Questions To Start A Conversation With Someone That Aren’t ‘How Was Your Day?’

“How was your day?” is a common question to ask someone at the end the day, which some relationship experts say is the problem. It’s such a common question that it becomes a part of our routine, and you never dive past the surface with your answers.

Whether you’re trying to start a conversation with that new guy you’re talking to on Tinder, or talking to your long-term girlfriend, here are some questions to ask someone that aren’t the typical line.

Did You Read Anything Interesting Today?

person in striped shirt sitting on bench reading newspaper covering face
Photo Credit: Unsplash / Roman Kraft
Photo Credit: Unsplash / Roman Kraft

In a world where we’re constantly consuming content, there must be at least one thing that they read about today or learned that you didn’t.

Now they can tell you about it, and you’ll both be wiser.

What Was The Best Song You Listened To?

woman with headphones on seated listening to music
Photo Credit: Pexels
Photo Credit: Pexels

Did they discover a new band that they think you’ll like too?

Or did they listen to the new Ariana Grande album on repeat for yet another day because they’re obsessed with it?

Did Anyone Annoy You Today?

man with arms raised above head woman reaching out with one hand
Photo Credit: Unsplash / Toa Heftiba
Photo Credit: Unsplash / Toa Heftiba

In an ideal world, none of us would ever get annoyed by the people around us, but that’s not realistic.

Let them air their grievances and share what or who annoyed them.

How Did You Help Someone Else?

young man sitting in office at desk smiling on phone
Photo Credit: Unsplash / Bruce Mars
Photo Credit: Unsplash / Bruce Mars

No matter how small the act, anyone can feel a little bit of pride at the end of the day by remembering that they were able to help someone else in some way.

Besides, these are the type of things you want to know about someone.

If We Could Leave On A Vacation Tomorrow, Where Would You Go?

woman and man on bridge using camera on tripod
Photo Credit: Unsplash / David Marcu
Photo Credit: Unsplash / David Marcu

Who doesn’t love the opportunity to daydream a little bit?

Maybe a real vacation plan will stem from this question depending on how seriously you take it or how long you end up discussing it!

Did Anything Surprise You Today?

man holding phone looking at screen with surprised face
Photo Credit: Unsplash / Ashkan Forouzani
Photo Credit: Unsplash / Ashkan Forouzani

You might not be a fan of surprises, whether they’re good or bad, but it’s good to have a little mystery in life.

If something managed to surprise you, that means you learned something or broke away from your normal day, even if just for a few moments.

What Do You Wish You Did More/Less Of?

man gesturing at computer in boardroom black and white photo
Photo Credit: Unsplash / Charles Deluvio
Photo Credit: Unsplash / Charles Deluvio

You don’t necessarily have control over everything you do in a day, but looking in general at what you do and deciding what you don’t enjoy or what you loved is important.

It will help them make better decisions in the future.

Did You Feel Appreciated Today?

three women standing together arms intertwined smiling at camera
Photo Credit: Unsplash / Adam Winger
Photo Credit: Unsplash / Adam Winger

Everyone wants to end their day knowing that they’re appreciated by the people around them, but that isn’t always the case.

This question lets you know how your partner or friend is feeling, but it also lets you check in with yourself.

How Can I Make Your Day Easier?

man kisses woman's forehead laughing in field
Photo Credit: Unsplash / Priscilla Du Preez
Photo Credit: Unsplash / Priscilla Du Preez

This one can go together with the previous question, because if someone didn’t feel appreciated that day, maybe you’re in a position to make them feel better now!

You never know.

What App Did You Open Most Today?

array of apps on home screen of phone
Photo Credit: Unsplash / William Hook
Photo Credit: Unsplash / William Hook

Did they spend the entire day frantically checking the New York Times app to see if there was any breaking news, or did they need to tune out the world that day so they had Apple Music running all afternoon?

Are they someone who loves their social media and was always opening Instagram and Facebook?

Did You Run Into Anyone You Know?

two men seated with computers talking in office
Photo Credit: Pexels / Helena Lopes
Photo Credit: Pexels / Helena Lopes

Maybe they ran into an old colleague or ducked down a side street when they saw someone they went to high school with walking towards them.

It’ll make for a good retelling later on.

What Made You Laugh Today?

man and woman seated laughing outdoors
Photo Credit: Unsplash / Analise Benevides
Photo Credit: Unsplash / Analise Benevides

There could be some funny office shenanigans that took place, or maybe they watched a funny video that they want to share with you so you could share in their joy.

Bringing up those good feelings again will feel great for both of you.

What Did You Have For Lunch Today?

chicken and broccoli in tupperware
Photo Credit: Pexels / Keegan Evans
Photo Credit: Pexels / Keegan Evans

A follow-up to this one could also be, “what do you wish you had for lunch today?” if they had a particularly bland ham sandwich for their lunch that day.

Everyone has something to say about the food they eat!

Who Would You Cast To Star In A Movie About Your Day?

couple at home talking man seated woman standing
Photo Credit: Pexels / Jack Sparrow
Photo Credit: Pexels / Jack Sparrow

You could assign some deeper meaning to this one, but really, it’s just a fun way to get someone thinking about their day in a different way than the basic way we’re all used to.

Who knows, you might even get a great movie recommendation out of it.

How Much Coffee Did You Drink Today?

three people holding coffees, cheersing
Photo Credit: Unsplash / Nathan Dumlao
Photo Credit: Unsplash / Nathan Dumlao

If coffee isn’t their thing, you could swap it for tea, water, pop, whatever they’re known for drinking a lot of, or maybe what they’re trying to cut back on consuming so much of.

See if they’re sticking to their promise of drinking only one cup of coffee and a gallon of water a day.

Would You Redo Any Part Of Your Day?

man staring at billboard with graphs
Photo Credit: Pexels
Photo Credit: Pexels

This is a good moment for reflection.

You can’t have a do-over day, but you’ll probably run into the same scenarios another day as you did today, so they can consider how to handle it next time.

Did You Take Any Photos Today? Of What?

person taking travel photo
Photo Credit: Pexels / Oleg Magni
Photo Credit: Pexels / Oleg Magni

If you’re lucky, maybe they met a super cute puppy at their lunch break and took a picture but forgot to send it to you, so now’s the chance for them to share.

Who doesn’t want more pictures of dogs in their life?

Tell Me About The Worst Part Of Your Day—In Just Two Minutes

couple seated hands touching on table while talking
Photo Credit: Pexels
Photo Credit: Pexels

If someone had a bad day, chances are they’re going to want to talk about it, or at least part of it. The key is to set the time limit—not because you don’t care enough to listen longer, but because you want to set a limit for them.

Don’t let them wallow in the bad moments of the day for too long.

What Superpower Could’ve Helped You Today?

couple seated at kitchen table smiling talking
Photo Credit: Pexels / Ketut Subiyanto
Photo Credit: Pexels / Ketut Subiyanto

Maybe if you had been invisible, you wouldn’t have been pulled into that boring meeting, or if you had the ability to read minds, you would have been able to know exactly what your friend was thinking and you would have avoided that argument.

Sometimes it’s fun to daydream.

What’re You Looking Forward To Tomorrow?

older couple outdoors walking in the city
Photo Credit: Unsplash / Leon Seibert
Photo Credit: Unsplash / Leon Seibert

If today wasn’t a good day, focus on the future and think about what could be great about tomorrow.

There is always something to look forward to, even if that day wasn’t particularly exciting.

What’s Something You’re Grateful To Have Been Apart Of Today?

two people standing in a kitchen talking with one another
Photo Credit: Pexels / Jack Sparrow
Photo Credit: Pexels / Jack Sparrow

It’s nice to look back on their day and recall the things that made them happy.

Maybe they helped train a new employee or visited a new coffee shop on its opening day to support them.

What Did You Do That Made You The Proudest Today?

woman sitting on a couch with a laptop on her lap
Photo Credit: Pexels / Christina Morillo
Photo Credit: Pexels / Christina Morillo

Life is all about celebrating your accomplishments, the ones that are big and small.

Asking them what they accomplished today that made them proud will help them reflect on the smaller accomplishments like finishing a project or getting a chore done that they’d been putting off.

Did You Learn Anything New Today?

someone looking at a board full of illustrations
Photo Credit: Pexels / Startup Stock Photos
Photo Credit: Pexels / Startup Stock Photos

Learning happens every day, whether we notice it or not.

It doesn’t always have to be some neat trivia or a grand realization. Maybe they just learned a shortcut home from work.

Did You Get Any Compliments Today?

a woman looking in the mirror putting on red lipstick
Photo Credit: Pexels / Sam Lion
Photo Credit: Pexels / Sam Lion

Give them the chance to brag about themselves a little bit.

Did someone notice their cute outfit or hairstyle? Did a boss tell them they did a great job on something?

Did You Make Any Good Connections Today?

two women sitting on bean bag chairs
Photo Credit: Pexels / fauxels
Photo Credit: Pexels / fauxels

Any kind of connection a person makes is intriguing, even if it is a small one.

Maybe they had a genuine chat with a barista or a deep emotional connection with a dog they saw while walking.

What Was The Highlight Of Your Day?

woman standing in a park with her arms outstretched and leaves floating around her
Photo Credit: Pexels / Andrea Piacquadio
Photo Credit: Pexels / Andrea Piacquadio

Being thankful for one thing a day will help you stay in a positive mindset.

Asking someone what the highlight of their day was will make them think about what that moment was. It could even change their outlook on their day.

How Are You Going To Unwind Today?

person lying on a bed looking at their computer
Photo Credit: Pexels / Ekaterina Bolovtsova
Photo Credit: Pexels / Ekaterina Bolovtsova

They might not even know how they’re going to relax. Asking them how they’re going to unwind will bring that thought to the front of their mind and force them to consider slowing down.

No one should be on the go all the time.

What Is One Thing You’d Like To Change About Your Day?

a woman looking at her planner
Photo Credit: Pexels / Kaboompics .com
Photo Credit: Pexels / Kaboompics .com

This question could help someone make smarter choices about their day.

Maybe they’re upset they didn’t have time for a morning coffee. They can change that by setting their alarm a little earlier.

Do You Have Any Regrets About Today?

woman sipping from a coffee mug
Photo Credit: Pexels / Ksenia Chernaya
Photo Credit: Pexels / Ksenia Chernaya

Hopefully, someone’s day isn’t full of regrets, but it’s good to stop and consider if there were any.

It might lead them to see an issue they need to address that they hadn’t noticed before.

Did You Learn Anything About Yourself Today?

a woman sitting on a table looking out a window
Photo Credit: Pexels / Rachel Claire
Photo Credit: Pexels / Rachel Claire

People are constantly learning and growing, but sometimes they don’t always see it.

Maybe they learned that they don’t like a certain kind of pen, or perhaps they learned something more serious like they don’t love their job.