Funny First Date Questions: Top 10 First Date Conversation Topics & First Date Tips to Break the Ice

Funny First Date Questions: Top 10 First Date Conversation Topics & First Date Tips to Break the Ice

The first date can be one of the most nerve-wracking moments of someone’s lives.

You have to look good; you have to pick the right time and place.

Worst of all, you have to think of things to talk about with someone you barely know.

Name a more anxiety-inducing situation. Come on, we’ll wait.

Funny First Date Questions

One of the best ways to initiate conversation is to ask questions.

With someone you barely know, you have to be careful with the things you say and the way you phrase your questions.

  • You don’t want to be too intrusive, nor do you want to seem disinterested.
  • You don’t want to be too superficial nor too deep.
  • You also have to avoid controversial topics at all costs.

At this rate, what is there left to talk about?

Here, we’ll include some examples of good conversation starters for a first date, guaranteed to bring out a few laughs and to break the tension between strangers … Enjoy!

 

1. Ask about Strange Abilities

The human body is an interesting one.

Bodies differ from person to person, and some people are capable of doing strange things like bending their fingers all the way backwards, or touching their chin with their tongue.

You can have a whale of a time laughing at your date’s peculiar abilities – but do beware that the question might be fired right back at you.

So, if you have no wish for exhibiting your weird talents in public, you might want to give this question a miss.

 

2. Ask about Favorite Childhood Cartoons

By asking this question, you’ll get a glimpse into your date’s childhood.

You can reminisce together about how cartoons have changed since the time you were kids.

You might even get access to funny little bits of information such as him having a crush on Lola bunny or how she wanted to grow up to be a Powerpuff Girl.

Whatever it is, it’s sure to bring out a few laughs and steer the conversation into one with a more relaxed tone.

 

3. Ask about Their Most Memorable Costume Party Outfit

Whether it was for Halloween, a party, or some other event, let your date recount the time which their dress up game was deeply etched into their memory.

It would be even better if they have photos to prove it.

They might look really good or really silly, so be prepared to react in a way which won’t hurt their feelings.

Also, prepare your answers in case you’re asked the same question in return.

 

4. Ask about the Worst Fashion Crime They’ve Committed – (Top #1 Among Funny First Date Questions)

We’ve all made that mistake in our youth where we insist on wearing a certain style which we thought was super trendy and cool – only to realize in adulthood what a mistake that had been.

You want to burn all existing evidence of that shameful period of your life, but at the same time you can’t help but burst out laughing looking at the photos.

It helps to break down a barrier between you and your date and help you get closer really quickly when you share something embarrassing with each other.

 

5. Ask about the Cringiest Pickup Line They Know – (Best #2 Among Funny First Date Questions)

It doesn’t have to be a pickup line which was used on them personally – it can be something they’ve read or heard before.

Exchanging pickup lines can be a really funny way of getting to know someone better.

You will get a brief idea of their sense of humor – what they find funny and what offends them.

As a plus point, you will most likely get a really good laugh out of the exchange!

 

6. Ask about their Silliest Online Purchase Ever – (Interesting #4 Among Funny First Date Questions)

If you’ve been anywhere near social media or the internet, you’ll have been exposed to a variety of advertisements selling all sorts of products.

Ask your date about the time they impulsively clicked on an advertisement and bought something totally ridiculous.

You’ll not only get an idea of what they’re interested in or concerned about (depending on the purchase), you’ll also get a glimpse into their spending habits.

Usually these impulse buys will also bring along a real funny story behind them, since they don’t normally work as advertised and are normally a waste of money.

 

7. Ask about the Most Useless Superpower Ever – (Intriguing #4 Among Funny First Date Questions)

The standard first date banter would be to ask your date what superpower they’d like to have.

A boring question leads to boring answers.

Why not ask them about they most useless superpower they can think of?

Then try to come up with potential situations, where these useless powers would come in handy – guaranteed to lead to a few laughs!

 

8. Ask about their Shenanigans if They were Given a Day as a Member of the Opposite Sex – (Popular #3 Among Funny First Date Questions)

This is one question which would lead to funny answers, but might reveal a little more than you like about your date.

If you’re the sort who prefers not to ask questions they don’t want to hear the answers to, then maybe wait to ask this question for when you know them a little better.

After all, you don’t want to judge someone based on what they said on the spur of the moment or in their attempt to come up with something funny to make you laugh.

 

9. Ask about the Strangest Thing They’ve Ever Witnessed

We see people doing weird things all the time.

Sometimes you’re just having lunch and minding your own business when someone starts counting their pet stone collection nearby.

Other times you’re grabbing a snack from the convenience store and there’s someone body waving against the alley wall.

Whatever it is, talking about it would be sure to bring up some hilarious events from your date’s past.

 

10. Ask if they would Prefer a Complete Lack or an Overabundance of Hair

This sounds like a really weird question, but weird questions beget weird answers.

That’s what makes it so funny.

You should just be careful about bringing up this question at all if you notice that your date is either really hairy, bald, or has a hair loss problem.

Other than that, it’ll be a fun question to ask and it’ll be funny to hear the answers to it.

 

Concluding Insights on Funny First Date Questions

There you have it, a small, handy list of questions with potentially hilarious answers, for you to refer to on your next first date.

Don’t be too rigid and stick to the list like an interrogation; rather, find natural gaps in the conversation in which you can insert these little quips.

Good luck, and have fun laughing with your date!

 


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