Posted originally on the Archive_of_Our_Own at https://archiveofourown.org/
works/4114569.
  Rating:
      Explicit
  Archive Warning:
      Underage
  Category:
      M/M
  Fandom:
      Teen_Wolf_(TV)
  Relationship:
      Derek_Hale/Stiles_Stilinski
  Character:
      Derek_Hale, Stiles_Stilinski
  Additional Tags:
      Crossdressing, Nipple_Play, Feminization, First_Time
  Series:
      Part 2 of Drag_me_to_a_Happy_Place
  Stats:
      Published: 2015-06-14 Words: 1864
****** Drag me to your Place ******
by orphan_account
Summary
     This is the second of my Drag me to a happy place series. You wont
     understand what's going on unless you have read the first one. So
     yeah summary...
     Can you..." He trails off. His cheeks are burning red and he can't
     say what he really wants. Derek must realize though what he's asking
     for because he smirks and says "Do you want me to suck on your tits
     until you're nice and wet for me. I want to fuck that pussy of yours
     until you're screaming sweet girl." Stiles moans like a whore at the
     filthy words falling out of Derek's mouth. "Yes please Want you to
     get me ready for your dick" he says breathlessly.
 Stiles was still reeling from tonight's turn of events. He had never imagined
when he set out to visit Annie that morning that he would wind up grinding
against Derek Hale in the middle of a crowded dance floor. Stiles however not
one to mess up a good thing went along with it. When Derek asked him to dance
he went along with it, when he put a leg in between Stiles thighs he thought
'Hell yes' and went along with it and when Derek leaned in and kissed the air
out of Stiles lungs he tried to give as good as he got and went along with it.
When they both came up for air Stiles noticed three things in quick succession.
One Every man in a twenty foot radius was eye fucking either him, Derek, or the
both of them. Two Annie Depressant (aka his ride) was shooting him a thumbs up
while walking out the door with a sexy looking dude with big arms. Three He was
so hard he was leaking in those panties Annie gave him for his first night in
drag.
Derek must have been having the same epiphanies. His eyes scanned everything
Stiles just took in and he links his fingers with Stiles while making a
straight line for the exit. Stiles gives him a lewd grin and winks at a couple
of the guys on their way out. Once they're outside Derek takes a deep breath
and asks "Was the friend you came with your ride?" Stiles snorts and says "Yeah
she's an asshole." Derek smirks "that's probably why  you two get along so
well." Stiles gasps mock offended "Are you trying to insinuate something?
That's not how you get into someone's pants Sourwolf." Derek locks eyes with
him then "I want you to be the one who decides if that happens or not. When I
was your age I dated someone older and I'll always regret letting her pressure
me into something I wasn't ready for." Stiles eyes are incredibly soft and he
says "That was a completely different situation. I trust you with my life and I
trust you with this. I want this to be something neither of us regret. You're
stuck with me now Hale." Derek smiles that small sincere smile of his that
Stiles hopes he'll be seeing a lot more of in the future. "I think I can live
with that."
 
Derek drives them to the loft in record time. Stiles would have been impressed
had he not been busy kneading Derek's dick through his pants the entire drive
there. Derek's head falls back onto the head rest. "You could have killed us, I
can't believe we got here with out a speeding ticket."  Stiles is surprised too
"Be glad I didn't blow you or we'd be in a ditch somewhere." Derek chokes and
whimpers "You're a menace!" Yeah Stiles agrees but you like it.
They can't keep their hands off each other as they make their way to the door.
Finally they stumble into the loft and Stiles darts up the stairs with Derek
hot on his heals. They are laughing at how eager they both are when their lips
connect. Derek leads the kiss, he licks into Stiles mouth and moves their lips
together just right. Stiles has kissed before there were a few girls like
Heather and Malia but a kiss has never felt so good. He always used it as a
gateway to the main event but with Derek he could see doing nothing but this
for hours. Derek's hands start roaming his body starting with his thighs where
the boots don't cover then running his hands over Stiles ass. He grips the
teenagers waist then cups his padded bra like he would a woman. Stiles mouth
falls open at the display and Derek asks "Is this okay?" Stiles takes a second
to get words to form in his brain but when they do he breaths "Yes I really
liked that. Can you..." He trails off. His cheeks are burning red and he can't
say what he really wants. Derek must realize though what he's asking for
because he smirks and says "Do you want me to suck on your tits until you're
nice and wet for me. I want to fuck that pussy of yours until you're screaming
sweet girl." Stiles moans like a whore at the filthy words falling out of
Derek's mouth. "Yes please Want you to get me ready for your dick" he says
breathlessly.
Derek grabs the bottom of Stiles shirt and pulls it off over his head. He hums
and starts laying kisses all over Stiles neck and collar bones. When he works
his way low enough he pushes the cup of the bra over enough to seal his mouth
onto Stiles nipple. Stiles moans. He has always been sensitive there but
Derek's mouth and the way he's treating Stiles, It's just making him even more
so. Derek suckles the nipple in his mouth then gives it a filthy lick. Stiles
is breathing hard, eyes glued to what Derek's doing to him. Derek places the
cup of the bra back where it was then pushes the other side down enough so
there's room for his mouth. Stiles is pushing his chest into Derek's face he
can't help it, his mouth feels so good. Derek doesn't seem to have a problem
with it seeing how he's pinching Stiles free nipple under the bra and lapping
at the one in his mouth.
Stiles is shaking by the time Derek's done torturing him, he's rocking his hips
back and forth desperate for Derek to touch him. "Derek please" Stiles breaths
"I need ah...." Derek cuts him off cupping his dick through his black lace
panties. "What do you need sweetheart? I'll give you anything if you just ask."
Stiles would glare if Derek wasn't turning him on so much, because he damn well
knows what Stiles wants. Well Stiles thinks, two can play at this game. "Need
you to fuck my pussy and get me all wet. Please don't make me wait! I want it
so bad Derek." Derek's breath hitches and he swears as he peels Stiles out of
his skirt. He leaves the panties and the boots wanting to see Stiles squirming
on his dick just like this. He pushes the material of the panties to the side
so he can reach Stiles opening. When he gets there he rubs a dry finger in
tight circles around the rim. Stiles puts his head on Derek's shoulder and
groans. 'Where do you keep your lube?"  Stiles asks trying to keep the
desperation out of his voice. "In the bathroom I'll be right back." With that
Derek jumps off the bed in a sprint to get the very essential lube.
Stiles lounges back against the bed thinking about how crazy this all is. He
never even let himself hope Derek would want him. That isn't the weirdest part
though the weird thing is Stiles isn't uncomfortable at all. He feels like they
have been doing this for years. He has a theory why but it isn't conclusive. He
thinks it's because he has never trusted anyone like he trusts Derek Hale.
Derek comes back into the room looking at Stiles like he would really like to
eat him whole. Stiles isn't as apposed to that as he should be. Derek pulls
himself on top of Stiles and gives him a deep open mouthed kiss. Stiles meets
him half way opening himself for Derek. Derek must get the significance of
that, Stiles laying himself bare for Derek. Him not keeping his walls up and
wanting to give Derek this. His kisses turn sweet and his hands are touching
his body like Stiles is something precious. Stiles touches are just as
worshipful. He never wants to stop touching this werewolf, he wants this for
eternity. After they reaffirm how much they want this with each other Derek
pulls Stiles panties aside only this time his hands are slick and warm. He
slowly pushes his finger in surprised by how easy Stiles opens up for him.
Stiles sees the look on his face and smirks. "Sometimes I touch myself there. I
think about something hotter, bigger. When I get three fingers in me I always
cum so hard. I think about you mostly, think about how good you would be. The
head of your dick touching me where I need you." Derek looks like he's trying
not to cum. "Jesus Christ Stiles! Do you want fucked because if you keep that
up it's not happening!" Stiles laughs "Yes I want fucked, I'm just letting you
know you can go a little faster is all."
Derek puts another finger into Stiles and he wiggles down on the fingers mouth
slack with how good it feels. Derek scissors them and makes sure he's nice and
loose for the third finger. When Stiles is hitching his hips with his feet
planted on the bed trying to grind down on Derek's fingers he knows he's ready.
He slicks up his dick and slowly pushes inside. Stiles is tight and warm
and his inner walls keep sucking Derek in. Derek bites his lip to keep in
control and says "Tell me when I can move baby. Wanna fuck that pussy of yours
now. Are you ready for that sweet girl, want me to pound your sweet little girl
cunt?" Stiles eyes roll back and he says "Move Derek for the love of God move!"
And Derek does he starts a steady rhythm hitting Stiles prostate almost every
thrust. Stiles is clawing at his back mumbling words of praise into Derek's
neck and basically just falling apart. Stiles keeps pushing the heal of his
boot against his ass to get him to go faster and Derek can't get enough of
watching Stiles like this, so wrapped up in pleasure. It's the hottest thing
Derek's ever seen and he tells Stile this. Tells him he is the sexiest thing
he's ever had in his bed. Stiles looks up cheeks flushed and breathing labored
and he has this look of awe on his face like he can't believe Derek wants him
so much. Well Derek thinks I'll just have to tell him over and over until he
believes me. It's not much of a hardship.
Derek can tell Stiles is getting close because he's letting out these high
pitch ah ah ah's. When stiles starts shaking Derek grabs his dick. "I'm gonna
rub your clit and fuck your pussy until you come you're close now aren't you
honey?" Stiles eyes are screwed shut. "Yes yes yes. So close please make me cum
I can't ah..."Stiles screams and comes before he can finish his sentence. Derek
drops his head in Stiles neck and groans as he comes deep inside of Stiles
body. He sniffs Stiles neck happy that he smells like him and lays his head on
his chest. Stiles cards his fingers through Derek's hair with a content smile
on his face wondering how the packs going to react when they tell them.
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