50 Very Best Truth Or Dare Questions To Ask Your Crush

Is this an interrogation? Maybe, but a few dares are included in order to not seem too suspicious! Learn some more about your crush and hopefully by the end they will be in love with you, unless you learn that you don’t like them anymore.

What’s your biggest fear?

Obvious one, a great way to ease into the deeper questions and start getting to know each other.

If you had a week to live, what would you do?

There are actually many different responses for this question, to discover whether they are a “go skydiving” or “visit family” type.

Have you ever been in love?

And so the romance questions commence…

I dare you to scream as loud as you can

It’s just funny! Also will help you with your sexual frustration.

If you could go back in time, would you change anything?

Deeper we go, can help you see if your crush leans towards optimism or pessimism!

What was your wildest night out?

Fun way to start hearing an anecdote and could lead to a bunch of wild stories.

If you could swap lives with one person, who would it be?

Interesting to see whether they choose someone rich and famous or someone in their own life they admire!

When was the last time you lied?

You are slowly uncovering their flaws, or their innocence. Hopefully if they aren’t a good person you can eliminate them now rather than later.

What is a terrible tv show or movie that you love?

Discover something they are ashamed or embarrassed of but still keeping it light! Can’t get too deep too quick.

What’s one thing you would change about your appearance?

Everyone has insecurities, but sometimes there’s so many that this person should probably focus on loving themselves before you.

If you had a million dollars, what would you spend it on?

Basic but good for spotting either morals or just silliness! Whatever you are into!

I dare you to remove one item of clothing

Ooh spicy! Don’t get too excited, maybe just take off a sock to play it safe.

What would you choose for your death row meal?

Ordinary but interesting question! Doesn’t help you learn too much but once again you can’t come on too strong!

What’s the most pain you’ve ever been in?

Can be physical or mental, so this question has the potential to get deep.

When was the last time you said sorry and what for?

Again, the answer can be good or bad, depending on how they speak about it, but at least they said sorry in the end! Shows they can be apologetic, or not.

If your house was on fire, what are 3 things you would save, apart from people?

What material items do they value? Is it emotional sentiment or economic sentiment?

Have you ever stolen something?

Nobody is perfect! Learn each other’s values and hear or tell more funny stories!

I dare you to show me the last note you wrote on your notes app

Some people just really spill their mind on their notes, otherwise it could just be a shopping list

What are your top three turn ons?

Learn what they like and do it! But only if you want to do it.

Who is your celebrity crush?

Again, don’t feel discouraged if you don’t look like this celebrity, because you are beautiful in your own way, unless they reveal that they “play for a different team” then you should definitely give up.

I dare you to switch clothes with me

Get naked! Just kidding, see what they do first…

When did you lose your virginity? Story time!

More anecdotes! They start huge conversations! You are best friends at this point in the game, maybe you’ve even stopped playing and you’re already madly in love.

Do you hate anyone? Who?

Juicy gossip, nothing more, nothing less. Gossip can be very fun.

I dare you to DM “Sup buddy” to someone you know but have barely spoken to?

Just fun and depending on how they react you can tell

how much or how little shame they have!

What’s your grossest habit?

Hopefully it’s not too bad and turns you off, but again, nobody’s perfect!

What’s the most expensive thing you own?

Must ask a lighter question here and there, don’t think too hard and lose focus.

What’s something silly that you are emotionally attached to?

Might make you go “Awww” and fall in love!

I dare you to post an ugly selfie

Maybe everyone else will find it weird and you will have them all to yourself! No guarantees.

Strangest place you’ve peed?

If you’ve never peed in a weird place have you even lived? Can judge a lot about a person based off their answer.

Who was your first kiss?

Another story time and flashback to you younger years.

Stupidest thing you’ve ever done?

Could get deep, or could make you laugh- Both options are good!

Are you afraid of becoming your parents?

Learning about the family dynamic and the relationship they have with their parents is important.

What’s something you’ve never told anyone?

You are trusted, hopefully!

Have you ever ghosted anyone?

Flaws, flaws, flaws… Who cares? Do you? If you do then that’s understandable. You don’t want to risk being ghosted, unless they regret it.

Do you have any tattoos?

Maybe it’s in a secret place, but it will be a stupid question if they have tattoos in plain sight.

I dare you to approach a stranger and start a conversation

Courage is important, again are they shameful or shameless? And you?

Have you ever been heartbroken?

Deep again, be there to “comfort” them!

Who was your first crush?

Light question but leads into the topic of “crushing.” If you out the word in their head maybe they will begin to “crush” on you.

If you could be any animal, what would you be?

Fun question! Learn about their personality.

Have you done any drugs?

Scandalous, maybe you match up, or maybe this can uncover red flags.

I dare you to call in sick to somewhere you don’t work

Very funny dare! Can turn into a whole game if you want!

When was your first time getting drunk?

Memories of teenage naughtiness: what’s more sentimental?

Do you think you think you are a good person?

Maybe a bit deep but I think this far in the game you are close enough and may illuminate their humility or lack of.

What are you most passionate about?

Learn and listen to the way they talk about the things they like! Maybe you can relate, maybe you just like to listen!

I dare you to wear your shirt inside out

Maybe a good way to get someone to take their shirt off.

What’s your most unpopular opinion?

Can start more political, deal-breaking conversations, but hopefully you agree on certain things.

Do you consider yourself selfish?

Some argue everyone is selfish. Where do you and your crush stand on this?

I dare you to sing me your favourite song

Hopefully they are shameless and maybe it’s even a talent of theirs and you may crush harder, or get the ick.

Why did your last relationship end?

More insight into their dating life, and what possible emotional baggage they are carrying.

What stage of your life do you miss the most?

Ending it with memories as you create your own memories for you future together <3