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#Kendall Roy/You
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I Can Take a Beating (Like a Good Pair of Headphones)
Pairing: Kendall Roy x Reader
Rating: T, shockingly
Notes: Hey look it's that Kendall Valentine's oneshot I mentioned. Title from the Walk the Moon song Headphones. Written today and not beta-read, shocker, I know. also lolololol posted it to the wrong account the first time
Warnings: Cursing; Roman being a little shit; mostly fluff; potential power imbalance
Summary: This is where Kendall feels a little…Conflicted. He could hold out for whenever your birthday is, but your headphones seem to be on their last legs. And if he’s being totally honest, he’s been considering asking you out. Valentine’s is just a few days away. He could…Give them to you, ask you for a drink then? Or would you feel obligated because he’s the boss and he’s giving you a gift? 
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GIF by jeremystrongs
He sort of admires your loyalty to your old pair. You’ve clearly had them for longer than they’re meant to be kept. You use them every time you're listening in on a meeting, or if you're head-down to get some work done. When you're finished, you always lift the headphones off of your ears with tender reverence, setting them aside and plugging them in to charge immediately (for as long as you must’ve had them, he’s certain the battery must be on its last legs). Then you always reach up, brushing little black flecks of flaked padding away from your ears before you duck your head back, inspecting your collar and shoulders for any little bits that may have escaped your notice. 
 Look, he gets it. Kendall’s a headphone guy.
He’s ready, willing, and able to discuss the merits of Meze, Denons, Bowers & Wilkins, Sweetwaters. He has more pairs than he can count, more pairs than he cares to think about. And maybe that’s why he does this himself, instead of asking Jess to handle it. It becomes a bit of a pet-project. He puts more time into it than he’d care to admit. He has a goddamn spreadsheet to compare each of the models he’s considering getting you based on the music he’s heard you discuss. 
He has Roman do some snooping. It’s not a hardship. You’re one of the few people at Waystar Royco that Roman can stand. Kendall has to barter a couple of assignments and a future favor for it, but it’s worth it. Roman gets a breakdown of what you like to listen to, a full array—music, podcasts, audiobooks, streaming services that you prefer to use. And for the minor tooth-pulling it took to get his brother to agree, Kendall’s got to hand it to Roman. He got all of the dirt that Kendall needed to make a decision. 
Kendall winds up having a pair custom made. The headband has a subtle diamond pattern, using two of the colors he sees you wearing often. The earpads are thick and cushy, and certain not to flake any time soon. He makes sure to have a headphone jack included, just in case, you know. He wants to give you options. 
But this is where Kendall feels a little…Conflicted. He could hold out for whenever your birthday is, but your headphones seem to be on their last legs. And if he’s being totally honest, he’s been considering asking you out. Valentine’s is just a few days away. He could…Give them to you, ask you for a drink then? Or would you feel obligated because he’s the boss and he’s giving you a gift? 
He’ll have them delivered to your desk, that’s what he’ll do. He’ll gauge your reaction, see how you like them, work it out from there. 
--  
“Roman! Is this why you were asking me all of those questions about what I listen to?” 
“Well, you know," His brother gives a lame shrug, eyes wandering the package on your desk.
“This is so sweet of you, you didn’t have to do this!” 
Kendall’s heart drops from his mouth to his stomach. He can’t do anything but watch as you rest your new custom headphones back down in the box and throw your arms around Roman’s shoulders with a gleeful grin. Kendall blinks dumbly as Roman reluctantly raises his arms and gives your sides a pat. 
Roman just shrugs. “Maybe now that black shit from your other pair will stop getting all over the fuckin’ place.” 
You’re laughing. You’re laughing at Roman and you’re hugging him. It’s not right. That’s supposed to be Kendall’s laugh, and Kendall’s hug. Kendall swallows roughly, turning from the two of them as Jess warns him that he has a meeting in three. 
“Uh—Yeah. Yeah, thanks,” He nods. He chances one last glance at you. He takes in the way you draw back from Roman, picking up the headphones. He sees you smooth your fingers over the diamond patterning, and the earpads. You look so goddamn happy. It makes him feel so goddamn happy. 
It’s almost enough to quash his urge to ask Roman what the fuck he was thinking. 
--  
“What the fuck were you thinking?” 
“What? Dude,” Roman frowns as Kendall leans into his space, cornering him before either can leave the conference room. “Did you have falafel for lunch? I’m getting garlic.”
“You know you didn’t send her those fucking headphones,” Kendall spits. 
“No, but who cares? I did all the research, right?” 
“You asked her some questions. I did the research.” 
Roman rolls his eyes, glancing back in your direction. Kendall looks over Roman’s shoulder, peering through the glass wall to where you’re sitting at your desk. You’re using your new headphones. Every now and again, your fingers raise to brush over the band, or over the outside of the pads. Each time, your smile widens before you force yourself to refocus. 
“You want me to go tell her?” Roman offers. 
“No. No, you have done more than enough.” 
Roman smirks, holding his hands up in mock surrender before miming zipping his lips shut. Kendall puffs irritatedly as he draws back from Roman, meeting Jess at the door. 
“What’s next?” He asks, eyes set on you as he walks down the hall. Jess rattles off his next few meetings, appointments, a note that he still hasn’t RSVP’d to Shiv and Tom’s for their Valentine’s dinner (or Valentinner as Tom had called it when he reminded Kendall of it that morning). Kendall considers for a moment. If he had a date for Valentine’s, Tom would probably get off his back about going to that stupid thing (then again, probably not. It would likely be met with a hearty congratulations and an urging to bring them along, no matter how premature the meet-the-family stage would be. Then again, you already know most of Kendall’s family—but still, he wants to take you to dinner, not into the lion's den). 
“Okay…Okay. I’ve got,” He shakes his sleeve back from his wrist, “What, half an hour free?” 
“Yep,” Jess nods. 
“Okay. I’ll uh…I’ll meet you back at my office. Thanks.” 
He stops as Jess goes on, and watches you across the office again. He can’t tell at this distance, but are you…Listening in on a meeting? Or are you focused up? He doesn’t want to interrupt your flow. He had those headphones specifically noise-cancelling so that nothing would interrupt your flow. He glances toward his office, then back over to you. He can just…Look, right? He can look over your shoulder from like a desk back, see what the hell you’re working on and make a judgment call. Yeah. Yeah, that’ll do it. Kendall moves carefully, desperately trying not to look at anyone as he walks through the office (though he fails and subsequently gives a quick smile, a mutter of, “Hi,” when he meets the odd person’s eye). 
He gets a couple of feet behind you and tips his chin up a touch, eyeing your screen over your shoulder. Email. He’s seeing email. Email opening, email closing, email being archived, so nothing too…Involved, probably. 
Kendall can still turn away from this. He can still turn around, and let it go. And then you tip your head forward, your fingers brushing over the band. He can see the reflection of your smile on your laptop screen, and—Yeah, damnit. He’s gonna do this. He’s not letting this go. 
--  
You glance up at the vibration of knuckles wrapping against your desk. You glance to them, then up at the person knocking. You do a double-take at the sight of Kendall standing in front of your desk. You grin, sliding your headphones off of your ears. 
“Hey!” 
“Hi,” Kendall smiles, his eyes dropping to where you’re still grasping your headphones. “You busy? You wanna go grab some coffee?” 
“Yeah! Yeah, sure,” You nod, looking down at your laptop. “Just lemme me, um…” You finish off an email and pause your music before you carefully slip your headphones off. You raise your hands to your ears, absently dusting at your ears, though there’s no reason for you to. The pads of your new headphones are pristine, and uncracked. You stand, pulling your jacket on and rounding the desk to join Kendall. 
-- 
“How’s, uh…How’s your morning going?” He asks. The two of you are pressed pretty close in the crowded waiting area of the Starbucks, waiting for your drinks.
“It’s been pretty nice, actually. Not completely crammed with meetings—and I had a really unexpected gift on my desk this morning.”
“Oh yeah?” 
“Mhm! I mean, I had a little, uh…A suspicion when Roman asked me about all of the stuff I listen to.” 
“Really.” 
“Yeah. How’s yours been?” 
“It’s uh, it’s, uh…” Kendall trails off, looking around. “Been kind of a mixed bag.” 
“Really?” You shift from foot to foot, fingers accidentally brushing against Kendall's. “What’s going on, everything okay?” 
“Things are fine, but I have to,” He clears his throat. “I have to tell you something.” 
“Okay,” You nod. Kendall looks like he’s trying to bring something up and hold it back all at once. His lips are pursed into a thin line, his brow furrowed. You tip your head to the side a little, raising your brows. “What’s going on?” You press softly.
“The truth is…” He seems to weigh his words for a moment before he meets your eye. You’re stunned by the way he watches you—with a nervous smile on his lips. 
“Those headphones, um…They weren’t from Roman.” 
Your chest flutters with nerves and butterflies as it sinks in. “They were from you?” 
“Yeah.” 
“Why did Roman let me think that they were from him?” 
“Because he’s a shithead. I mean he’s my brother, I love him, but he likes to do things that get under my skin.” 
“He seems good at it.” 
“Oh, he’s an expert,” Kendall chuckles softly. “But I, uh…you know, you work really hard, and you clearly, like, love your headphones, so I just wanted you to have some good ones.” 
“Good ones? Kendall, you got me, like, the 24-karat gold of headphones.” 
“I mean, yeah. Yeah but you’ve earned them—” He goes quiet as you dart in, curling your arms around him before you can think to stop yourself. You didn’t hesitate like this when you went to hug Roman, but Roman is different. You have a far more casual relationship with Roman. You and Kendall, well. There’s always been this feeling pulling you toward him, but with this revelation and this gift, it’s grown stronger. Kendall’s hands rest hesitantly on your back before he draws you into his chest a bit more. You grin, turning and pressing your face into his shoulder. 
The two of you let go as you hear your orders called. You turn, smiling as he passes you yours. 
“Thank you,” You smile, and repeat it as he opens the door for you. The two of you take meandering steps back toward the office, keeping close enough for your arms to brush as you go. 
“I uh…I actually wanted to ask you something,” Kendall adds. 
“Oh?” 
“Yeah, I know, uh…I mean, I’ve been meaning to do this for a while. Not the headphones thing, but this other thing—And I don’t want the headphones thing to effect this other thing.”
“Okay.” 
The two of you come to a stop at a crosswalk, watching cars zip by as you wait to cross. 
“What is it?” You press. Kendall’s gaze sweeps your face before he looks down at his coffee cup. 
That guarded gaze is back. “I wanted to know if you’d be interested in grabbing dinner, or a drink sometime. Something, you know.” 
Your brows raise, your smile widening as you nod. 
“Yes, I would.” 
“I mean, it doesn’t have to be a big thing—”
“Right—” 
“—But I would like to get to know you better, and I’d really, um—I mean it when I said that I don’t want the headphones to uh, to influence—” 
Kendall goes quiet as you lean in, pressing a kiss to his cheek. He blinks at you in surprise, and you grin as you draw away. 
“I’m up for dinner, or drinks, or…Whatever,” You insist. 
“This is going to sound cliché and stupid, but are you busy this Valentine’s?” 
“I am not…On one condition.” 
“Okay, yeah. What is it?” 
“We don’t go to that Valentine’s dinner….Thing that Tom’s doing.” 
Kendall smiles widely, shaking his head. “I would never put you through that, trust me.” 
“Okay,” You laugh, “Then yes, let’s um…Yeah. Let’s.” 
--  
Kendall doesn’t walk you back to your desk—he’s got his own meeting to get to. But you feel him watching you as you settle down at your desk, unlocking your laptop and picking your headphones up. You glance up his gaze, smiling and winking as he catches your gaze. You bite back a giggle as he grins and turns hurriedly, nearly walking into a wall as he goes. You dip your head, pressing play and forcing yourself to refocus on your work. 
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shesnake · 1 year
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doom yourself before the narrative does
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theoldkyokodied · 1 year
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One wedding and three funerals
Background paintings under the cut
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#tomgreg#succession#tom wambsgans#greg hirsch#shiv roy#roman roy#kendall roy#yeah no im not tagging everyone thats too much#this is me going 'how much implications themes and symbolism can i fit in one painting'#yes i gave rose shivs haircolor. if we ever find out how she looks like and its not like this im just gonna pass away i guess#but yeah i hope yall connect the dots#i put waaay too much thought and work into this. i was googling pictures of all the actors as kids just for reference (sigh)#honestly kinda wanted to make tom and greg link pinkies as like. a pinkie promise. but that was too hard to draw in this angle#at least not without obstructing the view of the ring which is important to see so ya#my fave is actually the tomshiv wedding pic i went off with that. i love them... they should have run away to become sheep farmers fr fr#anyway im so glad im done with this UGH!! finally i can draw smth else without being like oh noooo i need to finish this#i see a lot of you wondering why there is no portrait of logan but one of ewan#it's bc the placement of the painting represent their standing. logans portray would not hang next to the stairs#his present portrait hangs at the end of it. all the way up at the top. alone and withering away#basically the picture you see underneath ewan to the right? its where toms parents would be. the right side of the wall is tom and gregs#and the left one is the roy siblings theirs. since they grew up rich rich. and tom and greg didn't#but ya thats why ewan hangs here and logan does not :)
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stewykablooey · 1 year
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NO KENDALL!!!! DONT FALL INTO THE CYCLE OF ABUSE!!!!!!! DONT START ANOTHER PAINFUL AND FRUITLESS PURSUIT TO BECOME CEO!!!!!!! YOU CAN ESCAPE THE SUCCESSION!!!!!!!! ITS JUST A PIECE OF PAPER!!!!!! KENDALL!!!!
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taohun · 11 months
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pick your losing dog today!
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karynslee · 4 months
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not serious people
instagram / twitter
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laundy · 11 months
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After 3 months of radio silence following Gojo’s acquisition of Waystar Royco, Stewy meets up with Kendall.
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shivroygirls · 11 months
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the roy siblings, part I
where things come back by john corey whaley / succession's all the bells say / unknown source / frank ocean's ivy / jenny han / erica e. goode / adventure time's i remember you / jane mersky lader / succession / maurice sendak / jewish literacy by rabbi joseph telushkin / succession / you are jeff by richard siken / brother, sister, rival, friend: the longstanding effects of sibling relationships by oshua a. krisch / antigone by sophocles.
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JEREMY STRONG as KENDALL ROY || Succession 4x04
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tennant-davids · 11 months
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SUCCESSION 1x06 // 4x10
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Exclusive: Jeremy Strong on Succession's Brutal Finale and Kendall's Ending
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pulsingvoid · 11 months
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kendall being increasingly horrible to the women in his life only to get his whole life blown to smithereens by a woman... cunt is as cunt does!
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should we be expecting any kendall roy smut in the future? it’s dry out here😩
Ooooo
...........
ooooooooooooo this got written in like ten minutes so if this isn't it i am sorry
Warnings: Power imbalance; unprotected sex; oral sex (female receiving); vaginal sex; quickie; begging reader; creampie
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It's a damnable rush. He doesn't have much time—he rarely does. You'd known what the deal was as soon as you'd walked in to his office with every single shade lowered. It's conduct that you'd usually expect of Roman.
Your heart pounds in your chest as Kendall crowds you back against the desk. He sucks harshly at your neck, with no regard for the fact that you'll be on ATN's prime time news spot. You'll cover it with makeup—you'll have to. The mark will only darken with time. You shiver as he raises a hand, gripping at the collar of your blouse and ripping downward roughly.
You gasp as your buttons fly and land dully against the carpeted floor.
"Kendall—" It leaves you in a breathy groan, even as he lowers his head and dots the tops of your breasts with kisses. He doesn't answer; his hand works hurriedly at his own belt.
"Ken," You press, squirming back onto his desk. Before you can say or do another thing, he drops to his knees, shoving at your skirt and yanking down your underwear and panty hose. You reach down, resting your hand on the back of Kendall's head as he sucks at your cunt. You tighten your hand in his head, pushing against his lips and tongue as he laps at you almost desperately.
You shudder, pressing down against him, hips rabbiting as you chase the feeling. He draws back with a gasp, as if he didn't expect you to chase the sensation. His lips and chin are bright with your juices. You reach out as he leans in, gripping his tie and glancing down, watching him shove his pants down to his thighs. He takes himself in hand, teasing his cockhead along your slit.
"That's it," You urge, "That's—Oh," You breathe, letting your eyes slip closed, your head slipping back as he eases into you. He gives you a moment, burying his face in your head as your cunt flutters around the press and stretch of his cock.
You glance over his shoulder, eyeing the clock on the wall. 10:58—
"Ken," You mumble, "You—We have less than two minutes—"
It's a warning, and Kendall takes it as it's meant. Your whine catches in your throat as his hips begin to hammer harshly against yours. You bear down around him and curl your arms around his shoulders, squeezing tightly. You hold onto him as desperately as he does to you.
"You're going to be l—late," You whimper. "Please—Fuck, Ken—"
Kendall groans against your neck as he braces his hand against his desk. You can hear the knock on the door—Jess' voice warning, "You'll be late!"
"Kendall, fuck," You mumble, "Come on, cum in me—Fuck, I want it, I want it—"
Kendall's moan stutters into your skin as his hips slap, then slam, then press. You shiver as he cums into you. Your chest heaves as Kendall draws back, and watch as he tucks his cock away. He slides his hands up your thigh, giving a gentle squeeze. He's eyeing where he's dripping out of you, even as Jess calls, "...Kendall!"
"One minute," he calls back without looking away. He raises his hand, sliding his thumb over your slick, tender clit. You shift against him, sucking in a breath. His gaze flickers to yours as he leans down. He brushes his lips against yours as he draws your panties up around your thighs. You squirm, helping him pull your underwear all the way back up. Kendall lowers his hand, patting your cunt gently.
"Stay right here," He warns.
"But—"
"I'm gonna go get your budget approved, and you're gonna fucking thank me. Understand?"
You grin, swiping your tongue across your lower lip.
"Yessir."
Kendall takes a step back, then darts back in, giving you a deep, searching kiss.
"I'll take care of you, baby," He murmurs.
"You always do, Ken."
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girljeremystrong · 2 months
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"i miss kendall" and he goes "oh i don't"
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stewykablooey · 3 months
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UNFUCKABLE
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crumbofmoon · 8 months
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shattteredvisage · 1 year
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roman hiding his face, quietly begging "can we get him out?" as if he's saying can we get him out of the closed casket? out of the quiet hold of a ship? an abusive boarding school? a dog kennel? a locked bathroom? the mausoleum with four empty spots for four dutiful children? can we ever get out of the hell he's doomed us to?
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