100 Have You Ever Questions for Friends and Family

The “Have You Ever” game is a fun and engaging way to start conversations and laughs with friends and family.

Whether you’re playing on a road trip, at a party, or even during a peaceful evening at home,

These questions may help everyone learn more about one other, share experiences, and build memories.

Below, we’ve collected a list of 100 questions to make your next round of the game lively and unforgettable.

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Fun and Lighthearted

These questions are ideal for keeping the tone light, amusing, and carefree. They’re wonderful for breaking the ice and making everyone comfortable.

Have you ever gone to a country beyond your own?
Have you ever gone on an impromptu trip?
Have you ever eaten anything you truly didn’t like, yet pretended to love it?
Have you ever sang karaoke in front of a crowd?
Have you ever attempted an extreme activity like skydiving or bungee jumping?
Have you ever met a celebrity?
Have you ever been lost while traveling?
Have you ever made a prank call?
Have you ever forgotten someone’s birthday?
Have you ever been to a concert?

Deep and Thought-Provoking

These questions can stimulate more meaningful interactions, helping you to bond on a deeper level.

Have you ever experienced a life-changing experience?
Have you ever been in love?
Have you ever regretted not taking a chance?
Have you ever confronted a fear that transformed your view on life?
Have you ever believed in something that subsequently proved out to be untrue?
Have you ever had to make a difficult decision that affected your life?
Have you ever thought of migrating to a foreign nation permanently?
Have you ever lost someone close to you?
Have you ever forgiven someone who injured you deeply?
Have you ever experienced a near-death experience?

Silly and Fun “Have You Ever” Questions

Sometimes, the best way to bond with family and friends is via laughing. These questions are lighthearted and likely to produce memorable moments.

Have you ever worn socks with sandals?
Have you ever talked to your pet like they’re a person?
Have you ever fallen asleep in an odd place?
Have you ever tried to execute a cartwheel and failed miserably?
Have you ever danced in front of a mirror?
Have you ever used a false name to check into a hotel?
Have you ever had a food fight?
Have you ever experienced a weird meal combo that really tasted good?
Have you ever experienced a wardrobe malfunction in public?
Have you ever laughed so hard you cried?

Embarrassing “Have You Ever” Questions

These questions are ideal for bringing out humorous (and occasionally cringe-worthy) moments from your friends and family.

Have you ever sent an SMS to the incorrect person?
Have you ever stumbled in public and tried to pretend like it didn’t happen?
Have you ever forgotten someone’s name in a conversation?
Have you ever unintentionally liked an outdated photo on someone’s social media?
Have you ever stepped into a room and forgotten why you went in there?
Have you ever gone around with food on your face without noticing it?
Have you ever been caught singing in the shower?
Have you ever unintentionally worn clothing inside out?
Have you ever gotten caught talking about someone behind their back?
Have you ever had a crush on someone you didn’t want to admit to?

Family-Oriented “Have You Ever” Questions

These questions are fantastic for developing family relationships and sharing memories that make you feel even closer.

Have you ever gone on a family vacation that turned into an incredible adventure?
Have you ever had a family meal that escalated into a food fight?
Have you ever stayed up late talking with a sister about life?
Have you ever gotten into trouble for something your sibling did?
Have you ever been part of a family ritual you love?
Have you ever attempted to get away with something as a youngster and been caught?
Have you ever learnt something useful from a family member?
Have you ever had a quarrel with a family member that lasted for days?
Have you ever perpetrated an innocent prank on a family member?
Have you ever assisted a family member with anything important?

Outrageous and Daring “Have You Ever” Questions

Want to really stir up the game? These questions push the boundaries a little, leading to wild, outrageous answers.

Have you ever lied to get out of a situation?
Have you ever gone to a party you didn’t want to attend?
Have you ever stayed up all night just for fun?
Have you ever broken something at a store and not told anyone?
Have you ever gotten away with sneaking into an event or venue?
Have you ever pulled an all-nighter to finish an assignment?
Have you ever smuggled food into a movie theater?
Have you ever missed school or work for no reason?
Have you ever walked out of a job or an event early?
Have you ever made a major purchase on impulse?

Relationship and Romance “Have You Ever” Questions

These questions will start everyone chatting about their love life and romantic experiences.

Have you ever had a hidden crush on someone you worked with?
Have you ever kissed someone beneath the mistletoe?
Have you ever gone on a blind date?
Have you ever written a love letter to someone?
Have you ever had a long-distance relationship?
Have you ever been on a date that didn’t go as planned?
Have you ever uttered “I love you” to someone and meant it?
Have you ever had a relationship that taught you a useful lesson?
Have you ever surprised someone with a romantic gesture?
Have you ever broken up with someone over text?

Travel & Adventure “Have You Ever” Questions

If you’re an explorer or just love visiting new locations, these questions will lead to great anecdotes about journeys and experiences.

Have you ever been on a solo trip?
Have you ever taken a road trip with friends or family?
Have you ever camped out beneath the stars?
Have you ever gone on a cruise?
Have you ever missed a flight or train?
Have you ever gone ziplining?
Have you ever done a sightseeing trip in a foreign city?
Have you ever been at a hotel that wasn’t what you expected?
Have you ever hitchhiked or been picked up by a stranger?
Have you ever gone on a roller coaster for the first time?

Personal Achievements “Have You Ever” Questions

These questions focus on personal milestones, growth, and accomplishments.

Have you ever won a contest or a competition?
Have you ever fulfilled a goal you set for yourself?
Have you ever learnt a new skill simply for fun?
Have you ever completed a large project at work or school?
Have you ever earned recognition for something you did?
Have you ever attained a fitness goal you were working on?
Have you ever saved up for anything and rewarded yourself to it?
Have you ever finished reading a book in one sitting?
Have you ever given a public speech?
Have you ever learnt a new language?

Random and Unexpected “Have You Ever” Questions

These questions may carry the conversation in all sorts of unexpected areas, resulting to amusing and surprising replies.

Have you ever believed in a conspiracy theory?
Have you ever gotten a piercing or tattoo on impulse?
Have you ever attempted a new pastime that you ended up loving?
Have you ever attempted to stay up all night and failed?
Have you ever acquired a nickname that lingered for years?
Have you ever fractured a bone or needed stitches?
Have you ever been on TV or in the news?
Have you ever gotten caught in a lie but didn’t acknowledge it?
Have you ever stayed up past midnight binge-watching a TV series?
Have you ever gone to a party and regretted it?

Whether you’re bonding with friends, getting to know family members better, or simply having a fun time with loved ones, “Have You Ever” questions can turn any moment into an enjoyable and memorable experience.

Conclusion

“Have You Ever” questions are a fantastic way to spark interesting conversations, create lasting memories, and share laughs with friends and family.

Whether you’re seeking for entertaining, meaningful, or humiliating moments, these questions present unlimited opportunity for interaction.

The beauty of this game resides in its simplicity, it doesn’t require costly equipment or elaborate rules, just individuals eager to share and enjoy one other’s company.

So, the next time you’re hanging out with loved ones, bring out a handful of these questions and watch the fun emerge.

Who knows what shocking, humorous, or emotional stories will come to light? Let the game begin!