1 - 20 of 32 Works in Kendall Roy Has Issues
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Kendall and Roman have always had a complex relationship, but after Dad died, Kendall lost his composure and nearly everything, including contact with Roman. Roman's been in therapy and can't see a future for himself without Kendall in it. Reconciling through grief, trauma and heartache, Roman and Kendall break no-contact after five years.
(post-s4, Kendall relapses, extremely angsty, THE SUBTEXT)
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kendall's never measured up. never been enough. not for logan, not for caroline, not for his siblings, not for stewy, and especially not for rava and their children. he was always just out of reach.
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You Still Picking At That? (Only Ate The Good Parts) by vampire_dove
Fandoms: Succession (TV 2018)
09 Oct 2025
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Stewy held none of that shame, though. He ate sometimes just because he wanted to.
Series
- Part 9 of Kinktober 2025
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kenstewy in college makes my brain explode. kendall literally has a forbidden love fueled ed.... someone save him
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OVERWORKED & UNDERPAID by M_i_s_t_e_r_C_e_l_l_o_p_h_a_n_e___34
Fandoms: Succession (TV 2018)
22 Aug 2025
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In a fit of unneeded self-importance, Connor Roy decided he needed a personal assistant, just like his siblings. It becomes everyone's issue.
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Kendall x Reader secret office romance set in the Succession universe between the beginning of season 2 and the end of season 4. What begins as a one night stand between you and Kendall becomes a little more complicated when the two of you learn that you're his new administrative assistant at Waystar. Though you initially attempt to keep things professional, your connection is too strong to ignore and you decide to date each other in secret.
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“Relax. It’s just me.”
He whispered the words against my lips once he realized I wasn’t reciprocating, frozen in place, every wet dream and secret wish and disgusting desire surging forward and grabbing hold of me, sending me into overdrive. I could tell he was trying to keep his voice gentle and composed, didn’t want to scare me away. I wanted to tell him that I wasn’t scared, but crying from relief probably wouldn’t have eased his nerves, and I couldn’t have spoken even if he pulled away from me long enough to allow it.or
Kendall Roy has honeymoon sex...just not with his wife.
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Old habits die hard.
Logan and Kendall have a game they play.
Sometimes things go wrong.
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It's been a while since they've all been together in the same city, let alone their childhood home. Two years since they've seen each other at all. Logan's death drove them apart... yet, they've all RSVP'ed to his two-year-later 'celebration of life' memorial. Funny how that works.
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Sitting on Kendall’s face to shut him up.
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Kendall has a breakdown. Bad. Real bad. Caroline-induced, sure. But really, he can't blame anyone but himself.
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He felt five years old again, standing quietly in front of his father as he berated him for breaking a glass. He felt like he was eleven, Caroline’s sharp gaze piercing through his childlike body as he went through puberty and stopped taking his shirt off in the pool. He felt like he was thirteen, feeling like he would be better off dead because there was no possible way to live up to his father’s expectations. He felt like he was sixteen, begging his parents not to send Roman to military school to no avail. He felt like he was nineteen, when he realized that he was addicted to being high. He felt like he was twenty-three, feeling like he did at thirteen. He rubbed his hands over his face, trying to shake the sensation, but it lingered - heavy and suffocating.
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without you I am surely the last of my kind by M_i_s_t_e_r_C_e_l_l_o_p_h_a_n_e___34
Fandoms: Succession (TV 2018)
14 Apr 2025
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At Kendall and Rava's wedding, Stewy deals with his feelings. Not very well.
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After a series of scandals led to the president being impeached and then voted out of office, his less than legal links to Waystar Royco are exposed. In response, Logan sends his son, Kendall, to the White House to negotiate a deal to fix their PR image.
However, Kendall finds much more than a solution to the company's problems in the Director of Communications, Jean Roberts.
(set pre-season 1 and doesn't follow any plotlines from the show)
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Little does Kendall know that Diane, the woman he's falling for has a far more sinister purpose than just hooking up with him. Diane is a journalist, a skilled manipulator, and she is playing a dangerous game.
Her seduction was a calculated move, a carefully orchestrated plan to gain his trust and extract his deepest, darkest secrets. She is determined to expose him, to bring down the Roy empire which has wronged so many.
But amidst it all Diane gets lost in a whirlwind of lies, deceit and betrayal. Can she stay afloat or will it all catch up to her.
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Kendall's back from rehab. He'd bit the bullet. Done the work. And truly, his mind clearer than ever, he thought he was doing better. But one evening with his family soon proved that he very much... wasn't. Not even close. In more ways than one.
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‘“Is that him?” Kendall asked, still sucking on Sonnie's Skin. Her lack of response made him chuckle darkly as the phone continued to ring. He moved so he could see the pure shock on Sonnie's sweet, delicate, face.
He smirked. “Oh he doesn’t even know…” he laughed with pity.
“Know w-what?” Sonnie whimpered as Kendall started to kiss her jaw.
“He doesn’t know I’m molding you to the size of me…how perfect you fit around me.”
“Jesus!”
“Because you’re MINE now, Sonnie. In fact—“ He pushed forward and her toes curled. “You were never his in the first place.”’
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Your name is Sonnie Gold, and you have a major, major problem, named Kendall Roy. Desperate to make it in the PR World after graduate school, You applied for an internship working with Jess Jordan and the infamous Kendall. After being hired, Kendall begins to take a liking to you. Before you know it, he has you sucked down his deep, dark, rabbit hole, despite you having a boyfriend that Kendall absolutely loathes. Soon professional lines blur into sexual lines, and Kendall wants you all to himself, doing everything necessary to ensure that you belong to him. The question is...Will you let him take you?
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You lived a simple life, before you crossed paths with a once stranger in a nightclub. Before that you had hopes and aspirations, you were solely focused on your career.
All it took was one incriminating photo to turn your entire world upside down. Logan Roy used it as leverage to force you to marry his pathetic excuse of a son, threatening to end your career if you didn’t accept the proposal.
You were now a pawn in the Roy family chess match, the ultimate battle for power. Stuck sharing a last name and life with the man you despised.
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made mistakes, made our marks (now we’ve gone dark) by scarlettsghost
Fandoms: Succession (TV 2018)
24 Oct 2024
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Kendall Roy has the reputation of a man who indulges in the simple pleasures of life: sex, expensive clothes, designer drugs.
But really he indulges in nothing at all.
He is nothing at all.
How do you keep living when you’re already dead?
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Some used to say he was a titan, some used to say he was nothing.
Turns out, Kendall Roy is just a number on a piece of paper—worth one dollar. -
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Ken and Stewy are Ken and Stewy. Kendall is super fucked up, per usual. Also, something is wrong with Roman. (when isn't there!) But seriously, something's wrong. And Ken's going to figure it out.