Posted originally on the Archive_of_Our_Own at https://archiveofourown.org/
works/1978659.
  Rating:
      Explicit
  Archive Warning:
      Underage
  Category:
      M/M
  Fandom:
      Teen_Wolf_(TV), Teen_Wolf_(TV)_RPF
  Relationship:
      Derek_Hale/Stiles_Stilinski
  Character:
      Derek_Hale, Stiles_Stilinski, Erica_Reyes
  Additional Tags:
      Anal_Sex, Oral_Sex, First_Time, Felching, Daddy_Kink
  Stats:
      Published: 2014-07-18 Updated: 2014-07-27 Chapters: 2/? Words: 4191
****** Not What He Had In Mind ******
by Midnight_Goldstone
Summary
     Derek loves the chase but sometimes he just wants an easy lay. During
     those times he calls up his friend Erica to hook him up with someone
     from her brothel. But what he finds when he opens the door is
     certainly not what he was expecting.
Notes
     I would be ever so grateful if you could please check out my first
     attempt at personal blogging. I will be posting excerpts from my
     diaries, a collection of my thoughts on anxiety, life and my earliest
     sexual experiences. They're funny, subjectively well-written and a
     hundred percent experienced by me! You would be doing me such an
     honour if you could please read it! Thanks to everyone who have been
     reading all of the stories I've posted on here, if you'd like a
     change of pace and something non-fiction then please have a look at
     my own sexual experiences. You'll get a laugh of of it, I promise!
     https://plantscatsandstories.wordpress.com/2017/03/16/first-blog-
     post/
See the end of the work for more notes
***** Chapter 1 *****
Most days Derek Hale loves the chase; the game of flirting until attraction
reaches its peak and ends with either rejection or an invitation. But sometimes
Derek just wanted someone tp cut to the chase and could give him exactly what
he wants- no questions asked. At times like those Derek would call up his old
friend Erica and she would arrange a good fuck for him. He was on his way home
from New York, having had a driving break just two hours ago, he couldn't wait
to get home and just fuck something into his mattress. He dialled Erica's
business number and she picked up on the third ring, "Derek, my main man, what
can I do for you on this fine night."
"Evening Erica, I need you to send me your tightest. Give them the key to my
apartment that I gave to you and tell them my address. I want them on the bed
with their fingers inside themselves by the time I come home."
"Yes sir," Erica replied, then promptly hung up.
Derek gently rubbed his crotch and moaned as his cock perked up. He couldn't
wait to get inside whatever hot, wet girl Erica would send. He put his foot
down on the accelerator and sped towards Beacon Hills. He made what easily
could have been an hour's drive in twenty minutes and quickly skidded to a stop
in front of his industrial looking apartment building and grinned when he saw
the lights on in his home. He grabbed his bag and ran up the stairs skipping
the eternally faulty lift.
He wrenched open the door, dumped his bag and kicked his shoes off. He walked
towards his room and stripped his shirt and threw it on the ground. When he got
to the door he listened to the slut's moans already emanating from the room, he
grinned wolfishly. But when he opened the door, on the bed was someone he was
not expecting. Damn it Erica! he thought.
On the bed was a very young looking guy. He had milky white skin sprinkled with
the occasional mole and Derek couldn't take his eyes off the long fingers
moving inside the tight pink pucker. His cock hardened even more at the sight,
it wasn't as if he hadn't ever slept with a man before but this was certainly
out of left field. He cleared his throat and the boy immediately stopped his
movements and his face flushed a lovely shade of pink. "Ummm, h-hi?" the
adorable boy stuttered.
"Hey baby, I must say I wasn't expecting someone such as you," Derek purred.
"Oh, well I uh could leave if you want?" the boy asked, biting his lip and
looking dejected.
"No baby, I wouldn't dream of it. You're gorgeous, you know that?" Derek
murmured, moving closer the the bed. The boy sat up and leaned back on his
elbows, his eyes travelling up and down Derek's body. Derek flexed his muscles
for his benefit and had to hold back a growl when the boy whimpered. "What's
your name, lovely?"
"S-Stiles." Derek unbuttoned the top button of his jeans and walked up and
rested his hands on Stiles' knees. He studied the boy before him and licked his
lips at what he saw. Stiles had the most entrancing golden eyes and his
luscious lips were just begging to be pressed against his cock. His hands moved
down Stiles' thighs and he smirked when he felt the boy shiver.
"Mmm Stiles, you're just delicious aren't you, baby?" Derek whispered. "Come
here, darling, help me undress."
Stiles sat up and moved forward into Derek's arms. He cupped Stiles' chin and
placed a claiming kiss on his red lips, he delicately licked into Stiles mouth
and he pressed his hard cock to Stiles' body when he heard the boy moan. He
pulled away and guided the boy's hands to his jeans. "Come on, baby, I need you
to get these off so you can suck me off."
Stiles moaned louder and got down on his knees before Derek. His hands unzipped
the jeans and he pushed the garment down Derek's thighs, all the while staring
up into his eyes looking like a debauched angel. The boxers went as well and
all of a sudden Stiles had his hand wrapped around Derek's hard cock. He licked
the dripping head and gently took it into his mouth suckling softly. Derek
moaned and his hands curled into Stiles' hair gently guiding him further onto
his cock.
Stiles pulled off and nuzzled lower until his wet mouth was surrounding Derek's
ball sack. "Oh fuck, baby!" Stiles ran his lips back up his shaft and licked
around the purplish head that was steadily dripping precum. "Mmm, oh God, stop
Stiles, I need to get inside you."
He pulled Stiles up gently, carried him to the bed and laid him down on the
covers. "I'm gonna eat you up, babe." He kissed Stiles and moaned when he
tasted himself on the boy's tongue. He kissed down Stiles throat and bit his
supple neck, suckling hard until the skin was mottled and red. He moved further
down Stile's body and latched his lips to the peaked nipple and sucked it into
his mouth, nibbling gently and drinking in the gorgeous noises Stiles was
making.
He knelt back and lifted Stiles' legs gently before pressing kisses to the
backs of his thighs until his mouth reached Stiles' fluttering pink hole.
Stiles cried out when Derek gently lapped at the puckered opening. He moaned at
the taste and the vibrations caused Stiles to buck up into his mouth until
Derek was plunging his tongue into the hot tight hole. He licked broad wet
stripes until Stiles was quivering beneath him. He kissed his way up until his
lips reached Stile's tightened and perfect balls, his suckled one into his
mouth and then the other.
"Derek, p-please, please!"
"Please what, baby? Use your words." Derek loved teasing this amazing boy.
"I need you to fuck me, please!"
"Alright baby," Derek said pressing one last kiss to the head of the boy's
cock. He reached over and pulled a bottle of lube from the dresser. He squeezed
a generous amount onto his fingers and slowly inserted two into Stiles's hole.
"Jesus, fuck baby, you're as tight as a virgin!"
"Um, that might be because I am?"
Derek froze and looked into the boy's eyes, "Just how old are you, Stiles?"
"17."
Derek leaned down until his head rested in the crook of Stiles' shoulder and
neck. He moaned loudly and breathed out heavily, "Shit, I shouldn't be doing
this!"
"No! Please, I need it, I need you Derek! Don't stop, I won't tell anyone!"
Stiles whined pitifully and clenched his hole down on Derek's fingers, seeking
the friction he craved. Derek's resolve crumbled when he saw Stiles fucking
himself down on Derek's fingers, moaning and whimpering like a bitch in heat.
Slowly he began to fuck his fingers in and out of Stiles' hole, "Yeah baby? You
like that, don't you darling? You like my fingers all up inside you? Well
you're going to love my cock."
Slowly he pulled his fingers out and applied more lube to his fingers and
coated his cock. He coaxed Stiles' legs up onto his shoulders and asked, "Baby,
shall I use a condom?"
Immediately Stiles shook his head, "No, I want to feel it Derek."
Derek moaned and lined the blunt head of his cock with Stiles hot hole. Slowly
he began to push in and Stiles didn't seem to find it too painful for he pushed
back drawing Derek in further. Very soon the wet heat of Stiles was surrounding
him and Derek began to pull back out until just the tip of his head stretched
the hole before he plunged back in slowly. His thrusts gradually began to
quicken and Stiles was moaning beneath him meeting his thrusts and begging so
prettily for more. He wound his arms beneath the top of Stiles' back until his
hands cradled his head and his forearms supported Stiles' upper body, from this
new angle his thrusts became deeper and suddenly Stiles cried out loudly when
Derek's cock brushed against his prostrate repeatedly.
"Baby, is this okay?" Derek panted, needing to know because it was the boy's
first time. Just thinking that he was the first to be inside Stiles made his
pace quicken and he felt himself draw closer to the edge.
Stiles frantically nodded and arched his back off the bed and panted quickly,
"Fuck, Derek I'm really fucking close."
Derek sped up and made sure that each thrust hit Stiles perfectly, "Then come
for me baby, come from nothing other than my big cock filling you up so
nicely," Derek panted in the boy's ear before nibbling on it gently.
Stiles whimpered and then jolted as his whole body clenched up with the force
of his orgasm, Derek could feel him spurt between their heaving bellies and
Stiles' hole hugged him so snugly that he shouted the boy's name before
spilling inside him. His cock twitched as each spurt of come filled Stiles up
and he slowed down until he just lay on top of the boy, both of them too
exhausted to move. He knew that he should get up soon but he just felt so
protective of the boy and he knew that once he pulled out the endorphins from
his climax would subside and his hole would ache. Here he could keep his arms
safely around Stiles and keep him warm.
Slowly he began to pull out and Stiles whimpered softly, trying to hold Derek
closer to him. Derek's heart clenched at the boy's ministrations and again that
surge of protectiveness washed over him, never had he felt like this about
anyone he had slept with. Throughout the night he had been calling the boy
mostly "baby" and he felt like Stiles was already his to pamper and give
everything to. "Want me to lick you clean baby?"
Stiles mumbled something like permission, his eyelids already drooping, his
limbs going limp with his legs still stretched wide. Seeing him like this would
have been enough for Derek to get rigidly hard in a minute if he hadn't just
had the best orgasm of his life. He settled down between Stiles' willowy legs
and lapped up his come that was leaking out of Stiles steadily. The taste of
Stiles' essence and Derek's come was ambrosia and he gently suckled on the
hole, coaxing more seed to come out. When Stiles was clean again he grabbed the
bottom of the blankets and draped them over both of them. He nestled with his
arms wrapped around Stiles' lax body and his heart grew tender when the boy
murmured happily and burrowed closer to Derek's warmth until his cheek was
endearingly resting on Derek's chest.
Derek sighed contentedly and had just closed his eyes when his phone chimed. He
groaned but reached over to the bedside table and picked his phone up, it was a
text from Erica.
"Hey, you asked for the tightest. :P"
He grinned and put the phone back, reminding himself to thank Erica in the
morning, but he wouldn't be needing her services any more. He turned off the
bedside lamp, curled his body around the sleeping Stiles and tangled their legs
together.
***** Chapter 2 *****
Chapter Summary
     Stiles and Derek decide to be in a relationship but what
     complications will arise from it? Stiles begins to feel self-
     conscious about what he used to do for a living and Derek tries his
     best to show Stiles that it doesn't matter and that he's loved. AKA,
     my summaries sound like the shitty voiceover in movie ads.
Stiles woke up wrapped in the soft, firm arms of Derek and he smiled for a
moment, remembering the events of last night. But then he realised the reality
of the situation; he had lost his virginity to a "client" for money, he was
nothing more than a cheap prostitute and the affection Derek had shown him was
merely an act to not scare away a timid virgin. Once he woke up Derek would
just toss Stiles what he owed and tell him where the door was.
It was a hurtful realisation but one he had prepared himself for; you cannot
fall for the first kind client. He turned around slowly in Derek's arms to face
the man he gave his virginity to. Last night he had been this domineering being
with a single purpose, now his perfectly cut features were softened by the
morning light and his hair was no longer held up by product and caressed his
forehead adorably. His lips were delicately parted and his eyelashes brushed
his perfect cheekbones. He looked like a Greek god in his most vulnerable state
before Stiles, and he struggled to not kiss him gently awake. To touch that
impossibly soft skin until he had those hands touching him back, but he
resisted and quietly got out of the bed. He walked in the ensuite and emptied
his bladder, as he washed his hands and face he gazed into the mirror and
couldn't understand why Derek would want him. He felt like nothing but a cheap
whore and his pale complexion and plain features did nothing to redeem this
fact. 
Suddenly he needed to get out of that apartment immediately, he couldn't stand
the thought of making small talk with Derek or looking into his beautiful green
eyes otherwise he'd be hooked forever. He tiptoed into the bedroom and
collected his clothes from the floor, he figured Derek could pay Erica later or
just never pay, it didn't matter to Stiles he just needed to get away. Stiles
had reached the living room when he heard the bedroom door open and footsteps
approaching. Dammit. 
"Baby? Why are you leaving?" Derek looked so adorable with his pout. He
genuinely sounded hurt that Stiles would leave without saying good bye and it
made his heart clench. 
"I just need to go. Last night was great, you can send a cheque to Erica or
whatever." Stiles needed to make his words as hurtful as possible so Derek
would let him leave. 
Derek visibly flinched but came closer, "Baby, I don't understand, did I do
something wrong?" 
"Yes, that's the point! You did a whore last night, and now you're acting like
we had some special connection," Stiles flung back, blinking back tears. 
Derek looked so distraught and he approached slowly as if Stiles was some stray
animal, then he wrapped Stiles up in his all encompassing embrace and
everything felt right for a second. 
"Darling, don't ever say that. We might have met in an unorthodox situation but
I truly thought that what we had last night was more than an easy fuck. I mean
you let me take your virginity baby." 
"How could we ever be more? I do this for a living, don't you get that? I fuck
men for rent money. Doesn't that bother you?" 
"I know you had your reasons for doing this. You seem intelligent and I don't
think you would have done it if it hadn't been absolutely necessary for your
survival. But that doesn't matter, I want to be with you. Look after you and
make sure you never need to go back to that."
"So I'm your charity case? Thanks, but I'd rather go back to sucking cocks than
have your pity." 
Derek's eyes filled with tears, "No baby! I want you to be with me, I want to
go to sleep knowing that you're mine." 
Stiles gulped back his emotion, "Why? You don't even know me." 
"Because you're beautiful, you don't let people push you around and my God you
just make me feel so complete. I've never let anyone stay the night after I've
fucked them, I'm not a particularly good person Stiles but you make me want to
be the best person. Please, baby, I really do need you."
Stiles couldn't fathom it but Derek sounded sincere and his heart tugged, he
wanted to be loved again, it had been so long since someone had even hugged him
and made him feel wanted. 
"Please? At least stay for breakfast and if you still want to go after I'll
drive you home." 
Stiles nodded and Derek beamed down at him, he delicately kissed his forehead
then pulled on his hand leading him to the kitchen and motioned for him to sit
at the breakfast bar. From there he set about making a huge amount of bacon and
eggs with all the trimmings of baked beans, mushrooms, tomatoes and hashbrowns.
Stiles stomach growled and he realised that he hadn't even eaten for two days
because his toilet had broken and he had needed to pay the plumber. 
Derek set all of the food on two big plates and carried them to the dining
table in the open plan living room. Stiles followed and sat down at the table,
he really couldn't believe that all that food was for him. He glanced at Derek
sitting across from him who smiled and nodded before he dug in. Within ten
minutes he had cleaned the plate and drained two glasses of orange juice. 
Once they were finished Derek insisted that they talk so now he was sitting on
the couch and Stiles wondered where he should sit. "Come here, please baby,"
Derek asked holding out his hand. 
Stiles bit his lip but couldn't deny those lovely eyes so he walked over,
taking his hand and sat down on Derek's lap sideways, facing him. "So..." he
began awkwardly not knowing what Derek wanted to say. 
 Derek wrapped his arms around Stiles and gently began to stroke his back up
and down, it had a soothing effect and he wasn't as nervous as before. "I want
to be in a relationship with you, baby. But I want to know that you want that
as much as I do. Can't you see us waking up next to each other every day? 
"Yeah sure, I can see it, but I can also picture me dressing up every night to
go be a hooker. What a modern relationship." 
Derek stopped stroking his back and for a moment Stiles thought he would push
him off his lap but then his hands were cradling Stiles' face and he was guided
to look into Derek's impossibly green eyes. "You don't have to do that any
more. Obviously if you like it, I won't stop you but if it's just a case of not
being able to find other work and needing to pay bills well I have an out for
you." 
Stiles sucked in a breath then whispered, "And what's that?" 
"I own a several branches of book stores across the country and you could work
at the one here in Beacon Hills, you could be my partner. That's why I was in
New York, I needed to oversee the renovations for the store there." 
Stiles thought that the idea sounded amazing. He'd always loved books but in
his Senior year of high school when Melissa broke his father's heart after it
didn't work out between them his dad had fallen off the wagon again and
couldn't get up. He began to drink and his work ethic flagged until finally he
was fired and Stiles had to look after the shadow of his father. For that, his
school work suffered and he didn't graduate with good enough grades to go to
university. Eventually his father was taken to a rehabilitation centre a couple
of towns away and Stiles had to find a way to pay for his father's bills to
stay there and have professional care. That's when Erica found him and the
darkest chapter of his life began. 
He found himself nodding at Derek's words and Derek beamed at him. Stiles
leaned in and pressed a grateful kiss to Derek's lips and things quickly heated
up. Derek nibbled at his bottom lip and he opened up to accommodate his tongue,
swiping at it playfully with his own. He broke away and kiss down Derek's jaw
before he lay big, open mouth kisses on his throat before sucking hard and
biting softly down onto the gradually bruising skin. Derek moaned loudly,
tilting his head to give Stiles free reign of his neck, he bucked his hips up
and grinded into Stiles ass that now straddle his legs. Stiles grinned at the
feeling of the hard length pressing into his ass. He drove his hips in a figure
eight over Derek's covered cock and the man beneath practically whimpered, he
loved how crazy he could make Derek. 
"Jesus fuck, baby I need to be inside you so badly. Please?" 
Stiles decided that he loved to hear Derek beg and he continued to grind on top
of him as he slowly began to lift Derek's shirt. He quickly dived in once the
material was removed and lapped at Derek's nipple, it hardened instantly and
Derek moaned loudly. He rubbed the other with his fingers as he licked and
nibbled on the sensitive nub before performing the same ministrations on the
other. 
"Please baby, let me fuck you. I need to feel your tight heat around my cock,
watch you as you come just from bouncing on my cock and then pump  you full
with my seed." 
Stiles had never heard anything so filthy and instantly he was up and off Derek
and undressing as quickly as possible. He saw Derek pulling down his track
pants and moaned when he saw that Derek was going commando. His long, thick
member was twitching and leaking a steady stream of precome and the veins
seemed to pulse. Stiles had never seen anything so amazing and he cursed
himself for taking so long to get it inside him. He straddled Derek once again
and watched as he grabbed a bottle of lube from the side tables drawer, he
grabbed the bottle and squeezed a copious amount onto his hand and proceeded to
spread it over Derek's massive cock. 
"Baby, do you need me to stretch you or are you still a little loose from last
night?" Derek murmured in Stiles' ear before nibbling on the lobe. 
"Mmm, no I want to feel the stretch," Stiles moaned and eagerly lined himself
up with the head of Derek's cock. 
He felt the head brush his slightly open hole, he bet that there was still some
of Derek's come in there from last night and he slowly began to sink down the
length wanting to be filled up again. When he had Derek's whole length inside
him he waited to let himself adjust to the size. Derek lapped at Stiles' lips
and he let his tongue dance out and lick his tongue playfully like a kitten.
Then slowly he lifted himself up until only the head of Derek's cock was inside
him before plunging down again. 
He slowly sped up and Derek began to thrust up with him, Stiles moved his ass
backwards and forwards on Derek's lap and the man beneath him held him tightly
to his chest groaning. 
"Baby you feel so fucking good riding my cock. Such a good boy." Derek's praise
and pet name did something to Stiles, he simultaneously felt protected and
hornier. 
Before he could even think it through he responded with, "Mmm daddy, just wanna
be your good little boy." 
For a second both of them froze, not believing what Stiles had just said before
Derek moaned loudly and grabbed Stiles cock stroking it quickly. "Fuck yes,
baby. Your daddy's good little cock slut aren't you. Taking daddy so well." 
Stiles whimpered and bounced faster and harder on Derek's length feeling
himself get closer to his orgasm. "Daddy! I'm so close!" 
"Oh fuck. That's it baby, just come on daddy's cock and he'll fill you up so
good." 
Derek flicked his thumb over the leaking head of Stiles cock and sucked on his
nipple, suddenly he was coming all over his and Derek's chests and his hole
clamped tightly on Derek's cock. The sensation sent him into his own orgasm and
he came inside Stiles, filling him up with his hot come. 
Stiles collapsed onto Derek's chest, caring about the mess, both of them
panting and trying to catch their breaths. He felt Derek's hand lazily stroke
up and down his back, making no move to pull out and honestly Stiles didn't
want him to, he loved feeling this full. 
"So daddy, huh?" Derek grinned. 
"You're the one who called me 'good boy'." Stiles muttered, hiding his face in
the crook of Derek's neck. 
"Hey, I'm not complaining, that was hot. But any particular reason that came
out?" Derek asked, brushing his fingers comfortingly through Stiles' hair. 
He shrugged, "I dunno, I guess you just make me feel really safe and I haven't
felt that way since I lived with my dad. Not that we ever did anything remotely
like this but yeah you just make me feel cared about." 
"And I will always make you feel that way, Stiles." 
Stiles smiled at Derek and really believed that they could make it work, "Can
we just stay here, like this?" 
"Of course, sweetie." Derek pulled him closer and cradled his head to his chest
rocking him gently and they both fell asleep like that. 
 
End Notes
     So this was my first time writing anything on AO3. I really hope you
     all like it! Please let me know what you think, but be nice if you
     have any criticism! <3
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