How to Create the Best First-Date Questions


Man and woman on their first date

Most of the best first-date questions on the internet are overused. So, why not create your own?

Every first date is a test where you answer the following questions:

Do you have romantic chemistry? Are your lifestyles and views compatible? Can you visualize yourself hanging out with them more?

And in this test, the only way to get answers is through a good conversation.

That’s why first dates are challenging. You can make all the best choices, from dating spots to outfits, but failing to socialize defeats your whole purpose: to know each other and determine whether or not you’re a good match.

We can’t emphasize enough the need to ask questions. It lets you get to know your date and keep the conversation going.

We won’t give you a list of questions to ask when dating so you can choose and call it a day. We encourage originality and creativity.

So, here’s how to craft the best first-date questions instead:


Go Light, Go for Laughter

Being tense on a first date is normal. After all, you’ve never been alone together for an extended period. But don’t let the tension set the pace and waste your chance at romance.

The best first-date conversation starters are ones that involve lighthearted humor.

Funny first-date questions especially set a relaxing mood and build rapport. Here are a few examples:

  • “What’s your favorite scent? Mine’s aromantic.”

  • “If you could travel back to another planet or galaxy, what would it be and why?

  • “What’s the most unhinged date you’ve been on?”

  • “If you were reborn as an animal, what would you like to be? I think I’d look awesome as a pterodactyl.”

  • “If we both won the lottery today, what would you want us to do?”

Be creative and try to avoid asking overused questions. There’s a huge chance your date has already heard those more than a handful of times. Repetition is boring. And in this case, perhaps even cringe.

Also, try to create questions with no right or wrong answer. Let your date’s imagination run wild. You'll be surprised at what you'll know if you let someone freely share what's on their mind.


Set Open-Ended Questions with Close-Ended Questions

Once you’ve lifted the tension, you can go more personal. Focus on getting to know their interests, lifestyle, and values.

Start with close-ended questions. This advice might make you doubtful (and understandably so).

Many say that the best first-date questions are ones that you can’t answer with just a yes or no. Otherwise, they’re conversation stoppers. But we beg to differ.

You can use close-ended questions to get quick answers and ease yourselves into a topic. Here’s an example:

“By the way, do you watch movies?” (Closed-ended)

“Hmm, yes.”

“Got a favorite?” (Closed-ended)

“Yes, of course. It’s The Sound of Music!”

“A terrific classic! What makes it your favorite?” (open-ended)

See that? Close-ended questions are good segues to open-ended ones. They keep you from making wrongful assumptions.

Let’s say you ask your date, “What’s your favorite movie and why?” You’re not even sure if your date watches movies. Worse, they might hate it. Close-ended questions allow you to easily sift through topics until you land on the right one.

You can also use them to steer your date in a particular direction.

“Do you like pizza?” That’s an invitation for another date right there!

“Have you been hitting the gym? You look like you’re in pretty good shape.” That’s testing their receptiveness to flirting!

Besides, step into your date's shoes for a moment. Receiving only open-ended questions can be tiresome and feel like an interrogation. So, mix up your yes-and-no questions with your hows and whys to make your conversations have a dynamic ebb and flow.


Man asking his date one of his funny first date questions

Keep it light if you want to break the ice. Ask some funny first date questions.


Use Self-Disclosure

Verywell Mind describes self-disclosure as sharing bits of your personal life and feelings. Therapists and businessmen usually practice this to build a rapport with their clients.

But why?

There are plenty of things to talk about on a date. The world is vast, and changes happen every day. But nothing beats a conversation founded on common ground, whether it’s shared experience or interest.

Let’s say you have a mutual passion for rescuing dogs. It’s not difficult to imagine spending the entire evening talking about the canine kind. But that wouldn’t be the case if your date doesn’t like animals, would it?

Opening up first allows you to establish common ground. From there, it becomes easier to connect.

But remember, there are levels to self-disclosure. For your first date, we suggest you keep it casual and fun. Here are some examples:

  • “What do you do when you’re alone? Do you have hobbies? I usually go for a run on weekends. To catch up on myself.”

  • “What do you do after classes [or work]? I often head to the park to feed my pigeon friends. I find it relaxing.”

  • “What does a day in the life of [her name] look like? Mine’s pretty much home to school and school to home. Sounds boring, doesn’t it?”

  • “Do you like books? I am currently reading Finnegans Wake by James Joyce. I’m already midway, but, honestly, I don’t understand the plot.”

  • “Got any big fears? I’ve been scared of clowns since I watched the movie It.


Be a Curious Soul

The first date is a test stage for chemistry and compatibility. And whether or not you make a good pair depends on the details you get out of your conversations.

Questions are a tool that can help you keep the exchange of stories and ideas going. As a bonus, they help you find common ground and connect.

So, start crafting your version of the best first-date questions. Take inspiration from our examples, and most importantly, be curious!

As you do, here's a reminder: Dates require mutual effort.

It doesn't solely fall on you to keep a conversation going. Your date is just as responsible. Even if you ask the right questions, if they aren't willing to open up or get to know you more, that's out of your control. Keep your chin up, and know you'll eventually find the one for you.



References:

Cherry, Kendra. 2023. “Self-Disclosure: What It Is and How It Builds Relationships.” Verywell Mind. https://www.verywellmind.com/how-does-self-disclosure-influence-relationships-4122387.