Long-Term Partners
Conversation Starters by JamSocial
Updated February 17, 2026
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What is a 'new' thing you've noticed about me in the last six months?
If we could retire tomorrow, what would our ideal Tuesday look like?
What’s a small habit I have that you secretly find endearing?
What’s the funniest 'inside joke' we’ve created this year?
If we were to win a 'Couples Olympics,' in what random category would we take the gold?
What is your favorite photo of us and why?
If we could teleport to any restaurant in the world for dinner tonight, where are we going?
What’s a song that always makes you think of our early days?
What is one thing I do that makes you feel most 'at home'?
If we were characters in a sitcom, who would be the 'sensible' one and who would be the 'wildcard'?
What is a 'win' we’ve had as a team recently that we didn't celebrate enough?
How has the way you see our future changed since we first met?
In what ways do you feel I’ve grown or changed the most since our first year together?
What’s a tradition we don’t have yet that you’d love to start together?
When was the last time you felt really proud to be my partner?
What’s a hobby or interest of mine that you’ve grown to appreciate more over time?
If we could outsource one 'adulting' task for the rest of our lives, what would it be?
What is something you’ve learned about love from watching me?
What does 'romance' look like to you in this current season of life?
What’s a challenge we overcame together that made us significantly stronger?
What is something you’re currently struggling with that you haven't fully shared with me yet?
How can I better support your personal dreams that are separate from our 'couple' goals?
If you could write a thank-you note to the 'us' of five years ago, what would it say?
What is a fear you have about our future that we rarely talk about?
How has your definition of a 'good partner' evolved since we’ve been together?
What part of our relationship do you feel is our greatest strength right now?
Is there a way I’ve changed lately that makes you feel more or less connected to me?
What does 'aging together' look like in your mind? What are you most looking forward to?
What is one thing you need more of from me to feel fully seen and known?
If we lost everything except each other tomorrow, what would be the first thing we’d do to rebuild?