15 Great Questions To Ask Him On The First Date

First date questions
Two persons holding hands. Photo – Pexels / Natalie Bond

Before going on a first date, there can be a lot to consider, such as where to go, what to wear, and whether or not the other person is a walking creep.


Next, there are subjects for discussion. Beyond just having similar Netflix shows, you should also consider whether you and this individual would be compatible.

Don’t freak out if you’re always worried about what to talk about. With this comprehensive list of excellent questions, you can be sure of zero awkwardness between you and your date.

Here are 15 great questions to ask him on the first date

Couple kissing. Photo – Pexels / RDNE Stock Project

1. What are your passions and hobbies?

Firstly, this question can give you some information about the activities your date enjoys doing in his free time and what makes him tick. It’s a great way to find out his interests and see if you share any common hobbies.

READ ALSO: First Date Essentials

2. What do you do for a living?

Secondly, do not be shy to ask him about his career. Asking about his job not only gives you an idea of what he does but can also reveal a lot about his work ethic and ambitions. Moreover, you don’t want to be with someone who doesn’t match your expectations, so it’s safer to ask to be sure. Also, it is an easy way to learn more about his professional life and goals.

3. What is your favourite travel destination and why?

Travel is a great topic to explore as it can reveal a lot about a person’s sense of adventure and curiosity. Furthermore, asking about his favourite travel destination can also lead to fun conversations about different cultures and experiences he may have encountered.

4. What is something that you’re passionate about or feel strongly about?

Asking this help you understand what your date values and cares about on a deeper level. It can lead to meaningful conversations and insights into his beliefs and ideals. Throw in a question or two about social issues as well.

5. How do you like to spend your weekends? This question can give you a glimpse into your date’s lifestyle and how he prefers to unwind and relax. It’s a great way to see if your weekend routines align and if there are potential activities you could enjoy together in the future.

6. What are your goals and aspirations for the future?
Knowing what your date hopes to achieve in the long term can give you a sense of his motivations and dreams. It’s a chance to see if your goals align and if there is potential for a shared future together.

7. What is your idea of a perfect day?
This can uncover a lot about your date’s personality and preferences. It can lead to fun and lighthearted discussions about favorite activities and ideal scenarios.

8. What is a memorable experience from your past that has shaped who you are today?
This would enable you to know your date’s past and personal growth. Don’t see it as you prying. It’s an opportunity to learn more about his experiences and how they have influenced his beliefs and values.

9. What is your favourite book or movie and why?
Discussing favourite books and movies can lead to interesting conversations about entertainment preferences. Does he like horror? Thriller? Or is he a rom-com guy? This is your chance to know.

10. How do you handle stress and challenges in your life?
Asking this would let you know your date’s coping mechanisms and emotional intelligence. How does he handle emotions? Is he the type to hash things out immediately? Or does he tend to sit back and process things first?

Also, it is a chance to see how he manages difficult situations and whether you both have compatible ways of dealing with stress.

11. What is a skill or talent that you’re proud of?
This question can uncover hidden talents and strengths that your date may not always talk about. It’s a way to learn more about his abilities and accomplishments outside of his professional life.

12. What qualities do you value most in a partner?
You can ask this to help you understand what your date is looking for in a relationship. Make sure to throw in a question or two about his ideal woman.

With this, you can determine if you fit into his own expectations and if there is potential for a meaningful connection.

13. What is the best piece of advice you’ve ever received?
This question can lead to insightful conversations about wisdom and life lessons. It’s an opportunity to learn more about your date’s values and beliefs and see if you share similar philosophies.

14. What do you think is the key to a successful relationship?
Asking this question can give you a glimpse into your date’s views on love and commitment. Also, it is a chance to see if you both have compatible ideas about what makes a relationship work and thrive.

15. What are you looking forward to in the future?
Lastly, wanting to know about your date’s future plans and aspirations can give you a sense of his hopes and dreams. Use this chance to see if your visions for the future align and if there is potential for a shared journey ahead.

Finally, our question selection cover a range of topics and can help start meaningful discussions that could lay the foundation for a potential connection. So, don’t be afraid to ask these questions and see where the conversation takes you on your first date.

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