A collection of questions to liven up phone calls with someone you like or are interested in
Questions that help you get closer to someone you’re interested in and deepen your bond through shared topics are essential when talking on the phone with someone you like.
As the conversation expands, you can learn more about each other and build the kind of relationship that makes you want to talk again.
In this article, we’ve compiled classic questions that are sure to liven up a phone call.
We’ll introduce a wide range—from ones that help you understand the other person’s hobbies and values to those that let you reminisce about past memories together.
If you’re calling someone you like for the first time or looking for questions that make phone calls more engaging, be sure to use this as a reference.
A roundup of fun, conversation-sparking questions for phone calls with someone you like or are interested in (1–10)
Are you the type to confess your feelings first?
If you’re unsure how to approach someone you like or are interested in, try asking, “Are you the type to confess your feelings yourself?” Depending on their answer, you’ll see whether you should confess yourself or wait for them to confess to you.
If they prefer confessing themselves, take a proactive approach.
If they prefer being confessed to, it can still be good to share your feelings and let them think it over.
Be careful with timing—depending on when you ask, they might take it as almost a confession!
Ideal type
Phone calls might let you talk more slowly and calmly than face-to-face.
It could also make it easier to touch on slightly deeper topics.
For example, your ideal kind of relationship—what type of person you’d like to date, and what kind of relationship you’d want with your next partner.
It might be good to boldly bring up these topics; it will likely increase your closeness.
Since the conversation could get lively and go on for a long time, try asking when the other person has a relatively flexible schedule.
If the Earth were to end tomorrow, what would you do?
What someone would want to do on the last day of their life can reveal what brings joy or happiness to the person they like or are interested in.
For example, if they answer, “I’d like to relax at home,” it likely means they usually find happiness and joy in spending time at home.
This can also help when planning a date.
By respecting what the other person values and creating a plan around it, you can make the time more comfortable for them.
Use this as a reference when suggesting games or activities they might enjoy!
Something that made me happy recently
One good way to keep a phone conversation lively is to share recent happy moments with each other.
It could be anything—praise you got at work or something fun from your personal life.
Starting with “Has anything good happened lately?” makes it easier for the other person to talk.
Over the phone, people tend to share at their own pace, so it’s important to do a lot of listening.
Someone who really listens to others’ happy stories is sure to leave a great impression!
What if you won the lottery?
If you want to understand someone you like or are interested in more deeply by learning their values, try asking, “If you won the lottery, what would you buy?” If you win the lottery, you can get anything, no matter how expensive.
The things someone would want in a situation where they suddenly have a large amount of money often reflect what they truly value and consider important.
Through this question, you can learn about their dreams, goals, outlook on life, and more.
And once you hear what they want, it’s a good idea to ask why, too!
Indoorsy or outdoorsy?
When you ask whether someone is an indoor or outdoor type, you can pretty much figure out how they spend their days off.
Before inviting someone you’re interested in on a date, try asking.
For example, if they say they’re an indoor type, you can suggest spending a relaxed time watching a movie or visiting a museum.
On the other hand, if they’re an outdoor type, you can plan a more active date, like going for a drive or visiting a theme park.
Ask in advance so you can get closer on your date!
Favorite YouTuber or TikToker
YouTube and TikTok are watched by many people in their everyday lives, like during commutes or while cooking.
Because of that, topics about YouTubers or TikTok are easy to relate to and can really liven up a conversation.
If you start with something like, “Do you have any YouTube channels you always watch?”, the other person will likely get into it and open up.
It’s also a great idea to share a favorite video—like, “You’ve got to watch this YouTuber’s video!”—and watch it together while on a call, then share your thoughts.
You’ll get to learn about their tastes, too!



