Would you rather questions where neither option is any good. The fun is watching someone defend the answer they just picked.
Would you rather age backwards from 80 or start again at 18?
One of 100+ questions in Would you rather?.
Open a deck and you get one question at a time on a card. Swipe right when you have answered it, left to skip. Some cards flip, so a riddle keeps its answer on the back. You can write your own questions too, design how the cards look, and send a single question to someone by link so their answer comes back to you.
Questions to ask your partner while things are good, so they stay that way. A proper check in on how you are both doing. Not the conversation you only have when something has already gone wrong.
Deep questions for the conversations that only happen after midnight. Regret, meaning, and the things you think about often but rarely say. Best when nobody is in a hurry.
Funny questions to ask friends. Silly and absurd for the most part, with the occasional one that tells you more about somebody than you expected.
What if questions with nothing at stake. Made up situations that people tend to answer far more honestly than real ones.
Family dinner questions that work with everyone at the table, from grandparents to children. Something to talk about other than the food.
Science and nature quiz questions pitched at pub quiz difficulty. The periodic table, evolution, human biology and a decent amount of astronomy.
Hard sports and leisure quiz questions. Record margins, forgotten champions, transfer fees and the statistics that end arguments rather than start them.
English quiz questions pitched at pub quiz difficulty. Grammar, idioms, word origins and the vocabulary that keeps turning up in crosswords.