Posted originally on the Archive_of_Our_Own at https://archiveofourown.org/
works/13770675.
  Rating:
      Explicit
  Archive Warning:
      Underage
  Category:
      M/M
  Fandom:
      IT_(2017)
  Relationship:
      Eddie_Kaspbrak/Richie_Tozier
  Additional Tags:
      Smut, Anal_Sex, Anal_Fingering, slight_dub_con, this_isn't_about_a_rape
      or_anything_don't_worry, if_anything_eddie_likes_it, hes_basically_a
      freak, but_a_soft_cute_freak_whom_i_love_with_all_my_heart, bdsm
      undertones, mild_pain_play, Slight_Bondage, Dry_Sex, Size_Difference
  Series:
      Part 1 of Google,_Tell_Me.
  Stats:
      Published: 2018-02-23 Chapters: 2/2 Words: 4453
****** Google, why does it feel good when it hurts? ******
by hotcuppatea
Summary
     Eddie was moaning loudly now, unable to do anything but just take
     what Richie was giving him. He couldn't stop crying or trembling. The
     bed began to rattle against the wall, and Richie's grunts along with
     Eddie's high pitched moans were filling the room. The more Eddie
     struggled, the more pain he felt, yet he couldn't stop scuffling. He
     couldn't believe how turned on he was.
      
     or the one where Eddie finds out he's kind of a pain slut.
Notes
     first chapter is just the flashback and explanation for chap two...
***** Chap 1 *****
Eddie remembers what started the whole thing.
They were at Bill’s birthday party. Bill was the last one in the group to turn
17, and Stan had thrown him a surprise party at his house. When Bill finally
came back from his night shift, the hiding crowd erupted and shouted
‘Surprise!’ at his very startled, terrified face. Then he began to smile,
chuckling at Stan when they both shared a quick kiss.
The party went on, and loud buzz of voices and music never died down. Bill was
now playing beer bong with some of the guys, and Beverly was dancing with Ben.
Mike and Stan were wrestling on the floor, a bunch of people cheering them on.
And Eddie and Richie--they were upstairs in one of the bedrooms, fumbling with
their pants. Eddie was the first to get completely naked. He scooted up the bed
and waited for Richie, letting out a frustrated whine.
"Ugh. You're so fucking slow."
Richie peeked up at him with a grin.
"I know, even your mom was telling me to go faster last night--" Eddie suddenly
leaned forward and hooked his hands behind Richie's neck, kissing him. The kiss
was filthy and loud, but it got Richie to finally get out of his pants, and he
lunged onto him, pushing them on the bed.
Richie pulled his head back, and brought his hand up to Eddie's face, putting
two fingers in his mouth. Eddie took a while to understand--the drunk state of
his mind making him dumber than usual. When he did, he closed his mouth and
practically slobbered on Richie's fingers. He guessed Richie forgot to bring
lube--he didn't blame him though. They didn't exactly plan on fucking at Bill's
birthday party.
After Richie decided it was enough, he brought his finger down to Eddie's hole
and pushed in immediately. Eddie threw his head back and panted loudly,
writhing around.
Usually, Richie would tease him--rubbing on his hole and licking for hours, but
tonight, they were both impatient.
Richie pushed in a second finger after a minute, watching the small boy
underneath him fall apart. Eddie's cheeks were red, the sweat on his forehead
making some curls clump together. He was trembling, mumbling out incoherent
words. He whined and pushed down on Richie's fingers, and he was becoming
louder.
Richie moaned, feeling himself grown painfully hard just watching his boy
respond to his fingers. It never ceased to amaze him how responsive Eddie was--
to everything.
Eddie didn't know why, but at the second finger, he told Richie he was ready.
Looking back, Eddie realizes that it was because he was drunk. At that state,
he believed he was ready. Normally, Richie prepped him with three fingers, and
for a much longer time. But that night, he made Richie stop after only five
minutes. 
"Are you sure?" Richie asked him. He was looking at him with concern, but also
pulling out his fingers quickly. Eddie knew he was just as desperate as he
was. 
Eddie nodded, watching Richie pull out a condom from his pants on the floor. He
quickly tore them open, rolling it on to his cock. Eddie moaned at the sight
alone, reaching down a hand to his own cock, which was a bit red from being
hard for so long. 
He never got to touch himself though--Richie quickly took his hand in his own
and pressed his knuckles down next to Eddie's head. He did the same with the
other hand. Eddie could only thrust his hips up now for any sort of friction.
His breath hitched and he stilled his movement when he felt Richie's cock push
in. 
Eddie's eyes rolled back and his head hit the bed. He felt his vision go
blurry, and all Eddie remembers is the excruciating pain.
Because the thing is--and Eddie will never admit this to his boyfriend-- is
that Richie is fucking huge. He's 'nine and three quarters inches long',
according to Richie when he measured his dick that day in Spanish class. But
Eddie never knew that guys had different things happen to their cocks when they
got hard. For Eddie, he grew an inch longer. But Richie--Richie didn't
grow...lengthwise. He got so much thicker. More thick than Eddie's balled fist.
That was why they had to spend so much time prepping Eddie. But that night,
barely any prepping was done. 
Eddie remembers going slack after Richie pushed in. He remembers whimpering and
trying to push Richie off, but he couldn't. One, because Richie was now moving
his hips slowly, tucking his face into Eddie's neck, completely unaware of
Eddie's struggle. Richie was drunk out of his mind, not remembering to check on
Eddie before moving. Second, the music was so loud, drowning out most of the
noises coming out of Eddie's mouth.
Eddie remembers tasting the salt of his tears, and the struggle against
Richie's hands holding him down. Richie was now fucking him properly, thrusting
his hips to meet Eddie's ass. He grunted lowly, kissing and biting at Eddie's
shoulder like he always did. Eddie tried again to call out Richie's name, to
get him to pull out. The pain was just too much, and it wasn't going away like
it usually did.
He tried, with all his strength to get out of Richie's strong grasp, but he
couldn't move at all. And then, he felt the heat pool at his lower belly. Eddie
gasped, feeling a wave of arousal flow through his body. His cock was starting
to throb, demanding attention. 
Eddie tried to move again, struggling like wounded animal under a predator. But
Richie was fucking him faster now, the thrusts growing harsher and more
animalistic. (Which only made that metaphor feel a bit too real). There was
more pain now, but Eddie realized the pain was in the background now. Pleasure
was taking over. It made no sense to him because this was the most painful sex
that he'd ever gone through, but it was also the fucking best.
Eddie was moaning loudly now, unable to do anything but just take what Richie
was giving him. He couldn't stop crying or trembling. The bed began to rattle
against the wall, and Richie's grunts along with Eddie's high pitched moans
were filling the room. The more Eddie struggled, the more pain he felt, yet he
couldn't stop scuffling. He couldn't believe how turned on he was.
Suddenly, Eddie felt a ripple of sheer pleasure rip through his body, and thick
white ropes of cum shot of his cock. He whimpered as he came, feeling the pain
and stretch at his hole, but loving every second of it.
The rest of the night was a blur to Eddie. He does remember Richie finally
looking at him in surprise, probably at the tears and the sudden coming with no
warning. But everything else, his brain was too intoxicated to hold onto.
The next day, Eddie and Richie both woke up with massive headaches. When Eddie
got up to take his Advil, he dropped back down immediately and winced at the
raw ache in his hole. It hurt like hell, and Eddie felt tears well up into his
eyes. But he quickly wiped them away before Richie could see. Richie said that
he didn't really remember last night at all, and Eddie knew that if he told his
boyfriend what happened, Richie might've never forgiven himself.
Eddie doesn't blame Richie at all; Richie was drunk, just like him. Probably
even more. Eddie knows that Richie would never hurt him, unless he wanted him
to. And that thought brought Eddie a week later, who was now sitting at his bed
and staring at the wall.
Richie would never hurt me unless I wanted him to, he thought. 
Richie would only hurt me if I wanted him to. Eddie fumbled with his fingers
nervously. He furrowed his eyebrows.
Do I want Richie to hurt me? The question was lingering in the back of his mind
this whole week, and it was only now that Eddie was finally answering it
honestly.
He wanted it so much.  
At first, he tried to ignore the fact that he came untouched from the most
painful sex ever after it happened, but every time he was with Richie, he
couldn't help but remember that night. How helpless he was, how much he
struggled, how much it hurt. And each time, it only made him feel aroused. 
This whole week, the group was so busy with school work; especially Eddie. This
caused him to be exhausted by the time Richie came to his room. The two boys
would just snuggle up together and sleep each night to make up for the time
spent apart. But now it was Friday night, and Richie was coming over. Eddie's
mom had gone out in a weekend spa resort, so he had the house all to himself.
Suddenly, a knock came from Eddie's window. He jumped a little, and then
frowned. Richie as sitting on the roof, grinning as he watched Eddie open the
window. Eddie held his breath.
How was he supposed to tell his boyfriend he wanted to be fucked raw and hard?
He let out a shaky breath as he unlocked his window. Tonight was going to be
long and embarrassing for him--but hopefully, it would give Eddie the pleasure
he'd been craving all week.
 
 
***** Chap 2 *****
Chapter Notes
See the end of the chapter for notes
"You know you could've just come through the front door. I told you Mom was
gone," Eddie says as Richie comes in.
Richie take off his shoes and place it on the window sill, making sure not to
get any dirt on the floor.
"Well, maybe I like climbing up to your window," Richie says. He adjust the
collar of his shirt with one hand. "Makes me feel like I'm Romeo."
Eddie rolls his eyes, turning away to hide the small smile on his face. He
couldn't let his boyfriend know that he actually loved all the sappy comments
Richie made. Eddie feels Richie pull him back to his chest, holding him
softly. 
"And you're my Juliet, my forbidden love," he pauses. He runs a hand down
Eddie's bare arm, pulling a shudder from him. "So pretty, so soft..." Richie
bends his neck down to kiss at Eddie's neck, slowly and softly. Eddie
immediately tilts his neck to give him an easier access. It seems like Richie
wants to get right to business tonight, and Eddie couldn't be happier.
He leans back against him, melting into the hard warmth of his boyfriend. The
tension in his shoulders slips away as Richie rubs up and down his bare arms,
fingers reaching underneath the sleeves of his t-shirt.
Richie begins mouthing at his collarbones, scraping his teeth lightly. Eddie
moans at that, and the room feels much hotter now. 
"Richie..." he moans. He feels Richie's smile on his skin, and turns around to
face him. He pushes him down on the bed, and quickly goes on top of him.
Already, he's breathless, panting a little.
Richie watches in amusement as Eddie slips out of all his clothes quickly. He
palms at his dick through his jeans, raking Eddie up with his eyes. Eddie feels
his stomach tighten momentarily when he notices the tent forming in Richie's
pants. 
Eddie goes to unbutton Richie's pants, he feels a hand move his wrist away. He
looks up at Richie, confused. Richie's eyes are dark and full of arousal, but
there's a hint of concern--like there always is whenever they fuck. 
"Wait, let me prep you before," he says. "We haven't fucked in like, a week.
You're going to need more time to prepare." 
Eddie wants to die. He stills, looking down at Richie's shirt. He knows that
Richie is right; he's extremely tight right now, and Eddie thinks about the
pain he'd feel without the preparation. But instead of wincing at the thought,
he feels himself grow harder. And if Eddie needed any more confirmation that he
wanted to be fucked raw tonight, that would be it.
This  is it, he thinks. This is where I tell him. But somehow his brain ruins
the signal to his mouth, and before Eddie can help it, he's sputtering out a
lie.
 
"Oh uh. I already fingered myself." He says it too quick, too breathless. Sure
enough, Richie's looking at him with a frown. 
"Really?" his tone is doubtful. 
Eddie scolds himself quietly for being such a terrible liar. He nods furiously
and crawls forward into Richie, sitting on his lap and placing his thighs on
either side of him. Richie simply places his hands around Eddie's hips, fingers
kneading Eddie's ass.
Eddie feels a bit shy being completely naked in front of the fully clothed boy.
He tries to lift Richie's shirt up, but Richie's hand grips Eddie's wrist,
stopping him. He swiftly moves his other hand down to his ass, finger lightly
prodding at his hole.
Eddie gasps at the sudden intrusion and drops his chin down on Richie's
shoulder. He lets his arms go lax, one of them still being held up by Richie
near his face. He whines softly as he feels Richie rubbing the puckered
surface, like he's trying to feel something. Suddenly, the finger is gone and
Richie is pulling Eddie's hair gently until Eddie is face to face with him.
Richie has a curious look, and his eyes are twinkling with amusement. 
"You're completely dry down there. And I can tell nothings been up there for a
while," Richie says. "Why'd you lie to me?" he asks it nonchalantly, like it's
a joke. 
Eddie knows he has to tell Richie what he wants at some point, but he can't
open his mouth. But when he sees Richie lean back to open the dresser drawer,
pulling out a lube packet and condom, he finally says it.
“I fucking hate you.”
Okay, so maybe it's not the thing he was supposed to say, but at least he said
something. 
Richie looks up at him, accidentally dropping the lube packet. He blinks once,
confusion taking over his facial features. Usually when Eddie says something
like that, Richie can tell he's joking. But this time, all he can see is actual
rage in in Eddie's face. 
"Whoa baby, what'd I--" Before Richie can finish, Eddie kisses him, a bit too
aggressively. He hooks his arms around his neck and grinds down on him, feeling
the denim of Richie's jeans brush harshly against his soft thighs. 
Richie stays still, hesitantly kissing back, but then pulls away after a
minute. He looks more concerned than aroused at this point, and Eddie can't
really blame him. 
"Eds, are you okay?" he asks. "Look, we don't have to do this tonight, we can--
" Richie is cut off again, but this time, with actual words.
"No! I'm fine, okay? I'm fucking fantastic! And we have to do this tonight
because if we don't, I'm going to lose my fucking mind so can you just put your
dick in me and stop being such an asshole?" 
Eddie realizes he really needs to take some anger management classes. And also
some 'how to not be toxic to your boyfriend who you actually love very much'
classes. 
It's Richie's turn to frown now.
"You don't think that's what I'm trying to do? If you stopped being such a
little bitch then maybe I could finally prep you and then get on with it!"
Richie's voice is raised now, and Eddie knows better than to interrupt him.
Richie makes a frustrated noise, flipping them so that Eddie's ass hit the
comforters, and he was on top of him.
"Baby, you're so fucking annoying, and I don't know what your problem is today,
but I'm still somehow hard, so just shut up and let me finger you so I can give
my cock some fucking release," Richie said as he grabbed the lube packet again.
Eddie frowned up at him, and tried shoving the packet out of Richie's hands. He
was trying to be as obvious as he could, but his dumb boyfriend wasn't getting
the hint.
Richie shoved his hand away quickly, and Eddie reached out again. This time,
Richie dropped the packet, but he also grabbed both of Eddie's wrists in one
big hand, pulling him up harshly to look him in the eye.
Eddie whimpered a little, the grip on his wrists so tight that it was hurting.
Richie didn't budge; he stared down at Eddie, an angry yet calm look on his
face. It was like he was saying, go ahead, do something, I dare you. 
Eddie avoided his eyes, looking next to Richie's face and focusing on the
little holes in his ceiling. His wrists were still clamped together in an
steely hold, aching more now. He felt his cock dribble out pre-cum, throbbing a
little.
Richie was quiet for minutes, and Eddie knew he was thinking--trying to figure
out what was happening. The quiet made Eddie a little nervous, and he slowly
looked into Richie's eyes finally, to try to figure out what Richie was
thinking.
Maybe it was the embarrassment in Eddie's eyes, or maybe Richie noticed how
Eddie wouldn't try to wiggle out of the painful hold, but in that exact moment,
Eddie saw Richie piece it all together. His angry look was gone, replaced with
realization. His mouth opened a little, and he began to smirk. 
"Oh baby," he breathed out. He looked down at the lube packet and back up at
Eddie. He carefully picked it back up and placed it on the dresser slowly,
watching Eddie's face for any signs of change. Eddie was blushing furiously
now, and pulled Richie in for a kiss. He opened his mouth immediately and let
Richie slide his tongue inside.
They made out for a couple of minutes before Richie pushed himself up to lean
on his elbows. He fixed Eddie's hair fondly, pressing a small kiss on his
forehead.
"You gotta say it, Eds," Richie said. "I'm not doing anything until you say
it."
Eddie pouted. "Why?" He whined like a child.
"Because I said so." Richie was giving him a warm smile, encouraging. Eddie
didn't say anything for a few moments. Finally,finally, he said in a small
voice. 
"I want you to go in dry." It sounded ridiculous, even to his own ears, but he
felt a weight lifted off of his chest as he said it. But Richie was
relentless. 
"And?"
Eddie glared. He looked down again, shyly. "I don't want any prep either." He
mumbled it, but he heard Richie inhale, letting out a breath. Eddie
realized that Richie needed to hear him actually say it in order to make sure
that was what he interpreted, rather than to just embarrass him.
Richie laid a hand on Eddie's hip, rubbing small circles in the pale skin.
"It's gonna fucking hurt, Eds."
"Good. I need it to," Eddie said without hesitation. "And if I cry or scream or
tell you to stop, just keep going."
Richie's eyes widened. "Eds, I don't think--"
Eddie placed his hand on Richie's wrist. "Please Rich, I want it, okay? I want
it so fucking bad--and I'm not going to like, be mad at you or anything okay, I
just...I need this, okay? Do it for me?" 
Richie was quiet, pondering at Eddie's words. He leaned over and planted a soft
kiss against his lips. 
"I love you so fucking much, you don't even know," he said. Eddie felt his
heart swell up with those words, and he opened his mouth to respond. Suddenly,
Richie yanked his head back, biting into the neck of his skin and leaving a red
mark. Eddie moaned, trying to take off Richie's shirt and clothes that he was
still fucking wearing. 
The minute his hands touched Richie's body, Richie grabbed them again and
pinned his hands above his head on the bed. Richie used his other hand to reach
down between them and hold Eddie's cock. It was slick with pre-come now, and
Eddie moaned loudly, feeling Richie's rough hand enclose around the head.
Richie rubbed at the slit, feeling more pre-cum squeeze out. 
Richie took the hand off of Eddie's cock and brought it up to his face. Keeping
his hands pinned above his hands, he pushed his hips into Eddie's and shoved
his wet fingers in Eddie's mouth and cheeks.
Eddie whimpered. The feeling of rough cloth on his sensitive cock made him
dizzy with arousal. He was unable to touch anything, or do anything really--
Richie's heavy weight keeping him still. And now Richie was making his face
messy with his own pre-come, forcing Eddie to swallow most of the clear liquid
on Richie's fingers. 
Richie grabbed his face with his damp fingers, pushing in Eddie's cheeks to
open his mouth, and kissing him shamelessly. Eddie felt like an actual toy,
letting Richie just do whatever he wanted to him. He was even more turned on
now.
Richie suddenly pulled away and stripped off all his clothes--fucking finally,
Eddie thought-- and then pulled Eddie's legs up to his shoulders. When cold air
hit Eddie's exposed hole, he moaned and threw his head back. He felt so much
anticipation and nerves in him, it was making him weak. Literally--like he
couldn't move his limbs. His arms lay lax at his sides, and he couldn't move
his legs, which were currently being maneuvered into the air and on Richie's
shoulders. Suddenly, Richie paused. He looked around the room for something,
finally seeing it and then quickly grabbing it.
Eddie watched him bring a black scarf from his closet. He was twisting it
quickly, and before Eddie could ask what he was doing, Richie took both of
Eddie's ankles and tied them together, tight. The bone was digging into the
other, making Eddie wince at the pain. But even more pre-come dribbled out of
Eddie's cock, and he moaned wantonly, throwing his head back and grinding his
ass down the bed. He felt Richie's eyes on him all the while. 
Richie ducked his head through the opening between Eddie's ass and his tied
ankles, leaning over the small boy again. Eddie's legs were now on top of
Richie's shoulders, and he couldn't pull away; the tied scarf making him unable
to move his feet or take them off Richie's shoulders. A shudder ran through his
body again. 
Richie leaned in closer, grabbing both of Eddie's hands in each of his and
pressing them down against the mattress, something he did every time they
fucked. But they time, he raised them a little higher above Eddie's heads so he
had more control. 
Eddie suddenly gasped, feeling the head of Richie's cock nudge his entrance. It
scared Eddie, how big Richie felt next to his small opening. It felt like a
banana nudging one end of a straw hole. 
Richie kissed Eddie then, passionately and desperately, pushing his tongue in
to lick at Eddie's tongue. The second he pulled away from Eddie's mouth, he
pushed his cock inside him.
Eddie screamed-- a loud, terrified scream, and felt tears immediately drop from
his eyes. If he thought that night at the party was painful, he was so fucking
wrong. This pain--it was blinding. Eddie felt his vision go black, and his head
rolled to the side, fainting momentarily.
When he opened his eyes again, Richie was moving slowly, grunting quietly.
Eddie immediately began crying loudly, and he twisted his arms, trying to pull
out of Richie's grasp. But Richie held him there, only pushing down harder. He
stilled his movements momentarily, and then began moving again. He had his face
tucked into Eddie's shoulder, biting and breathing into the skin.
Eddie tried to push his legs away, but failed. He couldn't even scoot up or
move any of his muscles. The searing sting and pain in his hole was all he
could think about. It hurt so, so, so fucking much. Eddie whimpered and paused
his breathing in an effort not to choke on his own sobs. He resumed again, and
moving his face to the side, trying to move away from Richie. 
"P-p..please," he sobbed brokenly, not sure what he was asking for. He wanted
Richie to stop, but he also didn't. Richie only acknowledged that second part,
and drew back his hips almost all the way before slamming back in.
"Oh fucking hell baby, you're so fuckingtight!" Richie groaned into his
shoulder, breathing heavily. Eddie whined and whimpered, body shaking like a
leaf. Richie began to thrust harder now, filled with vigor. Richie put both of
Eddie's wrists in one of his hands and placed the other on Eddie's hip,
gripping the fleshy skin as he pounded into him harder. Eddie screamed again,
the sudden change in speed intensifying the pain in his abused hole. And then
he felt it--for the second time that week.
This time, he wasn't drunk, so he feeling was so much stronger. It began low in
his stomach, but climbed up fast to the insides of his chest and his head. The
pain was in the background again, just like that first night, but the pleasure
was so much more. Eddie stopped crying, opening his mouth in an 'O' position,
fluttering his eyes shut and panting like a dog.
It was like he was filled with all this energy, but it had no where to go. So
it just burst open in him, the heat and pleasure bouncing off of every nerve in
his body. The heels of his feel tingled and his cock jumped up, an intense
orgasm ripping through his entire body. He jolted up before completely going
slack, unable to do anything except drown in the sheer pleasure filling his
head.  The pain in his hole was like a dull ache, not really getting Eddie's
attention anymore. He felt his face roll to it's side, and he moaned quietly,
completely in bliss. He felt Richie letting go of his hands and gripping onto
both sides of Eddie's hips, pulling him back to meet his thrusts, chasing his
own orgasm eagerly. 
Eddie felt the hot, wetness fill him and Richie's loud grunt, and let his eyes
close, completely wiped out from the whole night and the week's stress. He felt
Richie pull out and whimpered at the harsh ache in his hole. It somehow hurt
more than the last few minutes of Richie fucking him. Eddie felt another wave
of arousal hitting his belly.
 Fuck , he thought.  I am such a fucking freak.
  
Chapter End Notes
     hope you liked :)
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