
Saying Goodbye
"For the last time Sam calm down we're not going to miss our flight!" Dean yelled at his brother "You're already making us get to the airport three hours early!"
Sam rolled his eyes "Dean just make sure you've got everything"
Cas turned to Gabriel "Are you sure this trip is a good idea?- we can spend Dean's last days in here in California"
"Or, we can spend them galivanting in France and Rome" Gabriel smiled "Only the best for my bestfriend" He grinned at Cas "And I saw you packed some special toys- looking to get kinky huh?"
Cas blushed "Gabe shut up- what Dean and I do in bed is none of your business"
"Whatever you say Cassie!" Gabriel sung, dragging his bags away
~
Location Paris, France
Gabriel was dying to go there first and Sam admittedly was as well, he'd always hoped his french classes would prove helpful besides a little vacation before school was just what Cas and Sam needed
Gabriel promised to be good all the way to France (per Sam's request) and he did just that earning a sweet kiss on the lips when they landed
The Novak's had a nice summer house that they used when they travelled so that's where they were staying "Wow" Sam had to gasp, it was big- like mansion big and it was stunningly beautiful and breathtaking
Pink flowers ran across the pool and just beside the house the garage showed two cars, just below the balcony where you could get the best view of Paris but the inside of the place was even better, nine bedrooms and seven bathrooms, a luxury kitchen as well as theater room and two cars parked in the garage
"You guys lived here?" Dean asked incredulously as they stood in the large main room, Cas nodded "Twice a year"
Gabriel beamed "Ah the memories" He looked around the familiar house, "Our mom had six kids to take care of but she still made time for every single one of us, doing whatever stupid thing we wanted to do" He looked at Cas "But Cas always had his nose buried in a book"
Cas scoffed "I was reading Gabriel- I like to read" He sighed "It didn't matter anyways mom always included me" He smiled as well, memories of Becky playing hide and seak with them or painting in one of the empty rooms until they were all covered in paint of all colors
"Dad was well..dad" Gabriel sighed "But we had fun nonetheless" He grabbed Sam's hand "C'mon I gotta show you to our room!"
Sam didn't even try to protest as he was taken up the long stairs, "Well I guess we should" He gestured to their bags and Cas nodded "Right"
They made there way upstairs opting to take the glass elevator, when they got there Cas took them to the room he used to stay in when he was a kid and Dean quickly announced that he was taking a shower
Cas huffed sagging on the bed as he sat down, something felt off and he didn't know what, he heard the water start and he decided he should at least unpack some clothes
He knelt down and pulled his smaller suitcase with him, unzipping it he started to sort through some clothes when he felt something under the soft cotton shirt he was in the middle of picking up
Sex toys, he'd forgotten that he'd put them there and an idea popped into his head, he bit his lip and looked to the bathroom door before back down at the toys before him- what the hell- he thought grabbing the blue vibrator wand
He stood taking off his clothes, he got comfortable laying down on the bed, he rubbed between his legs dipping a finger into the slit teasing himself until he was wet enough to easily slip in two fingers slowly fucking himself with them
"Fuck.." He chewed his pink lips, thrusting his fingers in and out a few more times pulling them out and reaching for his vibrator, eyes almost closed but it didn't matter since he knew what button to press, there were three settings and he went with high which was no where close to how extremely high felt but he wanted to savor his orgasm
He held the vibrating head of the wand to his clit rubbing it and moaning out when his hips jerked down at the vibrations
Masterbation was something Cas had mastered young, he was different from his siblings, he was a geek a nerd he dressed in dark clothes half of the time but in a family of eight you were bound to find a black sheep
Cas didn't really spend money like his siblings did, except for essentials Cas' credit card was rarely used, at fourteen he started to notice people started to feel things
He'd read about sex before when he was younger and it had fascinated him, luckily his parents were gone most of the time and he was smart enough to order sex toys when he knew they weren't going to be around
Vibrators, dildos, he wanted to experiment and he did, effectively losing his v-card to Meg Masters at fifteen and despite his lack of the male anatomy she knew how to handle his body quite well helping him further his sexuality
"Hey Ca..Cas" Dean's voice died in his throat, but Castiel didn't notice his presence "Holy shit" Dean felt his cock hit the towel wrapped around his waist
Cas eyes fluttered open and he had the decency to look shocked though he didn't stop, he only turned the vibrator higher and moaned out, his back arching as he let out a cry
"~Dean!~" Fuck he was closing in on an orgasm
"Dean fuck me.." God the whimper Cas let out was so fucking hot and how could he deny his boyfriend when he looked like that, chest heaving and forehead sweaty, his small thighs pulled up as the wetness grew between his legs
"Dean"
Dean dropped the towel and joined Cas on the bed, "Cas- I don't- I don't have a condom-" Cas just shook his head, squeezing his eyes shut "Don't care- I'm gonna cum soon"
Dean nodded- yeah he could just pull out before he finished, he stroked his cock a little before using his hand to guide the head past Cas' slit slightly changing the position of Cas' vibrator
The second Dean entered Cas, fully bottoming out in his boyfriend Cas' hips violently jerked upwards, with a sharp- "Fuck!"
Dean took the vibrator from Cas' hand, turning it off and setting it aside, "What do you need baby?" He asked wrapping Cas' legs around him
Cas looked up at him with teary eyes "Need you to fuck me.." Cas almost never begged but he was so close!- he needed an orgasm and if sucking up to Dean was how to do it then so be it
Dean gripped his hips and started to thrust and just like Cas predicted it didn't take long for him to be on the edge again so he shut his eyes and gripped the pillow and waited for what was starting to feel like the best O of his life
In just a few thrusts his eyes shot open and he was cumming hard on Dean's cock, "Shit" He smiled, fuck he needed that
The afterglow lasted about three minutes until he realised that Dean was fucking him bareback with no condom- something they never did, and being pounded into didn't feel as good anymore
"Dean stop" Cas said softly but Dean heard, "Shit Cas sorry I-""
"Shut up and let me blow you" Cas said suddenly and Dean immediately pulled out, letting Cas suck him to completion
~
"Gabe this place is amazing!" Sam said as he was dragged up the swivel stairs
"Yeah?- you think so?" Gabriel smiled, "This was my favourite summer house" Sam stopped them "Wait wait- can we slow down for a second"
Gabriel frowned at him "Why would you want to do that?" Sam shrugged "Oh I don't know, maybe because we just got off of a twelve hour flight"
"And?"
Sam almost facepalmed- he knew he shouldn't of let Gabriel have that much coffee on the the plane, "And nothing just..nothing" He'd given up, quickly learning the best way to deal with a hyperactive Gabriel was to tire him out
Gabriel continued go take him all they way up the stairs and down the long hall of rooms into theirs, "Bienvenue dans mon humble demeure (welcome to my humble abode)" Gabriel said, the accent rolling perfectly off his tongue
Sam's brows shot up "You know french?"
Gabriel nodded "Je parle plusieurs langues Samshine (I speak many languages Samshine)" He replied, knowing Sam could understand him "I had to learn how to piss of my siblings in more than one"
Sam shook off the disappointment he felt when Gabriel stopped speaking french and scoffed, "Of course"
Gabriel stood from the fluffy white sheets of the bed, reaching up to wrap his arms around Sam's neck "Y'know they say french is the language of love" He wrapped his sweatpant clad legs around Sam's waist
"Oh is that so?" Sam teased back, Gabriel nodded "And you my Samshine sont l'amour de ma vie (are the love of my life)"
Sam kissed the wicked grin from Gabriel lips and they fell onto the bed, kissing gentle slow and passionately, they both moaned happily into it
Sam's hands strayed on Gabriel waist never travelling to his ass and Gabriel hands stayed cupping Sam's face, "As much as I love kissing you kiddo, I am starving"
He rolled off of Sam to plant his feet firmly on the ground, extending a hand "Join me in making lunch?"
Sam nodded "Sure"
So they headed back downstairs, ignoring their bags for the meantime and heading to the kitchen, Sam frowned when he opened the fridge "Wait there's food in here?- I thought you said no one has been here for months"
Gabriel shrugged "No one has, Balthazar owed me a favor- and then some" He did speaking of his cousin, "He lives somewhere around here"
Sam tried not to think of the time he had met the aforementioned 'Balthazar' the guy literally hit on him right in front of Gabriel, boldly proposing a threesome, "-You should probably get Cas and Dean" Sam said standing before the stove
Gabriel snapped his fingers "On it"
~
"So.. you're not mad at me?" Dean asked as they layed side by side, after his epic blowjob, "I kind of interrupted your...y'know"
"No- I just, you weren't wearing a condom, didn't want to take the chance" Cas explained, Dean nodded "Yeah we should really unpack"
Cas laughed "Yeah we should" Dean sat up on his side, cupping Cas' face "Y'know you looked really hot" He kissed Cas' cheek, "Oh?- did I?" Cas whispered back
"Shut up, you know you did"
"Why?"
Dean kissed him, "Would you do that again?- for me?" His hand trailed down to Cas' bare crotch, rubbing just above his clit, Cas looked down watching his hips lean into Dean's touch, he nodded "Yes..yeah, I would" He moaned
Dean looked at him through lidded eyes "Would you fuck me?" Cas nodded "How?" Dean questioned, trailing down kisses to Cas' pussy, "Tell me how you would do it"
Cas whimpered when Dean put his head between his legs, taking a little lick at his juices, "Cas?- I need an answer"
"I would..take off our underwear and..fuck!" Dean was full on eating him out, "-Open you up with my fingers, until you were able to take me-" He had no idea what Dean was doing, he couldn't possibly cum again could he?
"I'd fuck you slow first, and then faster, until you were a mess u-u-nder me" Dean smirked as the image actually popped up in his head, he licked faster, egging Cas to continue
"And you'd cum for me" Cas whispered, "So beautiful Dean" Cas moaned "Fuck!" He took deep breaths as he came for the second time that day
Dean cleaned him up fast and he popped up to look at him "Do you want that?" He looked nervous "Because you can..fuck me"
Cas nodded "Yeah, I know"
"Hey guys we were gonna-" Gabriel stopped to stare at the very naked two "Um.." He raised a brow, not really sure what to do in the situation "You guys having fun?"
"Get out!"
~
Gabriel practically ran downstairs and found Sam in the kitchen still tying to figure out the stove "They were naked" He explained panting and trying to catch his breath
His boyfriend gaped "We just got here!
Gabriel shrugged "Young love" Sam sighed shaking his head, "Still can't figure out the stove?" Gabriel asked with a chuckle and Sam huffed "It shouldn't be this complicated"
"Maybe we'll eat out today" He offered "Just as soon as Cas and Dean get their clothes back on"
Sam nodded "That's probably a good idea"
Finally Dean and Cas stalked down the steps and Dean was shamelessly buttoning up his shirt as they entered the kitchen "Really Dean?" Sam fixed his brother with a look
"Oh shut up- I'm human"
Sam rolled his eyes "So am I and I managed to keep my dick in my pants" Cas sighed "Don't blame Dean Sam, I..distracted him"
"I don't even want to know" Sam shuddered at the thought, "Why are we here anyway?" Dean questioned
Gabriel nodded "Oh right, lunch anyone?"
~
"Dean you're on beer duty!"
Sam was beginning to regret the decision of drinking his ass off, after lunch they'd decided to stay in, planning to us the day after to go out
The Novaks had a nice indoor theater and Dean convinced everyone to watch all three Back To The future movies, resulting in Sam getting drunk
Now Gabriel had never seen drunk Sam so he had no idea that his boyfriend was the 'cuddly drunk' but it was adorable how clingy Sam was
After a few promises and some good old fashioned Novak persuasion Gabriel had convinced Sam to go upstairs to get some sleep
"You're so good to me Gabby" Sam said affectionately as he was led through the hallway
Gabriel was thanking himself that he didn't drunk as much as Sam, "It's my pleasure Sammy" He smiled and all of a sudden Sam was pushing him against the wall just next to the bedroom door and kissing him sloppily
Gabriel chuckled at first but then kissed back guiding Sam's hands to him his hips as he slowed the kiss down "I love you" Sam whispered, "And I love you back baby"
Gabriel broke apart from Sam much to his boyfriend's displeasure and he led them inside the room sitting his boyfriend down on the bed as Sam began to take an interest in the lines on is palms
Gabriel chuckled once more before busying himself with getting a change of clothes for them from their bags, he got himself changed into some pajama shorts and a thin sweater while Sam did his best not to look
"Okay Sammy now it's your turn" Gabe said making his boyfriend groan "Why can't I sleep like this?"
"You can't go to bed in jeans- no matter how much you want to sober you will kill me for letting you do that in the morning"
"What if I distracted you?" Sam said slowly grinning "And how would you do that?"
In a matter of seconds Sam was wrapping a hand around Gabriel neck and pulling him in for and kiss, now Gabriel should've pulled away but he really couldn't
Sam had somehow managed to get Gabriel onto the bed straddling his waist as they kissed deeper, "You're doing a pretty good job of distracting me kiddo"
Sam smiled kissing him again "Thank you" Gabriel hands slipped up from where they were on Sam's hips to tug and pull up his shirt
Suddenly Sam felt his crotch grind against Gabriel's obviously erect dick still confined in his shorts and he freaked the fuck out "No!-Stop!"
Immediately Gabriel got the hell off of him and frowned "Sam?- are you.." He looked Sam over and the boy looked..well not good "Sammy?"
Sam shook his head lightly "I can't- not like.."
Gabriel realised that Sam hadn't been hard at all the entire time they had been making out and it's not like he expected sex but he couldn't exactly control his dick, "Tell me Sam" He offered gently and Sam looked at him "Not when I'm drunk" He explained "Kissing is fine but I can't even get hard- I don't like having sex when I'm drunk..b-because-"
"Of her.." Well now Gabriel felt like a dick "Shit..Sam I am so sorry-"
"It's not your fault- I should've told you" He sighed "It makes me feel powerless..-I just..can't"
"I understand Sam, it's okay really- no sex when either of us are drunk"
Sam nodded "Yeah, please" Gabriel kissed his cheek "C'mon, let's get you into some more comfortable clothes" Sam nodded letting Gabriel lift his shirt over his head
Once he was settled into bed Gabriel settled with him, hugging Sam close to his chest, "Hey Gabe?"
"Yeah Sammy?"
"Thanks for understanding" Sam hugged him closer "I love you"
"Yeah..I love you too Sam"
~
"Dean, wake up" Cas kissed his boyfriends freckled shoulder as Dean layed presses into the bed, face smushed against the pillow
"No..too early"
"Dean it's eleven am"
"Oh..still no"
Cas chuckled kissing the back of Dean's neck "You want me to fuck you?" He asked softly "Just like this?"
"..Yes, please"
Cas smiled "Whatever you want baby" He quickly got the strap on together while Dean patiently waited
He set the vibrator in the crotch on the strap on on medium, moaning lowly when he felt the humming pleasure course through him but he subsided his own needs so that he could focus on Dean
His boyfriend barley moved but he did groan when his ass was being split open by Cas' obnoxiously long fingers "Angel..fuck me" Dean whined out, sounding more needy than he wanted to
"Oh, Dean you know I always take care of you" Cas said as he began to press in the dido, Dean smiled into the pillow "Yes you do"
Cas couldn't help being mesmerised by Dean's ass, using a hand to firmly squeeze the flesh "Mm.." Dean moaned sensually, grinding his ass back against the thick plastic inside of him
Cas bent down to hover over him, his hands tightening on Dean's hips, he left soft butterfly kisses on his boyfriends freckled shoulders and back, upping the power on his vibrator
Dean hummed in surprise feeling the vibrator through the dildo, "Fuck that felt good"
Cas moaned mid chuckle, running his hand in Dean's hair, his boyfriend smiled at the feeling before Cas was yanking his hair and pulling him up forcing him onto all fours, speeding up his thrusts
"Cas faster, 'm close" Dean sucked in his bottom lip and his knuckles turned white as he fisted them in the sheets, rocking his hips back
Simultaneously after a few minutes of just rocking together in sync they stopped with muffled groans, Cas legs shook as he came panting softly into Dean's shoulder and Dean painted the sheets under his with his cum
"Fuck.." Dean grunted "We are definitely doing that again"
~
"You guys.." Gabriel started slowly "Got tattoos?"
Sam nodded "Yeah, to be honest at the time we thought it was a good idea"
"It was a good idea!" Dean defended, Cas huffed "I knew we never should of split up-letting you two run around France was a terrible idea"
"Hey!"
Cas and Gabriel ignored them "..Just please tell us it wasn't something stupid?"
Sam and Dean gave each other a knowing side glance and pulled down the necks of their shirts showing of their new tattoos
Cas frowned "..at least it isn't bad" Gabriel leaned in next to his brother whispering "Is it just me or are you weirdly turned on right now?"
Cas shook his head "..It's not just you" Their boyfriends chuckled, "What is it anyway?" Gabe asked
Sam shrugged "Anti possession symbol- Dean thought it looked cool or whatever"
"It does" Gabriel took Sam's hand "I think I'm going to tell you how cool it looks in our bedroom"
Sam chuckled sending Dean a quick glance as he let Gabe drag him off to their room
Soon weeks of fun and laughs had passed, they traveled all over really, wanting Dean to see as much as he could, they'd even went back home- it'd been tearful but at least they'd gotten to fly back to Souix Falls to see John and Mary
The week before Dean was leaving had arrived and Michael was flying in to see his brother while he could
Dean stumbled back a bit at the surprise as he opened he door "Hey Dean"
"I'm sorry who are you?" Dean said deciding that was what he wanted to go with, the man rolled his eyes "Dean- I'm your brother"
Dean shook his head in protest "See I used to have a brother named Michael but he's dead to me now"
Michael chuckled and pulled out a box that Dean knew contained a delicious pie "Am I still dead to you?"
Dean smiled, his ammnisa suddenly disappearing "Michael!- it's been so long, come in!" He exclaimed taking the pink box from his hands, letting him inside "So what's the occasion?"
"Um my little brother proposed to someone- I wanna celebrate"
Dean frowned "How'd you find out?" Michael shrugged "Sammy told me, why didn't you?"
"I was going to but I didn't really want to do it over the phone"
"He also told me that you're joining the service"
Dean scratched awkwardly at his neck "I-"
"Don't worry I'm not here to yell at you about it" Michael smiled fondly "I'm proud of you, my little brother wants to make something of himself"
Dean smiled back, "So where is he?" Michael asked with a sigh "Cas isn't here right now, he's with Gabriel and Sam- probably on their way back now"
"Hey Mikey- I told you to wait for me"
Dean's eyes widened as he turned around "Aah!- Lucifer!" He chuckled "What- what are you doin' here?"
Lucifer stood at the doorway, "Dean" He said firmly stepping inside, Dean never did figure out how to approch the eldest Novak with the news
Dean turned to Michael "Did you-"
"Tell him?" Michael raised a brow "No" He patted Dean on the shoulder "Have fun"
Lucifer eyed him carefully, "Tell me what?- Winchester?"
Dean took a breath "We should probably talk about this in private" He said and Lucifer reluctantly followed him upstairs into the bedroom
"What's going on?"
"Me and Cas are engaged" Dean blurted, "We're getting married- not anytime soon but we are..in the future"
To Dean's surprised Lucifer didn't look pissed just majorly confused but getting to angry "You proposed to my little brother?- Dean he's just eighteen why the hell would you do that-"
"I'm enlisting, I'm gone for the next two years, that's why Michael is here to say goodbye"
Lucifer raised a brow "You're leaving my brother?"
Dean wasn't going to beat around he bush, yes he was slightly 'afraid' of Cas' older brother but Cas didn't need permission to make his own decisions, Dean only told The Novaks because he knew Cas would want them to know "Look, I asked Cas over a hundred times if he was sure about this and he said yes each time"
~
"Michael?" Sam frowned as he,Gabriel and Cas entered the apartment to find his older brother seemingly sat waiting for something or 'someone' as he drank a beer
"Oh, hey Sammy"
Sam hugged him, still partly confused "Where's Dean?- and Lucifer?" He'd assumed his brother would want to bring his boyfriend along
"Oh they're upstairs talking"
"About what?" Cas mused and Michael stopped to look at him, he'd only met Castiel briefly before but now he had a chance to look at him- and really look at him at that "Blue eyes and dark hair" He grinned slightly "Just Dean's type"
Sam kicked his brother in the ankle and Michael sputtered "Sorry- sorry, just, we've never really met before and now you and Dean are engaged"
Cas nodded politely "I know it's a lot to process" He frowned "Why are Dean and Lucifer speaking?"
"Dean's just telling him about your engagement-"
"And you left him alone?" Cas' eyes bugged and he made a b-line for the stairs leaving the others to watch him go
He overheard Lucifer sputter something out in confusion and as he neared the partly open door Dean began to speak
"Look, I asked Cas over a hundred times if he was sure about this and he said yes each time" He heard, "Cas is young yeah, but he's smart and he is fully capable of making his own decisions- the fact that we actually discussed it before he said yes tells me that he wants to marry me, and I want to marry him too"
Lucifer nodded "Okay," He extended his hand for Dean to shake it "Welcome to the family"
Cas looked shocked as Dean accepted the hand shake and he and Lucifer looked at each other civilly, he gently knocked on the door to make them aware of his presence "Cas" Dean said
"Michael told me you two were talking alone, I assumed the worst"
Dean shook his head looking at Lucifer who nodded "No, we're good babe"
-
"Cas for the last time I don't need a parting gift" Dean said pulling the sheets up over them as he got into bed; he'd already been regifted the amulet Sam had given him for Christmas ten years ago, and he'd happily wear it but he didn't need or want anything from Cas- just being with him, the last few hours they had, was more than enough
"Dean just shut up okay?- and you're accepting this gift" Cas said firmly not waiting for Dean to protest, he pulled out a small lockbox and handed it to Dean with the key
"What is this?" Dean asked inspecting the box, "Open it"
Dean shrugged his brows and put the key in the lock twisting it to unlock it, he found several papers in the box, they seemed to be letters, mostly from Cas but he saw some were signed by his brother, Gabriel, Lisa, Meg, Charlie, and Jo etc "I thought maybe whenever you got homesick you could read them to feel a little better- most of Gabriel's are just silly though"
Dean felt a wetness run down his cheek "Cas" He breathed, "This is.." It was the most thoughtful thing Dean had ever been given and it genuinely took him by surprise "Thank you" He dropped the box to embrace Cas in a hug
He'd been trying so hard to be strong and not let Cas as well as their friends and his brother know how scared and sad he was about leaving them, but he wanted to, he felt himself start to sob into Cas' shoulder
"I'm going to miss you so much Castiel" He said pulling away "Really, I am"
"I know" Cas smiled- despite everything he smiled- because if he didn't he'd probably be in tears, "C'mon we should probably get to sleep you have a long trip in the morning"
He kissed Dean softly and they shifted into a spooning position, Cas wrapped his arms around Dean in a protective manner and Dean embraced it
Surprisingly they slept soundly that whole night
~