Questions to ask on a date or while dating

Do you still keep in touch with people from school?

A short question that opens onto how much work she puts into keeping people. Either answer is fine; asking about one of them by name is what moves this past small talk.

From: Good Yes or No Questions to Ask a Girl

What would your best friend need to see from me before signing off?

A playful way to acknowledge that a review panel exists. Her answer describes what her friends have watched her go through before, so listen to the serious part inside the joke.

From: Questions to Ask a Girl

What is the best thing you have read or watched this year?

Recommendations are easy to give and hard to fake. What someone actually finished this year is more informative than a favourite film of all time, which is usually a decade out of date.

From: Questions to Ask to Get to Know Someone

What do you need from someone before you trust them?

Answers are usually concrete, being told the truth about small things, being introduced to people, consistency over weeks. It converts trust from a mood into a set of actions you can actually take.

From: Questions to Ask on a Third Date

What totally normal thing do you somehow look suspicious doing?

Walking out of a store without buying anything, carrying a ladder, waiting in a parked car. It gets him laughing at himself without asking him to confess to anything real.

From: Questions to Ask a Guy

What did you tell your friends about our first date?

Playful on the surface, informative underneath. You learn whether they debriefed at all, who they debriefed to, and what they chose to lead with, which is usually the thing that stuck with them.

From: Questions to Ask on a Second Date