🔥 The Hard Questions
Questions that go to the core of who you are together — approached with care, openness, and mutual respect.
Sample Questions
“What have you never said to me because you were waiting for the right moment?”
“What about growing older together do you find deeply comforting?”
“What conversation have we both been gently avoiding?”
From the blog
Hard questions to ask your partner before life asks them for you
Hard questions to ask your partner about money, family, fears, and the future: 63 serious prompts, plus how to time them so honesty builds trust.
Blended families: 40 questions to help you build something new
Blended families don't run on the same rules as first families. These 40 questions help you and your partner align before the hard stuff hits.
The money talk: 30 financial questions every couple should answer
30 money questions for couples, ordered from easy to hard, plus a framework for bringing up finances without it becoming a fight.
Tonight's question
Where do you feel most at home with me?
The kitchen, when you are cooking and I am useless nearby.
Anywhere, honestly. Airports included.
Learn something new about your partner tonight
One question. Both answer. Then the real conversation starts.
Free to start. Available on iPhone and Android.