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Awkward rich man's guide to flirting

Summary:

You probably shouldnt be working after hours all the time,
You probably should've thrown that umbrella away YEARS ago,
And you probably shouldn't have a crush on your boss.

Work Text:

"Fuckin' hell.."

 

Your umbrella was stuck. STUCK! Stuck as 10 pounds of rain practically flooded the streets. You'd been struggling with the darn thing for a better half of an hour and were truly debating just chucking it and running for it, but unfortunately, you would probably be refused at the bus stop. And you doubted you could run 10 miles and avoid getting sick.  

"Ugh!" you shrieked, smashing your umbrella out of pure frustration. It was truly inspiring that it hadn't broken at this point, you'd think banging it against hard concrete would've done the trick, but supposedly not…

“Are you alright..?”  

 

See, what happened next truly wasn’t your fault. Everyone knows it's not polite to stand behind someone, especially when they're clearly in distress. And especially especially when the normal, average person would have gone home hours ago. 

With a pop, Your possessed umbrella that had it out for you snapped open. Striking the blond gentleman right in the nuts.

"Oh my god!"  Blond hair dropped to the floor, clutching desperately at the wounded area as you followed. And to make it all a million times worse, the person you just assaulted was your boss! The boss you had to see every day for the foreseeable future! It seemed as if your future at this company had officially ended!

"I'm so, so, so, sorry!" You pleaded, fracticly hovering over the man unsure of whether or not you should touch him. He shook his head. 

"No.." he groaned ' I-I'm fine"  

“Are you sure..? I- I could go get you some ice! Or the medkit!” You reasoned

You were sure groaning and practically curling into yourself was the picture of health, but you didn't want it on your boss’s record that you didn’t even attempt to help. Even after injuring him in a notoriously sensitive spot. 

Bits of your hair were practically falling out from its roots from the pure stress of the situation. You considered running away or collapsing to the floor yourself, but instead you just frantically hovered over him. Unsure if you should be helping him up, patting his back, or touching him at all. The man groaned as he finally began to regain his footing, “If you’re really sorry you’ll let me.. Take you home” 

You stared down at the black leather in utter disbelief. Never in your wildest dreams would you have imagined talking to your boss, much less sitting in his car alone, the offending umbrella wet and sitting at your feet as he drove you home. Yet there you sat, in the nice car you'd probably have to save for years to afford, the comfortable, nice car, as the air vents wafted his soft woody cologne all over you.

You wondered if he smelled as good as his car.

"So, um." The awkward silence was absolutely horrible. You could’ve guessed it would be. I mean, what does a hot rich man have to say to some worker in his company? "...Nice, I mean , horrible weather, yeah?" 

He glanced at you with a chuckle, “Yes wonderful weather.” He was definitely making fun of you.

Your face bloomed hot, fidgeting awkwardly with your hands. You turned your head to thank him, yet, when you looked up he was already looking at you. That's when you noticed that car had slowed down to a stop. You glanced out the window, And you were at your apartment! 

“Oh..!” You chuckled nervously, he was probably staring at you waiting for you to get out. After all, you did smack him in the balls with an umbrella…

“I suppose I'll get out now! Sorry for what happened to your um.. Privates..” You pushed the door open quickly reaching for the umbrella sitting at your feet. Yet, before you could comprehend what he was doing he reached over you, placing another, assumingly his, umbrella in your hands, smoothly pulling it open. “ I’d rather not have a repeat, don't you agree?” 

You almost feel his breath on your ear, and his hands on yours. His smell overwhelms your senses more than it already does. With a quickness you never have, you shot out of the car, almost smacking your head on the roof. 

The rain almost soaked you before it clicked that you had an umbrella in your hand. And if today couldn't get more embarrassing you just stared at him in silence, not even closing his car door, just, staring. You could all but hope he couldn't see the steam rising off your cheeks. 

“Is this an invitation to walk you to your door?” 

“I-”

“I’m kidding.” He snorted, a genuine smile on his face. 

“Well.. um, haha! I’ll be on my way then!” You looked at him, and your eyes dated back to your door, before you looked back at him. “ Thank you... Oh, and, I'll return your umbrella to you tomorrow, no worries!”

“just keep it It’s no problem.” He nodded 

“Well, goodbye then!” 

“Goodbye.” 

You rushed back to your door, waving at him one more time before you shut it behind you. 

He hopped you didn't see how he finally let his face redden after you closed the door.