You open a random chat, meet someone interesting, and then… your brain goes blank. If you’ve ever wondered “what should I ask strangers to keep a conversation going?”, you’re not alone. Whether you’re on random video chat, just chatting with someone new, or trying to make friends online, the right question can turn a 10-second interaction into a real connection.

1. “What made you click chat today?”

This is the perfect opener for random chat sites like chitchat.gg.

It’s friendly, curious, and gives the other person room to share their mood:

• “I’m bored after work.”
• “Couldn’t sleep.”
• “Just wanted to meet new people.”

Instant conversation fuel.

Why it works:

It focuses on the present moment and feels natural in talk to strangers online spaces.

2. “What’s something you’re weirdly passionate about?”

Everyone has a topic they can talk about for hours—houseplants, car engines, K-pop, or collecting random mugs.

This question:

• Creates energy
• Reveals personality
• Leads to fun stories

Perfect for moving from small talk to deep conversation with strangers.

3. “What’s the best part of your day so far?”

Positive, easy, and human.

Instead of boring “how are you?”, this gets real answers:

• A good meal
• Finishing exams
• Meeting a cute dog

Great for just chatting when you don’t know what to say.

4. “If you could teleport anywhere right now, where would you go?”

Fun + imaginative + revealing.

You’ll learn about:

• Their dreams
• Culture
• Travel stories
• Secret life goals

This is gold for random video chat conversations that need a spark.

5. “Are you more of a night person or morning person?”

Simple but powerful.

Follow-ups are endless:

• What do you do at night?
• Favorite late-night snacks?
• Worst alarm clock story?

Ideal when you searched “how to keep a chat going with strangers online.”

6. “What’s the most random thing you learned recently?”

This one always surprises people.

Answers can be:

• A weird fact
• A life lesson
• TikTok trivia
• Something useful

It instantly turns a stranger into someone interesting.

7. “What’s a song you never skip?”

Music = emotional shortcut.

You can:

• Exchange playlists
• Talk about concerts
• Bond over nostalgia

One of the best questions for meeting new people online with similar interests.

8. “What’s something you miss from childhood?”

This gently opens deeper territory:

• Old games
• Family moments
• Simpler times

Perfect if you want meaningful chats instead of surface-level hellos.

9. “What’s the funniest thing that happened to you online?”

Meta and relatable—especially on random chat.

You’ll hear:

• Weird encounters
• Wholesome moments
• Epic fails

Great icebreaker for people using chitchat.gg for the first time.

10. “What’s one thing you want to do in 2026?”

Future-focused and optimistic.

It shows you care beyond the next minute and often leads to surprisingly deep conversations with total strangers.

Pro Tips for Asking Strangers Questions Online

If you’re using random video chat or text chat:

• Ask one question at a time
• React before jumping to the next
• Share your answer too
• Don’t interrogate—conversate

People who search “how to talk to strangers without being awkward” usually just need this mindset shift.

FAQ – Asking Questions in Random Chat

❓ What are good first questions to ask strangers online?

The safest starters are:

• “What made you come online today?”
• “Where are you chatting from?”
• “How’s your day going?”

These feel natural on platforms like chitchat.gg.

❓ How do you keep a conversation going with strangers?

Use the FORD method:

Family – Occupation – Recreation – Dreams.

❓ What NOT to ask strangers?

Avoid:

• Exact location
• Personal identity details
• Pushy dating questions
• Anything too intense too fast

Safety first when you talk to strangers online.

❓ How do I stop being awkward in random video chat?

Think: curiosity > performance.

You’re not on stage—you’re just meeting a human.

Turn Questions Into Real Connections

The difference between a dead chat and an amazing one is usually one good question.

Next time you’re on chitchat.gg, bored and thinking “what should I say to strangers?”—steal one from this list and watch the conversation come alive.

Real people. Real stories. One question away.

👉 Start just chatting now on chitchat.gg and test them out.