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  1. 500 Good Questions to Ask - Find the perfect question

    A ridiculously long list of good questions to ask. Lots of fun, creative, thought provoking questions to choose from.

  2. 351 Juicy Questions to Ask Your Friends, From Funny to Deep

    Oct 22, 2025 · There are hundreds of questions you can ask someone without getting ultra-vulnerable, awkward, or nosey. Reading people’s body language and conversation cues is a …

  3. 215+ Deep & Powerful Questions that Make You Think

    Apr 10, 2025 · We’ve compiled a list of the most thought-provoking, introspective, and engaging questions to ask yourself, your partner, and your friends—they’re sure to start a conversation …

  4. 270 Random Questions to Ask That Double as Ice Breakers

    Oct 16, 2025 · There’s a random question for every situation. Find all of Teen Vogue's questions and games stories here. We’ve all been there, staring down the silence of a conversation with …

  5. 185 Fun Questions to Ask in Absolutely Any Situation - Best Life

    Jan 3, 2024 · To get under the service, you need to ask the right questions. Below, we’ve rounded up some of the weirdest, most random, and most interesting conversation prompts you could …

  6. Get To Know You Questions: The #1 List for Fun

    Feb 24, 2025 · 250+ get to know you questions. Includes categories for good, fun, basic and interesting questions. Plus a random generator!

  7. 250 Best Icebreaker Questions To Start a Fun Chat - Parade

    Dec 26, 2024 · Need some icebreaker questions to get the conversation going? This list for kids, teens and adults has it all, from funny and everything in between.

  8. 260 Best Questions To Ask To Get To Know Someone - Women's Health

    Aug 16, 2024 · If you're ready to jump into quiz mode, but don't know where to start, try these 260 not-boring questions to get to know someone better: "Asking someone about their preferences …

  9. Great Questions - StoryCorps

    With over two decades of listening, we know what makes a good conversation: Start by asking Great Questions. Here are some of our suggestions for getting a good conversation going. We …

  10. 200 Best This or That Questions to Ask for Better Conversations

    Sep 29, 2025 · Asking these this-or-that questions is a great way to strike up a conversation with someone new or learn more about your friends.