Fucking Dreams
-
"Beer pong?" Dean said confused as he looked at the solo cups filled with beer at the end of the long wooden table "Where'd you get this idea?"
Leoshrugged "Just now" Dean blinked "I'venever played before and even if I had I'd probably suck"
Leo nodded "Yup" Dean hesitated "Couldn't we have just made popcorn and watched Brooklyn Nine-Nine?" He huffed at the look on Lee's face "Fine- butI'm warning you this will be a disaster"
"I don't even know how to play" Dean reminded him "It's simple, if the ball hits the table before going into a cup, I remove 2 cups, the cup you sank, and another cup of my choice, if there are only 2 cups left, the bounce shot will only remove the 1 cup, if a bounce shot is thrown, I can swat the ball away before the ball hits a cup"
Dean nodded "Okay you're on Webb"
Dean took a deep breath and took his first shot, the ball bounced off the table before landing in a cup "Crap" Dean swore as Leo removed 2 cups "My turn"
30 minutes later they were both drunk and surprisingly Dean was one shot from winning, "Prepare to be beat" Dean teased gearingup to take his shot
"I love you" Leo spat out just as Dean threw the tiny ball, it still went in but he turned to Leo the second he heard it not even taking a moment to gloat
"What?" He muttered, "..Not cool, Lee"Dean shook his head and walked past Leo "Dean.." He followed after him, grabbing his arm"Why are you upset?"
"You only said that so you could win"
Leo nodded "Yes..and no" He kissed Dean abruptly, but it was soft and passionate, "I love you" Leo smiled "I've been wanting to say that for days"
"..I love you too"
~
Dean's eyes shot up when he woke, why was he dreaming about Leo? "Fuck" He turned on his phone groaning at the date of course he's dreaming about him
He looked down and found 3 miss calls from Castiel the most recent being 15 minutes ago, he blinked himself awake a few times before calling Cas back
"Good Morning Dean"
Dean smiled, listening to Cas ramble on they spoke for a few minutes but when Cas found out Dean had just woken up he insisted that his boyfriend get up and Dean reluctantly did
Gabriel was wide awake when Dean headed downstairs after his shower, his friend who he had seen looking so down just a few hours prior was dancing his heart out in the kitchen while he made pancakes
"I thought you'd never wake up!" Gabriel exclaimed when he saw Dean enter the kitchen, "You..seem happy"
Gabriel shrugged "Because I am" He paused, silently flipping another pancake "Thanks for calling Sam, I never would've done it"
"Did it help?"
Gabriel nodded "Yeah it did" Dean snagged a plate of pancakes "Good"
"..So who's Leo?" Gabriel asked as he set down his own short stack, "What?" Dean asked incredulously mid coating his pancakes in syrup
"You were saying his name in your sleep when I went to wake you up, I decided it was best to leave you" Gabe explained
"..He's my ex boyfriend" Dean admitted "Don't tell Cas, please- I only just started having these dreams"
Gabriel rose a brow "Don't tell my brother whom your dating that your having sexy dreams about another guy?" He said teasingly, "Yes?"
"..He's the one that got away isn't he?" Gabriel questioned referring to Dean's first love, Dean nodded "We broke up about a year ago..I was dreaming about the first time he said he loved me"
"And when was that?" Gabriel asked genuinely curious
"I had a week off from school so we drove up to a cabin, just us, he got me to play beer pong for the first time and just as I was about to win he said it" Dean shook his head "I remember being so pissed because I thought he only said it to make me lose.."
"You were head over heels for him" Gabriel said and Dean looked at him "I love Cas a lot I do, but I practically jumped into relationships after Lee- Lisa lasted 2 weeks but Cas was the first real anything I felt since we broke up, but I just miss him sometimes"
Gabriel nodded "Okay, my lips are sealed" He promised "It's okay to not be over someone yet, especially if you loved them"
"Thanks"
~
Dean was in search for his jacket when he woke up in a room surrounded by drunk sleeping teens, they'd all crashed at a party and by the looks of it he was first to wake up
He found his flannel hanging on the edge of one of the couches and snatched it as well as a pair of sunglasses; his head was already aching and the sun wasn't going to help
Relived he didn't bring the impala and instead got a friend to drive him he started walking to the nearest coffee shop
He pulled out his phone and called his brother "Dean?- where are you?-you were supposed to come home last night"
Dean walked into a coffee shop "I know but the party ran late and I lost track of time, can you cover for me with mom and dad?- I'll owe you big time"
"You don't have to I already did it"
Dean smiled "Have I ever told you how awesome you are?" Sam chuckled over the phone "Yeah, yeah just don't come back too hung over"
"Roger that bitch"
"Jerk" Sam retorted and hung up, afterDean's payed for his coffee he decided to take Sam's advice and get sobered up, luckily for him the pharmacy was only a block away and he needed some advil
He easily found the medication and put it on the counter, "Do you have a prescription?" The girl said, she was young just his age
Dean rolled his eyes under the glasses "Very funny Jean" She laughed "Have fun last night?"
Dean shrugged "I've been to better parties" He paused "Why weren't you there"
"My parents are super strict remember?- I had to watch my little brother" She said as she wrung up the advil for him
"Well the next party you're coming- no excuses" He insisted and Jean chuckled "Whatever you say Winchester"
He paid her and with a sweet goodbye he headed for the front door and found himself bumping in the person who just entered the store "Sorry!" He exclaimed fast "It'sfine really-..Dean?"
Dean looked up at the bumpee "Leo?" He returned, "I thought you were in college- what the hell are you doing back here?'
Leo shrugged "I just graduated, my dad dragged me back here for a few months"
"And youdon't bother to call?- wow Ithought we were friends" He said dramatically teasing him, "Okay, how 'bout next weekend hang sesh?"
Dean nodded "Deal- I want every college story you can give me- even the embarrassing ones"
"I will never tell you the embarrassing ones"
Dean smirked "You can't say no to this face"
~
"Gabriel!- hurry up!" Dean yelled from the bottom of he stairs, "You can't rush perfection Dean-O" Gabriel said as he came down the stairs
"It took you fifteen minutes to put on that?" Dean said looking at Gabriel outfit, he was only in a slightly big tie dye hoodie with a backpack slung over his shoulder and casual dark gray pants
Gabriel shrugged not saying anything more, Dean rolled his eyes "Let's just go"
"My pleasure" He muttered a goodbye to his peacefully sleeping dog before they left for the grocery store
~
As promised they did hang out that week and a lot more times after
Dean scoffed "Hey- I just broke up with a girl I was sort of dating- I deserve to have a drink" He took a swing of the beer
Leo's brows raised "Sort of dating?" Dean shrugged "We hooked up a couple times" He squinted "She dumped me for some guy who I guess was a better lay or something"
"You're 18 young padawon, you're probably gonna go through tons of girls before you find 'the one'"
Dean swallowed "Or guy," He added "And you are so not Yoda"
"Guy?" Leo sounded shocked, Dean frowned "-Oh right you weren't around when I came out, I'm bi"
"Really?"
Dean nodded "My parents were not surprised when me and Sam came out..we were kind of obvious" He stood and grabbed Leo's guitar, sitting back down he started to strum "Do you even know how to play?" Leo asked; coming out of thought
Dean shrugged "Kinda" Leo chuckled and put down his beer "Here" He sat behind Dean, putting his hands over his they fell into a rythum, he helped Dean strum lightly playing pretty decently
He found himself turning his head to face Leo, getting lost in his eyes his strumming loosened, "This is so cliché" He managed to get out and Leo smiled "Yeah, straight out of a chick-flick" He let go of Dean's hand and took the guitar and moved to sit in front of Dean
He paused for a moment before he started to strum flawlessly
"Show off" Dean muttered and Leo chuckled "I learned in college, my ex girlfriend taught me"
Dean couldn't help but ask "..Why is she your ex girlfriend?" Leo shrugged "She wanted more out of the relationship"
"And you didn't?"
"I wasn't ready"
There was silence for a moment before Dean was leaning over the guitar to plant a desperate kiss on Leo's lips, Leo kissed back immediately and discarded of the guitar
His hand was on the back of Dean's neck as they have eachother short eager kisses, Dean's hands flew to unbutton Leo's shirt and he pushed it open pulling down the flannel, "Dean-wait are you sure?"
Dean nodded "Fuck yeah- I've wanted to kiss you for weeks"
Leo chuckles "Ditto"
They crawled onto the bed and Leo pinned Dean down, he pushed Deans shirt up and over his head, Dean watched Leo unbutton his jeans and pull out his cock, wasting no time Leo sucked him down and bobbed his head, Dean dug his hands in Leo's black hair and gave a long moan "Fuckkk"
He gently bucked his hips deeper into Leo's mouth, Leo continued to swallow and hum around Dean, making Dean lose control completely, his hips thrusting up, hitting the back of Leo's throat, all the while chanting Leo's
It only took a few more swallows and swirls of Leo's tongue to have Dean cumming down Leo's throat, the second Leo pulled off of him and came back up Dean kissed him all while unzipping his jeans to get to his neglected cock, starting to stroke Leo fast it didn't take long before Leo was cumming onto his hand and stomach
Panting hard Leo rolled off Dean, both guys struggling to catch their breath
Leo turned to look at Dean"Welp that girl was an idiot for dumping you"
~
"Dean- Dean!"
Dean jumped slightly "Hmm?- what?" Gabriel gestured to the cereal boxes in his hand "You gonna pick one?"
Dean looked down "Oh, um" He quickly chose a box adding it the cart, "You alright?" Gabriel asked and Dean nodded "Yeah, just distracted" He was still staring at a different area and Gabriel turned his head to look "Panties?" Dean was staring at the underwear section
Dean didn't even realise where he'd been staring but a thought made him raise his brow
"Can I ask you a question?" Dean asked "Yeah sure"
Dean avoided Gabe's eyes "You've gotten off before right?"
"Dude almost everyone in the world has"
"I know-but have you done it differently?" Gabriel didn't really get what Dean was trying to say..until he did "Oh you mean with toys!- hell yeah, sometimes I just like being by myself" He frowned "Why do you ask?"
"..I'm just curious, thinking about it"
"Do you have any kinks?"
Dean cleared his throat awkwardly "Um..maybe panties?" He said quietly and Gabriel beamed "Ohh panty kink!" He made sure keep the excitement in his tone down
"But I like them okay?"
Gabriel dragged them into the panties section.
"Pick a color"
"I think pink?"
"Great choice, Cas loves a man in pink"
That got Dean thinking a little, "Does Cas wear panties?- I mean I know he's trans but-"
"Cas' is gender is based on how he feels, he is a guy, it's forever what he'll identify as, but sometimes yeah if he's feeling it he'll wear something society deems girly or feminine" Gabriel explained "So yeah, I think if he really wanted he'd wear 'em"
-
1 week and 4 days later
Dean woke up with a groan; he had messed around with his boyfriend the previous night and stayed over at his place, both of them falling asleep half naked in each others arms
Leo was well..Leo, they'd known each other since they were kids because of their families, Leo was about 4 years older than Dean and he was fresh outta college
When he came back to town him and Dean just..came together, it was a little recent but it didn't matter, Dean had always had a crush on the older boy for years
He even remembered when he was 14 and Leo had a boyfriend named Elliot..yeah it's safe to say that Dean hated Elliot
"Lee?"
"Morning, sleeping beauty"
Dean rolled his eyes lazily "Shut up" He looked up at Leo who had one of his arms slung behind his 6 "When did you wake up?"
"Like 15 minutes ago" Leo paused "Shouldn't you be in school right now?" Dean frowned "Well what time is it?"
Leo checked his phone "Uh..seven, forty" Dean's eyes widened "Shit- really?- I've got like half an hour" He scrambled get his shirt throwing it on as well as his pants while Leo watched trying not to laugh
"You're a dick- you know that?" Dean said trying to button up his jeans, "I can drive you if you want?" Leo offered "It's not like I have anything going on"
"Then what the fuck are you still doing in bed?
Leo smiled though he pushed himself into a sitting position "What ever happened to my laid back boyfriend?"
Dean blushed faintly at how Leo called him his boyfriend, "I might be 'laid back' sometimes but my parents are not-"
"Yeah, yeah" Leo stood up and grabbed his boxers putting them on, he kissed Dean "School, priorities, parents, I get it" Dean kissed him back "Thank you"
~
"You know I was thinking.." Dean started on the drive to school, Leo looked at him briefly "About what?"
"Sex"
Leo laughed "Seriously?- okay what about it?" Dean chewed the inside of his cheek "..We haven't actually..done anything"
Leo stared out the window "Oh..well, what do you want to do?" He knew that their sex life was more blowjobs and handjobs they'd never actually gone further than that before
Dean sighed "I'm going to try be as blunt as possible and you don't get to laugh- got it?" Leo nodded "Got it"
"..I want you to fuck me" Dean blurted, Leo shifted "Wow you were not kidding about the 'blunt' thing" He said "Are you sure- because I'm totally okay with bottoming"
Dean rolled his eyes "I know you are but I want your dick in my ass" Leo chuckled "Damn, okay we can do it whenever you want" He said as he pulled up to the school
Dean nodded "Okay" Leo smiled and leaned over to kiss Dean
Suddenly there was a knock Dean's window and he rolled it down to meet his brothers angry face "Dean you jerk you didn't tell me you were staying with Lee tonight, I had to walk to school"
"I didn't?- really?" Dean teased, "Sorry Sam, that's on me" Leo said "We were busy"
"I don't even want to know" Sam said, and Dean shook his head "You really don't" He grabbed his bag and he got out of the car "See you tonight"
"Tonight" Leo confirmed and gave the two a wave before driving off, Sam frowned "Tonight?- what's tonight?"
Dean put a hand on Sam's shoulder "Sammy you really shouldn't ask questions you don't want the answers to" Sam rolled his eyes "Gross"
"So when are you going to tell mom and dad?" Sam asked as they entered the school "Tell them about what?" Dean replied ignorantly trying to avoid the question
"About you and your new boyfriend"
Dean shrugged "I was thinking never" Sam scoffed "They like Leo"
Dean sighed, opening his locker "He's 22, dad would probably flip" Sam shrugged leaning against the other locker "You're 18 Dean, I think you'll be fine"
"Yeah.."
Sam frowned "Wait, that's not it is it?"
"What?" Dean muttered not acknowledging how his head was in his locker "I don't know what you mean"
"You're scared that if you that if you introduce Leo to mom and dad as your boyfriend your relationship will become real" Sam was smiling but when Dean slammed his locker shut and fell against it with a heavy sigh he sympathized
"Dean.."
"Yes!- okay you're right, I'm scared..I'm not good at commitment and this thing with Leo it's awesome- I just don't want to ruin it"
Sam shrugged "It can still be awesome even if you tell mom and dad about him"
~
When Dean and Gabriel got home Dean quickly helped Gabe unpack and ran upstairs with his new purchases
He'd chosen blue and hot pink panties as well as taking a sex toy from Gabriel- one he had yet to use thank god
He undressed himself, slipping into the pink panties, taking a moment to embrace the soft material, laying down on the bed taking a deep breath
He reached for the lube that was beside him rubbing some against his hole, sucking in a cold breath he slowly slipped one finger inside, slipping it in and out until he was ready for another- and another
-
"Leo!" Dean exclaimed with a loud and off key strum of the guitar "You're late" Dean sat up, Leo lifted a bag that was in his hand "I got snacks"
Dean's eys widened "Ohh" He smiled as Leo tossed him the bag, "Did you go through my things?" He said teasingly noticing a drawer or two had been opened
Dean shrugged "Hey!- I was bored" He said with a mouth full of chips as he reached on the bed behind him, standing up "I found this by the way" He said holding a picture of Leo when he was a few years younger- Dean's age maybe
Leo groaned "I should've burned that thing a long time ago" Dean chuckled "I think you look cute"
"Give me that" Leo said, "Why?" Dean teased, "Because I'm going to burn it"
"No" Dean said and Leo reached for the picture to snatch it from his hands "Hey!" Dean laughed as Leo fought to grab the picture from him
Leo was fast but Dean was faster blocking almost every attempt Leo made to take the picture from him, until finally Leo had got it and they ended up staring into each others eyes
Dean smiled, he leaned for a kiss and Leo happily obliged, the picture forgotten as it dropped to the ground
His hand was on the back of Dean's neck as they have each other short eager kisses, Dean's hands flew to unbutton Leo's shirt and he pushed it open pulling down the flannel
Dean lifted his arms over his head and they parted momentarily when Leo pulled his shirt up, messing up his hair
They fell back onto the bed and Dean's hands fell keeping him up as his bare chest rose and fell with the way he was breathing
He brought his hand to cup Leo's cheek as they rolled around sharing deep kisses until Leo ended up on top
He snaked down Dean's lean body and he popped open the button of his jeans, pulling them down and off his legs
Dean felt himself twitch, Leo got back up and kissed him and Dean opened the button on Leo's jeans and rolled them over so he was on top feverishly attacking Leo's lips
Their erections grinded together making them moan, "Oh, fuck" Dean breathed moving to suck hickeys to Leo's neck "Oh yeah Dean" Leo moaned into it
Leo's hands softly cup his sides to roam his body, using one of his hands even going as far as to rub at Dean's bulge
"Dean, pants"
Dean nodded and went to work on removing Leo's pants and discarding them
Leo sat up to kiss him before rolling them over again so that Dean was laying comfortably on the pillow, he pulled down Dean's boxers and looked at his boyfriend
"Last chance to back out" He said and Dean scoffed and shook his head "Not a chance"
Leo got the lube from his nightstand and applied a generous amount, he pressed a slick finger against Dean's hole and pushed his way in
He felt Dean tense but he didn't hear protest so he didn't stop "Relax" Was all he said and continued, he fingered with one digit Dean until he deemed it okay to add another
Soon Dean was stretched and ready and he gave Leo the go head, Leo rolled a condom over his dick and lubed it up, he began to push his way past Dean's rim
"Fuck.." Dean cursed under his breath "You want me to stop?" Leo asked and Dean's head shook so Leo kept going until he was fully seated having bottomed out in Dean's ass, but he didn't move until he saw Dean's breathing even out
~
Dean slowly slipped the dildo inside of himself, the size was smaller than average so it was easy for it to bottom out in his ass
He thrusted it in and out until he made prostate contact, "Nngg" He moaned reaching to grasp his cock through the sheer lacey fabric
He pulled it down just a little so that he could wrap his hand around his dick and matched his jerks to his thrusts
~
He thrusted slow, watching Dean's head fall back to be buried in the pillow and his eyes squeezed shut as he squirmed "Oh..fuck yeah" He felt Leo's cock inches away from his prostate "Harder Lee" He ground out, eyes still closed
Leo deepened his thrusts at Dean's request and Dean pulled him down for a kiss, they rocked together perfectly, whimpering against each others lips
"You feel so good Dean"
Dean bit back a smile "Yeah..right back at you' He rolled down onto Leo "Yes"
Leo gripped Dean's waist tighter and thruster harder feeling his own orgasam start up, he grabbed the back of Dean's neck and wrapped an arm around his mid-section rolling them over
Dean didn't know how to ride guys but when Leo started to thrust up he just worked his hips down
Dean bit his lips as his moans became louder, everytime Leo hit his prostate he was even closer, "-Fuck, Leo- mmph"
"Are you gonna cum?"
~
Dean nodded feeling his orgasam near as he sped his movements "Ahh..fuck- fuck"
~
Dean nodded fast and Leo wrapped his hand around Dean's cock, when he started to stroke Dean his boyfriend was cumming all over their chests "Leo!"
He felt the condom fill up as he clenched down on Leo "Fuck"
Leo pulled out and let Dean roll off of him "You good?" Dean chuckled "I'm awesome"
Leo kissed Dean softly "..Is this forever?"
"What?"
"Are we gonna last?- because I can't..I don't think I could handle not knowing whether we're just gonna end up being memories-"
"Do you think we're gonna last?- be honest"
Leo rolled over onto his back, "I..I don't know" Dean shrugged, rolling onto his back as well "Doesn't mean we can't still have fun, I want you to be good memories" He paused "Are you okay with that?"
Leo's hand reached out for Dean's, and lingered before they intertwined "Yeah, I think I am"
"..We're not gonna see other people though right?"
"Oh hell no"
~
"Cas" Dean ground just as he finally came, spilling his cum all over his stomach, he gave it a few seconds before he started to feel oversensitive and pull the dildo out
He frowned, he was so confused- his feelings were everywhere- Leo- Cas- Leo-
He huffed sticking a hand into his hair "Fuck me"
~
"Leo?" Dean got out of bed, he couldn't find his shirt so he grabbed Leo's and put it on, strutting off into the kitchen in his boxers
"Oh- I was just about to wake you up"
Dean's eyes lit up "Ooh- bacon" he reached for the bite sized pieces but Leo held the plate from him "You little- give me the-"
"Ah- ah, ah- I think you're forgetting something" Leo shook his head and stuck a short piece between his teeth, Dean scoffed and rolled his eyes, walking up to Leo he bit down on the bacon and ate his way to Leo's lips, giving his boyfriend a short kiss before snatching away the bacon
Leo smiled and kissed him on the cheek "Good morning"
Dean jumped up onto the counter "Do you wanna meet my parents?"
"What?"
Dean shrugged staring at the ground "Sam said something to me and it made me think.." He said "I didn't want to tell my parents that we were dating because it'd make us real"
Leo stood between Dean's legs and picked up his head "You're sacred?"
Dean nodded, "Me too..but we're real" He kissed Dean softly "You really wanna tell my dad we're dating?"
Leo paused "Does he still have that gun collection?"
~
Dean cleaned himself up and headed down stairs for something to eat, he pulled open the fridge and sighed too tired to cook he decided on instant noodles
He grabbed his food out of the microwave and sat himself down on the couch next to Gabriel who was watching TV
"So how'd it go?"
Dean shrugged "..I don't know it was new..confusing"
Gabriel frowned "Confusing"
"My feelings are everywhere" He said "What is so wrong with me?" He set the food down on the table "He didn't cheat on me- we never fought or anything like that- hell I didn't even want to end it but I knew it was coming"
Gabriel raised a brow "You talked about your break up?"
Dean sighed picking at his food "We talked about a lot of things" He huffed and layed on the couch, his feet over Gabriel's lap "What is wrong with me Gabe?"
"Nothing Dean"
"Then why do I feel like there is?"
Gabriel sighed "Dean you need to talk to Cas, be honest"
Dean grimaced "And say what?- I'm having confusing love dreams about my ex boyfriend whom I was deeply in love with?"
Gabriel nodded "Yes"
Dean sat up "You're joking" Gabriel shook his head "I'm not- now go do it" He grabbed Dean's food "I'm gonna eat these noodles"
Dean braced himself, every ring of his cellphone made him want to back out so badly but when Cas answered it was too late "Dean?"
"Dean?"
"I wasn't completely honest when I told you about me and Leo- my ex- boyfriend, and I'm not as okay with our break up as I seemed- I loved him a lot- like so much and recently I've been having these really confusing dreams about him and it's so messed up because I'm with you- I'm dating you-"
"Dean what are you saying?"
Dean took a deep breath "..I think I need time to pull away from my old relationship before I can fully committ to ours.." His eyes fell closed for a moment "Cas I'm so sorry- I know this is the last thing you want to hear-"
"It's okay" Cas said, his voice light and calm "You can't control how you feel- and we haven't been together all that long..take the time you need Dean, I'll be here when you're ready- I love you always"
"Cas-"
"Don't apologise again-you shouldn't, just don't completely fall off the grid I want a call at least once a week"
Dean smiled "Yeah..okay"