Questions to Get to Know Someone
A good question breaks the ice far better than a forced “so, what's new?”. These questions help you truly get to know someone new – whether you're chatting in person or online.
Easy icebreakers
- What's something you could talk about enthusiastically for hours?
- How was your day in a single sentence?
- Coffee, tea, or something else entirely in the morning?
- What's a place you'd definitely go back to?
Never run out of questions
The Cards by Guessy app has hundreds of icebreaker and conversation questions – perfect for a first date, friends' nights or online chats. Try it free.
For really getting to know them
- What have you changed most about yourself in recent years?
- What are you most proud of lately?
- Who do you truly admire, and why?
- What decision led you to the life you have now?
Fun questions to get to know someone
- What's the strangest food you've ever tried and would eat again?
- Which movie or series character would you grab a coffee with?
- What totally useless knowledge are you actually an expert in?
- If you had a superpower for one day, what would you use it for first?
Never run out of questions
The Cards by Guessy app has hundreds of icebreaker and conversation questions – perfect for a first date, friends' nights or online chats. Try it free.
Frequently asked questions
What are the best questions to get to know someone?
The best questions are open-ended, can't be answered in one word, and invite an honest reaction. Start light, then gradually get more personal.
What questions should I ask online?
When chatting online, short, playful questions work best because they're easy to answer. Pick one from the list and don't ask several at once.
Can I use these questions with friends too?
Yes, many work great with old friends – you'll often discover something you never knew about each other.

