Chapter Text
Being a personal assistant wasn’t what you thought you’d be, growing up you figured you would be something more along the lines of an actress or a musician. Oh how wrong you were, luckily the job paid well. Of course, like any job, it had its ups and downs. The biggest downside was the ungodly hours that you worked. It was less of a set time and more of an on call job, which led to quite a few sleepless nights. You hadn’t planned to be a personal assistant, you figured that you would be doing more secretarial work than anything, yet here you were; currently helping your boss pick out a tie for a family get together his brother decided to host. “Forgive me if this is out of place sir, but I thought you didn’t care what your brother or anyone else in your family thought of you.”
“It is out of place for you to speak on these matters, I asked you for assistance, did I not?” He chided, he had made it clear that familial matters were strictly off limits. Yet here I am, in his walk in closet helping him pick out accessories for said get together, you thought to yourself. You shrugged your shoulders and turned your attention back to the two ties your boss held in his hands. The black one matched with the jacket but the red one added more of a pop of color to the ensemble.
“What kind of get together is this exactly?” You asked, finding a seat on one of the plush chairs situated off to the side. He put the red tie in his hand with the black one and pulled his phone out, quickly typing in the password to see if he had gotten any extra information on the event.
“Barbecue. What does that have to do with-” He cut himself off as you took the ties from his hands and hung them back up, you walked back over to where he was standing and brought your hands to the collar of his shirt, not doing anything before asking, he gave you permission to do whatever it was that you were planning to do. You began to slowly unbutton his shirt down to about his collar bone. “What’s this for? This is a family-”
“It makes you look more relaxed and less uptight. Wearing a suit and tie makes you look pretentious. And I’m assuming that there’s going to be kids there, and I doubt they’re going to be in their Sunday best.” You explained, running your hands over his chest to smooth out any wrinkles on his shirt, gently pulling on the lapels of his jacked to straighten it out. “As a matter of fact, I think you could change the outfit entirely, you may be uncomfortable in a suit.”
Dio thought to himself about the suggestion. The man didn’t have much in the way of what most would consider casual clothing, and you knew this. However, you did know he had clothes that were certainly more casual than this. “And what would you suggest I wear, then?”
“You still have the black turtleneck, right?” You asked as you began to sift through the collection of sweaters he had hung up on the left side of the closet. “You could wear that with some deep grey slacks and those deep brown loafers.” Once you found the sweater you were looking for you turned around and saw that Dio had only taken off the jacket and button up, he still had on his undershirt. “Sir, I’d hate for this to come off the wrong way but, I need you to take off your shirt, as I assume you already know the shirt is form fitted, so it would only accent the shirt; thus making you look unkempt.”
You watched as he nodded and you stepped out of the room to allow him a bit of privacy as he changed, he was still your boss after all. It was unprofessional to be doing half the things you did and yet watching him change was the line you decided you didn’t want to cross. You’d pulled your phone out to see that you had received a few texts while you were busy, all from your mother. She constantly badgered you about taking a job as a personal assistant and how it was beneath you. No matter how many times you had tried to tell her that it wasn’t that bad of a job, she just wouldn’t listen. You decided not to read the texts in favor of returning to the task at hand. You knocked on the doorframe to announce your presence.
“Come in.” He said, finishing up adjusting the cuffs of his sweater. “Thoughts?” You looked him up and down, taking in the outfit and how it clung to his body in a flattering yet modest way. You nodded and gave a thumbs up, as the two of you made your way into the kitchen a comfortable silence fell between the two of you. It was times like these that made you appreciate the position of personal assistant, it allowed you to see what Dio was like outside of the workspace, how much more relaxed and laid back the man was in a less formal environment. The contrast between his demeanor at the firm and in a more personal setting surprised you at first, though the biggest shock before that was that he had told you to arrive at his house.
Months had passed since then and you had become well adjusted to the occasional request for your presence at odd times and places. Luckily there were no incredibly strange requests of you so far. You watched as he made his way over to the fridge adjacent to the island you were leaning against. Opening it and grabbing a glass water bottle, turning to face you as he opened it and took a swig. He looked as if he were deep in thought, contemplating what he were going to say next. Taking a deep breath before speaking, “I may have to implement a dress code for you, consisting of pencil skirts exclusively.”
“Only if you wear more form fitted clothing.”
Dio let out a breathy chuckle, it wasn’t unlike the two of you to exchange flirty banter, yet there was never any actual meaning behind it. He was New York’s most eligible bachelor, why would he be interested in his assistant? He could have his pick of any of the men or women in this city, and you were fairly certain he’d been with a few models in the past. “I think I’m beginning to see why the press thinks us a couple.”
“What makes you think that? The fact that we’re together almost all the time or the idle banter that no one but us hears?” You moved to sit on one of the barstools situated at the edge of the island. “How long until you have to leave?”
He turned his head to look at the clock on the stove, “About thirty minutes. Though I would prefer to not go.”
“You don’t have anything else on your schedule.”
“Your point?” Dio asked as he took another swig of his water. “It’s not that I have plans rather that I would much prefer to find something productive to do than to be around them more than I have to.” He set his arms on the island counter and leaned forward, his face about a foot from yours, you watched his expressions closely so as to monitor his emotions. You’d learned early on how to gauge his emotions; while his face may not have expressed them outright, you could usually tell what was going on by a certain look in his eyes.
He was a lawyer, of course he had to keep himself outwardly calm and collected, failure to do so could result in the loss of a case. You often admired him for this, it was astounding how he could look practically emotionless as he dealt with overemotional clients. “One would think that for someone who doesn’t have much time to spend outside of the office you’d appreciate the excuse to get away.”
“And one would also think that if I had reason not to go, I wouldn’t. Yet here we are.” You shrugged and looked off to the side. The silence falling over the two of you once again. It wasn’t your intention to strike a nerve with him; family had always been a touchy subject, some days more than others. You’d only met one member of his family and it was purely for business reasons. That was years ago, around four if you count correctly, George Joestar had since passed. Part of you believes that’s why it’s such a sensitive subject, the other part knows better than to think that. “So, if there’s nothing else, I suppose the two of us should be on our way.”
You stood up and straightened out your skirt, not missing the smirk he gave you as you straightened up. Your relationship with Dio Brando was nothing short of eccentric.