Succession Headcanons - Blog Posts

Being Connors Favorite Sibling Would Include:

Requested: could I request something with Connor and Roy!sibling? headcanons, a fic, literally anything I'm in love with their relationship and how much they love each other. I think a little sibling that loves Connor the way he deserves would be so good for him - anon

A/N: I love Big Brother Connor!!! He deserves the world 💞 Thank you for requesting my love! Hope you like it!! Feedback is always appreciated!!!! 💜

Connor was ecstatic the day you were born. He thought he was done being a big brother, that his job was kinda done. Ken, Rome, and Shiv were grown up, they didn't think they'd need him anymore. Little did he know that you would be the closest to him out of everyone, that you would need him the most

Being a big brother is his favorite job in the world. He wasn't sure what being loved, really loved, felt like until Kendall was born. From the minute he could crawl, he followed Connor wherever he wanted. So did Roman. And when Shiv was born, he couldn't believe it. He'd always wanted a sister and now he had one. She was absolutely perfect

But you? You were his everything. Neither your mother or your father were all that interested, so the responsibility fell on him, not that he would ever complain. He loved it, even when you spit up on him. The other three were grossed out, hating to change diapers and getting annoyed with your crying, but he was more than happy to calm you down, sit with you, rock you back and forth, etc.

Your first words were his name, too, which almost killed him. Seriously, he still brings it up, he's so proud

He loved watching you grow into a toddler. You were a lot more fun. You could walk and talk and play. You loved when he got on the floor with you and played with you. He even dressed up with you when he wanted to play pretend, though mostly he was too tall for the costumes, so he made do with the hats and accessories instead

"Connor?"

"Yes y/n?"

"Why is the sky blue?"

"That's a good question. . ."

He takes you to preschool every day and tries to be there at pickup as much as he can. He loves to hear about your day, what you learned, who you talked to, what you played with, the snacks you ate, etc. He only gets more interested the older you get, when you learn about the planets and dinosaurs and you read all these interesting books. When school started, he was sad to see you go. You'd been his little buddy and suddenly you were all grown up

Every presentation, award, musical, play, game, show, everything he showed up for, front row with his phone out recording, cheering the loudest

He takes you camping, to the park and the movies, wherever you want to go. He thinks it's good for you to get out of the city

"Why doesn't dad ever come with us?"

"Pops is a very busy man. . ."

Connor is constantly sticking up Logan despite the fact that he's never really shown an ounce of love or attention towards either of you. He wants to protect you from that unloved feeling. He needs to, like he has with your siblings

No matter how small it seemed to you, it meant the world to him. Eventually you stopped inviting your mother and father, going straight to him. He'd tell the president to fuck off if it meant he got to spend a second more with you

He helped you with homework, staying up late at the kitchen table going over the same math problem again and again. He never got mad or frustrated, though. He'd take as long as you needed

You could do no wrong in his eyes. When you fought with Ken, when you argued with Shiv, when you pushed Rome, none of it was your fault. None of them could stand it

When you cried he was the first person you went to. When you got your heart broken for the first time, when you wondered why your parents even had you if they were never around, when you had nightmares as a child and when your worst fears came true, you cried to him

The older you got, the more distance you put between you and him. Kids strayed from their parents once they became teenagers, that's just how it worked. Still, he felt unprepared for the days when you wouldn't need him so much

He taught you how to drive and study with you before your test. You weren't very good, but you had no idea. He was ecstatic when you parallel parked the first time. He made you feel proud, even if at first it felt silly

He was there when you walked across the stage for your diploma for both high school and college, cheering the loudest. He made a rule that you'd call him once a week in college and you never missed it, not even once. You'd tell him about your friends, the parties you went to, to the people you were seeing. He wanted to hear everything

Everything you've accomplished, he couldn't be prouder

You go to his ranch as much as you can, enjoying the distance between you and your father. The older you get, the more you realize how he was never in your life and how much Connor was. It makes you sad, thinking he had to step up, take responsibility for his baby sibling. He is adamant that raising you was a pleasure, the best thing he's ever done

He has pictures of you everywhere. Of the others too, but mostly of you. You can't help but find them embarrassing

"I look like an idiot."

"You were adorable." He looks at them every single day, proud as ever

He visits you in the office, taking you out for lunch when he's in the city. He's the only one who doesn't work for your father, but he likes hearing about it from you. He can't believe how grown up you are, how adult you've suddenly gotten. It seems like just yesterday they brought you home. Now you had meetings and deadlines and your own interns to boss around

"Look at you, all grown up. I can't believe it!"

He's the first person you call when anything happens. When Kendall's gone manic, when Dad hits Rome, when Shiv seems off, when you're getting a promotion, a first date, anything and everything. He's always there to offer advice on how to handle the situation. He's been dealing with them far longer than you have

You show him how to use social media so he can see the pictures you post, not wanting to miss out on anything. There are lots of pictures of you and him together

"Who's that?"

"I'm kinda seeing them."

"That's wonderful! When do I get to meet them?"

Forget your mother and father, it's Connor you're worried about when you're seeing someone. They're never good enough for you. He quizzes them on everything, bordering on an interrogation. In the end, no matter what he thinks of them, he's happy you've found someone that makes you happy

You and him go on double dates with your partner and Willa, who adores you. She lovingly calls you Connors Baby. She's glad someone else loves him like he should be, instead of being used and ignored and neglected like the rest do

You're one of the most well-rounded, healthy, adjusted Roys to come out of the family, or as close as you can get, because of him

He always sits by you at family dinners and vacations, between you and Logan, hoping he can be the target for his anger if need be

When you drink too much he takes care of you, especially at weddings, and always saves a dance for you at the end of the night

"Thank you, Con."

"For what?"

"For everything."

You care very little for your father, but when he dies Connor is right there offering comfort. You were never close to him. You never got the chance to build a relationship with him, no matter how warped, like the others. Connor was your dad, you thought so for the longest time when you were little, your fathers day cards addressed to him instead of Logan. You're sad for your siblings who loved him despite it all

You're the only one to attend Connors wedding, cheering and clapping when they kiss. You wouldn't have missed it for anything

Connor has spent your entire life protecting you and for that, you will always be grateful. It's something you can never repay

Connor Roy attending each of his siblings graduation and screaming "THAT'S MY BROTHER/SISTER!" and applauding the loudest. Proud dad photographs after.

Him with the biggest proudest smile with his left arm around their shoulder - Ken with a small smile with his right arm around Connor - Roman looking amused but happy at the same time at Connor - Siobhan leaning her head towards Connor and grinning.

Logan Roy not attending because of "important business"

Connor tried to be there every time one of his siblings was born and visit them in the hospital. He went to great lengths to hold each one in his arms. Looking into their innocent wide eyes, he promised each of them the same thing. He knew that their father would try to shape them into the hounds he wants but that he would do everything in his power to give them the things he never had: moments of happiness, love, acceptance and refuge.

Connor sitting on the plushsofa in one of the smaller livingrooms of the estate enjoying a hot cup of tea and a rare moment of silence when a 14 y.o Kendall, 11 y.o Roman and 8 y.o Siobhan (age heacanon from me idk open to other ideas!) come barging in, kendall slapping adoption papers on the coffee table "You're our dad now, bitch"

I believe wholehwartedly that with every kid of the golden trio - Ken, Rome and Shiv - there has been a moment or multible moments when they were young (2 - 8 y.o) where they accidentally called Connor "Dad".