Yes — designed to be. Use it for off-sites, onboarding, and team dinners with confidence.

Will my boss find out something?

Only what you tell them. The skip button exists for a reason.

Good for school reunions?

Excellent — half the questions are about school disasters and the answers age beautifully.

Work & School

Have you ever had a coworker who you couldn't stand?

👥 Play with Friends

Why people ask this

This question works because the yes-or-no split always surprises the room — someone answers in a way nobody expected, and the conversation starts from there. Work and school questions are popular because everyone has the same bad-meeting and dumb-detention archetypes — recognising them in someone else’s life is the whole point. Have You Ever questions work because they give everyone the same binary entry point — yes or no — and then let the room decide how far to go. A quick nod counts. A ten-minute story also counts. The format never forces anyone to say more than they want to, which is exactly why people do.

What do players say?

82%

of players said Yes
11 responses

Based on 11 answers so far, 82% of players say yes — making this one of the most common experiences players own up to.

Discussion starters

→ Who in the group is most likely to have had a coworker who you couldn't stand?
→ What's the full story — and who in the group is most surprised by your answer?
→ What is the worst meeting you have ever sat through?
→ What is the dumbest reason you have been in trouble at work or school?
→ What is the strangest job interview you have done?

Thinking about difficult coworkers can bring up a mix of frustrations and funny stories. Exploring this question can reveal shared experiences and sparks of empathy. Want to dive deeper? Explore classic work-related questions to get even more insights into workplace dynamics.

What This Question Really Asks

This question aims to uncover your honest feelings about someone you’ve had to work closely with and whether those feelings have impacted your daily routine. It's more about sharing authentic experiences than surfacing grievances. By discussing this, you might also learn how others handle difficult workplace relationships. Curious about different perspectives? Check out funny and embarrassing workplace stories for some light-hearted moments.

Whether you've ever disliked a coworker intensely
If the feeling was mutual or one-sided
How you handled the situation
What the experience taught you about workplace dynamics
And whether you’ve ever overcome that tension in a classic work setting

How to Use This Question

Setting	Tone	Best for	Tip
Friends game night	Playful and candid	Getting to know amusing work tales	Encourage light-hearted stories about workplace mishaps by starting a game here
First date	Honest but gentle	Building trust through shared experiences	Share a funny or relatable story to break the ice
Team meeting	Professional yet open	Understanding team dynamics	Use this question to spark discussions about teamwork
Family dinner	Warm and reflective	Sharing humorous conflict stories	Keep it light and avoid sounding too negative
Party	Casual and fun	Creating laughter and bonding moments	Use humorous anecdotes to entertain everyone

When You Say "Yes"

You admit to having felt annoyed or frustrated with a coworker.
You’ve experienced tension or conflict at your workplace.
You recognize that difficult coworkers can impact your productivity and mood.
You’ve considered or taken steps to address workplace conflicts.
You’re open to sharing stories of overcoming or coping with workplace rivalry or tension, especially if you check out deep and meaningful discussions with friends or colleagues.

When You Say "No"

If your answer is no, it might mean your work environment has been relatively smooth or that you prefer to keep work relationships purely professional. Alternatively, you might not have encountered anyone that bothered you enough to dislike. Some common reasons include:

Always maintained a positive attitude towards colleagues
Prefer keeping interactions limited and professional
Have had only good experiences with coworkers

Best Follow-Up Questions

How did you handle the discomfort or conflict?
Have you ever resolved the issue and what changed afterward?
Did this experience influence your current workplace relationships?
What advice would you give to someone dealing with a difficult coworker?
Would you approach the situation differently now? For more ways to navigate conflicts, check out our categories.