1.

Have you ever felt guilty for wanting to take a break from socializing?

Have you ever felt guilty for wanting to take a break from socializing?
2.

What’s something you wish you could tell your best friend about your feelings?

What’s something you wish you could tell your best friend about your feelings?
3.

What’s something you wish you could say to a coworker?

What’s something you wish you could say to a coworker?
4.

Have you ever had a crush on your best friend?

Have you ever had a crush on your best friend?
5.

What’s something you wish you could tell your friends about your ambitions?

What’s something you wish you could tell your friends about your ambitions?
6.

Have you ever felt pressure to follow a certain career trajectory?

Have you ever felt pressure to follow a certain career trajectory?
7.

Have you ever felt guilty for wanting to take time for yourself?

Have you ever felt guilty for wanting to take time for yourself?
8.

What’s something you wish you could tell your mentor about your aspirations?

What’s something you wish you could tell your mentor about your aspirations?
9.

What’s something you wish you could tell your parents about your life?

What’s something you wish you could tell your parents about your life?
10.

Have you ever wished you could take back something you said?

Have you ever wished you could take back something you said?
11.

What’s something you wish you could say to someone you admire?

What’s something you wish you could say to someone you admire?
12.

What’s the most embarrassing thing you’ve ever done in a social setting?

What’s the most embarrassing thing you’ve ever done in a social setting?
13.

Have you ever been embarrassed by something you did in a group setting?

Have you ever been embarrassed by something you did in a group setting?
14.

Have you ever felt pressured to change your personality for someone?

Have you ever felt pressured to change your personality for someone?
15.

Have you ever felt unworthy of love or affection?

Have you ever felt unworthy of love or affection?
16.

What’s the most embarrassing thing you’ve ever done while trying to act cool?

What’s the most embarrassing thing you’ve ever done while trying to act cool?
17.

What’s something you wish you could tell your friends about your dreams and goals?

What’s something you wish you could tell your friends about your dreams and goals?
18.

Have you ever felt like you were misunderstood by someone close to you?

Have you ever felt like you were misunderstood by someone close to you?
19.

Have you ever felt judged for your fashion choices?

Have you ever felt judged for your fashion choices?
20.

What’s the most embarrassing thing you’ve done in front of your crush?

What’s the most embarrassing thing you’ve done in front of your crush?
21.

What’s something you wish you could tell your mentor about your career goals?

What’s something you wish you could tell your mentor about your career goals?
22.

What’s the most embarrassing thing you’ve ever done while trying to impress a crush?

What’s the most embarrassing thing you’ve ever done while trying to impress a crush?
23.

What’s your biggest fear about being vulnerable?

What’s your biggest fear about being vulnerable?
24.

Have you ever been involved in a love triangle? What happened?

Have you ever been involved in a love triangle? What happened?
25.

Have you ever regretted saying something you thought was funny?

Have you ever regretted saying something you thought was funny?
26.

What’s the weirdest thing you’ve ever collected?

What’s the weirdest thing you’ve ever collected?
27.

What’s the hardest lesson you’ve learned in life?

What’s the hardest lesson you’ve learned in life?
28.

What’s the most ridiculous excuse you’ve ever given for not completing a task?

What’s the most ridiculous excuse you’ve ever given for not completing a task?
29.

Have you ever been rejected in a way that made you feel terrible?

Have you ever been rejected in a way that made you feel terrible?
30.

What’s the most embarrassing thing you’ve done in a job interview?

What’s the most embarrassing thing you’ve done in a job interview?
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