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A collection of questions that will liven up conversations with friends. Talk themes to deepen your bond.

Looking for conversation starters that naturally liven up chats with friends? With social media everywhere, there should be plenty of shared topics.

Still, it’s not always easy to think of them, and figuring out how to ask the first question can be tricky.

So this time, we’re introducing a set of classic questions that can help deepen your conversations with friends or even spark them in the first place.

These are all questions that can reveal new sides of the other person, help you share values, and bring you closer.

Give them a try in your next conversation!

Questions to Get Closer Through Deep Conversations (11–20)

What was your childhood dream?

Childhood dreams? [We asked everyone]
What was your childhood dream?

As we spend our days busy, we have fewer chances to think back on the past.

In times like that, asking what dream you had as a child can be a good prompt to reflect on each person’s journey.

Let’s try to remember who we were back then—what kind of person we were, what sparked our dream, and what kind of dream we had.

For many, that dream has changed along the way, so it might also be interesting to focus on how it has evolved.

When do you feel like you’ve become an adult?

Let’s have everyone think about moments when they felt their way of thinking had changed from childhood—when they realized they’d become an adult.

Since this invites people to reflect on their childhood, it could naturally lead into themes like childhood memories.

There may be some negative images, such as feeling like one has lost their purity, but if many people can relate, it should liven up the atmosphere.

To keep it from becoming too somber, it might also be good to focus on the honest heart and purity that haven’t changed since childhood.

What’s in your wallet?

[Peek Inside] “Show us what’s in your wallet!” A full reveal of the forbidden “secret space.” In a cashless era and amid rising prices… what’s in there? How much? | TBS NEWS DIG
What's in your wallet?

Check what’s inside each person’s wallet and use it as a conversation starter.

If you announce the check in advance, some people might prepare beforehand, so doing a surprise check is recommended to see a more natural state.

Of course, you should compare how much cash everyone has, but make sure to look carefully at non-cash items too.

If someone happens to be carrying a lot of money, asking how they plan to use it could lead to an interesting story.

If there are loyalty cards or receipts in the wallet, you might get a glimpse into each person’s lifestyle and the conversation could really take off.

Complexes?

[Chit-Chat] Talking about my insecurities from my modeling days [Late-Night Snack]
Complexes?

A topic everyone can probably come up with when asked is their complexes; even though each person’s worries are different, it can make for lively conversation.

Things you normally wouldn’t want to say might work as a funny story in the atmosphere of a drinking party.

By talking about them, you may realize they’re not such a big deal, or you might bond with someone who has the same complex—there can be plenty of positives.

However, at a drinking party with people you’re not yet close to, this kind of topic might be unwelcome, so be mindful of the distance before bringing it up.

What’s something you can only talk about now?

There are things you can only talk about now!!! Part 2
What’s something you can only talk about now?

Doesn’t everyone have stories that, while not funny at the time, turned into good laughs as the years went by? Tales of student-era romances or rookie mistakes at work—these conversations, which connect across each person’s own genre, can really liven up a drinking party.

That said, some stories still aren’t laughable if they’re ongoing, so choose your material based on the people present and the mood.

On the other hand, talking about something you’ve been carrying alone for a long time can make you feel lighter, so this is a conversation theme I highly recommend trying.