I seem to run into this a lot and haven’t seen this addressed.
Find out early if there are reasons that “making it work” will be fraught. Select a few of these questions rather than attempt to ask them all on the same first date! For example, if one person likes to take very long trips and the other person has a more standard two weeks vacation time. If asking this question leads to five solid minutes of them complaining you'll know the person sees the glass as half empty. Why: When you enter a relationship with someone you’re also entering a relationship with their friends. Why: If one of you doesn't like pets and the other has 3 dogs, that's likely to be a problem. Not every guy is good at making conversation with a girl he likes, so I’m here to help you. Take careful notes on this one so that you can do something romantic for her later on. If you’re not native to the city you’re in, then see what kind of ideas she has for fun. #20 If you would like to be famous, what would you want to be known for? #32 If you were stranded on a desert island, what 3 things would you want/need with you? But with these questions to ask a girl you just met, it’ll be easy as pie.35 important questions to ask a girl you just met It’s really important to ask the right questions when you first meet someone – and even after you start dating them. [Read: Instant chemistry – 25 flirty questions to ask a girl you like] #6 Do you have any siblings? #18 If you could live anywhere in the world, where would it be and why? It would be very different if she compared herself to Oprah than if she said she wanted to be like Kim Kardashian. [Read: 36 racy, random, funny questions for flirty guys and girls] #26 Do you have any hobbies? Simple, direct, and mostly just a ritual when you first meet someone. This will let you know a lot about her passions and what she wants to contribute to the world. [Read: Make her horny – 24 sexual questions to ask a girl over text] #11 Would you ever go skydiving? People who would go skydiving are very different than those who wouldn’t. Too many times, one person wants a hookup and the other wants a relationship. #29 If you won the lottery, what would you do with all the money? This question will give you a clue as to what is missing in her life.