100 Of The Very Best First Date Questions

100 Of The Very Best First Date Questions

These first date questions are sure to break the ice between you and your potential partner. 

First dates are scary. The dreaded awkward silence seems to be inevitable. Nowadays with an emphasis on online dating apps, most single people are more used to disposable approaches of conversation and the infinite loop of ghosting each other.  However, with these questions perfect for a first date there is sure to be laughter and chats throughout! So long as you follow a few rules too.

First, The Rules

1. Make sure the conversation interests you both 
You may be under the impression that the date is going swimmingly, but your date who has been listening to you talk about your pet for the last thirty minutes might feel very differently. Make sure there is a balance; that you listen to your date, and that they listen to you. On a similar note, rather than bombarding them with questions without giving any information about your own life, relate to your date’s answers and provide them with your own experience. 

2. It Is Perfectly Normal Not to Dig Too Deep
If you are enjoying yourself, along with your date’s presence, there is no need to bring up dating questions such as ‘how many kids would you like’ or ‘when will we get married’. Unless, of course marriage and children are all you are there for. If that is the case, then feel free to I dictate such motions. However, get to know them as a person before delving into such serious topics. 

3. Ask Questions That Lead to Broader Conversation
Your date might become startled if you ask them frequent questions every few minutes. Therefore, asking questions that lead to broader conversation can be a bonus. Many of these first date questions listed below explore other possible topics of conversation. 


100 First Date Questions

— The Perfect Questions to Ask on a First Date

How long have you been single?

Where did you meet most of your current friends?

What is your idea of a perfect second date?

How long was your longest relationship?

What is your go-to meal in every restaurant?

Do you spend a lot of time on social media?

Have you ever tried online dating apps? How were your experiences with online dating apps?

Do you have any pets?

Why did you choose this place for a date?

What is your kryptonite?

What, do you believe, is your worst habit?

Where would you like to see yourself in five years?

Where would you like to see yourself in ten years?

How many siblings do you have?

What is your family like?

Have you lived in many places?

Where would you love to live in the future?

Is there any place you would like to travel to?

When you’re not working, what do you spend most of your time doing?

— 20th of 100 First Date Questions
Do you have any unique interests?

What type of music do you listen to?

Are you a fan of watching television?

Do you go out socially often?

Do you like to read?

Were you nervous before you arrived to this date?

What do you work as?

Do you like your job? 

What were you like in school?

Do you come from a big family?

Would you only date someone that has the same interests as you?

Or do you believe that opposites attract?

Do you believe in love at first sight?

What do you do when the electricity goes out?

Who is your favourite person?

Who is a person you admire?

What’s the first thing you think about in the morning?

What is the last thing you think about at night?

What is the funniest joke you’ve ever heard?

What is something about you that always seems to surprise people?

— 40th of 100 First Date Questions
What would be more of a dealbreaker in a relationship for you; different religious or political opinions?

Were you ever engaged to be married?

Is your current job anything like you thought you’d be when you were younger? 

Did you go-to college?

What were you like in school?

What would make or break a relationship for you?

What is something funny that happened to you when you were younger?

Do you have any fears?

What would you do if tomorrow was your last day to live?

Do you like where you grew up?

Are you a coffee drinker?

Are your parents still together?

What is your favourite holiday?

Do you speak any other languages?

What skill would you like to improve?

Do you believe in New Year’s Resolutions?

Do you believe in love at first sight?

What is something that annoys you more than anything else?

When were you most proud of yourself, or someone else?

Are there any foods that you hate?

— 60th of 100 First Date Questions
Are you working towards a goal at the moment?

Do you travel abroad often?

Would you rather spend a night in or out?

Who would you have at your dream dinner party?

Do you follow sports?

What do you like the least about your current job?

What are your family like?

Have you ever been heartbroken?

When it comes to romantic partners, do you have a type?

What are you most worried about in your future?

What made you decide to go on a date with me?

Are you an introvert or an extrovert?

Do you hang out with a large group of people?

Do you ever get shy?

What would you like to try in a new relationship?

What would be a dealbreaker for you in a relationship?

Have you ever had a long distance relationship?

What are your thoughts on long distance relationships?

Do you think an age gap in a relationship is a big deal?

How would you describe your sexual orientation?

— 80th of 100 First Date Questions
What is your go-to drink?

How long have you lived where you live?

Do you have any tattoos?

Do you have any piercings?

Are you interested in fashion?

Are you more of a cat person or a dog person?

What is your favourite day of the week?

Do you read?

If you could be someone else for one day, who would you choose?

Who is your favourite fictional character?

Are there any conspiracy theories you believe in?

Would you ever meet a stranger you met online?

What would your name be if you were a famous musician?

What are your plans for tomorrow?

How would you describe your personality?

How would you describe my personality?

Do you believe that first impressions last?

If money wasn’t a problem, what would you work as?

Do you enjoy debating politics?

What was the stupidest reason one of your relationships broke up?

Is there anything you would like to ask me?

Alanna Hammel
Latest posts by Alanna Hammel (see all)
Alanna Hammel
Latest posts by Alanna Hammel (see all)