How a Chicago gay club meet-cute led to six years of love

When you think of epic love stories, your mind might wander to Paris or Rome. But let’s be real—sometimes the most amazing tales unfold where you least expect them. Case in point: Jess and Cassidy’s electrifying meet-cute at Scarlet, a popular gay club in Chicago, during a lively Cinco de Mayo celebration.

What is a meet-cute?

A meet-cute is a charming and unexpected encounter between two people that leads to the start of a romantic relationship. It can happen anywhere—at a coffee shop, during a walk in the park, or through a random mishap.

Pack your bags, we’re going on an adventure

Subscribe to our weekly newsletter for the best LGBTQ+ travel guides, stories, and more.
Subscribe to our Newsletter today

These moments are spontaneous and delightful, making the beginning of a love story feel special and memorable.

The night it all began for Jess and Cassidy

Picture this: Cassidy is at Scarlet, feeling a bit let down by an influx of bridal parties and the lack of romantic prospects. She’s just about to call it a night when she spots Jess in a short sleeve button-down shirt, buttoned all the way up.

Instinctively, Cassidy thinks, “That’s a lesbian!” And just like that, her night takes an interesting turn.

Jess, on the other hand, had already called an Uber, ready to ditch the scene. But as soon as she lays eyes on Cassidy, she knows she has to make a move. Goodbye, Uber (and hello $5 cancellation fee), because some things are worth taking a chance on.

Jess musters up the courage to crack a random joke, and voilà – the spark is ignited.

Now they’re six years in

Fast forward six years, and Jess and Cassidy are still going strong. Their favorite memories from that fateful night are laced with humor and genuine attraction. Cassidy reminisces about being instantly drawn to Jess’s joyful personality, while Jess fondly recalls how Cassidy’s smile could light up any room.

Their relationship thrives on mutual support and understanding. Jess appreciates how Cassidy helps her break out of her shell, while Cassidy loves how Jess accepts her, highs and lows included, and encourages her to embrace every aspect of herself.

Related

14 Chicago experiences, from custom-made leather to a soaking tub with skyline views
Discover the best of Chicago culture, food, and nightlife, from private tours and custom-made leather goods to hidden cocktail lounges.

The magic of Chicago’s LGBTQ+ scene

Chicago, with its vibrant LGBTQ+ scene, played a pivotal role in bringing Jess and Cassidy together.

Scarlet, nestled in the heart of Northalsted, is more than just a club; it’s a lively hub where people come to drink, dance, watch Drag Race, and everything in between. On that particular Cinco de Mayo, it became the backdrop for a love story that’s still unfolding.

Next time you find yourself in Chicago, consider stopping by Scarlet. Who knows? Maybe your own meet-cute is waiting just around the corner, amidst the laughter and the music of a bustling gay club on a festive night.

Jess and Cassidy’s journey from a spontaneous encounter to a six-year (and counting) relationship reminds us all that love often finds us when we’re least expecting it

Watch the full meet-cute here:

View this post on Instagram

A post shared by Meet Cutes NYC (@meetcutesnyc)

And don’t forget to subscribe to the GayCities newsletter for more LGBTQ+ travel tips, guides, and stories like this one!