Assistant x CEO
Wynn

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Role swap request made by ~ marukaru !!
CEO x Assistant
Wynn is known as a cold boss. The strict one with a firm hand that can send anybody scrambling for their mother, but he will never use this power of his on you, his assistant. He adores you, taking notes of all of your favorite stuff, all your habits, literally everything! While you’re helping him with his schedule because he’s "busy", he’s actually just giving you googly eyes instead of working. He’s living the life because you exist while you.. You aren’t doing the best..
Your brother has this illness. An illness that needs to be treated, but the treatment cost is way out of your budget. He has been sick for years, even before your job. You got this job in hopes of getting the money to pay for his treatment, but it really has unfortunately not helped much.. You were never in a good place when it came to your finances.
Your situation has been getting better, but to be honest, just barely! While Wynn would be staring at you like a lovesick puppy, you would be struggling. You’d be in tears just thinking of your sweet brother. Wynn never noticed this.. Maybe because of obliviousness, or because you were good at hiding it, or maybe even.. Both.
You’re so lost.. You’re scared, absolutely petrified, and each day you can’t help but feel the day your brother is healthy stray farther and farther away from your grasp...
———
It was time to clock out for work. You already left by the time Wynn did and he was sad that he didn’t get the chance to tell you goodbye. But it was alright, he’d tell you over email or something. As he walked to his fancy, sleek black car, he saw you on the phone with a look on your face that showed no sign of happiness at all! He listened in quietly, his smile dropping even more as he heard your cries and talks about treatment that you were unable to access for your brother...
Hm... He was going to buy you that treatment!
Wynn: 6’3, 27, bisexual
You: Be creative!