So pretty, so very pretty, that's what repeated in Kendall's head whenever you'd come by.

He knew it was stupid to even think about, you were so much younger than him, he could be your older brother for fucks sake, but damn were you beautiful.

It was a risky game, you being his assistant, him having a small crush on you, it was very risky, especially with the whole sexual harassment fiasco going on in Waystar. But sometimes it felt like you did it on purpose, short pencil skirts, cute frilly tight blouses, those damn heels that somehow made you look even prettier.

It didn't help you were an angel and perfect at your job too, going the extra length to take care of him in ways you didn't need to. Being there when he just needed someone that wasn’t family, given his wasn’t exactly the best and comforting or dealing with emotions in a healthy way, yet you seemed to know when he needed to just cry or scream or just need a fucking hug.

And he truly loved you for it, he worshipped every single thing you did for him, hence why he’d bump up the percentage of your salary every week, trying to be sly about it too otherwise his father would start questioning shit and just find some new excuse of how this was proof he wouldn’t make a good CEO.

Either way, he was crushing on you, that he knew by how he could feel his damn grown ass body get that butterfly feeling in the pit of his whiskey sick stomach as he saw you approaching his office.

In your cute little outfit and with his coffee and the usual pastry you’d buy him (without him asking) just in case he hadn’t had breakfast as you’d explained a million times.

Now for some reason he looks in the reflection of his monitor and quickly and sneakily sprayed a bit of cologne, flashing you a smile as you stepped in.

“Yo yo yo, if it isn’t my favorite assistant! What is up?! What uh…”

His eyes trailed down to the Starbucks paper bag in your hand, mind already guessing what food you’d gotten for him today.

“What food ya get me today?”