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

Jan 12, 2026 · 400 Wacky, Wild & Totally Fun Questions To Ask Anyone—Including Friends, Family & Even Strangers! Bring an interesting spark into any conversation with this list of fun questions you …

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 great way to know …

Dec 20, 2025 · Getting to know someone can be awkward. Use the #1 list of get to know you questions to make it easy and get the conversation flowing.

Sep 27, 2025 · Asking thought-provoking questions is an easy way to bond with people—and have an entertaining conversation at the same time. Read on for a comprehensive collection of questions …

3 days ago · The best trivia questions mix challenge with entertainment, encouraging friendly competition and laughter. This article presents a collection of fun trivia questions and answers …

Jan 3, 2024 · Turn to these fun questions to ask anytime you need an icebreaker to prompt some fun and fascinating conversation.

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 encourage …

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.

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 helps you …