Monday, November 14, 2022

Significant Questions to Ask on A First Date by Miss Know It All

Miss Know It All
Who said dating is fun? It can be if you know how to conduct yourself on a first date. Meeting someone on a dating app can be challenging. However, what happens when the person you are smitten with meets in person, face to face? It can be hard-hitting. After all, you really know little about this person because your interactions have been through texting. While it is easy to get comfortable sending texts to each other and sharing stories about yourselves, the test comes when you and your crush plan your first date. What will the conversation be? Will it be a success or a total flop? Fortunately, there are never-ending first date questions that will help you learn a lot about each other and maybe land a second date.

Asking questions during a first date are signs you are interested and engaged in the conversation, but asking too many questions may make the date seem like an interview, which can feel daunting. Drop inquiries here and there to fill gaps in the conversation and to avoid uncomfortable quietness. With little effort, you will create a very natural connection. Following are some great first date questions to ask during the date:

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Questions for the First Couple of Minutes

If you do not know each other, this is the part of the date where you are both nervous and maybe feeling a little awkward. While it might be tough to come up with some questions, sometimes just sticking to the basics is enough.

How was your day?

Tell me more about yourself.

Where do you work?

Do you have any plans for the future?

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After Breaking the Ice

Once you are more at ease and you want to spend more time with this person, you are ready to get to know him/her better. Some fun and simple questions can help liven up the conversation.

What do you do for fun?

What is your favorite TV show/movie?

What TV show did you last binge-watch?

What was the best concert you have ever been to?

Who is your favorite singer/musician/band?

Do you have a favorite book or a favorite author?

Do you have any pets?

What is your favorite place to go to around town?

What is your go-to place for takeout?

What is your favorite sport? Who is your favorite professional sports team?

Do you prefer the indoors or the outdoors?

If you won the lottery, what would you buy?

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When You Want More Information

After getting to know more about the person’s personality, it is time to bring up deeper questions. This is the time to ask more ‘make it or break it’ questions that can help you figure out if you may want a relationship with this individual, or maybe another date.

What is your dream job? 

Are you close to your family?

Are you a morning person or a night person?

What is on your bucket list?

What is your biggest guilty pleasure?

If you could move to another country, where would it be?

Are there any hobbies or subjects that you would like to learn?

Do you consider yourself an introvert or an extrovert?

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When the Night Is Almost Over

It’s time to decide whether you want to lengthen your first date, possibly go on a second date, or just call it a night and move on. Ask some more intimate questions now that you are both more comfortable, and see if things might work out between you two.

What are your goals?

What is most important to you?

What do you see your future like?

Where do you see yourself in five years?

What are you most passionate about?

What are some of your biggest pet peeves?

What do you fear?

Do you have any regrets?

What is your proudest accomplishment in life?

Who inspires you?

How would you describe yourself in three words?

How would you describe me in three words?

What was your first impression of me?

What made you want to go on this date?

What do you consider some warning signs in a relationship?

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When it is Time to Go

If you feel the dating is a bust, end your relationship with your date instantly. If you are hoping to secure a second date, then these questions can help him or she get the hint.

Did you have a good time tonight?

Are you busy later this week?

Do you want to hang out again?

Can I send you a text later?

Do you want to split the check or want me to pick up the next one?

Would you want to check out a restaurant or movie sometime?

Photo by Jep Gambardella at Pexels


We would like to know what questions you have asked or would ask on a first date. Send your answers to - On the subject line please type first date questions. Soon, we will post them. Please limit your answer to five questions. Thank you.

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