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Nicholas Rotolo

and

Jacquelyn Rodriguez

March 21, 2026

Chicago, IL

Our Story

SIXTEEN YEAR OLD US WILL NEVER BELIEVE THIS

It all started with two moody teenagers that went to the same high school. Since both our last names began with “RO,” we were in the same home room just a seat away from each other... lucky us. Nick was a little shit, and I was your classic perpetually irritated teenage girl. Let’s just say, friendship wasn’t exactly in the cards for us back then. Thankfully, we both grew out of those phases. Fast forward a couple years after Nick had transferred schools and we had both graduated, fate decided to stir things up. I was working at the pool hall near his house, and he was in the early days of his pool obsession. In those short two years since junior year, we had both changed completely. We were kinder, more patient, and generally happier humans, thankfully. Oh, and did I mention Nick had transformed into the neighborhood hot guy? Over time, our friend groups began to overlap, and we actually became friends, truly just friends. We were both dating other people, and "the hot guy" wasn't really my style. I was the metalhead girl with too many piercings, he wasn’t exactly shopping in that aisle. Just two people with some of the same friends. Years later, he offered to help me train for a bike ride from Detroit to Chicago. We were both newly single, doing the typical "mid-twenties" thing, and figuring life out. During this time we became real friends, not just one of many friends in a group. Then came the night everything changed. It was Super Bowl Sunday, and everyone met up to watch the game. This is the night my best friend Lisa decided that Nick and I liked each other. I say "she decided" because I swear, we were oblivious. So, in true best-friend fashion, she ditched me at the bar and told Nick to make sure I got home safely. What kind of friend does that? Well, the best (and worst) kind, it turns out. A few drinks and a lot of laughs later, sparks started flying. That little “decision” of hers changed our lives forever, and the rest is history. So, thank you Lisa, for being both the best and worst friend I could ever ask for.

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