Sydney & Caleb

November 6, 2027 • Rockport, TX
525 Days To Go!

Sydney & Caleb

November 6, 2027 • Rockport, TX
525 Days To Go!

How We Met

While many love stories begin with grand gestures or cinematic timing, ours began quietly—on a cool evening by a fire. It was February 14, 2020—Valentine’s Day, though neither of us could have predicted what the night would come to mean.

A group of mutual friends had organized a casual bonfire gathering in Marion, Texas, and we both happened to attend. I (Sydney) was enjoying the evening, catching up with friends around the warmth of the fire, while Caleb stood just a few feet away, engaged in conversation. Eventually, a mutual friend introduced us. We exchanged a few polite words—nothing extravagant—but even in that brief interaction, something lingered. We were both incredibly shy, yet I remember the way he looked at me. It felt different—an unfamiliar, but comforting sort of glance. Though our words were few, our eyes met more than once. Caleb would later recall exactly what I wore that night, from head to toe—a detail he still remembers to this day.

After that evening, life continued and time passed. But on May 20, 2020, fate brought us together once again at another gathering with the same group of friends, affectionately known as “Wimberley Wednesday,” by the beautiful Guadalupe River. With the world slowly adjusting to the early days of the pandemic, this place became a cherished summer escape.

While most of the group joined in a game by the water, Caleb and I quietly remained seated nearby, just observing—content in the background. We weren’t being shy so much as simply enjoying the moment. Without saying a word, we shared another glance, a small smile—an unspoken connection beginning to form.

As the evening continued, a smaller group of us stayed behind when others left to pick up food. We discovered a rope swing by the river and, naturally, decided to give it a try. One particularly enthusiastic friend (who shall remain unnamed) misjudged his swing and nearly collided with me. Without hesitation, Caleb pulled me out of the way—his reflexes swift, like a true gentleman. And once again, our eyes met. It was then that Caleb asked for my Snapchat—not my phone number, as he’s often reminded, much to everyone’s amusement.

Later that evening, as we rode together in a friend’s Jeep back to Cibolo and Schertz, we ended up sitting next to each other in the backseat. Little did I know, my friends had orchestrated the seating arrangement. As we sat quietly, Caleb mentioned experiencing heartburn from the vegan burgers we'd eaten—fortunately, I had TUMS with me (as all good friends should). It was a small gesture, but one that opened the door for something more.

Then came a moment neither of us will forget: Caleb received a text from one of my friends that read, “Take her hand.” So he did—but in the most Caleb way possible: he offered a formal handshake. I was baffled. Then, under his breath, he seemed to ask, “Can I kiss you?” To which I replied, “You want to kiss me?”—more in surprise than in invitation. Miscommunication or not, he kissed me. And when he did, it felt like something out of a storybook. He then asked me out 2 days later on May 22nd.

From that moment on, we have never looked away.