Tell us about the first time you got into trouble at school or with your parents.

What is the longest journey you have ever been on?

What is the most adventurous activity you have done while traveling?

Have you ever sent or received a naughty picture?

Are you a bathroom singer?

Describe the first time you stayed up all night, and what did you do?

What is the most embarrassing thing you've said in your sleep?

If you could possess an enchanted object, what would it be and what powers would it have?

Tell us about your first job or the first time you earned money through work.

What is the most embarrassing thing you've done while intoxicated?

What is the most unique souvenir you have brought back from a trip?

What is the funniest lie you've told to get out of trouble?

What is the most embarrassing thing you've done to impress someone?

What is the perfect meaning of life?

What is the most delicious local dish you have tried while traveling?

What is your favorite guilty pleasure TV show?

Have you ever lied to your partner about something significant? If yes, what was it?

What is the most embarrassing post you've ever seen on social media?

What is your favorite part of the opposite sex's body?

What is the most embarrassing thing you've done while trying to impress a celebrity?

Have you ever kissed someone of the same gender?

What is the most embarrassing thing you've done while trying to flirt?

What is the silliest thing you've done to make someone laugh?

Have you ever lied about your accomplishments? If yes, what did you claim?

Have you ever lied to get out of trouble? If yes, what was the situation?

What is the most memorable encounter with a local person you have had?

Have you ever faced an embarrassing moment at any function?

What was the first song you ever learned to sing or play on an instrument?

Tell us about your first crush or first romantic experience.

What is that one thing you always wanted to tell your parents but you couldn't?

Describe your first major accomplishment or achievement.

What is your biggest fear?

What is the sexiest outfit you have ever worn?

Have you ever cheated on a test?

Have you ever had a one-night stand while on vacation?

Have you ever cheated on a physical fitness test? If yes, how?

Have you ever shoplifted? If yes, what did you take?

What is the most embarrassing thing you've done while sleepwalking?

What is the most embarrassing thing you've done in a public restroom?

What is the most embarrassing thing you've done at a wedding or special event?

What is the funniest pet peeve you have?

What is your favorite position?

Have you ever had a threesome or considered having one?

What is the most embarrassing thing you've done during a live video call?

What is the most embarrassing thing you've said to your crush?

How many times did you fail in your final examinations?

Have you ever skinny-dipped?

What was your first pet's name, and what kind of animal was it?

Describe the first time you stood up for yourself or someone else.

What is the craziest location you have had a quickie?

What is the most frustrating travel experience you have had?

Have you ever had a romantic encounter in a car?

What is the most embarrassing thing you've done at a party?

What is the most outrageous thing you have done in the bedroom?

What is your favorite type of foreplay?

What is the most embarrassing nickname you've had?

How many days will you stay without taking a shower?

What is the scariest travel experience you have had?

What is the most embarrassing fashion trend you've followed?

Which fantasy universe would you love to visit as a tourist, and what would you do there?

What is the most interesting cultural experience you have had while traveling?

How many boyfriends/girlfriends you have right now?

If you were granted three wishes by a genie, what would you wish for?

What was the first video game you ever played, and did you like it?

Have you ever used a dating app for a casual hookup?

What is the most ridiculous thing you've bought?

What is the most adventurous place you have had sex?

What is your favorite type of role play?

Have you ever lied to your parents about where you were going? If yes, why?

What is the funniest thing you've accidentally done on a video call?

What is the most embarrassing fashion trend you've followed?

What fantastical creature would you like to be for a day, and what would you do?

Have you ever eavesdropped on someone's conversation?

What is the naughtiest dream you have ever had?

What is the weirdest thing you've ever done for a dare?