Josh Liljenquist

Cohort 102 conversation game

21 Questions Game: Conversation Starters to Play

Play a structured round of exactly 21 original conversation prompts with tone filters, pass, back, progress, and no recorded answers.

Start a 21 Questions round

Rules for this version

A round contains exactly 21 distinct conversation prompts. Next marks the current prompt complete. Back revisits the previous prompt. Pass replaces the current prompt from the remaining pool without counting it.

Sample 21 Questions prompts

  • What snack disappears fastest at a gathering?
  • Which season has the best weekend plans?
  • What small purchase improves a normal day?
  • Which fictional home would be fun to visit?
  • What song always improves the mood?
  • What meal is worth learning to cook well?
  • Which everyday object has the best design?
  • What local place deserves more attention?
  • Which hobby would be fun to try for one day?
  • What is the ideal length for a road trip?
  • Which smell instantly feels welcoming?
  • What game can almost any group enjoy?