Ever find yourself thinking, “What do I ask now?” Whether you're meeting someone new, trying to make a friend, going on a date, sitting around a dinner table, reconnecting with someone you haven't seen in years, or simply wanting to know the people already in your life a little better, this colorful question book and journal gives you somewhere to start. WHAT DO I ASK NOW? is part conversation guide, part question bank, part practice workbook, and part emergency conversational flotation device. Inside you'll find easy conversation starters, friendship and dating questions, family and memory prompts, work-safe questions, road-trip and group questions, ridiculous questions of critical importance, deeper conversation prompts, reconnection questions, and space to discover your own favorite questions. You'll also learn simple tools for keeping conversations going without turning them into interrogations: look for conversational “doors,” pull the thread, listen and share, try “Tell me more,” read the room, and remember that curiosity isn't entitlement. Most importantly, this book isn't about teaching you to act “normal,” become dazzlingly charismatic, or always know the perfect thing to say. Different people communicate differently, and that's okay. Questions can be passed. Boundaries matter. Silence doesn't automatically mean failure. You don't have to be interesting all the time. Try being interested. Sometimes, “Really? Tell me more.” is enough.