Posted originally on the Archive_of_Our_Own at https://archiveofourown.org/
works/8267017.
  Rating:
      Explicit
  Archive Warning:
      Underage
  Category:
      F/M, Multi
  Fandom:
      Teen_Wolf_(TV)
  Relationship:
      Derek_Hale/Claudia_Stilinski, Derek_Hale/Stiles_Stilinski
  Additional Tags:
      Alternate_Universe_-_No_Werewolves, Always_Female_Stiles_Stilinski,
      Masturbation, Voyeurism
  Series:
      Part 3 of Infidelity_Kink, Part 1 of Daddy_Kink
  Stats:
      Published: 2016-10-13 Words: 1362
****** Perilous ******
by Dirtykinkylove
Summary
     The video started with a click - the setting was a bedroom with the
     camera focused on the bed and the desk next to it. The scene was
     pretty generic and there was no color, so the viewer couldn't really
     tell what gender the owner was until she walked into the frame. She
     was tall and lean, hair falling down to her elbows, and half-nude.
     Her body was thin in the way only teenagers were, and while Derek
     preferred large tits like his wife's, he wasn't complaining about the
     mouthful on the girl.
Notes
     There are themes of underage sexuality and the male gaze so if you
     don't like or are triggered by this, please do not read. If you
     appreciate a dirty romp through voyeurism and porn, hope you have
     fun!
Derek grinned delightedly at the calendar posted on the fridge; he had a few
hours to himself as his wife was at a book club and his step-daughter was
studying with her biology group, and he definitely planned on making the most
of it. He left his messenger bag by the kitchen table and walked down the short
hallway to his office. The small room was cool and dark when he opened the
door, and he efficiently divested himself of all clothes except his boxers. His
computer booted up from standby mode and he reached under the desk to the small
nook where he hid the bottom drawer key. 
Both Claudia and Stiles thought he locked it because he kept his gun in there -
which he did - but it also housed his lube and flesh light for the times when
he was alone in the house. He withdrew both items and set them on the desk to
inspect the plastic sex toy to make sure it was sufficiently clean. Satisfied
with the cleanliness, Derek skimmed through his files and innocuously named
sub-folders until he came upon the password protected file he wanted. He looked
at the series of videos, noted only by dates, and decided to watch the most
recent one. He picked up his headphones and settled into his chair, making sure
his dick was tucked up against the waistband of his boxer briefs. He wanted to
take his time today and planned on keeping himself on the edge.
The video started with a click - the setting was a bedroom with the camera
focused on the bed and the desk next to it. The scene was pretty generic and
there was no color, so the viewer couldn't really tell what gender the owner
was until she walked into the frame. She was tall and lean, hair falling down
to her elbows, and half-nude. Her body was thin in the way only teenagers were,
and while Derek preferred large tits like his wife's, he wasn't complaining
about the mouthful on the girl. He imagined lying her down and inching up the
tight tank she wore until her small berry nipples were revealed; Derek wasn't
greedy or mean so he wouldn't bite and nip, at least not right away, but suckle
and smooth the tender flesh with his tongue. Then when she squirmed at the
stimulation, he would inch his hand down her tummy until he swirled his finger
around and around her clit through the small blue panties that clung perilously
to her skinny hips. Derek's hand dropped to his lap as he imagined the sleek
wetness that would dampen the cotton and the way she would writhe against his
body, desperate for a firmer touch. Her thighs would fall open, letting him
sink into the cradle of her body, the friction of her young clothed cunt
against his cock an unbearable tease.
Movement brought Derek's attention back to the video and he watched with avid
fascination as the girl picked up the towel hanging on her chair and laid it on
the bed. She bent down, revealing the gossamer thin string bisecting her tight
buttocks and Derek blessed current fashion that shamed girls into not
displaying panty-lines. He wished he could lick the line down her buttocks to
where her pussy began, kneeling behind her like a supplicant to a goddess. He
enjoyed the sight so much he almost missed the point of her flashing her
asscheeks, but saw the comforter dip when she dropped whatever she brought out
from under her bed. Her body was in the way of the camera so he couldn't see
what it was until she moved aside: it was a medium-sized dildo similar to one
he knew Claudia purchased during her widowhood before they got together.
He greedily gazed at the rubber dong and had to inch slide his boxers down to
let his hard cock bounce against his abdomen. He was leaking so much, he really
didn't need the lube, but Derek cracked the cap and pooled some of the shiny
clear liquid in his palm. He would much rather be too wet than hit an
unexpected dry spot. The girl shimmied out of her panties, though strangely
kept her tank on, and lay on the bed with her legs propped up against the wall
- Derek cursed the angle because the camera didn't zoom in the way quality porn
did so he couldn't actually see her quim.  A moment later his disappointment
lifted because the dildo was lifted from its careless sprawl and sucked into
the hot cavern of the teen girl's mouth.
Derek groaned long and hard, wishing he could take the toy's place.  He
imagined hovering over her mouth, dipping in and out until he slammed deep into
her throat, feeling her choke and heave around his girth. She moaned and
whined, spit dripping out the sides of her mouth, and Derek had to stop
stroking himself as he didn't want to spend too soon; he'd spent too many days
anticipating having this solo session to let it end ignominiously.  Derek
didn't know how many minutes - maybe hours - passed as he watched her
progressively deep-throat her toy until he idly wondered if she had an oral
fixation. Eventually, however, she withdrew it and reached down to roughly
spread her pussy lips. Cock in hand, Derek watched as she plunged the wet tip
and kept pushing it until her hand met her vulva. 
"Daddy, that feels so good!"
At one time Derek would've rolled his eyes at the wail because "Daddy" had
become cliched, but her voice cracked with sincerity and lust. Whomever she
called for, she wanted with fercious desire because she soon set a brutal pace
he was shocked to see. Girls on porn were the objective and their desires
coincided with whatever male fantasy was being played out. This video was
different because the girl was fucking herself according to her own wishes and
desires - he didn't know what to think. Were all females like this away from
their male counterparts? Did Claudia fuck herself with abandon, grunting and
swearing, calling out filthy promises without needing or wanting his presence
or help?
The cresting of the girl's orgasm forced Derek from his philosophical bent as
he watched mesmerized by the undulations of her trembling body; she ripped the
dildo from her cunt and lay heaving on the bed. Derek imagined sinking into her
rippling pussy, feeling the hot wetness of her come, and forcing her to come
again and again, fragile body pinned beneath his until he unloaded the week's
worth of creamy goodness backed up in his balls. The girl flipped over and
picked up her toy, delicately licking the tip as if it were real, and moaning
at her own taste. It was the last thing he saw and heard before the video faded
to black.
Derek grabbed the fleshlight from his desk and quickly fucked it down his dick.
He let his head fall back as he screwed the rear cap as far as it would go to
simulate young pussy. His sex life with Claudia was fulfilling but occasionally
he craved tight cunt he needed to break in. He pressed rewatch on the video and
fucked his toy at the same speed as the girl did hers, slowing enough to time
their orgasms at the same time, though he groaned a strangled "Stiles," instead
of "Daddy" like his pornographic partner.
Thighs trembling, Derek shakily stood and carefully peeled the fleshlight off
his dick, and kept it upright so he wouldn't splatter his come all over the
floor. He took a deep breath and pulled up his shorts with his unoccupied hand
while contemplating his next move. Finally deciding to just wash the toy when
he washed himself, Derek made his way up the stairs towards the hallway
bathroom and stepped inside to take a quick shower. Afterwards, he briskly
toweled himself dry, took more care with the fleshlight, and then made his way
across the narrow corridor to Stiles' room. 
He had to make sure the camera didn't need new batteries before she came home
again.
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