Now I assume you’re here because you saw the list of “5 dates girls/guys DON’T want to go on” that we just posted on Instagram. But fear not, dear reader.. We’re not the kind of folks to leave you hanging like a bad punchline, or let you sulk in disappointment. Here at First Round’s On Me, we believe in turning those dating frowns upside down. So, I’ve whipped up a list of five dates that anyone, in my humble opinion and regardless of gender, would jump at the chance to go on. Grab a glass of wine, and let’s dive in..

Live Podcast or Comedy Show

Why settle for Netflix when you can be part of the action? Grab tickets to a comedy show—because nothing says "I’m interested" like snorting with laughter next to your date. There’s something magical about being in a room full of people cracking up, and trust me, it’ll get those conversation sparks flying afterward. Bonus: If the comedian bombs, you've got instant inside jokes for life. Plus, laughter? It’s basically the cheat code to bonding. So go ahead, let those belly laughs roll—you might just find humor is your new love language.

Volunteering Together

 Why not sprinkle a little altruism into your budding romance? Spend a day giving back to the community and discover new layers of each other along the way. Not only will you get to know each other on a deeper level, but the shared experience of helping others can really strengthen your connection. Plus, nothing says “I’m into you” quite like watching your date show off their compassionate side. Love really is in the air when you’re making the world a better place—one good deed at a time!

Escape Room Challenge 

Now this in niche, and honestly, could end in disaster…But there’s no better way to test your compatibility (while having a blast ) than a good ol’ escape room. Working together to solve puzzles and riddles not only sparks teamwork but also encourages communication and creativity. Plus, the adrenaline rush of racing against the clock adds an exhilarating twist to a traditional date. Will you make it out in time, or will you end up in a dramatic love story that turns into a horror film? Only time (and your problem solving skills) will tell!

Trivia Night at a Local Bar

Get ready to flex those brain muscles because I truly think a trivia night at your favorite local bar is an immaculate date. This isn’t just another date night; it’s an opportunity to unleash your inner trivia champ while also showing off your impressive—yet totally random—knowledge. After all, nothing brings people closer than a little friendly competition! Plus, the thrill of working as a dynamic duo can spark some serious chemistry. Who knows? You might just discover that your date's knowledge of obscure 90s TV shows is an absolute match made in trivia heaven!  Even if you don’t win, you’ll have plenty of laughs and maybe even a few embarrassing stories to share later.

Classic Drinks Date 🍹

Let’s be real—sometimes, simplicity is sexy. While grand, elaborate dates have their moments, nothing quite beats the charm of a classic drinks date. Whether you’re sipping cocktails on a trendy rooftop, getting cozy in a dimly lit speakeasy, or grabbing a craft beer at your favorite local dive bar, this kind of date is the unsung hero of romantic rendezvous. Why? Because drinks + conversation = magic. There’s something effortlessly intimate about sitting across from someone, cocktail in hand, swapping stories while the chatter around you fades into the background. The low-pressure, laid-back vibe allows you both to just relax and be yourselves. Plus, you get the added bonus of discovering their go-to drink order, which could tell you more than you think! Do they go for a classic Old Fashioned (hello, smooth operator) or a spicy margarita (expect things to get a little bold.) Whatever the drink, it’s the perfect icebreaker. And hey, if the conversation flows as smoothly as that second round of drinks, who knows? You might just be planning your next date before you even finish your first one. 

From adrenaline-pumping escape rooms to cozy drinks dates that feel like a scene straight out of a rom-com, the secret sauce to a stellar date is all about that shared experience and the spark of connection you create. So get out there and make some magic happen—because life’s too short for boring dates! Until next time x