15 Controversial Dinner Party Questions That Are Actually Fun

Lizzy FrancisSenior Editor, Lifestyle
Lizzy FrancisSenior Editor, Lifestyle
I cover Real Estate and help with coverage across Cleaning & Organizing and Living. I've worked in digital media for almost seven years, where I spent all of those as News Editor at Fatherly, a digital media brand focused on helping dads live fuller, more involved lives. I live to eat, exercise, and to get 10 hours of sleep a night. I live in Brooklyn with my husband and my dog, Blueberry.
updated Jun 17, 2026
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Dinner party at home
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One thing about me: I love to ask people icebreaker questions, no matter how well we know each other. I can be socially awkward at times, and having a few questions in my back pocket to get conversation going and flowing is really important to me. If you are like me at all, I thought of (and asked around for) 15 icebreaker questions that you could ask when getting drinks with friends, hosting a dinner party, having a picnic, or going on a date for the first time. If you’re looking for fun questions to ask, then read on. 

15 Dinner Party Questions to Ask That Really Get the Conversation Flowing

1. If you could confirm your safety, would you rather travel to outer space or the deep sea?

This one is a fun one — I’d personally probably pick going to outer space, because I’ve heard that seeing Earth from that distance is mind-altering. But what would you pick?  

2. Which Kardashian family member are you?

As a straight-up question, it’s great to know whether your friends see themselves as Kim, Khloe, Kylie, Kendall, or Kourtney. And it’s even more revealing when people don’t want to answer the question at all. 

3. Would you rather live in complete darkness or with the big light on at all times?

You can set your own parameters on this one: You could be nice and let people live with natural light, or you could say that they’d have to give that up, too, and see what they want. 

4. If you had to never eat garlic or onion again, which would you choose to get rid of? 

I would get rid of garlic. Controversial, I know — but you can have powdered onion, pickled onion, raw onion, caramelized onion, shallot, white, yellow, red onion … and I just can’t give all of that up. 

5. If you had to get rid of one season, and you could never experience it again, which season would it be? 

Now this is a real hot take — I’d get rid of summer. If you want to do the question on hard mode, tell people they can’t get rid of winter and see what they’d say. 

6. If you could only listen to one album for the rest of your life, what album would it be and why?

I’d pick “Age of Adz” by Sufjan Stevens. But this is a fun question because it’s not exactly what someone’s favorite album is — it’s equally about an album that they wouldn’t get bored of, even if it was the only music they could ever listen to for the rest of their natural born life. 

7. Who is the oldest celebrity you’d go on a date with? 

One of my favorite ice-breakers. The most fun part of the question is having people Google their elderly celebrity crushes and seeing how old they are. 

8. Do you identify as a mob wife, a girl boss, a nepo baby, or a trad wife? You can only pick one. Explain why. 

I didn’t come up with this one — a few friends did. What’s fun about this question is its less fixed identity and more about the kind of day, week, month or year you’re having. Sometimes I’m feeling like a girl boss; sometimes I’m feeling like a mob wife. It just sort of depends. 

9. If you had to survive one scary movie, which scary movie would you pick?

How about I pick none and we move on? (I’d probably pick something like Signs, because I’d never live in a corn field in the middle of nowhere.) 

10. What’s the biggest and most important lesson (or wisdom) you’ve learned or earned over the last year? What about over the course of your life? 

I typically ask this question for people around their birthdays — I call it their “birthday wisdom.” When I ask people this question, I give them time to think it over and let them come back to me as a two-parter. It’s a great question for birthdays, because it helps your loved ones reflect on their past year (and how they’re feeling looking back on their lives). But it’s also a fun question at the top of a dinner party — let people chew it over and answer it throughout the night. 

11. If you were an Olympic-level athlete at any sport, what sport would it be and why? 

This one is fun because you get to see the kind of delusional that your friends are. My kind of delusion is that I’d probably be a good fit for gymnastics, because I’m pretty petite, but for no other reason than that. I can’t imagine flipping through the air like that.

12. If you had to bring one vegetable to a fight as your only weapon, what vegetable would it be and why?

And it can’t be something like potatoes in a sock, either. Just one vegetable in your hand. What’s your weapon of choice? 

13. If you had to eat one same meal every day for the rest of your life, what would it be and why? 

An easy question for me, because I love eating the same foods over and over. Similar to the only-one-album-ever-again question, what’s fun about this is that you’re not really asking your friends what their favorite food is. You’re asking them what food they would be willing to tolerate, day in and day out, forever. 

14. If you had to join a reality television competition show, which would you join? Do you think you would be good at it? 

Limiting this to competition shows is fun, but you can also allow your guests to answer the question with any reality television show, if you have a friend who thinks they would be great on the Real Housewives franchise, or excellent on Below Deck, for example. 

15. What movie do you absolutely hate that everyone loves? Why do you hate it? 

This is more fun than asking about a favorite movie, and gets people going with hot takes. Have everyone answer the question and let the arguments ensue. 

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