#thangstgiving writing challenge
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miss-tricksy · 5 years ago
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Roll to Me
A/N: This is for @cleighwrites ThANGSTgiving Writing Challenge. I chose Dean. My lyric was “And I don’t think I have ever seen a soul so in despair”, Del Amitri, Roll to Me. I was totally struggling with recalling this song by name, but if you look it up, you’ll go ‘duh’ too.
A/N 2: This is my first challenge submission EVER. Please be gentle. Would love to know what you think. There is so much awesome writing on tumblr and it’s a little terrifying to try to even dream of comparing this to any of that.
Characters: Dean Winchester, Sam Winchester, Reader
Pairing: Dean x Reader
Warnings: mild swearing, mentions of smut, mutual pining
Summary: Demon Dean reaches out to Reader, Dean tries to comes to terms with his feelings.
Your phone screen lit up, showing a picture from some random day six or seven years before. Gorgeous car, gorgeous backdrop, gorgeous guy. You can’t help the smile in your voice, despite your grogginess, “Hey, Dean.”
“Hey, sweetheart. Is that your sex voice I hear?”
“Uh, that’s my you woke me up because it’s,” you glance at the clock on the beautiful wood-like nightstand your hotel room it outfitted with, “two thirty-seven. Thought old guys like you were in bed before the ten o’clock news.”
You hear Dean’s throaty chuckle. “Not really my style, darling. Been spending some time howling at the moon, so to speak.”
You grab at the low hanging fruit, “You guys hunting weres? Thought I might have saw something like that going down in the U.P.”
More with the growly laughing. “Not exactly. Wanted to see if you want to meet up with me?”
“Just wrapped up a situation with some witches near Little Rock.” You do a quick mental calculation. “I can be at the Bunker by tomorrow night. Tell Sam to wash my sheets with the good fabric softener.”
“Not quite what I had in mind, babe.”
Babe? You couldn’t help but wonder about that particular endearment.
“Oh, o-kay….what did you have in mind, then?”
You checked that the phone hadn’t dropped the call. Several seconds passed by before your heard Dean’s voice again. “You can’t even imagine what I want to do to you, Y/N/N. Been thinking about you for weeks now. Can’t get that silver dress you wore in Vegas out of my head.”
You had to bite the inside of your cheek, to be sure you weren’t dreaming. Sam Winchester may have known about the HUGE crush you had on his brother. But the elder of the pair had never once hinted that he reciprocated. Before you could ask about the strange behavior, your phone buzzed. Funny enough Sam’s face flashed across your screen.
“Hey, Dean, Sam’s calling. Aren’t you together?”
“What the….you can ignore that sweetheart. Baby bro probably is just geeking out over some book at the bunker. Loser.”
You were used to Dean giving Sam a hard time in person, but usually he was kind of a fan girl when he talked about Sam.
“Hey, sweetheart, you still there?”
“Uh, ya.” Sam would probably call back. The boys were probably fighting and they just needed to vent.
“Good so, how about you meet me in Joplin tomorrow around lunch. You bring the whiskey, and I’ll bring the condoms.”
If you had been taking a sip of the water on your nightstand, you’d have done a spit take.
“I’m sorry, what?”
“Don’t be cheap either. I wiped the floor with a couple guys tonight. I’m flush. I’ll pay you back. See you soon, Y/N.”
The phone flashed ‘Call Ended.’ You found yourself muttering as you got up to search for the phone charger that had come unplugged. Dean might have joked and flirted with you over the years, but there had never been such blatant innuendos made. Maybe he had had a few too many tonight. You debated about calling Sam back but figured it could wait until morning. His call earlier had probably been to warn you that Dean was in a mood. Once you had taken a couple swigs of your leftover iced coffee, probably regrettably, you crawled back in to your lumpy bed, trying to shake off the uneasiness that call had left you with.
            **************** 
The next morning you woke feeling surprisingly well-rested. Talking to Dean always gave you a little extra comfort, though the longer you wallowed in the scratchy sheets, the more you wondered about Dean’s remarks the night before. After packing the rest of your things and grabbing a surprisingly not-terrible muffin and coffee at the motel’s ‘lounge,’ you pointed your Jeep north. You shaved about 20 minutes off your GPS’s arrival time as you neared the Kansas border. You were merging in to traffic headed toward Tulsa before you remembered your conversation with Dean. He said to meet him in Joplin. Weird. Once you were back up to cruising speed and traffic had thinned out, you dialed Sam up, figuring Dean would be a bit hungover from the night before.
“Hey Y/N/N, what took you so long to call me back?” Sam sounded irritated.
“I didn’t know it was urgent. I talked to Dean last night, figured he’d let you know what’s up.”
“You what- when- where are you right now, Y/N?”
“Chill Sam. Use your words.”
“Seriously, for your sake and mine, where are you?”
“I’m on my way to the bunker. Left Little Rock first thing this morning. Why would Dean want me to meet him in Joplin?”
“He’s in Joplin?”
“I guess. What’s going on? You guys are being weird.”
“Listen, I need you to not come to the bunker. And definitely don’t head to Joplin. And don’t answer any more calls form my brother.”
“Sam you’re really freaking me out right now.”
“It’s a long story and I have to move on this info. Did you make any arrangements with him about where you’re meeting?”
“No. Just that I’d be there around lunch time.”
“Good. That’s good. I’m going to e-mail you some instructions. Do exactly as I say, please. Keep me posted if Dean contacts you. There’s a safe house we have in Lawrence. I’ll text you the address and security code. Get there as quick as you can, Y/N. I mean it.”
Sam’s little monologue had you totally freaked out. Something big was happening, and as per usual two of your favorite people seemed to be smack in the middle of it. 
       ***************** 
Walking in to the tiny house in Lawrence felt more than strange. It was in a middle-class neighborhood full of families with kids. You couldn’t help but wonder what the neighbors thought of this place. There was a layer of dust over almost everything, but upon inspection the electricity worked and there was hot water. You carried in your laptop and the lunch you had got at some overpriced drive-thru. You had to admit that the sandwich was good but the coffee was not the best. You settled in to the couch with a movie you had seen a million times before, stretching the car ride out of your muscles. You were just comfortable when Sam’s picture popped up on your phone.
“Hey, Sam, care to fill me in on just what crazy crap you guys are tangled up in right now?”
“No. Not really. Listen, I know you just rolled in to Lawrence but any chance you could make yourself scarce. As in get out of the Midwest for a while?”
“Seriously, Sam,” you started, then heard Dean’s muffled voice growling at Sam to take the cuffs off.
“Wait, is that you brother. Why is he cuffed?”
“Um, it’s like I said, long story,” Sam tried to weasel his way out of an explanation.
“Sam what is going on? I talked to Dean last night. Then you tell me I need to get to Kansas, and now I need to get out of Kansas? I’m getting some seriously mixed signals.”
“I know, Y/N/N. Can you just trust me on this?”
“Sam you’re the closest thing to family I have. I would really like to be in the loop here.”
“Okay, give me three days, then head to the bunker. And bring some holy water just in case.”
“Holy wa-,” the line went dead before you could finish your question.
You trusted the Winchesters with your life so you decided you could stay put for a couple days. You spent the rest of the evening washing sheets and towels and all of your clothes. (Only half-charmed by the fact that there was a washer and dryer and your favorite fabric softener stashed in a small laundry room.)
You spent your second day checking in with contacts and following up on a couple leads you had. Turned out the werewolves you thought might be partying in Michigan were actual wolves that some local had over exaggerated. You passed on wind of a coven near Boston to your friend Katie. Forwarded some reports of what you thought might be actual Selkies in the San Francisco Bay area. Your job was really freaking weird sometimes.
By lunchtime on day three you were pretty much bored out of your skull. Everything you had in your possession was cleaned, polished, sharpened, oiled and any other adjective you could come up with. Seriously, even your boots had gotten a nice rub down with some extra gun oil. You figured you had given your favorite brothers time to sort out the mess they were in, or at least make a good start. You decided to give Dean a call, see if he would be a little more forthcoming with details than his younger counterpart. Three numbers and no answers later, you couldn’t help but be a little irritated.
Sam picked up on the fourth ring. He sounded exhausted. “Hey. What’s up?”
“Don’t what’s up me Samuel Toronto Winchester.”
“Toronto?”
“I can never remember. And don’t distract me. I am about five seconds from hopping on the freeway and busting down the door of your Batcave. What is going on?!”
“Dean died.”
Your knees gave out and you sank against the kitchen counter. “He’s gone……and you didn’t call me?”
“I said he died. I didn’t say he’s dead.”
“It’s a good thing I’ve known you for a damn long time Sam or I would think you’ve lost it. Explain.”
“He died. Became a demon. Knight of Hell actually. I’ve been trying to track him down for a while now.”
“That is…still not enough information. Why do you have me on lockdown in Apple Pie Land?”
“I was just trying to keep you safe Y/N. Dean has been sleeping and slicing his way through the Plains like it’s his job. I didn’t know how he would react if he caught up with you.”
“So now what Sam?”
“I got him back to the Bunker, started him on what we think was a demon cure. He seems to be back to himself, for the most part. I would feel better if you stayed in Lawrence a couple more days.”
“Sam I’m going nuts here. How about I take a couple days and check some drop boxes I’ve got that aren’t too far. Could I head to the bunker say, middle of next week?”
“I think that’s doable. Just know that Dean’s really shaken up by this whole thing. He knows he did a lot of shady stuff while he was dark. I don’t know if he’ll be up to company, but you’re always welcome here, you know that.”
“Okay, well. Let me know if anything changes. I’ll see you in a few days. I’ll bring you a case of that beer you like from Texas.”
“Bye Y/N. Be safe.”
                   ************************ 
You spent the next few days being true to your word. You logged way too many interstate miles. Checked every mailbox you had, even one the Winchesters had given you the key to that was kind of out of your way. For some reason it was stuffed full with some cooking magazine, with Y/N Winchester as the subscription holder. You stopped by a couple surplus stores and loaded up on water and non-perishables. You even got a couple packs of t-shirts and socks for your two favorite fellas. Theirs always seemed to be one step away from growing ‘stuff.’
By Tuesday you had circled back around to Lebanon. You dropped in at a cute little bakery the boys favored. Pie for Dean and a mix of cookies that Sam would pretend weren’t on his diet but wouldn’t last two days. You got a few sandwich rolls and a tub of chicken salad that was made there, too. At least you wouldn’t starve at the ultimate bachelor pad. You figured you ought to let the boys know you were incoming.
“Hello?”
“Hey Sam. Just wanted to let you know I’ll be there soon. Got an empty spot in that awesome garage I can park?”
“Sure thing.” He paused like he was getting ready to tell you your puppy died while you were at summer camp. “Just, don’t be surprised if Dean is a little, weird, I guess. He’s been drinking already today and seems to be a real Debbie Downer pretty much all the time. I don’t know what to do with him. Or for him. Just, I know he wouldn’t want you to get here and think it’s your fault he’s depressed or whatever.”
You couldn’t help smiling a little. “Of course not, Sam. I’ll just have to kick his ass a little. Open the garage door for me, I’ll be there in five.”
                     ****************** 
Sam helped you get your Jeep unpacked and your things settled in to the room you had claimed dibs on. And someone had washed your sheets, it smelled pretty good in your room, actually. Sam almost ran you over as you stepped into the hall to head for the shower. The Men of Letters water pressure was to die for and you were convinced that the water heater was enchanted somehow.
“Sorry, Y/N. Hey, listen,” Sam tucked his hair behind his ear, a move you knew was a nervous tic of his. “Would you feel okay here with Dean by yourself? I haven’t left in days just trying to keep an eye on him. I need some fresh air and I don’t even know. Just a break I guess.”
“What are best friends for Sam. I was going to shower real quick. Any chance you guys have some frozen pizzas stashed in one of those enormous freezers?”
Sam couldn’t seem to stifle a grin at you expense, while he swept you into a big hug. He was your second favorite person to hug in the whole world. “I hope you never change, Y/N/N. Pizza’s on the bottom shelf. Call me if something comes up.” He kissed the side of your head and walked off.
You decided to kill two birds with one stone and throw the pizza in while you showered. You cranked the oven, tossed the pizza in and headed down the hall, fiddling with your phone to set a timer. You shrieked when you hit something solid.
“Hey sweetheart, sorry I scared you.”
You breathed out his name. “Dean, hey. I wondered if you were hiding from me.” You couldn’t help but tug the lapels of the robe you had on self-consciously.
“Why would I hide from you? You’re my best girl. I mean best girl friend.” He hiccupped. “Ha, I mean best friend who is a girl.”
You couldn’t help but wonder if the blush on his cheeks was because of the slip-up or the whiskey you could smell on his breath. “Right. Anyway. I have a pizza in the oven and was heading to shower. And I’m down to like,” you glanced at your phone, “seven minutes. You want to share?” Then your own nerves kicked in. “I meant share the pizza, not the um, the shower thing.”
Dean gave you a look you couldn’t decipher. Almost disappointed. “How about you shower, I’ll set us up pizza and whatever in the Dean cave.”
“The what?”
“The Dean Cave™. Three doors down from your room. You’ll love it.”
           ******************* 
Showered and feeling the most relaxed you’d been since leaving Little Rock, you followed your nose to the Dean Cave. When you stepped through the door you couldn’t help but giggle. “You weren’t kidding, were you? This is…perfect for you, De. You pulled out all the stops, huh.” You could tell he was trying not to be too proud of himself, but the big grin he was wearing gave it away. It was one of your favorite smiles in the whole world. He had plates and glasses on a small table between two enormous recliners. Pizza, beer and the pie you thought you had smuggled in were on a side table. You couldn’t help your own smile, while you fixed a plate and got comfy in a big chair. “Mind if I play some music?”
“As long as it’s not the crap you play in your car.”
“What other music is there?” you joked. You liked a lot of stuff, but the country music you had been bombarded with over the last week was getting old. “I made a cool mix. You’ll know some of these songs, they came out when you were in high school.”
“Oh, jeez, the nineties, really. I thought you had better taste than that.”
“Hey punk, there was some good stuff. I didn’t say you had to dance or anything. Just some background music.”
“Fine. Tell me about what you’ve been up to.”
                     *********************
You spent the next hour regaling Dean with some of the more interesting things you had been up to since your last Bunker visit. “And that is pretty much everything since we worked that weird mummy case in Vegas.” You adjusted your legs and missed Dean tensing up. “So, am I allowed to ask about you? Or are we going to keep ignoring the elephant in the room, De?”
Dean tried to glare at you like he wanted to cut this conversation short. You really were one of his favorite people, and he didn’t want to let you down with tales of Demon Dean. “I’m sure Sam gave you the highlights.” He rubbed his hand across his neck, his version of the Winchester tic. You realized he was refusing to meet your eyes.
“I was just. Checking in with you, I guess. Sam said you’ve been, um. Been drinking. More than usual. And the only reason you’re eating with me is because I asked. You would have liked to tap out already.”
“Y/N I love hanging out with you. It’s just. It sounds stupid, but I guess I’m just trying to find a way to atone for my actions. His actions. I don’t know. I did a lot of stupid, horrible things. Nothing I’m proud of. I practically called you up for a booty call. That probably wouldn’t have ended well for you. Guess I couldn’t keep you off my mind even when I was a demon.”
You watched Dean all through his self-deprecating speech. He looked at the hole in the knee of his jeans the entire time. When he finally did glance up, you couldn’t stop yourself, you mouthed along with the song that had started playing “And I don't think I have ever seen a soul so in despair.” That seemed to break something in him, and you noticed the tears start rolling down his cheeks. You reached out to grab his hand, calluses snagging. “You don’t know the half of it sweetheart.”
You tugged on his hand and he sunk to his knees in front of you. He hugged around your waist and you used the edge of your shirt to wipe up some of his tears. You leaned down, tucking his head under your chin. “Actually, I do know the half of it. And in case you didn’t notice I keep coming back.”
“Well, then I guess the other line in that song is about me too.” You leaned back into your seat, giving him a questioning look. “Wrong guy, wrong situation.”
“Ya, no. You are definitely the right guy,” you glanced away shyly, “for someone.”
You felt Dean’s hands slide down your thighs. “I doubt that, sweetheart.”
You took a deep breath and met his eyes. They were watery and red-rimmed, but always a spectacular jade. “You are the other, other guy De. The songs about having someone you can count on.” It was his turn to look away. You grabbed his chin, spinning his face around. “When the engine’s stalled and it won’t stop raining…you are always my first call. When I get a huge win. Or have to lick my wounds. You’ve got my back.” You hoped the smile you gave him wasn’t giving too much away.
“Y/N, I am no good for someone as great as you. I literally called you two weeks ago, because I was a demon. He wanted to sink his teeth into you. And not the fun way.” Dean wiped his eyes, with the back of his hand. “What would I have done, then?”
“Well, we were gonna have booze and condoms. Think I know what we would have been doing.” You seemed to have the bad habit of putting your foot in your mouth around Dean. You leaned over to kiss the top of Dean’s head, trying to make a hasty escape. “See you in the morning, De.”
               *************** 
Dean spent a couple minutes on the floor trying to make sense of your conversation. He worked at gathering up the mess the two of you had made, realizing you hadn’t touched the pie. He always seemed to get distracted when you were around. As he stashed the last of the trash in the bin, he tripped across something rather dazedly. You had agreed to meet him, well the demon version of him, with the intention of hooking up. Maybe you thought he had just been messing around. Huh.
              *************** 
You were just starting to drift off in the awesome mattress you discovered had been replaced since your last visit, when a timid knock caught your attention. You shifted up in the bed, making sure your lack of pants wasn’t obvious, and called, “Come in.”
Dean’s shadow appeared in your doorway, and you squinted to actually see his features in the dim light.
“You were going to meet me in Joplin. Why didn’t you question it?”
“I figured you needed back up on a case or something.”
“You didn’t question the condoms. Then or tonight. Why?”
You could feel yourself flush at the insinuation. “I just figured you were screwing around. You make jokes with me all the time.”
“Not about having sex with you.”
“Well, I know. But other jokes. Flirty things when we go out to a bar. Or things you find online and send me.”
“But I don’t joke about having sex, not with you.”
You weren’t sure what the big deal was. And Dean’s face was still in shadow. “Sorry, I guess. I shouldn’t have joked about it either, won’t happen again,” you apologized.
While you were talking Dean closed the door behind him, plunging you into all but blackness. The bed dipped near your knees, and you suppressed a squeak of surprise. As your eyes adjusted to the near pitch dark, you could see Dean’s shoulders sagging. “Hey,” you nudged him with your leg, hoping he could see your smile, “I really am sorry. I didn’t mean to offend you or anything. I just thought, you know, we joke and kid around and if I crossed a line, I will definitely try to avoid that kind of joke in the future.”
Dean found your hand that was tucked in to your lap. Leave it to him to have cat-like night vision. “I, uh.” Dean cleared his throat and shifted his weight on the bed, squeezing your hand just a little. “I’m not mad, it’s just.” Another cough, and you thought you heard him mumble ‘get it together, man.’
“De, can I turn the light on. Or you turn the light on. I’m just in a t-shirt here.” The light clicked on and your eyes adjusted as Dean sat back down. You grabbed his hand back, loving that little bit of contact. “It’s just you and me here. What’s got you all tongue-tied?”
Dean took another breath. “Sex with you will never be something I joke about, because I can’t possibly imagine anything more serious in my life. I mean. You are so beautiful. And perfect and just thinking about and knowing it would never happen makes it too hard to joke about.”
You were sure he got that out in one exhale. Your buzz from earlier seemed to wear off quite quickly. You made sure Dean was looking you in the eye when you replied, “It would never be a joke to me. It would be, what’s the word?” You hoped Dean was reading your expression loud and clear. “Kind of a dream come true.”
Dean continued to stare at you, like he couldn’t believe his ears. “I….What?”
“I said that would be a dream come true for me. Why do you think I keep coming back around, De? It’s not for the beautiful balcony view. Or the great eats. It’s because it’s where you are.” You tugged on the hand you were still holding bringing Dean’s mouth within inches of your own. “Kiss me, please, tell me I didn’t read this wrong.”
Dean leaned in and between wet presses of his beautiful mouth gasped “Read it….totally….right….I’m an idiot….god you’re gorgeous….taste so good….”
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traceyaudette · 5 years ago
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A Night To Remember
A/N: This is part of @cleighwrites​ ThANGSTgiving Writing Challenge.  I chose Sam, my lyric is: It ain’t easy to say goodbye, Darlin’ please, don’t start to cry. Eagle-Eye Cherry, Save Tonight.
Three years, six months, and two days, is how long I’ve loved Sam Winchester. We me at a rare book store, we were both looking for the same lore book. We reached for it at the same time. Although we didn’t know each other, we knew of each other, because of Bobby. 
We had an argument of who needed the book more. I needed the book to assist hunters, I’m a research analysis, and a personal contact for hunters. Hunters call me, when they need something, I was trained by the best Bobby. He finally relented and let me have the book, when he realized why I needed it. He needed the book for the case he and Dean were on, I invited him to lunch and  let him borrow the book, to get the information he needed.
He and Dean were in town for a week, we saw each other every day. I helped them with their case as much as I could. I fought my feelings for Sam, but life is too short, so I admitted my feelings for him, right before they left town. I was heartbroken, when he said nothing, and just left. Than three days later, he came back to town, pounding on my door, admitting that he loved me too, pulling me in his arms and kissing me. 
Last night he had called me, and told me he needed to talk to me. It had been four months since I had seen him. I could feel my excitement build, tonight was going to be a night to remember. 
I was sitting in the candle light, waiting for him. I had one of his favorite meals, a Thanksgiving type,  home cooked meal waiting for him, and a bottle of wine chilling. I heard the door open quietly, I jumped up from the chair, rushing towards him.
“I’ve missed you!” I wrap my arms around him. I felt his arms go around me, I pulled back to kiss him, I could see the tears in his eyes.
“I’ve missed you too. I love you (Y/F/N).”
“I love you, Sam. What’s wrong?”
He smiled at me, pulling me close, kissing me passionately, lifting me up.
“Nothing is wrong, I just want to spend the night with you.  Let you feel my love, close out the rest of the world. Just set in front of the fire, and relax.”
“We can do that baby. I made your favorite dinner, and I have some wine. Let’s eat.”
XXX
I rolled over reaching for Sam, frowning when I came up empty handed. I sat up and looked around.  We had fallen asleep in front of the fireplace lat night, the fire was burning bright, like someone had just thrown a log on the fire.
“Sam?” I wrapped a blanket around my naked body, searching the  house. The house is still dark, the sun hasn’t even come up yet.  I try not to panic, because I know Sam, is a health nut, and he probably went for a run.
I go into the kitchen to start some coffee, and stop and the piece of paper on the counter. I pick it up, tears filling my eyes as I read it.
Dear (Y/F/N),
Last night meant everything to me, it was the last night I got to love you. The last night I would love anyone. Know that I love you, (Y/F/N), with everything in me, but my time has come to an end. Please forgive me for not staying to the morning, I couldn’t face you. I took the cowards way out, and left before the break of dawn.
I want you to be happy, and find love. Please don’t give up on love. Be safe. 
It ain’t easy to say goodbye, Darlin’ please, don’t start to cry!
Love,
Sam
XXX
One Year Later
I felt the werewolf's claws rip into my skin, I let out a scream of pain as I fell to the floor. I shot the werewolf in the chest, and watched it drop. I heard my name being called.
 “Sam?” I looked up in confusion. “What?” I gasped for breathe.
“Hold on!” I felt his hands putting pressure on my wound. “Please don’t leave me! I’ll explain later.”
“I never stopped loving you Sam....” I closed my eyes as the sun came up at the break of dawn. 
  @notyourtypicalpunkgirl  @small-town-wayward-daughter @impalaimagining @clairese1980 @charliebradbury1104 @kitchenwitchsuperwhovian @geeksareunique@sweetchaosturtle@winchester-negan-one-shots  @miru186
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superbadassnatural · 5 years ago
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I’m Not The Only One
Summary: Thanksgiving. One of the best holidays had finally arrived. Unfortunately this thanksgiving was bound to be doomed as some secrets we’re bound to be disclosed.
Pairing: Sam WInchester x reader
Word count: 3,200-ish
Warnings: cheating, angst
A/N: this is my entry for “ThANGSTgiving Writing Challenge” by @cleighwrites​ . I had fun writing this one. Hope y’all enjoy. Feedback is always welcome ;)
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“Alright, guys,” you announced, walking into the library. “I’m going grocery shopping for Thanksgiving dinner. Anything you want?” their eyes left the books to glance at you.
“Want me to go with you?” Sam asked as he closed the book he was reading, standing up.
“Nah. You are already busy enough,” you declined as you wrapped your arms around his neck. “Anything you want for dessert tonight? Besides the pie I’m making.”
Sam shook his head, pecking your lips into a chaste kiss. “Having you all to myself tonight would be great.” he smirked.
“Stop it, Samuel.”
You headed out of the library, ready to get things done. As you started the engine of your car, you turned the radio on, making your way to the nearest grocery store with some classic rock blasting through the speakers. The cool breeze of the wind hitting your hair. The drive was short and as soon as you realized you were parking your car.
It was your fourth Thanksgiving with the Winchesters and second with Sam as couple. Your relationship with him had always been great. He treated you like you were the only woman in the world for him. Sam is everything you could’ve ever asked for. He’s kind, and selfless and caring. He’s one of the good guys. And he surely is too good for you.
After quite some time being with Sam, you felt as if your relationship had become monotonous, a slight bit of boring. You had some fights. You make up and it was okay again, but still you felt incomplete. It didn’t take long though for you to pay more attention in other men and feel attracted to them. It wasn’t that you were not satisfied with Sam, or he didn’t make you happy, or he wasn’t enough. It was never any of that. You just wanted something more. You were craving more. Once Sam went away on a hunt, you got involved with someone else.
“Hey you,” a hoarse voice, barely audible, sounded in your ears. His calloused hands made its way to your waist as you were picking up a couple of carrots for the main course. He pressed his firm chest against your back.
“What are you doing?” you bothered to turn around and face him. “You shouldn’t be here. What if someone sees us and tells Sam?” you whispered, raising your voice.
“I had to run some errands,” he placed a chaste kiss on your lips, cupping your cheeks. “Figured you might be here.”
You sighed, grabbing your cart and checking your list of what you’d need for tonight. He followed suit.
“Hey, hey,” he rushed to you as you picked up pace. “Don’t run away from me.” you stopped mid-track.
“I’m sorry, but I’m busy right now.” you apologized, your lips pressed into a thin line.
“The thing is that you are always busy. Especially for me.” his eyes casted down, his hands reaching to grab yours.
“It’s not that,” you laced your fingers with his. “It’s just that I have to get some things done. I have to go home. To Sam.”
He rolled his eyes, clearly annoyed. “It’s Sam. It’s always gonna be Sam Winchester.”
“Don’t say that,” you cupped his cheeks, locking your eyes with his. “You know what we do is wrong. Extremely wrong.” you planted a kiss on his pink lips.
“It’s not that wrong,” he pecked your lips. The pad of his thumb caressing your cheek as you leaned into his touch. “It’s just not the right time yet,” he sighed, his eyes locked in you, waiting for any slight movement of yours. “I’ll let you be. Talk to you later?” Placing a kiss on the top of your head, he walked away, before hearing your answer.
As you picked everything you were going to need for tonight’s dinner, you checked out, heading towards your car. On your way back to the bunker, your mind was twirling with thoughts of both men who somehow held your heart. The first one had been with you through thick and thin. He loves you no matter what. He’s good to you and he doesn’t deserve what you do behind his back. The second one was always there just like the first, but in different way. He’s the one who can ease your mind off of things that worry you. It’s a carnal thing. If you were to choose, you’d always pick the first one. Sam Winchester. No matter what.
You arrived on the bunker in no time. You made your way to the war room with bags in both of your hands. Sam’s face lighten up as his hazel eyes laid on you.
“There you are,” he walked towards you, taking the bags from your hands and placing them on the large table. “Missed you,”
“What’d ya say about some cuddling? I could really use some right now.” you smiled, pecking his lips.
Sam nodded, taking your small hand into his large one and heading to your bedroom. You laid your head on his firm, bare chest. His scent invaded your nostrils. You could only wonder what have you done to deserve a man like him. Only you don’t and you probably never would. His hand rested on your head, caressing your scalp. He knew how much you liked it and how it soothes you.
“Do you think about us?” you whispered. “About how our future would be like?”
“I do,” Sam smiled. “But I try not to.”
“Why not?” You propped on your elbows, furrowing your brows at him.
“Because of the life we have, you know,” he sighed. “We’re not promised tomorrow. Especially with the kind of life we lead. Of course there are things that I want and that I think about constantly, but I try not to,” you laid on his chest, his voice reverberating as you played with the few hairs in it. “What about you? Do you think about our future together?”
“Yeah. I do actually.” you smiled as a thin veil of silence fell between you. “Five years from now, where are you?” you asked him.
“Hopefully alive and with you.” He chuckled.
“I’m serious,” you giggled. “Where are you five years from now?”
“Five years from now, I see you with a big ring on your left ring finger. I see myself waking up in the middle of the night to pick up our crying kid and changing their diapers,” tears started to form in your eyes. Guilty welling up your heart. “Hopefully it will be a girl. She’ll have your eyes, but my hair. She’ll be the spitting image of you. She’s probably going to be bossy and stubborn like a real Winchester and as fierce as her mother. She’ll have me wrapped around her little finger,” tears started to fall into his chest. His hand made its way to your cheek to wipe them. “By that time, I hope there will be no need of hunting and I’ll be able to enjoy my time with my beautiful wife. And remind myself every now and then of how lucky I am for having you in my life.”
“I don’t deserve you, you know that right?” you glanced at him, your eyes glistening with tears. A different kind of sparkle in his hazel eyes.
Sam pecked your lips into a sweet, longing kiss, his hand caressed your back, soothing you. A silence fell between you. It didn’t take long for you to drift off to sleep.
_____________________
The boys had just finished setting the table when dinner was finally ready. Each of them grabbed a serving dish and headed to the table as you had the turkey in your hands.
“Alright, dinner is finally ready, guys,” you grinned, seating across from Sam.
Before you started eating, Dean stood up and thanked for everything that had happened throughout the year. Sam did the same thing once his brother sat beside him. The youngest Winchester made sure to mention how thankful he was for getting to spend another year by your side. His eyes shined as he uttered every word. Your heart melting as he did.
“Well,” you breathed out before starting your little speech. “I thank everyday for having met you guys. I believe I’ll never get tired of doing so. You saved my life and gave it a different meaning,” you smiled. “Dean, I am thankful for having you by my side and for all of your goofiness,” his lips curled up into a smile as he winked at you. “And Sam- you are my rock, my shelter. And I am so grateful for that. I can’t put into words how much you mean to me. I love you to the moon and back,” tears started to welling up your eyes. “Also, I’m thankful for everything that we’ve been through this year. All the three of us,” you smiled, brushing away the single tear that dared to fall as you sat to eat.
Thanksgiving dinners were always fun with them. There were always a new story to be told of past thanksgivings. Some of them were sad. Like when Sam and Dean had spent the night alone when they were only children because John had gone on a hunt. But there were also some funny ones. Such as when Sam tried to roast a turkey and ended up toasting it so it tasted horrible.
It was always great seeing them laughing and enjoying themselves a little. They needed that. You only wish you could do that, but guilty has gotten the best of you. You can’t keep doing this to him. No one deserves it. Especially him. He had been nothing but good and faithful to you. You were determined to end that fling of yours. From now on you would only focus on what really matters. Your relationship with Sam.
Once you had eaten dinner, it was time for dessert. Dean’s eyes were glowing as you brought his favorite apple pie to the table.
“Hmmm,” Dean moaned. “It tastes like heaven, Y/N,” he said, mouthful.
Thanksgiving dinner was a blast. The food was wonderful. But now was time to get everything in order. Sam grabbed the dishes and placed them on the sink while Dean packed the leftovers which would be great for lunch tomorrow.
“You sure you don’t need any help?” Sam insisted, his calloused hands resting on your hips.
“Yeah,” you nodded. “You helped me making dinner. I can wash the dishes. Wait for me upstairs, handsome.” You winked at him.
Sam kisses your temple, heading to your bedroom. Your mind was twirling as you washed every plate. Things were going to be right again. No more lies, no more hiding. As you turned off the tap, you felt two strong, firm hands on your hips, pressing your back against him.
“So sad you didn’t thank for having me around,” a gruff voice echoed in your ear, his breath hitting your neck, sending shivers down your spine.
A small moan escaped your lips as you leaned against him.
“Of course I thanked for having you, Dean,” you turned to face him.
“Not as a lover though. Not as someone that kisses you and makes you wish there was no one else in the world,” his nose brushed against yours. “I hate lying to him, but I can’t help it. I want to be with so bad.” he tucked a stray of hair behind your ear.
“I know,” you wrapped your arms around his neck. “I hate doing this to him too. We have to end this, Dean. It’s not fair.”
“Yeah,” he sighed. “We have to,” He pressed his plump lips against yours into a heated kiss. His hands left your hips to the back of your thighs, scooping you up in his arms, placing you on the kitchen counter as you wrapped your legs around his hips. Your hands played with the hairs on the back of his neck.
“Dean, stop,” you pulled away. His lips leaving small kisses on your neck. “Sam could walk in anytime. We have to end this,”
“We can do that tomorrow,” he murmured against your skin. “I want you, Y/N,” Dean pecked your lips once again. His hands squeezed your thighs, igniting a fire that only the Winchesters were able to.
There was a part of you that didn’t want to end what you have with Dean. It’s good, and fun and hot. But you can’t keep doing this.
“This is unbelievable,” Sam’s voice echoed through the kitchen, making your heart drop to your stomach.
Dean pulled away and you hopped from the kitchen counter, urging after Sam.
“Y/N, wait,” Dean called out. “Let me talk to him first,”
“No, Dean,” you shook your head. “This is between me and Sam.”
You ran out of the kitchen, trying to keep up with Sam.
“Sammy, please,” you cried out. He stopped in his tracks. His back to you.
“Why, Y/N?” his voice cracked as he turned to face you.
“I’m so sorry,” you apologized, trying to get a hold of his hand. He flinched at your touch, backing off.
“Just tell me why you did that,” he furrowed his eyes.
“There are many things that I would like to say to you but I don’t know how.” a single tear fell on your cheek.
Sam scoffed. “Great,” an ironic smile appearing on his trembling lips. “You cheat on me, you screw our relationship up and you don’t even have the guts to talk to me,” he ran his hand through his hair. “This is just great,”
“I- I love you, Sam,” you stuttered. “So much,”
“And yet you cheated on me, Y/N,” he reminded you. “With my brother!” his voice raising an octave as anger started to consume him. “This is low even for you.”
“Sam, listen to me, baby,” you pleaded. Tear welling up your eyes, threatening to fall. “I know I screw this up but you are the man that I love. You’re my first thought in the morning and the last at night. There’s absolutely no one that I would rather have by my side than you.”
“Why you did it? Just tell me.”
“I wasn’t satisfied with our relationship,” you muttered. Your voice almost inaudible. “And it wasn’t your fault. No- it never was,” you shook your head. “The problem was me. I was being a bitch who was bored and felt the need to play around a little. I’m sorry, Sam,”
“How long have this been going on?” he snarled.
“Three months.”
“Three months?” he repeated, pacing around. “You’ve been doing this for three months and you never considered telling me? Or even better, stopping this?”
“I swear I was going to end things tonight. I can’t do this to you, Sam. I have no idea how I was able to do this for so long.”
“Did he fuck you?” he asked, each word ripping his throat. You couldn’t answer. You couldn’t look him in the eyes and tell him the truth. “Tell me the whole truth, Y/N,” he exclaimed.
“Yes,” you muttered.
“Of course he did. Neither of you could keep it in your pants,” he scoffed. “All those hunts I went by myself, all those times I woke up in the middle of the night and you weren’t by my side I just thought you were in the bathroom or you got up to get some water, you were fucking my brother. My brother for Christ’s sake,“ Sam couldn’t believe the words that had left his own mouth. “That sick son of a bitch couldn't get a woman on his own and decided it was a great idea to come after his brother’s girlfriend,”
“Sam, please don’t blame him-”
“Don’t,” he spoke, his palm up as a sign for you to stop. “Don’t give me that crap,” he started to walk away from you. “I can barely look at you right now.”
“Sam, please,” you grabbed his arm.
“I mean- c’mon,” he blurted out. “We made promises today. We talked about our future together. Our dreams and hopes. I opened my heart up to you. And while I did that you were sneaking around with Dean.”
“Sammy, I swear I was going to end this,” you pleaded. “You are the only one that I love and that I want to spend the rest of my life with. I can’t live without you, Sam. I-”
Sam’s hand collided with your face. The slap was as loud as a clap. The force of his giant hand caused you to staggered backwards. You clutched to your sore cheek. You were certain that a red welt was left on your skin. Yet nothing could hurt you more than the fact that he had done that to you. That Sam, your Sam, had hit you.
“I was good to you. I gave you everything you ever needed. I trusted you. And you threw all of that away over a fling,” he fumed. “No matter how many crap excuses you tell me none of them will make up the fact that you cheated on me. That you are a coward, because instead of telling me you weren’t satisfied with what you had so we could work on it, you went to bed with another man. My brother.”
“Sam-”
“Enough, Y/N,” he exclaimed. “I cannot hear your sickening voice anymore. Nor any of your pleas. You disgust me,” Sam growled, his lips curling. Tears fell uncontrollably down your cheeks. “I’m sleeping in the guest room tonight. You can pack your bags. I hope that you’re not here anymore when I wake up. Thank you for ruining thanksgiving for me.” Sam placed a black velvet box that was in his pocket all along on the table, leaving you alone in the war room.
Sobbing, you grabbed the tiny box and opened. A diamond ring shined in front of your eyes. He wanted to marry you. He planned on proposing to you. The man you love wanted to be by your side for the rest of his life and you’d ruined it for both of you.
Sam closed the door behind him. His blood was boiling with anger. He did his hardest to keep all of his tears from falling in front of you. The last thing he wanted was to break in front of your eyes. Those eyes which had stared at him with passion and longing. Throughout all this time you’ve been fooling around with his brother. He couldn’t get that thought out of his mind. How could he be so stupid? It was right in front of him. How he hadn’t seen Dean somewhere in your smile all along? Sam was sure that if he dusted your heart for fingerprints he would only find Dean’s.
Sam broke to his knees. His shoulders trembled with each sob he was finally letting out of his chest. Loving you was the last thing Sam felt really good at and now he feels like he had failed. He’d lost the love of his life. He didn’t lose you. You left him. You trade him for a another man.
Feedback is always nice! So please, leave some and help me improve my writing skills
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cleighwrites · 5 years ago
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Dean Winchester
Yes.
He perty, ain’t he!?
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Just kidding, I know what you mean!! 😂😂
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Let’s see.... *flips over to the Pandora app*
I don't think I have ever seen a soul so in despair. Del Amitri, Roll to Me.
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cleighwrites · 5 years ago
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Ok. Let's start with Sam and go from there...*fingers crossed it's a good one*
Oh, no pressure, Pandora!!
...Rain falls angry on the tin roof. Edwin McCain, I’ll Be.
Since I basically made you do this, I hope this is a good one for you!! 🤪 Thanks for joining the ANGST!!
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cleighwrites · 5 years ago
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I want to shake off my writing cobwebs and try my hand at the ThANGSTgiving challenge, with Sam please. Actually... Can I do one with Sam and one with Dean? Both will be x reader
You must have had a lot of cobwebs to clear out!!
OK, for Sam: We grew up way too fast, and now there's nothing to believe. Goo Goo Dolls, Name.
And for Dean: Without you, I don’t think I can live. Backstreet Boys, All I Have to Give.
(Pandora is just being funny now!!) 😂😂 Hopefully these spark something good for you!! Thanks for coming out of your musty retirement for this amANGSTing challenge!!
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cleighwrites · 5 years ago
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ThANGSTgiving Masterlist
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In order of asks being asked/answered, here is everyone that signed up for the ThANGSTgiving Writing Challenge, with their chosen characters and song prompts! 
Also, a little side-note, I forgot to mention before, please put a keep reading link in after the first 100 words or so to make it easier for everyone who would like to reblog!! 
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@super-fan-of-all-things​ - Sam, When I’m with you, I feel like I could die. Third Eye Blind, Semi-Charmed Life
@slytherkins​ - Crowley, I won’t be held responsible; she fell in love in the first place. The Verve Pipe, The Freshmen.
Love Me or Leave Me - @princessmisery666​ - Sam, With a safe home, and a warm bed, on a quiet little street. 3 Doors Down, Be Like That. 
@leatherwhiskeycoffeeplaid​ - Dean, Well here she is again on the phone, just like me hates to be alone. Train, Meet Virginia.
A Night to Remember - @traceyaudette​ - Sam, It ain’t easy to say goodbye, Darlin’ please, don’t start to cry. Eagle-Eye Cherry, Save Tonight. Also check out the sequel A Night to Forget
@melbelle45​ - Sam, We grew up way too fast, and now there’s nothing to believe. Goo Goo Dolls, Name. Dean, Without you, I don’t think I can live. Backstreet Boys, All I Have to Give.
@idabbleincrazy​ - Sam, Rain falls angry on the tin roof. Edwin McCain, I’ll Be.
@wingedcatninja​ - Dean, We’ve been waiting so long. Backstreet Boys, We Got it Goin’ On.
@kickingitwithkirk​ - Sam, Everywhere I go people stop and they see. Sugar Ray, Fly.
@miss-tricksy​ - Dean, I don’t think I have ever seen a soul so in despair. Del Amitri, Roll to Me.
@nichelle-my-belle​ - Dean, Boy don’t you know you can’t escape me? Mariah Carey, Always Be My Baby.
@superbadassnatural​ - Sam, There are many things that I would like to say to you but I don’t know how. Oasis, Wonderwall.
@boysinperil​ - Dean, I couldn’t change though I wanted to. Bush, Glycerine.
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cleighwrites · 5 years ago
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Hey sweetie, was wondering if i can get in on your ThANGSTgiving writing challenge with Sam. Thanks
Of course you can get in on all this angst!! Signups are good though Halloween 🎃
Everywhere I go people stop and they see. Sugar Ray, Fly.
The ‘25 years old, my mother God rest her soul’ seemed a little too on the nose!! 😂😂
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cleighwrites · 5 years ago
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Ooh! Me! I want to play. I love angst and 90s music. :p What have you got for Crowley?
I won’t be held responsible; she fell in love in the first place. The Verve Pipe, The Freshmen.
This is gonna be good!! Welcome to the madness!!
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cleighwrites · 5 years ago
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ThANGSTgiving - what you got for Sam? No promises though *subtly starts to have a panic attack* 😂
NO PANIC ATTACKS UNLESS YOU’RE WRITING THEM!!!
Ahem...
With a safe home, and a warm bed, on a quiet little street. 3 Doors Down, Be Like That.
Also, I’m taking this as a written contract, so that’s not really like a promise 😈
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cleighwrites · 5 years ago
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Hey! I’d like to participate your Thangstgiving challenge. If there’s any room for me, of course. My character would be Sam. Thank you. 😘😘
Sure thing!! I can never get too much Sam, and I’m so excited to see what you come up with for this!!
There are many things that I would like to say to you but I don't know how. Oasis, Wonderwall.
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cleighwrites · 5 years ago
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Hi there! I’d like to participate in your ThANGSTgiving challenge if you still have room. The character would be dean. Thanks!
Of course!! There’s always room for more! The more the ANGSTIER!! Lots of love for Deano today!! 🤷🏼‍♀️😂
And Pandora says..........
Boy don’t you know you can’t escape me? Mariah Carey, Always Be My Baby.
Thanks for joining!!
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cleighwrites · 5 years ago
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For ThANGSTgiving: Dean
OK... so Pandora really tried to fuck me up this time...
We’ve been waiting so long. Backstreet Boys, We Got it Goin’ On.
Literally the only usable line out of that entire song!! 🙄 (As far as what I’m trying to do anyway!!)
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cleighwrites · 5 years ago
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Sam x reader
It ain't easy to say goodbye, Darlin' please, don't start to cry. Eagle-Eye Cherry, Save Tonight.
OMGS, I’m already crying!! 😭😭
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cleighwrites · 5 years ago
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Just wanted to let you know, I'm going to *try* to have my fic ready by Wednesday, but more than likely it will end up being late. I don't write angst often, so I took this up as a way to challenge myself but my muse keeps abandoning me when I try to write it and demanding other things be written.
I can understand that completely... no worries!! Can’t wait to read it!!
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cleighwrites · 5 years ago
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Hey! Can I get an extension on the ThANGSTgiving challenge? Two sick kids have kept me busy....
Sure thing!! Take all the time you need. I hope they feel better soon!!
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