Posted originally on the Archive_of_Our_Own at https://archiveofourown.org/
works/14126496.
  Rating:
      Explicit
  Archive Warning:
      Underage
  Category:
      F/F, F/M, M/M
  Fandom:
      Teen_Wolf_(TV)
  Relationship:
      Derek_Hale/Stiles_Stilinski
  Character:
      Stiles_Stilinski, Derek_Hale, Scott_McCall_(Teen_Wolf), Jackson
      Whittemore, Lydia_Martin, Erica_Reyes, Vernon_Boyd, Allison_Argent,
      Sheriff_Stilinski, everyone, Isaac_Lahey
  Additional Tags:
      Alternate_Universe_-_High_School, Alternate_Universe_-_No_Werewolves,
      Popular_Derek, Scott_McCall_&_Stiles_Stilinski_Friendship, Sassy_Stiles
      Stilinski, BAMF_Stiles, Stiles_Stilinski_is_a_Little_Shit, Bullying,
      Scott_is_a_Good_Friend, Isaac_is_Stiles'_adopted_little_brother, Little
      Brother_Isaac, Past_Child_Abuse, Sheriff_Stilinski's_Name_is_John,
      Sheriff_Stilinski_is_a_Good_Parent, Slow_Burn, very_slow, Other
      Additional_Tags_to_Be_Added
  Stats:
      Published: 2018-03-28 Chapters: 1/? Words: 2493
****** I Don't Date Assholes ******
by I_Couldnt_Think_Of_A_User_Name
Summary
     Derek Hale, the schools most popular student and playboy doesn't like
     losing.
     So when all he needs to do to win is to get into Stiles Stilinski's
     pants, he knows he’s not going to lose. After all, who wouldn't want
     to take up the chance to date Derek Hale?
     But Stiles doesn't date assholes. And in his opinion, Derek is the
     most assholist asshole of all assholes.
     Or
     The High School AU where Derek hates losing. Stiles hates Derek
     winning. And everyone else hates the conflict that this causes.
Notes
See the end of the work for notes
Derek Hale was an asshole. Then again, so were most of the popular high
schoolers. But the difference between Derek and the rest of those people was
the fact that Derek was aware that he was an asshole. And he really didn't see
the problem with it.
He had an enormous friendship group, consisting of all the good looking and
favoured students. He was the Captain of the lacrosse team, he had high grades,
he came from a well known and wealthy family, he was hot as fuck and could have
absolutely any person he wanted.
Any girl, or boy for that matter (Derek didn't care what gender they were, as
long as they were attractive) would be over the moon if Derek gave them even
the smallest amount of attention. Just looking at them got them all hot and
bothered. Yes, he was famously known for being a playboy, but that didn't
change the fact that everyone was willing to give dating, or sleeping with
Derek a go. Everyone wanted to be the one to finally get Derek to date longer
than a few measly months, the current Derek Hale Dating Record stood at three
months and thirteen days, set by Paige, a former student of Beacon Hills High.
And all this gossip surrounding Derek Hales love life was what started The
Game. The stupid name coming from the fact that no one could make up their
minds about what it should be called. The Game was played between everyone in
his friendship group (know as The Pack), where each member was given a person
and a time limit, decided by the votes of the group. The goal was to either,
kiss, date, sleep with, or get your chosen person to say the words "I love
you". A certain amount of points was given for each goal that was accomplished,
10 points for a kiss, 20 points for a date, 30 points for sleeping with them
and a major 50 points for getting them to say they love you. Once you had
finished with that one person, you could move on to the next.
It was a cruel game, Derek knew that. But that didn't stop him from playing.
And it didn't stop him from winning either.
Because Derek Hale was an asshole.
***
"Who's winning?" Lydia Martin asked as she took her seat between Allison Argent
and Erica Reyes. She normally sat next to Jackson Whittemore, but since they
had recently broken up (again) she was ignoring his entire existence. This
happened more often than most people would think, Lydia and Jackson had the
most on and off relationship that Derek had ever seen. But by the end of the
week, they would be back together, like every other time this had happened. It
was almost routine now.
Jackson was sitting down the far end of the table with Danny, Ethan, Aiden, and
Theo. And on the head of the table sat Kate, Jennifer, and Kali. Ennis was
sitting next to Derek with Matt on his other side, and Boyd was seated in his
usual spot next to Erica. The Pack's group consisted of just over a dozen
people.
Danny Mahealani, best friend of Jackson, was the one who answered.
"Who do you think's winning Lydia?" He said with a scoff, and rightfully so.
Everyone knew who was winning.
Lydia turned her attention towards Derek, and he gave her the most innocent
smile he could muster.
"Oh cut the crap Derek, your charms don't work on me," She snapped. Someone
wasn't in a good mood.
"I have no idea what you're talking about Lyd's, but to answer your previous
question, I am in fact winning," Derek said with a smirk.
She snorted. "Whats the current scores?"
Ethan spoke next. "Derek's got 210 points so far," Someone on the opposite side
of the table, possibly Jennifer, gave an appreciative whistle, "Theo's on 180,
and close behind him is Matt on 170."
"And since breaking up with you only a few days ago, Jacksons managed to gain
another 40 points which has him on 140," Danny advisedly added.
Lydia didn't look very happy about that news. Which Derek thought was kind of
understandable, since they had only broken up three days earlier. And if
Jackson's gaining points that's obviously because he's been messing with some
other girls.
But Lydia doesn't seem to let herself be bothered by it too much, she actually
seems to have expected it which isn't really surprising considering that its
Jackson they're talking about. Instead, she chooses to not give Jackson the
satisfaction of getting angry and turns back to Danny.
"I've changed my mind, I'm going to play this round," She grins. "And you can
add 10 points right now, I just finished making out with Max Conners in the
bathrooms."
The choking noise that Jackson makes is rather funny, but he feels sorry for
his bro, Lydia can be a monster when she really wants to be.
The main idea of the game is to specifically get the group to give or approve
of a person and set a time limit for you to achieve your objectives. But
because they like to add the occasional surprise, each participant gets three
chances to gain ten points, and ten points only, when they do any of the four
goals with a person. And Lydia now only has two chances to use this left.
One rule when participating in The Game was that you could decide to join at
any time, but could only add points that had happened the day you joined not
any previous to that.
You had to report any points to Danny, who has been the person to keep score
ever since it all began, even though he has never played himself. Danny was too
nice is what everyone in The Pack said, he didn't like the idea of getting with
people only to ditch them after, all for the sake of winning some "stupid
game". But Danny was loyal to their group and even though he didn't play, he
didn't stop them from having their fun.
Derek didn't have a problem with Danny disagreeing with The Game, he was
friends with the man and they had grown close over the past few years, but he
often caught the way Danny looked at the group with disappointment. He hated
it.
He decided to change the subject. "So, anyone got a new person for me?"
"Already moving onto your next victim, huh?" Erica laughs, eyes glowing with
mischief.
Derek just grunts in reply.
"How about' Lilly Carter? I hear she just broke it off with her long-distance
boyfriend. Probably an easy way to make some points," Boyd says swinging his
arm around Erica's shoulder.
They're dating, but they have an open relationship, both participating in The
Game, not being left out of the fun.
"Sounds alright, I guess," Derek replies, looking bored.
"Not enough of a challenge for the almighty Derek Hale?" Erica cackles, seeming
to love mocking him.
"I think after all the points I've already won its only fair that I have an
easy target. But for the next one, I expect to have a more difficult person to
deal with. I'm getting rather bored of beating all your asses over and over
again," Derek says.
Matt, who's obviously been listening in the entire time, hits the table a
couple of times to get the entire groups attention.
"Everyone who agrees that Derek's next target should be Lilly Carter say, Aye,"
He speaks loud enough for the whole group to hear, but just quiet enough so
that the rest of the cafeterias occupants are oblivious to whats being said.
"Aye!"
And that was that.
***
Boyd happened to be right. Lilly had been an easy way to get points. Too easy
in Derek's opinion. All it took were some lingering glances, some teasing and
flirting, and some showing off.
He now has an additional 30 points. 10 for the kiss he shared with Lilly in the
change rooms after a lacrosse game, and 20 for the date he had taken her on
afterward.
He could have easily taken her home after to have sex, and he doesn't doubt his
ability to make someone fall in love with him, especially when said person was
so naive. He just didn't see the appeal. He was bored and she wasn't going to
amuse him anytime soon.
So, when she tried to talk to him the next day at school, he had shut her down.
Told her that it was just a one-off thing and continued to walk to his next
class.
Derek wasn't sorry, and he didn't regret it. Sure, he felt slightly bad about
the tears that had welled up in her eyes and the sadness that had overwhelmed
her face. But he wasn't sorry. Derek knew this was one of the very many
examples of himself being a complete asshole, but he couldn't bring himself to
care. He wouldn't change his behaviour for the world.
***
Derek takes a seat at The Packs table. And immediately Boyd, sitting across
from him, asks "Why'd you break it off with her?"
Derek disregards him, turns to where Danny's sitting and tells him "A kiss and
date, 30 points."
Danny proceeds to take out his phone and type in the new scores.
Derek turns back to Boyd, and now Erica who had just sat down. Boyd repeats the
question and Erica expectantly adds "I thought you texted the group chat
yesterday saying that she was super easy and that it would be no problem."
Almost everyone in The Pack is now sitting at the table, and while some are
having their own conversations, most are listening to what he has to say.
Derek scowls at them all.
"I told you all yesterday that I was getting tired of beating your asses so
easily, I'm doing you all a favour here, letting you catch up," Derek huffs
out, continuing to glare at the group.
"Oh please, we all know that you absolutely hate losing. You're not going to
just randomly give us more time and chances to catch up, that's not how you
work," Kate insisted, glaring right back at Derek. She had always been the one
who wasn't even the tiniest bit scared of getting all up in his face, maybe
that was why Derek had been so attracted to her in the beginning.
"Fine, I got bored," Derek glowered.
"That's it? You just got bored?" Allison questioned, deciding to join the
conversation.
God, why did everyone have to be so curious about all of his decisions? Why was
he friends with these people?
"Yes because I got bored. It was just so fucking easy. And now I have to pick
someone else, but I've already been with so many people. I've already slept
with the "untamable" Jared, taken Ash's virginity, brought both Smith twins on
a date and I have everyone at this school under my finger."
"I wouldn't say, everyone," Danny replied.
Jennifer snorted, "Yeah, most guys hate him. He steals all the pretty girls
away."
"Those who don't love him want to be him," Erica mocked.
Theo lets out a loud thundering laugh, "It sounds like you need a challenge,
Hale."
"Like there's anyone at this hellhole school who would actually give Derek a
challenge," Matt rolled his eyes.
Apparently, everyone found this funny, and laughter ensued.
Derek could say that he was rather proud of the fact that he was irresistible.
He hadn't really met someone who resisted him since Paige. And even then he had
broken her in less than a month. He hated losing. And he hadn't lost for so
very long, and he didn't think he ever would if he was being completely honest.
Once the laughter died down, Danny cleared his throat.
"I would like to recommend someone for Derek to take on next," he began
"Someone who could give Derek his so-called "challenge"."
Everyone at the table stared at him in shock.
Danny never recommends people for The Game. He didn't participate in any of it
besides keeping score and adding the occasional comment here and there.
Recommending someone was basically giving them over to be eventually hurt in
Danny's opinion. So this was a big deal.
The table exploded. Question after question being thrown at Danny.
"What?"
"Who?"
"Why now?"
"Who is it?"
"Who are they?"
"I thought you didn't recommend people!?"
"Danny, who!?"
Danny didn't seem the slightest bit surprised at the group's outburst and
patiently waited it out. Once everyone caught onto the fact that Danny wasn't
going to be speaking until they all shut up, everybody slowly but surely
started to quiet down.
"Firstly, there are gonna be some special rules in place for this one, if
everyone agrees on the person and time limit," Danny starts, "Derek will be
allowed to take on at the maximum of three more people while he's trying to
reach his goals with my recommended."
Danny, every once in a while, added some special rules. He made sure to keep
them fair so a person didn't get an advantage over the others, so the fact that
Danny was allowing for Derek to take on more than one person at a time was
baffling.
Danny continued through the bewildered chatter, "Derek will get a time limit of
two months."
Shocked gasps from all sides of the table.
"And, if he manages to complete his "challenge" I will triple the points won."
Absolutely dumbfounded. Derek, and everyone else at the table for that matter,
was absolutely dumbfounded.
Danny stood up from the table, a positively gleeful expression on his face,
"Everyone who agrees to these conditions, say aye."
No one has ever really argued with any of Danny's rules or refereeing of The
Game. And more importantly, Danny was always right about the information he had
and was always fair in the rules he made. But more than anything, The Pack
loved anything new. They loved stating new drama, scaring new student, creating
new gossip, defeating new people for the fun of The Game, they loved watching
new events and situation unfold.
So no one questioned Danny.
And everyone yelled an excited and slightly anxious "Aye!"
Danny, with an accomplished smile on his face, turned to Derek.
"Do you agree to take on this challenge Derek Hale?"
And there was something in the way that Danny was smiling that sent a shiver
down Derek's spine. Danny looked way too happy about this. The points though
would almost completely assure that Derek would win. And Derek, gone without
any excitement and entertainment for so long, does the only thing a Hale would
do.
He accepts the challenge.
And with a somewhat terrifying smile, Danny declares to Derek and The Pack.
"Your next victim is Stiles Stilinski."
And just like that Derek had new prey.
Stiles Stilinski...
End Notes
     If you have any situations/events you would like to see, words that
     you want to be spoken or any ideas in general, please let me know, I
     like to add as many of the audience's ideas (within reason obviously)
     as I can to my stories. I am more than happy for constructive
     criticism (I'm a young writer, so not everything is going to be at
     its best), and for anyone to point out typos (as the story is not
     beta’d).
     Thank you so much for reading!
Please drop_by_the_archive_and_comment to let the author know if you enjoyed
their work!