20 Questions

Speed Dating Questions to Ask

Quick and engaging questions to ask during speed dating to make a great first impression and find meaningful connections.

1

What's the most interesting thing about you that I wouldn't know from looking at you?

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Why this works

Reveals hidden depths and unique qualities that make them stand out from the crowd.

2

If you could have dinner with anyone (living or dead), who would it be and why?

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Why this works

Shows their interests, values, and what they find inspiring or admirable.

3

What's something you're passionate about that gets you excited?

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Why this works

Reveals what drives them and what they care deeply about.

4

What's the best adventure or trip you've ever been on?

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Why this works

Shows their sense of adventure and what they consider memorable experiences.

5

What's something you've always wanted to try but haven't yet?

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Why this works

Reveals their dreams, aspirations, and what they're curious about.

6

What's the most spontaneous thing you've ever done?

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Why this works

Shows their personality, sense of adventure, and how they handle unexpected situations.

7

What's something that always makes you laugh?

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Why this works

Reveals their sense of humor and what they find funny or entertaining.

8

What's your idea of a perfect day?

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Why this works

Shows their values, interests, and what they consider ideal or enjoyable.

9

What's something you're really good at that you're proud of?

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Why this works

Reveals their talents, skills, and what they take pride in.

10

What's the most interesting place you've ever been?

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Why this works

Shows their travel experiences and what they find fascinating or memorable.

11

What's something you're looking forward to in the next year?

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Why this works

Reveals their goals, plans, and what they're excited about for the future.

12

What's the best piece of advice you've ever received?

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Why this works

Shows their values, wisdom, and what guidance has influenced them.

13

What's something that always puts you in a good mood?

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Why this works

Reveals what brings them joy and happiness.

14

What's the most interesting thing you've learned recently?

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Why this works

Shows their curiosity, interests, and what they find intellectually stimulating.

15

What's something you're grateful for right now?

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Why this works

Reveals their perspective on life and what they value or appreciate.

16

What's the most interesting thing about your job or what you do?

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Why this works

Shows their professional interests and what they find engaging about their work.

17

What's something you're really looking forward to?

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Why this works

Reveals their excitement, plans, and what they're anticipating.

18

What's the most interesting thing about your family or background?

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Why this works

Shows their family connections and what makes their background unique.

19

What's something you're really curious about?

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Why this works

Reveals their interests, questions, and what they want to explore or understand.

20

What's the most interesting thing you've discovered about yourself recently?

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Why this works

Shows their self-awareness, growth, and what they're learning about themselves.

Making the Most of Speed Dating

Expert tips and techniques for getting the most out of these questions.

Before the Event

Prepare Your Questions

Have a few good questions ready to ask, but be flexible and natural.

Dress Appropriately

Wear something that makes you feel confident and comfortable.

Arrive Early

Get there early to settle in and feel comfortable before the event starts.

During the Speed Dating

Be Present

Focus on the person you're talking to and give them your full attention.

Ask Open-Ended Questions

Ask questions that encourage conversation and reveal their personality.

Listen Actively

Pay attention to their responses and ask follow-up questions.

After the Event

Follow Up

If you're interested in someone, follow up within a few days.

Be Honest

Be honest about your interest level and don't lead people on.

Stay Positive

Keep a positive attitude and don't get discouraged by rejections.

Find Your Perfect Questions

Search our collection of thoughtful questions for any conversation or situation