20 questions in dating
Will you be just as apt to keep the bathroom door closed six months, six into the relationship, as you are right now? Do you have any plans to gain a ton of weight/lose a ton of weight/take up drugs/change your career/change your religion/change your country of residence, or in any other way drastically alter your life in the next two years?
Does any part of you right now think that I’m not someone you could be serious about?
It’s a great way to learn a little bit more about their background and spark a discussion about the way you both grew up. You want to know where someone came from, but it can be a delicate subject. The way that someone saw themselves in high school when they were can say a lot about who they are. Maybe it’s hitting a time goal on a run or learning how to make pesto or finally getting the hang of something at work.
(Maybe their relationship with one of their parents or siblings isn’t great.) This is a nice way to leave it open-ended, and let your date chat about their family in terms that are as specific or as general as they want. It opens up room to hear about what they value without making your date feel like they’re bragging.
If we were to date, how often would you expect oral sex? What’s your policy regarding leaving people suddenly and without warning? I’m not saying right away, but eventually down the line, how open would you be to introducing a third party to our sex life?