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#Dean Winchester loves Castiel
destiel-wings · 1 year
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Friendly reminder that this was Dean's first smile in heaven. Not when he saw Bobby, not when he told him about his mother or father, Dean's FIRST SMILE in heaven was when he heard Cas was there. That's when he finally showed any happiness™ at all
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disgracefulgayness · 5 months
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honestly I remember hating on this look initially, but really if you think about it it's kinda sick. Yes the Winchesters sucked horribly, but REALLY. Dean is dead now, he's in heaven. He doesn't have to worry about keeping up the status quo, or his Winchester hunter persona, he can dress however he wants now, he can grow his hair and facial hair out, he can express himself and not be confined to a box. (I'd also like to think that he's definitely with Cas by that point, congrats on getting to be gay and be a fashionista Dean love that so much for you)
Super rare supernatural post don't expect more of these or maybe do
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eggcompany · 14 days
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Castiel The Hottest Oddest Duck Part 2
Cas was smiling behind his hand as he swung his feet back and forth from where he sat on one of the garden swings covered in fake flowers. He likes the swings, simple, wooden, place where he could sit with all the other pretty girls and be ogled at. He had on his white dress tonight. It was their anniversary after all. Four years since they officially became boyfriends. Or girlfriends when they were in the club. 
So Cas was swinging in his poofy white dress, thick white socks covering his legs up to his thighs, showing only a sliver of his thighs below the lacy hem. He liked that his sleeves went down to his wrists, covering his arms so he didn’t have to shave. He was wearing his long black wig, the thick one that was a gift from Dean for their first anniversary. It was the same pitch dark as his real hair but hung just above his elbows. He’d done his own makeup, the style he liked. Nature but feminizing, soft pink lipstick. 
He looked down over the railing of the candy colored platform down into the darkness of the bar. The remodel of the club really called more people in, more rooms, more stages, places for everyone. The platform that overlooked the club for anyone who just wanted to be pretty, dressed or not, was Cas’s favorite. Because Cas could swing forward, his toes keeping him up, and see Dean down below behind the bar. He was wearing a pair of pink panties and an apron tonight. Some eye makeup but all Dean Winchester. 
Cas smiled and kept his eyes on Dean, he was bulkier than when they first met, putting on muscle and weight. He was gorgeous. Laughing and chatting as he shook up drinks and wiped down the counters. 
Cas always wondered how Dean was so confident in his own skin, happy to get bare down to his boots and panties. Cas could never, he always wore at least a dress or skirt around other people. But Dean never pressured him to show more. 
~
“Hey Cassie, wanna go grab a drink? I know Dean’s on the bar tonight.” It was another one of the girls who really just wanted to be pretty. Or well sexy. She wore a lot of very intricate latex and leather bodysuits but she didn’t want to be touched. Just looked at. Ruby. She was a sadist but usually only took on certain kinds of subs, preferring to walk around a drink and watch. Or be watched. Cas liked her enough . 
“I told him I wouldn’t drink. It’s our anniversary, it’s midnight so it’s really officially our anniversary. We’re going on a trip in the morning.” Castiel said but got up anyway, slipping into the fuzzy slides he wore when he left the plush carpeted area of the platform. 
“Where are you going? Nude beach? Hookah den? Orgy?” Ruby asked, smile growing wider and wider the more she suggested. Castiel just shook his head, they already went to two of those things. Those weren’t special for anniversary trips. 
“The aquarium and then a world famous pie shop. And then we booked a room at a super luxurious hotel for the night. I’m so excited!” Cas said happily as they made their way down the spiral stairs. Castiel couldn’t help but smile. They planned the trip for months. The aquarium was one of the few spots Castiel felt completely calm. He liked the fish, the bubbles, the lights. It was magical, as Dean would say. And the pie shop Dean was so excited for, his eyes would light up like a kid. Cas couldn’t help the dreamy look in his eyes or the smile on his lips. 
He could feel all the eyes on them. Cas just kept his eyes on the back of Ruby’s head, not wanting to give anyone any ideas. He just wanted Dean. So he kept his eyes on Ruby and her outfit of the night. 
Ruby was in a tight red teddy and nine inch heels. Her hair was all done up and her makeup was painted on. Cas thought it was pretty though he would never wear anything like that. 
“My beautiful girlfriend, my angel” Dean cooed as Cas walked up to the bar, tucking some hair behind his ear. Dean looked so good, wearing his frilly pair of pink satin panties under his black apron. Cas smiled as he sat down, suddenly very focused on the feeling of his own lacy underwear rubbing against his cock. He didn’t tell Dean about the blue gem ended plug he’d slipped into himself after they had both gotten ready. 
“You want a pink lemonade, you stunning bride?” Dean asked as he leaned against the bar, nose touching Cas’s. The white dress, Dean had lovingly named it Cas’s wedding dress. It and the matching cotton socks, panties, and scrunchie, which had been left behind. 
Cas smiled and nodded, bumping their foreheads together.
“Yes please, Miss Dean Novak.” Cas answered quietly and Dean laughed and looked at Ruby who nodded. She always got the same drink. Cas liked the idea of Dean taking his last name. But liked the idea of belonging to him even more. There would never be a Dean Novak or a Castiel Winchester but the idea always made Cas feel fluttery. 
“Thank you Deanie” Cas said as the cold strawberry lemonade slipped into his hand and a kiss was pressed to his lips. 
“Thanks honey, come meet me back up here after last call at one. I’m on key duty so it’ll be a while before we get home.” Dean explained and Cas nodded, being pulled back to the platform, straw caught between his painted lips. He waved at Dean as he stumbled behind Ruby, catching one last glimpse of Dean laughing. 
~~~~~
Castiel was humming as he leaned against the rope that held up his swing. He was curled up on it now, he’d gone and got his flowy robe, one with feathered edges to keep him warm. Dean turned on some slow music, something romantic. Cas was sleepy, one foot hanging down to gently rock himself. He was just nearly asleep, the day catching up to him, alcohol making him feel warm and heavy. 
He was drinking something blue and sweet, something with tart cherry flavor too. Cas liked it. It made him feel pretty for some reason. 
He could faintly hear the light noise of the bar getting cleaned. It was late. They had to leave by noon during the day. Cas couldn’t make himself worry, he’d had such a nice night, he was going home to his beloved partner, and he felt beautiful. 
But then it was all quiet and the music was off. Cas heard faint footsteps on the staircase, watching from under his eyelashes, straw still caught between his lips. 
“Hey gorgeous, time to head home. You wanna get dressed or just trench coat it?” Dean asked as he walked to Castiel, petting the dark long hair away from the dark haired man’s face, twirling in his freshly washed fingers.  Castiel just smiled at him and nodded. 
Sometimes they had nights where it was too much work to get undressed and redressed, so Cas would just slip some sweatpants over everything and throw his long tan coat on and slip into Dean’s car in the dark. Dean understood, pressing a powder soft kiss to his lover’s forehead. 
Dean pulled Castiel to his feet, hugging him for a moment before rubbing up and down his arms, catching and squeezing his hands. 
“I would like my boots and my coat please.” Cas said plainly and followed Dean down the stairs and toward the dressing rooms. Dean pulled out their shared locker keys and sat Cas down on the bench in the middle of the dressing area.  
He pulled out Cas’s coat and his loose laced boots, handing them over before pulling out his own sweatpants and black hoodie. 
“I couldn’t keep my eyes off you Cas. You looked so nice. You know that’s my favorite dress.” Dean complimented as they both got dressed or covered up. Cas smiled as he pulled on his shoes, looking up at Dean lovingly. 
“I wore it for you.” He said and watched Dean shrug on his hoodie. 
“Well thank you. I can’t wait to get home and take it off you. And go to bed naked.” Dean answered and leaned down to kiss Cas, who smiled and rose to his feet. They stood there in the dim dressing room sharing soft kisses for a moment, happy to be content in the moment. 
“We should take a shower before bed, you smell like sours and bar cleaner.” Cas said and Dean huffed a laugh and grabbed their bags in one hand and his keys in the other. 
“Such a dirty mouth, I didn’t know such pretty things could say something so filthy” Dean said sarcastically as he pulled Cas out toward the impala. 
~~~~~
“Today’s been the best day of my life.” Castiel said as he laid breathless on his back on the biggest most comfortable bed he’s ever laid on. Dean was laid on his side beside him, hand tracing nonsense on the soft flesh of Castiel's pec. Going around all the hickies and bite marks. 
They had just had the best date ever. They slept in till ten, Dean made breakfast (and got a blowjob), the lines at the aquarium were short, Cas laughed at sea slugs, Dean cried over pie, and the hotel room was romantic and huge. It had a view which Cas was enjoying in his robe when Dean had got done in the shower. The sex was great, Cas thought. Dean put on music, made sure to bring Cas’s favorite condoms, and they came together. It was the best regular vanilla sex they’d ever had. Probably. Cas didn’t wanna try and rank all the sex they ever had. It was too much for his orgasm blissed brain. 
And maybe he doesn't hear Dean quite right when he speaks. 
“We should get married.” Dean said conversationally. Cas blinked a few times before facing his partner. “What?” He was sure he didn’t quite hear that right. Dean looked at him, eyes steady, hand stilling where it laid over Castiel’s heart. 
“We should get married. We could get a new place, get a dog, see where life leads us.” Dean said quietly, green eyes full of sincerity. Cas felt like his very heart was being grabbed. Dean Winchester already owned his heart and soul but… Cas was never really sure if he owned Dean’s. 
“Do you mean that? You want to be married… to me?” Castiel asked, looking at his own chest where Dean’s hand laid against his bare skin. Dean smiled and rubbed up and down with his thumb. 
“I would love to be married to you. Double deal too, handsome brilliant husband, sexy little wife.” Dean jokes, trying to lighten the mood. Cas looked at him, eyebrows raised, unsure but intrigued. One of Dean’s favorite looks, one that had the dirty blonde leaning in close to wrap his arm around Cas’s middle. 
“We could get a cabin somewhere, away from everything.” Dean said it quietly into the skin of Cas’s shoulder, like it was a secret. He moved to kiss under the stubbly jaw and whisper another promise into Cas’s pale skin. 
“Could hide away from all the eyes, be who we are together. Husbands, wives, doesn’t matter if we’re together.” Dean said it like a prayer, right into Cas’s ear. 
“Dean…” The other man said like a warning, like he had to make sure Dean was sure. Dean just sat up on his elbow, hand coming up to cradle Cas’s jaw, staring right into his blue eyes. 
“I mean to Cas. I love you. I want to spend my entire life with you, I never want to be away from you. I want everyone to know that you’re mine, and I’m yours. I want us to be us. Forever.” Dean spoke with his entire heart, Cas could feel it. As he spoke Dean reached down and pulled Cas’s hand into his own, squeezing it, just to get his point across. 
Cas teared up, he was never very good at having feelings. Never very good at reminding Dean that he loved him, never very good at letting his love be known, never very good at being a good boyfriend. But here his love was, saying the words Cas had only ever dreamed of. 
“Please just say yes, I can hear your brain.” Dean said with a smile. Cas sniffled as he realized just how hard he was already crying. 
“Please marry me, Dean Winchester.” Cas said through sobs as he was pulled up into a hug. He couldn’t help how hard he cried, it was… it was everything he ever wanted. It was dreams coming true. 
“Took you long enough Cas.” Dean said and held onto his fiance . Cas just cried and held onto Dean as tightly as he could. 
~~~~~
“You’re not being a Novak.” Cas said plainly as he walked into the kitchen, eyes stuck on the fridge just to the right of Dean’s half naked body. Dean smiled and turned around, pan of scrambled eggs and spatula in hand to dump them onto the awaiting plate. 
“No?” Dean asked and Cas sat down, staring at the countertop. He shook his head, eyebrows scrunched together. 
“No. I’m going to be a Winchester. I think that's the better choice. I don’t want to be married to Dean Novak. I’ll be… I’ll be Castiel Winchester.” Castiel said and finally looked up at Dean, nodding with his mind firmly made up. 
“Dirty talk at breakfast, I like this version of you Cassie.” Dean said and brought over two steaming cups of coffee before sitting beside Cas on the barstools. Cas took one and took a big drink. It was just how he liked it. Mostly milk and sugar. He leaned his face into Dean’s naked shoulder. 
“Miss Winchester, is your husband home? I don’t think he’d like to see you hanging off someone like me.” Dean said in a fake deep voice. Cas giggled, that was something Dean did, he had learned. He pretended that he wasn’t Dean, it was a joke, and Cas liked it. Because Dean was Dean whether or not he liked it. 
“You’re my husband, Miss Winchester.” Castiel mumbled into the tan skin of Dean’s arm before leaning up to kiss his cheek. 
“Damn right I am.” Dean said and kissed Cas for a long moment before dishing out their breakfasts. 
~~~~~
“It’s perfect. It’s the best place ever on earth.” Castiel said through teary eyes as he stood on the porch of the house Dean had found for them. It was in budget, small, but private. It overlooked a valley, was surrounded by trees, and the closest neighbors were a mile away. They were the end of the road so no one would drive past them, it had a garage for baby, and it had space enough for Dean’s woodworking and carpentry tools. It was perfect.
“I knew you’d love it. Our own little castle on the mountain, huh.” Dean said and hugged his husband. It was the best place. There was enough space for them, a dog, a garden, and they could fuck outside. Best place they’d found. 
“Let’s go for it.” Cas said and nodded. He could see himself growing old here. And maybe fucking Dean over the porch railing. But that could come later. 
~~~~~
“The beard works on you. The greys really make you look handsome. Believe me.” Cas said as he sat down next to Dean on their couch. Miracle huffed in his dog bed and Cas rolled his eyes at the dog. Dramaqueen. 
Dean smiled and leaned over to kiss his wife. Castiel liked Wife. He fell into his more feminine side as he aged. He was 56 now and all they did all day was work around the cabin and have sex and watch movies. He could be a man and be a wife if he chose that. 
Plus if anyone came to their house, they knew to either call ahead or get what you get. The Winchester Cabin was a wild place. Just ask Sam, he once wanted to ‘surprise’ Dean and drove up on Cas getting railed against the hood of Baby in a sundress and floppy hat. 
“You like the beard because now you’re not the only one getting greys.” Dean sassed back. It was no secret he loved it when Cas started getting grey hair first, or at all. Dean liked so see Cas being beautiful and grey haired Cas was fucking stunning. 
“I can’t believe I met you because I was horny.” Cas said flatly, which made Dean crack up laughing. 
“I can’t believe I met you because I was called in to cover the other bartender.” Dean said with a smile. They shared a few more kisses. It was perfect. Exactly how Cas dreamed. It was so perfect, how it happened or what came next or what would happen if Dean got hurt or what if something horrible happened or-
“I’m gonna hyperventilate.” Cas said before Dean was hugging him, taking in slow breaths. 
“You’re so weird. I love you.” Dean said as Cas hugged him back and slowly breathed in rhythm with him. 
“I love you too.” Cas said before crawling into Dean’s lap. It was where he belonged. 
<- Previous Chapter
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acozysoulwrites2 · 6 months
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DEAN IS APOLLO AND CAS IS ICARUS OH MYGJDHFB
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justbrowsing2211 · 6 months
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A little fic with smut and emotional pain to celebrate Destiel on this holy day 💚💙
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baconandpie1 · 8 months
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Tomorrow (Idjits In Love series)
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Here we go - another ficlet in the series 'Idjits In Love'.
Hope you like it!
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they said that twist and shout hurt, I didn’t listen, the pain, the pain, the pain.
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atlas-assbutt · 1 year
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Dean goes flannel shopping and buys this for his boyfriend because he wants to see Cas smile.
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ineedmytsarbucks · 1 year
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Happy two year anniversary to Dean and Castiel Winchester!
I swear I am physically incapable of making a happy edit of them but it’s okay because they’re alive and happy and having killer sex all the time. And Dean totally did get to say all the things he left unsaid after he rescued Cas from the E*pty so we’re good. (Please don’t hate me for making you sad with this. I made myself sad too, I’m sorry)
Tv Show: Supernatural
Pairing: Dean Winchester x Castiel
Song: Unsaid Emily
Artist: Julie and the Phantoms
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disgracefulgayness · 3 months
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And then I go and spoil it all by saying something stupid like..
"You're our brother, Cas."
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"....Thank you."
Sorry guys I wanted to supernatural shit post I've been thinking about them.
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eggcompany · 14 days
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Castiel The Hottest Oddest Duck Part 1
Castiel hated when loud people came into the museum. However when two women come in and give him a card to some club called the Crossroads maybe they're worth it...
Crossroads. A sex club. With an online catalog. And one man covered in silk and lace catches his eyes and he just knows he has to go see him... the princess. AKA Dean Winchester who hadn't taken a date in... YEARS. But maybe it's just the best stroke of luck.
“OMG they should get one of these at Meg’s” 
“Oh totally, wouldn't The Puppy look so cute on that? Ooo or Killa!” 
Castiel Novak hated loud people in the museum. He just wanted to clean and keep an eye on the exhibits. Sure he also loved answering questions from the field trip kids and chatting with artists who liked to sit in the large monument hall and sketch but he absolutely hated loud people walking around nearly yelling at each other and cackling loudly. 
However in the last week it seemed impossible to get away from since they put up their loaner exhibit on sex through history. 
As the two women continued to speak loudly and cackle like upset hens, Cas walked up near them and cleared his throat. They turned around and waved their hands in an ‘ excuse us’ kind of way. 
“Oh sorry we’re just so excited about this exhibit. We're members of the Red Crossroads and this stuff is pretty interesting, totally up our alley!" One of the women said with a large grin. 
"Oh.. okay, It's on loan from another museum. We're pairing this and the pride exhibit. They'll both be open by June first." Castiel informed them. If they were just overly excited he understood. He’d just about talked his brother’s ear off when they had their exhibit on beekeeping. 
"We should come back then! And we can bring Meg or Dean! Dean would love this shit.” Said one of the women to the other who nodded. 
“Ooh, are there going to be more crossdressing exhibits or anything like that? That would be amazing” asked the second woman. Castiel nodded after a moment of thinking. He’d just been looking at the catalog of incoming exhibit pieces. There were many pieces of Transgender History and Drag Culture, which in a crude way could be interpretted as ‘crossdressing’. 
“We're going to have a large section over drag culture across the world later this month where the pottery currently is.” Castiel informed them which incited big smiles. 
“Fantastic! We’re so coming back! Thank you so much, you’re a doll… Castiel! We’ll see you again in a few weeks and ya know if you ever feel like a good time come swing by the Crossroads.” Said the women who handed him a small black card and walked on their way toward another exhibit while texting on their phones. 
Good time? What’s that even mean? Castiel was curious about the card which simply had in plain print
‘Red Crossroads- Bar and lifestyle club- All Welcome’ and a phone number. 
Red Crossroads…. 
Bar and lifestyle club. 
Lifestyle club. 
….
Sex club. 
It was a sex club. 
Cas was taken aback as he stared down at his laptop screen. He didn’t know there were those! He thought there were only street workers and online escorts. Both of which made him nervous as a man seeking another man who wasn’t underaged or had any… afflictions. 
Catalog listings of services came to view first, Cas had never thought to go through and think if he liked something or not. 
Spanking? No he didn’t like hitting even if it was for fun.
Bondage?… Perhaps it would provide compression and comfort. Cas often found certain amounts of restraint like weighted blankets and sleep sacks very comforting so bondage is on the table for that. However it could be scary if he got too overwhelmed and couldn’t get away. 
Pet Play? Cas didn’t like the idea of having to care for something living and he definitely wasn’t very good at “pretending”. 
Sex Toys?... That made Cas glance over at his bedside table. Here his lube and condoms and small bullet vibrator lived. His brother had bought it for him as a joke since it was called an "Angel" and was sparkly gold in color. Cas didn't get the joke until years later, and then still he quite enjoyed the small toy pressed against his skin. He only ever put the very tip inside since it was always sort of… scary. Overwhelming and made him feel very lonely. 
Crossdressing/Gendered Play… That’s what got Cas’s heart tapping against his ribs cage.
Men had always been Cas’s favorite. Even when asked when he was very small in the church, he had always known he loved boys. That was what had been the catalyst of his parents getting him tested for autism in the first place. They knew he was ‘wrong’... Oh well whatever they’re in the nursing home now and Castiel doesn’t need the inheritance. 
Plus Gabriel liked boys too. Somewhat. ‘Pansexual’. At least sort of liked boys. So Cas wasn’t alone. 
Cas liked just men. 
They were simple and understandable during sex. Touch penis, kissing, they cum, snuggles until morning. Easy. 
Easy was usually best and best to understand. Simple and straightforward was best. 
But oh... pretty things in pretty packaging were even better. No one would turn down a nicely wrapped gift. Especially when that gift was a hard cock wrapped in soft lace. 
It had been a rabbit hole on his laptop one night. The road from " I don't really like girl bodies" t o " I really like girl's lingerie" was a short one. Cas didn't quite like all the complexity or the look of a woman, femininity in a femine shape was… yucky in his mind. He didn't like breasts either.
The road from " Boy bodies are pretty " to " Boys in girl's clothes are very pretty " was a long and winding one. 
He'd looked through everything from "petite" to "pegging" to "twink" and finally ended up in "crossdressing". It seemed endless of boys wearing frilly pinks with their cocks barely contained. 
Cas was never good with people and he was even worse with sex. He'd had sex in college, sure. A girl who got him drunk and said he was cute had had sex with him in his shitty dorm room and told him he had a big dick and left before morning. 
He'd had sex with a very handsome man who smelled like chalk and had smooth soft skin and a thing for virgins. He was nice and cuddled until they showered together in the morning. He was nice but Cas wanted more. 
Cas wanted snuggles all the time and hugs and holding hands and dates and all the in the movies kind of stuff. Sex was nice but love was what he wanted. 
Gabriel told him saying “I love you” was a bigger deal than how Cas was used to using it. And that saying it to someone you just met, or while your ankles are to your ears, is not the right time to say it. 
It was easy to click on the crossdressing section on the catalog for the Red Crossroads. Suddenly there were lines of profiles. Mostly very young boys wearing strappy dark attire. 
Not Cas's type. Sure they were cute and hot but he wasn't really into younger guys. When he himself was younger he was into ‘older’ men. Now he just liked men his own age. 
He scrolled, endlessly. Glancing from image to image. From young cute faces caked in makeup to bodies laying ass up exposing their tender places. 
It was a doom scroll of searching for someone. 
It was sort of draining in a way that it made Cas start questioning what was he doing, why was he scrolling around on a catalog of men, why was there a catalog of men, why was he even looking at a sex club when he could never- 
Then there he was. Neck down, sun tanned skin, wide shoulders, bulging biceps, tight abs, rosy pink nipples, fuzzy blonde-brown hair coating his strong thighs and making a soft little treasure trail from his belly down under the candy pink panties he was wearing. He had on a matching lacey ribbon harness on his chest that exposed the wide expanse of it. 
" Princess of the Crossroads, tall, strong, handsome, and loves his lace. Loves getting all dolled up and giving anyone a good ride. Is open to kissing, cuddling, and anything in between! Come show our princess some love, Friday-Sunday, or scheduled appointment"
"Princess... Wow..." Cas whispered and instantly knew he had to go find him. 
He also realized he needed to do A LOT of research. 
-0-0-0-0-
This was stupid. 
Stupid to even walk through the backdoor of the bar. 
Stupid to walk around trying to find the beautiful strong body he'd seen online. Walking around looking at the heads of dark blonde hair, looking at bodies covered in thick muscle and freckles, it was all so… embarrassing . 
It was an hour of him walking around awkwardly trying not to stare at the people who were activly having sex. He'd watched the pole dancers for a while marveling at their strength and grace. He was absolutely taken by one of them who was dressed in a long pink sheer robe lined with fuzzy white stuff that Cas very much wanted to put on his face and had to yank his hands back a few times from where they had absently shifted up to sit on the very edge of the stage. 
He'd made his way to the second bar that was in the back corner of the main room. He'd flumped down on one of the cushiony red bar stools and a blonde woman walked over to him. 
"Sad face for a sex club, what's wrong my man?" She asked and Cas sighed and traced a triangle on the shiny counter. It had been a failed attempt at having sex. It was a failed attempt at getting fucked and snuggled. 
"Couldn't find who I was looking for. Can I have whiskey? I don't drink usually but I need something." Cas explained and the woman glanced over at the other bartender, a dirty blonde headed man with a sparkly smile wearing a black t-shirt and some black jeans. He had on an apron with the crossroads logo on it and was pouring out drinks for two men, laughing and chatting. 
He was a very good looking man, tall, strong, handsome. Masculinity in the purest form. Probably smells like sweat and spilled alcohol. 
"I'll get you the good stuff in a second. Who were you looking for anyway? Most of our best are here." She asked while looking around the room and Cas nodded. 
"Yeah I looked around for a while, the dancers are pretty amazing. I looked on your website but the guy I wanted isn't on the floor and his face wasn't in the profile." Cas said sadly as the woman poured him some whiskey. She hummed and thought for a moment. 
"Any chance it's the princess?" She asked with a smile. Cas choked on his drink nodding. After coughing for a moment he recovered and shook his head yes vigorously. 
"Yes, yes, that's who it is. Do they not work here anymore?" He asked with big wide eyes and she smirked. An almost knowing smile spread across her face, she glanced over at the other bartender. 
"He's here. How about you go wait for him and I'll have him meet you in his room. It's up the stairs and wait for him in the room with the golden crown on it. It'll be to the left. Just sit there, it might be a long wait." She explained kindly and Cas was smiling widely. He was so excited to be able to finally touch and have something he really really wanted. It was like being told there was a gift of a million lives waiting for him just up some stairs. 
"Oh that doesn't matter! I'll wait for however long! I'm so excited." Cas said in a giddy voice and slapped down a large bill and walked quickly to the spiral stairs he'd seen a few people walk up. 
The woman giggled and Cas was off. 
Maybe it wasn’t so stupid. 
-0-0-0-0-
Cas was happy to sit and wait in the lovely carpeted room. The walls were a lovely rich dark color that was just nearly black was tinted with a pink, the floors were low pile and very very soft, new feeling, dark grey heathered with black, there was a sturdy looking black desk that looked more in use than a staged object that had a lamp and a cozy looking arm chair behind it. There was a large dark stained wood four poster bed in the center of the room, king size, thick and plush, having black drawers along the underside of it on the floor, and it was covered in a plush patterned black comforter set with several pillows in matching cases piled neatly at the head.
There were two doors, other than the one that Cas had walked through and one on the wall behind the bed. Both were painted black with golden door knobs. Cas could see the light on underneath one of them and had an itch in the back of his mind to just go and flick the light off but this wasn’t his room and it wasn’t his place to go opening doors. He’d gotten in trouble about things like that before so he just ignored the light and stared at the floor from the cushy pink tub chair that he was sitting in by the door. 
Castiel was giddy . Overly excited about getting to have sex. 
Sex . 
Such a rare yearning in Cas’s life. He had to really concentrate to think of the last time he wanted to have sex with someone… Years ago probably. Beach trip with his family, he was sitting under the umbrella reading a fantasy novel about knights and princesses, a semi dirty novel that he hid with a false dust cover, he glanced up on the look out for his parent’s return, a big burly man was walking up out of the water, huge chest bouncing slightly under the thick cover of dark hair that connected over his belly to widen back on it’s way under his tiny tight shorts. Cas remembered feeling absolutely dizzy before his sister wacked him in the head and called him a slur. 
Just as Cas got a creeping nauseous feeling in his belly he heard some noise behind him. 
"I haven't actually been booked for a while so I don't have everything for the full ‘experience’ but if you still wanna- I’m very willing" Said a rumbling voice and Cas turned to see the source. 
Then he couldn't breathe. 
And he couldn't move. 
And he felt very very warm. 
Cas was standing, panting, clenching his hands at his sides. 
"God..." Cas whispered as he stared unashamed at the man's perfect face. 
He was standing in the middle of the room wearing a pair of thigh high cotton socks in a crisp white color, a flowy green silk slip to cover the rest of him. He had on a light perfume that smelled like vanilla, mascara that only made his long eyelashes look even longer, and some soft pinky nude lipstick. Around the slip’s thin straps Cas could see another set of straps, shiny like ribbon, in a dark nearly black green. 
He smiled and bit his bottom lip, straight teeth a pearly white. 
"Enjoying the view" He said in his practiced sultry voice, deep and rumbling like tires on a gravel road. 
"I've never seen anything more beautiful. Person, object, or otherwise." Cas said from his very soul. He was shocked like he was seeing a true angel a few feet in front of him, his feet were both glued to their spot on the carpet and weighed nothing at all as he took a few steps closer. 
The statement made Dean jump back and look a little shy. The brunette chuckled and looked around the room for a moment, hands fidgeting together. 
"Oh thanks. Haven't heard that one in a while. I'm Dean, but you can call me whatever you'd like." Dean said and moved a stray hair back into where it should be, spike having flopped down to his forehead. 
Cas watched his hand move and then felt as if he had fallen back into his body from floating somewhere far away in space. He suddenly felt like he couldn’t breathe and that he had to rip his hair out. Dean was so perfect, so amazing, so beautiful, and wanted Castiel in such an intimate way and Cas hadn’t been very intimate in so so long and and - words tumbled out of his mouth. 
"I'm Castiel Novak. I've never been here before,I have autism, I'm gonna hyperventilate." Castiel said as he started to take shorter and shorter breaths, head getting light and dizzy. 
"Okay, alright, big one in, big out." Dean coached him through with a hand on his shoulder until Castiel was breathing normally. Cas was bent over a little bit and Dean was rubbing his back, hand warm like a wood fire. 
When Castiel stood back up they were so close, so near. The slightly shorter man looked so dazed Dean feared he might pass out. He’d seen people pass out before, not any autistic people he knew about but then again it wasn’t his business. 
“You smell very good and look very pretty” Castiel breathed out very deadpan and monotone, he was still trying to calm down his racing heart. 
Dean thought his eyes were glittering, it was odd. He’d spotted Castiel wandering around and had listened to him at the bar. He was 1. Hot as fuck, 2. Had a voice that already sounded like he’d been throat fucked, and 3. Had the most gorgeous eyes and honest look Dean had ever seen working at the Crossroads. Castiel Novak was 100% Dean’s type, plus he was a sweet man. 
"You're one odd duck, Cas. 's cute." Dean said and leaned in until there was just an inch between them. He cocked his head and stared down at Cas’s plump pretty pink lips. The dark haired man swallowed and let out a shaky breath. 
"I'd like to kiss you. I'd really like to kiss you." Cas whispered and oh Dean had really soft lips…
It was so easy to let Cas kiss him. 
Terribly. 
Castiel was a terrible kisser. All unpracticed and clumsy and stiff all at the same time. 
Dean hummed and let Cas explore though, his lips trembled a bit but soon he was confident in his tight presses, letting his eyes slide shut. 
Dean let one hand tilt and guide Cas’s head to angle over, he let his own lips part first and coax Cas’s open, and he was patient when Cas pulled away from his tongue the first time with a confused noise. He grinned a bit at the adorable confused look on Cas’s face. No way should a middle aged man be able to look so fuckin’ cute…
“C’mon, you’re doin it right” Dean whispered and Cas leaned back in after a glance at Dean’s perfect green eyes. 
Soon their tongues tangled, Dean’s hands coming to cradle Cas’s jaw and one sitting on his sharp hip bone. Castiel however had his hands down at his sides, clenching and relaxing with the rhythm of their kisses. Dean thought it was cute, something about this scruffy man just radiated something so… cute and fragile. 
Something to be cherished. 
Something that just screamed that he was either going to be utterly terrible in the shack or so, so fucking good. 
"May I touch you?" Cas panted out his eyes filled with a sort of frantic look. Something like a tornado in a jar. His heart felt like it was going to burst from his chest, in a fun way not like when he has anxiety attacks. His cock was throbbing in his slacks and he felt so… on fire with lust . 
"Course you can. Here, there we go." Dean said in a deep rumbling tone and guided Cas's wrists so his hands were on Dean’s silk covered hips. He leaned in to catch the other man’s lips again but Cas was looking away. 
Cas gasped and looked down, astonished as he squeezed the muscle all along Dean’s hips, sides, all the way to his bulging shoulders. Castiel breathed in quickly, finally letting out the breath he had been holding. 
"You're so... solid. Strong. Muscular." Cas said in awe and let his hands wonder and press into different places on Dean’s silk covered body. His muscular biceps, his forearms, his shoulders, and down his back. The fabric of the slip was so smooth and buttery and Dean’s body was so  warm and felt so alive under Cas’s hands. 
"Mhm, you're not too soft yourself." Dean said let his own hands start pushing and feeling up the other man. Cas was fucking hot and it was unfair. Sharp hip bones in his black slacks, solid stomach, strong arms, and a big cock that was bulging in his slacks. Not only that but he had thick, plush looking thighs, his hands were heavy and strong where they grasped and groped and petting at Dean’s back, and when Dean leaned back to steal some more dirty tongue filled kisses and placed his hands on the dark haired man’s chest it was soft yet had a layer of buff muscle underneath. 
A very attractive, awkward man. 
Definitely the most enthusiastic man he’d had if the way he kissed was anything to go by. 
Cas kissed like he’d never get another one, pulling on Dean’s shoulders as if to get even closer, even once their chests were pressed together. 
He let out quiet, needy noises. Dean felt like his heart squeezed each little whimper and tiny hiccupped begging noise. Gorgeous noises, pretty noises. 
“Pretty” Dean whispered as he pulled away and kissed down Cas’s neck, letting his hands slide down from Cas’s waist to slip inside his back pockets. Cas gasped and let his hips buck forward. 
“You th- think ‘m pretty?” Cas asked in an almost drunk way as Dean nibbled and licked down the side of his neck. His mind was fuzzy, like his brain had melted and floated away. Dean was perfect, warm, welcoming, kind, understanding, and so so pretty and nice and god . 
“Real pretty, you think I’m pretty?” Dean assured and asked and started working on unbuttoning the offensive white shirt that hid away the other man’s burning body. 
“You’re so beautiful, so pretty, I wanna be pretty like you.” Cas explained, saying the last part quietly as Dean unbuckled and unzipped his pants. Cas looked like he had already been torn apart. Hair a mess, lips red and smeared with the pale lipstick and swollen a bit, cheeks blushing darkly, eyes brimmed with tears. It was debauched, it was right outta a porno, it made Dean feel like his dick was gonna explode. 
“Yeah? Wanna see more? I wanna see more of you.” Dean pushed the shirt off Castiel’s shoulders and roughly pulled his slacks down to his thighs. 
Cas leaned down and pushed his pants down  and off, kicking his shoes off on the way. 
“Do I need to take my socks off?” Castiel asked as Dean sat back on the bed, letting his legs spread and his slip ride up to pool around his hips, satin panties barely containing his red hot erection, small mark of precum darkening the slick fabric. 
He was staring. Taking in miles of supple pale flesh, bare nearly hairless skin. Thick strong runners thighs, and a perfect cock. God it was big. Thick, swinging, rosy and darker at the tip like it was begging to be sucked. How he was like a living statue. 
“Dean? Is- do I have to be naked for the sex? I rather like my so-“ Cas explained and Dean pulled him down by his shoulders to lay on his back. With a bit of a huff Dean swung himself to straddle the other man. Cas’s cock rubbed against him through his satin panties. 
“Keep the socks on, I don’t care, just lemme-” Dean said as he leaned down to snatch up Cas’s lips again, rolling his hips forward, grinding down. 
“But Dean… I don’t wanna do this. I- I got ready…” Cas said and tears started to flow down his face. He sniffled and put his hands up to push at Dean’s chest. Dean immediately pulled himself off to sit beside the other man, shushing him calmingly. 
“Hey, it’s alright, man. Breathe, Cassy. What ‘cha mean? What ‘cha wanna do?” Dean asked and let his fingers comb through the surprisingly feathery soft hair  around the other man’s ear. 
“I- I- look” Cas stuttered and then gave up trying to explain. He laid back, spread his legs and there it was. A small silver plug covering his hole. He’d went out and bought it while planning. That and an actual dildo so he could practice and make sure he was stretched out enough so they wouldn't have to prep. He was hoping it wasn’t ugly… Dean was so so so pretty and and… Dean was just staring at it. 
Dean couldn’t breathe. He even got to fuck this beautiful, sensitive, amazing man? 
Best. Date. Ever.
-0-0-0-0-
“I wanna be pretty! God, please, Dean, I wanna be so pretty!” Castiel begged as Dean’s lace clad chest rubbed up and down his back with each hard rolling thrust. 
He was gripping the pillow in front of him, his elbows and knees holding him up. He couldn’t even see anymore between the tears flooding from his eyes and the pleasure that was making him feel like he was nothing but a puddle. Each time Dean rolled his hips forward Cas could feel his own cockhead drag along the sheets where it hung between his trembling thighs. 
Dean bent down, one hand holding him up and the other going to hold onto the sharp point of Cas’s hip, to bite at his meaty shoulder. 
“You’re pretty Cassy, real fuckin’ pretty.” Dean growled as he let his hips snap sharpy into the hot tight hold of Cas’s body. Loving the way Cas moaned out like some pornstar, loving the way his hands clenched up and his back arched more and more. 
“No! I wanna be pretty like y-ouh-ou, wanna-ah!- wear pretty things, wanna uh be so pretty” Cas blabbered as Dean kept slowly speeding up, hips starting to slap against the plush pale cushion of Cas’s ass. Cas could feel his collarbones starting to press into the bed and his body curving down. Dean’s hand running along the dip of his waist before pulling him back up into a thrust by his hip. 
“Yeah? Wanna wear a, fuck, a pretty dress?” Dean asked as he reached over and grabbed his slip from where he’d thrown it off after Cas had rolled over and pulled himself apart. Lust had burned him up as he had rushed to pull a condom on. 
“Yes, yes, wanna wear a pretty skirt and and wanna wear makeup and wanna wanna wear heels, wanna be such a pretty whore!” Cas sobbed out as Dean pulled away to kneel up behind him, cock lodged deep inside Cas’s trembling body. He grabbed Cas by the shoulder and pulled him up to kneel too. The black haired man yelled out and curled over himself but Dean kept him up with a hand on his belly. 
“I don’t believe that Cassy. You don’t wanna get dressed up like a whore and be a slut. You wanna be a bride, an angel, you’re just a pretty princess.” Dean whispered harshly into the other’s ear as he dragged the silk slip down over Cas’s arms, down so it grazed the base of his heavy cock. 
“C'mon pretty, arms… god that’s pretty ain't it…” Dean growled into Cas’s ear as he drug his arms through so the dress fit him properly. Cas’s strong back made the silk fall in a beautiful way down him, the lacey hems floated right above were they connected. 
“‘M gunna cum” Cas said in a drunk, dizzy way. His cock twitched which only caused the lace trim to tickle him more which only caused him to twitch again. His body felt light, warm, perfect. He let his head loll back to rest on Dean’s shoulder. His breaths came out in short huffs, grazing Dean’s jaw. 
Dean smiled to himself and let his hands hold onto the other man as his hips snapped back into action, slamming into Cas’s welcoming body. Cas let out long wanton moans, hand barely gripping himself, too lost in the pleasure Dean was supplying. 
-0-0-0-0-
“Can you- Can I- Do we have to move? Do I have to leave now?” Cas asked as he caught his breath and his brain became unscrambled. Dean was tying off the condom and dropping it into the trash. 
“Well I’m not going anywhere anytime soon. I’ve got keys to the back door if we stay past closing. I could sleep.” Dean replied as he pulled the bralette off and dropped it onto the desk on his way to the door he’d walked out of. 
He opened the door and turned on a light, from where Cas could peek in; it looked like a bathroom. There was a sink and tile. Cas just laid on the bed, his bum was a bit sticky which he hated but the slippery silk fabric of the slip felt so… amazing. He didn’t want to ruin the moment. 
“Can I stay here? Like this?” Cas asked a bit loudly, not even daring to move an inch. Dean popped back out, now wearing a pair of boxer briefs and a tight black shirt. 
“Yeah Baby, you can stay like that.” He said with a grin and knelt on the bed beside Cas who hummed but then frown as a drip of lube slid between his buttcheeks. 
“Can I have a tissue or something? I do not enjoy the feeling of lubricant against my taint or between my buttocks.” Cas stated and Dean looked at him for a moment before cracking up with loud boisterous laughter. 
“You really are an odd man, Castiel.” Dean said as he reached back to the side table and pulled a few tissues from the drawer. As he handed them to a blushing Castiel he spoke again. 
“I think I like it.” Dean whispered and sealed their lips together again. This time it was a slow, pull and push, warm kiss. Something that was just shared and not escalated. When he pulled back he felt his heart pull tight in his chest. 
A smile was gracing the edges of Cas’s pink lips, his eyes were closed, and, christ, he looked angelic . 
“I like you, Dean.” Cas said, wishing he could say he loved Dean but that would be inappropriate he reminded himself. 
Dean smiled and leaned back in for another kiss, one of many many more to be shared before Cas announced he was tired and wiggled under the blankets once he’d wiped himself clean of lubricant. 
-0-0-0-0-
“You stayed… all night.” Castiel whispered in awe, in a gravellier growling voice as he picked his head up from Dean’s arm. 
“Well yeah you’re like a starfish.” Dean laughed out as he set his phone, which he’d been playing on, onto the bedside. Cas had been stuck to him all night. Legs thrown over him, hands grabbing and holding on, until he’d finally gotten comfortable with one arm smushed down straight between them, one thrown across Dean’s chest with one of Dean’s legs trapped between Cas’s own, which only cause Dean to think how much a monster of a dick could seem so… cute and cuddly like a stuffed animal but it was very late when he’d thought that. 
“Oh… I’m sorry.” Cas said as he started to scootch and get away but he was stopped by Dean’s hand coming behind his neck and pulling him back down. 
“No, no, Cas. baby it was good. You’re a cuddle bug, I liked it.” Dean said with a smile and nuzzled into Cas’s disastrous looking hair. He was really hoping he wasn’t over stepping. Some guys didn’t like the… loving part. They wanted kinky sex with someone who was close enough to a girl to stave off their gay needs and then they wanted to leave. But Cas seemed… different. True and honest and and god Dean didn’t wanna feel so attached already. 
Cas looked up at him with a serious look, blue eyes sharper than cut diamond. 
“Can I come back? Can I come back and we can cuddle more?” He asked, voice heartbreakingly begging, rolling like thunder through Dean. 
“Ya know what we’re not really supposed to do this but I stopped being an official model years ago. You should have my number. Meet me for lunch sometime and we can cuddle at your place. Be more comfortable.” Dean explained as he stood up and dug through the desk for paper and a pen. It was dangerous to give Cas such a hold on himself but.. Dean couldn’t resist. He wanted Castiel. 
Castiel. 
Cas. 
God Dean was too old for crushes like this. 
“Can I make you food? Can I bake you something? I make good cookies and pies and-” Castiel started as he knelt on the edge of the bed, holding the piece of paper like it was treasure. Dean cut him off though. 
“Make me a pie and you won’t be able to get rid of me. Pies are a dangerous thing, Castiel.” Dean said and Castiel stood up and smiled, completely unbashful of how exposed he was in Dean’s wrinkled and stained slip. He stepped close to Dean and kissed him lightly. 
“I’ll make you hundreds.”
Next Chapter ->
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outofthecavern · 2 years
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Destiel Drabble. Dean just sleep already!! Pure fluff.
“Dean, You should go to bed.” 
Dean’s eyes flic from the TV to Cas, then back at the TV when he realizes he’s looking at him a little too long. 
“I’m fine, Cas.”
Castiel frowns and tilts his head slightly. Dean’s eyes are red, dark, and he blinks more than usual as he fights the exhaustion. His grace reaches out to him, wanting to soothe Dean’s aches. 
“Why don’t you want to sleep, Dean?” 
“I just don’t, okay?” Dean snaps back. He sighs and rubs a hand down his face, shoulders dropping in a silent apology for his anger. “I just… I don't want to be alone right now, okay?” 
“I’ll stay with you,” Cas says like it’s the easiest thing in the world and Dean looks at him again. Dean searches Cas’ face, trying to find an ulterior motive but all that looks back is the sincere blue of Castiel’s eyes. 
“Okay,” Dean says and shifts to lie down on the couch, hesitating before placing his head in Castiel’s lap. Cas grabs the blanket from the back of the couch and drapes it over Dean’s frame. 
Cas settles his hand on Dean’s side, and the weight, no matter how light, of his hand on Dean’s body is a comfort Dean doesn't want to push away. His eyes close, and in the twilight zone between sleep and wakefulness he swears he can feel the weight of feathers down his side. 
Castiel no longer pays full attention to the movie, glancing down to watch Dean sleep. His lips, soft and full, are spread open just a little as he breathes in deep. Long lashes caress the freckles of his cheeks, and Castiel thinks he’s fallen in love all over again. 
After a while Dean shifts in his sleep, turning himself on his other side and nuzzles into Castiel’s hip. “Cas…” he mumbles, and Castiel has to keep his grace from bursting the lights in the room.
“I’m here, Dean,” Castiel murmurs back and Dean relaxes again. 
Cas knows when Dean wakes, he can feel it in his grace, but Dean doesn’t move. He wants to stay inside the cocoon of Castiel’s wings as long as he can and crawl into the warmth of his grace. 
“I love you,” he whispers after a while, half hoping Cas didn’t hear and half hoping he did. He knows Cas heard him as his hand settles into his hair. 
“I love you too, Dean.” 
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youchangedmedestiel · 8 months
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Chapters: 1/1 
Fandom: Supernatural (TV 2005) 
Rating: Explicit 
Warnings: No Archive Warnings Apply
Words: 1,150    
Relationships: Castiel/Dean Winchester 
Characters: Castiel (Supernatural), Dean Winchester 
Additional Tags: Alternate Universe - Post-Canon, Established Relationship, Established Castiel/Dean Winchester, Castiel/Dean Winchester Anniversary, Fluff and Smut, Smut, Kissing, Neck Kissing, Frottage, Hand Jobs, Boys In Love, Castiel Loves Dean Winchester, Dean Winchester Loves Castiel
Summary:
Cas and Dean woke up in their bed together on the morning of their 15th anniversary. They met 15 years ago and remembered what happened that day. They decided to celebrate this together, as they should.
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aishitara · 2 years
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i'm a slowpoke, but i'm doing the thing
here, have the first six chapters all in one go 😅
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molt3ngold · 2 months
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annmariethrush · 2 months
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CAS IS GONE AND DEAN SUDDENLY WANTS TO KILL HIMSELF??? A THING WHICH THEY EXPLICITLY STATE IN THE EPISODE??? THAT DEAN WANTS TO DIE?? AND THEN HE FINDS OUT CAS IS BACK AND ITS LIKE THE WHOLE GODDAMN WORLD IS MADE OF SUNSHINE AND RAINBOWS?? THEY ALMOST ROMEO AND JULIETED THESE BITCHES!!! CAS WAS ALREADY ALIVE AGAIN. DEAN FINDS OUT WITHIN AN HOUR OF GETTING REVIVED AGAINST HIS WILL????
THEY ALMOST ROMEO AND JULIETED DEAN AND CAS ARE YOU FUCKING ME???
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