Date: April 28, 2025 Author: Jordan P. Matthews
Let me tell you, figuring out my feelings for her has been a rollercoaster. It started off simple enough—I mean, we’re best friends, right? We’ve known each other for ages, and we just get each other. But over the last few months, something changed. I began to realize that maybe what I thought was just friendship was something a little deeper.
Here’s the thing: I’ve always liked to mess with her. It’s kind of my thing. She’s short—like really short—and I love teasing her about it. We’d joke about how she’s “vertically challenged,” and she’d roll her eyes and give me that “stop it” look. I knew she hated it, but it was all in good fun… or so I thought. But the more I teased her, the more I started to feel something else—something I couldn’t really put into words at first.
Then, one day, I said something that, in hindsight, I probably shouldn’t have said. She had been going on about how big I am (I’m tall, sure, but I didn’t think she’d make such a big deal out of it). So, I just casually threw out, “Wanna know what else is big?” I don’t know why I said it. It was one of those moments where I was just trying to be funny, but when I saw her face after I kissed her, I knew something had shifted. Her eyes were wide, like she didn’t know what had just happened. She didn’t say anything, but before I could process it, she bolted. Literally ran away.
It was the most awkward thing ever. I didn’t know whether I should chase after her or just sit there, wondering if I had completely ruined everything. But the weird part? Her friends came up to me later and told me that she liked me too. They said she was just shocked, and that she had been into me for a while. That’s when it hit me—maybe I had been overthinking it all along. Maybe she liked me back.
I’ve been bouncing between excitement and nerves ever since. The thing is, I can’t stop thinking about her. So now, with Valentine’s Day coming up, I’ve decided it’s time to tell her how I feel. I don’t want to let it drag on any longer. I’ve always known there was something more to us, but now I need to find out if she feels the same way too.
I know it’s a risk. What if she doesn’t feel the same way? What if it ruins everything? But I can’t just keep pretending like I don’t have these feelings anymore. I guess I’ll find out soon enough.
What do you think? Am I making a mistake by confessing on Valentine’s Day? Or is this the perfect time to finally get it all out in the open?