Smut Challenge~!

Why Should I Worry? Oliver and Company(Izaya)

One minute I’m in Central Park, and then I’m down on Delancey Street.

Izaya hummed a cheery tune as he grabbed onto a light post and spun around it before hopping onto the intersection of Bow’ry. Ignoring the crosswalk and honking cars as he made his way to his destination.

He had made a long trip from Shibuya all the way to the acclaimed “Big Apple.” So far, Izaya has yet to see anything close to resemble a giant apple.

Why should I worry? Why should I care?

He stared at the taxi man’s empty palm as he held it in front of him and smirked before shrugging his shoulders.

“Do you accept yen?” Izaya mouthed, smirking wider as the cab driver frowned.

“Get you and your broke ass out of my car.” Izaya narrowed his eyes, smirk still on his face as he obediently slid out of the smelly car, making sure to pop the cab’s tire before walking off.

He whistled as he dug his hands into his empty pockets and shrugged, “Hm I’m street wise, I can improvise.” Izaya’s eyes widened with cheer when he realized that he was in front of his destination, The Chelsea.

Your eyes trailed down the scruffy looking Izaya’s figure as he strutted over to you, swinging his arms at his sides.

“Oh [Name]-chan, I need a place to stay.” He whined, kicking his feet up, leaning over the counter to stare down your shirt. You moved and smirked before standing up to lean closer to him.

“And you chose The Chelsea, why?” You dragged out, running your fingers up his chin.

“Well they may adore me at the Ritz, but I love the clerk here so much more.”

“Are you talking about me or Fernando?” You teased, smiling as you watched the smirk slip from his face. “Follow me.” You beckoned before picking up a spare key and heading over to the elevator, hips swaying each step you took.

Izaya watched with narrowed eyes before skipping to catch up to you.

~~

Izaya bounced on the plush bed happily and only stopped once he saw you approaching him, unbuttoning your shirt in the process.

“You better make this good or I’m throwing your ass out. I had a rough day.” You said, straddling his waist while hiking up your skirt in the process.

“Oh you’re so naughty [Name]-chan, ordering me around while you’re not even wearing panties.” He teased before he unbuckled his pants. You stared at him confused, 100% sure that you were indeed wearing panties.

“What are you talking ab—“ Your eyes widened as you felt your panties being ripped by his pocket knife. You were about to smack him upside the head but stopped once you felt him plant himself in you. You melted into his arms as he penetrated your walls relentlessly.

You called out his name when he squeezed your cheeks and pushed himself deeper into you, performing some weird agile move to reach as deep as he can in you.

You groaned as white littered your eyes and coated his member in your juices before you collapsed on top of him and muttering,

“How do you do it?”

“Eh, once you get down, you can own this town, and then maybe you can wear the crown with me [Name]-chan~”