Dating questions, from a crush to a third date

The early questions decide whether there is a second date and the later ones decide whether there is a future. These sets run from first dates and dating apps to the talk about where this is going.

125 sets · 6,280 questions · each with a note on whyDeal me one at random

A few to start with

Who are the friends you see most, and how long have they been around?
Friends of ten years show they keep people, though someone who has moved a lot may have newer ones for good reason. Be slower to shrug off no friends at all, told as everyone else's fault. Ask which of them you'd get along with, and whether they picture you meeting.
From: Questions to Ask When Dating Someone
How many unread messages do you have right now, and how did I get past them?
People are either at zero or at four thousand, and each camp thinks the other is unwell. The second half fishes a little, so do not send it to someone who took two days to reply. A screenshot of the red badge is the best answer you can get.
From: Questions to Ask a Girl Over Text
What game, of any kind, have you put the most hours into?
'Of any kind' lets in chess, darts, pickup basketball and a board game his family takes too seriously, as well as anything with a controller. 'What are you like when you lose' is the follow-up, and his account of that is usually honest and funny.
From: Interesting Questions to Ask a Guy
What do you get complimented on the most, and do you believe it?
He gets to repeat a compliment without sounding vain, since you asked. The second half is where it turns sweet, because plenty of guys do not believe the nice things they hear. Add one of your own that he did not mention.
From: 21 Questions to Ask a Guy
Is there someone you keep meaning to text and haven't?
A name comes back, and often the reason it drifted. The kind follow-up is 'what would you say if you wrote to them tonight?'. Sometimes they do, and you can let your own thread rest while they type it.
From: Questions to Ask Over Text
What do I know about their life outside the one place I see them?
Someone you only meet in class, at work or at the gym is showing you one room of the house. Try naming what they care about away from there: a sister, a band, the job they are after. Asking what they did with the weekend is ordinary small talk and fills the blanks fast.
From: Questions to Ask Yourself About Your Crush

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