Jeremy Jordan Imagines

Hard Times-Winn Schott

I walked into the DEO with a coffee in hand. I left my sunglasses on, hoping no one would see the bags under my eyes that not even makeup could cover.

No one knows what I've been going through lately. They don't know about my brother having court mandated rehab. And they don't know that my parents are going through an awful divorce.

"Hey Y/N! How was your weekend?" Winn asked, running up to me with his big smile.

"Oh umm it was fine. Just visited my parents." Technically that wasn't a lie. I was visiting my parents, just not at the same time. I had spent the whole weekend driving back and forth across the city, being their messenger.

I ignored the feeling of Winn's eyes on me as I walked to my desk. I put my stuff away and logged onto my computer before quickly walking to the bathroom. Once I got there I took my sunglasses off and sighed. I applied another two layers of makeup under my eyes. I blinked a few times and watched as the red slowly faded from my eyes. I took a deep breath before walking back to my desk.

As I sat down, I saw Winn studying my face. The whole day Winn kept stealing glances at me. He tried to get me to talk several times but I answered with a few words or a nod.

I looked at the clock to see it was almost 3:30. Suddenly my phone started ringing. I let out a sigh when I saw it was my mother calling. I looked up to see Winn eyeing me before I answered my phone.

"Hello?" I slowly turned away so Winn couldn't hear what my mother was saying on the phone.

"Your father is trying to take sole custody of you and your brother! Can you believe that? He didn't even want kids!"

"I'm at work. I can't talk about this right now." I said pressing my fingers to my forehead.

"But he didn't even want kids. So why would he want you guys now? I'll tell you why; to spite me. To make this divorce harder than he needs to."

"Mom!" I whisper-yelled. "I really can't talk about this right now."

"Fine, I see. Work is more important then your parents' failing marriage."

"No, Mom. That's not what I meant. It's just. . . Work is crazy right now. That's all."

"Fine. Chose your work over your mother. Call me when you have time for your heartbroken mother."

"Mom," I tried but was greeted by the end tone ringing in my ear. I lowered my phone from my ear, biting my lip to stop the tears.

"Y/N?" I jumped when Winn touched my shoulder. "Are you sure you're okay?"

"Yeah, I'm fine." I said before turning around.

Winn crossed his arms against his chest as he sat on my desk. "No you aren't."

Something about someone finally realizing I wasn't okay, made me break. I couldn't stop the tears even if I tried. As the tears started to fall, Winn jumped up and wrapped his arms around me. I was too upset to care about the people looking at us. Winn felt otherwise.

"Come on. Let's go. We can talk about everything and anything you want to talk about at my place." He pulled away and gently tucked a piece of hair behind my ear.