If you’ve ever worn a wig of bright blonde curls, marched loudly into a bar, and unleashed your inner Celia Cruz while clutching a microphone—you know what it’s like to take a work assignment too far. If you haven’t? Welcome to the weirdest thing I’ve ever done for a story.

It all started on an unassuming Monday morning in my editor’s office (cue the dramatic newsroom buzz in the background), where the assignment was as vague as it was terrifying: “Isabela, find out if karaoke can be a bonding ritual for couples.” Cute, right? Fun, even! Except, spoiler alert: I can’t sing—not even in the forgiving echo of a shower. But work assignments have a way of turning into unexpected therapy sessions, embarrassing public performances, or in this case, the most ridiculous night of my life.

The Setup: Sing Your Heart Out (Or Die Trying)

Now, to say I was unqualified for this would be an understatement. A musical bone, I do not have. The last time I sang anything louder than a mumbled “Happy Birthday” was in third grade when I auditioned for a school play, only for the teacher to kindly suggest I focus on the background scenery. Still, I told myself karaoke wasn’t about perfection—it was about passion and putting yourself out there, which, in a way, is an excellent metaphor for relationships. Sure, you may not hit the notes every time, but what matters is showing up, being vulnerable, and just going for it.

I enlisted the help of two friends, Dana and Luis, a couple fresh off the highs and lows of trying to assemble an IKEA closet together—a true test of commitment, if we’re being honest. They were also game for my experiment and, let’s face it, good backup when I inevitably chickened out. The three of us scoured Yelp for Miami’s quirkiest karaoke spots and landed on País Tropical, a neon-lit homage to ‘80s Latin pop hits and $2 tequila shots. Perfect.

The Execution: When Things Go Muy Mal

Fast forward to karaoke night. The place was packed, not just with locals, but with brave souls waiting for their moment of glory (or infamy) under the spotlight. Our first order of business? Picking songs.

Luis, in his suave, Rico Suave way, picked La Bicicleta by Shakira and Carlos Vives. Safe but catchy—a crowd pleaser that doesn’t require much vocal gymnastics. Dana, who shockingly has the voice of an angel, went for Selena Quintanilla’s Dreaming of You, a song that made the room collectively clutch their hearts. And me? After much internal debate, I did what any self-respecting Cuban girl who grew up dancing in her Tía Maritza’s living room would do: I chose to belt out Celia Cruz’s La Vida Es Un Carnaval.

Here’s the thing: I thought I’d get up there, cha-cha my way through the first verse, and let the joy of the moment carry me to the finish line. But the second I grabbed that mic, my brain short-circuited. I blanked on the words. My hips forgot their lifelong partnership with rhythm. Somewhere in the audience, I’m pretty sure a child booed. Even worse—it was a slow-boo, like he wanted me to feel the sting.

Luis tried valiantly to help from the sidelines, throwing in an "¡Azúcar!" or two, but I was past saving. An especially merciless note made the microphone screech, and I briefly considered faking an injury to escape. When I sat down, Dana patted my back and said exactly what I needed to hear: “Honestly, your shimmy saved it. Next time, maybe don’t try the high notes, amiga.”

What Did I Actually Learn?

When the night was over and the sting of public embarrassment started to fade (helped along by pastelitos at a nearby 24-hour bakery), I found myself thinking about vulnerability. Karaoke is weirdly intimate—not in the sense that you’re baring your deepest secrets, but because you’re exposing something just as raw: your fear of looking foolish in front of other people.

Watching Dana and Luis perform was even more fascinating. They worked as a team, hyping each other up, harmonizing (or attempting to), and cheering for one another more enthusiastically than the crowd—it was peak wholesome energy. Even when Dana playfully ribbed him for forgetting a verse halfway through, it was all good fun. Karaoke didn’t just test compatibility; it became a playful reminder of their partnership.

The truth is, moments like these—moments that teeter on the edge of ridiculous—are the magic glue that bonds people. Whether it’s singing a duet of Despacito completely off-key or laughing until you can’t breathe about how bad you were, shared silliness builds intimacy in ways serious conversations just can’t.

My Takeaways for Risk-Taking in Love

What does this mean for you? Whether you’re braving a late-night karaoke bar with someone new or deep into a long-term relationship, taking risks and leaning into the weirdness of it all is worth it. Even if you bomb spectacularly (believe me, I did), you come away with a story, a shared laugh, and maybe, if you’re lucky, a deeper connection. So, the next time you’re presented with an opportunity to step wildly outside your comfort zone, here’s my advice:

  • Don’t Let Fear Make Decisions for You: Yes, you might flop. But isn’t it better to flop gloriously than wonder what could’ve been?
  • Embrace Embarrassment with Both Arms: Awkward moments can be gold mines for connection. It shows that you’re human—and who doesn’t love that?
  • Lean Into the Playful: Shared humor and spontaneous fun keep relationships exciting, whether you’re a fresh couple or five years into marriage.
  • It Doesn’t Have to Be Karaoke: Maybe your thing is trying salsa lessons, hiking a (mildly intimidating) mountain, or painting hideous pottery together—just find your way of stepping into a shared adventure.

Final Thoughts: Live the Lyrics

At the end of the day, I learned there’s a reason why Celia Cruz sang La Vida Es Un Carnaval. Life is supposed to be a balance of effort and fun. Whether you’re belting out a random pop song for the love of it or trading shy glances with someone you’re just getting to know, it’s all part of the carnival. So, go forth: grab the mic, take the leap, and embarrass yourself in the best way possible. Because when all else fails, you can always end on a shimmy.