Questions About Future Plans and Dreams
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Couples talk about the future constantly and almost never on purpose. It arrives sideways, attached to a decision — a lease, a job offer, a city — and by then you’re negotiating rather than dreaming.
This collection makes the future the subject rather than the constraint. Tell me a goal you’ve never shared with me. What does your dream life actually look like, in detail. What’s stopping you from living it. Is there a dream you’ve given up on, and why that one. If you could know one thing about our future, what would you want it to be. Have your dreams changed since we met.
That last category matters more than people expect. Plans made at twenty-five quietly expire, and couples keep referring to them for years because nobody checked whether both of them still want the same thing.
Ask these before a decision, not during one. When there’s no lease to sign, both of you can answer honestly about what you want — which is exactly the information you’ll need when there is a lease to sign.
This week’s picks
Three of the collection’s highest-rated questions, by votes and saves from people using the app. The three shown change every Monday.
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01
Do you have any debts that I need to know about? How do you plan to pay them off?
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02
How do you feel about working after retirement? Do you plan to continue working?
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03
How have your dreams and goals changed since you were in your late teens or early twenties?
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The full list
Ranked by how people using the app voted on them.
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How do you envision us in the future?
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Do we have shared dreams that we should strive to achieve?
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Do you have any “unfinished business” with people from your past? How do you plan to resolve it?
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What's one unfulfilled dream you still have?
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What childhood dream still seems exciting to you?
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How would you evaluate your personal growth over the past year?
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What wish would you like to fulfill next year?
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Are we ready to consider financial planning for our potential future children?
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Do you have desires that you only fulfill in your imagination, without sharing them with me?
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What are your secret wishes for our relationship that you haven’t spoken about yet?
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If we were granted one wish together, but had to agree on it, what would we wish for?
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What are your hopes and dreams for our relationship and what steps can we take to make them a reality?
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Have you ever wanted to record a home video? If yes, what stopped you? If no, why not?
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Do you feel like our relationship is balanced in terms of give and take?
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How can we improve our joint financial planning?
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Do you think your deepest desires align with mine? How can we bring them to life?
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What motivates you more – personal growth or career success?
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Have you ever had the desire to sleep with someone of the same sex?
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What urge do you feel but would never act upon?
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If you could plan the perfect date with me, what would that include?
Ask a better question tonight
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