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chaithetics · 11 months

Note

I love your writing so much and looking forward to more of your Stewy work!!! Can’t wait ! ❤️

Chance Meetings

Pairing: Stewy Hosseini x f Roy reader

Word count: 1.8K

Content warning: mentions of drug use/addiction, some flirting fluff.

authors note: hasn't been proofread, ended up not being the biggest fan of this one but maybe others will hopefully enjoy it. It's how the original idea of Roy reader and Stewy getting together started and then went along. Shout out to a previous nonnie for the berry idea, it'll definitely make more appearances in the future. I know the show itself has a very loose/not super defined timeline other than the fourth season but this is set before the show starts FYI :)

Also thank you Elle! That's so kind of you, I hope you enjoy this and future pieces! There's more coming!

You’d done the un-Roy thing as much as you could for a significant part of your life, you didn’t go to business school, you went to grad school to become a clinical psychologist. Like Connor, you didn’t do the college to living in New York and working at Waystar or a linked profession pipeline.

You didn’t necessarily think of yourself as the California girl, you certainly weren’t the poster child for that. But after graduating you’d moved to San Francisco and had practiced there. It was the perfect antithesis of the life in New York that your siblings were living that you had no interest in.

Well, it had been.

You’d recently left that life for one in New York. Kendall had been going through the wringer lately. It was just over a week ago since he’d left rehab and his marriage with Rava was falling apart. You knew that Rava couldn’t be his only support system, it wasn’t realistic or fair and you frankly didn’t trust your family to be in Kendall’s corner.

You were heading up to Kendall’s apartment to check in on him and to prepare for a night that would be awful. You’d been able to skip out on these types of events for most of your adult life but Kendall felt an obligation to attend in an attempt to try and get into your father’s graces. You were going with Kendall as moral support to an entitled gala that Waystar was funding.

“Wow, Dr. Roy, look at you. What a pleasure to have you amongst the green-eyed capitalists.”

You turned your head in the direction of the voice, you’d recognise that playful tone anywhere, it was Stewy Hosseini. You hadn’t seen him in a few years but as always, he was in a suit tailored perfectly for him and he looked gorgeous.

“Well, I can’t really say anything with a biting wit, can I? I’m here and I benefit from it all anyway.” You respond looking at his amused gaze, it’s not cruel but it’s like he knows something you don’t.

“Yeah but you look great though. You do benefit from it, I mean, look at the blood from the human sacrifices in your father’s honour. They’re keeping you young, treating your face and figure well.” He has a smirk on his face as he speaks and you chuckle. His brow furrows slightly and his tone becomes serious. “Wait, wait a second.” Stewy wets his thumb with his tongue somewhat dramatically but still realistically as he wipes at something on your chin.

“Wait, what is it? How long was it there for?” You immediately ask, embarrassed that there was probably a mark of lipstick or maybe food there. Although the gentle touch of his thumb on your chin makes you relax for some reason.

“Just a bit of a blood splatter from the sacrifices. I’m sure it wasn’t there long.” Stewy saws moving his hand away and chuckling, you scoff.

“Wow, smooth.” You respond and his smirk just grows. “Well, looking pretty dapper yourself Hosseini.”

“Oh, I know.”

“Oh?”

“Yeah, I know you think I look hot.” Stewy says so confidently, you look at him incredulously for a second but end up smirking, he’s being as playful as ever but he doesn’t seem high.

“Cocky as ever.”

“Just a fact.” You look at Stewy’s face, he’s being his usual playful self but there’s a gentleness there, something in his eyes that you’re not sure you’ve seen before. You look into his eyes and for a moment think about Kendall, he’s been in the bathroom longer than you’d like.

You’re tempted to go into the men’s room yourself but you know that Kendall wouldn’t appreciate that if nothing was going on. You focus back on Stewy’s eyes, he’s always had gorgeous, warm brown eyes. They’re not dramatically blown out, diluted. You’re more confident that he’s not high. You put a hand gently on his arm.

“Stewy?” His smirk fades a bit as he takes in your more serious tone and expression.

“Yeah?”

“Can you do me a favour?” “Of course.”

“Can you um, Kendall’s in the uh bathroom… He’s been in there for a while.” You say quietly. He gives you a small smile and nods.

“Yeah, of course.” Your hand is still on his arm, he looks at it briefly and smiles at the touch, he places his hand briefly on the small of your waist for a comforting second as he walks off to check on Kendall.

You watch Stewy as he walks off and you feel a little anxious. Kendall had been gone for a few minutes and you know that you can’t be a helicopter sister but you do worry about him at an event like this.

After a few moments you see Kendall and Stewy coming out of the bathroom making their way over to where you stand. You feel a flood of relief, Kendall looks depressed still but he doesn’t look high.

“Hey Ken.” You give him a small hug and look at his face, trying to search his eyes.

“I didn’t, just the mirror cry.” He says dryly, knowing what you’re searching for in him. Stewy looks at you with a sad nod to confirm and mouths he’s good. You give Stewy a grateful smile then redirect your attention to Kendall again and nod with a smile.

“Do you wanna go home?” You ask, your brother looks exhausted. “We’ve been here long enough, dad’s seen you. You’ve talked to people. It’s already been a long night.” You continue knowing that if he wants to he’ll need validation to feel okay about it.

“Uh yeah, sure.” He says looking down. “Thanks Stewy.” Stewy just gently claps him on the back and nods.

“I can stay with you tonight, if you like?” You ask and Kendall nods. You mouth a thank you at Stewy as you and Kendall leave the gala.

As you and Kendall sit in the car you take your heels off.

“Bump into Stewy?” Kendall asks looking at you riredly.

“Uh yeah. He came over for pleasantries before finding you.”

“I don’t think many would associate Stewy with pleasantries.” Kendall says with a small chuckle.

“Sure he’s cocky but he’s always polite.” You reply eying Kendall.

“You know what I meant.” Kendall said.

“Uh-huh.” You laugh a little. “Lot more pleasant than Roman’s friends.”

“I only surround myself with the best company.” Kendall teases, looking a little less down.

“I know, that’s why I’m here. Your favourite sibling.” You tease.

“Don’t tell Shiv that.”

“Never, Kendall Roy.”

*************

You’d stayed the night at Kendall’s bachelor apartment, you’d fallen asleep on the couch and you were now woken up by voices only a few feet away. You looked up and saw Kendall casually dressed and Stewy once again in a well tailored suit, looking devlishly handsome. You’d always known he was attractive but he just seemed to age like a fine wine.

The two men had been standing in the open floor layout talking and then Kendall noticed that you were awake now and that Stewy had also noticed. Kendall quickly realised that Stewy’s gaze had focused on you pretty quickly and Kendall wasn’t sure if he’d seen Stewy ever look at anyone like that.

“Get changed.” Kendall quickly said. Stewy looked at him with raised eyebrows and you looked perplexed.

“Excuse me?” “Get changed. Now. Scoot, scram. We have company.”

You rolled your eyes and got up, Stewy did his best to keep his attention on Kendall and not watch you leave. This wasn’t the first time you’d spent the night at Kendall’s lately so you conveniently had clothes here, hence having slept in nightwear.

When you come back out you can hear the shower going so you assume Stewy has left but you then see Stewy leaning against the kitchen island, scrolling on his phone.

“Morning.” You greet him and he looks up from his phone, placing it down gently. His eyes are even dreamier in daylight than what you remembered.

“Good morning. Oh wow, clothes and underwear. How nice.” He teases.

“I know, a bra with underwire and everything.” You tease back which makes him chuckle dryly.

“I’m a fan with or without the support Dr. Roy.” He says with a wink.

“Somebody’s quite the flirt lately.”

“Always, for you.” You smile at him and walk over to Kendall’s fridge, where there of course is no berries, sighing as soon as you realise. “I didn’t come empty-handed. You walked right past the bagels and smoothies, had to physically restrain your brother from not touching your berry smoothie. You know, it had the most ludicrous name?” Stewy answers, as if he’d read your mind when you’d opened the fridge.

“How did you even remember that?” You ask in shock as you pick up the smoothie and take a generous sip.

“I’ve spent a lot of time around the Roys.” He says softly looking at you.

“I’m surprised that you remember, that’s-it’s sweet Stewy.”

“You’re not hard to forget. It’s been what 2?3?4 years?” He asks stepping closer to you.

“I think 3.”

“Huh.” He says almost to himself, as he wets his thumb again and wipes at a spot on your face.

“What? More blood splatter this time?” You ask. He chuckles and shakes his head. “No, smoothie.” He says, holding his thumb out for you to see the little bit of purple he’d wiped off you. He then presses it to his mouth, to clean his thumb. You watch him and just can’t get over how attractive and sweet he is.

“If you were that desperate for some of the berry smoothie you didn’t need to do that. You could’ve asked.” You tease in a whisper as your eyes stay on his lips.

“Oh really?”

“I would’ve said yes.”

“Can I?”

You nod and Stewy puts one hand on the small of your waist and the other gently cups your cheek. You relax into the touch and then his lips press against yours, it’s an amazing feeling. The kiss is so gentle yet also has passion in it. It stops though when you hear the shower turn off.

“I need you to return last night’s favour.” “Oh?” You ask, feeling surprised at the timing.

“Dinner with me?”

“But-”

“I know a million quiet places, nobody will find out. It won’t leak or get back to your family and overcomplicate things. Indulge me?”

“You’re surre you can pull that off Hosseini?”

“For tonight sure.” You laugh at him and nod, “Sure.” Stewy takes a sip from the smoothie you’d been drinking earlier.

“Hmm. Just what I thought?” “What?”

“Tastes better on your lips.” He says confidently with a wink, you scoff and go to respond before you see Kendall coming out.