
Posted originally on the Archive_of_Our_Own at https://archiveofourown.org/
works/2609132.
  Rating:
      Explicit
  Archive Warning:
      Underage
  Category:
      M/M
  Fandom:
      Teen_Wolf_(TV)
  Relationship:
      Derek_Hale/Stiles_Stilinski
  Character:
      Derek_Hale, Stiles_Stilinski
  Additional Tags:
      Anal_Sex, Anal_Fingering, Stiles_is_a_virgin, Deputy_Derek_Hale, Armpit
      Kink, Hairy_Derek_Hale, Derek_Hale_Has_a_Big_Dick, Size_Kink, Hair_Kink,
      Oral_Sex, Scent_Kink, Foot_Fetish, Sweat, Light_Dom/sub, Uniform_Kink,
      Culturally_Insensitive_Pugs, Spanking, Humiliation_kink
  Stats:
      Published: 2014-11-13 Words: 5533
****** Deputy Wolf and the Virgin Brat ******
by Grekchstervus
Summary
     Deputy Derek Hale is an over-worked, horny werewolf. Stiles is bratty
     virgin who doesn't want to be. Sheriff Stilinski leaves in the middle
     of dinner. Sex ensues in the dining room. Men are disgusting.
     Fortunately these two get off on it.
“Stiles!” Shouted Sheriff Stilinski from downstairs.
 
Stiles barely heard him, listening to music in his room while playing a game of
Halo with Scott while a documentary about medical development in medieval
Eastern Europe played on his laptop. He turned them all off at once and
skedaddled down the stairs to warmly greet his father.
 
This had nothing to do with the fact that his Jeep needed a few new parts to
keep running. No, he had prepared a warm dinner and cleaned the kitchen and
dining room out of respect for his hardworking father. Stiles was an altruistic
saint and the Ayn Rand on his shoulder needed to shut her little mouth.
 
But as he skidded to a halt he saw that that Deputy Derek H… Hotbod? Humpme?
Hunky? was with his father. Looking as hot bodied, humpable, and hunky as ever.
 
“Deputy Hale,” Aha! Deputy Hale, Stiles was close, “is gonna be joining us for
dinner tonight. He’s been eating nothing but fast food and microwavable dinners
since his stove broke last week.”
 
“Well it sure doesn’t show at all…” Stiles said as he eyed Derek’s body. It
being tall and muscular already had Stiles on board, but the stubble, gorgeous
face, and little bit of chest hair peeking out of his uniform was a ready made
masturbation session for Stiles. No need to build up a scenario in his head,
just give him the memory officer McHotty, and Stiles hand would already be
covered in his essence.
 
“Stiles!” shouted the Sheriff, slightly blushing.
 
“What?”
 
The Sheriff turned to Deputy Hale and said, “Sorry about that, Stiles here can
be a bit of a brat… or a lot of a brat actually”
 
“No need to worry Sheriff Stilinski, I know how to handle brats.”
 
“Bet you could handle a lot of stuff, big boy.” Sheriff Stilinski sighed. His
son wouldn’t officially be a lost cause until he was at least eighteen and
moved out, until then the Sheriff still had to keep trying, “and it’s a lucky
day for both of you seeing as I’ve made fresh, heart healthy, meal, and it’s
finishing up as we speak.”
 
“Stiles, thank you, but stop harassing my deputy. Go set the table or
something. Sorry again, deputy.”
 
“No problem sheriff.” said Derek with an shrug.
 
“Stiles, go. I gotta get changed, been sweating in that squad car all day.
Hale, you can go ahead and  make yourself comfortable.”
 
“Will do.” Stiles and Deputy Hale said at the same time, Stiles said his with a
little mock salute.
 
As the stairs creaked under the weight of the retreating Sheriff, Stiles turned
to go to the kitchen, when he felt someone grabbed his wrist.
 
“What do you think you’re doing, Deputy Hale?” asked Stiles, looking from where
his wrist was being held to his captor’s eyes.
 
“Just dealing with a brat.” Deputy Hale said as he bent Stiles over the couch.
Stiles’ dick went from its semi to an erection that could engrave a stone with
a copy of Les Mis in less than a second. He wiggled in his ass in Deputy Hale’s
direction, totally unintentionally.
 
“What the hell are you doing? Couldn’t resist this jailbait?” Derek had both of
Stiles’s hands in one of his big paws. Stiles gulped. Maybe he had a thing for
people who dwarfed him, that made him feel small and overcome.
 
“Shut up, Stiles.” Derek let out a sigh.
 
The first thwack! barely registered to Stiles. He was practically eighteen and
he was getting spanked. Who the hell -thwack!- does that to some -thwack!- one?
-thwack!- After each slap Derek would cup his large hand around Stiles’ ass
cheeks, lightly rubbing, almost as if to apologize for the pain that hand had
just caused. It was a toss up as to which was redder, Stiles’ ass or his face.
 
“When your father gets down here, you’re going to apologize to his face for
embarrassing him in front of an inferior office, do you understand me, Stiles?”
-thwack!-
 
Thwack! Thwack! Thwack!
 
“I said, ‘do you understand me, Stiles?’” -thwack!- Stiles moaned and started
rubbing his crotch against the couch. The zipper pressing up against the back
of the head of his dick was doing wonders. Knowing it was Deputy Derek Hale,
dreamiest guy in all of Beacon Hills who was currently spanking his ass seemed
like an impossible wet dream Stiles was gonna spend years getting himself off
to.
 
“Yes!” Stiles whispered, hoping that his father wouldn’t be hear him and come
to see his son like this.
 
“Yes, what?” Deputy Hale said, his voice also lowered. It was followed by
another spank.
 
“Yes… your… uh…. deputiness?” -thwack!- and another moan,” I mean, sir, yes,
sir!” Stiles thought he was gonna come.
 
“Good, now get up and set the table like your father said.” Derek let Stiles
up, who began rubbing his butt while a petulant pout displayed itself quite
pitifully across his face. Deputy Hale didn’t bother to watch the boy though.
He had sat down and began to read whatever coffee table book that occupied the
Stilinski living room this time around. Stiles thought it was A Pug Around the
World in 80 Pages or better titled, in Stiles’ humble opinion, Pug Dressed as
National Stereotypes, but who was he to question the publishing world. All this
thinking of prejudiced pugs had helped bring down his boner though.
 
Whatever. Stiles got the vegetable lasagna, a recipe he had gotten from the
internet, out of the oven to cool, and then he got the plates and cutlery out.
 
Fuck that spanking was hot. Stiles stuck his hand down his pants and lightly
rubbed his dick, moaning into his hand for awhile. Then he brought his pants,
smelling his his fingers a little, before spitting on them. He then reached
behind himself and inserted a finger into his ass.
 
Stiles really liked getting fingered. Also as much as he liked to his jack his
dick directly.  Sometimes Stiles wished he either had three hands, one on his
balls, the other on his dick, and the third in his ass, or that he had the guts
to go to the sex store in town and buy himself a dildo. Getting the third hand
was more likely.
 
He started thrusting the finger back and forth into his ass. It was still a
little loose from his earlier jack off session, just an easier glide in and
out, “Yeah, Deputy Hale, fuck me, fuck me.” Stiles whispered as he added the
second finger. He stopped to unbutton his pants and started fucking himself on
his fingers again, this time with freer movement. “I’m your slut, Hale, use me
please, you me as much as you want.”
 
Stiles pulled his fingers out of his ass quickly, bring them around to grab
onto his dick and jerk until he came. He zipped up his pants, face flushed, and
brought the food, plates, and cutlery into the dining room.
 
-------------------
 
No one at the station had bothered at all to tell Derek that the Sheriff’s boy
was such a hot piece ass. Even these dumb ass pugs in kilts and sarongs weren’t
enough to get his erection completely down, and he could already hear the
Sheriff heading down the stairs to eat dinner with them.
 
How he had reacted to the spanking. Stiles moaned. Actually moaned like the
most perfect fucking mate in the world. Derek could discipline Stiles all he
wanted and the boy would love it. He would listen to his alpha, set a good
example for the pack.
 
Nobody told him how fuckable the boys lips were, or how lily white his skin
was, and of course none of the humans on the force could tell him how the boy
smelled.
 
Like heat and pheromones, sex and desperation, come and the tang of sweat. The
musky scent of his virgin ass. Derek was going insane. He needed to fuck this
boy. He needed to get the Sheriff out of the house long enough to get his dick
inside the man’s son.
 
He could hear the little slut fingering himself in the other room, saying his
name. No matter if he saw ugly, snotty pugs dressed up as Klansmen or Nazis,
nothing could get Derek’s dick down.
 
Stiles came in his pants and wasn’t taking them off. Damn it, Derek was gonna
get fired.
 
Before Derek had the chance to make a reckless decision and go into the kitchen
and fuck Stiles while in his father was still home, the Sheriff came
downstairs. Derek waved the Sheriff on as he pulled out his phone. He was about
to cash in the favor Deputy Parrish owed him.
 
----------------
 
Stiles couldn’t find a comfortable position to sit down in. His ass was still
smarting and these wooden chairs weren’t doing him any favors. Fortunately for
Stiles and Deputy Hale, the Sheriff just assumed this was his son’s usual
fidgetiness. What was unusual was his son’s grumbled apology, which, while
meant for the Sheriff, was said in the direction of Deputy Hale. The sheriff
decided it was better for his mental health not to ask.
 
About four bites into his meal, the Sheriff’s work phone starting ringing.
 
“Excuse me guys.” The sheriff got up from the table and walked into the
kitchen. Stiles looked up from his plate and at Deputy Hale who was smiling
rather brightly at him.
 
“As soon as your dad leaves, we’re gonna fuck. Unless of course you don’t want
to.” Derek said the last sentence as if it were an afterthought.
 
“My dad’s not lea-”
 
Before Stiles could finish his sentence his dad walked back in, grimacing,
“Sorry guys, it seems they need me down at the station for a bit. Please,
Derek, don’t feel like you have to leave, finish your meal. Take some leftovers
if you want ‘em. Stiles, be nice while I’m gone.” He raised his eyebrows during
the last bit.
 
“Scout’s honor, I’ll do whatever Deputy Hung tells me.”
 
The Sheriff gave Stiles a pointed look, grabbed his jacket and left. Stiles and
Deputy Hale both listened for the sound of cruiser on gravel.
 
“So Stiles, you want to ride this dick” Deputy Hale asked, pushing back from
the table and gesturing to his lap with the other hand.
 
Stiles considered the offer. He was a virgin who didn’t value it. He just
wanted to bang and get it over with. Super mega-hot foxy cop Derek Hale wanted
to bang. He was older and experienced, much better than fuddling about in the
backseat of his jeep with a simpering girl who’d expect Stiles do all the work,
or a closeted geek who was barely comfortable with his sexuality, let alone
actually putting his desires into action.
 
Yeah, Stiles was totally gonna have the hottest cop in the world bang his ass
to Not-a-Virginland.
 
“Sure, Derek, that’d be cool.” Stiles hoped he played aloof and mature well.
 
Derek rolled his eyes.
 
“Don’t call me Derek again. It’s either Sir or Deputy Hale. Now get your
clothes off..”
 
Stiles stripped like a… well like a gangly teenage boy about to get laid for
the first time in his life. The best one could describe it as would be
‘endearing.’ It was a show many leagues away from sexy.
 
Stiles hadn’t been wearing underwear.
 
Derek was so hard he feared for his zipper. As soon as Stiles had unzipped his
pants, the smell of his come hit Derek’s nose. Derek wanted to lick it all up
and then spit it into Stiles’ mouth, make him swallow his own come.
 
“Turn around, Stiles. Let me see the rest of you.” Derek commanded, treating
the rickety dining room chair like kings treated their thrones. Legs stretched
out before him, one arm slung around the side of it, the bulge of his hard cock
visible, flexing every once in a while with renewed interest.
 
Stiles turned slowly until he had gone one-hundred-eighty degrees when Derek
told him to stop.
 
“You like my uh.. ass. It is it perky enough for you… sir?” Stiles stuttered.
 
“Stop talking and let me enjoy the view.” Derek replied calmly. He rubbed his
cock through his uniform pants at the ivory, ‘perky’ ass before him jittered as
Stiles fidgeted without thinking. It was still fucking red from the impromptu
spanking. Derek wanted to see his hand print on it.He wanted in it now. He
wanted to fuck this kid in front of his pack, make them watch as he made Stiles
his bitch, his mate.
 
“You can turn around again.” Derek told him.
 
It was Derek’s turn. Stiles, feeling self conscience, put his hands over his
hard cock, at four inches Stiles knew he was small, but he reasoned it away by
knowing he, at seventeen, still had time yet to grow. So he watched Derek
expectantly. Derek slowly unbuttoned his shirt. Each undoing revealed a little
more muscle, a little more skin covered in dark, coarse hair. The palm of
Stiles hand got a little wet from droplets of precum. As Derek finished with
the last button, his shirt fell open. Stiles wanted to lick all over. He wanted
to bite Derek’s nipples. He wanted to hump Derek’s happy trail until he came
all over it.
 
He pushed his shoes off with his feet, socks sliding down with them. Derek
pulled out his belt next. Stiles’ sore ass gave him a few ideas for that belt
at some later date. Then he unbuttoned his pants, lifted his hips and pulled
the pants down past hips and ridiculously sculpted gluteus maximus. His pants
fell to the floor.
 
Derek was wearing light gray boxer briefs. He had been wearing them all day.
Even with Stiles’ human nose he must’ve picked up on the smell.
 
He did. That was another drop of precum collected on his hand. The underwear
was so tight Derek’s hard dick was perfectly visible. He was beer-can thick and
uncut. Pushed up against his body laying lengthwise, it went past Derek’s hip
bone. Where the head lay was a little damp with precum, Stiles’ own dick let
out a few more sympathetic spurts. Parts of Derek’s bush was visible above the
top of his underwear. Stiles wanted to stick in his nose in that. Just breath
in the smell of Derek.
 
So he did. Stiles walked forward, got on his knees before Derek, pushed his
legs open and put his face right on Derek’s dick and took a deep breath.
 
The smell was heaven on Earth for Stiles. Raw, masculine, musky, the smell of
piss, come and sweat all meating together and collect in the dense hair. The
underwear wasn’t fresh by any stretch of the imagination. Little piss stains
were near where Derek’s dick head would rest when it was soft, there was a cum
stain on one of the legs from when, Stiles assumed, Derek had been too lazy to
get a tissue after jacking off one night. “Dude… uh sir, this…. awesome…”
Stiles moaned and Derek laughed.
 
“Eager little bitch, aren’t you?” Derek kept smiling, “you actually like that?
I haven’t had a chance to shower for the past few days. Gettin’ a lot of extra
shifts at the station. I haven’t gotten laid in weeks, I’ve had to resort to
jacking off while on patrol, and just letting the come stay on me, drip down
into my pubes and dry there. And you fuckin’ like it. You’re like a bitch in
heat for me.” Just perfect, Derek thought to himself, a perfect mate for a
werewolf.
 
“Hey bitch, while you’re down there getting a good whiff of my rank swamp
crotch, make yourself useful and lick my balls clean.” So Stiles obediently
fished Dere’s balls out of one the legs of the boxer briefs and began licking.
His balls were hairy too, and they felt so good against his tongue.
 
“Fuuuuck, you taste better than you smell.” Stiles continued licking, and
burrowing his nose deeper into the crease between Derek’s dick and his thigh,
trying to smell past his underwear. Stiles had subconsciously started to hump
Derek’s shin.
 
“First orgasm of the night was a pretty good one, huh? You wanna get off on my
leg like an animal that can’t control itself, even after coming already,
fucking yourself with own with your fingers.” Derek pulled his foot back,
causing Stiles to whine as he humped there unable to stop, but then Derek
brought his foot forward and pushed it up against Stiles’ dick. “Look at how
fuckin’ small you are, I can’t even see your dick behind my foot. You’re lucky
I found you, ‘cause the only way you’d make anyone come is by bein’ a hole to
use.”
 
And just with that Stiles came, humping Deputy Derek Hale’s foot like his was
goddamn stupid virgin. Which he was.
 
“Did you just come on my foot, bitch?” Derek asked. Stiles nodded without
looking up. “Then get down there and lick it up.” Stiles’ dick gave a valiant
twitch.
 
Fuck Stiles now had a foot fetish, and a fetish for being bossed around, and
being called words like bitch by a man who could snap his neck if he wanted to.
He even liked when Deputy Hale made fun of his dick size. Stiles leaned down,
pushing his ass back to give Derek something to focus on and brought his mouth
to Derek’s foot. It was lightly dusted with fine black hair, and there was come
on some of the toes, but most of it was on the sole of his foot.
 
Stiles brought his lips down around Derek’s big toe and sucked, completely
unsure of what to do. Apparently it was the right thing because Derek let out a
long, “Fuuuuuuck yes, bitch.” Stiles moved onto the next two toes which both
had come on then, sucking them down together and wiping his tongue around to
catch all the semen. He didn’t like the taste, but he liked the sounds Derek
was making. Stiles used his tongue to lathe against the sole of Derek’s foot,
where most the come had collected. The taste of Derek’s foot was less here,
Stiles’ come was more. Stiles disliked that. He sloppily licked up most of it
as it get most of the come on his face instead of his mouth.
 
When Stiles drew away from Derek’s foot, Derek saw Stiles covered in his own
come. Derek needed to get those lips on his dick immediately.
 
Derek was finally stripping completely. His dick smacked his stomach which left
a few drops of sticky precum in his belly hair. Stiles couldn’t help but stare.
His four inches was respectable… or at least if need be,  it could get a girl
pregnant. Derek was… Derek was a little more than twice the size of Stiles. His
foreskin, despite Derek’s hard state, still covered most of his head.
 
Stiles got his lips on it. Immediately. He got his lips on the tip, and stuck
his tongue down Derek’s foreskin. “Fuck, Stiles, that’s perfect. You’re the
perfect little slut for me.” If Derek’s underwear and bush were dirty, his dick
head was even filthier. Droplets of piss, most of his precum, and some come
from an previous jack off sessions were trapped under his ample foreskin, and
while Stiles couldn’t stand his own come, he couldn’t get enough of this
disgusting concoction of Derek’s. He dipped his tongue into the foreskin to
taste to it, to bring the flavors into his mouth.
 
Once he had cleaned it up, He tried stretched his mouth around dick, which was
thicker than he anticipated. He gagged. “You’ve got a big mouth, Stiles, open
it up and put it to some good use for once. Get my dick in your throat.” Stiles
tried again, opening his mouth wide getting Derek’s head in his mouth. He
bobbed his head back and forth on it, using the his tongue to massage the
underside of Derek’s dick, something he liked to do with his fingers when he
masturbated. It made Derek groan pretty loud. Stiles smiled as best he could
around the dick in his mouth. Derek pushed his down, making him take another
inch or so in his mouth. Stiles gagged lightly, but did his best not to pull
off. He was humping Derek’s leg again, thank god for teenage refractory
periods. He started bobbing up and down again. He liked the feeling of a dick
in his mouth. He felt full and used. He used his tongue to taste the salty
skin, to pull his head down further. Suddenly, Derek pulled Stiles off his
dick.
 
“Come on, hop up on my leg, boy, you’ve got a couple more orgasms in you, don’t
you?”
 
Stiles got up off the ground and sat on one of Derek’s muscular thighs. His
cheeks felt sore and stretched. He wasn’t sure if liked that feeling, but he
sure as hell like what caused it, he liked the taste it left in his mouth.
Derek’s thigh was twice the size of his own as well. Stiles felt like he just
mounted a small pony. Derek then lifted his right arm, brought his left arm
around to the back of Stiles’ head, said, “I’ve got something else you might
want to taste…” and then he pushed Stiles’ face into his armpit.
 
Stiles immediately began to moan. He tried his best to squish his face further
in as Derek rubbed his nose up and down. Stiles let out tentative little licks
as the armpit hair rubbed across his face, etching Derek’s scent into his
pores. The sweaty smell was different than Derek’s crotch, but stronger. Stiles
couldn’t get enough  of it, licking up and down in long strokes of his tongue.
The taste of Derek’s armpit sweat was almost as good as his precum.
 
After a minute, Derek finally let his hand loose from Stiles’ head, and Stiles
pulled back, breathing in fresh air.
 
“Ready for the next one then?” Derek asked
 
“Yeah, just hold on, Deputy Hale, uh… sir.” Stiles pushed his hands against
Derek’s chest and felt his hairy pecs. Felt the wiry hair under his fingers and
the slightly flexing of the muscles as Derek took slow and steady breaths.
 
“Du- Sir, these are way better than boobs!” Stiles exclaimed, squeezing muscle
that fought back against the strain, “way better than boobs…” Stiles said
softer. Derek started flexing against Stiles’ squeezes. He liked it when people
admired his muscles. He liked how Stiles light skin looked against his tanned,
furry chest. Derek was looking quite smug. Stiles knew that Derek was strong
enough to be his mate, to take care of him and protect him their young. Derek
was preening.
 
Derek was going to respond, but Stiles leaned before and bit down on one of
Derek’s nipples before he could get the first word out. Only a gurgled moan
escaped his mouth. Stiles released his biting hold on the nipple when Derek
thumped him on the head. He began to lap at it instead, suckling lightly every
so often, making Derek groan out a few faint praises like, ‘Atta boy’ and ‘What
a good bitch’.
 
Every flex of Derek’s hairy thigh under his balls sent a shiver of pleasures
through Stiles’ spine. He had his face buried in Derek’s  second armpit now,
sniffing and licking and moaning. Derek’s right hand was free, no longer
guiding Stiles’ head, it was currently groping Stiles’ ass. Derek snuck his
index finger in between the cheeks and began to circle Stiles’ asshole, lightly
prodding, as if testing to see how strong a barrier Stiles ass would present
his dick. He let it slip in lightly. Stiles groaned into the hair of Derek’s
pit and rubbed his balls on Derek’s thigh.
 
The pressure of Derek’s handing left Stiles’ ass, so Stiles left Derek’s armpit
to investigate.
 
Derek had grabbed some olive oil off the table and was covering his fingers in
it.
 
“I’m gonna stick a finger in your ass, get you nice and loose for my dick.
Continue the job you started earlier, ya’ slut..But you’ve got a problem,’” and
Stiles looked up at Derek, confused, “My dick was too big for you to swallow,
so most of it is still pretty dry, and unlike for you and your baby dick, if I
fuck someone with mine, it’ll hurt. So can you take some of this oil and get me
ready, huh?” Despite the insult too his dick, Stiles was still hard. Another
kink he’d like to explore later with Deputy HolyBigDick.
 
“Yeah, yeah I can do that.” Stiles said as he began to scoot forward on Derek’s
thigh. -Thwack!- Derek landed a hard slap on Stiles’ ass. He was a little
proud, he could see his hand print clearly. He hoped it would bruise.
 
“I.. I meant, yeah, I can do that, Sir.”
 
“Good boy, now here’s some oil. Starting jackin’ me off.”
 
Stiles began working Derek’s dick with both of his hands.It was a little more
humiliating now that Stiles had a direct comparison. Derek dwarfed him, easily.
Stiles could fuck his hand like a pocket pussy, his entire dick easily
encapsulated. Stiles needed both of his hands to cover most of Derek. It should
strike Stiles at the core of his very male being, but Derek outmanning him,
making Stiles feel like the girly one, was doing something for Stiles that he
liked. He was mentally tallying all the new found fetishes. The list was
getting big.
 
Derek began pushing the first finger in. Stiles took his hands off Derek's dick
and just started grinding his dick against Derek's own. Stiles was caught
between two worlds of pleasure. The friction on his dick and the slight
stretching pressure within his ass. His hands were around Derek’s biceps. Also
big, and sturdy enough for Stiles to use as a steadying device.
 
“Oooooh, oh god…” Stiles moaned. Derek smirked. He found the prostate rather
quickly. Stiles was fucking perfect for him.
 
“Stiles, don’t stop, if you wanna get fucked you gotta get me all oiled up.”
Derek said as he fucked his finger in and out of Stiles tight, virgin ass. “God
I can’t wait to get in you.” Stiles just moaned as Derek’s thick finger fucked
more open than he had ever been in his life. He started rubbing his hands all
over Gigantor the Dick again.
 
Derek started fucking a second finger in.
 
Stiles came for the third time. This batch on Derek’s dick.
 
“Fuck yeah, Stiles, you little horny slut. Three times. Bet I can get you to
come when you’re riding my dick. Would you like that, a fourth time?” Stiles
nodded, looking blearingly into Derek’s eyes, “Well if you want, you gotta keep
jacking me, I need to stay hard until you’re ready.” -Thwack!- Derek spanked
him again, and Stiles started grinding his limp cock against Derek’s dick as he
spread more oil on Derek. A third finger started prodding at Stiles' entrance.
 
As the third one went in, Stiles started to feel the burn. God, the bottoms in
all the porn he watched never seemed to be in pain. He needed more lube.
 
“Derek-” -thwack!- which followed by a small cry from Stiles. He definitely
felt like he was bruising on his right cheek, “Deputy Hale, could you get some
more oil?”
 
“Oh, yeah, of course.” The fingers left Stiles ass long enough for more oil to
be added, and then three were shoved back in, and Derek resumed his slow
fucking of Stiles ass. He soon started spreading his fingers outward, trying to
get Stiles’s ass loose enough for him. Stiles was panting, using Derek’s dick
as an anchor now.
 
“You’re ready as I can get you with my fingers, and you still feel so tight. I
want my dick in you now, you want me in you?” Derek said as he slicked his dick
with the olive oil left on his fingers.
 
“Yes, sir.” Stiles said cock started hardening up already, excited at the
prospect of officially losing his virginity.
 
Derek, using his werewolf strength, easily lifted the teenage boy up by his
hips and set his asshole against the tip of Derek’s dick. “Okay Stiles, I need
you wrap your hands- both of them- around my dick and steady it. Then you’re
gonna sink down it. You can control how fast we go.” Derek reassured Stiles.
 
Stiles and Derek both groaned as the tip of Derek’s dick breached Stiles’
asshole. “Fuck, fuck, fuck, Stiles, you feel so good. Such a good bitch, so
tight, just for me, fuuuuck.”
 
Stiles was breathing deeply, trying to concentrate on not slipping and impaling
himself on the rest of Derek’s dick.
 
So Stiles slowly sunk down, supported by Derek, taking each new inch slowly.
Every few inches Derek would stop him and would fuck Stiles with what he had
taken thus far, loosening him along the way down.
 
Finally Stiles felt Derek’s balls brush the back of his ass. Derek bit into
Stiles’ shoulder, holding back a growl.
 
“Fuck, Derek, just start fucking me.” Stiles begged.
 
“No, Stiles, this part is your rodeo, start riding. Fuck yourself like the
little whore you are on my cock. Show me how much you want me.”
 
Stiles started slowly lifting himself up and down, wincing as the dick
stretched him, and pushed, mercilessly, into him.The stretch and burn felt good
to Stiles so he started going a little faster, “Fuck, Derek,” -thwack!- “sir...
you feel so good in me. Fuck… yes… uh...fuck.” Stiles bounced up and down
faster, dick bouncing up and down, hitting Derek’s flexing abs up with each
downward thrust. Derek  just kept his hands locked around Stiles waist, large
hands almost encompassing him.
 
Stiles stopped for a second, resting with Derek’s dick in him, and then began
to gyrate his hips, barely lifting his ass from Derek’s crotch, he ground on
Derek’s dick and let out little moans, puffs of air and a few curses.
 
“My turn, bitch.” Derek lifted Stiles a few inches and began to slowly pump his
cock up into him. Stiles started jacking his dick and lightly moaning.
 
“A little faster, please, Deputy Derek...Sir Ha-ahhhh.” Stiles last word broke
off into a relaxed moan. His dick started to harden in his hand.
 
Derek started to pound a little bit faster. As he would thrust up, the slap of
their skinning meeting, would be followed by Derek’s large nuts hitting Stiles
on the ass.
 
“Fuck yeah, Stiles, you like this. You like taking my dick inside you, Want me
to dump my come in you, fill you up my seed, make you smell like me inside and
out? Wanna feel my come dripping out of your sore, loose little asshole as you
try to fall asleep tonight?” Derek asked, who by now, had stopped thrusting up
into Stiles, but was instead lifting Stiles up and down on his dick like a
human fleshlight.
 
“Yeah, yeah, Derek, fill me up, fuck your come into me!”
 
And then Stiles did something that surprised the both of them.
 
He cradled Derek’s head between his hands and kissed him.
 
Derek could smell himself on Stiles. His crotch sweat, his old come, he could
taste the stench of him armpit on Stiles’ lips and from Stiles’ tongue.
 
And god did it turn Derek on big time.
 
He started fucking Stiles so hard and fast they couldn’t kiss without knocking
teeth.
 
He lifted Stiles to the point where his nipples were level with Derek’s mouth.
He started going back and forth between the two, biting one and suckling the
other. Licking and nipping, pulling slightly and then letting them rest for a
second. Derek licked in the shallow dip  between Stiles’ small pecs to taste
the gathered sweat.
 
“Fuck yes, Derek, Keep. Doing. That. I’m almost there, almost there, almost
there, almost there.” Stiles stretched the last word as he hunched his crotch
into Derek’s abdomen, coming harder than he had the first three times, come
splashing onto Derek’s happy trail.
 
Derek, proud he had gotten Stiles to come a fourth time, picked him up, and
with Stiles still on his dick, walked them both over to the table and bent
Stiles over it. “Yeah, that’s how you always be as soon as I want it, face
down, ass up and offering your hole to your alpha. Perfect fucking mate.” Derek
began fucking harshly, almost punishingly into Stiles ass. His balls, full of
built up come, hitting Stiles balls, loose and sore from his many orgasms.
Possibly another fetish to add to the list.
 
Derek fucked his way erratically to his own orgasm, and he was pretty sure he
saw stars as he dumped his load up Stiles’ ass. This was now his property,
thank you very much.
 
He breathed out heavily, “God that was a good fuck, kid. We gotta do that
again.”
 
“Hey Derek”
 
“Yeah?
 
“What’s an alpha?”
 
Derek didn’t want to answer this question just yet, so he kissed Stiles to shut
him up.
 
 
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