Posted originally on the Archive_of_Our_Own at https://archiveofourown.org/
works/8591197.
  Rating:
      Explicit
  Archive Warning:
      Underage
  Category:
      M/M
  Fandom:
      Supernatural
  Relationship:
      Dean_Winchester/Sam_Winchester
  Character:
      Dean, Sam, Dean_Winchester, Sam_Winchester, pre_series_-_Character, John
      on_a_hunt, boys_on_their_own, teen!chesters_-_Character, Wincest_-
      Character
  Additional Tags:
      Dean_teaching_Sam, Blackouts, brothers_on_their_own, college_acceptance
      letter, Rooftops, Semi-Public_Sex, First_Time
  Stats:
      Published: 2016-11-19 Chapters: 3/3 Words: 4611
****** Trilogy of Sam and Dean ******
by Tickette
Summary
     John has left the boys on their own while he is on a hunting trip.
     Dean tries to teach Sam a thing or two but yet keeping him in line.
     Rules are rules and are not to be taken lightly.
Notes
     Fairly graphic depiction of a sexual encounter between two bothers.
     Read if you are interested. This is part one of a three part one
     shot. Is that a thing?
See the end of the work for more notes
***** Blackout *****
Sam gripped the sheets nearly yanking them off the bed. With a sharp intake of
breath he gasped, "Dean!"
 
"Mmhhff?" was the muffled reply as Dean continued to hum a Metallica tune that
Sam could not place at the moment.
 
Without thinking, Sam grabbed his older brother by the shoulders and asked,
"What are you doing?" his voice was squeaky, nearly making Dean laugh.
 
Dean shrugged off Sam's hands leaning back on his heals ceasing his activity.
Looking up at his younger brother he demanded, "Dude, what did I tell you?" the
look he gave Sam said 'pissed.' He crossed his arms over his bare chest
finishing, "You know the rules." He was not going to let the sixteen year old
off easy, Dean fully expected him to remember and honor them.
 
A hot, lazy breeze drifted in the open window while Sam sat wide-eyed on the
bed staring at his older brother. He was trembling and his breath, which was
coming in heavy pants, caught in his throat. 'Shit, I forgot,' his thoughts
raced through his mind as he tried to compose himself. Sweat trickled down his
face, chest, and back marking the seconds that ticked by. "Dean," he tried to
calm his voice, "I didn't mean to... it's just..." his words trailed off at the
stern look on his older brother's face. Reprimanded Sam closed his eyes and
dropped his head to his bare chest. He felt the bed jostle as Dean got up, he
wanted to stop him but that would just piss his big brother off more.
 
Dean walked over to the open window and leaned out, trying to catch a cool
breeze. "Damn it's hot," he said propping himself on his elbows looking out at
the setting sun. He turned his head to see Sam attempting to get comfortable on
the bed. It was the dog days of summer and they were in the middle of one of
the longest blackouts yet, four hours and counting. They were both slick with
sweat and Dean's jeans were stuck to him. Looking back out the window, he
smiled, reveling in Sam's torment. He had to be taught a lesson.
 
"Dean," Sam struggled with the name, almost pleading.
 
"Dad's coming home tomorrow," Dean said idly, gazing out at the early evening,
though the sun was setting the heat was still oppressive. Wiping the sweat from
his eyes and the smile from his lips, Dean went over to the bed and sat down
next to Sam. He grinned when he heard Sam grunt with discomfort.
 
"You know the rules, Sam," Dean reminded placing his hand on Sam's shoulder. He
let go and sat back to look at his distraught brother and waited.
 
"Dean, I..." Sam started, he hated this. It was not his fault and the rules
were stupid anyway. It was Dean, he did that ‘thing’ and it drove him to
distraction, making him forget. "It was not my fault... Metallica... that ..."
Sam tried to defend himself but was failing miserably by the look on Dean's
face. It did not help that all he could think of had nothing to do with the
anger he felt. The waiting and the late July heat were getting to him, since
Dean was not going to let this go he wilted and flopped down onto his back.
Staring at the ceiling he recited, "Rule number one, Do not talk. Rule number
two, Do not touch. Rule number three, Remember all the rules," his voice was as
limp as he was. He had resigned himself to the fact that Dean was not going to
finish what he started. "We have to get this place cleaned up and go shopping
before Dad's gets back tomorrow," Sam said closing his eyes, "This damned
blackout better be over soon or I am going to be thoroughly baked."
 
Dean looked down at his younger brother and try as he might, he gave in. He was
going make this lesson one that Sam would remember, but the total deflated look
his younger brother was emoting damaged his resolve. ‘Damn it, he does this
every time,’ Dean sighed leaning down to ghost his lips over Sam's murmuring,
"No, you’re not," drawing him into a long, wet kiss. When Sam responded he
trailed kisses down his brother's chest stopping briefly at each nipple.
Continuing Dean lingered just below Sam's abs, carefully licking the sensitive
skin. He heard the sharp intake of breath signaling he had found the right
spot. He was treated to the wonderful sounds of Sam writhing in almost agony
from the over stimulated area. He felt Sam clutch at the bed sheets once again
in a effort to stem the natural instinct to grab Dean. Slowly he worked his way
to Sam's right inner thigh. Here he left a row of bites, again getting an ear
full of sighs, moans, and something akin to a giggle.
 
Sam felt Dean tongue lick his hard erection, then teeth nibbling the head. This
sent electric shocks up and down his body. His scalp tingled and the soles of
his feet started to burn when Dean slid his mouth over Sam's throbbing dick.
Sam could feel the hot mouth slowly inch its way down, the tongue playing,
sending sweet jolts through him. He thrilled as Dean's lips touched the base,
taken all in. When Dean started to move up and down, the slick friction coupled
with the hard teeth created wave upon wave of pleasure.
 
Dean remembered what had caused him to stop and started to hum again, picking
up where he had left off. “Enter Sandman” had never sounded sweeter in his ears
as Sam joined in with the noises and struggles to comply with the rules. He did
not know why he hummed, gotten distracted, into the moment, and he just did it.
Plus these things needed music and since they were in a blackout and no
batteries, the radio was a no go. In his mind one pleasurable experience should
be couple with another, what was the saying? “Sex, drugs, and Rock ‘n Roll.”
Well the sex they were doing, the only drugs they had (and ever would have) was
the last of a six pack they had to drink because the blackout, so he had to
make the Rock ‘n Roll. Dean rounded it all out and from the noises and motions
Sam was making it was not a bad thing.
 
When he cared to concentrate, Sam realized Dean was humming and at that moment
he loved Metallica. Within minutes, Sam was frantic, he was close. It was
almost too much, too much sensation, too good, too painful. He wanted to come
but he did not want it to end. ‘If I could just have Dean’s mouth attached
there all the time,’ he thought as he pulled the sheets off the mattress this
time, moaning.
 
Sam’s sex noises were going straight to Dean’s groin and if they did not stop
he was going to come in his jeans. He had an idea though, carefully as he could
without breaking rhythm or tune, he unzipped and pulled himself out. Taking
hold he stroked himself matching the cadence with his mouth and continued his
humming suck, adding a moan or two of his own.
 
Sam could hardly think, he loved what was happening but needed release. When he
could not hold out any longer he sat up looking at the top of Dean’s head
moving up and down. That was it, all thoughts fled as the tension broke and he
shot cum into his brother’s mouth, screaming his relief and pleasure falling
back down on the bed. The incoherent scream melted into a deep throated
laughter then dissolved into halting sighs intermixed with ‘ahs’ and ‘ohs’.
 
The sounds coming from his brother had Dean joining in, ejaculating into his
hand though he could not scream his relief because his mouth filled so he had
to swallow or drown. ‘That would be embarrassing, to drown on your brother’s
cum,’ Dean nearly laughed at that thought then sucked Sam until he had gotten
every drop. When Sam was dry and convulsing on the bed Dean leaned back and
watched as his younger brother twitch and grunt, lost in the after effects of
his orgasm. Letting out a sigh he licked his fingers then wiped up his hand and
dick with Sam’s discarded t-shirt. With a groan he stood just long enough to
maneuver himself onto the bed next to Sam. With an evil grin he reached over
and fondled Sam’s balls. Sam let out a high pitched squeak as he struggled to
get away. Dean knew his brother was overstimulated and that every touch hurt,
but what could he do? Give up the chance to torment?
 
Sam flinched and attempted to move away from that evil thing torturing him. He
was riding the residual waves of pure bliss intertwined with the pain he now
felt at each touch, but it had been worth it. He felt Dean roll over then kiss
him. Within that kiss Sam could taste his own cum in Dean’s mouth with
something else, then he knew. Sam reached down and felt Dean’s limp dick in his
open jeans to confirm. “What can I say,” Dean replied to the unasked question,
“The things you do to me,” his grin said it all.
-----------------
***** Acceptance *****
Chapter Summary
     Sam tells Dean about his college acceptance letter and Dean does not
     react well. They talk and work it out. Wincest.
Chapter Notes
See the end of the chapter for notes
“Dean, are you even listening to me,” implored Sam following his older brother
out into the cool May night. They were on the roof top of their latest home, a
five-story apartment building where they had been for the past two months.
 
“Yes, Sam, I heard every damned word you said,” Dean growled a reply stalking
out to the edge of the roof overlooking the run down park below. He could not
look at his younger brother, he felt so betrayed.
 
“So?” Sam questioned, needing his brother's approval. Standing next to Dean he
searched his big brother's face for some sort of reaction other than anger.
 
Dean let his head drop closing his eyes, what could he say? ‘Shit Sam, why do
you want to abandon your family? Don’t you know we need you? I need you?’ Sam
had just graduated with top honors, despite their upbringing, last week and
then in the middle of supper dropped the bomb about going off to college in the
fall. ‘Damn it, why could you not wait for Dad to come back? How am I supposed
to deal with this?’ It was not the fact that Sam wanted to go to college that
hurt Dean, it was the fact that he applied to Stanford, got accepted with a
full scholarship, and then waited four months to tell him, his own brother.
 
Dean glanced sideways at Sam starting, “Fuck Sam, you could have told me
earlier. I mean, damn it...” then floundered, turning he walked back to the
door leaving Sam staring after him.
 
When he had reached the door Sam grabbed his arm spinning him around slamming
Dean up against the wall. He was angry and hurt at Dean’s reaction. “Dean, you
always told me that I could do anything I wanted, be anything I wanted. What
are you saying now? Do you not want me to go?” his voice was pleading even
though he tried to keep it strong.
 
“Sam, get off me,” Dean angrily shoved back reversing their positions. Sam felt
the rough stucco of the wall bite into his back. He tried to push his brother
off but Dean was too strong, always has been. “I did mean what I said but Dad
still needs our help. We are still hunting that demon,” gruffly Dean answered,
he had fire in his eyes, his body tense.
 
“Dean, I know that and I want to help, but what about after? What happens after
we kill the demon? I just want to be prepared for the future like Dad always
taught us,” Sam argued his case, looking into those fiery eyes and giving back
the earnest-puppy-dog-look that always swayed his older brother in the past. It
was a low blow but he needed Dean to focus on what he was saying.
 
Sam’s words struck a nerve with Dean making his anger fade. Loosening his grip
on Sam’s arms, he sagged against his brother and rested his head on the rough
stucco by Sam's head. “I know Sam. I just ... ” as he spoke, he turned, lips
brushing Sam’s ear, “I want you to be safe.” He started to lick behind the ear,
down that long neck.
 
“Dean,” Sam whispered caught off guard but leaning into the sensations. He
thrilled as Dean kissed his throat, up his chin, then softly feather a kiss
onto his waiting mouth. Eagerly he drew Dean into a longer, deeper kiss; Sam
could kiss Dean for hours and had. He felt his and his brother’s erections
grow.
 
Dean’s hands were roaming Sam’s body, reaching under his T-shirt lifting it up
and off. Sam tried to do the same but Dean stopped him. Dean held Sam's arms
still as he continued to cover his younger brother in kisses. He slowly moved
down that long taunt body caressing each nipple with his tongue and teeth
sending delight up and down Sam.
 
Sam moaned and hissed, making all the sounds that Dean would have paid good
money to hear. Dean continued his downward trek stopping only long enough to
undo Sam’s jeans and force them down to his ankles. Sam had years ago given up
on underwear allowing for easier access. Pinning his brother’s arms back
against the wall by the wrists, Dean carefully licked Sam’s balls; hearing the
sharp intake of breath, a near cry of pain made Dean smile. Carefully taking
one then the other into his mouth, he sucked each in turn.
 
Sam could barely see, not only was it dark but his brother was driving him
insane. Dean did it on purpose, especially after he found out Sam’s weak spots.
He felt Dean bite the base of his hard dick then slowly lick up the shaft. Only
when he was begging incoherently would Dean then take it into his mouth and the
true torture began. Dean suckled the head sliding Sam’s erection halfway in the
pulling back using his teeth. Sam tried to thrust but was deterred, frustration
was quickly taking control. Over and over, Dean worked Sam letting a little
more in until he had it all. Sam did not know how he did that though Dean tried
to explain about gag reflexes and such, but for once something did not click
inside his brain. Right now Sam did not care.
 
Dean moved expertly up and down, using his tongue and teeth to their full
advantage coaxing his younger brother toward pure bliss. He hummed his favorite
tunes adding to the experience, tonight it was "Back in Black." It was an
accident the first time but what it did to Sam was phenomenal. If Dean could
bottle that he would be a rich man.
 
Dean brought Sam to the brink several times pulling back in time, drawing it
out as long as possible. When he felt Sam’s legs start to give that is was his
signal to finish him. Quickening his pace, Dean felt the orgasm start then
heard it as Sam made that noise he almost made him come in his jeans. In fact
the first time he heard that he did, it was embarrassing. He swallowed then
sucked him dry, cleaning around Sam’s balls where some cum had leaked. This
caused Sam to cry out in pain several times, he was over stimulated and
everything was sensitive. “Don’t, please,” Sam whimpered, continuing with those
sounds as Dean stood and pressed his body against Sam’s.
 
“If you don’t be quiet, you'll wake the neighbors,” Dean whispered into Sam’s
ear. He kissed Sam letting him taste his own cum.
 
“Jerk,” Sam breathed, resting his head on Dean’s shoulder. His body started to
shiver in the chilly air. “Shit, it’s cold out here,” he complained.
 
“Quit being such a bitch. Pull up you pants and let’s finish supper, I am ready
for the next course,” Dean teased releasing his younger brother, stepping away.
He watched as Sam pulled up his jeans then tug on his shirt. Nothing had
changed, Sam was still leaving but at least Dean could think. ‘Nothing like
sucking off your brother to clear your thoughts,’ Dean laughed at himself,
actually all he could think of was how bad he ached. First and foremost because
Sam was leaving him and would be gone for four years and second, he still had
one hell of an erection. If he did not get some relief soon he just knew it
would brake. ‘Maybe ... no, we have got to talk about his plans,’ Dean put his
needs on hold until they could sort this mess out. 'Dad's going to be pissed,'
lost in his thoughts Dean did not see Sam sneak up behind him and snake a hand
down his pants, he too abandoned underwear. “Sam what are you doing?” he
questioned his younger brother who had a hold of his throbbing dick and was
kissing his neck.
 
“Well I thought I would return the favor seeing how you can barely walk,” came
the laughing reply as he quickly undid Dean's jeans. Sam started to stroke his
older brother, watching Dean close his eyes at his touch as he lean back
against him. The first time he did this for him, Dean was recovering from two
broken arms and was in the same predicament he was in now, only then he could
not do anything about it. Sam had just returned home from school to find Dean
nearly in tears, which was scary enough as it was. It had taken nearly a half
hour to find out what the problem was: Dean had an erection for over an hour
and he could not make it go away no matter what he thought or did, which was
not much. This had embarrassed Dean to humiliation, but when Sam offered Dean
accepted. Sam had been 15 and it was his first sexual experience that did not
involve one of Dean’s magazines. It was awkward and clumsy, he was used to
doing it on his own self only, but they finished with minimal damage and a huge
relief to Dean. Sam had perfected his technique over the years so that Dean was
drawn out slowly then brought to climax with expertise and efficiency.
 
Wiping his hand on his t-shirt Sam walked to the door saying, “Come on Dean,
I’m starving.”
------------------------
Chapter End Notes
     Originally posted on Fanfiction.net before it was purged.
***** Something Else Entirely *****
Chapter Summary
     Sam helps Dean out of a tough situation.
Chapter Notes
     Where it all began... sort of.
See the end of the chapter for more notes
Fifteen year old Sam slammed the door when he got to their latest motel room.
He was pissed and he wanted everyone to know it, the typical teenager. Glancing
at Dean who was sitting on one of the beds he muttered, “Hey,” dropping his
book bag then stalked into the bathroom. ‘It is so damn unfair!’ he thought as
he finished peeing and washed his hands. Being the perpetual new student
everywhere they went was wearing thin on the freshman Sam. He had just found
out that one of the four papers for his English was due in two weeks, which
would not have been so bad except for the fact that he was a month behind
everyone else. The other students got four weeks, he got two.
 
Back in the main room he asked his older brother, “How much money do we have?
I’m starved.” Looking in the tiny fridge all he found was a half a six pack and
two slices of cheese. Grabbing one of the slices he flopped down on the bed
next to Dean. Realizing Dean had not said one word, Sam turned and stared
wondering if his brother was sick. “Dude, are you alright?” In fact Dean was
sweaty and pale, shifting uncomfortably on the bed. He had two broken arms from
their last hunt, a very nasty poltergeist, so he was stuck in the motel until
the casts were off.
 
“I’m fine,” Dean said painfully, totally unconvincing not looking at his
younger brother. Concerned, Sam dropped the cheese on the night stand and
reached to feel if Dean had a fever. “Back off,” was all Dean had said, his
voice shaking along with his body.
 
Frustrated Sam went to get Dean some water saying, “Dean you are not fine, I
need to check if you have a fever. You know what they said ...”
 
“Sam. I do not have a fever, I’m fine, really, I just need you to leave me
alone,” Dean was panting with effort to finish his sentence. “The money is by
the coffee maker, go get us something,” finally answering Sam’s question.
 
Sam replaced the water glass on the night stand and spoke, “Dean, I am not
going to leave you while you are like this. It could be some secondary
infection or...” Sam’s rush of words were cut off by Dean’s yell.
 
“Sam, please! I just need you to leave me alone and I mean leave here. Please
Sam,” he ended with a near whisper, looking desperate.
 
Sam’s concern was replaced by determination as he sat on the other bed staring
at his stubborn brother. Well he could be just as stubborn, he could wait it
out.
 
They stared at each other for nearly ten minutes until Dean broke shifting
uncomfortably on the bed. “Dude, please just leave. I need to be alone,” he was
nearly pleading, so unlike the big brother Sam knew. Something must be wrong,
seriously wrong. Sam grew worried questioning, “I can’t leave you by yourself
when you are clearly hurting. What can I do to help? Should I call Dad?”
 
“No! No, it is nothing like that. Sam believe me when I tell you this, there is
nothing you can do for me. And do not call Dad,” Dean implored looking
appalled.
 
Sam could not believe his ears, Dean did not want him to call Dad? What was up
with that? He could not help? That was the last straw, Sam demanded, “Dean what
is the matter with you? I am not leaving until you tell me.” He set he jaw
willing his brother to speak crossing his arms over his chest.
 
“Damn it Sam,” Dean was nearly give out, “Why can’t you do this one thing for
me? Huh?” Seeing that Sam was not going to give up, Dean spoke in a rush, “Fuck
it, if you have to know, here, this is what is wrong.” He pulled back the
covers and showed Sam the problem.
 
Sam nearly fell out when the saw what Dean was indicating. Things finally
clicked into place when the glanced at the TV he had been ignoring. Baywatch
was on and Pamela Anderson was bouncing on the screen. Something was wrong but
it was something else entirely. Sam nearly laughed himself silly falling to the
floor.
 
“Dude, it’s not funny.” Sam barely heard the words as he struggled to catch his
breath. Wiping the tears from his eyes Sam climbed back on the bed and asked,
“Dean, what is your problem?”
 
“Fuck you Sam,” Dean would have crossed his arms at his declaration but his
casts got in the way. As it was he let his arms fall to his sides and stared
daggers into his younger brother. When Sam had calmed down enough to see that
Dean was still in pain, “What is the problem? You seem to have the right
stimulus for the job,” he sputtered the last part out dissolving into laughter
again.
 
“That is the problem. All three fucking channels we get are showing the same
shit and this happened last episode and I can’t do anything about it,” Dean let
it out in a rush, his body flush with embarrassment.
 
“What do you mean you can’t? You have two hands, Dean... oh,” by the time Sam
got the words out he realized what the real problem was. The casts allowed for
minimal function and movement, but for something that needed a little more
finesse they were a hindrance.
 
Dean became a deeper shade of red, if at all possible, and looked away. “Why
did you not turn the TV off? Cold shower?”
 
Dean responded nearly growling, “I could not turn off the fucking TV because I
lost the remote and the damn button the that shitty TV is broken. And, duh, I
can’t get these wet.” Holding up his casts he had hoped that all this talking
with his brother would have lessened the problem. But for some damned reason,
the situation remained the same.
 
“Dean, you know you could have unplugged it. I could go get you some ice...”
Sam’s voice trailed off at the look on Dean’s face. Changing tactics Sam
offered, “You can wait until it goes away on its own or I could do you.” He
blushed at his own words, what was he thinking?
 
“Dude, it's been an hour and... What!?” Dean gasped leaning back to look at
Sam.
 
Trying to act nonchalant Sam explained, “If you want, I could do it for you.
It’s no big deal, like doing it on myself. I mean, it is not like it would take
that long, right?”
 
Dean looked at Sam as if he had grew another head, “Sam, do you know what you
are saying?”
 
Sam stopped him before he could think about it any longer, “Dean, it’s not like
I want to or anything, I am just offering, one time, it’s nothing.”
 
Dean was so desperate that he considered and after a minute he accepted. He was
so embarrassed that humiliation did not seen that much more to bare. “Fine, but
no talking.”
 
Sam blinked realizing that his older brother had actually accepted his offer
then answered, “Fine.” Getting on the bed he sat next to Dean on his right
side, because he was a lefty when it came to this, and wondered what to do
first.
 
Sam nearly jumped when Dean spoke, “You got to pull them down.” Sam blinked
again finally understanding. ‘This is nothing I have not seen before, no big
deal,’ he thought remembering all the times they dressed together and had to
patch up one another. This was not his first time to see Dean’s dick, just the
first time to see it hard. Carefully as he could he pushed Dean’s boxer briefs
down and tried not to stare at the huge dick laying on Dean’s thigh.
 
Dean jumped when Sam took hold, “Damn, you could have warmed that up first.”
Sam blushed again, then started to awkwardly stroke his brother. He was
thinking about how he did himself and attempted to mimic that here. It was no
an easy task, Dean kept barking orders as him, complaining about one thing then
another. Too soft, too hard, too fast, too slow, he thought since Dean had this
for just over an hour that he would come fast, but Sam was wrong. It took
nearly twenty minutes until Dean ejaculated all over himself, Sam, and the bed,
shuttering with relief.
 
Sam had his eyes closed almost the entire time so he did not see when Dean
came, but he heard it. The noises Dean made were interesting to say the least.
For the most part they were similar to the ones Sam made yet there was a
quality to them that went straight to his groin and he was confused at the
sensation.
 
With a final sigh, Dean breathed, “Thanks Sam, I owe you one,” and fell back
against the headboard, exhausted.
---------------------------
Chapter End Notes
     Originally posted to Fanfiction.net before it was purged.
End Notes
     Originally posted on Fanfiction.net before it was purged.
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