What to talk about on a First Date

Being on a date, especially on a first date can be nerve-wracking. Fine, you already picked the best restaurant in town and you even managed to look good! But have you thought about what to do on your actual date? You know how fast a date can go from 10 to -1 real quick, right? A date is a social activity meant to be enjoyable and the perfect chance to discover interesting things about each other. The number one turn-off is a boring date. If you’re Brad Pitt gorgeous you might probably get away with it.. but.. even the good-looking guys mess up if they come unprepared. Really. True story.

But no need to panic, here are seven best conversation topics you can talk about on your date night – all of which are boring-proof:

1. TV Series
If her Facebook profile is full of GoT memes and her online personality test results show that she can be the mother dragon, well that’s a good warm up conversation topic. If you both like a particular show that would be just perfect. But what if you don’t have a single clue about the series she digs because you still haven’t moved on with How I Met Your Mother’s series finale? Believe it or not, it can be good news. Why? Because it’s exactly a conversation starter! But don’t go all clueless because it would give a negative impression that you don’t have anything in common. Research about the series; learn the plots and the key characters a little bit. Who knows you might not even enjoy your date but have a future series buddy too.

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2. Gordon Ramsay
No, you won’t be exchanging insults all night, silly! But is she the foodie type? If so, you may want to talk about foods that you’ll probably find on Gordon Ramsay’s Instagram. There’s nothing sexier than a man who shows interest on what she’s passionate about. You can even talk about your restaurant menu options. Word of caution: you may date a vegan and you probably might be a meat eater. So… make sure that you don’t turn it to an argument. Treat it as if she’s someone who just happens to love broccoli and you prefer pot roast. Instead of being defensive about your choices, lead a conversation about mutual respect instead. Both of you might even find interesting points about each other’s choices. Well, maybe not enough to convince you say no to bacon but you might go home more knowledgeable about your green leaves.

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3. Dream Vacay
I know this sounds kinda cliché, but talking about things outside work or daily routines will always be a good conversation choice. It’s just up to you to add a little kick to it. Think of piñacolodas, people still love it not just because of its tropical punch. Also, since you’re talking about destinations, tell her about your ultimate dream of visiting Sint Eustatius. But don’t limit your discussion about beaches or the tropics, urban sceneries can also be thought-provoking too.

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4. The “What If” Questions-Game
What if you won $5 million? What would your first purchase be? This game never goes old. This is a fun and a creative getting-to-know-you activity. This would give you a glimpse on what her preferences are and what her views are on random things. Just be cautious not be too political or ask questions that might be offensive – race, ethnicity, religion, sex… you know the drill. Remember, the goal of this activity is to loosen up and not be boxed on boring stereotype discussions.

To give you an idea, here are some “What If” questions you can use:

  • What if you have the option to cast the celebrity who would star on your life story, who would it be and why?
  • What if you can go back in time, would there be any historical event you would like to be part of?
  • What if NASA discovered another liveable planet, would you volunteer for a pilot visit?
  • What if you get a chance to talk to your 12 year old self, what would you tell her?
  • What if you can be any fictional character, who would you be?

5. The Unique List
Come prepared if you choose this option. It’s not easy to think about the things that are unique about you. Go first to give her an idea of what the topic is. Not being a fan of veggies is not really something unique or extraordinary. Come up with something like, “One thing unique about me is my sleeping habit. I can only go to sleep if I take a whiff of my favorite scent or perfume.” Then ask her if she has something similar to share. And from there, you’ll be surprised on how your conversation will cruise on auto-pilot. The key to spontaneous conversations is how to start with something interesting. Unique always equate to extraordinary.

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6. Would you rather?
This is a What If Game spin-off. The Same concept applies and you may base your questions or choices depending on your date’s personality.


  • If she’s into outdoor adventures you can ask – Would you rather hike Mt. Everest or go spelunking on Carlsbad Caverns?
  • If she’s the indoor type – Would you rather learn the recipe of the best tasting cake in the world or get the first ever edition of your favorite book?
  • Is she’s a foodie ask her – Would you rather have dinner with Julia Childs or Paul Bocuse?
  • Tattoo chick would be psyched to answer this – Would you rather get inked by a novice artist with the design that you like or by Chris Garver with a design you’re not a super fan of?

7. Sporty Spice
If you’re dating a chick who knows a lot about free throw averages or bicycle kicks or double plays then sports topics should be considered pronto! Guys are naturally sports-inclined so this should be a walk in the park. You can both talk about your favorite teams, if you have watched a live game before, any novelty items you bought, etc. If both of you are rooting for different teams, make sure to keep the discussion light and fun. You don’t want to sound like a crazed fan! And cmon you can’t screw this up, she loves sports! That’s a super turn on!

At the end of the day, what’s important is YOU being YOU. Do not pretend to be someone else so you’ll look more interesting. Trust me, your gas will run out. It’s just not worth it. Just have fun, share a glass of wine (or beer pint) if you must, be polite, listen to her stories and be YOU. That’s the coolest thing ever.

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