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Summary:

Sam is not one to back down from a challenge. In fact, he is pretty sure, if he is told not to do something , he'll do just that.
Or where Sam thinks he's very smart and ends up falling in love with Dean who has amazing self restraint(almost)

Notes:

(See the end of the work for notes.)

Chapter 1: Chapter One

Chapter Text

Sam is not one to back down from a challenge. In fact, he is pretty sure, if he is told not to do something , he'll do just that, even if it kills him.
When dad had said 'you cant have that toy, Sam. You'll just lose it in one of the motels', he turned his pleading, 6 year old puppy-eyes towards his big brother and made sure he got that although he was looking for the batman figure when he went into the store with them.
When he turned 8, John was out on a hunt, werewolf. Came back with a mauled arm and sour mood just after 2am. He remembers because instead of saying 'happy birthday Sam', he asked him to go back to sleep because he doesn't want dean to deal with his nightmares after he sees his injuries. It sounded logical to Sam but it also sounded like a challenge. So while dean stitched and cleaned and bandaged his father, Sam sat close by in the dim light of the lamp watching, learning everything and trying to keep from puking out his gut. Trying not to fall asleep probably created a good distraction, he figures now.
They were staying at a motel near a playground when dean first started sneaking out at night after he thought Sam had fallen asleep. Later he discovered that dean was sneaking into bars with his fake id and worse, picking up chicks. Sam did not get why you have to go to a bar to find a girl, its not like the high school girls at their school didn't worship the path dean walked on. It sounded absurd and really not worth the effort.
While sam was busy chasing normal life (because Dean said, its ridiculous to even dream such a thing Sammy, overrated, he said when Sam brought it up), dean was busy chasing skirts around every town.
It was when dean was 17 and Sam 14 (the distance in age narrowing for just a few months) that it happened. Dean got a girlfriend.
She had long chocolate brown waves and soft brown eyes giving her a vulnerable look that dean's hero complex apparently found attractive. Sam was just stuck on the fact that she was from Sam's advance maths class. Ugh, gross.
Chasing normal had Sam climbing the academic ladder and while being in an advance class is nothing to complain about, sharing a class with dean's girlfriend was just the opposite.
"Hey, Sam. Hey, here." Sharon called from behind him in class. "Could you tell dean to meet me at lunch today? I haven't seen him all day."
'May be he's finally getting tired of you' he thought but just nodded to her and began scribbling algebra vigorously.
At lunch, as he made his way to his corner table with Aaron, his only friend and Sharon's brother, his gaze fell on the two love birds across the hall, giggling and sitting so close, they might have been one entity.
"I know right, disgusts me too." Aaron says from his left. They turn towards their table when Dean calls out to him with a raised hand.
Sharon sweetly points them to sit across the table from them, as if she's doing them a favour.
"Sammy, why didn't you tell dean about our lunch date? If it wasn't for luck , I wouldn't have even seen him today." Sharon looks at dean clutching his arm and leans in to kiss him in the mouth, with tongue. Dean makes a tiny sound at that and Sam looks up at him from his tray of fruits. Dean has his eyes closed, his tongue probing Sharon's mouth open even wider. Its a full on make out happening right before his eyes.
"Sharon come on that's gross. Did you call us here to watch you guys suck each other's faces?" Aron says loudly.
"Um, sorry." Dean says sheepishly puling away from Sharon's mouth and meeting Sam's eyes. Sam averts his eyes in annoyance.
Clearing her throat Sharon asks, "So Sam why didn't you?"
"Um, what?"
"Why didn't you tell dean about lunch?"
"I forgot."
"It was just an hour ago I told you to Sam, how could you forget?" She says in a mildly annoyed tone.
"May be 'cause I have other things to think about than your little dates." Sam stands up ready to leave. "And fyi, I don't have dean on a leash to deliver messages all day long." He turns to walk away.
"Sammy.." He stops, holds his breath. Dean hasn't really spoken to him a whole lot since he met Sharon. Always too busy. "I'll...uh wait by the car when your classes finish. Don't be late."
Sam closes his eyes and exhales in anger. "Don't bother, I'll be at Aaron's."
"Yeah, we got a test tomorrow." Aaron lies and walks away with Sam.
"Thanks ." Sam whispers. Aaron grins at him.

Going to Aaron's was the only excuse he could think of at his feet when all he wanted was to run away from Dean and never go back. That motel is particularly suffocating these days. It wasn't always. When they first came here, Sam would hurry back to his 'home' from classes and stayed at Aaron's only to help him study after much pleading.
One evening it got really late and Dean was furious, came right to the doorstep to Aaron's house without even calling. That was also the unfortunate night when Sharon was sleeping over at her father's. Its a divorce thing. After that, Sam just felt like a small blur in his own world. Sharon being a two faced bitch didn't help too.
It has been three weeks of this nonsense. Two days into their love affair and Sharon had cornered him after algebra to say that he'd never have Dean, so he shouldn't even try to get him to choose 'cause she'll always win. At that time he wasn't so sure she would win (It was a challenge!). But a week later, Sam was sure she was right.
"Dude, you are blanking out again."
Sam looks up from his books to his friend. They are sitting in Aaron's bedroom after school and like always no one's home but them. Sometimes he feels pity for his friend but then he realizes, they have the same sort of life right now, if you don't look at the details.
"Yeah..i'm tired man. Lets take a break."
"Sure. Do you wanna watch the new movie that's playing?"
"I don't think going to the movie's a great idea. I'll have to head back soon."
Aaron makes a face. "You do know they are there." Sam simply looks at him. "Your brother and my sister idiot. Probably starting off from where they left off in the cafeteria."
"Ew, yeah. Ok, lets go."
"Huh?"
"To the movies shortbus." Sam calls jumping off the bed.
Its a weeknight, so thankfully the line was short. While Aaron bought tickets, Sam toyed with his phone wondering if he should call dean. 'Just to keep him from freaking out like the last time' he thought, but quickly decided not to. 'He wouldn't care.'
It was 5 days of constantly seeing dean with his girlfriend. Early love, sam thought at that time. It'll go away. But, that day, for the first time Dean forgot to pick him up from school. Like at all. Sam waited for an hour, it got dark when he had to walk back to their motel and dean wasn't even there. He came home sometime after midnight not even caring to check if Sam didn't get eaten by a ghoul. The final straw was when Sam got beat up by yet another bully at school. He got so bloody and tired, he hid in the janitor's closet and fell asleep. It was Aaron who found him late in the evening and took him home. Dean was fucking Sharon when he got into the shower and cried a little.
So yeah, Sam stopped fighting this losing battle.
"Do you want popcorns Sam?" Aaron asks waving the tickets like those are gonna pay for the popcorns.
"Nope, lets go." Sam smiles.
. . . . . . . . . . . . . . . . . . . . . . .. . . . . . .
Sharon was feisty in bed who knew. She was passionate and kinda aggressive. Dean loved every minute with her. And the way she is so eager to climb over him like right now just makes him hornier.
"God Sher, go slow will ya? Don't wanna finish before we start."
She rolls her hips causing him to harden further in his jeans. "I wont let you." She reaches behind, unhooking her bra and grinds down on him.
"Shit." She stuffs his mouth with her boob and quiets him. With the other hand she takes him out and starts stroking. "Ummph.." Its not his first, or even his tenth, but very few girls at a bar will take control like this and it turns him on like nothing else. He bites down on her nipples and licks and bites again making her cry out each time. "God dean, I'm gonna come." With that, she strokes him faster and sloppier.
Dean being the gentleman, reaches inside her yellow panties to rub her clit. Soon, they were both writhing.
"Fuck me dean. "
"Oh, fuck yeah."
. . . . . . . . . . . . . . . . . . . . . . . . . . . . . .
Back at the cinema hall, Aaron is leaning way close to Sam than he is comfortable with. Sam tries to focus on the big screen. A man with tethered clothes is chasing after two ladies in underwear and a guy in trunks . Sam wonders if they went swimming or if it was just a bad movie.
"Sam..." Sam feels breath on his ear and shudders. "Sammy.." A drawl. It results in a full body shiver. 'What's happening?'
Slowly, deliberately, Aaron starts licking his earlobe. 'What the fuck' Sam thinks. He didn't even know Aaron swings that way. 'Has he been giving some sort of come-onto-me signals?'
Aaron stops his probing tongue, when Sam stiffens beside him and whispers into his ear, "Am I doing something wrong here Sam?"
"Uhh..." His throat feels dry. "I don't know."
His friend reaches over the arm rest and places his warm hand over his hardening cock. "Seems to me the answer is pretty clear."
Sam spends the rest of the movie getting his dick stroked through his jeans and he loves it a little too much.
Walking back to the motel, he cant stop wincing at the dried come in his pants. At the same time, thinking of the kiss Aaron planted on his lips and the slow suction that must have left a hickey near his jaw, leaves him blushing hard.
For some reason he wishes dean would see the love mark and freak out.
"Where the fuck were you?" Dean, furiously barks at Sam before he has even stepped into the room.
"Um, Aaron's remember?" Sam tries for a condescending tone.
"Yeah but guess what? I dropped Sher an hour ago and you weren't there. Nor was your buddy. So let me ask you again Sam, where the hell were you?"
"We got bored." He starts walking towards his room. "So we went to the movies.." He drops his backpack and toes away his sneakers.
When he doesn't hear any more interrogative question, he makes a bee line for the shower.
Dean asks in a low voice then, "Are you dating him Sammy?"
He stops walking. Furious all of a sudden. 'Must be the raging hormones', he thinks and turns wearing a scowl. "Why the fuck you care who I date dean. And no, I'm not, Jesus."
Dean pushes up from the table he was leaning on and closes the distance between them. "So then, you are just fuck buddies I assume?" He asks all calm but his words dripping with bitterness . Sam wonders how it might taste on Dean's tongue.
After a moment of confusion, he remembers. His hand lift on its own accord with the memory of the sweet hot suction on his neck, he presses his thumb absently and feels a jolt of arousal run through his body. He watches the floor waiting for dean.
Dean nods, more to himself than his brother. Nods to tell himself to accept this new information without the sense of betrayal or hurt that seems to be the theme in his head right now.
Sam looks up through his bangs, sees dean looking towards the window, the street light. He looks lonely and vulnerable to Sam and there's only so much Sam can do. "Dean...?"
"Its ok. Its alright. Aaron's a good kid, not gonna hurt you. It doesn't matter really.." Dean starts rambling, unsure.
Sam nods and turns for the shower, "Thanks dean." Although he hasn't figured if he's hot for Aaron or any other guy, he's thrilled to watch dean handle this well. He feels like the battle wasn't worth in the first place. Fuck Sharon and her drama. Dean is still his big brother, he just proved it.
When he walked out of the shower, the lights were off, only the light from the bathroom lit the little room, dean on his stomach, dead to the world. 'Guess he ate'- but Sam hasn't, not even popcorns. Pulling his jeans on, not bothering with a shirt, Sam walks out to the vending machine outside. The little doubt about what Sharon had said sneaking in again without his permission as he feeds coins into the machine. And of course its stuck! He kicks it twice, thrice but his soda and chocolate bar wouldn't budge. He was breathing hard by now, frustration and pent up anger surfacing to party together.
Apparently he blacked out 'cause the next thing he remembers is sitting against the wall beside the vending machine, his hand bleeding and crumbled chips on the other hand. 'Well, shit. '
"Sammy." Of course, it had to be dean. Its like one friggin pile of nightmares. He closes his eyes, feeling the chill in the air for the first time.
A rough hand grabs his shoulder lightly. "You are bleeding." Dean says matter-of-factly.
"Yeah." He whispers. Vowing never to open his eyes again.
"And you are cold. Come on, lets get you inside." Dean shakes him once to get a move on.
"I'm 'kay dean. Quit your big brother routine." He opens his eyes, finds dean looking right at him with an unreadable expression.
"You have no idea , Sam."
"I think I do dean. I really do and I understand too." He looks away, it helps him think, those green eyes don't. "You were bound to get sick of taking care of your little br-."
"It ain't that. Trust me you don't wanna know. Now, lets get you inside, let me take a look at your hand."
Sam looks up at his brother and his age old habit kicks in. He puts his bleeding hand forward for dean. "Take a look right here if its that important to you."
Dean knew something was up immediately. Sam just switched gears, like he does before every fight with Dad. He just cant decide if he should be concerned yet.
So he sits down beside his half naked brother and inspects the cut on his hand. It was a small cut but considering the amount of blood, its a deep one.
Sam shivers at the warm contact in contrast with the chillier surrounding. Dean's hot breath on his skin, so close, only makes it worse and better at the same time.
"Dean, how did you know I was here?"