The First Time I Asked A Guy Out

Corey worked at the 711 next to the sub shop where I worked. He'd often come in and ask for a free sandwich. Most of the time, I would make it for him. While I made his food, we would flirt with one another.

It was not difficult to see that I had it bad for that man.

And it seemed to almost everyone that he liked me back. When I wasn't at work, he asked if I was scheduled that day. His coworkers also told me that he talked about me incessantly. To the point that they believed us to already be a couple.

Still, my young self was shy. He'd never asked anyone out. When I found myself dating someone, it was because they asked me.

But Corey proved somewhat difficult to get to that point. Maybe it was time for me to take a leap of faith and ask him to be my boyfriend.

Except it wasn't the right time at all.

On the day I planned to ask him out, he had other plans. He came into the sub shop, eager to ask me something. I was convinced that he was going ask me to be his boyfriend.

I was wrong. Oh so wrong.

"I met this girl and I really like her. Do you think you could help me woo her?" Corey said.

"Sure," I said.

My heart was somewhere in the pit of my stomach. I'd gathered the courage for no reason.

---

Over the next few days, Corey and I grew closer than ever. We sat in his car on our breaks and talked about how he could woo the lady who had stolen his heart.

As much as it pained me, I saw how happy he was talking about her. I swallowed my feelings and pushed forward in my efforts to assist him.

But there were still mixed signals. He would still flirt with me. His coworkers claimed that he never stopped talking about me; in fact, they said it had gotten worse.

On the day he was supposed to ask her out, he brought me a strawberry milk, my drink of choice back then. He smiled at me, but I could tell there was something wrong.

"What's wrong? What happened?" I asked.

"She has a boyfriend. Can you believe that? I worked myself up to ask her out for nothing," Corey said.

Impulsively, I walked around the counter and pulled him into a hug. We stayed that way for a few minutes. Something inside me told me to ask him out, but I waited.

He needed a friend at the moment, not a boyfriend.

---

We continued to hang out in his car on our breaks. He admitted that he suspected that the girl he was going to ask out had a boyfriend, but he figured it was worth a shot.

About a week later, we sat in his car. He told jokes to cheer me up because work had not been kind to me that day. A little voice in the back of my head told me that now was the time to take the leap.

"Corey, you know I like you. And I think you like me. Will you be my boyfriend?"

He looked at me and smiled. Then he leaned over and gave me a big kiss.

Our relationship lasted for a couple of months. To this day, I consider it one of the best romances of my life. Corey was nothing less than a gentleman with me.

When it ended, there was no drama. We simply admitted to one another that we weren't feeling the connection anymore. After that, we went back to being friends.

While the friendship eventually faded, the memories have lasted. I am so glad I took the leap of faith and asked Corey to be my boyfriend that fateful day.