “I wasn’t there so I don’t know for sure, but I heard through the demonic grapevine. Lucifer’s bastard children, Meg and Tom, took her from her home as collateral when trying to get the Colt. When Daddy Winchester showed up with a fake, she killed herself. They bragged about how scared she must have been of them.” Dean shook his head. “If that’s the truth, that she’s dead, she didn’t do it out of fear of them. She did it to deny them the pleasure. She was tough.” Crowley continued watching Dean, knowing this was dangerous ground. “Do you believe them? Demons lie.” Dean said as he waved at the bartender for another drink. “They also tell the truth when they know it will hurt.” Dean stayed quiet this time. Did Cass lie? Were you dead? Or did Meg lie?

November 2014

He was cured. He was human again. And he couldn’t stop thinking about you. He didn’t ask Cass if he lied. He wasn’t sure he could handle it with the Mark. So he let it lie.

May 2016

Amara brought his mother back to him. She brought his dead mother back. She said that she’d give Dean what he needed most. Surely, if she brought his mother back and not you, that must mean you were alive? He tried not to think about it. He trusted Cass. Cass wouldn’t have lied to him. Surely, Amara would have brought you back if you were dead.

May 2020

It was over. They defeated Chuck. God. Now would be the time to retire. To settle down and have a family. But Dean couldn’t. Amara told him. Chuck told him. You were gone. Chuck told Dean that he would never see you again. That he wiped your soul from existence. Dean was glad that Chuck was powerless. He couldn’t play with anyone else’s lives anymore. He couldn’t hurt anyone else like you. Because Dean knew now. He knew you were long gone and that it was his fault. What else could he do now except keep going? Because as sure as he knew that he loved you, he knew you had loved him and would want him to carry on.

November 2020