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vclvetfleur · 10 months

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Obedient Chapter 2

roman roy x fem! reader

Summary: After a week of getting the job you seemed to finally get a hold of Roman and his weird humor. You were finally proving yourself to him.

Warnings: Implied drug abuse, dark jokes, degradation

Word Count: 3.8k

Notes: Okay Chapter 2! I do want to warn that (not in this chapter) but later on there will be a reveal of a tragic backstory. Not that y/n is like Roman, but traumatized as well. Theres also going to be some kind of fluff in this one. I am trying to make this a slow burn, but it's so hard. ANYWAYS Soooooo I hope you enjooooy.

Chapter 2: Costa Azzurra Eau de Parfum

You left the office completely stunned. I guess that’s how everyone felt after first meeting Roman. Meeting him was definitely something no one could prep you for. But hey, I guess you finally have a job now. Before you could collect your thoughts, you saw Jess heading your way. “So? What happened? Oh my god, what’d he say?” She spoke quickly, expecting the worst from Roman. Every time she’s been around him wasn’t the best. He was arrogant, disgusting, selfish, rude, well Roman.

“I got the job.” You tried to collect your thoughts. You spent so much time prepping and getting ready for this. You thought at the very least this would be a bit more professional. You didn’t think you’d get berated for 3 minutes. You were at least expecting to even get asked your credentials. If you even made sense for the job. But I guess the Roy’s had enough money to keep everyone quiet and inline. They didn’t need to be too careful.

“You did?” She blinked quickly, looking at Roman then you. Roman spotted her stares and snickered and wiggled his fingers in a way to say hi.

All you could do is nod. “I did.” You finally broke out of your thoughts and started to laugh. You finally were going to see what it was like on the other side. No more struggling or worrying. You could finally pay off your student debt and other debt you’ve unfortunately had to be left with. “Uhh Roman said I needed to speak to you about getting all my stuff organized and all that.” Jess nodded before walking you through what the next steps were.

Before she could even start, Kendall needed her. “uh-Jess, I need you to help me out with a situation right now, Uh- “He started before looking down at you. “What happened? Aren’t you- wait did he just waste our time or-?” He began to question. He seemed stressed. Like he was in a panic for something. Gosh, what a wreck. He was practically sweating an entire fountain. He looked pale. You recognized what it was. Roman hinted at it. Rehab. But it didn’t seem like he quit a while ago. It looked like he really needed his fix. And soon.

“I’m just getting y/n organized, Roman said- “She started to explain before getting cut off by Kendall. I guess they just did that sort of thing. God, how pretentious.

“You don’t work for Roman, do you? No. Now uh-y/n just tell Roman to get someone else to do it. Uh- yea, anyways, I need you…” He quickly snapped before walking away with Jess. You barely made out what he was saying as he left you behind. You were on your own now. You decided to take a breather before having to endure what was Roman Roy once again. Once you composed yourself you turned around, fixed your suit before walking back to his office where he was slouching at his desk, staring at the screen. His head shot quickly up to you as soon as he heard the door, but relaxed once he saw it was you and ignored you for his screen again. “Did you lose your little buddy or something” he teased.

“Uh- no. Kendall told me to get you to help me out instead. Cause, and I quote, ‘she doesn’t work for Roman’” You tried to catch him up. Roman let out an amused sigh as he shook his head. “Wow my brother really does have a way with words. The PC king strikes back again with his stupid fucking union bullshit or whatever. Uh yeah okay, well I don’t know how to do that shit.” His eyes finally leaving his screen to look at you. But not really at you. He really made such intense eye contact. I guess you had to when your dad is the CEO and you might, which I really doubt Roman ever would, become CEO one day.

“Okay, so do I just- “You question pointing your thumbs to the door to go look for someone to do what Roman should be doing for you. “No no, uh just sit down, let me annoy Gerri. Fuck what’s the point of assistant it’s like having a hamster or something” He huffed in annoyance before spamming Gerri with messages to come to his office. He made every attempt to finally get her attention.

You watched an older blonde woman storm into his office, clearly not in a mood to be dealing with him and his issues, which she seems to have been doing for a bit. “What do you want now Roman?” She sighed.

“Well, I wouldn’t mind if you striped naked and y’know call me whatever name you have in your head right now” He implied before seeing her give up with him and nearly leaving. “wait-wait- okay sorry. Uh Kendall got me a new toy and I need her to fill some shit out. You know legal bullshit.”

You just couldn’t believe he could talk to her like that. Nonetheless she seemed like she wasn’t completely livid. She didn’t even tell him off. You looked up at her before standing up and putting your hand out. “Hi, y/n” You smiled. Gerri gave you a smile that gave you the feeling of a disappointed parent, you’ve seen that look before. “Hi, just follow me and I’ll get you set up. Romans to incompetent to even find where half of his emails are.” She tried to rationalize with you before leading you out of his office. You just followed and sat down in a small conference room with her. “So, what do you do?” You asked before sitting down. She had her back turned to you as she was gathering all the paperwork from the filing cabinets. They had people coming in and out, so they had them ready. But Gerri was right, Roman was incompetent. “I’m the companies General Counsel, uh I basically just make sure they don’t ruin the company with legal stuff” She tried to explain. You nodded silently before taking the papers from her. You decided to read some of it over. You couldn’t believe what was in some of it. For starters I had to be on the clock and at Roman’s disposal 24/7. I had to basically play as this grown man’s mother. The NDA was worse. Nothing that happened or was said could ever leave my mouth or fingers if I were to type it out. I couldn’t tell anything to anyone. Maybe that’s why Jess was so quiet on how Kendall was and what was actually going on. But regardless, you signed. Once you saw what your salary would be, you signed immediately. It was basically making a deal with the devil himself. You practically sold your soul. But who wouldn’t for that kind of money. Once you finished giving off your information, Gerri picked them up and left a hand on your shoulder. “Good luck dear, just one rule I have for you, just don’t pay any of them any mind.” She warned before leaving.

You watched as she walked off, her heels clacking out of the room and leaving you alone. You stood up before finally exiting the room yourself.

You got up before going back to Roman for the day before seeing him grabbing his things on his way to leave. “Where are you going?” You asked. You hadn’t even been here an hour and he was leaving. “An orgy.” He joked before leaving the office. “Give me your phone quickly.” You tried to protest before he snatched it out of your pocket from your suit jacket. “What’s the passcode?” You reached back before he moved it away from you. “Nuh-uh. I need to give you my number if you’re gonna get paid. I do it with all my paid hookers.”

“I’m not a hooker. Or a pet. So, stop comparing me to that.” You stood your ground finally. You weren’t use to keeping your mouth shut. You never really even kept quiet this long. “Yea sure you’re not. That’s what the last Guinee pig hooker I hired said.” He said before using your face to finally unlock your phone. You reached out again before having him smack your hand out of the way. “Ow!” You cried out, holding your wrist.

“Boo fucking hoo, cry me a river, snowflake.” He seemed to try to correct you. You watched him intensely as he seemed to be on your phone forever now. “Oh what, you scared I’m gonna find some sex tape on this? You know it isn’t really smart to keep that on here. With the cloud and whatever the fuck those perverts do. Me, on the other hand, don’t care. You can watch all you want.” He shot you a wink. You reeled back. He wasn’t a good flirt. If this is what he called flirting. It was disgusting. He was basically a walking PR nightmare packaged in a small insecure man’s body. He tossed your phone up in the air before you could even process what happened. You frantically jolted and tried to grab it, thankfully grabbing it before it had fallen on the floor. “Done, I texted myself. I’ll text you what I need after my crazy insane BDSM orgy.” He laughed before hitting the L button. The elevators shut and he was finally gone. I guess it was time to go home too. You decided today was enough. This had been completely overly stimulating for you. It was definitely an intense day. You went home and laid down on your bed. Before you could even cut your eyes, your phone began to buzz. You opened it to see a few texts from Roman. He put his name in your phone to ‘sexy new boss’. What a prick? You’ve never met someone who was so into himself.

‘helloooooooo’

‘it’s me, your new fuckable boss’.

‘you cant use that against me in court by the way.’

‘hellooooooo I said its me’

‘i’ll send a bomb to your house if you don’t respond to me’

‘okay fine. done. just sent one. now I need a new assistant’

‘ok ok im joking’

You read them as they came one after the other. Wow what a deranged little man. You swiped the messages open and finally replied to him.

‘What do you need?’ you sent.

‘ooo wow so profess. just checking to see if you quit’

‘im kidding again. just checking in on you’

You shook your head before replying to him again with a simple thank you and shutting your phone off again.

This is how it was for nearly a week. You would get ready for work as early as 7:30 am, just to be sent home early because Roman refused to even be there. And when he was, he was basically just making disgusting and deranged comments towards you or whoever the fuck was in the room. But that you can handle. Just an annoyance at this point. He did text you constantly. He seemed lonely. Like he didn’t even have anyone to really talk to. He spent most of his day or even night trying to get you to reply to him. He would send you text after text after text. He assumed because Kendall always texted Jess that was the reason, they were close enough for him to trust her. But he couldn’t break that barrier with you. He didn’t know what he could do to get you to even give him any kind of attention. You barely flinched at his jokes, at least you didn’t show it and you were social with everyone else. He didn’t understand his need for his attention from you. But he got some kind from everyone so easily. He wanted whatever he couldn’t have. The only kind of reaction you would give him was quiet. You barely even made fun of him back.

You headed to the office later than usual, realizing that you were mostly wasting your time just showing up at 9 am. You were gonna be waiting on Roman for at least 2 hours for him to even get here. He probably had been sleeping in til 12 pm sometimes. You don’t know how Logan hadn’t fired him already. Even if he was his own son. You walked into the building at 11, knowing this was the earliest Roman would even get here. You stepped out of the elevator to see Roman in his office. You walked in before knocking on the door to let him know you were here.

“You’re late.” He sang as he pulled away from his computer. He laughed to himself, looking up at you.

“Sorry, I didn’t expect you to be at the office yet.” You explained before setting down your latte that you got before work. You sat down and pulled out your tablet to review what was next for Roman to slack off on.

“Doesn’t mean you shouldn’t be here. Aren’t you a little slacker? Do I have to look back at your references and experience on that resume of yours?” He sat up, laying his hands on the desk. He was always so amused to annoy you.

“You never looked at my resume, remember? You thought it was a waste of our time.” You remined.

“Yea yea but what do I know? I’m just an attractive billionaire about to be crowned COO.” He shrugged. You didn’t know if he was insulting you and your education or if he was being genuine.

“Crowned? Do you think you’re getting a coronation or something?” You finally fired back at him. “That’s not how that works.” “Yeah I don’t know what the shit is, but regardless, now that you said it, I want it.” He raised his chin up like a little schoolboy. He seemed so proud of his stupid joke. He always did. He really did think he was extremely hilarious. Even if no one laughed at his own jokes, he did. It was the only thing he ever really liked about himself. I mean, he partly hated it because it made people not like him that much, but he knew he didn’t have much to ever offer people. Laughing was the only thing he could do to keep people around him happy enough with him. Or else he’d be just another substance abuser like Kendall or a prick like Shiv or even worse, boring like Connor.

“Yea, let me get my measuring tape out for the dick measuring contest then.” You finally learned to play along. You didn’t want to argue and fight with yourself to keep quiet. You thought it only made your day more stressful. You expected something bad from Roman for talking like that, but you looked up to only see him actually laughing at your throw back. You hid a smile as you looked back down at your tablet. Even though you didn’t like to admit it too, your humor was also the only thing you liked about yourself. You didn’t like to be alone either. It was too much to be alone with all your own thoughts too. You also didn’t like the silence. You craved hearing people talking about other than your own issues or weird ticks. It was good to get the attention not on you all the time, unless you wanted it.

“It’s a good 9 inches, alright? I should know I put my dick up against almost every guy I’ve met.” He lied so easily. It was only cause he knew no one would actually believe him.

“Even your dads?” You tried to hit a nerve. This was starting to seem like some kind of fun to you. It was so easy to make fun of him back because he really didn’t care what people even said to him.

“Ew no you pervert. You wish though.” That was probably the first time he said it to someone else rather than being called that. Unless it was Moe or Karl. One of those weird fucks from the board. His dad was tied in with a lot of sketchy guys in all honesty. “Besides, I could whip it out if you’d like to see that badly.”

You shook your head, outing your hand up in protest. “Nope, I’m good. Don’t worry. Anyways you have to do your work.” You said before getting up to go over to him to show him what was due today. He wasn’t gonna do them, but you felt safe enough that Roman wouldn’t grope you. You leaned down to his level, him sitting up to reach up to you, showing him the tablet of the upcoming projects.

Your bodies were barely an inch away from each other that you could even smell the weird pervy cologne he had on. It was a weird kind of nice. You kind of liked it, but you couldn’t pinpoint what you liked about it. Maybe like when you can’t stop tasting or smelling something that smells kind of off just because of curiosity. Regardless, it smelt like Roman just went to a perfume shop and picked the most expensive and ridiculous looking bottle he could even find.

You felt his eyes on you as you spoke, but it wasn’t as uncomfortable as you imagined. “Pay attention.” You redirected him, but he didn’t stray his longing looks away. He tried to get a read on you. You were so unwilling to let him see you crack or even show any kind of frustration. Not that he wanted to, but everyone did at this point. Or at least people expressed so after meeting him for a bit. You continued on and on before stopping to look his way, finding your face almost against his. Your faces were so close to one another you bumped your nose against his. You pulled back a bit as you tried to readjust how you were standing by him. You finally realized Roman was a lot softer than you initially thought. He was an asshole, sure. But he was kind of endearing to you. Something made you drawn to him. Maybe it was the way he tried to get a laugh all the time or that you finally realized his eyes were brown. Or maybe that he wasn’t as harsh looking as you thought. He looked grosser when you first glanced at him, but up close you were finally taking in all of his features. His weird little quirks that made him look so strange actually made sense on his face. You even noticed he was kind of smiling at you. You turned back to the tablet and pushed his chin to face it as well. “Come on now. Do I need to play Bluey or Coco Melon for you?”

“I don’t know what the fuck that is, but if they’re names of porn stars, then yes.” He laid his arm on the desk, putting his hand up to his head to hold it, positioning to look right back at you.

“Doesn’t your brother have kids? Don’t they watch kid shows? Or are you not allowed within a 200 feet radius of children?” You were trying not to get frustrated with him on his tasks of the day. You spent everyday making these notes for him to never even do them. “You really think Kendall takes care of them? Fuck no. He’s too busy doing blow in some undergrown New York club to watch them. My dad really led by example.” Roman confessed something he shouldn’t have, but he was hoping you’d find it all a joke like all of his weird comments. You blinked to understand all the trauma that was dumped in front of you. “Wow. Okay.” Was the only words that could attempt to even leave your mouth. You tried to shake that brand new information off. “Ah yeah, Kendall is a fake snowflake wannabe. He acts like he’s read Karl Marx and that he even gives a fuck.” Roman really tried to keep this impression of hating Kendall. Not that you understood what their relationship even was, but it was confusing to way the very least. They constantly seemed to be annoyed with one another, but you’ve seen other articles and pictures of them where they looked like your average billionaire happy family. You hated to say, but you really enjoyed the insider details of whatever fucked up dynamic this was. “Alright start your speech again, I wasn’t listening.” He seemed actually serious this time. You nodded and just went back to the top of your notes. Roman just wanted to move this topic as quick. He shared too much. He shouldn’t have, but who else could he talk shit about his brother with? Everyone he knew adored Ken except Shiv, but right now she was annoyed at him for whatever reason she came up with now. All because he insinuated that Shiv was with Tom only for comfort and not cause she actually loved him. But whatever, she was being a bitch.

He seemed to actually listen to you, was he actually going to do any of that? Fuck no, but it was an excuse to move the conversation. And just to hear you talk again. You really were smart. You actually did know what the fuck you were talking about and not just playing some kind of role. Maybe with the outfit and hair, but still, you seemed smart enough to know what you even said.

You spent the entire day with Roman before he started to get ready to leave early again. Which was your cue to also get ready to leave. “Oh uh- by the way, there’s a party tonight, I need you on the clock for that. I’ll send over some actually clothes to your place. Not anything from a fucking sweat shop. My driver will get you.” He said as quickly he could before walking off. You never had any time to react to Roman. He was way too fast for you to even fully comprehend anything that left his mouth. It was always so much.

But wow okay. A rich person party. This was new. Not an exciting new. More of an anxious new. Like going to a new school for the first time kind of new. If you looked any kind of wrong, you knew you’d be shunned or even made fun of in there. It didn’t take long for these people to start to laugh or mock people in this office, you could only imagine what it could be like at a party with billionaires like the Roy’s.

Notes: Next chapter is up!

Chapter 3

#succession #succession hbo #roman roy x reader #roman roy fanfic #roman roy x you #roman roy #kendall roy #shiv roy #tom wambsgans #succession fanfic #hbo succession #siobhan roy #hbo original #hbo series #hbo max #greg hirsch #cousin greg #connor roy

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vclvetfleur · 10 months

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Obedient Chapter 6

roman roy x fem! reader

Summary: You have been spending a lot of time Roman that you finally had time to spend with Jess. You both go out for shopping and invite someone to your dinner plans.

Warnings: veganism, implied addiction problems

Word Count : 4.4K

Notes: So sorry to do this to my meat lovers and dairy lovers, but OC is canonly vegan. It'll be a funny bit later on, but as a vegan I approved it. sorry.

Chapter 6: goodnight texts

You said your goodbyes to Roman for the day, finishing some things off before you left his office. You were just waiting for Jess to finally finish up with Kendall so you could both head out together for the day. You got the text from Jess before heading to the elevator to meet with her. She turned the corner and sped walked over to you, quickly pulling you into an embrace.

“What are you both up to?” Kendall asked in a friendly way. Despite having to deal with Roman being really nasty to him, he was kind of cheery. It could’ve been genuine, but Jess knew that was just the front he put on around everyone to make them think he was stable.

Kendall was anything but stable. He just hid it well enough by being more likable than his siblings and more understanding than his father. He played his cards right and he was strategic. He wanted to gain everyone’s respect and he thought by trying to be the cool guy that he would keep it. He wanted respect, but his need to be liked overpowered his personality entirely.

In reality, Kendall relapsed again a couple weeks ago. After trying to take down Logan and spending hours and hours out of his days to take Logan down, after Shiv’s wedding he completely cowarded to his father again. He was an empty shell of the man he was before.

Worst of all everyone knew he relapsed again. He tried to act as if he had it under control and as if barely anyone knew, but we all saw through it. He was a complete mess. Roman even had to fish him out of trap house after smoking crack with some strangers he found at a bar. Kendall’s addiction turned into a darker turn than it had ever done before. And no one could stop it, no matter how hard they tried. Truth is, Kendall didn’t want to be sober. He just wanted to forget.

He wanted to stop thinking about it.

And being high was the only way to stop it.

But of course, Logan knew and used it to his advantage. It was another play he had on hand to take advantage of his children. He always had some kind of leverage to make them bend at his will. He had a lot, while they had none. It was like playing Monopoly with toddlers for him. Roman’s weird and queer behaviors. His fear of intimacy and the fact the last person he had sex with was the girl who blew Tom, and he couldn’t even manage to even properly do it. And everyone knew. Cause every girlfriend Roman had outted his sexual problems to everyone out of frustration.

Kendall’s intense drug issues and the fact he was too weak to run the company. He couldn’t even properly overthrow his father. Kendall’s whole life was set up for CEO, but Logan wasn’t ever planning to step down, even in death. Kendall was just Logan’s bark dog. He did what he asked in hopes to get the position he’s fought his whole life for. He wanted to be nothing like Logan, but everything like Logan at the same time that he got his weaknesses and strengths. An absent father and backstabbing family member to not just his father, but his siblings too.

And Siobhan. Well, the only thing Logan had against her was she was a woman and a liberal. Two things Logan couldn’t stand. He saw those qualities as weak. Powerless. She was never going to be taken seriously. Cause Logan created an atmosphere in the office that allowed the man at the top to use their power against women. And he gave them the courage to use their manhood to exude that power. Along with his company ATN spewing alt-right propaganda. He knew the company would not take Shiv seriously. They would think she was gonna change too much around there and weren’t going to have ‘creative freedom’, as if Logan wasn’t already feeding them his own agenda.

Reality is he didn’t stand anywhere politically. Just whatever would give him more power and money. Cause whoever got elected did so because of him. He looked for men who were powerful, but also scared of Logan and his power. And he spread an agenda to the American people. Logan knew his influence. And knew none of them could live up to it. Cause they were all too soft, despite fighting to be as aggressive and terrible as him.

Kendall just wanted to be like Logan despite what he said. But also wanted to be liked. He didn’t know which was more important.

Jess felt pity for him. She had seen him go through it. She knew Kendall more than most. He practically treated her like a personal diary.

She just gave him a comforting smile and answered for the both of you. “Well y/n just got her first paycheck and we were gonna go shopping for new office clothes for her. And to get dinner, but don’t be scared to call me if you need me.” She reminded him. He nodded before stepping in the elevator with the two of you. “So-uh-where are you both gonna get dinner?” He asked you both. You looked at Jess, assuming she would know since she was the one that offered. She didn’t think about it though.

Kendall always seemed to be stumbling over his words. It kind of seemed like he over thinks about everything he said. He taught too much about it. “No clue, we were probably gonna grab a table at whatever was near and good enough.” She confessed. Kendall tried to find of a spot for the two of us before finally coming up with one.

“You both- I think at least- should go to- it’s incredible really, its new- to this place. Uh fuck- what was it called?” he tried to remember. He spent a while before finally remembering the name. He snapped his finger, pointing at us “Boulud Saud!” He seemed so proud of himself for remembering it. He didn’t really remember names of places like that. Just where they were.

“How do you even spell that?” You laughed, pulling it up on your phone. You all left the elevator together, you and Jess heading towards the subways as Kendall seemed to follow.

You unfortunately always had to look up the menu to places. Because you were scared to admit this to Roman, but you were had been vegan for a couple of years now. I know it was truly a crime of humanity and to some people’s culinary experiences, but you were. Kendall tried his best to spell it out before you all just stopped on the street to find it. Unfortunately for you it didn’t work out for you. “I can’t. Sorry.” You apologized to both of them. Jess because you needed to now look for another place and Kendall for wasting his recommendation.

“Uh why?” he asked. He took it as a blow to his personality. As if he messed up already. In his head, you rejected him because you had an issue with him. His fear of being unliked surged up. You took a deep breathe dramatically, putting your wrist over your head, reaching out to Jess. She just giggled, holding back, watching the dramatic scene play out. “Don’t hate me Kendall, but I- I don’t eat meat. Or egg. Or cheese. Or anything with animals. Ugh I’m awful I know.” You whined, hiding your face.

Kendall was just happy enough that you were actually being friendly to him. You didn't dislike him. He really thought you would since you worked with Roman. But you weren’t like everyone in the building. You were like Jess. You weren’t raised with money. You didn’t find a need to pick and play games like everyone. Work was work. And Kendall wasn’t use to it. He was so use to everyone using things against him and using him for their own gain. He just laughed at you. “Wow. I-I-I don’t know if I could forgive something so repulsive” He played along, stuttering over his words as he usually did.

“It’ll be fine Ken, we’ll just go to one of our usual spots.” Jess reassured him. He nodded and figured it was his time to depart from the two of you. A sadness washed over him again. He had to be alone. Alone with whatever he was thinking. With all of his anxieties. Jess saw it. “Unless you don’t mind meeting us for lunch. It’s not really fancy though. It’s just normal people food.” She shrugged. You looked at Jess then Kendall, you weren’t sure why he had to join since you did expect just a day alone with Jess. But you wouldn’t mind it. Just caught off guard.

“No-uh-no-it’s alright, you both just have your-uh-fun girl thing.” He tried to make himself not look pathetic. But he did. That whole family was. It was a tragedy to watch. Almost Shakespearian.

“No come on, is it cause you don’t wanna eat with normal people?” You asked jokingly. He tried to rebuttal, but you caught him off before you could make him more nervous and upset than he was. “We’ll text you the place before we get there. We’ll see you there.” You offered. Jess appreciated how sweet you were being. It was only 40 minutes of your day. You both had the rest of the day to be spend with Jess. You could just end up at Jess’ apartment later.

You waved goodbye to Kendall, locking arms with Jess. You walked your separate ways as you started your day with Jess. You both decided against the subway and walked to Soho instead. It was only a 15 to 20 minute walk, and it was a beautiful day out. A bit chilly, but just chilly enough that it felt nice.

“So you and Roman.” Jess started as if it was going to turn into a talk. “You enjoying the job?” This felt like a trap. Depending on how you answered could cause Jess to have a talk with you and you weren’t sure if you wanted to have one yet.

“Yeah, Roman is actually trying now.” You shrugged. You avoided her looks.

Jess knew you. She knew how to spot certain hints about your life. You spent 2 years together in a dorm room. Jess was 2 years older than you and moved out, but you still hung out after and even spent nights with her after the semester was over. So, you basically lived with her for 3 years, technically, considering all the months you spent with her during your summers and winters off and even after you left college, you spent weeks with her before you got your expenses together. So, if anyone knew you, Jess did.

“I’ve never seen him at work this much. Last time I saw him at work, he came on his window.” She brought up. You stopped, your jaw dropping almost immediately before you slapped your hand over your open mouth. You looked at her, practically screaming WHAT?

“No fucking way!” you hysterically laughed. You needed to make fun of him for that later. Honestly it wasn’t entirely too surprising. You could expect that from him. “I thought that shit would end after leaving minimum wage.” You tried to say your sentence, but you couldn’t stop laughing.

“Nope. Most fucked up, like a month before you got here, Logan pissed in Logans office.” She bit her bottom lip in amusement, trying to keep herself from breaking out laughing on the street.

“SHUT UP! OH M- What the fuck is wrong with this family?” You shook your head. It was the craziest thing you could ever expect. This is like reading stories of what your favorite celebrity used to do when you could get away with terrible shit.

“You don’t even know the beginning of it. It goes so much deeper than that. That was all within a month or two.” She revealed. You practically begged her to tell you more, but she had too much already. If someone were to find out she said anything, she could get in serious trouble. All thanks to the NDA that they were made to sign. You let it go. You didn’t want to press too much.

You and Jess went from luxury store to luxury store to buy you suits and dresses for work. It was so nice to have Jess around. She knew what it was like being like me. She went through the same exact thing when she first got hired. She knew exactly what kind of mistakes to avoid and what to actually buy. Her first mistake was buying something from Zara.

You had been carrying bags throughout each store, not even paying to attention to how much you swiped, cause no matter how much you did swipe, it didn’t decline. How much did you get paid? You decided to check later. Right now, your arms hurt, and you needed to put the bags away. Thankfully Jess’ apartment was only a couple blocks away.

You rushed inside once Jess unlocked the doors and set everything down. “Fucking hell…” You moan, rubbing your wrists. You laid on Jess’ couch before looking at your phone to see texts from Roman. You decided to change his name to Rome. It was better than what he had put in your phone before.

You giggled, immediately texting back since you hadn’t been able to respond the entire time you spent time with Jess. You and Roman were just getting close. It was normal. You both just enjoyed being around each other. That’s all. Jess found you smiling a bit too hard at your phone. You had a certain glow to you. Jess has seen this glow before. Back in college whenever you’d pick your boy of the month. “Ooo who’s that?” She asked, sitting next to you, leaning down to see your phone to only see Roman’s name again. Her face dropped. Someone fucking dig up Jesus Christ or find him immediately cause God is dead.

“Nope. Fuck y/n, this can’t-“ she was way to stunned. You put the phone down and looked up at her.

“Oh calm down, we’re just being friendly.” You reassured her. You sat up, placing your phone face flat. You never did that around her. Only others when you wanted to hide something. But you didn’t do it consciously. It just was a reflex.

“Y/n promise me. You cannot get involved with Roman. I love you way too much for you to go down this path.” Jess held your hands in hers. She noticed the phone. She knew something you didn’t. You thought she was being extremely dramatic. You didn’t have a crush on Roman. He was just nice to be around. Disgusting. But nice. It was fun. You both had fun with each other.

Besides he was your boss. You’re professional. You knew what could happen if you got involved. You already thought about it. You knew a relationship with Roman could never exist unless you wanted to risk your job possibly. You read the contract. It’s not that you’d be terminated, but there were consequences you weren’t willing to take. But it was also about the public scrutiny you weren’t willing to deal with.

“Nothing is gonna happen Jess, he’s Roman. And plus, you know me. I would not ruin a good thing for something so stupid.” You scoffed. “Hey, don’t forget to invite Kendall to dinner.” You reminded. You just needed to find a place that he wasn’t going to be too uncomfortable in. You weren’t sure if he’s eaten anywhere normal before. He probably had $40 appetizers wherever he ate. You both settled on Dirt Candy. It was a restaurant you always wanted to try but couldn’t afford. It was a Michelin star restaurant despite the name and the appearance of the outside of the restaurant. But the fact it had a star was probably enough for Kendall.

You picked your phone back up and continued to respond to Roman, except trying to hide it better. You held back your smiles enough and tried to not stare at it as often. But it didn’t fool Jess, she saw right through your façade.

You were just making stupid jokes and updating each other on what was happening. You told him you had went shopping for clothes earlier.

‘you gonna do a little show for me tomorrow?’

‘can you ever not sexualize everything i do?’

Jess decided to ignore. She trusted your judgement enough, but entirely, but enough.

“Okay he’ll get there by the time we do.” Jess tried to get you organized. You pulled away from the screen and asked her to repeat herself. She sighed and just walked, knowing you’d follow. You grabbed your jacket and followed Jess around as if you were her assistant now. But you had always followed her around realistically. She was like the older sister you wish you had. You admired her. She was the coolest person you knew. There was nothing she could do wrong in your eyes. Except when you argued about mediocre and mundane things. Then she could do a lot wrong.

You got to the restaurant with Jess, waiting for Kendall. You both just got your drinks.

Jess liked spending time with Kendall. Her job was stressful only when Kendall made his life stressful, which he did a lot; especially recently. She felt pity for him. She saw his potential and knew he can make it far if he could just get over his insecurities. He was smart. He knew what he was doing. But his ego was getting in the way of his success. His dad was constantly in his head.

You watched as the tall black haired man walked into the restaurant searching for you both. He noticed the two of you and made his way over. You and Jess got up to greet him was a hug before sitting back down. You waved the waitress down so Kendall could order a drink for himself as well. He got a menu and looked over what to order. But he couldn’t for the life of him settle on anything.

“Uh-hi. So how was your-uhm- what did you guys exactly do?” He asked you both.

“We just went shopping. I needed a wardrobe for work.” You shrugged. You already had your choice set in place. Jess too. You both just waited for Kendall to make a choice. “I’ve honestly been wearing the same button up for the past couple of days. My outside clothes don’t really fit the office.” You shrugged. “I’m shocked you had anything that wasn’t either see through or more than 5 inches of fabric.” Jess overly exaggerated. You mimicked her before flipping her off. “Wow Roman is really rubbing off on you.” She joked.

“How dare you compare me to him?” You let out a gasp. Your lip curled into a smirk, sipping on your drink. “Credit, you knew me before. So, you know for a fact I’ve always acted this way.” You tried to point out, but Jess really wanted to know your feelings for Roman. She tried to see how’d you even react to him being brought up in conversation. But you barely had one. In fact, you tried to even avoid texting him because you wanted to prove it to her. You did not have a crush on Roman Roy.

“Where’d you two meet again?” Kendall interrogated. Everything was usually about him usually. He did love to talk about himself and what he did, but since his life has been crashing down, he had nothing to brag about, nothing to uplift himself.

“Oh ya, a strip club. Jess was my pimp.” You clearly lied, Jess kicking your foot lightly under the table.

“College.” She corrected you.

“I think Jess is right, Roman is rubbing off on you.” Kendall said with a quickness that apparently the entire Roy family had, as he stood with Jess. You looked at him in shock. “I grew up with him. I should know.” He raised his hands up in defense before bringing the waitress over as he finally settled on something.

“I’m not that bad though. Come on, right?” You asked the two of them as they ignored you to order their food, essentially giving you their answer. They were joking, but they did assume you were acting like Roman purely because of how much times you both spend together. Kendall more so because he didn’t know you before, Jess less because she knew you were always this quick and witty. But she couldn’t help but remind herself of the way you were glued to your phone. She had to see it for herself in person though. How did you act around him? “Oh, screw you both” You huffed, crossing your arms. “You’ve started to act more like Kendall then.” You tried to fire back; your chin raised up. But really Jess hasn’t. She’s just more grown since when you first met.

“How?” Jess asked amused. Kendall leaned in amused as well to hear what you had to say about him.

“Well, you dress nicer now.” You tried to make any point you could. "You're a lot classier." You mocked, flicking your wrist and batting your eyes.

“Yea cause of work.” She corrected you. “Boo try again.”

“Fine uhhhh….” You thought for a while.

“I don’t think she has anything.” Kendall pointed out to Jess. She nodded at him, agreeing as she watched you with amusement as you tried to pull something out of your ass.

“Oh! I know! You’ve been more docile. You’re not a party girl anymore.” You pointed out. But again, you were only pointing out the fact she’s aged and gotten more mature than when you had first met. “She used to down at least 8 shots a night in college.” You lied to Kendall.

“Kendall parties.” Jess pointed out. Unfortunately for you, you didn’t understand the double meaning.

“Yea at rich people stuff.” You made a point, but you didn’t know Kendall enough to know how he was. I mean just a few weeks ago he was at a club doing coke with his cousin. Well not with. He made his cousin do it. But he had to pretend to be sober in front of everyone, despite everyone knowing that truth.

“No-I don’t- how about one night I’ll show you.” He offered. You raised your eyebrow, wondering if it was really the best idea to do so. “It’ll be a good time. Trust me.” He left the offer on the table for you to take. You looked at Jess, her shrugging at the request.

“Okay. Next time Kendall Roy is going to party, I’ll be there.” You laughed.

Kendall wasn’t as bad as Roman tried to paint him as. You didn’t understand the dynamic they had. You didn’t know where all this resentment came from. Anytime you seen them, they plotted against the other to ruin the other. They seemed to hit a rough patch.

Honestly, the only issue was they had hit was Kendall trying to recruit people to vote Logan out. Roman was supposed to vote for it, with Kendall, but Logan refused to leave the room. It was a sight to be seen. No one had seen Logan so angry before, despite his health not being in the best shape. He threatened to fire whoever voted against him. And he did. He even took Roman to put his hand down before he got the chance to put in his opinions. And Romans eagerness to please his father mixed with fear of his father, he did what he was told. And Kendall continued to try to ruin the company. He wanted it gone if he couldn’t have it, not even considering his own brother. He said it was because he wanted Logan to step down, but it was only because it wasn’t his. He thought it was his birth right. But after the accident, Kendall was back. But he knew his future with the company was practically nonexistent now that everything transpired. Now Roman was being offered everything he was promised. And the two brothers had no idea, but so was Shiv. Logan was setting them both up as he did with Kendall years ago as a kid.

You just felt sorry for them. They didn’t seem to have a lot of people around them or anyone to fight for them. They were both dealing with their father and decided to turn their issues into a competition rather than seeking refugee within each other.

The Roy family was an American Tragedy.

The three of you spent awhile in the restaurant together, even after eating. When you finished you just ordered dessert and drinks. Jess watched over Kendall though. She did truly worry about him. The three of you actually had a nice time. Kendall was nice. He was a lot more respectful than Roman was. Just not as intense. He had an intensity that was just different from Roman’s. His was more comparable to Logan’s intensity. He was fun, but still very corporate to you. He was always careful of what to say and how to say it. He always wanted to play safe. No wonder Logan set him up for CEO. If you didn’t know any better, you thought Kendall would end up running Waystar one day.

You split up, giving Kendall a hug before leaving him alone. “Don’t forget to invite me to your totally awesome and not uptight rich people party!” You shouted, walking backwards as you cupped your hands around your mouth to amplify the noise. He nodded, putting a thumbs up.

You turned around, walking with Jess. “He’s fun.” You started.

“See, that’s what I’ve been telling you. That’s why I was so upset you’d be Roman’s assistant instead.” She reminded you. If only Jess got to know him, maybe she’d like him better. But there was no changing her mind. She’s seen how Roman has been. Especially to Kendall. Roman was vindictive. He didn’t even feel any sympathy for what Kendall was dealing with, in her eyes. He just did Logans dirty work and pushed him farther down.

You and Jess had just the entire night together before you decided it was time to get home. You were exhausted. You just decided to get an uber, knowing carrying Louis Vuitton and Chanel and other designer bags down your neighborhood at 1 am in the subway wasn’t safe.

You laid on your bed and finally got the courage to look at your bank account. Before you look login to your bank account you saw one last text from Roman.

‘night. see you tomorrow’

You smiled to yourself, powering your phone off for the night.

Note: Sorry about the end of the chapter if it's a little sloppy. I wrote it while half asleep.

Chapter 7

#roman roy #succession #succession hbo #roman roy fanfic #kendall roy #hbo succession #roman roy x reader #roman roy x you #succession fanfic #jess succession #shiv roy #siobhan roy #connor roy #logan roy #hbo original #hbo max #hbo series #tom wambsgans #greg hirsch

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