18 of the Best First Date Question to Kill the Awkward Silences

Krystal Smith

First dates can be awkward, and no one likes those uncomfortable silences. That’s where good first-date questions come in. Check out these 18 simple and effective conversation starters to make your first date smooth and memorable.

What Are You Passionate About?

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Asking about someone’s passions is a surefire way to go beyond surface-level chit-chat. Understanding what drives and inspires your date opens the door to meaningful conversations about their goals, interests, and time management.

What’s Your Dream Job?

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Instead of asking what your date does now, ask about their dream job. This question tells you about their ambition, values, and motivations. Even if the person likes their current job, discussing their dream job can reveal more about their career goals and desires.

What Is the Best Thing That Happened to You Last Year?

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This is a great question to help you catch up on what’s going on in your life. It’s a lighthearted question that gives you insights into your date’s recent activities and their day-to-day life. They can talk about something extraordinary, such as a job promotion or an important family milestone like their parents’ 50th anniversary.

What Do Others Compliment You on the Most?

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Asking these questions will show you how your date sees themself but also how others see him. Does their self-image match what you see? Ask this random question to determine your date’s self-esteem and if they realize how attractive (or not) they are.

Where Did You Grow Up?

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This simple question shows you care about the other person and their background. If you both grew up in the same town, you can ask your date something like “How do you feel about growing up here?” or “If you could choose, would you have spent your childhood somewhere else?” If their hometown is different than yours, ask, “What was it like growing up there?”

What’s Your Family Like?

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Learning more about the most important people in their lives is crucial when you’re getting to know someone new. It could be their mother, brother, or even their grandfather – it’s just a great way to make your date feel comfortable and have a good time. Alternatively, you can ask, “Who are you closest to?” to avoid potentially damaging family relationships and focus on the positive ones.

What Are Your Friends Like?

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It’s fun to hear someone talk about their friendships and learn about the people they enjoy spending time with. You might find common interests or learn more about who they are and the company they keep. It allows you to explore their social circle and opens the door for follow-up questions like “How did you meet your friends?”.

Do You Have Any Pets?

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People love talking about their pets. It’s a great question to help them feel more at ease around you, and it’s just nice to show genuine interest in someone’s life. Even if they don’t have pets, you can discuss your shared love for animals, talk about future pets, or reminisce about pets from your childhood.

What’s Your Favorite Movie/TV Show/Book?

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With so many streaming services like Netflix and Audible available today, discussing your favorite TV series, must-see movies, or beloved books is a great way to keep the conversation going on a first date. Whether it’s “The Bachelorette” or “Game of Thrones,” sharing preferences can reveal more about each other’s personalities.

What’s Your Favorite Music

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Talking about favorite music is a great first-date topic. You can find out if you both like the same kind of music, get new band recommendations, and bond over the best (or worst) concerts you’ve been to. It’s an easy way to connect over shared musical tastes.

What’s Your Favorite Food?

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Share your favorite spots in town and your top meals. You can ask follow-up questions like, “What’s your favorite international cuisine?” or “What was your favorite food when you were a child?” This way, you learn about their experiences, see if you have similar food tastes, and find out if they’re open to trying new things.

 Are You an Outdoor or Indoor Person?

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This question is great because it allows you to learn about each other’s activities and find out if you like similar things. This can also lead to trying something new together or on your own. Even if you like different things, your date might suggest an activity that catches your interest.

Where Have You Traveled to?

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This conversation starter is excellent because it allows your date to share stories and experiences. If you’ve been to similar places, it creates a connection, and you can swap stories! Follow up with questions like “What’s your favorite city/country,” “How was the food in [country name]” or “If you could travel anywhere, where would you go?”

What Hobbies or Interests Do You Have?

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Whether you love doing yoga, playing the piano, or painting, sharing your hobbies and interests helps you connect on a deeper level. By talking about what you enjoy, you’re revealing more about yourself while also learning more about your date. Start the conversation with a question like,” What’s your favorite way to spend a day off?”

What’s the Craziest Thing You’ve Done?

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This one is a fantastic icebreaker if you’re not afraid to ask sillier questions. Has your date ever tried bungee jumping or climbed Mount Everest? Asking this question helps you figure out whether they have an adventurous side. It’s one of the most revealing and fun questions you can ask, often leading to some hilarious and unique answers.

Who’s the Most Fascinating Person You Have Met?

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You might be surprised by the people your date has met—whether famous or just fascinating characters from their everyday lives. Hearing their story can be inspiring, adding a layer beyond surface-level questions. It’s a chance to connect more meaningfully and discover shared experiences.

​ What Superpower Would You Like to Have?

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Ask your date what kind of superpower they would like to have – is it flying, the ability to stop time, being invisible, or something entirely different? Find out why they chose that particular power.

What’s Something You Are Proud of?

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Ask your date what achievements they are proud of. This helps you understand their values and the things they have worked hard for. You can ask follow-up questions like, “Have you ever won an award? “Have you ever made a decision that changed your life?” or “Do you share news of your accomplishments with your family and friends right away?

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