Posted originally on the Archive_of_Our_Own at https://archiveofourown.org/
works/2690765.
  Rating:
      Explicit
  Archive Warning:
      Underage
  Category:
      F/M, M/M, Multi
  Fandom:
      Supernatural
  Relationship:
      Castiel/Dean_Winchester/Sam_Winchester, Pamela_Barnes/Dean_Winchester,
      Pamela_Barnes/Castiel, Dean_Winchester/Sam_Winchester
  Additional Tags:
      Weecest, Wincestiel_-_Freeform, Babysitter_AU, human!Cas, kid!sam&cas,
      teen!dean&pam, dom!pamela, Incest, Age_Difference, dub-con, Spanking,
      Bondage, Forced_Proximity, Fingering, Blow_Jobs, bottom!Dean, Daddy!Kink,
      idk_check_out_the_notes_for_more_info_about_triggers
  Stats:
      Published: 2014-12-04 Words: 8114
****** Apples ******
by i_amtheoutlaw
Summary
     This time they stood in their favorite spot, the one in the corner.
     They peeked in through a small slit between two blankets that acted
     as walls for Dean's room in the unfinished basement. This half of the
     house was almost always pitch black, save for the light seeping
     through the cracks in Dean's room. The room they hid in had wooden
     beams for walls, completely open, and it was only used for storage,
     cluttered with boxes of junk. Cas felt like he was in a scary movie
     every time they did this, his heart was beating so fast, and he could
     feel Sam's heart rate racing too, where the other boy's chest pressed
     against the back of his neck. They had to stand like that, Cas in
     front with Sammy directly behind him, Sam's head resting on top of
     his own, and Sam's arms draped around his shoulders so they could
     both see through the slit.
     **
     Cas and Sam are curious, Dean's in the best kind of denial, and
     Pamela's just been waiting for everything to fall into place.
Notes
     I made the ages vague on purpose. Dean & Pamela in HS, Sammy & Cas in
     MS. Feel free to interpret my writing anyway you like to, though in
     my mind:
     Cas & Sammy are 12-13ish
     Dean & Pam are 17ish
     Okay, so, I sort of figured some people might not like the way Pamela
     touches Cas, knowing he’s gay and a little uncomfortable with
     females. That, and Pam threatening to tell John, is actually why I
     tagged this a dub-con. Sorry if it makes anyone uncomfortable, or if
     I didn’t tag right! Let me know please so I can fix it.
See the end of the work for more notes
Castiel felt bad about what he was doing . . . sort of. He knew that it was
wrong, but, well, with middle school came a new curiosity. Cas was very
curious, as was Sam those days. They were burning with it.
Sex. It was so interesting, really, and new, and everyone talked about it.
Every joke that Cas heard in the past six months had been in some way sexual.
It was all the rage. If one didn't know about it, one was practically shunned
at their lunch table. Cas had his own smart phone and that really helped
matters. He and Sam would stay up late, buried under the covers, and fill Cas'
search history with filthy terms.
Then there was the porn. They'd taken to watching porn. It was probably a
little weird, that they would watch it together, but Sam was Castiel's best
friend and he couldn't have left Sam out. Poor 4G-less Sam, who, if his big
brother was any indication, wouldn't be getting anything more than a prepaid
flip phone until he could buy one for himself.
Besides, Cas and Sam, they did everything together, always had since the day
they met.
It started with the pictures. One picture, really. Some blonde girl with
smeared makeup and her lips wrapped around some giant cock. It'd showed up on a
webpage they clicked on, about girls giving a guys head and the different names
for it. Castiel had been scrolling and froze when he saw it. He and Sammy must
have sat there for minutes, not moving, barely breathing, and stared at that
picture.
Nothing about the term 'sucking cock' had been new to Castiel, he had four
older brothers after all. Then there was Sam's big brother, who seemed to think
that 'suck a cock' was the best insult one could give. However, for Cas and Sam
both, seeing a cock being sucked was most definitely new.
Everything about the picture had been new. The long, thick shaft that was so
hard and so veiny. It had an angry red tent that Cas could only accomplish from
tugging at himself too hard in a steamy shower. Then there was so much hair,
long pubes, fuzzy balls, and furry legs.
That was how the porn started, because one picture hadn't been enough to sate
their burning curiosity. After two nights of watching without touching, one
sexually frustrated dinner from hell with Cas' family, and one cat fight
between them over the xbox, Cas and Sam finally worked through the issue.
They had to jack-off to the porn while they watched it. A task that they'd
first decided would probably be better taken care of in the shower to avoid any
embarrassing situations with family members, having both woke up sticky to
smirking brothers at least once. Though, the porn was changing things. Sex
didn't seem so bad and secretive anymore. They got more adventurous.
However, after a month or so of not looking at each other and stroking, they'd
agreed that porn wasn't enough either. It all seemed so, well, farfetched. It
wasn't real. That couldn't be how people really did it. They wanted to know
what it was really like, and they were burning yet again.
So, when Sam suggested that they spy on his big brother, Dean, and his
girlfriend, Cas thought that it sounded like a brilliant idea.
Dean's girlfriend was a rough but pretty girl named Pam, and she and Dean
didn't have sex. The first few times, Cas and Sam only saw them kissing. It
seemed like Dean was never home long enough for anything else to happen.
Then John got a new job and Dean had to be home to watch Sam at night. Dean
really didn't seem to mind being there without John there. Apparently, Sam and
Cas didn't really bug him all that much. They knew how to be quiet and they
never tattled when he smoked in the house.
And Sam and Cas, well, they weren't bothered at all.
They started watching every night. Cas was actually starting to be missed at
home, that was how often he'd started staying at the Winchesters and
considering he'd once stayed for five days without a call from home, that said
something. Cas felt bad, he did, but he couldn't have stopped, not after the
first time the couple had taken their shirts off and Dean had put his mouth on
Pam's nipples.
This time they stood in their favorite spot, the one in the corner. They peeked
in through a small slit between two blankets that acted as walls for Dean's
room in the unfinished basement. This half of the house was almost always pitch
black, save for the light seeping through the cracks in Dean's room. The room
they hid in had wooden beams for walls, completely open, and it was only used
for storage, cluttered with boxes of junk. Cas felt like he was in a scary
movie every time they did this, his heart was beating so fast, and he could
feel Sam's heart rate racing too, where the other boy's chest pressed against
the back of his neck. They had to stand like that, Cas in front with Sammy
directly behind him, Sam's head resting on top of his own, and Sam's arms
draped around his shoulders so they could both see through the slit.
Sam said that when they lived with their dad's friend, Ellen, Dean and her
daughter, Jo, would always peek on this guy named Ash and his lady friends. So,
technically Dean couldn't get mad at them, Sam had said, though Castiel wasn't
entirely convinced that Sam had even been certain of that for himself. Dean did
have quite the temper.
Neither of them dared move once they got there, even though Dean normally
turned his music on too loud to hear anything else afterward. This wasn't like
the porn, they weren't getting off on Sammy's brother. They were learning. They
had to learn.
And if for some strange reason Sam always stood with his whole body pressed
against Cas besides his hips, well, Cas didn't feel the need to comment on the
suspicious lack of body parts touching him. He didn't exactly know how to say
hey, I know you've got a hard on for your brother's girlfriend and its okay to
touch me with it because I think I've got a hard on for your brother.
So they stood silent and still and watched.
Dean was fully clothed and sipped a beer as he watched Pam take off her shirt,
she had a tube top on underneath. They didn't touch yet, Dean finished his beer
and Pam rolled a joint with practiced ease. Dean watched with hooded lids as
Pam tied her wavy hair up in a messy bun, lit the joint, and let a loud puff of
rolling smoke out of her nose. In the dim yellow light her dark steel eyes
glittered gold and made her look like a dragon. Dean made a noise in his
throat, he liked it, and Cas' eyes flickered back toward him. His eyes sparkled
a vibrant green under this light and hid none of the want behind them. Cas
thought about Dean looking at him like that then, and felt his cock throb
almost painfully. He'd been hard since they tiptoed down the steps.
She passed Dean the joint, he hit it, and passed it back to her. Watching her
smoke again, Dean teased the edge of his t-shirt with loose fingers, and then
suddenly undid his jeans and pulled his dick out, giving the length a few long,
slow strokes as he watched her.
Castiel gasped, he couldn't help it. They'd never seen Dean before. Not really.
Never without his jeans or boxers covering the bulge.
Dean's eyes snapped to where they stood, Sam pinched Cas' thigh in warning.
**
Dean could have died as he realized he'd missed hearing the little brats sneak
down the stairs. He usually caught their footsteps as they creeped down. It had
sort of become like weird foreplay to Pam and Dean those days. They'd let the
boys watch them but kept things PG-13 . . . ish, then Dean would play music or
loud video games until the boys snuck back up stairs, and then one of them
would fuck the other into the mattress as his kid brother and his best friend
were surely jerking off in Sammy's room upstairs.
He'd certainly never pulled his cock out in front of Cas and his own little
brother. From the way Pam smirked, she'd caught their footfalls early on, the
kinky bitch.
Dean sighed, tucked himself in, and took the proffered joint.
"Looking to see something?" Dean asked the open air as he toked.
A few second passed in silence and then there was a small giggle and a hissed
out,
"Sammy!"
Cas would be the scandalized one, Dean thought as he stood up. There was a
crash from the other side of the curtain as the boys hastily began their
retreat. Dean smiled at Pam, got a belt from his closet, and journeyed into the
dark basement.
They didn't make it to the stairs, Dean was on them long before that, but Dean
couldn't keep them both in place at once. Slippery fucks. They were screaming,
gasping, whining, and Sammy was still giggling in between all that as Dean
chased them back toward their hiding spot, smacking at random surfaces and
making them yelp in anticipation. Dean let them hide and checked on Pam, she
looked entertained with the whole ordeal.
Sammy was stepping out of his hiding place peeking around when Dean strode back
out into the open basement. Dean ran at him and smacked the boxes he ducked
behind with the belt. Sam yelped and jumped out from behind them, making to
dash away, but he wasn't fast enough. Dean wrapped an arm around him and they
fell to their knees.
"What were you hoping to see exactly?" Dean asked his little brother as he
tried in vain to break free.
Suddenly a bony body charged at him, and Dean had to give Cas credit, at least
he didn't leave Sammy behind. However, he was also nearly a foot shorter than
Sam was and even skinner, and had no chance at stopping Dean at all.
Still, Sam managed to squirm away in the chaos, and then, just as suddenly as
he came, Dean found Cas pressed against him and his hardness that had barely
deflated was pressed back into Cas. No though, Dean realized, it wasn't just
his own hardness. It was Cas' too, lower on his thigh.
And fuck, Dean was stunned for a moment and forgot all about Sammy slipping
away. He looked down at Cas' flushed face, messy hair, and wild eyes. The kid's
heart was pounding and he panted like he really thought he was in danger, but
Dean felt him through their clothes. Cas wasn't just scared.
The kid was horny, and with that thought, Dean thinks his whole world view
might have changed a little bit. Dean had figured it was all his brother,
begging little Castiel to sneak down there with him. It wasn’t hard to imagine
Sammy horny after all. He was Dean’s brother, a Winchester, so even if he
hadn’t seen first hand how horny sleep could get Sammy, he wouldn’t have
expected anything less.
But Cas . . . God. Dean never saw it coming. Cas was so small and so quiet.
Dean let himself have one experimental rut and nearly moaned as the kid
squirmed against him. "Is that what you've been waiting for?" Dean asked.
Then he found himself being smacked in the face with a stray lamp shade and Sam
had tackled both Dean and Cas to the ground. The tussle lasted for a moment,
until the lights suddenly flickered on, and most of the basement was bathed in
a pale yellow glow.
All three boys froze and looked up at the socket and light blub like it was
magic.
"Has that always been there?" Dean asked, mostly to avoid Pam's smirking face.
"You boys sound like you're having fun in here?" she said, ignoring him, and
Cas and Sam whimpered, trying to escape. Dean caught hold of Cas' wrist but Sam
slipped away.
"No, Sam," Pam said and Sammy froze again. "Back on the floor or I'll have to
tell your father about this."
Sam dropped to his knees instantly, and Dean cringed. "Jesus, Pam," he started,
but was cut off.
"You're in the woods too, Dean," she smiled as she spoke. "I'd hold your
tongue."
**
Pam had heard enough. Oh, how she had heard enough.
It'd been a little excruciating, sitting there, and listening as Dean chased
the boys around. She had a very vivid imagination, it was one of the reasons
why she and Dean were so good so for each other. She liked to play around and
he liked to be swept away.
Both of them were bisexual, and Pam was under no impression that their sexual
relationship was based on love. Sure, she loved Dean, but she also loved
sitting with Dean at the mall, eating cheese fries, and scoping out hotties.
Dean had good taste, and he was both smooth and subtle. Either he or Pam would
spot someone, tap the other on their shoulder, nod, and they would lock eyes
across the small food court table. Dean held this intense eagerness and all
around brightness in his gaze, and it, mixed with his freckles and his cutting
jawline, tended to leave Pam looking just as eager and her panties most wet.
Pam loved watching Dean chat up the leather jacket guy who worked at Spencer's
Gifts and was tall and blond and, as it turned out, very flexible. Or, the red
headed twins with actress boobs and combat boots, that had been a good one. Pam
really loved it when Dean flirted with the girls. Pam was shit at that part
herself. Boys, she could handle, girls she was still learning about. Dean got
girls easily, somehow he managed to come off as upfront but not pushy with
females, and boys ate up that whole trying-for-cocky-but-blushing thing he had
going on. It damn near wasn't fair, but then again . . . he did choose to share
with Pam, so she couldn't get mad.
Dean's dad getting a new job really put a dent in their mall routine. They
found themselves stuck in the Winchesters' basement, because Sammy and his
little devil of a friend couldn't be trusted not burn down the house
apparently. Castiel, that was his name. He seemed like part of the family more
than a friend, and Dean thought the kid was an angel being slowly corrupted by
Sammy, but Pam knew better. She'd seen how the boy watched Dean when he thought
nobody was looking.
She couldn't be mad at him, in retrospect the kid's crush on her boyfriend had
been her own fault. After all, when Dean asked if she wanted him to kick their
asses for spying next time, she had shook her head, no, that would not be
necessary.
However, Dean could be a little slow on the uptake. Where she could admit to
finding it endearing, having the boys watch them, Dean was probably still
telling himself that he was only avoiding an awkward conversation. Either way,
they were both okay with the boys peeking, at least a little. Pam thought that
the exhibitionism definitely made up for their mall adventures. She'd started
to get thoroughly hot from it, waiting for the time Dean would take it too far.
She was a voyeur by nature, after all.
"Is that what you've been waiting for?"
She'd been listening, soaked wet already, and just waiting for Dean to get it.
Get that he was aroused in a dark room wrestling around with two boys who were
also aroused. She'd squirmed in her seat, and had to start rolling a new joint
to keep herself from going to watch too soon.
Then she'd finally heard it.
"Is that what you've been waiting for?"
That tone Dean used in the sack. Husky and deep, like he’d spent the night
before swallowing cock.
She shivered, thinking about the sound, and heard it in her head again as she
stroke a match and lit the joint between her fingers. She inhaled, the taste
familiar in her mouth and warm filling her lungs. A few purposeful strides and
she was perched on an old wooden desk in the far corner that was covered in
dust, blowing out the smoke and watching how it moved through the beams of
yellow light. She eyed the pile of old National Geographics, stained leather
bound journals, and collection of shot glasses that littered the desk.
Fingering one of the glass rims, she ignored the scene on the floor, though
it'd already been burned into her brain. Three boys, beautiful, pumped full of
adrenaline, and all so very misinformed. A bit slow. Tangled up, flushed, and
wide eyed. Panting, ready, and confused. And the hair. Their mops were in
ruins.
She shivered again, tingly. Boys were good. She got boys.
"I think times like these call for a little clarification and boundaries,
wouldn't you agree, Dean?" she asked, still studying the glass under her
fingertips.
"Whatever, babe," said Dean, his voice clear again, but she wasn't buying it.
Her eyes narrowed and flickered to him. He had a ketchup stain on his grey t-
shirt, right between his pebbled nipples.
"You're not getting out that easy, Dean," she said, taking another long drag
and flicking the ash in one of the shot glasses. "Tell me what you want."
Dean growled a little, flushing a patchy red. He looked sandy and unreal in the
worn out light, his freckles like rocks floating on the molten lake that
flooded his cheeks. Males, they did that to Dean, made him flush so prettily.
So, hot. His cock, too, got so angry and red and wanton for them. She leaned
down toward Dean, tapped her temple with the pointer and middle finger on her
free hand, and then sat back up as she took in more smoke.
A lock of hair had fallen out of her bun and over her right eye, she offered
Dean the half burned joint, and tucked the strand behind her ear so she could
watch him properly as he wrapped pink lips around it. He greedily sucked in the
smoke, his eyes flickering between Sam and Cas who were still motionless, and,
finally, he settled on Cas and offered him the joint, blowing smoke out between
them like a question.
Cas stared at it, curls of still smoke growing stale in the light as seconds
ticked by. To her it seemed as if the pattern in the rays and smell in the air
was all that separated any of them from one another. Then Cas took it, slowly
brought it to his mouth, and inhaled. He coughed, new smoke clouds curling in
the space between, and passed it to Sam who took it eagerly, coughed even more,
and caused a bigger disturbance. Dean didn't seem to notice the beauty of it,
the smoky scene the three of them made, and pulled Castiel in and kissed him on
the mouth without any sort of grace. Pam sighed.
“Words, Dean,” she said. “Us people, we use our words.”
“I want it,” Dean breathed as he pulled back, though he gave her a look that
clearly said but isn't this what I have you for? That mouth. And she knew then
that she loved him for real, in the way that rarely faded with time. She hadn't
loved too many people like that before. It sort of hurt. This must have been
what Dean felt like all the time, always worrying about Sammy, his dad, Cas,
Jo, Ellen, and his dead mother. It was a hot and damp place, being that close
to Dean, spinning her way deeper into his mind, and feeling him as she would
feel herself. She didn't know if she liked it there yet.
“Good,” she said, and meant it. She was proud of Dean, but for so much more
than voicing his needs, though that alone deserved her praise. “But what about
the boys, hm? Do they want it?" Dean wasn't very good at this part, it was in
his nature to persuade. It was important to her though, that she was receiving
a gift, not taking it. "Want to see what our sex is really like? We shall see,"
she continued as she eyed both boys in turn. "Let’s talk about rules before we
make any decisions. The first rule of fight club is you don’t talk about fight
club. Second rule, if you say the word ‘apples’ then you’re out, for good.
There is no more club, we’ll never talk of it again, and you’ll never know what
happened in fight club. Does that make sense?”
Nobody did a thing, Pam smiled, and then Sam offered her the dwindling paper.
“Good, good,” she said and took it. “And, Sam, you should know, I never meant
that about your father. Now . . . Dean, I think there’s too many clothes in
here, don’t you?”
Dean grinned and stripped Cas of his jeans and shirt. He tried on Sam but was
pushed away. Though, with a huff, Sam took his clothing off of himself while
Dean took off his own. Dean wore loose boxer briefs while the other two wore
boxers.
“You owe Sam a good spanking, you know, for corrupting your little angel, isn’t
that right, Dean?”
Dean smirked. Pam and Cas watched, different levels of fascinated at the
wrestling match that ensued between the brothers. Sam was puffed up, but it
wasn’t long before Dean had him over his knee and was yanking his boxers down,
slapping him hard on his bare ass.
“Ugh, Dean,” Sam growled, aching away from it, and Cas moaned. Both brothers
stilled and looked at him. It seemed Dean wasn’t the only one who flushed under
male attention, Cas did so hotly.
“Again,” Pamela said and Dean gave Sam another. "Now what of little Castiel?"
she wondered out loud, staring at the boy as she absently stubbed out the
joint, but she saw Dean release an angry Sam and inch eagerly toward Cas out of
the corner of her eye. "He's been a terrible boy, really. Getting so hard and
wet over other boys. Lusting after what's mine so hungrily. I think we can
start with spanking. Dean."
Dean had him over his knee in seconds flat, boxers bunched in the crease of his
ass, and a hard smack landed across his bare cheeks. Then he was back,
caressing the smooth fuzzy skin of Cas' ass, much paler than Sam's skin and
much fatter despite their sizes, Dean made a noise in his throat and looked to
Pam for more.
"Cas is in for some more, but you, Dean, you've been bad too. You know it," she
said this eagerly and Dean squeezed at Cas' ass in retaliation. "Sam," she
drawled. "The belt, tie his hands up, figure eight like. Dean, let him." If the
last words were harsh, well, Pam knew Dean could take it.
With shaking hands, Sam managed to get Dean's hands tied behind his back. Dean
just watched him, stiff like, with a glare that burned. And Cas, he watched
Dean's face from over his shoulder, thin neck bent up, throat bobbing, and
searching gaze tinged with hunger.
"Beautiful," Pam smirked gently as Sam finished and crawled back around,
leaving three bright sets of eyes looking up at her. Sam, patient, with his
heels tucked under his ass only blinked, Cas, balanced across Dean's lap, his
ass still out, had wide eyes and wild hair, and Dean, bound, so cutting and
angry burst against the constraints she gave him but took it so nicely. He
always took everything she gave so nicely, the perfect mix of defiance and
uncontrollable lust. She dug a surprise out of her pocket and tossed it on the
flat plane of Cas' back, bent as he was over Dean's leg it landed and stuck,
shining teasingly under the light. Dean whined as he saw it, she knew he would
make that sound, and as he already tugged at the belt that held him, she nearly
whined herself. "Sam, pick that up," she instructed and he did. "Open it. Good.
You know, Cas here, likes boys. Like your brother does. Do you have a problem
with them liking boys, Sam?"
"I--I don't think so," Sam answered.
"Well enough, you won't," she said. "Put some on your fingers. Yeah. We're
gonna see if Cas is anything like your brother. You see, Dean, he gets so hot
for it. Makes a right fool of himself in the process sometimes, trying to get a
hard cock up his ass." There, Sam squeaked and dropped the packet of lube.
"Pick it up," she instructed, and with slippery fingers he did. "Good. Pour
some on the line of Cas' ass. Just there. Good. Dean." She smiled. "How's he
look? Tell him."
"Fucking right," Dean growled, still tugging. "So hot. Want him naked."
"I don't know," she drawled. "I rather like him confined like that. Sam, let's
see if we can get him begging to be spread, hm? Touch it. Yes that. Feel it.
Circle it. Good."
Dean moaned loud and long as Cas began to gasp and wriggle, Sammy's long
fingers running along Cas' hole.
"And press," Pam said. "Just one. Lightly. There we go. How's that Cas?"
The boy gasped.
"What about for you, Sam? How's it feel? Tell him."
"God, Cas, you're so hot inside," Sam breathed quickly. "You feel smooth and so
tight. I've never been so turned on in my life. It'd be an honour to have sex
with you. I love you, you know," Sam added, and brought his free hand up to
brush at Cas' sweaty tuffs.
Dean made a strangled noise then let out a laugh. "Oh, Sammy," Dean drawled.
"Always so noble."
Sam glared, Cas groaned, and the brother's eyes were on him once more.
"Move, Sammy. There," Pam instructed. "Alright, let him get used to it, then
we'll change things up a bit." Sam opened him while Dean watched impatiently.
She hummed. "Alright," she relented at last. "I need for you to sit up
straight, Cas, and don't pull out, Sam, move with him, okay?"
Panting, Cas straightened, and hissed as Sam managed to stay in him.
"Stand and turn, Dean," Pam said. "Let Cas untie you." Dean got to his feet and
turned, his hands resting on his ass, waiting. Cas thumbed at the loop, and
guided the belt loose and to the floor, all with shaking hands. "Sam," Pamela
said next. "Hand Cas the lube, please. Dean, naked."
Dean wasted no time, but Sam froze and his eyes instantly shot to her face. He
looked conflicted, but eventually located the lube off the floor and handed it
over. Cas blinked at it. "There's not much left but it's okay, Dean likes it
kind of rough. I think you know what to do. You've been hogging all the gay
porn from Sammy, haven't you, Castiel?"
Cas mumbled something, she didn't push.
"You can even lick it, if you want," she pointed out and Dean made a noise.
"Dean loves it. You'll have him eating out of the palm of your hand, Castiel,
if you eat it the way he likes it."
"Oh," Cas breathed, and pried Dean's cheeks apart, staring at the proffered
item.
"You--you don't have to, Cas," Sam said, adjusting his wrist, and wrapping his
body around the side of Cas' smaller one. He wriggled shamelessly, both
pressing close to Cas in comfort and wanting to get closer to Dean's backside.
Pam watched the kid, amused.
"I--" there was a large gulp "--want to," Cas said, and did it. Dean cried out
and spread himself, feet inching out, ass pressing back as Cas grabbed and
licked at him. Sam was on him in an instant, his head right next to Cas' as he
tongued and sucked at his brother's skin, and Pam knew her suspicions were
right. Sammy wanted his big bro, or didn’t want anyone else to have him if he
couldn’t at least. Soon, Sam and Cas were fighting for dominance, but Cas gave
it up quickly and watched with a confused frown as Sam eagerly licked at his
own brother. Cas' fingers still held Dean open for Sammy's face.
"Is--is that--" Dean moaned, sounding strangled.
"Yes, Dean, that's your baby brother," answered Pam, easily.
"Oh fuck."
"Indeed." She smiled when Cas looked at her. "Fingers," she told him. "Be
gentle."
Cas cried out as Sam remembered to use the finger he still had up Cas. Dean
grabbed at his own cheeks roughly, his fingers tangling with Cas' for a second,
and then Cas braced himself with a hand on Dean's thigh as Sam worked Cas' ass
a little too roughly. His other arm, Cas soon had between Dean's legs, a finger
working its way under Sam's tongue and pressing.
They worked Dean open like that until Pam stopped them. "Okay, boys," she said.
"Off. Though I'm sure Dean loves your attention, honestly, he's such a slut,
aren't you, Dean?"
"Fuck, Pam," Dean gritted out as Sam pulled away from Dean’s ass, his face
shiny with spit. Cas didn't remove his finger, but reached up with his free arm
which had been hard mashed against Sam's chest to wipe the slick off Sam's
face. Cas got rid of the mess on his own boxers and then looked toward Pam for
further instructions.
"Out, Castiel," she said, and Dean whimpered as Cas listened and slid his
stubby finger out of Dean's body. "Turn, Dean, let them see how pretty your
cock is. Oh," she hummed as he complied. "That's a good boy."
She'd been wrapped up in the boys and she'd almost forgotten about Dean, how
fucking beautiful he was. How she could have though, was beyond her. He could
be downright stunning in clothes and breathtaking naked. She nearly lost her
breath then, looking at him. He was so thin with those bowed legs, dusted in
light hairs and freckles all over, flushed such a deadly red color in places,
his green eyes so dark with lust like a forest painted in moonlight, and she
had to steady herself as he took his bottom lip between his teeth a bit it raw.
She licked her own lips in retaliation and watched as his eyes zeroed in on the
her mouth for a second.
"Wow," said Cas, his hand moving to cover his own erection through the cloth of
his boxers.
"Yeah," Sam replied and copied the movement.
"S'big," Cas said, eyes wide, and he swallowed thickly.
"Yeah," Sam said again, and mirrored the action.
"Oh, boys, stop it," Pamela cut in. "You'll feed his ego with words like those.
God knows I don't need that." Dean sniggered and Pam found herself smiling,
though she meant it. "Sam, you go around behind Dean and help Cas finish
opening your brother from that side. He can take more than Cas, can't you,
Dean? Want two of your brothers fingers? Three? Five? Hm, Dean? Tell me."
"More," Dean said, his hard green eyes fastened to her mouth as he waited for
her to give him what he wanted.
"Oh, Dean," she said, smiling as she pushed off the desk and stalked toward
him. One foot was on pins and needles, asleep from how she'd been standing with
the other one on top of it. "Babe," she continued as she reached him, her hand
came up, still bitter and burnt smelling from the joint, and she fingered along
his almost prickly jawline. The air was cold on her bare neck and shoulders as
she moved, and as she felt Dean's hot flesh, goosebumps instantly rushed across
her own. "I got you," she promised then, and leaned in close. She took his
bottom lip between her teeth, bit down hard once, and then retreated back a few
steps.
By now, Sam was behind Dean, his shaggy hair guarding his face as he focused on
how best to finger fuck his big brother open, and Cas was still on the floor,
staring at Dean's cock. "Surely," she drawled slowly, "you want that pretty
cock in your mouth, huh, Cas?" she asked the boy, her eyebrow raised as she
looked to him. He nodded jerkily. "Well, then," she gestured, "by all means."
The little devil did it. Dean, the tip of his cock between those virgin lips,
looked just as lost as she felt.
"Oh, God, Dean, look at him." Pam smiled, took the few steps, and knelt down on
the floor by Castiel. The boy's mouth was stuffed full of Dean's cock, but not
even close to taking all of it. Pam figured Dean didn't much care, Cas looked
hot enough to make up for it by far. His hair was a sweaty mess, his face
stained flush, and his lips so stretched and red and slick. "Fuck, Dean, look
at 'em," Pam said again, and Dean moaned so brokenly that Pam knew without
looking that he was seeing the same thing she was. Cas was fucking ace, he was
going to be a killer in the sack someday. And damn, he was so fucking gay.
Almost too gay.
She took one of Cas' hands and guided it between Dean's legs. "I think Sammy
could use some help," she said and pressed his finger to where Sam's three were
already inside Dean's heat. That boy, he was born to fuck something hard. Cas
moaned and rutted against his boxers as he slipped in alongside his best
friend's fingers. She couldn't yet tell if Cas was more excited about the
thought of fucking or getting fucked. Maybe the boy didn't know himself. "I
know," she soothed, because she would know one way or another, and then she
wrapped herself around Cas from the back, spreading her knees and inching
closer to him. She slipped an arm around his front and flicked the elastic on
his boxers. "I know," she said again and kissed his forehead as he whined. "You
want 'em off. You wanna feel too. I know, but you've gotta trust me, mk?" this
was said along his smooth, damp skin and hair as she breathed in his scent.
Dean's shampoo, Dean's soap, Dean's deodorant was all she could smell, like the
boy's dream was to wake up and smell Dean.
"Dean trusts me, y'know?" she said and knew it was a low blow but she couldn't
bring herself to care at the moment. She kissed his head again, then his cheek,
and she felt Dean hard inside his mouth through the skin. "I'll take care of
you," she promised as Cas whined again, a little spittle dripping out the
corner of his mouth. She licked at it. "You're doing so good, taking Dean's
pretty cock, Cas, and you look so beautiful. I've never seen something so
fucking sweet. So fucking pretty. Dean thinks so too, don't ya, Dean?"
"Ah," Dean moaned and Pam pinched his thigh hard.
"Words, Dean," she reminded.
"So fu--fucking sweet. Oh shit--" Dean broke off into a moan as Sam growled and
visibly gave Dean a hard thrust of fingers.
Pamela chuckled. "Mm, Deano," she said. "I think I like your baby bro green.
He's gonna fuck you good, because you're his. Isn't that right, Sammy?"
"Mm-mine," Sam breathed, and it took a second, but Cas processed that and let
Dean's cock fall from his mouth. He looked to Pam with a frown, his arm still
stuck in between Dean's legs, she sighed.
"Sam," she called. "What about Castiel, huh? I want to know how you feel about
him. Tell me."
"Ca--Cas? Mine," Sam said firmly, however incoherent.
Pamela smiled at Cas, guided his mouth back to Dean's cock, and helped them out
by giving Dean a few good tugs around his base. Dean groaned and thrust
shallowly into their hold on him. She dropped her hand and Cas got the picture,
replacing it with his own.
And finally, the boys were occupied. All hands on deck. Dean being ravished,
one hand gripping Sam's thigh, his other hand lost in Cas' hair. Sam was busy
learning his brother's ass, both his hands slippery and fierce, pulling and
prodding. Then there was Cas, the littlest one of the bunch, the little devil,
one of his hands helping his best friend, a finger buried deep in the heat he'd
been thinking about for weeks, and his other hand guiding that pretty cock, the
one he'd been waiting for, as far as it would go inside his mouth. God, this
was her design, and it was beautiful.
Now she could do what she'd been waiting to do for even longer.
She leaned in and sucked at Cas' neck, it soon turned into a bite and she found
herself nibbling at his ears and tugging at the curling tips of his hair. She
pulled off for a minute and said, "Sammy, it's time. Fuck him," and was back on
Cas' neck, her arms around him, and her hands on him everywhere.
Everyone froze and Pamela groaned, displeased. "Fuck him. Everyone here wants
you to, Sam." She sighed as they all avoided eye contact. "Damnit, Dean,
words," she growled.
"Sammy," Dean said, using his empty and miserable voice. "Please."
"You can do it, Sam," Pam added and Cas nodded, taking Dean's cock with him.
Cas made to pull his finger out as Sam did, but Pam stopped him. "Dean needs
you to," she whispered into his ear. Sam didn't seem to mind either, as he
lined up and pressed.
"Oh, Dean. Dean," Sam breathed. Pam smiled against Cas' cheek as she felt Dean
twitch inside his mouth.
"Oh yeah, Cas, that's good," she said, her fingers pinching at his nipples.
"Y'know," she continued as she let hands trail further down and tease at his
boxers, "there's a reason I've been keeping these on you. Hiding that pretty
little cock of yours. I've kind of been hoping to figure you out myself."
Cas moaned and Sam moaned louder, on tip toes, shaking as he slid all the way
in Dean. A white knuckled grip on Dean's hips as he fell heavily on Dean's back
and bent them forward. Cas scooted up as he had to lean further into Dean to
get to his cock.
"I knew you weren't a good boy, Cas. I just knew it," she mumbled against his
skin and rewarded him with a squeeze around his clothed cock. It felt much
smaller than Dean's was but not as small as she expected. She wondered if maybe
Sammy was even bigger, she should have taken a better look before stuffing Dean
full of him. It was kind of hard for her to focus beyond Castiel at the moment
though.
"You see, Cas," she said and pulled down his boxers until they were bunched up
right in the bend of his knees. His cock sprung free, and she cursed,
momentarily distracted. "Cas," she breathed. "Fuck, Cas, look at you. You ever
been so hard before? So big?"
Cas pulled off Dean's cock with a gasp and looked down at his arousal, he
blushed and shook his head, no.
"Mm," she hummed and put his head back in place. "Good," she said as Dean
instantly started thrusting shallowly into Cas' mouth. "I kept you like this so
I could show you a few things," she began, remembering her original point. She
parted his legs as far as they would go, brought him up an inch, and adjusted
the angle of his hips. "I need you to stay like this, mk? And I'll show you.
Make you feel real good."
Cas made a wet noise. She ran the tip of her finger across the slippery part of
his ass, dipping in with just one and circling his hole. "You may not like the
boxers," she said, and pressed in to the first knuckle. He was so tight. "But
it will feel great like this," she added and dove in further, and she knew she
hit close to his prostate on the first go when he cried out around Dean's cock.
She adjusted her finger a bit and kept thrusting.
"Fuck, look at that. I knew," she whispered right next to his ear, so that the
other two didn't hear. "Knew you really weren't an angel, were you, babe? No,"
she said this before she licked her own palm and took him in hand. "Wanted to
see you squealing for me. Show you were not all that bad. Women." Castiel
froze, like he actually felt some of his subconscious dripping through the
cracks. "Shh. S'okay. Said you could trust me, didn't I? Meant it," she said
firmly with a squeeze around his cock. "Not all women are bitches you know.
Just moms," she laughed as he shivered and relaxed again. "That's why I'm never
having kids. Little boys like you drive us horrid. Little devils," she
whispered at last, biting his ear in succession, and he came then, all over her
hand.
**
Sammy couldn't believe what happened to his life in such a short amount of
time. It was insane, ten minutes ago he'd been a virgin and his worse problem
was figuring out a way to make Dean admit to still being a virgin too without
having to admit that he'd been spying on Dean and Pamela.
Now Sam was positive he'd been wrong. His guess, back before his brother's ass
had broken his brain, was that they'd been putting on a show the whole time.
Dean was no virgin, and, Pamela, she was a filthy thing, really, and it was
honestly quite frightening.
The thing was . . . ten minutes ago his life had been simple. He'd been
straight, his brother had been straight, and so had his best friend.
He also wasn't, y'know, fucking his own brother.
Sam could admit to being a bit jealous when Dean and Pamela first got together,
but it wasn't strange. That didn't mean he wanted to have sex with Dean, it
really didn't. No matter how many times his body betrayed him for dreams of
freckled skin and apple cinnamon flavored lips. Sam just wasn't used to being
left out. Before Pam, the only girl Sam had to put up with his brother liking
had been Jo, and Sam was always with them. He would have known if they were
having sex because he would have seen. He saw them make out enough to last a
lifetime. Though, Pam, she didn't really invite Sam to do anything, and, Dean,
he never even thought about it, Sam supposed. It hurt but what was he going to
do? Whine like a little baby? Hell no, like Sam would ever give Dean the
satisfaction. He had Cas to hang out with anyway, and Cas loved spending all
his time with Sam.
Well, that had all been ten minutes ago, before Pam had revealed herself as the
Goddess that she truly was and brought the light with her. Yeah, Sam knew he
was a nerd.
Now Sam had his dick inside Dean, and he knew that he wanted to fuck his
brother more than anything, but he couldn't move. He felt like he was going to
die or possibly spontaneously combust. He couldn't even think, but shit, he
could feel.
Dean was like sun-warmed velvet wrapped around his cock, pressing so tight and
gripping Sam, pulling him in. Then there was Cas, who was lost to Sam for the
most part, besides his knuckles and finger. Every time Sam so much as breathed,
his balls rubbed against the back of Cas' hand and his cock along the odd
hardness that was Cas' finger pressing to the underside of his cock, also
inside Dean.
And Cas and Sam, they were filling Dean up and it was so tight and shit. Sam
was going to fucking cum. Suddenly aware of his hands gripping Dean's hips as
hard as he could, Sam opened his eyes and let out a low groan as he saw Dean's
freckled back. Dean's legs were spread wide, and Sam was pretty tall for his
age, had legs for miles, but he still had to stretch to get himself all the way
inside Dean, though right now Sammy felt as if he was floating. His head was
resting right between Dean's shoulder blades like a heavy weight holding him
down.
Cas moved his finger, and Sam felt himself moan more than heard, the sound
rumbling through his chest. Then Cas moved his finger again and Sam gasped, his
cock twitching without his permission.
"Dean," Sam groaned and came.
He started to thrust as his oragsm flooded through him, and Dean cried out,
pushing his body back into Sam. He kept going until it started to hurt and then
bit down on his own lip and kept going some more. His dick was softening and
his cum made everything slick, and it was achingly good and Sam wouldn’t -
couldn't stop. Dean would never let him live it down. He kept thrusting and
willed himself to stay hard.
"Sa--Sammy, did you just--" Dean tried, but Sam quieted him with a growl.
"Shut up!" said Sam, and pressed his forehead harder into Dean's spine. "Want
you to cum on me. Now."
Dean chuckled. Sam cursed, but his dick got harder hearing it. "Sam, its okay,"
Dean tried. "I'm not gonna cum on you like this, if you haven’t noticed, my
dick is over here--"
"No," Sam growled. "Want you to, Dean, like this, please. Please. Please.
Please," Sam continued on, growling out please with each thrust like it would
get him what he wanted.
"Fuck, Sammy," Dean growled back, giving Sam more enthusiasm.
"Please, Dean, please," Sam continued on and on, fucking into Dean and growing
harder with each go, "please, daddy," he said at last and then realized what he
said and bit down hard on Dean's back to shut himself up.
But it was too late, Dean heard, and he said, "did you just--"
And then Sam was cuming again, crying out in tandem with his brother, whose ass
now had a vice like grip around his sensitive cock.
He didn't stop thrusting.
"Ah, ah, Sammy, baby," Dean groaned. "I came. I came. You can stop, baby. You
can stop."
"Oh fuck," Sam breathed, pulled out, and collapsed to the floor.
**
Cas was slumped on the floor and burning all over. His knees from the rug, his
eyes from the salt, his cheeks from Pam’s words, and his hole from her finger.
He had Dean’s cum all over him, Pam had helped Cas finish and stroked Dean
until he shot in Cas' face.
Before Cas could even wrap his head around what just happened, the warm weight
of Pam was gone from his back and he was left cold, blinking at Sam and Dean
who were now both laid out on the floor and panting.
“Well,” Pamela drawled from somewhere above and far away. It took him a moment,
but Cas finally focused on her form leaning against the open door frame. “That
wasn’t too bad now, was it, boys?” She chuckled to herself when none of them
answered. “I think you have officially broadened the norm for daddy kinks all
over the world, Deano,” she added, and then she was striding away and calling
over her shoulder, “I’m gonna wash up a bit then roll another . . . anybody
else feel like pizza?”
She was gone before any of them had answered.
“Fuck,” Dean said and after a minute he stood, holding one arm out to both Sam
and Cas. “We need a shower,” he pointed out, and they both let Dean drag them
toward the bathroom without a word.
Cas waited all through their shower, his first real high, and the pizza, but
the other shoe never dropped. It wasn’t until he was tucked in Sammy’s bed with
the tingle of Dean’s lips still ghosting his own and a giddy smile eating his
face, did Cas let himself believe that there wasn’t another shoe, and that
everything really was going to be fine, if not perfect.
End Notes
     What? I totally didn't make Pamela into Will Graham. Totally.
     I'm planning on writing a sequel to this that'll dive deeper into
     some of the boys' kinks . . . not for a few weeks at least though.
     Thanks for reading!
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