May 1, 2025 · We've rounded up all sorts of fun questions to ask people—whether you're asking someone new, like a stranger, or friends and family you've known for years.

Jan 3, 2024 · Below, we’ve rounded up some of the weirdest, most random, and most interesting conversation prompts you could ever hope to ask—or be asked—during your next encounter.

Here is my ridiculously long list of good questions to ask. Use them to get a conversation going or as a fun way to pass the time with friends or loved ones. With 500 questions to choose from, …

Oct 22, 2025 · Here are 331 juicy and thought-provoking conversation starters to get to know someone better and (hopefully) create an intriguing and memorable conversation. How often …

Nov 15, 2024 · From lighthearted icebreakers to deep questions about life and dreams, these prompts are designed to help you and your friends connect on a whole new level. So grab a …

Aug 10, 2025 · Here’s your ultimate list of funny questions — perfect for friends, couples, kids, work buddies, or even complete strangers. We’ve handpicked 250+ unique questions so you’ll …

Oct 16, 2025 · Find all of Teen Vogue's questions and games stories here. We’ve all been there, staring down the silence of a conversation with no clear path. This is where a set of random …

Aug 23, 2025 · Ask your loved ones, colleagues, or someone you just met these silly icebreaker questions. Chances are, you’ll learn something new about them or the world! What’s the …

Sep 29, 2025 · These funny questions to ask your friends, family, partner, and kids will make everyone laugh and bring a sense of humor any conversation.

Feb 12, 2025 · You found our list of the best random questions to ask people. Random questions are prompts you can use to spark interesting conversations with someone. For example, …