Chill and Funny First Date Questions If You’re Socially Awkward

a couple thinking which first date questions to ask

Not knowing what kind of questions to ask on a first date can be nerve-wracking. Especially if you’re kind of awkward when it comes to social interactions.

Imagine you’ve finally built up the courage to ask out your crush. Turns out, they like you too!

So you finally go on a date and it’s going well. But then…the almost inevitable awkward silence ensues.

What do you do then?

I enjoy getting to know people and bringing up all sorts of random topics once I am comfortable but even I have experienced an awkward silence here and there. As an introverted, socially awkward person, it’s not my cup of tea at all.

A first date is the perfect opportunity to get to know someone. Sure, it can induce some nervousness but you should also look at it as an opportunity to have fun getting to know someone and sharing about yourself.

That is where having some interesting questions to ask can come in handy. From deep, thought-provoking questions to weird, funny ones, they can tell you a lot about a person. You can learn about their personality, goals and ambitions and you can also find out if they’re goofy and they don’t always take themselves too seriously.

Here is a list of questions that are perfect for a first date and that will help you avoid any awkward silence that may come up. Have fun with those!

Deep First Date Questions

What piece of advice would you give your younger self?

What piece of advice would you give your future self?

What are the top 3 best things about your life right now?

What is your biggest fear?

What has been your biggest achievement so far this year?

What’s your favourite inspirational quote? Why?

What’s your favourite childhood memory?

Did you have any resolutions at the start of the new year? If yes, what are they and how are you doing with those?

What is something you deeply regret?

If you had a million dollars, how would you use it to change the world?

Funny Things to Ask on a First Date

Who’s your celebrity crush?

What’s your absolute least favourite food?

If you could play a TV show character, who would you be and why?

If you could play a cartoon character, who would it be and why?

What’s the most fun thing about being your age?

What’s the least fun thing about being your age?

What’s the weirdest but most lovable thing about you?

What 3 items can you not live without?

What 3 people can you not live without?

Which famous actor/actress would play you in a biopic about your life?

What interesting questions have saved you from an awkward silence on a first date? Let me know down below!