The Place Where It All Began.

1. "You love me?" + 5. "It's always been you." + 7. "You were my first love."

Author's Note - this is a drabble written as part of my 500 Followers Celebration!! I love writing soft stewy :((

Pairing - Stewy Hosseini x Childhood Bestfriend!Female Reader

Age Rating - 18+

Warnings - none. just very soft sweet sappy stewy

Word Count - 880

Masterlist. 500 Follower Celebration Masterlist.

You swore you'd never attend your high school reunion.

And yet here you are.

You're fake smiling like your life depends on it, walking around the gymnasium and wishing you were invisible.

As you step into the hallway to take a breather, strong arms wrap around your middle and hoist you into an empty classroom. You go to scream, but something in you tells you not to. You recognise that strength.

Stewy Hosseini.

Forced Proximity.

i. Only One Bed

Author's Note - this is a drabble written as part of my 500 Followers Celebration!! find that post here. oh my GOD i love this man. i am a kendall roy defender until i die. i am a kendall girly first and a human being second. (okay so admittedly I wrote this before watching episode 8... ken, me and you are gonna have words.)

Pairing - Kendall Roy x Assistant!Female Reader

Age Rating - 18+

Warnings - cursing

Word Count - 881

Masterlist. 500 Follower Celebration Masterlist.

Another day, another business meeting.

You're in London, this time around. You and Kendall jumped on a flight at the drop of a hat, jetting across the world to appease yet another rich white man. It was part of your job description, after all. Wherever Ken goes, you go. Just him and his best assistant against the world.

You've been awake for what feels like an eternity when you finally arrive at your hotel. You'd made sure to book two conjoining rooms, as always - Kendall likes to have you close. Just in case, he says.

You practically run to the front desk, desperate to shower and jump into a fluffy white bed. The universe, apparently, has other plans.

Play Pretend.

44. "Was any of this even real?" + h. Fake dating + 4. "Marry me."

Author's Note - this is a drabble written as part of my 500 Followers Celebration!! find that post here if you're interested. this is a part of my campaign to become your favourite stewy writer x

Pairing - Stewy Hosseini x Female Reader

Age Rating - 18+

Warnings - cursing

Word Count - 810

Masterlist. 500 Follower Celebration Masterlist.

You never meant for it to go this far. Neither of you did.

Stewy had cruised into your bar one night, and you'd hit it off. Several whiskeys later, he's making you an offer you can't refuse.

He proposed that you be his girlfriend for any and all events that he had to attend with a date. In return, he promised to help connect you with some important people in the art world. You'll have a gallery of your own in no time, he'd said.

That was 8 months ago.

Risky.

26. "You don't want them to hear, do you?" + 18. "You look so pretty like this." + 23. "Good girl" / "Perfect girl."

Author's Note - this is a drabble written as part of my 500 Followers Celebration!! find that post here. praying we see stewy on our screens again ASAP. combined 2 requests here - thank you sweethearts!!

Pairing - Stewy Hosseini x Roy!Female Reader

Age Rating - 18+

Warnings - smut!! + cursing

Word Count - 640

Masterlist. 500 Follower Celebration Masterlist.

Was it a good idea to let Stewy fuck you in your office?

Probably not.

Did you do it anyway?

Absolutely.

Roman's office was to your left, and Kendall's to your right, the three of you sharing walls. Not to mention all of the desks that sat in the bullpen, hundreds of Waystar employees hard at work.

Stewy cruised into the building under the pretence of a 'business meeting'. No one seemed to question it, knowing that it wasn't far out of the realm of possibility. The youngest Roy sibling talking facts and statistics with her older brothers oldest friend? Checks out.

The minute he entered your office, he closed the blinds and locked the door. You instantly knew this wasn't exactly business related.

Illicit Affair.

m. Keeping the relationship a secret

Author's Note - this is a drabble written as part of my 500 Followers Celebration!! find that post here if you're interested. my baby kendall - all i want for him is a happy ending :( sorry lukas, but kennys my boy <3

Pairing - Kendall Roy x Matsson!Female Reader

Age Rating - 18+

Warnings - cursing, cheating

Word Count - 650

Masterlist. 500 Follower Celebration Masterlist.

You're practically vibrating with anticipation.

The Roys are coming to the annual retreat in Norway to attempt to finalise the GoJo deal with your husband, Lukas.

In approximately 20 minutes, you're going to be face to face with Kendall Logan Roy.

The love of your life.

Admittedly, having an affair with one of your husbands business rivals wasn't on your to-do list. However, the first time you met Kendall, you knew it was inevitable.

You are irreversibly, undeniably, completely illicitly in love with a man who's not your husband.

Needy.

24. "You like it when I'm mean to you?" + 33. "Been thinking about you all day."

Author's Note - this is a drabble written as part of my 500 Followers Celebration!! find that post here if you're interested. i've had so many stewy requests, oh my. i love writing this gorgeous man!! think i got a little feral creating this one. combined two requests here!!

Pairing - Stewy Hosseini x Female Reader

Age Rating - 18+

Warnings - smut!! cursing. mean stewy needs his own warning too.

Word Count - 1028

Masterlist. 500 Follower Celebration Masterlist.

The minute he steps foot in the front door, you're on him.

He's all you've thought about all day. His big hands, rough palms, long fingers. His broad chest, strong shoulders, muscular back. His calculating eyes, soft beard, clever mouth. He's indoctrinated your thoughts. He's positively ruined you.

You're convinced you've spent hours today just staring into space, dreaming about him. What is he doing right now? Is he thinking of me too? Is he replaying the events of last night in his head just like I am?

You're surprised you've lasted all day. At one point, you were ready to put on your shoes and march over to his office, demanding that he take you right there and then. Instead, you rewatched the videos you'd filmed together, and allowed your blood to run hot with anticipation. You vowed you weren't even going to let him take off his coat before you jumped him.

Me and You.

31. "Wanted this for so long."

Author's Note - this is a drabble written as part of my 500 Followers Celebration!! find that post here if you're interested. my first time writing Kendall, and it's very overdue. can't believe I haven't written him sooner. also, this gif makes me feral.

Pairing - Kendall Roy x Assistant!Female Reader

Age Rating - 18+

Warnings - smut!! + cursing

Word Count - 700

Masterlist. 500 Follower Celebration Masterlist.

"I quit."

Kendall looks at you incredulously.

You'd barged into his office, fire running through your veins. You'd swung the door open, not bothering to knock. He'd been sat behind his desk, answering emails. You'd marched in, stood tall in front of him and said the words you'd been tempted to say for months.

"What?" he asks in disbelief.

"You heard me, Kendall. I quit."

You're expecting him to be mad. You're without a doubt the best assistant he's ever had - punctual, hard working, understanding. You stay late, run his ridiculous errands, comfort him when it all goes wrong. You know he needs you. He'd never admit it, but you know. You're expecting him to be upset, furious even.

So why is he smiling?

Consequence.

40. "I love you." 49. "Stay. Please." e. Heatwave

Author's Note - this is a drabble written as part of my 500 Followers Celebration!! find that post here if you're interested in sending a request!! thank you anon, you're the sweetest!!

Pairing - Stewy Hosseini x Roy!Female Reader

Age Rating - 18+

Warnings - cursing

Word Count - 1072

Masterlist. 500 Follower Celebration Masterlist.

Was it a good idea to walk across New York City in a pantsuit on the hottest day of the year? Probably not.

You'd refused to get in one of Stewy's cars, and you couldn't exactly call your siblings and ask them to pick you up. So, you'd walked.

Big mistake.

By the time you're on your block, you're miserable. Your hair is sticking to your forehead, there's sweat dripping down your back, and your pantsuit is soaked through.

You thought that the walk would give you time to think, time to decompress, time to process. It didn't. Now, you're angrier than you were when you stormed out of Stewy's office. You're practically vibrating with fury, rage rattling through your bones. You're honestly not sure if the heat you're experiencing is from the blazing sun or your blood boiling with annoyance.

At your front door, your hands are shaking, making it a struggle to fit the key in the lock. You kick the frame violently, frustrated and sad. More than anything, you're just sad.

Fully Clothed.

23. "Good girl." / "Perfect girl."

Author's Note - this is a drabble written as part of my 500 Followers Celebration!! find that post here if you're interested in sending a request!! always happy when i get a stewy request - thank you anon for sending this in and for being so sweet <3

Pairing - Stewy Hosseini x Assistant!Female Reader

Age Rating - 18+

Warnings - smut!! sexual content and cursing.

Word Count - 881

Masterlist. 500 Follower Celebration Masterlist.

"Come in."

You enter the office to be met with the sight of Stewy Hosseini with his head in his hands, hair messy where he's been running his fingers through it.

"You okay?" you ask tentatively.

Stewy just sighs in response.

It's no secret that he has a reputation for being one of the calmest men in the business. He never gets angry, rarely gets upset - he approaches every deal with a level head, and an almost irritating amount of confidence. You can count on one hand the number of times you've seen him genuinely stressed.

This must be bad.