Embarrassing Truth or Drink Questions (2024)

Sample Questions

1.What's your most embarrassing wardrobe malfunction?
2.What's the most awkward text you've sent to the wrong person?
3.What's your most embarrassing moment in front of a crush?
4.What's the worst thing you've been caught doing?
5.What's your most embarrassing bathroom emergency story?
6.What's the most awkward thing you've said on a first date?
7.What's your most embarrassing childhood nickname?
8.What's the most embarrassing thing your parents have caught you doing?
9.What's your worst public speaking disaster?
10.What's the most embarrassing thing you've done at work?
11.What's your most cringe-worthy social media post?
12.What's the most embarrassing thing you've done while trying to impress someone?
13.What's the most embarrassing thing you've done while drunk?
14.What's your most awkward moment during a video call?
15.What's the most embarrassing thing in your browser history?
16.What's the worst autocorrect fail you've ever sent?
17.What's the most embarrassing thing you've done in front of your in-laws?
18.What's your most awkward moment in an elevator?
19.What's the most embarrassing thing you've been caught singing or dancing to?
20.What's your most embarrassing dating app experience?
21.What's the worst fashion choice you've ever made?
22.What's the most embarrassing thing you've done at a gym?
23.What's your most awkward moment with a delivery person?
24.What's the most embarrassing thing you've done during a job interview?
25.What's your worst 'reply all' email mistake?
26.What's the most embarrassing thing you've done while trying to be sexy?
27.What's your most awkward moment with a stranger?
28.What's the most embarrassing thing you've done at a restaurant?
29.What's your worst case of mistaking someone for someone else?
30.What's the most embarrassing thing you've done during a meeting?
31.What's your most awkward moment with technology?
32.What's the most embarrassing thing you've done on public transportation?